IP Library Granted Patent US 12,479,982
Granted Patent B2
US 12,479,982 · App. 17/438,080 · Granted Nov 25, 2025

Cross-linked product and tire

Inventors: Takumi Adachi (Minato-ku, JP); Yuto Sakagami (Minato-ku, JP); Hirofumi Senga (Minato-ku, JP); Takuya Sano (Minato-ku, JP); Takato Fukumoto (Minato-ku, JP); Michitaka Kaizu (Minato-ku, JP); Toshimitsu Kikuchi (Minato-ku, JP); Toshiyuki Hayakawa (Minato-ku, JP)
Assignee: ENEOS MATERIALS CORPORATION
C08L15/00B60C1/0016B60C1/0025C08C19/02C08C19/22C08C19/25C08F236/10C08J3/24C08K3/013C08K3/06C08K3/36C08L9/00C08L9/06
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Quick Facts
Patent No.
US 12,479,982
App. No.
17/438,080
Granted
Nov 25, 2025
Kind
B2
Abstract

A cross-linked product obtained through crosslinking a polymer composition that contains a rubber component, an inorganic filler and a cross-linking agent and that satisfies conditions (a) to (c): (a) the rubber component contains a conjugated diene-based polymer (A) having, when composition ratios (molar ratios) in the conjugated diene-based polymer (A) of structural units represented by formulae (1) to (4) are p, q, r, and s, respectively, a value α represented by formula (i) of 0.80 or more and 0.97 or less; (b) a blending ratio of the conjugated diene-based polymer (A) is 10% by mass or more relative to a total amount of the rubber component; and (c) a blending ratio of the inorganic filler is 40 to 150 parts by mass relative to 100 parts by mass of the rubber component, wherein the Tg of the cross-linked product is −25° C. or lower.

Claims (53)

1 . A cross-linked product, obtained by a process comprising crosslinking a polymer composition that comprises a rubber component, an inorganic filler, and a cross-linking agent,

wherein the rubber component comprises a conjugated diene-based polymer (A) having a value α in a range of from 0.80 to 0.97, where a is calculated by formula (i);

α=( p +(0.5× r ))/( p+q +(0.5× r )+ s )  (i),

p is a molar ratio of a structural unit of formula (1);

q is a molar ratio of a structural unit of formula (2);

r is a molar ratio of a structural unit of formula (3);

and

s is a molar ratio of a structural unit of formula (4);

in the conjugated diene-based polymer (A),

wherein a blending ratio of the conjugated diene-based polymer (A) is 10% by mass or more, relative to a total amount of the rubber component,

wherein a blending ratio of the inorganic filler is in a range of from 50 to 150 parts by mass, relative to 100 parts by mass of the rubber component,

wherein the cross-linked product has a glass transition point, Tg, of −25° C. or lower,

wherein the conjugated diene-based polymer (A) is a random copolymer of a conjugated diene compound and an aromatic vinyl compound,

wherein the conjugated diene-based polymer (A) has a content ratio of a structural unit derived from the aromatic vinyl compound in a range of from 3 to 20% by mass, relative to a total monomer unit amount of the conjugated diene-based polymer, and

wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 5 to 28 mol % before hydrogenation.

2 . The cross-linked product of claim 1 , wherein the conjugated diene-based polymer (A) has a functional group that interacts with the inorganic filler.

3 . The cross-linked product of claim 1 , wherein the conjugated diene-based polymer (A) has a Tg of −45° C. or lower.

4 . The cross-linked product of claim 1 , wherein the conjugated diene-based polymer (A) has a melting point of −10° C. or higher, and a heat of fusion of 3 J/g or more, when measured with a differential scanning calorimeter by raising the temperature from −100° C. to 200° C. at 20° C./min.

