Silane-functionalized hydrocarbon polymer modifiers for elastomeric compositions

Patent metadata

Field	Value
Publication number	US-10988563-B2
Application number	US-201715843698-A
Country	US
Kind code	B2
Filing date	Dec 15, 2017
Priority date	Oct 13, 2010
Publication date	Apr 27, 2021
Grant date	Apr 27, 2021

Abstract

An elastomeric composition and method incorporating a hydrocarbon polymer modifier with improved permanence. The composition comprises elastomer, filler and silane-functionalized hydrocarbon polymer modifier (Si-HPM) made in a pre-reaction adapted to couple the Si-HPM to the elastomer, filler or both, wherein the Si-HPM comprises an interpolymer of monomers chosen from piperylenes, cyclic pentadienes, aromatics, limonenes, pinenes, amylenes, and combinations thereof.

First claim

We claim:

1. An elastomeric composition comprising (i) at least one elastomer; (ii) at least one filler; and (iii) at least one silane-functionalized hydrocarbon polymer modifier (Si-HPM) made in a pre-reaction; wherein the Si-HPM comprises (a) an interpolymer comprising at least one monomer chosen from piperylenes, cyclic pentadienes, aromatics, limonenes, pinenes, and amylenes, and (b) at least one functional group comprising a silane structure; wherein the elastomeric composition comprises about 100 phr of the at least one elastomer, from about 50 to about 90 phr of the at least one filler, and from about 5 to about 50 phr of the at least one Si-HPM; and wherein the Si-HPM is anchored or anchorable via the functional group to the elastomer or the filler.

2. The elastomeric composition of claim 1 , wherein the one or more functional groups further comprise olefinic unsaturation, wherein the interpolymer comprises at least 1 mole percent olefinic hydrogen, based on the total moles of hydrogen in the interpolymer.

3. The elastomeric composition of claim 1 , wherein the Si-HPM comprises the reaction product of the interpolymer and a bifunctional organosilane crosslinking agent of the formula:
X 3 Si—R—F—[R—Si—X 3 ] p

wherein each X is independently a silicon functional group, each R is independently a divalent substituted or unsubstituted hydrocarbon group of from 1 to 20 carbon atoms, F is a monovalent or multivalent organo-functional group, p is 0 when F is monovalent and p is at least 1 when F is multivalent.

4. The elastomeric composition of claim 3 , wherein X is hydroxy or R 1 —O— wherein R 1 is an alkyl, alkoxyalkyl, aryl, aralkyl or cycloalkyl group of up to 20 carbon atoms, R is alkylene, wherein p is 0 or 1, and when p is 0, F is selected from amino, amido, hydroxy, alkoxy, halo, mercapto, hydrosilyl, carboxy, acyl, vinyl, allyl, styryl, ureido, epoxy, isocyanato, glycidoxy, and acryloxy groups, and when p is 1, F is divalent polysulfide of from 2 to 20 sulfur atoms.

5. The elastomeric composition of claim 1 , wherein the at least one filler comprises silica.

6. The elastomeric composition of claim 1 , wherein the interpolymer comprises (i) at least one piperylene component; (ii) at least one cyclic pentadiene component; and (iii) at least one aromatic component, wherein the interpolymer comprises a softening point from 40° C. to 160° C.

7. The elastomeric composition of claim 1 , wherein the interpolymer is coupled via at least one of the one or more functional groups to the at least one elastomer.

8. The elastomeric composition of claim 1 , wherein the interpolymer is coupled via at least one of the one or more functional groups to the at least one filler.

9. The elastomeric composition of claim 1 , wherein the interpolymer is coupled to a combination of the at least one elastomer and the at least one filler.

10. The elastomeric composition of claim 1 , wherein the at least one elastomer is coupled to the at least one filler.

11. The elastomeric composition of claim 1 , wherein the interpolymer is immiscible with the at least one elastomer.

12. The elastomeric composition of claim 1 , wherein the Si—HPM has a glass transition temperature of from about 60° C. to 100° C.

13. A tire or tire component comprising the elastomeric composition of claim 1 .

14. A method of forming an article, comprising:
(a) forming a silane-functionalized hydrocarbon polymer modifier (Si-HPM) by pre-reacting (i) at least one hydrocarbon polymer modifier wherein the hydrocarbon polymer modifier comprises an interpolymer comprising at least one functional group and at least one monomer chosen from piperylenes, cyclic pentadienes, aromatics, limonenes, pinenes, and amylenes with (ii) an organosilane crosslinking agent
(b) melt processing an elastomeric mixture to form an elastomeric composition in the shape of an article, wherein the elastomeric mixture comprises (i) at least one elastomer; (ii) the Si-HPM; and (iii) a filler comprising silica; and
(c) curing the elastomeric composition to form the article;
wherein the elastomeric composition comprises: about 100 phr of the at least one elastomer, from about 50 to about 90 phr of the filler, and from about 5 to about 50 phr of the Si-HPM; and wherein the Si-HPM is anchored or anchorable via the functional group to the elastomer or the filler.

15. The method of claim 14 , comprising coupling the Si-HPM to one or both of the elastomer and the filler, coupling the elastomer to one or both of the Si-HPM and the filler, and coupling the filler to one or both of the Si-HPM and the elastomer.

16. The method of claim 14 , wherein the organosilane crosslinking agent is a silane having the formula:
X 3 Si—R—F—[R—Si—X 3 ] p

wherein each X is independently a silicon functional group, each R is independently a divalent hydrocarbon group of from 1 to 20 carbon atoms, F is a monovalent or bivalent organo-functional group, p is 0 when F is monovalent and p is 1 when F is divalent.

17. The method of claim 14 , wherein the organosilane crosslinking agent is bifunctional.

18. The method of claim 14 , wherein the Si-HPM comprises at least 1 mol % olefinic hydrogen, based on the total moles of hydrogen in the Si-HPM.

19. The method of claim 18 , wherein the construct comprises a tire and the article comprises a tire tread, a tire innerliner or a tire carcass.

20. The method of claim 14 , further comprising adhering a build component to a surface of the elastomeric composition and co-curing the build component with the article to form a construct.

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Blok Edward J
• Dias Anthony J
• Claassen Ii Robert J
• Uhl Eugene R

Classifications

• B60C1/0008 Primary

  Compositions of the inner liner · CPC title

• B29D30/06

  Pneumatic tyres or parts thereof {(e.g. produced by casting, moulding, compression moulding, injection moulding, centrifugal casting)} · CPC title

• C08F240/00

  Copolymers of hydrocarbons and mineral oils, e.g. petroleum resins · CPC title

• C08F279/00 Primary

  Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 · CPC title

• B29K2009/00

  Use of rubber derived from conjugated dienes, as moulding material · CPC title