Adhesive Applicator Tips with Improved Flow Properties
Folder:
Year:
Abstract:
An article of manufacture for dispensing an adhesive material, such as a synthetic or semi-synthetic polymerizable or cross-linkable monomer material, includes a container body, and a porous applicator tip having a proximal end that is attached to the container body, and a distal end located away from the container body, wherein the adhesive material is located in the container body in a non-contacting relationship with the applicator tip prior to dispensing the material. A flow pattern of the adhesive material within or on the applicator tip is controlled by providing one or more cuts in the applicator tip to alter flow properties of the adhesive material through the applicator tip.
Type of document:
Language:
US006428234B1
(12) United States Patent (10) Patent N0.: US 6,428,234 B1
B0b0 et al. (45) Date of Patent: Aug. 6, 2002
(54) ADHESIVE APPLICATOR TIPS WITH EP 0 170 526 A2 2/1986
IMPROVED FLOW PROPERTIES FR 2 098 017 A 3/1972
GB 467245 A 6/1937
(75) Inventors: John Bobo, Raleigh; Michael F. GE 2 285 430 A 7/1995
Brady, Cary; Jefi'rey G. Clark, A
Raleigh; William M. Cotter, Raleigh; WO 91/09641 7/1991
Dani?‘ L- H°d8P°th>Ra1‘°~igh4 Timmhy wo 96/40797 * 12/1996 ........... .. C08F/4/02
P. Hickey, Raleigh; Jerry Jonn,
Raleigh; Jon Moseley, Raleigh; Julian OTHER PUBLICATIONS
Quintero, Raleigh, all of NC (US) . . . .
Loctite Product No. 11067-2 (Rearview Mirror Adhesive);
(73) Assignee: Closure Medical Corporation, Jan. 1999.
Raleigh, NC (US) Permatex Product No. ATA—1 (Auto Train Adhesive); Jan.
1999.
( * ) Notice: Subject. to any disclaimer’. the term of this Instruction Sheet for Immuno AG product TISSEEL Kit VH,
patent 1S extended or adjusted under 35 Feb 1993
U'S'C' 154(b) by 0 dayS' Product Literature for Porex® Plastic Marker Tips, Porex
(21) Appl. No.2 09/672,035 TeCh“°1°g}‘°~S> 1989
. Product Literature for LABPOR® Porous Products, Porex
(22) Flledi Sep. 29, 2000 Technologies’ 1989.
Related U_S_ Application Data Product Literature for LABPOR® Porous Products, Porex
Technologies, 1995.
(63) C0ntinuati0n.in-part0fapp1icati0nN0. ()9/479,059, filed on Product Literature for Porex® Porous Plastic Nibs, Porex
Jan. 7, 2000. Technologies, 1995.
(51) Int. Cl.7 .............................................. .. B43M 11/06 Primary Examiner—Greg0ry Huson
Assistant Exami/1er—Peter deVore
(52) U.S. Cl. ...................... .. 401/196; 401/207, 401/265 (74) Attorney, Agent, or Firm—O1iff & Berridge, PLC
(58) Field of Search ............................... .. 401/196, 202, (57) ABSTRACT
401/205, 206, 207, 262, 263, 264, 265,
An article of manufacture for dispensing an adhesive
266 material, such as a synthetic or semi-synthetic polymeriz-
(56) References Cited able or cross-linkable monomer material, includes a con-
tainer body, and a porous applicator tip having a proximal
U~S~ PATENT DOCUMENTS end that is attached to the container body, and a distal end
2,014,149 A 9/1935 Stafford located away from the container body, wherein the adhesive
2,409,933 A 10/1946 Flasher et a1. material is located in the container body in a non-contacting
2,439,081 A 4/1948 Dickey et a1. relationship with the applicator tip prior to dispensing the
material. Aflow pattern of the adhesive material Within or on
the applicator tip is controlled by providing one or more cuts
FOREIGN PATENT DOCUMENTS in the applicator tip to alter flow properties of the adhesive
material through the applicator tip.
(List continued on next page.)
AU 36463/89 A 12/1989
DE 243 183 C 12/1910
EP 0 031 893 B1 4/1984 81 Claims, 10 Drawing Sheets
80
84 --—
82
US 6,428,234 B1
Page 2
2,481,803
2,768,109
2,784,127
3,100,314
3,178,379
3,223,083
3,260,637
3,468,458
3,527,841
3,559,652
3,728,375
3,759,264
3,770,523
3,891,125
3,940,362
3,964,643
3,970,505
3,995,641
4,042,442
4,291,131
4,297,160
4,340,708
4,364,876
4,777,230
U.S. PATENT DOCUMENTS
>>>>>>>>>>>>>>>>>>>>>>>>
9/1949
10/1956
3/1957
8/1963
4/1965
12/1965
7/1966
9/1969
9/1970
2/1971
4/1973
9/1973
11/1973
6/1975
2/1976
6/1976
7/1976
12/1976
8/1977
9/1981
10/1981
7/1982
12/1982
10/1988
Weaver
Coover, Jr.
Joyner et 211.
Smith
Wicker, Jr. et al.
Cobey
Bramer
Leigh
Wicker, Jr. et al.
Banitt et al.
Coover, Jr. et al.
Coover, Jr. et al.
Biswas
Morane et al.
Overhults
Morane et al.
Hauser et al.
Kronenthal et al.
Dombroski et al.
Mclntire et al.
Kusayama et al.
Gruber
Kimura et al.
Kamath
4,801,008
4,804,691
5,059,657
5,216,096
5,219,328
5,230,579
5,259,835
5,262,200
5,328,687
5,333,755
5,514,371
5,514,372
5,525,647
5,575,997
5,582,834
5,624,669
5,722,599
5,816,804
5,871,020
5,876,139
5,928,611
6,099,807
6,161,978
*
>>>>>>>>>>>>>>>>>>>>>>>
* cited by examiner
1/1989
2/1989
10/1991
6/1993
6/1993
7/1993
11/1993
11/1993
7/1994
8/1994
5/1996
5/1996
6/1996
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12/2000
Rich
English et al.
Druliner et al.
Hattori et al.
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Klawson et 211.
Clark et al.
Puder et al.
Leung et al.
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Leung et al.
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Eichmiller
Leung et al.
Leung et al.
Leung et al.
Fries
Fischer
DeVone .................... .. 132/317
De Laforcade
Leung
Leung
Dovellos
U.S. Patent Aug. 6, 2002 Sheet 1 of 10 US 6,428,234 B1
Fig. 1
Prior Art
U.S. Patent Aug. 6, 2002 Sheet 2 of 10 US 6,428,234 B1
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Fig. 5b
U.S. Patent Aug. 6, 2002 Sheet 5 of 10 US 6,428,234 B1
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U.S. Patent Aug. 6, 2002 Sheet 9 of 10 US 6,428,234 B1
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U.S. Patent Aug. 6, 2002 Sheet 10 of 10 US 6,428,234 B1
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US 6,428,234 B1
1
ADHESIVE APPLICATOR TIPS WITH
IMPROVED FLOW PROPERTIES
CROSS-REFERENCE TO RELATED
APPLICATIONS
This application is a continuation-in-part of U.S. patent
application Ser. No. 09/479,059, filed Jan. 7, 2000, the entire
disclosure of which is incorporated herein by reference.
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to an improved design for an
applicator tip, particularly for use with an applicator that
dispenses adhesive material. In particular, the present inven-
tion relates to an applicator tip that exhibits an improved
flow pattern of the adhesive material in or through the
applicator tip, which allows for more precise placement of
the adhesive material and decreased waste of adhesive
material.
2. Description of Related Art
Monomer and polymer adhesives are used in both indus-
trial (including household) and medical applications.
Included among these adhesives are the 1,1-disubstituted
ethylene monomers and polymers, such as the
ot-cyanoacrylates. Since the discovery of the adhesive prop-
erties of such monomers and polymers, they have found
wide use due to the speed with which they cure, the strength
of the resulting bond formed, and their relative ease of use.
These characteristics have made the ot-cyanoacrylate adhe-
sives the primary choice for numerous applications such as
bonding plastics, rubbers, glass, metals, wood, and, more
recently, biological tissues.
It is known that monomeric forms of ot-cyanoacrylates are
extremely reactive, polymerizing rapidly in the presence of
even minute amounts of an initiator, including moisture
present in the air or on moist surfaces such as animal
(including human) tissue. Monomers of ot-cyanoacrylates
are anionically polymerizable or free radical polymerizable,
or polymerizable by zwitterions or ion pairs to form poly-
mers. Once polymerization has been initiated, the cure rate
can be very rapid.
Medical applications of adhesive compositions include
use as an alternate or an adjunct to surgical sutures and
staples in wound closure as well as for covering and pro-
tecting surface wounds such as lacerations, abrasions, bums,
ulcers such as stomatitis, sores, and other open surface
wounds. When an adhesive is applied to surfaces to be
joined, it is usually applied in its monomeric form, and the
resultant polymerization gives rise to the desired adhesive
bond.
However, with the application of adhesive in its mono-
meric form, due to the rapid polymerization rate of the
monomers, it has been challenging to design effective and
commercially viable packaging and dispensing systems.
Such packaging and dispensing systems must counterbal-
ance the competing requirements that the monomer not
prematurely polymerize, that the monomer be easily applied,
that the monomer polymerize at a desired rate upon
application, and that the sanitary and/or sterile properties of
the monomer and applicator—whether real or perceived—
be maintained.
