# US 8,569,409 B2 · Vulcanized elastomeric compositions

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 8,569,409 B2
- Document ID: US8569409B2
- Status: Granted
- Kind: B2
- Application number: 13/493,428
- Filed: 2012-06-11
- Published: 2012-10-04
- Granted: 2013-10-29
- Earliest claimed: 2005-10-19
- Assignees: Styron Europe GmbH
- Applicants: Sven Thiele; Joachim Kiesekamp; Norbert Jantsch; Thomas Knispel
- Inventors: Sven Thiele; Joachim Kiesekamp; Norbert Jantsch; Thomas Knispel
- Web page: https://patentgrep.com/patent/US8569409B2

## CPC

- C08C 19/44: of polymers containing metal atoms exclusively at one or both ends of the skeleton
- B60C 1/0016: {Compositions of the tread}
- C08F 8/42: Introducing metal atoms or metal-containing groups
- C08K 3/013: Fillers, pigments or reinforcing additives
- C08K 5/01: Hydrocarbons {(C08K5/0091 takes precedence)}
- C08C: TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A vulcanized elastomeric composition includes (i) a polymer reaction product of an anionic elastomeric polymer and a silane-sulfide modifier and (ii) a second elastomeric polymer different from the polymer reaction product such that the polymer reaction product comprises at least 30 weight percent of a total amount of the polymer reaction product and the second elastomeric polymer. Methods are described for making the polymer reaction product, their use in preparing vulcanized elastomeric compositions, and articles made from such compositions, including pneumatic tires, tire treads, belts, and the like.

## Claims

### Claim 1

A vulcanized elastomeric composition, comprising:
a. a polymer reaction product, comprising the reaction of:
i) an anionic elastomeric polymer selected from the group consisting of polybutadiene and butadiene-styrene, and
ii) a silane-sulfide modifier represented by the formula:
(RO)x(R)ySi—R′—S—Si R3
wherein:
Si is silicon; S is sulfur; O is oxygen; x is an integer selected from 1, 2 and 3;
y is an integer selected from 0, 1, and 2; x+y=3; and
R is the same or different and is (C1-C16) alkyl; and R′ is aryl, and alkyl aryl, or (C1-C16) alkyl; and
wherein the polymer reaction product has
1. a Mooney viscosity value in the range from 30 to 100; and
2. a molecular weight distribution, represented by the ratio of the weight average molecular weight to the number average molecular weight (Mw/Mn) in the range from 1.3 to 3.0;
wherein the anionic elastomeric polymer has a plurality of polymer chain ends that are not terminated prior to reaction with the modifier;
b. a filler as a reinforcing agent; and
c. a second elastomeric polymer different from the polymer reaction product;
wherein the polymer reaction product comprises at least 30 weight percent of a total amount of the polymer reaction product and the second elastomeric polymer.

### Claim 2 (depends on 1)

The composition of claim 1, wherein:
a. the reaction product further comprises at least one coupling agent, selected from the group consisting of tin halide, tin alkoxide, silicon halide, and silicon alkoxide; and
b. the filler is selected from the group consisting of carbon black, silica, calcium carbonate and clay.

### Claim 3 (depends on 2)

The composition of claim 2 further comprising an oil.

### Claim 4 (depends on 1)

The composition of claim 1 further comprising a vulcanization agent.

### Claim 5 (depends on 1)

The composition of claim 1 wherein the elastomeric composition comprises at least 50 weight percent of a total amount of the reaction product and the second elastomeric polymer.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the second elastomeric polymer is selected from the group consisting of cis-1,4-isoprene polymer, natural rubber, 3,4-isoprene to polymer, styrene/butadiene copolymer polymer, styrene/isoprene/butadiene terpolymer, cis-1,4-butadiene polymer, trans-1,4-butadiene polymer, low to high vinyl butadiene polymers (having a vinyl content of 10-90 percent), acrylonitrile/butadiene copolymers, and chloroprene polymers.

### Claim 7 (depends on 1)

The composition of claim 1 wherein the second elastomeric polymer has a Mooney viscosity in the range from 20 to 200.

### Claim 8 (depends on 1)

The composition of claim 1 wherein the elastomeric composition contains a vinyl bond content between about 10 to 90 weight percent.

### Claim 9 (depends on 1)

An article comprising the vulcanized elastomeric composition of claim 1, wherein the article is a pneumatic tire, tire tread, or belt.

### Claim 10

A method for making a vulcanized elastomeric composition, comprising:
a. combining at least the following constituents
1. a polymer reaction product comprising the reaction of:
i) an anionic elastomeric polymer selected from the group consisting of polybutadiene and butadiene-styrene, and
ii) a silane-sulfide modifier represented by the formula:
(RO)x(R)ySi—R′—S—SiR3
wherein:
Si is silicon; S is sulfur; O is oxygen; x is an integer selected from 1, 2 and 3;
y is an integer selected from 0, 1, and 2; x+y=3; and
R is the same or different and is (C1-C16) alkyl; and R′ is aryl, and alkyl aryl, or (C1-C16) alkyl; and
wherein the polymer reaction product has
1. a Mooney viscosity value in the range from 30 to 100; and
2. a molecular weight distribution, represented by the ratio of the weight average molecular weight to the number average molecular weight (Mw/Mn) in the range from 1.3 to 3.0;
wherein the anionic elastomeric polymer has a plurality of polymer chain ends that are not terminated prior to reaction with the modifier;
2. a filler as a reinforcing agent
3. a vulcanization agent; and
4. a second elastomeric polymer different from the reaction product; wherein the elastomeric composition comprises at least 30 weight percent of a total amount of the reaction product and the second elastomeric polymer; and,
b. vulcanizing the constituents.

### Claim 11 (depends on 10)

The method of claim 10, wherein:
a. the reaction product further comprises at least one coupling agent, selected from the group consisting of tin halide, tin alkoxide, silicon halide, and silicon alkoxide; and
b. the filler is selected from the group consisting of carbon black, silica, calcium carbonate and clay.

### Claim 12 (depends on 11)

The method of claim 11 further comprising an oil.

### Claim 13 (depends on 10)

The method of claim 10 wherein the elastomeric composition comprises at least 50 weight percent of a total amount of the reaction product and the second elastomeric polymer.

### Claim 14 (depends on 10)

The method of claim 10 wherein the second elastomeric polymer is selected from the group consisting of cis-1,4-isoprene polymer, natural rubber, 3,4-isoprene to polymer, styrene/butadiene copolymer polymer, styrene/isoprene/butadiene terpolymer, cis-1,4-butadiene polymer, trans-1,4-butadiene polymer, low to high vinyl butadiene polymers (having a vinyl content of 10-90 percent), acrylonitrile/butadiene copolymers, and chloroprene polymers.

### Claim 15 (depends on 10)

The method of claim 10 wherein the second elastomeric polymer has a Mooney viscosity in the range from 20 to 200.

### Claim 16 (depends on 10)

The method of claim 10 wherein the elastomeric composition contains a vinyl bond content between about 10 to 90 weight percent.