Patent US7119150B2 successfully refreshed from Google Patents.
US7119150B2
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Silica-reinforced rubber compounded with an alkoxysilane and a catalytic alkyl tin compound
Assignee: Bridgestone Corp
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Filing: 2003-05-09
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Granted: 2006-10-10
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Expires: 2023-05-09
Abstract
Abstract Improvements in the tensile mechanical properties and dynamic viscoelastic properties of silica-reinforced sulfur-vulcanized rubbers can be achieved by compounding elastomers with silica, in the presence of a silane and a catalytic amount of an alkyl tin compound at a high compounding temperature.
Inventors
- 👤 Chenchy Jeffrey Lin
- 👤 William L. Hergenrother
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 12:39
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C08K5/548; B; B60; B60C; B60C1/00; B60C1/0025; C08K3/00; C08K3/01; C08K3/013; C08K5/0008; C08K5/0025; C08K5/541; C08K5/5415; C08K5/5419; C08K5/56; C08K5/57
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
72 words
A sulfin-vulcanizable elastomeric compound, comprising: an elastomer optionally having an ailcoxysilatie terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; an alkyl alkoxysilane; a mercaptosilane silica coupling agent, wherein the weight ratio of the mercaptosilane to the alkyl alkoxysilane is a maximum of 0.14:1; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of suiffir to achieve a satisfactory cure.
Claim 2
Dependent Claim
72 words
A sulfin-vulcanizable elastomeric compound, comprising: an elastomer optionally having an ailcoxysilatie terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; an alkyl alkoxysilane; a mercaptosilane silica coupling agent, wherein the weight ratio of the mercaptosilane to the alkyl alkoxysilane is a maximum of 0.14:1; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of suiffir to achieve a satisfactory cure.
Claim 3
Dependent Claim
155 words
The compound of claim 1 , wherein the alkyl tin compound has the formula wherein R is independently selected from the group consisting of primary. secondary and tertiary alkyl groups having 1 to about 30 carbon atoms, alkaryl groups having about 7 to about 30 carbon atoms, and cycloaliphatic groups having about 5 to about 30 carbon atoms; A is independently selected from an oxo group and a carboxylate group; X is a halogen; R′ is independently selected from hydrogen, C 1 to about C 20 saturated or unsaturated aliphatics, about C 5 to about C 20 cycloaliphatic, and about C 6 to about C 20 aromatic; “j” is an integer equal to 1 to 3; “m” is an integer equal to zero to 3; and “k” is an integer eqnal to zero to 3; and (j+k+m) equals 4; wherein when “k” is 2 or greater, R′ optionally farms a bridge between two A groups.
Claim 4
Dependent Claim
44 words
The compound of claim 1 , wherein the ailcyl tin compound is selected from the group consisting of butyl tin tris(2-ethylhexanoate), bis(2-ethylhexanoate) tin, butyl tin chloride dihydroxide, butyl tin hydroxide oxide hydrate, dibutyl tin dilaurate, dibutyl tin dimaleate, dibutyl tin oxide, and mixtures thereof.
Claim 5
Dependent Claim
30 words
The compound of claim 1 , wherein the catalytic amount of the alkyl tin compound is about 0.01% to about 5% by weight, based on the weight of the silica.
Claim 6
Dependent Claim
30 words
The compound of claim 4 , wherein the catalytic amount of the alkyl tin compound is about 0.05% to about 3% by weight, based on the weight of the silica.
Claim 7
Dependent Claim
23 words
The compound of claim 1 , wherein the weight ratio of the mercaptosilane to the alkyl alkoxysilane is about 0.001:1 to about 0.10:1.
Claim 8
Dependent Claim
29 words
The compound of claim 1 , wherein the mercaptosilane is present in an amount of about 0.0001% to about 3% by weight, based on the weight of the silica.
Claim 9
Dependent Claim
29 words
The compound of claim 7 , wherein the mercaptosilane is present in an amount of about 0.001% to about 1.5% by weight, based on the weight of the silica.
Claim 10
Dependent Claim
71 words
The compound of claim 1 , wherein the mercaptosilane has the formula wherein X is a halogen or an alkoxy, R is C 1 to C 4 alkylene; R′ is independently C 1 to about C 10 alkyl, about C 7 to about C 30 alkaryl, about C 5 to about C 30 cycloaliphatic, or C 6 to about C 20 aromatic; and “n” is an integer from 1 to 3.
