IP Library Granted Patent US 11,634,562
Granted Patent B2
US 11,634,562 · App. 16/947,520 · Granted Apr 25, 2023

Tire composition and method for making thereof

Inventors: Wolfgang Pille-Wolf (Almere, NL); Jochem H. W. Vervelde (Almere, NL); Jeremie Pichereau (Almere, NL); Mark C Schaapman (Almere, NL)
Assignee: KRATON CORPORATION
C08L9/06B60C1/0016B60C11/0008B60C2011/0025C08L2205/025C08L2205/035
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Quick Facts
Patent No.
US 11,634,562
App. No.
16/947,520
Granted
Apr 25, 2023
Kind
B2
Abstract

The disclosure relates to tire tread compositions and methods for making. The compositions include a rubber, a rosin ester resin and at least one filler. The rosin ester resin is characterized as having a PAN number of less than 25, an acid number less than 20, a hydroxyl number of less than 30, a combined acid number and hydroxyl value of less than 50. The tire tread composition has a wet grip resistance to rolling resistance indicator ratio ((tan δ at 0° C.)/tan δ at 60° C.) higher than a tire tread composition containing a comparable amount of a rosin ester having a combined acid number and hydroxyl value of more than 50.

Claims (31)

1. A tire tread composition comprising a blend of:

a rubber component, and based on 100 parts by weight (phr) of the rubber component;

from 5 to 75 phr of a rosin ester resin having a PAN number of less than 25, an acid number of less than 20, a hydroxyl value of less than 30, a combined acid number and hydroxyl value of less than 50, a softening point (Tsp) of 60° C. to 170° C.; and a weight average molecular weight Mw of 700-1500 Da;

from 30 to 200 phr of a filler;

from 0 to 75 phr of a plasticizer; and

wherein the tire tread composition has an increase in rolling resistance indicator (Tan δ at 60° C.) of less than 3%, and a decrease in wet grip indicator (Tan δ at 0° C.) of less than 1% after the resin is stored for 10-12 months at room temperature.

2. The tire tread composition of claim 1 , wherein the combined acid number and hydroxyl value is less than 30.

3. The tire tread composition of claim 1 , wherein the rosin ester resin has a PAN number of less than 10.

4. The tire tread composition of claim 1 , wherein the rosin ester resin has a softening point (Tsp) of 75° C. to 160° C.

5. The tire tread composition of claim 1 , wherein the rosin ester resin has a Tg of 0° C. to 115° C.

6. The tire tread composition of claim 1 , wherein the rosin ester resin has a softening point (Tsp) of at least 60° C. and a PAN number of less than 10.

7. The tire tread composition of claim 1 , wherein the rosin ester resin has an acid number of less than 20 and a PAN number of less than 10.

8. The tire tread composition of claim 1 , wherein the rosin ester resin has a combined acid number and hydroxyl value of less than 30, and a PAN number of less than 10.

9. The tire tread composition of claim 1 , wherein the tire tread composition has a wet grip resistance to rolling resistance indicator ratio ((tan δ at 0° C)/tan δ at 60° C.) higher than a tire tread composition containing a comparable amount of a rosin ester having a combined acid number and hydroxyl value of more than 50.

10. The tire tread composition of claim 1 , further comprising a coupling agent selected from the group consisting of a sulfur-based coupling agent, an organic peroxide-based coupling agent, an inorganic coupling agent, a polyamine coupling agent, a resin coupling agent, a sulfur compound-based coupling agent, oxime-nitrosamine-based coupling agent, and sulfur.

