title: Adhesion of synthetic organic polymer to soft tissue. III. Effect of some monofunctional compounds.
abstract: Previous work in this series has shown that some aromatic and n-alkyl isocynates can significantly improve the adhesion of a fast-setting polyurethane prepolymer to internal tissue. In the present study, several acyl or aroyl anhydrides, chlorides, and a triaryl chloroalkane have been found to effect various degrees of improvement in the adhesion of fast-setting prepolymer to tissue. To determine the influence of minor structural changes on adhesion, the isomers of methyl phenyl isocynate and chlorobenzoyl chloride were investigated. The isomers were found to give the same extent of improvement in adhesion of the prepolymer as the parent compound without the methyl or chloro substituents. Among all the reactive monofunctional compounds studied, benzoyl chloride and its chlorobenzoyl derivatives are the most effective. When primed on tissue or admixed as little as a 3% additive in some polymer preparations, these aroyl chlorides can promote the adhesion of many ordinary adhesives to internal tissue. The effectiveness is attributed to the modification of hydrophilic tissue surface by the hydrophobic benzoyl group attached to tissue after reaction. The prosthetic benzoyl group makes the tissue/polymer interface more compatible and the compatibility results in good adhesion.
mesh_terms: D000812:Anhydrides / Q000494:pharmacology; D000818:Animals; D001565:Benzoates / Q000494:pharmacology; D003485:Cyanates / Q000494:pharmacology; D004357:Drug Synergism; D006843:Hydrocarbons, Chlorinated / Q000494:pharmacology; D011108:Polymers / Q000494:pharmacology*; D051381:Rats; D014014:Tissue Adhesives
chemical_list: D000812:Anhydrides; D001565:Benzoates; D003485:Cyanates; D006843:Hydrocarbons, Chlorinated; D011108:Polymers; D014014:Tissue Adhesives