In order to meet the above requirements, various dispens-
ing and packaging systems for adhesives have been pro-
posed. These systems include large bottles with a single
applicator, such as a large single- or multi-use brush; small
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applicators such as small ampoules containing monomer, for
example within an internal frangible vial, that can be
expelled through an integral or replaceable applicator; and
the like. However, a problem with many of these applicator
systems is that the product contains more adhesive material
than is necessary for a particular use. Because of the rapid
polymerization rate of the monomers, any unused adhesive
is generally discarded, because either the remaining mono-
mer undergoes polymerization, or the monomer polymerizes
within the applicator to render the applicator unusable.
A disadvantage of some known applicator systems, and
particularly applicators containing a frangible vial and a
porous applicator tip for expelling the adhesive, is that
monomer material may be wasted by filling the pores of the
applicator tip in areas other than the areas used to apply the
adhesive. Furthermore, some known applicator tips suffer
from the problem of the monomer being expelled through
the entire surface area of the tip, and even to greater extents
in areas other than the area used to apply the monomer to the
desired substrate. For example, large amounts of adhesive
become expelled from areas around the periphery of the
applicator tip, where the applicator tip meets the applicator
housing, rather than through the end of the applicator tip, as
is often desired. This leads to a further problem of less
precise control over the area of application of the monomer
to the substrate.
For example, an effective applicator system is disclosed in
U.S. Pat. No. 5,928,611 to Leung. This patent discloses an
applicator system generally comprising a tube containing a
frangible vial of monomeric adhesive composition. One end
of the tube is sealed, and the other end is closed by an
applicator tip comprising a solid support having a polymer-
ization or cross-linking accelerator or initiator for the mono-
meric adhesive disposed thereon or therein. As shown in
FIG. 3 of the patent, the applicator tip can be generally dome
shaped. An applicator device of U.S. Pat. No. 5,928,611 is
shown as FIG. 1 herein. The applicator device 100 com-
prises a cylindrical applicator container 200 holding poly-
merizable and/or cross-linkable material 300 enclosed in a
frangible vial 400, and an applicator tip 500 containing a
polymerization and/or cross-linking initiator.
However, a difficulty encountered with such a dome-
shaped applicator tip, as well as with other solid applicator
tips, is that the monomeric adhesive material being expelled
through the applicator tip tends to follow paths of least
resistance within the tip. That is, as the monomeric adhesive
is being expelled, it tends to follow the shortest paths
through the tip, which tend to be around the periphery of the
tip, rather than following the longer path through the full
length of the tip to the end of the tip. Because the end of the
tip is desired to be used to apply the adhesive, less precise
control of placement of the adhesive is obtained because
adhesive becomes expelled through the entire surface of the
tip. This also tends to result in waste of adhesive material,
because all of the adhesive does not exit from the tip at the
same location.
Applicator devices commercially used for Loctite Product
No. 11067-2 and Permatex Product No. ATA-1 contain
crushable glass ampoules within flexible applicators.
However, the compositions within the crushable ampoules
are, in both products, adhesive activators, not the adhesive
composition itself. In both of these products, the adhesive is
contained in a separate dispenser. The dispenser system used
for these products is physically similar to that shown in FIG.
1, except that the applicator tip is rectangular in shape, rather
than dome-shaped, and the applicator tip does not contain a
polymerization and/or cross-linking initiator for an adhesive
US 6,428,234 B1
3
material contained in the frangible vial. In this product also,
the above-described problems of wasted material (here,
initiator) and less precision in application are also present.
Accordingly, a need exists in the art for improved appli-
cator tip designs, which will allow more precise placement
of the adhesive material. A need also exists in the art for a
means to decrease waste of monomeric adhesive material,
by ensuring that the adhesive material either exits at the
desired location of the applicator tip, or flows to such a
desired location on the tip.
SUMMARY OF THE INVENTION
The present invention addresses the above needs by
providing applicator tips that possess increased precision in
control of placement of the adhesive composition, and a
decrease in waste of adhesive. The applicator tips of the
present invention provide either more uniform or preferen-
tially controlled paths of resistance within the applicator tip,
or provide means for channeling adhesive to an application
zone and away from other surface areas of the applicator tip.
A benefit provided by the present invention is thus the
ability to apply adhesive material in precise patterns, such as
in thin lines. The present invention also allows tailoring of
the application pattern based on alternative designs of the
applicator tip, thus allowing flexibility in application of, for
example, from thin lines to thicker lines. The present inven-
tion also decreases waste of adhesive material, by allowing
effective use of a greater portion of the volume of adhesive
material contained within the applicator. In embodiments, it
also improves the utilization of polymerization and/or cross-
linking initiator and/or rate modifiers present in the tip.
The present invention provides an article of manufacture
for dispensing adhesive material, comprising a container
body, and a porous applicator tip having a proximal end that
is inserted into or attached to the container body, and a distal
end located away from the container body, wherein the
adhesive material is located in the container body in a
non-contacting relationship with the applicator tip prior to
dispensing the adhesive material.
According to embodiments of the present invention, the
applicator tip may be sectioned, such as by cutting. The
sectioning can be formed as, for example, cuts through an
entire portion (length, width and/or depth) of the applicator
tip, or through only a portion thereof. The sectioning can
also be in the form of channels formed through the bulk
material of the applicator tip. This sectioning provides for
increased flow control for application of the material.
In embodiments of the present invention, the applicator
tip may be configured such that a flow path length ratio A/B
is less than 1.5, wherein B represents a length of a shortest
flow path of adhesive material through the material of the
applicator tip to an external surface of the applicator tip
adjacent the container body, and A represents a length of a
shortest flow path of the adhesive material through the
material of the applicator tip to an external surface of a
predetermined application subportion such as the distal end
of the applicator tip. In embodiments, the applicator tip can
comprise one or more grooves that channel adhesive exiting
the applicator tip from peripheral portions of the applicator
tip to the distal end of the applicator tip. In embodiments, the
applicator can comprise a protective cover surrounding at
least a part but not all of an area of the applicator tip
extending out of the container body. In embodiments, the
applicator tip can be a hollow porous applicator tip having
a proximal end that is inserted into or attached to the
container body, and a distal end located away from the
container body.
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In other embodiments of the present invention, the appli-
cator tip can be formed to include both a first portion that is
non-porous or substantially non-porous, and a second por-
tion that is porous. In this embodiment, the flow paths of the
adhesive material through the applicator tip is altered
because the adhesive material will flow only through the
porous section of the applicator tip.
BRIEF DESCRIPTION OF THE DRAWINGS
FIG. 1 is a side elevational view of an applicator device
according to the prior art.
FIG. 2 is a cross-sectional view of an applicator tip
according to the prior art.
FIGS. 3a—3a' are cross-sectional views of applicator tips
according to the present invention.
FIG. 4 is an elevational view of an applicator tip accord-
ing to the present invention.
FIGS. 5a—5a' are elevational views of applicator tips
according to the present invention.
FIGS. 6a—6d are elevational views of applicator tips
according to the present invention.
FIGS. 7a—7c are elevational views of a luer lock connec-
tion for attaching an applicator tip to an applicator body.
FIG. 8 is an elevational view of an assembled applicator
device using the luer lock system of FIGS. 7a—7c.
FIG. 9 is a cross-sectional view of a sectioned applicator
tip according to the present invention.
FIGS. 10a—10d are cross-sectional views of sectioned
applicator tips according to the present invention.
FIGS. 11a—11b are top-down views of sectioned applica-
tor tips according to the present invention.
FIG. 12 is a top-down view of a sectioned applicator tip
according to the present invention.
FIGS. 13a—13b are top-down views of sectioned appli-
cator tips according to the present invention where the
sectioning is formed as one or more channels.
FIGS. 14a—14b are top-down views of applicator tips
according to the present invention that include both a porous
and a non-porous section.
FIGS. 15a—15c are elevational views of applicator tips
according to the present invention that include both a porous
and a non-porous section.
DETAILED DESCRIPTION OF EMBODIMENTS
The present invention provides improved applicator tips
and applicator devices that provide significant improvement
in the application and use of adhesive material. Such appli-
cator tips can be used, for example, in combination with the
adhesive compositions and packaging and dispensing sys-
tems set forth in U.S. Pat. No. 5,928,611, the entire disclo-
sure of which is incorporated herein by reference. Of course,
other adhesive compositions, compatible with the applica-
tors of the present invention, can also be used.
In embodiments of the present invention, an improved
applicator tip is provided wherein the shape and/or construc-
tion of the applicator tip is selected so as to control the flow
pattern of the adhesive through and/or on the applicator tip.
For example, the shape of the applicator tip can be selected
so as to control the flow paths of the adhesive material, or
the surface of the applicator tip can be configured to channel
adhesive material exiting the applicator tip to a predeter-
mined location, preferably the location used to apply the
adhesive.
US 6,428,234 B1
5
For example, in the prior art, the lengths of the flow paths
of the adhesive are generally longer from the inside of the
applicator to the end of the tip than they are from the inside
of the applicator to the periphery or edge surfaces of the
applicator tip adjacent the end of the container body. This is
shown, for example, in FIG. 2. FIG. 2 is an enlarged scale,
cross-sectional view of the prior art applicator tip 500. FIG.
2 shows simplified schematics of the flow paths of adhesive
material through the applicator tip 500 to areas outside of the
container body 200. In FIG. 2, the flow paths 501,501‘
through the applicator tip to the end of the tip are longer
than, for example, the flow paths 502,502‘ to the periphery
or external surface of the applicator tip. In the prior art
applicator tip, the flow path length 501 is about 11 mm, and
the flow path length 502 is about 7 mm, giving a ratio of
1.57. Thus, because the flow paths 502,502‘ are shorter than
the flow paths 501,501‘, more of the adhesive composition
tends to follow these paths.
