IP Library Granted Patent US 10,087,306
Granted Patent B2
US 10,087,306 · App. 14/993,687 · Granted Oct 2, 2018

Additive for silica reinforced rubber formulations

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Quick Facts
Patent No.
US 10,087,306
App. No.
14/993,687
Granted
Oct 2, 2018
Kind
B2
Abstract

This invention is based upon the discovery that the silica compounding additives of this invention can be included in silica reinforced rubber formulations to increase the low strain dynamic stiffness exhibited by the rubber composition without a substantial increase in the cured compound hysteresis. This increase in stiffness allows for use of process aids that would otherwise result in an unacceptable further reduction in low strain dynamic stiffness. The present invention specifically discloses a rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula: wherein M represents a divalent metal, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups.

Claims (29)

1. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents a divalent metal, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups, wherein the silica compounding additive is present at a level which is within the range of about 0.2 phr to 2 phr, and wherein the silica compounding additive is further comprised of a member selected from the group consisting of fatty alcohols, fatty amines, fatty amides, fatty esters, fatty acid metal salts, and polyols.

2. The rubber formulation as specified in claim 1 which is further comprised of a silica coupling agent.

3. The rubber formulation as specified in claim 1 wherein M represents zinc.

4. The rubber formulation as specified in claim 1 wherein R 1 represents a hydrogen atom and R 2 represents an alkyl group or a hydroxyl substituted alkyl group.

5. The rubber formulation as specified in claim 1 wherein the silica compounding additive is zinc glycerolate.

6. The rubber formulation as specified in claim 1 wherein the silica compounding additive is present at a level which is within the range of about 0.5 phr to about 1.5 phr.

7. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a fatty acid metal salt.

8. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a fatty amide.

9. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a fatty ester.

10. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a polyol.

11. The rubber formulation as specified in claim 1 wherein the rubbery polymer is selected from the group consisting of natural rubber, synthetic polyisoprene rubber, polybutadiene rubber, isoprene-butadiene rubber, styrene butadiene rubber, styrene-isoprene rubber, and styrene-isoprene-butadiene rubber.

12. The rubber formulation as specified in claim 11 wherein the rubbery polymer is an organic solution polymerization prepared functionalized elastomer.

13. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a processing aid or a hydrocarbon resin.

14. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a silica coupling agent.

15. The rubber formulation as specified in claim 1 wherein the silica compounding additive is further comprised of a second rubbery polymer.

16. A tire which is comprised of a generally toroidal-shaped carcass with an outer circumferential tread, two spaced beads, at least one ply extending from bead to bead and sidewalls extending radially from and connecting said tread to said beads, wherein said tread is adapted to be ground-contacting, and wherein said tread is comprised of the rubber formulation as specified in claim 1 .

17. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents magnesium, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups.

18. The rubber formulation as specified in claim 17 wherein the silica compounding additive is magnesium glycerolate.

19. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents calcium, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups.

20. The rubber formulation as specified in claim 19 wherein the silica compounding additive is calcium glycerolate.

21. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents a divalent metal, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups, wherein the silica compounding additive is present at a level which is within the range of about 0.2 phr to 2 phr, wherein the rubbery polymer is an organic solution polymerization prepared tin or silicon coupled elastomer.

22. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents a divalent metal, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups, wherein the silica compounding additive is present at a level which is within the range of about 0.2 phr to 2 phr, wherein the silica compounding additive is further comprised of a fatty alcohol.

23. A rubber formulation which is comprised of (1) a rubbery polymer, (2) a reinforcing silica, and (3) a silica compounding additive of the structural formula:

wherein M represents a divalent metal, and wherein R 1 and R 2 can be the same or different and are selected from the group consisting of hydrogen atoms, alkyl groups, alkylene groups, hydroxyl substituted alkyl or alkylene groups, amine substituted alkyl or alkylene groups and thiol substituted alkyl or alkylene groups, wherein the silica compounding additive is present at a level which is within the range of about 0.2 phr to 2 phr, wherein the silica compounding additive is further comprised of a fatty amine.

Assignments (6)
SECOND LIEN PATENT SECURITY AGREEMENT Recorded May 5, 2026
From: FLOW POLYMERS, LLC; POLYMER SOLUTIONS GROUP, LLC; THE WILLAMETTE VALLEY COMPANY LLC
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 075547/0402 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 22, 2026
From: ARCLIN USA LLC; THE WILLAMETTE VALLEY COMPANY LLC; ECLECTIC PRODUCTS LLC; RG DISPERSANTS USA LLC; POLYMER SOLUTIONS GROUP; FLOW POLYMERS, LLC; ARCLIN SURFACES INC.; SASCO CHEMICAL GROUP, LLC; POLYMER SOLUTIONS GROUP FINANCE, LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 075436/0117 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 22, 2026
From: ARCLIN USA LLC; THE WILLAMETTE VALLEY COMPANY LLC; ECLECTIC PRODUCTS LLC; RG DISPERSANTS USA LLC; POLYMER SOLUTIONS GROUP; FLOW POLYMERS, LLC; ARCLIN SURFACES INC.; SASCO CHEMICAL GROUP, LLC; POLYMER SOLUTIONS GROUP FINANCE, LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 075436/0160 →
RELEASE OF SECURITY INTEREST Recorded Oct 3, 2025
From: BMO BANK N.A. (F/K/A BMO HARRIS BANK N.A.)
To: FLOW POLYMERS, LLC; POLYMER SOLUTIONS GROUP, LLC
Reel/Frame 072458/0909 →
PATENT SECURITY AGREEMENT Recorded Dec 20, 2019
From: FLOW POLYMERS, LLC; POLYMER SOLUTIONS GROUP, LLC
To: BMO HARRIS BANK N.A., AS COLLATERAL AGENT
Reel/Frame 051396/0301 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 19, 2016
From: PUHALA, AARON S.; ADEPETUN, ADEYEMI A.
To: FLOW POLYMERS, LLC
Reel/Frame 037518/0833 →