Claim 11
Dependent Claim
84 words
The compound of claim 1 , wherein the alkyl alkoxysilane compound has the formula R 1 p Si (OR 2 ) 4-p wherein the alkoxy groups are the same or different from each other, each R 1 independently comprises C 1 to about C 20 aliphatic, about C 5 to about C 20 cycloaliphatic, or about C 6 to about C 20 aromatic, each R 2 independently comprises C 1 to about C 6 , and p is an integer from 1 to 3.
Claim 12
Dependent Claim
14 words
The compound of claim 1 , wherein the alkyl alkoxysilane is an alkyl trialkoxysitane.
Claim 13
Dependent Claim
60 words
The compound of claim 1 , further comprising a silica dispersing aid selected from the group consisting of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, a polyoxyethylene derivative of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, an ester of a polyol, and mixtures thereof.
Claim 14
Dependent Claim
35 words
The compound of claim 12 , wherein the fatty acid ester is selected from the group consisting of sorbitan monoaleate, sorbitan dioleate, sorbitan trioleate, sorbitan sesquioleate, sorbitan laurate, sorbitan palmitate, sorbitan stearate, and mixtures thereof.
Claim 15
Dependent Claim
36 words
The compound of claim 1 , wherein the elastomer is selected front the group consisting of homopolymers of conjugated diene monomers, and copolymers and terpolymers of the conjugated diene monomers with monovinyl aromatic monomers and trienes.
Claim 16
Dependent Claim
81 words
A pneumatic tire comprising a component produced from a sulfur-vulcanized elastomeric compound that comprises an elastomer optionally having an alkoxysilane terminal group, a reinforcing filler comprising silica or a mixture thereof with carbon black, an alkyl alkoxysilane, a mercaptosilane silica coupling agent, wherein the weight ratio of the mercaptosilane to the alkyl alkoxysilane is a maximum of 0.14:1, a catalytic amount of an alkyl tin compound, and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 17
Dependent Claim
81 words
A pneumatic tire comprising a component produced from a sulfur-vulcanized elastomeric compound that comprises an elastomer optionally having an alkoxysilane terminal group, a reinforcing filler comprising silica or a mixture thereof with carbon black, an alkyl alkoxysilane, a mercaptosilane silica coupling agent, wherein the weight ratio of the mercaptosilane to the alkyl alkoxysilane is a maximum of 0.14:1, a catalytic amount of an alkyl tin compound, and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 18
Independent Claim
135 words
A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of about 130° C. to about 200° C. in the absence of added sulfur and cure agents, an elastomer optionally having an alkoxysilane terminal group, a reinforcing filler comprising silica or a mixture thereof with carbon black, an alkyl alkoxysilane and a mercaptosilane, wherein the ratio of the mercaptosilane to the alkyl ethoxysilane is a maximum of 0.14:1, and a catalytic amount of an alkyl tin compound; (b) allowing the mixture to cool below the mixing temperature; (c) mixing the mixture obtained in step (b), at a temperature lower than a vulcanization temperature, with a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure; and (d) curing the mixture obtained in step (c).
Claim 19
Independent Claim
135 words
A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of about 130° C. to about 200° C. in the absence of added sulfur and cure agents, an elastomer optionally having an alkoxysilane terminal group, a reinforcing filler comprising silica or a mixture thereof with carbon black, an alkyl alkoxysilane and a mercaptosilane, wherein the ratio of the mercaptosilane to the alkyl ethoxysilane is a maximum of 0.14:1, and a catalytic amount of an alkyl tin compound; (b) allowing the mixture to cool below the mixing temperature; (c) mixing the mixture obtained in step (b), at a temperature lower than a vulcanization temperature, with a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure; and (d) curing the mixture obtained in step (c).
Claim 20
Dependent Claim
21 words
The method of claim 16 , wherein the mixing temperature in step (a) is about 155° C. to about 200° C.
Claim 21
Dependent Claim
20 words
The method of claim 17 , wherein the mixing temperature in step (a) is about 170° C.to about 185° C.
Claim 22
Dependent Claim
30 words
The method of claim 16 , wherein the catalytic amount of the alkyl tin compound is about 0.01% to about 5% by weight, based on the weight of the silica.
Claim 23
Dependent Claim
29 words
The method of claim 16 , wherein the mercaptosilane is present in an amount of about 0.0001% to about 3% by weight, based on the weight of the silica.