One means for controlling and improving flow properties
according to the present invention is to select the overall
shape of the applicator tip. Accordingly, in an embodiment
of the present invention, the shape of the applicator tip is
selected to provide flow paths of more uniform length, or
even of reversed proportions, from the inside of the appli-
cator to the periphery of the applicator tip. Examples of such
applicator tips according to the present invention are shown
in cross-section in FIGS. 3a—3a'.
FIG. 3a is a cross-sectional view of an applicator tip 10
according to the present invention. FIG. 3a shows simplified
schematics of the flow paths of adhesive material through
the applicator tip 10 to areas outside of the container body
19. In FIG. 3a, the lengths of the flow paths 11,11‘ through
the material of the applicator tip to an external surface of the
end of the tip are more closely equal to, for example, those
of the flow paths 12,12‘ through the material of the appli-
cator tip to an external surface of the applicator tip adjacent
the container body. That is, as compared to the correspond-
ing flow paths in the applicator tip of FIG. 2, the flow paths
to the end of the tip are shorter in FIG. 3a than in FIG. 2.
Thus, because the lengths of the flow paths 11,11‘ are more
equal to those of the flow paths 12,12‘, there is more uniform
flow of the adhesive through the applicator tip, and the
adhesive composition tends to flow or express more uni-
formly through the applicator tip.
In embodiments of the present invention, the applicator
tip 10 can assume different shapes, as desired. For example,
the end of the applicator tip located nearest the frangible
vial, i.e., located within the applicator body 19, can have
different shapes as shown in non-limiting fashion in FIGS.
3a—3a'. For example, the end of the applicator tip can be
curved or otherwise designed to equilibrate the flow path
lengths. As shown in FIG. 3b, the lengths of the flow paths
11,11‘ through the material of the applicator tip to an external
surface of the end of the tip are substantially equal to, for
example, those of the flow paths 12,12‘ to an external surface
of the applicator tip adjacent the container body. This thus
provides a more uniform expression of the adhesive material
through the entire surface of the applicator tip.
Reversed flow profiles, such as where more adhesive
flows through the distal end of the applicator tip than
through peripheral or side portions of the applicator tip, can
also be provided. For example, in the applicator tip shown
in FIG. 3d, the flow paths through the material of the
applicator tip at the distal end are shorter than flow paths to
the remaining surface of the applicator tip.
Alternatively, or in addition, the end of the applicator tip
can be shaped so as to accommodate the frangible vial. In
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these embodiments, the curvature or shape of the end of the
applicator tip located nearest the frangible vial can be
designed to more closely match the shape of the frangible
vial. However, it is preferred that a tight fit between the
frangible vial and the internal surface of the applicator tip is
not made, so that there is sufficient room for adhesive
material to exit the frangible vial and enter and pass through
the applicator tip. That is, for example, it is preferred that the
frangible vial does not enter the tip, which can be
accomplished, for example, by providing a frangible vial
that has a diameter greater than the internal diameter of the
curved portion of the applicator tip.
In embodiments of the present invention, it is preferred
that the walls of the applicator tip are of substantially
uniform thickness as shown in FIG. 3b. Because the flow
pattern of the adhesive through the applicator tip is related
to the length of the flow path through the applicator tip,
providing substantially equal flow distances helps to provide
equal flow throughout the applicator tip. Of course, the
applicator tip walls can be made thinner in desired areas,
such as toward the end of the applicator tip, if desired. This
would tend to increase flow of the adhesive through the
thinner portions.
Still further, in embodiments of the present invention, the
end of the applicator tip located furthest from the frangible
vial, i.e., located outside of the applicator, can have different
shapes as shown, for example, in FIGS. 3a and 3c. For
example, the end of the applicator tip can have a smooth
curvature, as in FIG. 3a, for application of the adhesive
material. Alternatively, or in addition, the end of the appli-
cator tip can be configured so as to provide, for example,
more precise application of the adhesive material. For
example, as in FIG. 3c, the applicator tip can have an
extension portion thereon, which draws the adhesive mate-
rial to a more defined application area. This extension can
have any shape and dimension and can, for example, be
tubular, conical, rounded, or the like.
Likewise, the overall shape of the applicator tip can be
any of various shapes. For example, suitable shapes of the
applicator tip are shown in FIGS. 3a—3a' as being a dome-
shape. However, the present invention is not limited to such
shapes. Rather, any suitable size and shape applicator tip can
be used. Generally, the dimensional characteristics are lim-
ited only by the intended use of the applicator, and practi-
cality considerations. Suitable shapes include, but are not
limited to, conical, cylindrical, chisel or polygonal shapes.
Furthermore, the desired shapes can be either solid (i.e.,
having a substantially flat (or planar) bottom end, as shown
in FIG. 2), curved (i.e., having a curved bottom end, as
shown in FIG. 3a), or hollow (i.e., having a substantially
hollow bottom end, as shown in FIGS. 3b and 3c). Of
course, other geometries can be used, as desired. The length
and size of the tip can be varied depending on various
application parameters. The tip may be detachable from the
applicator body, or may be an integral part of the applicator.
In the case of using chisel tips, and even other shaped tips,
the distal end of the applicator tip can come to a sharp point
(such as a chisel shape being formed by two intersecting
planar portions). Alternatively, the distal end of the appli-
cator tip can be rounded over, or can have a flattened shape,
such as by not having the planes intersect at the distal end.
Still further, as shown in FIG. 5d, the applicator tip can have
other configurations, such as being formed similar to a
marker tip to permit more comfortable and natural use of the
applicator.
Because it is desired in embodiments of the present
invention to control and equalize adhesive flow through the
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applicator tip, it is preferred in embodiments that the proxi-
mal end of the applicator tip, i.e., the end nearest the
frangible vial or adhesive material, be shaped so as to help
achieve such controlled flow. Thus, for example, the proxi-
mal end of the applicator tip may be curved, cut-out or
hollowed to at least some extent. As used herein, “hollow”
is meant to refer to a shape of the applicator tip where a
distinct lumen is present in the applicator tip, as opposed to
a porous tip where numerous pores define open space within
the applicator tip. Thus a porous tip may or may not also be
hollow.
In embodiments, the shape of the applicator tip can be
formed by any suitable means or manufacturing process. For
example, the hollow shaped applicator tips can be formed by
molding the applicator tip material into the desired hollow or
other shape, or a solid material can be shaped and/or
hollowed, for example, by drilling, filing, boring, cutting,
gauging, or the like.
In these embodiments of the present invention, the shape
of the applicator tip is selected so as to control the length of
the adhesive material flow paths within the applicator tip. By
so controlling the lengths of the flow paths, the distribution
of adhesive exiting the applicator tip can be made more
uniform, or can establish a specific desired distribution.
Thus, for example, whereas the flow rate of adhesive in the
prior art may have been higher at the periphery or side
surfaces of the applicator tip than at the distal end of the
applicator tip, the applicator tips of the present invention can
provide a more uniform, preferably substantially uniform,
flow pattern or expression throughout the exposed surface of
the applicator tip. In other embodiments, the shape can be
selected such that the flow path length within the applicator
tip is less in the direction to the end or another desired
portion of the applicator tip than it is to other areas of the
applicator tip, for example the peripheral or side areas. That
is, in these embodiments, a higher distribution of adhesive is
expressed in the application area than in the periphery or
side portions of the applicator tip. Such distribution helps to
prevent waste of adhesive material, and provides for
improved precision of application of the adhesive.
According to embodiments of the present invention, a
more uniform profile of adhesive expression is provided in
the applicator tip. This can be obtained, for example, by
providing an applicator tip wherein the lengths of the
shortest flow paths of the adhesive through the material of
the applicator tip are substantially equal over the exposed
portion of the applicator tip. For example, the lengths of the
flow paths can be approximated and measured by measuring
a shortest distance of travel of adhesive through the material
of the applicator tip to an outer surface of the applicator tip.
Thus, for example with reference to FIGS. 3a and 3b, the
shortest flow paths to an external surface of the applicator tip
adjacent the applicator body are represented by lines 12,12‘.
Likewise, the shortest flow paths to the distal end of the
applicator tip are represented by lines 11,11‘. In measuring
the lengths of the flow paths, the distance within the open or
hollowed-out area of the applicator tip is not included in the
length of the flow path, because this distance is open space
that does not impede adhesive flow. If the length of the
shortest flow path through the material of the applicator tip
to an external surface of the applicator tip adjacent the
applicator body is denoted B, and the length of the shortest
flow path through the material of the applicator tip to an
external surface of the distal end of the applicator tip is
denoted A, then the value A/B can be used to represent a
flow path length ratio. In embodiments of the present
invention, it is preferred that the flow path length ratio be
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less than 1.5, preferably less than 1.3, more preferably about
1 or less than 1. In embodiments, this ratio is preferably
about 1, indicating that the flow paths in the applicator tip
are substantially uniform, and that there are no significantly
shorter flow paths. In other embodiments, this ratio can be
adjusted so as to be less than 1, such as less than or equal to
about 0.9, 0.8 or 0.5 or less, indicating that the monomeric
adhesive material encounters shorter flow paths through the
material of the applicator tip to the point of application of the
adhesive, such as the distal end of the applicator tip, than to
other areas of the applicator tip.
A further benefit of embodiments of the present invention
is that the total pore volume of the applicator tip can be
decreased. As a result, less of the adhesive material gets
trapped in the pores of the applicator tip, resulting in less
waste of material.
