IP Library Granted Patent US 8,569,409
Granted Patent B2
US 8,569,409 · App. 13/493,428 · Granted Oct 29, 2013

Vulcanized elastomeric compositions

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Quick Facts
Patent No.
US 8,569,409
App. No.
13/493,428
Granted
Oct 29, 2013
Kind
B2
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 (52)

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) y Si—R′—S—Si R 3

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 (C 1 -C 16 ) alkyl; and R′ is aryl, and alkyl aryl, or (C 1 -C 16 ) 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.

2. 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.

3. The composition of claim 2 further comprising an oil.

4. The composition of claim 1 further comprising a vulcanization agent.

5. 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.

6. 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.

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

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

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

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) y Si—R′—S—SiR 3

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 (C 1 -C 16 ) alkyl; and R′ is aryl, and alkyl aryl, or (C 1 -C 16 ) 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.

11. 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.

12. The method of claim 11 further comprising an oil.

13. 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.

14. 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.

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

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

Assignments (4)
CHANGE OF NAME Recorded May 15, 2025
From: SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA (CURRENTLY SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA)
To: SYNTHOS DWORY 7 SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA
Reel/Frame 071281/0339 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2025
From: TRINSEO EUROPE GMBH
To: SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA (CURRENTLY SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA)
Reel/Frame 070743/0153 →
PATENT SECURITY AGREEMENT Recorded Sep 6, 2017
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 043773/0138 →
CHANGE OF NAME Recorded Jun 12, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036007/0670 →