Rubber compositions comprising coupling agents for mineral-filled elastomer compositions
View Patent ↗A composition of matter is disclosed that comprises at least one silane coupling agent for coupling an elastomer and a filler wherein said silane comprises at least one hydrolysable group that, upon compounding said silane with said elastomer and filler, is released to yield a compound that improves downstream processability of the compounded composition or the properties of the final rubber product or both.
1. A rubber composition comprising:
A) at least one elastomer;
B) at least one filler; and
C) at least one silane coupling agent for coupling the elastomer and the filler wherein the silane comprises at least one hydrolysable group that, upon compounding said silane with said elastomer and filler, is released to yield a compound that improves downstream processability of the compounded composition or the properties of the final rubber product or both, wherein said silane coupling agent is selected from the group consisting of silanes whose individual structures are represented by at least one of the following general formulae:
[J-S-G 1-(SiX 2 X 3 )][— 2 —(X 2 Si-G 1 -S-J)] m -X 1 ; Formula 1:
[X 1 X 2 X 3 Si-G 2 -S x -G 3 -Si(X 2 X 3 )][—Y 2 —(X 2 Si)-G 2 -S x -G 3 -(SiX 1 X 2 X 3 )] m -X 1 ; Formula 2:
[X 1 X 2 X 3 Si-G 2 S x -G 3 -Si(X 2 X 3 ][—Y 2—(X 2 X 3 Si)-G 2 -S x -G 3 -(SiX 2 X 3 )] n -X 1 ; and Formula 3:
[(—Y 2 —) y/2 (X 2 3-h Si)-G 1 -S-J] m [(—Y 2 —) j/2 (X 2 3-j (X 2 3-j Si)-G 2 -S x -G 3 -(SiX 2 3-k )(—Y 2 —) k/2 ] n Formula 4:
wherein, in formulae 1 through 4:
each occurrence of the subscript, h, is independently an integer from 1 to 3;
each separate occurrence of the subscripts, j and k, is independently an integer from 0 to 3, with the proviso that j+k>0;
each occurrence of the subscript, m, is independently an integer from 1 to 1000;
each occurrence of the subscript, n, is independently an integer from 1 to 1000;
each occurrence of the subscript, x, is independently an integer from 2 to 20;
each occurrence of X I is independently selected from the group of hydrolysable moieties consisting of —Y 1 , —OH, —OR 1 , and R 1 C(═O)O—, wherein each occurrence of R 1 is independently a hydrocarbon fragment obtained by removal of one hydrogen atom from a hydrocarbon having from 1 to 20 carbon atoms;
each occurrence of X 2 and X 3 is independently selected from the group consisting of hydrogen, R 1 , and X I ;
each occurrence of G 1 , G 2 , and G 3 is independently selected from the group consisting of hydrocarbon fragments obtained by removal of one hydrogen atom of any of the groups listed above for R I ;
each occurrence of J is independently selected from the group consisting of R 1 C(═O)—,
R 1 C(═S)—, R 1 2 P(═O)—, R 1 2 P(═S)—, R 1 S(═O)—, and R 1 S(═O) 2 —, wherein each separate occurrence of R 1 is as defined above;
each occurrence of Y 1 is independently —O-G-(O-G-) p OR or —O-G-(O-G-) p OH and each occurrence of Y 2 is independently —O-G-(O-G-) q O—,
each occurrence of the subscript, p, is independently an integer from 1 to 100;
each occurrence of the subscript, q, is independently an integer from 1 to 100;
each occurrence of G is independently selected from the group consisting of hydrocarbon fragments obtained by removal of one hydrogen atom of any of the groups listed above for R 1 ; and
each occurrence of R is independently selected from the group consisting of the members listed above for R 1 .
2. The rubber composition of claim 1 wherein G 1 , G 2 , and G 3 are independently selected from the group consisting of terminal straight-chain alkyls further substituted terminally at the opposite end and their beta-substituted analogs; a structure derivable from methallyl chloride; any of the structures derivable from divinylbenzene; any of the structures derivable from dipropenylbenzene; any of the structures derivable from butadiene; any of the structures derivable from piperylene; any of the structures derivable from isoprene; any of the isomers of —CH 2 CH 2 -norbornyl- or —CH 2 CH 2 -cyclohexyl-; any of the diradicals obtainable from norbornane, cyclohexane, cyclopentane, tetrahydrodicyclopentadiene, or cyclododecene by loss of two hydrogen atoms; any of the structures derivable from limonene; any of the monovinyl-containing structures derivable from trivinylcyclohexane; any of the monounsaturated structures derivable from myrcene containing a trisubstituted C═C; and any of the monounsaturated structures derivable from myrcene lacking a trisubstituted C═C.
3. The rubber composition of claim 2 wherein G 1 , G 2 , and G 3 are independently selected from the group consisting of —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH 2 CH(CH 3 )CH 2 —, and any of the diradicals obtained by 2,4 or 2,5 disubstitution of norbornane-derived structures.
4. The rubber composition of claim 1 wherein X I is selected from the group consisting of methoxy, ethoxy, propoxy, isopropoxy, butoxy, phenoxy, benzyloxy, hydroxy, chloro, and acetoxy.
5. The rubber composition of claim 1 wherein X 2 and X 3 are independently selected from the group consisting of methoxy, ethoxy, isopropoxy, methyl, ethyl, phenyl, and higher straight-chain alkyls.
6. The rubber composition of claim 1 wherein X 1 , X 2 , and X 3 are all the same alkoxy group.
7. The rubber composition of claim 1 wherein G is selected from the group consisting of terminal straight-chain alkyls further substituted terminally at the opposite end, their beta-substituted analogs, and analogs with more than one methyl substitution; any of the structures derivable from divinylbenzene; any of the structures derivable from dipropenylbenzene; any of the structures derivable from butadiene; any of the structures derivable from piperylene; any of the structures derivable from isoprene; any of the monovinyl-containing structures derivable from trivinylcyclohexane; any of the monounsaturated structures derivable from myrcene containing a trisubstituted C═C; and any of the monounsaturated structures derivable from myrcene lacking a trisubstituted C═C.
8. A cured rubber composition of claim 1 .
9. A cured rubber composition of claim 2 .
10. A cured rubber composition of claim 4 .
11. A cured rubber composition of claim 5 .
12. A cured rubber composition of claim 6 .
13. A cured rubber composition of claim 7 .
14. An article made from the cured rubber composition of claim 1 .
15. The article of claim 14 wherein the article is a tire.
16. An article made from the cured rubber composition of claim 2 .
17. The article of claim 16 wherein the article is a tire.
18. An article made from the cured rubber composition of claim 3 .
19. The article of claim 18 wherein the article is a tire.
20. The rubber composition of claim 1 wherein R 1 is selected from the group consisting of aryl groups, branched or straight chain alkyl groups, alkenyl groups, arenyl groups, aralkyl groups and combinations thereof.