In embodiments of the present invention, an alternative or
additional approach to controlling and improving flow prop-
erties is to alter the surface of the applicator tip, for example
to channel adhesive material exiting the applicator tip to a
common location, preferably the location used to apply the
adhesive. One means to accomplish this objective is to form
channels in the surface of the applicator tip. These channels
will cause adhesive material exiting the applicator tip to flow
on the surface of the tip to the desired area of application.
Thus, for example, where a dome-shaped or cone-shaped or
chisel-shaped applicator tip or the like is used, channels can
be formed in the surface of the tip to channel adhesive
material exiting on the periphery to travel towards the end of
the applicator tip.
FIG. 4 shown an exemplary applicator tip according to
this embodiment of the invention. As shown in FIG. 4, the
applicator tip 20 has formed in the surface thereof multiple
channels or grooves, shown as v-shaped grooves 21, which
converge toward the end of the applicator tip. Of course,
such grooves need not be v-shaped, but can assume any
desired shape so long as the function of channeling adhesive
material to the application area is achieved. For example, the
grooves or channels can be v-shaped, u-shaped, square,
semi-circular, semi-oval, or the like. In addition, the grooves
or channels can be formed such that they are exposed on the
surface, or they can be formed to be located beneath the
surface of the applicator tip.
Furthermore, in this embodiment of the present invention,
the applicator tip need not be dome-shaped, as shown in
FIG. 4. Rather, any suitable applicator tip shape can be
utilized. For example, a particularly suitable applicator tip
shape is a chisel-shape. As shown in FIGS. 5a—5b, the
applicator tip can be shaped, for example, as a generally
dome shape with two opposing substantially planar faces
formed to define a chisel tip at the end of the applicator tip.
That is, the chisel tip is formed by two intersecting planes in
the applicator tip.
When such a chisel shape is used for the applicator tip, the
intersecting planes forming the tip can be formed at any
desired angle, based for example on the desired use of the
applicator. For example, the angle of intersection forming
the chisel tip can, in embodiments, be anywhere from 5 to
170°. Preferably, the angle of intersection is between about
20 and about 90°, more preferably between about 40 and
about 70°. Of course, values outside of these ranges can be
used, in embodiments, as desired.
The tip 30 can also have formed in the surface thereof
multiple channels or grooves, as described above and shown
as v-shaped grooves 31, which converge at the chisel tip end
of the applicator tip. Of course, such grooves need not be
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v-shaped, but can assume any desired shape as described
above so long as the function of channeling adhesive mate-
rial to the application area is achieved. FIGS. 5a—5c also
show a central interior portion of the applicator tip 30
hollowed out, as shown by dashed lines 32. As described
above, such design is optional, and can be present or not, as
desired. Thus, as shown in FIG. 5d, the central portion can
be solid.
As also shown in FIGS. 5a—5b, the grooves formed in the
surface of the applicator tip can be parallel to each other, or
can be offset at a desired angle. For example, as shown in
FIG. 5a, the grooves 31 can be generally parallel to each
other, so that adhesive material travelling through the bulk
applicator tip is channeled to the chisel end of the applicator
tip. However, as shown in FIG. 5b, the grooves can be offset
(i.e., non-parallel) by a desired amount. This may be
desirable, for example, where it is known that a larger
amount of adhesive material passes through the central
portion of the applicator tip as compared to the outer
portions of the applicator tip. By making the grooves 31
non-parallel, the adhesive material flowing through the
central portion of the applicator tip can be dispersed along
the width of the chisel tip. This aids in providing a more
uniform coating of adhesive material on the desired surface.
In embodiments of the present invention where the
grooves are made non-parallel on the face of the applicator
tip, it is suitable to offset the grooves at any desired angle.
For example, adjacent lines can be offset at an angle of, for
example, from about 1 to about 15°. Preferably, the adjacent
grooves are offset at an angle of from about 2 to about 10°,
more preferably from about 3 to about 7°.
Furthermore, this embodiment of the present invention is
not limited to the chisel shape shown in FIGS. 5a—5b.
Rather, any suitable shape can be used to achieve particular
results in use of the applicator. For example, where chisel
shapes are used, the shape, width, and slope of the chisel
shape can be adjusted to provide different results. For
example, a wide chisel tip can be provided where a wide area
of application is desired, while a narrow chisel tip can be
provided where a thin or narrow area of application is
desired. Alternatively, the tip can be provided in other
shapes, such as conical shapes, pyramidal shapes, and the
like, where the end of the application tip either comes to a
point, is rounded over, or is flattened.
Although FIGS. 5a, 5b and 5d show the applicator tip as
containing only three grooves on the visible face of the
applicator tip, the invention is not so limited. Rather, one or
more grooves can be formed on each face of the applicator
tip. Such grooves can be either separated by a planar (or
curved) surface, as in FIGS. 5a, 5b and 5d, or the grooves
can be located continuous and adjacent to each other, as
shown in FIG. 5c. Furthermore, although the grooves are
shown as being placed only on the planar faces of the
chisel-shaped tip, the present invention is not limited to such
embodiments. Rather, if desired, the grooves can
additionally, or alternatively, be placed on non-planar por-
tions of the applicator tip. Such placement could further
channel the exiting adhesive composition to the desired
point of application.
In these embodiments of the present invention, the shape
of the applicator tip and the number and placement of
grooves on the surface of the applicator tip are also selected
so as to alter the effective distribution of adhesive material
on the surface of the applicator tip. By providing grooves on
the surface of the applicator tip, the effects of gravity,
surface tension and capillary action act to draw the exiting
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adhesive material from the non-application areas of the
application tip to the application area of the applicator tip.
Thus, for example, whereas the adhesive distribution on the
surface of the applicator tip in the prior art may have been
higher at the periphery of the applicator tip, the applicator
tips of the present invention can provide a higher quantity of
adhesive material at the application area, and lesser quan-
tities of material on the remaining surface of the applicator
tip. Accordingly, the travel of the adhesive material is
effectively channeled or “focused” to the application area.
Such channeling helps to prevent waste of adhesive
material, and provides for improved precision of application
of the adhesive material.
In embodiments of the present invention, the flow pattern
of adhesive material from the applicator tip can be altered by
blocking flow from desired portions of the applicator tip.
Thus, for example, if it is desired that adhesive material exits
only through the end of the applicator tip, and not through
peripheral portions, such flow pattern can be accomplished
by altering the design of the applicator tip to block flow
through such undesired areas. This can be accomplished, for
example, by altering the physical structure of surface areas
of the applicator tip, such as by filling the pores of such areas
with a material that will prevent flow through those areas, or
by covering the areas with a separate material to prevent
flow.
As used herein, the term “cover” is used to refer to any
suitable means for preventing adhesive material from exiting
through desired portions of the applicator tip. Thus, as will
be described below, a “cover” includes physically separate
components that are placed on or attached to the applicator
tip to block adhesive flow, can be a coating or layer applied
to the surface of the applicator tip to block adhesive flow, or
can be the result of a method of altering at least the surface
layer of the applicator tip so as to likewise block adhesive
flow.
For example, FIGS. 6a—6d show exemplary embodiments
of the present invention where the flow pattern is adjusted by
blocking the exit of adhesive material from desired areas of
the applicator tip. In FIG. 6a and FIG. 6b, the applicator tips
40,50 are shown as being treated in portions to prevent
adhesive from exiting the applicator tip in the treated areas.
FIG. 6a represents a hollow dome-shaped applicator tip,
whereas FIG. 6b represents a chisel-shaped applicator tip
having grooves 54 formed in the flat surfaces thereof. In
each of these embodiments, the areas 45,55 (shown in the
Figures using stippling) of the applicator tip are treated or
coated so as to block exit of the adhesive material, such that
the material does not exit to the surface of the applicator tip.
In these embodiments, the adhesive material will thus be
forced to proceed through the applicator tip and exit only in
the desired areas.
In these embodiments, any suitable treatment or coating
material may be used to treat or coat the otherwise exposed
surfaces of the applicator tip to prevent adhesive material
from exiting in those areas. For example, the applicator tip
can be coated by a cured form of the adhesive material, other
cured or curable polymeric materials, materials that provide
barrier properties upon setting, or the like. Likewise, any
suitable material may be coated upon the desired surface of
the applicator tip, which provides the desired blocking
characteristics to the applicator tip. For example, suitable
solid, semi-solid, or liquid particles can be directly applied
to the applicator tip surface, or can be dispersed in a suitable
coating material (such as a solvent, dispersant or the like)
and coated onto the applicator tip. For example, acceptable
results can be obtained by dissolving polymeric materials,
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such as butyrate, in a suitable solvent, such as acetone, and
coating the resultant solution onto the desired portions of the
applicator tip. As a further example of the above, suitable
materials such as paints, sealants, or the like can be applied
onto the desired portions of the applicator tip to provide the
adhesive blocking property.
Alternatively or in addition, the treatment can include any
suitable method that alters the properties of the surface of the
applicator tip. For example, heating, melt smearing, ultra-
sonic welding, spray coating or the like can be used at the
desired portions of the tip so as to close the pores in that area.
Likewise, a suitable material can be applied to the applicator
tip to close the pores. For example, applying a suitable
solvent, such as acetone or the like, can close the pores of the
applicator tip.
Preferably, such treatment affects only the surface of the
applicator tip, or only to a small depth of the applicator tip,
so as not to plug the applicator tip or otherwise render it
inoperable.