11. The tire tread composition of claim 1 , wherein the rubber component is selected from the group consisting of natural rubber (NR), styrene-butadiene rubber (SBR), butadiene rubber (BR), synthetic polyisoprene rubber, epoxylated natural rubber, polybutadiene rubber, nitrile- hydrogenated butadiene rubber NHBR, hydrogenated styrene-butadiene rubber HSBR, ethylene propylene diene monomer rubber, ethylene propylene rubber, maleic acid-modified ethylene propylene rubber, butyl rubber, isobutylene-aromatic vinyl or diene monomer copolymers, brominated-NR, chlorinated-NR, brominated isobutylene p-methylstyrene copolymer, chloroprene rubber, epichlorohydrin homopolymers rubber, epichlorohydrin-ethylene oxide or allyl glycidyl ether copolymer rubbers, epichlorohydrin-ethylene oxide-allyl glycidyl ether terpolymer rubbers, chlorosulfonated polyethylene, chlorinated polyethylene, maleic acid-modified chlorinated polyethylene, methylvinyl silicone rubber, dimethyl silicone rubber, methylphenylvinyl silicone rubber, polysulfide rubber, vinylidene fluoride rubbers, tetrafluoroethylene-propylene rubbers, fluorinated silicone rubbers, fluorinated phosphagen rubbers, styrene elastomers, thermoplastic olefin elastomers, polyester elastomers, urethane elastomers, polyamide elastomers, and combinations thereof.

12. The tire tread composition of claim 1 , wherein the rubber component is styrene-butadiene rubber (SBR) or butadiene rubber (BR).

13. The tire tread composition of claim 1 , wherein the rubber is coupled, star-branched, or functionalized with at least a sulfur compound, a silanol group, a silane group, or an epoxy group.

14. The tire tread composition of claim 1 , wherein the plasticizer is selected from aliphatic acid esters, hydrocarbon processing oils, tall oil pitch and modified tall oil pitch, and combinations thereof.

15. The tire tread composition of claim 1 , wherein the filler is selected from calcium carbonate, carbon nanotube, clay, mica, silica, silicates, talc, titanium dioxide, alumina, zinc oxide, starch, wood flour, carbon black, ultra-high molecular weight polyethylene (UHMWPE), particulate polymer gels, plasticized starch composites, and mixtures thereof.

16. The tire tread composition of claim 1 , wherein the filler is surface treated prior to being added to the rubber composition.

17. A method for preparing a tire tread composition comprising:

providing 0-100 parts by weight (phr) of a rubber component,

providing from 5 to 75 phr of a rosin ester resin having a PAN number of less than 25, an acid number of less than 20, a hydroxyl value of less than 30, a combined acid number and hydroxyl value of less than 50, a softening point (Tsp) of 60° C. to 170° C.; and a weight average molecular weight Mw of 700-1500 Da;

providing from 50 to 200 phr of a filler, and optionally up to 75 phr of a plasticizer;

mixing the rubber component, the rosin ester resin, the filler, and the optional plasticizer to form a mixture;

kneading the mixture;

incorporating a cross-linking system into the kneaded mixture to form the tire tread composition; and

wherein the tire tread composition has an increase in rolling resistance indicator (Tan δ at 60° C.) of less than 3%, and a decrease in wet grip indicator (Tan δ at 0° C.) of less than 1% after the resin is stored for 10-12 months at room temperature.

18. The method of claim 17 , wherein the filler is selected from calcium carbonate, carbon nanotube, clay, mica, silica, silicates, talc, titanium dioxide, alumina, zinc oxide, starch, wood flour, carbon black, ultra-high molecular weight polyethylene (UHMWPE), particulate polymer gels, plasticized starch composites, and mixtures thereof.

19. The method of claim 17 , wherein the cross-linking system comprises a coupling agent selected from the group of a sulfur-based coupling agent, an organic peroxide-based coupling agent, an inorganic coupling agent, a polyamine coupling agent, a resin coupling agent, a sulfur compound-based coupling agent, oxime-nitrosamine-based coupling agent, sulfur, and combinations thereof.

Assignments (4)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 24, 2024
From: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
To: KRATON CHEMICAL, LLC; KRATON CORPORATION
Reel/Frame 068671/0836 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059525/0804 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059864/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2021
From: WOLF, WOLFGANG PILLE; VERVELDE, JOCHEM H W; PICHEREAU, JEREMIE; SCHAAPMAN, MARK C
To: KRATON POLYMERS LLC
Reel/Frame 057483/0478 →