Silica-reinforced rubber compounded with an alkoxysilane and a catalytic alkyl tin compound
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08F-036/04
C08F-036/00
C08F-136/04
C08F-136/00
출원번호
US-0435648
(2003-05-09)
우선권정보
WO-PCt/US00/31023(2000-11-09)
발명자
/ 주소
Lin,Chenchy Jeffrey
Hergenrother,William L.
출원인 / 주소
Bridgestone Corporation
인용정보
피인용 횟수 :
20인용 특허 :
5
초록
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.
대표청구항▼
We claim: 1. 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 rati
We claim: 1. 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. 2. 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, C1 to about C20 saturated or unsaturated aliphatics, about C5 to about C20 cycloaliphatic, and about C6 to about C20 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. 3. 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. 4. 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. 5. 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. 6. 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. 7. 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. 8. 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. 9. The compound of claim 1, wherein the mercaptosilane has the formula wherein X is a halogen or an alkoxy, R is C1 to C 4 alkylene; R' is independently C1 to about C10 alkyl, about C7 to about C30 alkaryl, about C5 to about C30 cycloaliphatic, or C6 to about C20 aromatic; and "n" is an integer from 1 to 3. 10. The compound of claim 1, wherein the alkyl alkoxysilane compound has the formula description="In-line Formulae" end="lead"R1 pSi (OR2)4-pdescription="In-line Formulae" end="tail" wherein the alkoxy groups are the same or different from each other, each R1 independently comprises C1 to about C 20 aliphatic, about C5 to about C20 cycloaliphatic, or about C6 to about C20 aromatic, each R2 independently comprises C1 to about C6, and p is an integer from 1 to 3. 11. The compound of claim 1, wherein the alkyl alkoxysilane is an alkyl trialkoxysitane. 12. 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 C5 or C6 sugar, a polyoxyethylene derivative of a fatty acid ester of a hydrogenated or non-hydrogenated C5 or C6 sugar, an ester of a polyol, and mixtures thereof. 13. 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. 14. 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. 15. 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. 16. A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of about 130째 C. to about 200째 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). 17. The method of claim 16, wherein the mixing temperature in step (a) is about 155째 C. to about 200째 C. 18. The method of claim 17, wherein the mixing temperature in step (a) is about 170째 C.to about 185째 C. 19. 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. 20. 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. 21. 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 C5 or C6 sugar, and polyoxyethylene derivative of a fatty acid ester of a hydrogenated or non-hydrogenated C5 or C6 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. 22. 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, (C1 to about C20 saturated or unsaturated aliphatics about C5 to about C20 cycloaliphatic, and about C6 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. 23. 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. 24. 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. 25. 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. 26. 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. 27. 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 C5 or C6 sugar, a polyoxyethylene derivative of a fatty acid ester of a hydrogenated non-hydrogenated C5 or C6 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. 28. A method for preparing a sulfur-vulcanized elastomeric compound, comprising the steps of: (a) mixing together at a temperature of 165째 C. to about 200째 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). 29. The method of claim 28, wherein the mixing temperature in step (a) is about 170째 C. to about 200째 C. 30. The method of claim 29, wherein the mixing temperature in step (a) is about 170째 C. to about 185째 C. 31. 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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이 특허에 인용된 특허 (5)
Hergenrother, William L.; Lin, Chen-Chy, Processability of silica-reinforced rubber containing a monofunctional alkyl tin compound.
Hergenrother, William L.; Tomaszewski, Walter; Hilton, Ashley; Hayes, Michael; Pawlow, James H.; Hogan, Terrence E., Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber.
Hergenrother, William L.; Tomaszewski, Walter; Hilton, Ashley; Hayes, Michael; Pawlow, James H.; Hogan, Terrence E., Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber.
Hergenrother, William L.; Tomaszewski, Walter; Hilton, Ashley; Hayes, Michael; Pawlow, James H.; Hogan, Terrence E.; Chen, Zhong-Ren, Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber.
Hergenrother, William L.; Hilton, Ashley S.; Hayes, Michael W.; Tomaszewski, Walter; Pawlow, James H.; Hogan, Terrence E., Amino alkoxy-modified silsesquioxanes and method of preparation.
Hergenrother, William L.; Hilton, Ashley; Hayes, Michael; Tomaszewski, Walter; Pawlow, James H.; Hogan, Terrence E., Amino alkoxy-modified silsesquioxanes and method of preparation.
Hergenrother, William L.; Lin, Chenchy Jeffrey, Amino alkoxy-modified silsesquioxanes in silica-filled rubber with low volatile organic chemical evolution.
Hergenrother, William L.; Pawlow, James H.; Hogan, Terrence E.; Hilton, Ashley S., Method for making alkoxy-modified silsesquioxanes and amino alkoxy-modified silsesquioxanes.
Hergenrother, William L.; Lin, Chenchy Jeffrey; Pawlow, James H.; Hogan, Terrence E., Methods of making blocked-mercapto alkoxy-modified silsesquioxane compounds.
Hergenrother, William L.; Lin, Chenchy Jeffrey; Pawlow, James H.; Hogan, Terrence E., Methods of making blocked-mercapto alkoxy-modified silsesquioxane compounds.
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