In alternative embodiments, shown in FIGS. 6c and 6d,
the applicator tips 40,50 are shown as being covered in
portions by a separate component that prevents adhesive
from exiting the applicator tip in the covered areas. FIG. 6c
represents a hollow dome-shaped applicator tip, whereas
FIG. 6d represents a chisel-shaped applicator tip having
grooves 54 formed in the flat surfaces thereof. In each of
these embodiments, areas of the applicator tip are covered
with a separate component or cover 46,56 to block exit of the
adhesive material, such that any adhesive material that exits
to the surface of the applicator tip is not exposed to the
environment. In these embodiments, the bulk of the adhesive
material will thus be forced to proceed through the appli-
cator tip and exit only in the desired areas.
In these embodiments, the cover 46,56 is a separate
component, which can be applied to the applicator tip as part
of the manufacturing process, or can be applied to the
applicator tip by the user prior to use. The cover 46,56 can
be attached to the applicator tip by any suitable means.
As used herein, the terms “attach” or “attached” as
referring to the applicator tip means operably connecting the
applicator tip to the applicator body, or parts thereof, directly
or through other components. Thus, for example, the appli-
cator tip can be attached to the applicator body in any
suitable way, including but not limited to mechanical
arrangements such as luer locks, threads or locking rings,
pressure and/or friction fitting, adhesive or chemical
arrangements such as adhesive or chemical bonding, heat-
shrink attachment, ultrasonic welding, and the like.
For example, the cover can be adherently bonded to the
applicator tip, can be attached to the applicator tip by
heat-shrinking the cover onto the applicator tip, can be
screwed onto the applicator tip by suitable threads or locking
rings (not shown) or can be held to the applicator tip by
pressure and/or friction. Adherent or heat-shrink attachment
may be preferred in embodiments where the cover is not to
be interchangeable, or where the cover is attached during the
manufacturing process. However, screw, locking or friction/
pressure attachment may be preferred in embodiments
where interchangeability is desired, such as where different
sizes or types of covers are available. Such interchangeable
tips can be used, for example, to provide different degrees of
coverage of the applicator tip or to alter the profile of
application of the adhesive material.
In these embodiments, any suitable material may be used
to form the cover, which in turn covers the otherwise
exposed surfaces of the applicator tip to prevent adhesive
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material from exiting in those areas. For example, the covers
can be made from natural materials such as cellulose,
cardboard, metal, ceramic, plastics such as butyrate or high
density polyethylene, polypropylene, polyester, or the like.
Alternatively, the cover can be formed from the tip material
itself, such as from the surface layer of the tip material, such
as by the above-described processes.
In FIGS. 6a—6d, the applicator tip is shown as having a
hollow central interior portion of the applicator tip 40,50, as
shown by dashed lines 42,52. As described above, however,
such design is optional, and can be present or not, as desired.
In embodiments of the present invention, the applicator
tip material can be either porous or solid. By porous mate-
rials are meant those through which the adhesive material
can flow through, such as by passing through pores of the
material. By non-porous or solid materials are meant those
through which the adhesive material cannot flow, either
because there are no pores, or because the pores are so small
that the material is effectively non-porous. Travel of the
adhesive material through the solid materials would thus be
by way of the sectionings made according to the present
invention.
In other embodiments of the present invention, the appli-
cator tip can be formed using a combination of materials that
are porous, such as described above, and non-porous, or
substantially non-porous with respect to the material to be
applied using the applicator tip. For example, the applicator
tip in embodiments may be formed with one or more
sections of non-porous or substantially non-porous material,
and one or more sections of porous material. In such
embodiments, the non-porous (or substantially non-porous)
section generally prevents flow of material through the
section, while the porous section permits flow through the
section. In this manner, the flow of material through the
applicator tip can be controlled. Such control can, for
example, provide precise flow control to enable placement
of the material exiting the applicator tip in a fine line and/or
at precise locations.
For example, FIGS. 14a and 14b show top-down views of
applicator tips. The applicator tips each include a non-
porous section 92 that surrounds a porous section 94. As
shown and as will be apparent, the placement of the porous
section or sections within the non-porous section or sections
can be symmetrical, as in FIG. 14a, or non-symmetrical, as
in FIG. 14b. FIGS. 15a and 15b show elevational views of
the applicator tips shown in FIGS. 14a and 14b, respectively.
Preferably, in these embodiments, the porous section(s)
and the non-porous sections(s) are coextensive in a fluid-
flow direction through the applicator tip. That is, for
example, it is preferred that the porous section(s) extend
entirely through the applicator tip, to permit expression of
the desired material through the applicator tip. However, if
desired, the non-porous section(s) can be altered to alter the
fluid flow through the applicator tip, such as by providing a
small exposure within the applicator tip, but increasing
through the applicator tip to a small porous section. This is
shown, for example, in FIG. 15c, where the porous member
94 starts out with a larger area, to permit easy uptake of
material, but narrows to a smaller area to permit precise
placement of the material. The non-porous section 92 like-
wise starts at a small area, but enlarges consistent with the
narrowing of the porous section 94.
In these embodiments, any suitable non-porous material
can be used, such that the material is non-porous, or sub-
stantially non-porous with respect to the material to be
applied using the applicator tip. Suitable non-porous mate-
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rials include, but are in no way limited to, polyethylenes
such as low density polyethylene and high density
polyethylene, as well as other non-porous materials.
According to the present invention, the applicator can be
attached to a suitable applicator body, such as a tube, in any
suitable way. For example, the applicator tip can be attached
to an end of the applicator body by annealing, bonding or
form-fitting the applicator tip into or onto an opening in the
applicator body. In embodiments of the present invention,
the applicator tip can be attached to the applicator body
using a luer lock configuration. Luer lock configurations
provide a benefit of being able to change the applicator
system, such as changing the design of the applicator tip,
without the resulting need to redesign the entire product
configuration. That is, by providing a Luer lock mechanism
on the applicator body, any of various applicator tips can
subsequently be applied to the applicator body.
According to this aspect of the present invention, the luer
lock connector can also provide the desired effect of chan-
neling the adhesive material toward a desired external
surface application subportion of the applicator tip, such as
the distal end of the applicator tip. This can be accomplished
because a portion of the applicator tip can be hollowed out
to accept the luer lock connector. Thus, as the adhesive
material flows through the luer lock connector, it flows
through further toward the application subportion before
actually entering the material of the applicator tip.
Accordingly, the luer lock can provide the double effect of
providing a means of attaching the applicator tip to the
applicator body, and providing shorter flow path lengths of
the adhesive through the material of the applicator tip.
When used, the luer lock connection can be made in any
desired configuration. Suitable constructions of the luer lock
mechanism are shown in non-limiting fashion in FIGS.
7a—c. FIG. 7a shows an exemplary applicator body 20
having attached to one end a cap 60 having a male luer lock
connector 62. The cap 60 can be made of any suitable
material, such as the same materials that are used to form the
applicator body 20. A corresponding female luer lock con-
nector 64 is supported in a tip retainer and support member
63, as shown in FIG. 7b. The tip retainer and support
member or platform 63 can be formed in any configuration
as desired, but are depicted as having an open area into
which the applicator tip can be placed. Such a platform
could be formed, for example, by injection molding the
platform around an applicator tip, by forming the applicator
tip around a preformed platform, or by attaching a pre-
formed applicator tip to a preformed platform. Preferably, as
shown in FIG. 7b, the applicator tip 70 includes a hollow
area or void 72, suitable for receiving the female luer lock
connector 64 when the tip retainer and support member 63
is mated with the applicator tip. Once mated, the compo-
nents form a unitary component, as shown in FIG. 7c.
The applicator tip bearing the luer lock connector can then
be attached to the applicator body bearing a corresponding
luer lock connector, to form a complete applicator device, as
shown in FIG. 8. Of course, although this embodiment has
been described herein as the applicator body having a male
luer lock connector and the applicator tip as having a female
luer lock connector, the invention is not so limited. Rather,
these connectors can be reversed, as desired.
Although all of the above-described embodiments pro-
vide improved flow properties and improved flow control for
applying the material from the applicator, still further
improvements can be made. In particular, according to the
present invention, the flow properties and flow control can
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be further improved by providing an applicator tip that is
sectioned. As used herein, the term “sectioned” refers to the
applicator tip as having been cut one or more times to
provide an apparent plurality of sections in the applicator tip.
Such cuts can be completely through the applicator tip,
resulting in several distinct parts, or the cuts can be only
partially through the bulk portion of the applicator tip, such
that the applicator tip remains as a unitary part. Preferably,
for ease of handling and manufacture, the cuts are not made
completely through the bulk material.
An example of a sectioned applicator tip according to the
present invention is shown as an enlarged scale, cross-
sectional view in FIG. 9. FIG. 9 shows the applicator tip 80
as being inserted into a container body 82. The applicator tip
80 is sliced or sectioned by one or more cuts, shown in FIG.
9 as cuts (dashed lines) 84. Although FIG. 9 shows the cuts
as extending to slightly below the end of the container body,
the depth of the cuts can be any depth that may be desired.
As shown in FIGS. 10a—10d, the cuts can extend only
slightly into the applicator tip and not into the area defined
by the container body (FIG. 10a); the cuts can extend down
to about the point where the container body ends (FIG. 10b);
or the cuts can extend through the applicator tip into the area
defined by the container body, to any distance up to the end
of the applicator tip (FIG. 10c). Furthermore, multiple cuts
in the same applicator tip can extend different distances, as
desired. For example, FIG. 10d shows cuts in the central
portion as extending further than cuts in an outer portion of
the applicator tip.
