Abstract: 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.

Abstract: The present invention provides a reaction mixture comprising a blend of a first isocyanate-based uretdione-containing resin and a second isocyanate-based uretdione-containing resin, a neutralized polyol and a tertiary amine catalyst, and optionally, an additive package selected from the group consisting of flow control additives, pigments (colorants), wetting agents, and solvents, wherein the first isocyanate and the second isocyanate are different. The first isocyanate-based uretdione-containing resin and the second isocyanate-based uretdione-containing resin may be cold blended or hot blended. Coatings, adhesives, castings, composites, and sealants made from hot blended formulations exhibit superior performance over those made from cold blended formulations.

Abstract: A waterborne poly(alkynyl carbamate) prepolymer is provided which comprises a reaction product of a polyisocyanate comprising a first portion and a second portion of isocyanate groups; an isocyanate-reactive component comprising 0.1 mol % to 6 mol % of a C10-C50 glycol ether; and 99.9 mol % to 94 mol % of an alkynol, wherein the mol % is based on the moles of isocyanate in the polyisocyanate, wherein the first portion of isocyanate groups reacts with the C10-C50 glycol ether, wherein the second portion of isocyanate groups reacts with the alkynol, and wherein reaction occurs optionally in the presence of a catalyst. The reaction of long chain glycol ethers with the polyisocyanate at a level of from 0.1 mol % to 6 mol % imparts water dispersibility to the prepolymer, and when the prepolymer is dispersed in water, the performance of waterborne alternative polyurethane compositions made therefrom, such as coatings, adhesives, sealants, films, elastomers, castings, foams, and composites, are not compromised.

Abstract: 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° C. to 120° 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?C—R1R2—OH??(I), and wherein R1 is an electron-withdrawing group selected from the group consisting of carbonyl, ester, amide, and urethane and R2 is 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.

Abstract: The present invention provides an allophanate polymer system made by a method comprising combining a neutralized polyol with a polyuretdione resin in the presence of a reactive reducer comprising a reducing agent and a tertiary amine catalyst to produce a clear-coat, and contacting the clear-coat with a basecoat comprising a tertiary amine catalyst. The reaction between the polyol and the polyuretdione will proceed after the reactive reducer reduces the viscosity of the one component clear-coat formulation to appropriate levels. The inventive allophanate polymer system is particularly applicable in providing coatings, adhesives, castings, composites, and sealants with good performance.

Abstract: 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 CuI-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.

Abstract: The present invention provides a reaction mixture comprising a hot blend of a first isocyanate-based uretdione resin and a second isocyanate-based uretdione resin, a neutralized polyol and a tertiary amine catalyst, and optionally, an additive package selected from the group consisting of flow control additives, pigments (colorants), wetting agents, and solvents, wherein the first isocyanate and the second isocyanate are different. The isocyanate-based uretdiones that have been hot blended together produce coatings, adhesives, castings, composites, and sealants, which exhibit better performance properties (such as microhardness) than those coatings, adhesives, castings, composites, and sealants produced from the constituent isocyanate-based uretdiones alone.

Abstract: 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° C. to 120° 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.

Abstract: A waterborne alternative polyurethane composition is provided which comprises a reaction product of: an azidated polyol; and a waterborne poly(alkynyl carbamate) prepolymer comprising a reaction product of a polyisocyanate and from 1 wt. % to 20 wt. % of an alkynol-polyether having a formula (I), R1—R2—O—R3—OH??(I), wherein, R1=a monovalent group selected from either HC?C— or HC?C—CO—, R2=a divalent alkylene group from 1 to 8 carbon atoms, and may be straight chain or branched and may contain cyclic moieties, and R3=a polyethylene glycol with number average molecular weight from 300-1,200 g/mol, wherein the wt. % is based on the weight of the prepolymer, wherein reaction of the azidated polyol and the waterborne poly(alkynyl carbamate) occurs at a temperature of from 20° C. to 200° C. and optionally in the presence of a catalyst.

