Patents

New polymerizable adhesive compositions comprising a monomeric ester of .alpha.-cyanoacrylic acid and a difunctional monomeric cross-linking agent which is a diester of acrylic or methacrylic acid and an alcohol having at least two esterifiable hydroxyl group, are found to develop increased cohesive bond strength upon polymerization. The compositions, if desired, can contain a finely divided aggregate, preferred aggregates being alumina and quartz. In addition, the compositions can advantageously contain sodium fluoride.

A package assembly or kit can be used in conjunction with storing and dispensing adhesive materials. The package assembly can include an enclosure in which an applicator and a container may be positioned. The container contains adhesive material. The enclosure may include a base and a cover. The base preferably includes one or more cavities, with at least one applicator disposed in one of the cavities. Further, the container may be disposed in another of the cavities. The cover may be provided with a plurality of wells.

This invention relates to the process for using a fluoroalkoxyalkyl 2-cyanoacrylate in an adhesive, sealant, and/or coating composition for application to teeth, the resulting treated tooth, and compositons useful in said process.

The formulations comprise an alkyl C¿1?-C¿8? cyanoacrylate and an alkyl C¿1?-C¿8? carboxyacrylate in a proportion from 10 to 30 % by volume with respect to the cyanoacrylate. The alkyl carboxyacrylate of formula (I) is a new product which is obtained from the corresponding cyanoacrylate by hydrolysis with hydrochloric acid. The compositions are packaged in independent containers the content of which is mixed not more than one hour before its use. It can be used in surgery as alternative means for the traditional suture and is specially appropriate in ophthalmics surgery.

Carbalkoxyalkyl 2-cyanoacrylates having the formula: ##STR1## wherein R is an organic radical and R' is hydrogen or methyl polymerize rapidly in the presence of moisture and are useful as adhesives. When applied as tissue adhesives in surgical applications, such carbalkoxyalkyl 2-cyanoacrylates cause a minimum of tissue reaction and the resulting polymer is absorbable in mammalian tissue.

Disclosed are methods for draping a surgical site prior to surgery. Specifically, the methods of this invention involve the in situ formation of a cyanoacrylate polymeric drape on the skin surface of a patient peripheral to the surgical site. Surgery is then conducted at the surgical site.

This invention relates to sterilized cyanoacrylate adhesive compositions with x-ray imagining capabilities, methods of making such compositions, and methods of using such compositions.

A new step in the condensation of formaldehyde and esters of 2-cyanoacetic acid to produce 2-cyanoacrylate esters which consists essentially of catalyzing the reaction by means of a mixture of an acid and the salt of a primary or secondary amine with the same stronger acid. To be effective, the catalytic mixture should have a pH value of 5 or less when exact amounts of its components are dissolved in 25 ml. of water. If the catalytic mixture is to include an acid which is not readily soluble in water (e.g. organic acids), then the pH is measured in 25 ml.

A new adhesive method using an adhesive composition including cyanoacrylate adhesive and a stabilizing agent to join together portions of a substrate, particularly useful in suturing and similar medical procedures, is disclosed.

Odontoblast-like cells derived from human tooth pulps were maintained in expiant culture and grown either on glass coverslips only (used as control) or on glass coverslips coated with cyanoacrylate films. Ultrastructural and cyto-morphometric evidence showed that cells exposed to cyanoacrylate, in contrast to controls, display a significant decrease of rough endoplasmic reticulum and mitochondria. In addition, immunofluorescent staining and radioimmunoassays for type-I collagen suggested disturbances in production for the exposed cells.