The present application is directed at the reaction product of an azide compound having two or more azide groups attached thereto and an alkyne compound having two or more alkyne groups attached thereto, wherein the azide and alkyne groups react in a 1,3-dipolar cyclo addition to form 1,4-disubstituted triazols and wherein the azide or alkyne compound or both include —O—(C═O)—NR— functional groups. The reaction products can be used as coatings, such as for flat roofs, sealants, adhesives and in elastomer applications. Methods for producing the reaction products as well as substrates including a coating of the reaction product are also disclosed.

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.

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.

The present invention provides an alternative polyurethane composition comprising the reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer reacted at an azide to alkyne molar ratio of greater than 1:1, wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and an alkynol. In various embodiments, the azide to alkyne molar ratio is from greater than 1:1 to 3:1, in certain embodiments, from 1.5:1 to 3:1, and in particular embodiments, 1.8:1. The greater than stoichiometric ratio of azide to alkyne provides coatings, adhesives, sealants, films, elastomers, castings, and composites having a better cure performance as measured by glass transition temperature (T.sub.g), MEK double rubs and degree of swelling.

The present invention provides an alternative polyurethane composition comprising the reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer reacted at an azide to alkyne molar ratio of greater than 1:1, wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and an alkynol. In various embodiments, the azide to alkyne molar ratio is from greater than 1:1 to 3:1, in certain embodiments, from 1.5:1 to 3:1, and in particular embodiments, 1.8:1. The greater than stoichiometric ratio of azide to alkyne provides coatings, adhesives, sealants, films, elastomers, castings, and composites having a better cure performance as measured by glass transition temperature (T.sub.g), MEK double rubs and degree of swelling.

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): HCCROH (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.

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): HCCROH (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.