Claim 24
Dependent Claim
150 words
A sulfur-vulcanizable elastomeric compound, comprising: an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid selected from the group consisting of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, and polyoxyethylene derivative of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, and mixtures thereof; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 25
Dependent Claim
150 words
A sulfur-vulcanizable elastomeric compound, comprising: an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid selected from the group consisting of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, and polyoxyethylene derivative of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, and mixtures thereof; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 26
Dependent Claim
155 words
The compound of claim 21 , wherein the alkyl tin compound has the formula wherein R is independently selected from the group consisting of primary, secondary end tertiary alkyl groups having 1 to about 30 carbon atoms, alkaryl groups having about 6 to about 30 carbon atoms, and cycloaliphatic groups having about 5 to about 30 carbon atoms; A is independently selected from an oxy group and a carboxylate group; X is a halogen; R′ is independently selected from hydrogen, (C 1 to about C 20 saturated or unsaturated aliphatics about C 5 to about C 20 cycloaliphatic, and about C 6 to about C 20 aromatic; “j” is an integer equal to 1 to 3; “m” is an integer equal to zero to 3; and “k” is an integer equal to zero to 3; and (j+k+m) equals 4; wherein when “k” is 2 or greater, R′ optionally forms a bridge between two A groups.
Claim 27
Dependent Claim
44 words
The compound of claim 22 , wherein the alkyl tin compound is selected from the group consisting of butyl tin tris(2-ethylhexanoate), bis(2-ethylhexanoate) tin, butyl tin chloride dihydroxide, butyl tin hydroxide oxide hydrate, dibutyl tin dilaurate, dibutyl tin dimaleate, dibutyl tin oxide, and mixtures thereof.
Claim 28
Dependent Claim
31 words
The compound of claim 21 , wherein the catalytic amount of the alkyl tin compound is about 0.0 1% to about 5% by weight, based on the weight of the silica.
Claim 29
Dependent Claim
35 words
The compound of claim 21 , wherein the fatty acid ester is selected from the group consisting of sorbitan monooleate, sorbitan dioleate, sorbitan trioleate, sorbitan sesquioleate, sorbitan laurate, sorbitan palmitate, sorbitan stearate, and mixtures thereof.
Claim 30
Dependent Claim
36 words
The compound of claim 21 , wherein the elastomer is selected from the group consisting of homopolymers of conjugated diene monomers, and copolymers and terpolymers of the conjugated diene monomers with monovinyl aromatic monomers and trienes.
Claim 31
Dependent Claim
160 words
A pneumatic tire comprising a component produced from a sulfur-vulcanized elastomeric compound, wherein the compound comprises an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent, based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid selected from the group consisting of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, a polyoxyethylene derivative of a fatty acid ester of a hydrogenated non-hydrogenated C 5 or C 6 sugar and mixtures thereof; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 32
Dependent Claim
160 words
A pneumatic tire comprising a component produced from a sulfur-vulcanized elastomeric compound, wherein the compound comprises an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent, based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid selected from the group consisting of a fatty acid ester of a hydrogenated or non-hydrogenated C 5 or C 6 sugar, a polyoxyethylene derivative of a fatty acid ester of a hydrogenated non-hydrogenated C 5 or C 6 sugar and mixtures thereof; a catalytic amount of an alkyl tin compound; and a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure.
Claim 33
Independent Claim
172 words
A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of 165° C. to about 200° C. in the absence of added sulfur and cure agents, an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent, based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid; and a catalytic amount of an alkyl tin compound; (b) allowing the mixture to cool below the mixing temperature; (c) mixing the mixture obtained in step (b), at a temperature lower than a vulcanization temperature, wit a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure; and (d) curing the mixture obtained in step (c).
Claim 34
Independent Claim
172 words
A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of 165° C. to about 200° C. in the absence of added sulfur and cure agents, an elastomer optionally having an alkoxysilane terminal group; a reinforcing filler comprising silica or a mixture thereof with carbon black; a silica coupling agent selected from the group consisting of about 0.01% to about 1% by weight of a bis(trialkoxysilylorgano) tetrasulfide silica coupling agent, based on the weight of the silica, about 0.1% to about 20% by weight of a bis(trialkoxysilylorgano) disulfide silica coupling agent, based on the weight of the silica, and mixtures thereof; a silica dispersing aid; and a catalytic amount of an alkyl tin compound; (b) allowing the mixture to cool below the mixing temperature; (c) mixing the mixture obtained in step (b), at a temperature lower than a vulcanization temperature, wit a cure agent comprising an effective amount of sulfur to achieve a satisfactory cure; and (d) curing the mixture obtained in step (c).
Claim 35
Dependent Claim
21 words
The method of claim 28 , wherein the mixing temperature in step (a) is about 170° C. to about 200° C.
Claim 36
Dependent Claim
21 words
The method of claim 29 , wherein the mixing temperature in step (a) is about 170° C. to about 185° C.
Claim 37
Dependent Claim
30 words
The method of claim 28 , wherein the catalytic amount of the alkyl tin compound is about 0.01% to about 5% by weight, based on the weight of the silica.
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