NOVEL EPOXY-URETHANE COMPOUNDS AND THEIR THERMOSETTING POLYMERS

    公开(公告)号:EP4223821A1

    公开(公告)日:2023-08-09

    申请号:EP22154900.9

    申请日:2022-02-03

    申请人: Covestro LLC

    摘要: Provided is an epoxy-functional polyurethane comprising a reaction product of (A) a polyisocyanate; and (B) a compound, HX-Y-(Z) n wherein, X is O, N, or S, Y is a linear or branched C 1 -C 15 alkyl group, and Z is -CH=CDE or Z is -F-O-G-CH=CDE, n is an integer from 1 to 3, wherein D and E independently are selected from H, a linear C 1 -C 5 alkyl group, and a branched C 1 -C 5 alkyl group, F and G independently are selected from H, linear or branched C 1 -C 15 alkyl groups, and wherein compound (B) comprises a vinyl group capable of being oxidized to a corresponding epoxy group. Also provided is a process for producing an epoxy-functional polyurethane, the process comprising (1) reacting (A) a polyisocyanate; and (B) a compound: HX-Y-(Z) n wherein, X is O, N, or S, Y is a linear or branched C 1 -C 15 alkyl group, and Z is -CH=CDE or Z is -F-O-G-CH=CDE, n is an integer from 1 to 3, wherein D and E independently are selected from H, a linear C 1 -C 5 alkyl group, and a branched C 1 -C 5 alkyl group, F and G independently are selected from H, linear or branched C 1 -C 15 alkyl groups, optionally, in the presence of a catalyst to form a vinyl-functional carbamate; (2) forming a mixture containing the vinyl-functional carbamate, a ketone, water, and a base; and (3) feeding an aqueous solution of oxone into the mixture to oxidize the vinyl-functional carbamate to the epoxy-functional polyurethane. The epoxy-functional polyurethanes of the invention may find use in or as coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

    GLYCIDYL UREA COMPOUNDS AND THEIR THERMOSETTING POLYMERS

    公开(公告)号:EP4223820A1

    公开(公告)日:2023-08-09

    申请号:EP22154898.5

    申请日:2022-02-03

    申请人: Covestro LLC

    摘要: Provided is a glycidyl urea comprising an oxidized allyl-functional urea, wherein the allyl-functional urea comprises a reaction product of a polyisocyanate and a compound containing one or more amine groups and one or more allyl groups. Also provided is a process for producing a glycidyl urea, the process comprising 1) reacting a polyisocyanate with a compound containing one or more amine groups and one or more allyl groups, optionally, in the presence of a catalyst, to form an allyl-functional urea; and 2) oxidizing the allyl-functional urea to a glycidyl urea, the oxidizing comprising a) forming a mixture of the allyl-functional urea, water, and a base, optionally in the presence of a solvent, and b) feeding an aqueous solution of an oxidant into the mixture formed in step a) to form the glycidyl urea. The glycidyl urea may be cured with a curing agent to form a thermoset polymer, and the glycidyl urea may be self-crosslinked to form a crosslinked thermoset polymer. The thermoset polymers produced from the glycidyl urea of the invention may find use in or as coatings, adhesives, sealants, films, elastomers, castings, foams, and composites.

    LOW TEMPERATURE CURING EPOXY-URETHANE COMPOSITIONS

    公开(公告)号:EP4223817A1

    公开(公告)日:2023-08-09

    申请号:EP22154899.3

    申请日:2022-02-03

    申请人: Covestro LLC

    摘要: Provided is a curable coating composition comprising a reaction product of an epoxyfunctional urethane compound and an amine-curing agent, wherein the curable coating composition cures between ambient temperature and 0 °C. Also provided is a process comprising applying the composition according to the previous sentence to a substrate and curing the composition. Coatings made from the curable composition may be applied to a variety of substrates.