1994

A process for the preparation of esters, including non-distillable esters, of 2-cyanoacrylic acid comprises reacting 2-cyanoacrylic acid or an acid halide thereof with an alcohol, including a diol or polyol, or a phenol in the presence of an inert organic solvent under polymerisation inhibiting conditions and, additionally, in the presence of an acid catalyst when 2-cyanoacrylic acid is a reactant, continually removing the water or hydrohalic acid produced and recovering the ester.

The conditions for the Knoevenagel synthesis of 2-cyanoacrylates containing double and triple bonds in the alkoxycarbonyl group have been studied. It was found that the esters are formed in 10–70 % yields by the condensation of the respective cyanoacetates with formaldehyde in the 1∶1 ratio in the presence of piperidine, followed by the pyrolysis of the oligomers formedin vacuo at 170–200 °C in the presence ofpara-toluenesulfonic acid.

A method is disclosed for the catalytic polymerization of cyanoacrylate monomers by contacting said monomers with an organotin compound. Also included is a polymerizable system comprising cyanoacrylate monomer and an organotin compound, wherein upon contact of the monomer and the compound, the compound catalyzes the polymerization of the monomer.

An aqueous, alcoholic or hydroalcholic composition containing one or more oligomers or prepolymers that are polymerized in-situ, while the oligomer(s) is in contact with the hair, for in-situ formation (polymerization) of a polymer. The oligomer compositions contain essentially no toxic, hazardous or harmful monomer(s), such as resorcinol.

A process for the preparation of esters, including non-distillable esters, of 2-cyanoacrylic acid comprises reacting 2-cyanoacrylic acid or an acid halide thereof with an alcohol, including a diol or polyol, or a phenol in the presence of an inert organic solvent under polymerisation inhibiting conditions and, additionally, in the presence of an acid catalyst when 2-cyanoacrylic acid is a reactant, continually removing the water or hydrohalic acid produced and recovering the ester.

The conditions for the Knoevenagel synthesis of 2-cyanoacrylates containing double and triple bonds in the alkoxycarbonyl group have been studied. It was found that the esters are formed in 10–70 % yields by the condensation of the respective cyanoacetates with formaldehyde in the 1∶1 ratio in the presence of piperidine, followed by the pyrolysis of the oligomers formedin vacuo at 170–200 °C in the presence ofpara-toluenesulfonic acid.

Tissue adhesive compostions are disclosed which comprise at least one 2-cyanoacrylate ester of the general formula (I) in admixture with from about 2 percent to about 25 percent of at least one oxalic acid polymer of the general formula (II).

A biocompatible monomer composition contains (A) at least one monomer of the formula:

CHR=CXY