Abstract: An alternative polyurethane composition is provided comprising a reaction product of an azidated polyol and a poly(alkynyl carbamate) allophanate prepolymer, wherein the poly(alkynyl carbamate) allophanate prepolymer comprises a reaction product of a first alkynol and a poly(alkynyl carbamate) prepolymer, in the presence of a metallo-organic compound of the formula: M(acac)n, wherein, M=a metal, acac=an acetylacetonate residue, and n=2 or 3, wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and a stoichiometric equivalent of a second alkynol, and wherein the polyisocyanate comprises isocyanate groups and uretdione groups. The inventive alternative polyurethane compositions may be used to provide solventborne or waterborne coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

Abstract: A polyoxazolidinone composition can include a reaction product of 1,5-pentamethylene diisocyanate-based polyisocyanate and poly-functional epoxide, wherein the 1,5-pentamethylene diisocyanate-based polyisocyanate and the poly-functional epoxide are combined at an equivalent ratio of from about 0.5:1 to about 1.5:1 isocyanate equivalents to epoxide equivalents in the presence of a reaction catalyst.

Abstract: An alternative polyurethane composition is provided comprising a reaction product of an azidated polyol and a poly(alkynyl carbamate) allophanate prepolymer, wherein the poly(alkynyl carbamate) allophanate prepolymer comprises a reaction product of a first alkynol and a poly(alkynyl carbamate) prepolymer, in the presence of a metallo-organic compound of the formula: M(acac)n, wherein, M=a metal, acac=an acetylacetonate residue, and n=2 or 3, wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and a stoichiometric equivalent of a second alkynol, and wherein the polyisocyanate comprises isocyanate groups and uretdione groups. The inventive alternative polyurethane compositions may be used to provide solventborne or waterborne coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

Abstract: 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° C. to 120° 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.

Abstract: 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 (Tg), MEK double rubs and degree of swelling.

Abstract: 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.

Abstract: An alternative polyurethane composition is provided which comprises the reaction product of a poly(alkynyl carbamate) prepolymer and an azidated polyol, wherein reaction occurs without a catalyst at a temperature of from 100° C. to 200° C., or occurs in the presence of a CuI-containing catalyst at a temperature of from 20° C. to 140° C. The inventive alternative polyurethane compositions may be used to provide solventborne or waterborne coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

Abstract: A waterborne alternative polyurethane composition is provided which comprises a reaction product of: an azidated polyol; and a waterborne poly(alkynyl carbamate) prepolymer comprising a reaction product of a polyisocyanate and from 1 wt. % to 20 wt. % of an alkynol-polyether having a formula (I), R1—R2—O—R3—OH??(I), wherein, R1=a monovalent group selected from either HC?C— or HC?C—CO—, R2=a divalent alkylene group from 1 to 8 carbon atoms, and may be straight chain or branched and may contain cyclic moieties, and R3=a polyethylene glycol with number average molecular weight from 300-1,200 g/mol, wherein the wt. % is based on the weight of the prepolymer, wherein reaction of the azidated polyol and the waterborne poly(alkynyl carbamate) occurs at a temperature of from 20° C. to 200° C. and optionally in the presence of a catalyst.

Abstract: 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 CuI-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.

Abstract: 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° C. to 120° 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?C—R1R2—OH??(I), and wherein R1 is an electron-withdrawing group selected from the group consisting of carbonyl, ester, amide, and urethane and R2 is 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.

Abstract: A waterborne poly(alkynyl carbamate) prepolymer is provided which comprises a reaction product of a polyisocyanate comprising a first portion and a second portion of isocyanate groups; an isocyanate-reactive component comprising 0.1 mol % to 6 mol % of a C10-C50 glycol ether; and 99.9 mol % to 94 mol % of an alkynol, wherein the mol % is based on the moles of isocyanate in the polyisocyanate, wherein the first portion of isocyanate groups reacts with the C10-C50 glycol ether, wherein the second portion of isocyanate groups reacts with the alkynol, and wherein reaction occurs optionally in the presence of a catalyst. The reaction of long chain glycol ethers with the polyisocyanate at a level of from 0.1 mol % to 6 mol % imparts water dispersibility to the prepolymer, and when the prepolymer is dispersed in water, the performance of waterborne alternative polyurethane compositions made therefrom, such as coatings, adhesives, sealants, films, elastomers, castings, foams, and composites, are not compromised.