The University of Southern Mississippi

Covestro LLC

R Hunter Cooke, Iii

Robson F Storey

Alan Ekin

Jie Wu

Harrison A Livingston

An alternative polyurethane composition is provided which comprises a reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer, wherein reaction occurs at a temperature of from 20° C. to 200° C., optionally in the presence of a catalyst, wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of stoichiometric equivalents of a polyisocyanate and a component comprising 1-100% of an alkynol-ether of the formula (I): HC≡C—R—OH (I), wherein R is a linear or branched ether chain having from 1 to 15 atoms, and wherein the remainder of the hydroxyl-functional component comprises a first alkynol. The inclusion of an alkynol-ether reduces the viscosity of the composition without compromising its performance. The inventive alternative polyurethane compositions may find use in providing coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

Low viscosity poly(alkynyl carbamate) prepolymers

An alternative polyurethane composition is provided which comprises a reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer reacted at a temperature of from 20&#xb0; C. to 120&#xb0; C., wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and a stoichiometric equivalent of an alkynol of the formula (I),HC&#x2261;C&#x2014;RR&#x2014;OH&#x2003;&#x2003;(I),and wherein Ris an electron-withdrawing group selected from the group consisting of carbonyl, ester, amide, and urethane and Ris a linear or branched alkyl chain having from 1 to 15 carbon atoms. The inventive alternative polyurethane composition position may be used to provide adhesives, sealants, films, elastomers, castings, foams, and composites.

Polyurethane polymers cured via azido-alkyne cycloaddition at ambient or mild curing conditions

An alternative polyurethane composition is provided which comprises a reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer, wherein reaction occurs at a temperature of from 20&#xb0; C. to 200&#xb0; C., optionally in the presence of a Cu-containing catalyst and wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate, an alkynol, and a glycol ether, wherein from 1 mol % to 33 mol % of isocyanate groups are reacted with glycol ether and the remaining isocyanate groups are reacted with the alkynol. The inclusion of glycol ethers into the polyisocyanate chain of the poly(alkynyl carbamate) prepolymer at a level of from 1 mol % to 33 mol %, is efficient in reducing the viscosity of the composition without compromising its performance in coatings, adhesives, sealants, films, elastomers, castings, foams, and composites made with the inventive alternative polyurethane compositions.

Low viscosity poly(alkynyl carbamate) polymers

The present invention provides alternative polyurethane composition comprising the reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer, wherein the poly(alkynyl carbamate) prepolymer comprises the reaction product of a polyisocyanate, an alkynol, and an oxysilane. The reaction of the polyol and the prepolymer may occur in the presence of a catalyst or at a temperature of from 20&#xb0; C. to 120&#xb0; C. The inventive oxysilane and azido-alkyne hybrid click formulations provide comparable performance, and in some cases better performance, to/than urethane and azido-alkyne control click formulations in terms of pencil hardness, MEK double rubs, and glass transition temperature. The inventive alternative polyurethane compositions may be used to provide coatings, adhesives, sealants, films, elastomers, castings, and composites.

Growing community of inventors

Atlanta, GA, United States of America

R Hunter Cooke, Iii