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US 4,044,037 AGranted
Sulfur containing silane coupling agents
AssigneeUnion Carbide Corporation
InventorsJeffrey Y. P. Mui, Arthur N. Pines
Life of this patent
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Abstract
Polysulfide aryl silanes, mercapto aryl silanes, the hydrolyzates and condensates thereof, a process for the manufacture of said silanes, and their use as coupling agents in vulcanized rubber compounds.
Claims17
A polysulfide aryl silane compound having the average formula ##STR24## wherein X is a hydrolyzable group selected from the class consisting of halogen, alkoxy and acyloxy radicals;
- R' is an alkyl radical containing from 1 to 4 carbon atoms;
- y has a value of 0 to 2 inclusive;
- R is a divalent bridging group selected from the class consisting of alkylene and alkyleneoxy, radicals containing from 1 to 7 carbon atoms;
- n has a value of 0 or 1;
- Ar is an aryl radical containing from 6 to 12 carbon atoms;
- (S).sub.x is a divalent polysulfide radical each free valence thereof being directly bonded to an aromatic carbon atom of an Ar radical whereby each Ar radical is bonded to another Ar radical through a (S).sub.x radical, x has a value of from 2 to 6;
- a has a value of at least 2;
- b has a value of at least 1;
- and wherein the ratio of a to b is a value ranging from 0.4 to 2;
- and hydrolyzates and condensates thereof.
7 more elements
A process for preparing a polysulfide aryl halo-containing silane compound having the average formula ##STR25## wherein Hal is a halogen atom;
- R' is an alkyl radical containing from 1 to 4 carbon atoms;
- y has a value of 0 to 2 inclusive;
- R is a divalent bridging group selected from the class consisting of alkylene and alkyleneoxy radicals containing from 1 to 7 carbon atoms;
- n has a value of 0 or 1;
- Ar is a aryl radical containing from 6 to 12 carbon atoms;
- (S).sub.x is a divalent polysulfide radical each free valence thereof being directly bonded to an aromatic carbon atom of an Ar radical whereby each Ar radical is bonded to another Ar radical through a (S).sub.x radical;
- x has a value of from 2 to 6;
- a has a value of at least 2;
- b has a value of at least 1;
- and wherein the ratio of a to b is a value ranging from 0.4 to 2;
- said process comprising reacting (a) an arylhalosilane having the formula ##STR26## wherein Hal, R, R', y and n are the same as defined above and wherein Ar' represents a monovalent aryl radical containing from 6 to 12 carbon atoms with (b) sulfur monochloride, at least one mole of sulfur monochloride being employed for every two moles of aryl halosilane starting material used, and maintaining the reaction until hydrogen halide gas evolution has essentially ceased.
8 more elements
Dependencies are inferred from the claim text.