In embodiments of the present invention, the location of
the cuts or sectionings can be in any desired form. For
example, in FIG. 9, the section cuts are depicted as being
parallel to each other. However, the sectioning cuts need not
be parallel, and can instead be non-parallel or even inter-
secting. For example, FIGS. 11a—11b depict top-down views
of the applicator tip using alternative sectioning cuts. FIG.
11a shows three section cuts, made generally according to
that shown in FIG. 9. FIG. 11b shows four section cuts,
made to substantially intersect at the distal end of the tip. Of
course, numerous other configurations of the sectioning cuts
can be made, depending on the desired flow characteristics
of the material to be applied.
In embodiments of the present invention, the cuts or
sectionings can extend through an entire width, depth and/or
length of the applicator tip material, or they can extend only
a portion of such dimension. For example, FIGS. 11a and
11b show the cuts as extending across a full width or length
of the applicator tip material. However, as shown in FIG. 12,
the cuts can extend across only a portion of the dimension.
For example, FIG. 12 shows the cuts or sectionings 84 as not
fully reaching the outer circumference of the applicator tip
80.
In embodiments, the sectioning can be made by forming
channels or passageways, rather than in the form of discrete
cuts. For example, the sectioning can be in the form of one
or more channels cuts through the applicator tip material.
This construction of the sectioning is particularly suitable
for applicator tips made from materials that are non-porous,
or substantially non-porous with respect to the material to be
applied using the applicator tip. For example, FIGS. 13a and
13b depict applicator tips where the sectioning is formed as
one or more channels 85 formed in the applicator tip
material 80. The channels can be formed in any suitable size
or shape as desired to accommodate application of the
material.
Furthermore, although the sectioning has been shown
with respect to a solid, dome-shaped cylindrical applicator
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tip, the invention is not limited to such embodiments.
Rather, the sectioning of the present invention can be applied
to any or all of the various applicator tip designs described
above, including those that have hollowed out inner areas,
surface grooves, covers, or the like, those that are of different
shapes such as chisels, and those that have extension por-
tions at the distal end of the applicator tip.
When the section cuts are to be used, the cuts may be
made by any conventional means including by a knife, saw,
drill, borer, or the like. Alternatively, the cuts can be made
by initially forming them in the material during the tip
manufacturing process, such as by molding or the like.
Preferably, the number and location of the section cuts are
sufficient to alter the flow properties of the material through
the applicator tip. According to embodiments of the present
invention, the number of cuts can be from as low as 1 to as
many as will effectively be accommodated by the applicator
tip. The number of cuts can thus range, for example, from 1,
2, 3, 4 or 5 or more, to 5, 10 or 15 or more, or any value in
between.
According to the present invention, the applicator can
include any suitable adhesive material. The adhesive mate-
rial can include monomeric (including prepolymeric)
materials, polymeric materials, or mixtures thereof. The
monomer (including prepolymeric) adhesive composition
may include one or more polymerizable monomers. Pre-
ferred adhesive compositions for use in applicators of the
present invention are useful as tissue adhesives, sealants for
preventing bleeding or for covering open wounds, and in
other biomedical applications. They find uses in, for
example, apposing surgically incised or traumatically lacer-
ated tissues; retarding blood flow from wounds; dressing
burns; dressing skin or other superficial or surface wounds
such as compromised skin or other tissue (such as abrasions,
chaffed or raw skin, minor cuts and scrapes, sores and/or
ulcers such as stomatitis); protecting intact skin; and aiding
repair and regrowth of living tissue. Adhesive compositions
of the present invention are also useful in industrial and
home applications, for example in bonding rubbers, plastics,
wood, composites, fabrics, and other natural and synthetic
materials.
Preferred monomers that may be used in this invention are
readily polymerizable, e.g. anionically polymerizable or free
radical polymerizable, or polymerizable by zwitterions or
ion pairs to form polymers. Such monomers include those
that form polymers, that may, but do not need to, biodegrade.
Such monomers are disclosed in, for example, U.S. Pat. No.
5,328,687 to Leung, et al., which is hereby incorporated in
its entirety by reference herein.
Particularly preferred adhesive materials are 1,1-
disubstituted ethylene monomers including, but not limited
to, monomers of the formula:
HRC:CXY (1)
wherein X and Y are each strong electron withdrawing
groups, and R is H, —CH=CH2 or, provided that X and Y
are both cyano groups, a C1-C4 alkyl group. Examples of
monomers within the scope of formula (I) include
ot-cyanoacrylates, such as ethyl, butyl, and/or 2-octyl
cyanoacrylate, vinylidene cyanides, C1-C4 alkyl homo-
logues of vinylidene cyanides, dialkyl methylene malonates,
acylacrylonitriles, vinyl sulfinates and vinyl sulfonates of
the formula CH2=CX‘Y‘ wherein X‘ is —SO2R‘ or —SO3R‘
and Y‘ is —CN, —COOR‘, —COCH3, —SO2R‘ or —SO3R‘,
and R‘ is H or hydrocarbyl.
Furthermore, the adhesive composition contained in the
applicator can further include various additives as are known
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in the art, including but not limited to flavorants,
preservatives, plasticizing agents, stabilizing agents, form-
aldehyde concentration reducing agents, pH modifiers,
thickening agents, cross-linking agents, fibrous reinforce-
ment agents, colorants, and the like.
Suitable compositions, methods of making such
compositions, and methods for incorporating such compo-
sitions into a dispenser device are described, for example, in
U.S. Pat. No. 5,928,611 to Leung; U.S. Pat. Nos. 5,328,687,
5,514,371, 5,514,372, 5,575,997, 5,582,834 and 5,624,669,
all to Leung et al; U.S. Pat. No. 5,259,835 to Clark et al.;
U.S. Pat. No. 3,527,841 to Wicker et al.; U.S. Pat. No.
3,722,599 to Robertson et al.; U.S. Pat. No. 3,995,641 to
Kronenthal et al.; and U.S. Pat. No. 3,940,362 to Overhults;
and U.S. patent applications Ser. Nos. 08/266,647, 08/714,
288, 09/099,457, 09/430,177, and (No. 100497.02 filed Oct.
29, 1999), the entire disclosures of which are incorporated
herein by reference.
According to the present invention, the applicator tip may,
but need not, include a polymerization and/or cross-linking
initiator and/or rate modifier, such as an accelerator or
inhibitor, for a polymerizable monomer adhesive material
contained in the applicator. Suitable polymerization and/or
cross-linking initiators and rate modifiers, and methods for
applying them to the applicator tip, are described in, for
example, U.S. Pat. No. 5,928,611 and U.S. patent applica-
tion Ser. No. 09/430,177, filed Oct. 29, 1999, Ser. Nos.
09/430,176, 09/430,289, 09/430,290, and 09/430,180 filed
Oct, 29, 1999; Ser. No. 09/343,914 filed Jun. 30, 1999; Ser.
No. 09/385,030 filed Aug. 30, 1999; and Ser. No. 09/176,889
filed Oct. 22, 1998, the entire disclosures of which are
incorporated herein by reference. Preferred initiators for
some medical uses include benzalkonium chloride, and for
some industrial uses include dimethyl toluidine.
In embodiments of the present invention where a poly-
merization and/or cross-linking initiator and/or rate
modifier, or other material, is included in the applicator tip,
the material can be included in the applicator tip in any
suitable or desirable manner. For example, the material may
be loaded in the tip, such that it is loaded in pores or
interstices of the applicator tip material, and/or the material
may be chemically or physically attached to the applicator
tip material, whether on exterior or interior surfaces thereof.
In embodiments, the material can also be loaded in the
applicator tip in proximity to the sectionings or cuts. For
example, the material may be chemically or physically
attached to the applicator tip material on exposed surfaces
around the sectionings or cuts, such as being chemically or
physically attached to the exposed surfaces of channels
formed in the applicator tip. This latter approach is particu-
larly suitable for solid applicator tips, where pores do not
exist, or where pores do exist but are substantially inacces-
sible by the adhesive material to be applied.
The polymerization and/or cross-linking initiator and/or
rate modifier may be applied to the applicator tip by any
suitable means, including, but not limited to, spraying,
dipping, injecting, or brushing the applicator tip with a
liquid medium containing the polymerization and/or cross-
linking material. It is preferably applied to the tip by dipping
or injecting. For example, it may be applied to the tip by
pumping of the liquid medium, for example, through a
syringe, onto the distal end of the applicator tip.
The polymerization and/or cross-linking initiator and/or
rate modifier may be applied to porous applicator tips by
using a vacuum or pressure process. In each process, a
solution or suspension of the polymerization and/or cross-
linking initiator and/or rate modifier is introduced into a
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vacuum or pressure chamber. The applicator tips, either
individually or preferably in batches, are placed into the
solution or suspension in the pressure vessel in a manner
such that the applicator tips preferably do not float to the top
of the solution or suspension. For example, the applicator
tips can be placed in the solution or suspension in a wire
basket or other suitable container, which would hold the
applicator tips under the solution or suspension, or a wire
mesh or other suitable retainer could be placed over the
applicator tips to dunk or sink them into the solution or
suspension. Once the applicator tips are in the solution or
suspension, the vessel can be sealed and an appropriate
vacuum or pressure applied.
Application of the vacuum or pressure results in air that
is trapped in the applicator tips being degassed, or forced out
of the applicator tips, and being replaced by the solution or
suspension. This replacement of air by the solution or
suspension thereby loads the material onto or into the
applicator tips. The end of the degassing phase can be
observed by the absence of newly formed air bubbles. After
a desired treatment time, the vacuum or pressure in the
vessel can be released, and the treated applicator tips can be
removed.
