Thermoplastic polymers comprising oxygen scavenging molecules
View Patent ↗The disclosure relates to oxygen scavenging polymer compositions, methods of making the compositions, articles prepared from the compositions, and methods of making the articles. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
1. A method of making an oxygen scavenging polymer comprising the step of providing a monomer comprising a moiety having the structure:
wherein the symbol --- when used in conjunction with a bond line represents is a single or a double bond; wherein n is 3, 4, 5, or 6; wherein in is an integer from 0 to 6-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, CR 1 , and CR 2 ; wherein D, E, and F and independently selected from the group consisting of CH, N, O, and S; and wherein each R 1 and each R 2 is independently selected from the group consisting of carboxylic acid, amine, nitro cyano, hydroxyl, H, alkyl, aryl, electron withdrawing groups, electron releasing groups, and a transition metal:
when in the symbol --- when used in conjunction with a bond line represents a single or a double bond; wherein each n is independently 1-5; wherein m is an integer from 0 to 5-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, CR 1 , and CR 2 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; wherein each R 1 and each R 2 is independently selected from the group consisting of carboxylic acid, amine, nitro, cyano, hydroxyl, H, alkyl, aryl, electron withdrawing groups, electron releasing group, and a transition metal; and wherein L is a divalent linking group selected from C2-C12 aliphatic or cyclic ether, C2-C12 aliphatic or cyclic amide, C6 to C12 aromatic amide, C2-C12 aliphatic or cyclic amine, C6-C12 aromatic amine, C2-C12 aliphatic or cyclic ester and C6 to C12 aromatic ester,
wherein the symbol --- when used in conjunction with a bond line represents a single or a double hand; wherein each n is independently 0-5; wherein in is an integer from 0 to 5-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, Cr 1 and CR 2 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; wherein each R 1 and each R 2 is independently selected from the group consisting of carboxylic acid, amine, nitro, cyano, hydroxyl, H, alkyl, aryl, electron withdrawing groups, electron releasing groups, and a transition metal; and wherein L is a divalent linking group selected from C2-C12 aliphatic or cyclic ether, C2-C12 aliphatic or cyclic amide, C6 to C12 aromatic amide, C2-C12 aliphatic or cyclic amine, C6-C12 aromatic amine, C2-C12 aliphatic or cyclic ester and C6 to C12 aromatic ester; or
wherein each X is selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N and CR 1 ; wherein D, E, and F are independently selected from the group consisting CH, N, O, and S; wherein the symbol --- when used in conjunction with a bond line represents a single or a double bond; and wherein each R 1 is independently selected from the group consisting of H, alkyl, aryl, electron withdrawing groups, and electron releasing groups during polymerization of polyethylene terephthalate.
2. A method of making an oxygen scavenging polymer comprising the step of functionalizing polyethylene terephalate with a moiety having the structure:
wherein the symbol --- when used in conjunction with a bond line represents a single or a double bond wherein n is 3, 4, 5, or 6; wherein m is an integer from 0 to 6-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, CR 1 , and CR 2 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; and wherein each R 1 and each R 2 is independently selected from the group consisting or carboxylic acid, amine, nitro, cyano, hydroxyl, H, alkyl, aryl, electron withdrawing group, electron releasing group, and at transition metal;
wherein the symbol --- when used in conjunction with a bond line represents a single or a double bond; wherein each n is independently 1-5; wherein m is an integer from 0 to 5-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, CR 1 , and CR 2 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; wherein each R 1 and each R 2 is independently selected from the group consisting of carboxylic acid, amine, nitro, cyano, hydroxyl, H, alkyl, aryl, electron withdrawing groups, electron releasing groups, and a transition metal; and wherein L is a divalent linking group selected from C2-C12 aliphatic or cyclic ether, C2-C12 aliphatic or cyclic amide, C6 to C12 aromatic amide, C2-C12 aliphatic or cyclic amine, C6-C12 aromatic amine, C2-C12 aliphatic or cyclic ester and C6 to C12 aromatic ester;
wherein the symbol --- when used in conjunction with a bond line represents a single or a double bond; wherein each n is independently 0-5; wherein m is an integer from 0 to 5-n; wherein each X is independently selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N, CR 1 and CR 2 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; wherein each R 1 and each R 2 is independently selected from the group consisting of carboxylic acid, amine, nitro, cyano, hydroxyl, H, alkyl, aryl, electron withdrawing groups, electron releasing groups, and a transition metal; and wherein L is a divalent linking group selected from C2-C12 aliphatic or cyclic ether, C2-C12 aliphatic or cyclic amide, C6 to C12 aromatic amide, C2-C12 aliphatic or cyclic amine, C6-C12 aromatic amine, C2-12 aliphatic or cyclic ester and C6 to C12 aromatic ester; or
wherein each X is selected from the group consisting of O, S, and NH; wherein each Y, each A, and each B are independently selected from the group consisting of N and CR 1 ; wherein D, E, and F are independently selected from the group consisting of CH, N, O, and S; wherein the symbol --- when used in conjunction with a bond line represents a single or a double bond; and wherein each R 1 is independently selected from the group consisting of H, alkyl, aryl, electron withdrawing groups, and electron releasing groups.