IP Library › Granted Patent US 9,255,167
Granted Patent B2
US 9,255,167 · App. 14/560,651 · Granted Feb 9, 2016

Method of making diarlysilanediol containing polymers, polymer compositions and articles containing such polymers

Inventors: James H. Pawlow (Schwenksville, PA); Mark N. DeDecker (North Canton, OH)
Assignee: Firestone Polymers, LLC
C08F236/10C08L9/06
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Quick Facts
Patent No.
US 9,255,167
App. No.
14/560,651
Granted
Feb 9, 2016
Kind
B2
Abstract

A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A mixture of at least one of a first stabilizing agent having the formula (R) 4-n Si(OH) n wherein R is a C 1 to C 18 alkyl, C 1 to C 18 alkyl group containing a heteroatom such as nitrogen or oxygen, C 4 to C 8 cycloalkyl, or C 6 to C 18 aromatic group, and a at least one of a second stabilizing agents having the formula (R) 2 Si(OH) 2 wherein R is an aryl group, is then added to the polymer, optionally in the presence of hydrocarbon oil. The polymer is then desolvatized, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.

Claims (26)

1. A method of making a polymer comprising,

reacting a conjugated diolefin in a hydrocarbon solvent in the presence of an initiator to form a polymer,

bonding alkoxy silane terminal functionalizing groups to the polymer,

adding a mixture of stabilizing agents to the polymer, including at least one of a first stabilizing agents having the formula (R) 4-n Si(OH) n wherein R is a C 1 to C 18 alkyl, C 1 to C 18 alkyl group containing a heteroatom such as nitrogen or oxygen, C 4 to C 8 cycloalkyl, or C 6 to C 18 aromatic group, and n is equal to 1,

and at least one of a second stabilizing agents having the formula

(R) 2 Si(OH) 2 wherein R is a C 6 to C 18 aromatic group,

and desolvatizing the polymer,

resulting in a polymer with stable Mooney viscosity.

2. The method of claim 1 , wherein the first stabilizing agent is a trialkylsilanol, a triarylsilanol, or mixtures thereof.

3. The method of claim 1 , wherein the second stabilizing agent is at least one diarylsilanediol.

4. The method of claim 2 , wherein the first stabilizing agent is triphenylsilanol.

5. The method of claim 2 , wherein the second stabilizing agent is diphenysilanediol.

6. The method of claim 1 , wherein the desolvatizing is performed by drum drying, direct drying, or steam desolvatizing.

7. The method of claim 1 , wherein the stabilizing agent is added to the polymer in the presence of hydrocarbon oil.

8. The method of claim 1 , wherein the initiator is butyl lithium.

9. The method of claim 1 , wherein the hydrocarbon solvent is one or more hexanes.

10. The method of claim 1 , wherein the conjugated diolefin is 1,3-butadiene.

11. The method of claim 1 , wherein the polymerizing step includes the presence of an aromatic vinyl compound.

12. The method of claim 11 , wherein the aromatic vinyl compound is styrene.

13. The method of claim 7 , wherein the hydrocarbon oil is black oil.

14. The method of claim 1 including drying the polymer after steam desolvatizing.

15. The polymer produced by the process of claim 1 .

16. A rubber composition containing a filler and the polymer of claim 15 .

17. The rubber composition of claim 16 having a 65° C. tan delta lower than the 65° C. tan delta of a rubber composition with either the first stabilizing agent or the second stabilizing agent used alone.

18. A tire comprising a sidewall and/or a tread containing the rubber of claim 16 .

19. A tire comprising a sidewall and/or a tread containing the rubber of claim 17 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2014
From: PAWLOW, JAMES H.; DEDECKER, MARK N.
To: FIRESTONE POLYMERS, LLC
Reel/Frame 034378/0763 →
Continuity (2)
Provisional Application 61912161 · Dec 5, 2013
Related Publication 20150240016A1 · Aug 27, 2015