In exemplary embodiments, preparing an applicator for
dispensing polymerizable monomeric compositions
includes applying a material to a suitable applicator tip, such
as a porous polyethylene, foam or fibrous tip, which is
attached to an applicator body, such as a butyrate applicator
tube or other suitable holder.
When the applicator is intended to contain an amount of
polymerizable monomeric composition, the applicator body
or tube may comprise a conduit or reservoir for the poly-
merizable monomeric composition. In this embodiment, the
applicator tip may be operably connected to the conduit or
reservoir, such as by being fitted on an open end of the
conduit, so that fluid flowing through the conduit also flows
through the applicator tip.
In addition to the polymerization and/or cross-linking
initiator and/or rate modifier, the applicator tip can also
include various other materials that may or may not act as a
polymerization initiator and/or rate modifier. For example,
the applicator tip can include a flavorant, such that it imparts
a flavor to the adhesive material when the adhesive material
is applied to a surface. Incorporation of a flavorant is
particularly preferred, for example, when the cyanoacrylate
adhesive material is to be applied to oral surfaces, such as to
treat ulcers such as stomatitis or cold sores. Similarly, the
applicator tip can include a bioactive material, which may or
may not also be a polymerization and/or cross-linking
initiator and/or rate modifier. Examples of suitable bioactive
materials include, but are not limited to, medicaments such
as antibiotics, antimicrobials, antiseptics, bacteriocins,
bacteriostats, disinfectants, steroids, anesthetics, antifungal
agents, anti-inflammatory agents, antibacterial agents, anti-
viral agents, antitumor agents, growth promoting
substances, antioxidants, or mixtures thereof.
The applicator tip may be composed of any of a variety of
materials including polymerized materials such as plastics,
foams, rubber, thermoset resins, films, fibers, or membranes.
Where foams are used in the applicator tip, the foam can be
either an open-celled form, a closed-cell foam, or a mixture
thereof. Any suitable foam material can be used and suitable
foams include, for example, thermoplastic polyurethane
foam, preferably a soft, absorbent thermoplastic polyure-
thane foam.
In embodiments, the applicator tip may be made from
polyurethane, polyesters, polyolefins such as polyethylene,
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or polyamides. In embodiments, the applicator may be made
from polyethylene, such as that sold by Porex Technologies
Corp. (Fairbum, Ga.) under the trademark LabPor®. In
embodiments, the applicator tip can also be made from
fibers, either natural or synthetic, such as cotton, rayons,
nylons, and mixtures thereof. Additionally, the applicator tip
may be composed of materials such as metal, glass, paper,
ceramics, and the like. The applicator tip material may be
porous, absorbent, or adsorbent in nature to enhance and
facilitate loading of a material on or in the applicator tip. For
example, the porous applicator tip may be composed of a
material having random pores, capillaries, a honeycomb
material, a material having a woven pattern, etc. The degree
of porosity will depend on the materials being used, and can
be determined by one of ordinary skill in the art without
undue experimentation. Porosity is the open volume within
the pores of an applicator tip divided by the total volume of
the applicator tip.
In embodiments, the applicator tip may be porous and
have an average pore size of about 1 pm to about 500 gm.
Generally, according to the present invention, an applicator
tip having an average pore size of about 1-100 ym such as
10-30 is used with a polymerizable material having a
viscosity of about 1-30 cP, preferably about 2-18 cP, and
more preferably 5-7 cP at 25° C. An applicator tip having an
average pore size of from about 1 pm to about 100 pm is
preferably used with a polymerizable material having a
viscosity of about 10-30 cP. When the polymerizable and/or
cross-linkable material has a viscosity higher than 7 cP, the
average pore size of the applicator tip is generally increased.
For example, an applicator tip having an average pore size
of about 40-300 pm such as 60-125 pm is preferably used
with a polymerizable material having a viscosity of about
30-500 cP, preferably about 35-350 cP, and more preferably
about 50-200 or 60-140 cP at 25° C. In embodiments, an
applicator tip has a pore volume of less than or equal to 80
percent, preferably between 20-60 percent.
In embodiments of the present invention, the adhesive
composition has a viscosity of about 1-5000 centipoise,
preferably 1-600 centipoise, more preferably 1-100 or 2-50
centipoise such as 2-18, 2-10 or 5-7 centipoise, or 30-500
such as 50-100 or 100-200 ccntipoisc at 25° C. The
viscosity can be selected according to the proposed use—
e.g., 1-100 centipoise for certain uses and 100-200 centi-
poise for other uses. Additionally, the composition may be a
gel, e.g., 50,000-500,000 centipoise at 25° C. Such gels are
particularly advantageous in embodiments of the present
invention, because the gels are more easily expelled through
the applicator due to the decreased resistance to travel
through the applicator tip provided by the present invention.
The viscosity of the adhesive composition can be measured
with a Brookfield Viscometer. Additionally, in embodiments
where a sterilization treatment is applied, the viscosity of the
composition should preferably be maintained or increased
by a controlled and acceptable amount after sterilization.
The applicator tip according to the present invention,
where it connects to the applicator tube, may have an
elongated tubular portion, out of which the mixed polymer-
izing and/or cross-linking material is expelled. A portion of
the applicator tip that is immediately downstream of the
applicator tube is advantageously porous in order to avoid a
sharp pressure drop and ensure a constant mixed ratio
profile. The structure can preferably trap fragments of any
barriers or materials used to separate one or more compo-
nents within the applicator container so that they will not
clog the device or contact the patient or surface onto which
the adhesive is being applied.
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When using a porous applicator tip to apply the adhesive
composition, the composition preferably is not expressed
directly through the applicator tip in a continuous motion.
According to embodiments of the present invention, the
adhesive composition is (1) expressed to the end or partway
to the end of the applicator tip, (2) the pressure is released
to draw the composition back into the applicator, and (3) the
composition is then subsequently expressed through the
applicator tip in a continuous motion. This is called a
suck-back method of applying the adhesive composition of
the present invention. When used with a tip that bears an
initiator, this method lets the adhesive composition poly-
merize better than if it had been expressed directly through
the tip.
According to the present invention, the applicator can be
manufactured in any of various ways, generally known in
the art. For example, an applicator tube can be sealed at one
end, and a frangible vial containing the monomeric adhesive
material can be placed in the applicator tube. The remaining
open end of the applicator tube can then be sealed by filling
it with the applicator tip, which can be bonded or form-fit
into the opening in the applicator tube. Such applicator tip
can be previously prepared to incorporate the polymeriza-
tion initiator or rate modifier, or the polymerization initiator
or rate modifier can be applied to the applicator tip subse-
quent to placing the applicator tip on the applicator.
Furthermore, if desired, a second applicator tip, of the same
or different design or configuration as the first applicator tip,
can be affixed at the opposite end of the applicator tube
rather than sealing the applicator tube. Such second appli-
cator tip can have the same of different constructions as
those described above.
However, the present invention further provides an alter-
native means for forming the applicator assembly. Accord-
ing to embodiments of the present invention, the applicator
tip can be first applied to an open end of the applicator body,
and the polymerization initiator or rate modifier can be
applied to the applicator tip through the length of the
applicator body. Once the initiator is applied, the frangible
vial can be inserted into the applicator body, and then the
remaining open end of the applicator body can be sealed.
According to this cmbodimcnt of thc prcscnt invcntion,
the applicator tip is first applied to an open end of the
applicator body. The applicator tip can be applied to the
applicator body by any suitable method, as described above.
Next, the polymerization initiator or rate modifier is applied
to the applicator tip. The polymerization initiator or rate
modifier can be applied, for example, by dispensing the
material onto the back (inside or proximal) end of the
applicator tip, for example, by using a standard dispensing
nozzle or injection syringe.
Once the polymerization initiator or rate modifier has
been applied to the applicator tip, the frangible vial con-
taining the monomeric adhesive material can be inserted into
the applicator tube. In this manner, the frangible vial can rest
up against the back end of the applicator tip.
Next, the remaining open end of the applicator body is
sealed. The sealing can be affected by any suitable means
known in the art. For example, the applicator tube can be
sealed by heat, the open end can be covered, for example by
a cap, or the like. Where a separate cap is used to seal the
applicator body, it is preferred that the cap is bonded to the
applicator body, for example by ultrasonic welding, chemi-
cal bonding, physical bonding (such as adhesive), or the like.
Once the applicator assembly is prepared, the assembly
(or individual components thereof) can be sterilized accord-
ing to known practices. Compatibility of the adhesive com-
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position and the applicator with one or more sterilization
procedures is preferred in embodiments of the present
invention because many uses of the adhesive compositions,
such as many surgical and other medical applications,
require sterilized products. In preferred embodiments, there
is substantially no initiation of polymerization of monomeric
liquid adhesive compositions that affects the utility of the
monomer or monomers caused by the sterilization process.
Sterilization of the monomer composition and/or its pack-
aging can be accomplished by techniques known to the
skilled artisan, and is preferably accomplished by methods
including, but not limited to, chemical, physical, and/or
irradiation methods. Examples of chemical methods include,
but are not limited to, exposure to ethylene oxide or hydro-
gen peroxide vapor. Examples of physical methods include,
but are not limited to, sterilization by heat (dry or moist) or
retort canning. Examples of irradiation methods include, but
are not limited to, gamma irradiation, electron beam
irradiation, and microwave irradiation. A preferred method
is electron beam irradiation. In embodiments where a com-
position is to be used for medical applications, the sterilized
composition must show low levels of toxicity to living tissue
during its useful life.