5 . A method for producing a cross-linked product, the method comprising:

crosslinking a polymer composition that comprises a rubber component, an inorganic filler, and a cross-linking agent,

wherein the rubber component comprises a conjugated diene-based polymer (A) having a value α in a range of from 0.80 to 0.97, where a is calculated by formula (i):

α=( p +(0.5× r )/( p+q +(0.5× r )+ s )  (i),

p is a molar ratio of a structural unit of formula (1);

q is a molar ratio of a structural unit of formula (2);

r is a molar ratio of a structural unit of formula (3);

and

s is a molar ratio of a structural unit of formula (4):

in the conjugated diene-based polymer (A),

wherein a blending ratio of the conjugated diene-based polymer (A) is 10% by mass or more relative to a total amount of the rubber component,

wherein a blending ratio of the inorganic filler is in a range of from 50 to 150 parts by mass relative to 100 parts by mass of the rubber component,

wherein the cross-linked product has a glass transition point, Tg, of −25° C. or lower,

wherein the conjugated diene-based polymer (A) is a random copolymer of a conjugated diene compound and an aromatic vinyl compound,

wherein the conjugated diene-based polymer (A) has a content ratio of a structural unit derived from the aromatic vinyl compound in a range of from 3 to 20% by mass relative to a total monomer unit amount of the conjugated diene-based polymer, and

wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 5 to 28 mol % before hydrogenation.

6 . The method of claim 5 , wherein the conjugated diene-based polymer (A) has a T g of −45° C. or lower.

7 . An all-season tire, comprising:

a tread and/or a sidewall, comprising the cross-linked product of claim 1 .

8 . A winter tire, comprising:

a tread and/or a sidewall, comprising the cross-linked product of claim 1 .

9 . A rubber molded product, comprising:

the cross-linked product of claim 1 ,

wherein the rubber molded product is an anti-vibration member, a belt member, a roll member, a hose member, a wire harness member, or a shoe sole member.

10 . The cross-linked product of claim 2 , wherein the conjugated diene-based polymer (A) has a Tg of −45° C. or lower.

11 . The cross-linked product of claim 2 , wherein the conjugated diene-based polymer (A) has a melting point of −10° C. or higher, and a heat of fusion of 3 J/g or more, when measured with a differential scanning calorimeter by raising the temperature from −100° C. to 200° C. at 20° C./min.

12 . The cross-linked product of claim 3 , wherein the conjugated diene-based polymer (A) has a melting point of −10° C. or higher, and a heat of fusion of 3 J/g or more, when measured with a differential scanning calorimeter by raising the temperature from −100° C. to 200° C. at 20° C./min.

13 . The cross-linked product of claim 1 , wherein the content ratio of the structural unit derived from the aromatic vinyl compound is in a range of from 10 to 20% by mass, relative to the total monomer unit amount of the conjugated diene-based polymer.

14 . The cross-linked product of claim 1 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 10 to 28 mol. % before hydrogenation.

15 . The cross-linked product of claim 13 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 10 to 23 mol. % before hydrogenation.

16 . The cross-linked product of claim 13 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 15 to 28 mol. % before hydrogenation.

17 . The method of claim 5 , wherein the content ratio of the structural unit derived from the aromatic vinyl compound is in a range from 10 to 20% by mass, relative to the total monomer unit amount of the conjugated diene-based polymer.

18 . The method of claim 5 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 10 to 28 mol % before hydrogenation.

19 . The method of claim 17 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 10 to 23 mol % before hydrogenation.

20 . The method of claim 17 , wherein the conjugated diene-based polymer (A) has a 1,2-vinyl bond content in a range of from 15 to 28 mol % before hydrogenation.

Assignments (3)
CHANGE OF ADDRESS Recorded Oct 3, 2024
From: ENEOS MATERIALS CORPORATION
To: ENEOS MATERIALS CORPORATION
Reel/Frame 069105/0903 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2022
From: JSR CORPORATION
To: ENEOS MATERIALS CORPORATION
Reel/Frame 059898/0936 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2021
From: ADACHI, TAKUMI; SAKAGAMI, YUTO; SENGA, HIROFUMI; SANO, TAKUYA; FUKUMOTO, TAKATO; KAIZU, MICHITAKA; KIKUCHI, TOSHIMITSU; HAYAKAWA, TOSHIYUKI
To: JSR CORPORATION
Reel/Frame 057445/0096 →
Priority Claims (1)
JP 2019-070194 · Apr 1, 2019 · national
Continuity (1)
Related Publication 20220251351A1 · Aug 11, 2022
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