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US 12,570,833 B2Granted
Silane functional amine compositions and their use in rubber
AssigneeMomentive Performance Materials Inc.
InventorsMatthew J. Pinnow, Adeyemi A. Adepetun, Richard W. Cruse, Lesley Hwang, Nancy Winchester, Linda Vecere, Yanjun Zhu
Life of this patent
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Abstract
The present disclosures are directed to a composition comprising at least one silane functional amine; a method of preparing a silane functional amine; a rubber composition comprising at least one silane functional amine, at least one diene-based polymer, silica, at least one process aid, and a vulcanizing package comprising at least one vulcanizing agent comprising sulfur and at least one accelerator; and a process of preparing a rubber composition.
Claims22
A composition comprising at least one silane functional amine, wherein the at least one silane functional amine is a compound of formula (I):
- (R1)a-G-(NR2)b;
- and further wherein:
- G is an unsaturated cyclic moiety;
- each R1 is independently selected from the group consisting of an alkoxyl group having from 1 to 20 carbon atoms, an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- each R is independently selected from the group consisting of hydrogen and -L-SiX1X2X3;
- with the proviso that at least one R is hydrogen and at least two R is -L-SiX1X2X3;
- each L is independently selected from the group consisting of an alkylene group having from 1 to 20 carbon atoms and optionally at least one heteroatom, an alkenylene group having from 2 to 20 carbon atoms, a cycloalkylene group having from 3 to 10 carbon atoms, an arylene group having from 6 to 12 carbon atoms, and an aralkylene group having from 7 to 14 carbon atoms;
- each X1 is independently selected from the group consisting of hydroxyl, —OR2 and —OC(═O)R2;
- each X2 and each X3 are independently selected from the group consisting of hydroxyl, —OR2, —OC(═O)R2 and R2;
- each R2 is independently selected from the group consisting of an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- a is 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11;
- and
- b is 2.
10 more elements
A rubber composition comprising:
- (a) a composition comprising at least one silane functional amine, wherein the at least one silane functional amine is a compound of formula (I):
- (R1)a-G-(NR2)b;
- and further wherein:
- G is a saturated or an unsaturated cyclic moiety;
- each R1 is independently selected from the group consisting of an alkoxyl group having from 1 to 20 carbon atoms, an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- each R is independently selected from the group consisting of hydrogen and -L-SiX1X2X3, with the proviso that at least one R is hydrogen and at least one R is -L-SiX1X2X3;
- each L is independently selected from the group consisting of an alkylene group having from 1 to 20 carbon atoms and optionally at least one heteroatom, an alkenylene group having from 2 to 20 carbon atoms, a cycloalkylene group having from 3 to 10 carbon atoms, an arylene group having from 6 to 12 carbon atoms, and an aralkylene group having from 7 to 14 carbon atoms;
- each X1 is independently selected from the group consisting of hydroxyl, —OR2 and —OC(═O)R2;
- each X2 and each X3 are independently selected from the group consisting of hydroxyl, —OR2, —OC(═O)R2 and R2;
- each R2 is independently selected from the group consisting of an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- a is 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11;
- and
- b is 1 or 2;
- (b) at least one diene-based polymer;
- (c) silica;
- (d) at least one process aid;
- and
- (e) a vulcanizing package comprising at least one vulcanizing agent comprising sulfur and at least one accelerator.
15 more elements
A rubber composition comprising:
- (i) about 100 parts of rubber, where the weight of the rubber is the sum of the weights of each diene-based polymer containing at least one functional group used in the composition and the weights of each diene-based polymer containing no functional group used in the composition;
- (ii) about 1 to about 20 parts by weight per 100 parts rubber (i) of the composition comprising at least one silane functional amine, wherein the at least one silane functional amine is a compound of formula (I):
- (R1)a-G-(NR2)b;
- and further wherein:
- G is a saturated or an unsaturated cyclic moiety;
- each R1 is independently selected from the group consisting of an alkoxyl group having from 1 to 20 carbon atoms, an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- each R is independently selected from the group consisting of hydrogen and -L-SiX1X2X3, with the proviso that at least one R is hydrogen and at least one R is -L-SiX1X2X3;
- each L is independently selected from the group consisting of an alkylene group having from 1 to 20 carbon atoms and optionally at least one heteroatom, an alkenylene group having from 2 to 20 carbon atoms, a cycloalkylene group having from 3 to 10 carbon atoms, an arylene group having from 6 to 12 carbon atoms, and an aralkylene group having from 7 to 14 carbon atoms;
- each X1 is independently selected from the group consisting of hydroxyl, —OR2 and —OC(═O)R2;
- each X2 and each X3 are independently selected from the group consisting of hydroxyl, —OR2, —OC(═O)R2 and R2;
- each R2 is independently selected from the group consisting of an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- a is 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11;
- and
- b is 1 or 2;
- (iii) about 5 to about 140 parts by weight per 100 parts rubber (i) of silica;
- (iv) about 0.1 to about 10 parts by weight per 100 parts rubber (i) of at least one process aid;
- and
- (v) about 0.1 to about 20 parts by weight per 100 parts rubber (i) of a vulcanization package comprising at least one vulcanizing agent comprising sulfur and at least one accelerator.
15 more elements
A process of preparing a rubber composition comprising adding a composition comprising at least one silane functional amine, wherein the at least one silane functional amine is a compound of formula (I):
- (R1)a-G-(NR2)b;
- and further wherein:
- G is a saturated or an unsaturated cyclic moiety;
- each R1 is independently selected from the group consisting of an alkoxyl group having from 1 to 20 carbon atoms, an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- each R is independently selected from the group consisting of hydrogen and -L-SiX1X2X3;
- with the proviso that at least one R is hydrogen and at least one R is -L-SiX1X2X3;
- each L is independently selected from the group consisting of an alkylene group having from 1 to 20 carbon atoms and optionally at least one heteroatom, an alkenylene group having from 2 to 20 carbon atoms, a cycloalkylene group having from 3 to 10 carbon atoms, an arylene group having from 6 to 12 carbon atoms, and an aralkylene group having from 7 to 14 carbon atoms;
- each X1 is independently selected from the group consisting of hydroxyl, —OR2 and —OC(═O)R2;
- each X2 and each X3 are independently selected from the group consisting of hydroxyl, —OR2, —OC(═O)R2 and R2;
- each R2 is independently selected from the group consisting of an alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a cycloalkyl group having from 3 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and an aralkyl group having from 7 to 14 carbon atoms;
- a is 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11;
- and
- b is 1 or 2;
- and silica to at least one diene-based polymer.
11 more elements
Dependencies are inferred from the claim text.