While the invention has been described with reference to
preferred embodiments, the invention is not limited to the
specific examples given, and other embodiments and modi-
fications can be made by those skilled in the art without
departing from the spirit and scope of the invention.
What is claimed is:
1. An article of manufacture for dispensing adhesive
material, comprising:
a container body and a porous applicator tip, and an
adhesive material located in said container body in a
non-contacting relationship with said applicator tip
prior to dispensing said adhesive material,
wherein said applicator tip has a proximal end that is
attached to said container body and a distal end located
away from said container body, and
wherein one or more cuts are made in said applicator tip
to alter flow properties of said adhesive material
through said applicator tip.
2. Thc articlc of claim 1, wherein thc onc or more cuts
extends only partially through said applicator tip.
3. The article of claim 1, wherein the one or more cuts
extends completely through said applicator tip.
4. The article of claim 1, wherein the one or more cuts
extends through said applicator tip to a portion of said
applicator tip located within said container body.
5. The article of claim 1, wherein the one or more cuts
extends through said applicator tip only to a portion of said
applicator tip located outside said container body.
6. The article of claim 1, comprising a plurality of said
cuts.
7. The article of claim 6, wherein said plurality of cuts are
parallel to each other.
8. The article of claim 6, wherein said plurality of cuts are
not parallel to each other.
9. The article of claim 6, wherein at least two of said
plurality of cuts intersect each other.
10. The article of claim 9, wherein said at least two cuts
intersect each other at about said distal end.
11. The article of claim 1, wherein said porous applicator
tip has a polymerization or cross-linking initiator or rate
modifier for said adhesive material disposed thereon or
therein.
12. The article of claim 1, wherein said applicator tip is a
non-porous applicator tip.
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13. The article of claim 12, wherein said one or more cuts
is formed as one or more channels through said applicator
tip.
14. The article of claim 13, wherein said applicator tip has
a polymerization or cross-linking initiator or rate modifier
for said adhesive material disposed on exposed surfaces of
said channels.
15. The article of claim 1, wherein said applicator tip is a
porous applicator tip and is configured to provide a flow path
length ratio, A/B, of less than 1.5, wherein B represents a
length of a shortest flow path of said adhesive material
through a material of the applicator tip to an external surface
of said applicator tip adjacent said container body, and A
represents a length of a shortest flow path of said adhesive
material through the material of the applicator tip to a
predetermined application subportion of said applicator tip.
16. The article of claim 15, wherein A/B is less than 1.3.
17. The article of claim 15, wherein A/B is less than 1.
18. The article of claim 15, wherein A/B is about 1.
19. The article of claim 15, wherein said predetermined
subportion is said distal end.
20. The article of claim 1, wherein said applicator tip is
hollow.
21. The article of claim 1, wherein said adhesive material
is a synthetic polymerizable or cross-linkable monomer
material.
22. The article of claim 1, wherein said applicator tip has
a polymerization or cross-linking initiator or rate modifier
for said adhesive material disposed thereon or therein.
23. The article of claim 1, wherein said adhesive material
comprises 1,1-disubstituted ethylene monomers.
24. The article of claim 1, wherein said adhesive material
comprises or-cyanoacrylate monomers.
25. The article of claim 1, wherein said adhesive material
has a viscosity of at least 60 cP at 25° C.
26. The article of claim 1, wherein a shape of said
applicator tip is selected from the group consisting of dome,
conical, cylindrical, chisel and polygonal shapes.
27. The article of claim 1, wherein said proximal end of
said applicator tip is curved.
28. The article of claim 1, wherein said applicator tip is in
a shape of a hollow domc.
29. The article of claim 1, wherein said applicator tip
comprises a polymerized material.
30. The article of claim 1, wherein said applicator tip
comprises a plastics material.
31. The article of claim 1, wherein said applicator tip is
absorbent or adsorbent.
32. The article of claim 1, comprising a cover surrounding
at least a part but not all of an area of said applicator tip
extending out of said container body.
33. The article of claim 32, wherein said cover prevents
said adhesive material from exiting said applicator tip at said
covered area, while permitting said adhesive material to exit
said applicator tip at an uncovered area.
34. The article of claim 32, wherein said cover is attached
to said applicator tip.
35. The article of claim 32, wherein said cover is attached
to said container body.
36. The article of claim 32, wherein said cover snugly
matches contours of said applicator tip.
37. The article of claim 32, wherein said cover is a
polymeric coating.
38. The article of claim 1, wherein the applicator tip is
attached to the container body by a luer lock.
39. The article of claim 1, wherein said adhesive material
has a viscosity of 1-30 cP at 25° C.
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40. The article of claim 1, wherein said adhesive material
has a viscosity of 2-18 cP at 25° C.
41. A method of manufacturing the article of claim 1,
comprising:
forming said one or more cuts in said applicator tip;
attaching the applicator tip to the container body;
dispensing a quantity of said polymerization or cross-
linking accelerator or initiator for said synthetic or
semi-synthetic material disposed thereon or therein,
into said applicator tip;
disposing said synthetic or semi-synthetic monomer
material in said container body in a non-contacting
relationship with said applicator tip; and
sealing said container body.
42. An article of manufacture for dispensing adhesive
material, comprising:
a container body and an applicator tip, and an adhesive
material located in said container body in a non-
contacting relationship with said applicator tip prior to
dispensing said adhesive material,
wherein said applicator tip has a proximal end that is
attached to said container body and a distal end located
away from said container body, and
wherein one or more cuts are made in said applicator tip
to alter flow properties of said adhesive material
through said applicator tip, and
further comprising one or more grooves formed in the
applicator tip that channel adhesive exiting said appli-
cator tip to said distal end of said applicator tip.
43. The article of claim 42, wherein a shape of said
applicator tip is selected from the group consisting of dome,
conical, cylindrical, chisel and polygonal shapes.
44. The article of claim 42, wherein said proximal end of
said applicator tip is curved.
45. The article of claim 42, wherein said applicator tip is
hollow.
46. The article of claim 42, wherein said applicator tip is
in a shape of a dome.
47. The article of claim 46, wherein said applicator tip is
in a shape of a hollow dome.
48. The article of claim 42, wherein said applicator tip is
in a shape of a chisel.
49. The article of claim 48, wherein said one or more
grooves are formed on flat faces of said chisel shape.
50. The article of claim 42, comprising at least two
grooves that are parallel to each other.
51. The article of claim 42, comprising at least two
grooves that are not parallel to each other.
52. The article of claim 42, wherein the one or more cuts
extends only partially through said applicator tip.
53. The article of claim 42, wherein the one or more cuts
extends completely through said applicator tip.
54. The article of claim 42, wherein the one or more cuts
extends through said applicator tip to a portion of said
applicator tip located within said container body.
55. The article of claim 42, wherein the one or more cuts
extends through said applicator tip only to a portion of said
applicator tip located outside said container body.
56. The article of claim 42, comprising a plurality of said
cuts.
57. The article of claim 56, wherein said plurality of cuts
are parallel to each other.
58. The article of claim 56, wherein said plurality of cuts
are not parallel to each other.
59. The article of claim 56, wherein at least two of said
plurality of cuts intersect each other.
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60. The article of claim 59, wherein said at least two cuts
intersect each other at about said distal end.
61. The article of claim 42, wherein said applicator tip is
a porous applicator tip.
62. The article of claim 61, wherein said porous applicator
tip has a polymerization or cross-linking initiator or rate
modifier for said adhesive material disposed thereon or
therein.
63. The article of claim 42, wherein said applicator tip is
a non-porous applicator tip.
64. The article of claim 63, wherein said one or more cuts
is formed as one or more channels through said applicator
tip.
65. The article of claim 64, wherein said applicator tip has
a polymerization or cross-linking initiator or rate modifier
for said adhesive material disposed on exposed surfaces of
said channels.
66. The article of claim 42, wherein said applicator tip is
hollow.
67. The article of claim 42, wherein said adhesive material
is a synthetic polymerizable or cross-linkable monomer
material.
68. The article of claim 42, wherein said applicator tip has
a polymerization or cross-linking initiator or rate modifier
for said adhesive material disposed thereon or therein.
69. The article of claim 42, wherein said adhesive material
comprises 1,1-disubstituted ethylene monomers.
70. The article of claim 42, wherein said adhesive material
comprises or-cyanoacrylate monomers.
71. The article of claim 42, wherein said adhesive material
has a viscosity of at least 60 cP at 25° C.
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72. A method of preparing an applicator tip suitable for
dispensing a synthetic or semi-synthetic polymerizable or
cross-linkable monomer material, comprising
providing a porous applicator tip having a proximal end
and a distal end,
forming one or more cuts in said applicator tip to alter
flow properties of said adhesive material through said
applicator tip.
73. The method of claim 72, wherein the one or more cuts
extends only partially through said applicator tip.
74. The method of claim 72, comprising a plurality of said
cuts.
75. The method of claim 74, wherein said plurality of cuts
are parallel to each other.
76. The method of claim 74, wherein said plurality of cuts
are not parallel to each other.
77. The method of claim 74, wherein at least two of said
plurality of cuts intersect each other.
78. The method of claim 74, wherein said at least two cuts
intersect each other at about said distal end.
79. The method of claim 72, further comprising attaching
said applicator tip at said proximal end to a container body.
80. The method of claim 79, further comprising disposing
a synthetic or semi-synthetic polymerizable or cross-
linkable monomer material in said container body.
81. The method of claim 72, wherein said porous appli-
cator tip has a polymerization or cross-linking initiator or
rate modifier for said adhesive material disposed thereon or
therein.
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