Silica treating of functionalized resins in tires

Patent metadata

Field	Value
Publication number	US-10059825-B2
Application number	US-201515118660-A
Country	US
Kind code	B2
Filing date	Mar 6, 2015
Priority date	Mar 31, 2014
Publication date	Aug 28, 2018
Grant date	Aug 28, 2018

Abstract

This invention relates to a process for the preparation of a silica-treated functionalized resin composition comprising the steps of reacting a polymer backbone with a hydrosilylation agent to produce a silane-functionalized resin composition, wherein the polymer backbone is selected from at least one of dicyclopentadiene (DCPD)-based polymers, cyclopentadiene (CPD)-based polymers, DCPD-styrene copolymers, C 5 homopolymers and copolymer resins, C 5 -styrene copolymer resins, terpene homopolymer or copolymer resins, pinene homopolymer or copolymer resins, C 9 homopolymers and copolymer resins, C 5 /C 9 copolymer resins, alpha-methylstyrene homopolymer or copolymer resins, and combinations thereof; and mixing the silane-functionalized resin composition with a silica to produce a silica-treated functionalized resin composition.

First claim

The invention claimed is:

1. A process for the preparation of a silica-treated functionalized resin composition comprising the steps of:
(A) reacting a polymer backbone with a hydrosilylation agent to produce a silane-functionalized resin composition,
wherein the polymer backbone is selected from at least one of dicyclopentadiene (DCPD)-based polymer, a cyclopentadiene (CPD)-based polymer, a DCPD-styrene copolymer, a C 5 copolymer resin, a C 5 -styrene copolymer resin, a terpene copolymer resin, a pinene copolymer resin, a C 9 copolymer resin, a C 5 /C 9 copolymer resin, an alpha-methylstyrene copolymer resin, and combinations thereof;
wherein the polymer backbone comprises:
within the range from 60 to 100 wt % cyclic components;
(i) less than or equal to 15 wt % components derived from piperylene;
(ii) from 0.1 to 10 wt % components derived from amylene;
(iii) less than or equal to 15 wt % components derived from isoprene;
(iv) from 0.1 to 20 wt % components derived from styrene; and
(v) from 5 to 15 wt % components derived from indene; and

(B) mixing the silane-functionalized resin composition with silica to produce a silica-treated functionalized resin composition;
wherein the hydrosilylation agent is selected from at least one of those represented by formulas (I), (II), or (III):

where “a” is an integer from 1 to about 1000, and R″ is an alkyl or an aryl group;

where x is from about 2 to about 40 SiO-groups/moieties, and R is an alkyl or an aryl group;

where Y is independently a nitrogen, oxygen, or sulfur atom, Z is independently a boron, nitrogen, oxygen, silicon or sulfur atom, R 1 is independently a hydrogen atom, or a substituted or unsubstituted alkyl or aromatic group of from 1 to 20 carbon atoms, R 2 is independently a divalent substituted or unsubstituted alkyl or aromatic group of from 1 to 20 carbon atoms, R 3 is independently a hydrogen atom, a halogen atom, a sulfonate group, a substituted or unsubstituted alkyl or aromatic group of from 1 to 20 carbon atoms, R 1 , R 2 , and R 3 may form single or multinuclear rings with each other, a-f are independently integers of 1, 2, or 3, with the proviso that a+b+c and d+e+f are both equal to 3, and independently for each Y and Z, if Z is a boron atom, then x=2, if Y or Z is a nitrogen atom, then x=2, if Y or Z is an oxygen atom or sulfur atom, then x=1, if Z is a silicon atom, then x=3.

2. The process of claim 1 wherein the ratio of the wt % of the silane-functionalized resin composition to the wt % of the silica is about 1:3.

3. The process of claim 1 , wherein the hydrosilylation agent and the polymer backbone are contacted in the presence of a hydrosilylation catalyst to produce a catalyzed reaction product.

4. The process of claim 3 , wherein the hydrosilylation agent and the polymer backbone are contacted in the presence of a metathesis catalyst, wherein the metathesis catalyst is a ruthenium catalyst.

5. A silica-treated functionalized resin composition of claim 1 prepared by the method of
(A) reacting the polymer backbone with the hydrosilylation agent to produce a silane-functionalized resin composition; and
(B) mixing the silane-functionalized resin composition with silica to produce a silica-treated functionalized resin composition.

6. The composition of claim 5 , wherein the ratio of the wt % of the silane-functionalized resin composition to the wt % of the silica is about 1:3.

7. A tire tread composition comprising the silica-treated functionalized resin composition made by the process of claim 1 .

8. The tire tread composition of claim 7 , comprising:
(i) the silica-treated functionalized resin composition within the range from 5 to 100 phr;
(ii) 100 phr of a diene elastomer; and
(iii) an inorganic filler within the range from 50 to 150 phr.

9. The tire tread composition of claim 8 , wherein the silica-treated functionalized resin composition is present within the range from 20 to 50 phr.

10. The tire tread composition of claim 8 , wherein the inorganic filler comprises silica.

11. The tire tread composition of claim 8 , wherein the diene elastomer is selected from at least one of natural rubber, polybutadiene rubber, polyisoprene rubber, styrene-butadiene rubber, isoprene-butadiene rubber, high cis-polybutadiene, ethylene-propylene rubber, ethylene-propylene-diene rubber, nitrile rubber, butyl rubber, halogenated butyl rubber, branched (“star-branched”) butyl rubber, halogenated star-branched butyl rubber, poly(isobutylene-co-p-methylstyrene), brominated butyl rubber, chlorinated butyl rubber, star-branched polyisobutylene rubber, and mixtures thereof.

12. The tire tread composition of claim 11 , wherein the diene elastomer comprises a mixture of polybutadiene rubber and styrene-butadiene rubber.

13. The tire tread composition of claim 8 , further comprising a coupling agent.

14. The tire tread composition of claim 8 , wherein the composition is cured.

15. A tire comprising the tire tread composition of claim 8 .

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Harris David T
• Stewart Ian C
• Georjon Olivier J
• Blok Edward J

Classifications

• C09C1/309

  Combinations of treatments provided for in groups C09C1/3009 - C09C1/3081 · CPC title

• C09C1/3081

  Treatment with organo-silicon compounds · CPC title

• C09C1/3072

  Treatment with macro-molecular organic compounds · CPC title

• C08L9/06

  Copolymers with styrene · CPC title

• C08K2003/2296

  of zinc · CPC title