IP Library Granted Patent US 10,654,957
Granted Patent B2
US 10,654,957 · App. 16/043,861 · Granted May 19, 2020

Method for manufacturing copolymer and rubber composition containing the same

Inventors: June Park (Seoul, KR); Jae Young Ko (Daejeon, KR)
Assignee: Korea Kumho Petrochemical Co., Ltd.
C08F212/08C08F2/06C08F4/48C08F236/06C08F236/10C08F297/044C08K5/057C08K5/1535C08K5/17C08L9/06C08F236/045C08F236/08C08F2410/01C08L2312/08
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Quick Facts
Patent No.
US 10,654,957
App. No.
16/043,861
Granted
May 19, 2020
Kind
B2
Abstract

According to an embodiment of the present invention, there is provided a method of preparing a copolymer which includes (a) polymerizing an aromatic vinyl monomer and a conjugated diene-based monomer in the presence of a solvent, a first randomizing agent, and a catalyst to prepare a first copolymer including the aromatic vinyl monomer in an amount of 15 to 40 wt %; and (b) reacting the first copolymer with one or more of a second randomizing agent different from the first randomizing agent and an additional aromatic vinyl monomer to prepare a second copolymer.

Claims (17)

1. A method of preparing a copolymer, the method comprising:

(a) polymerizing an aromatic vinyl monomer and a conjugated diene-based monomer with a solvent, a first randomizing agent, and a catalyst to prepare a first copolymer including the aromatic vinyl monomer in an amount of 15 to 40 wt %; and

(b) reacting the first copolymer with one or more of a second randomizing agent different from the first randomizing agent and an additional aromatic vinyl monomer to prepare a second copolymer.

2. The method of claim 1 , wherein the solvent is selected from the group consisting of benzene, methylbenzene, heptane, n-hexane, cyclohexane, and a mixture of two or more thereof.

3. The method of claim 1 , wherein the first randomizing agent is selected from the group consisting of ditetrahydrofurylpropane (DTHFP), tetramethylethylenediamine (TEMDA), sodium t-amylate (STA), and a mixture of two or more thereof.

4. The method of claim 1 , wherein the catalyst is selected from the group consisting of ethyllithium, propyllithium, isopropyllithium, n-butyllithium, sec-butyllithium, pentyllithium, hexyllithium, cyclohexyllithium, phenyllithium, and a mixture of two or more thereof.

5. The method of claim 1 , wherein the aromatic vinyl monomer is selected from the group consisting of styrene, α-methylstyrene, α-ethylstyrene, p-methylstyrene, vinyltoluene, and a mixture of two or more thereof.

6. The method of claim 1 , wherein the conjugated diene-based monomer is selected from the group consisting of 1,3-butadiene, 2,3-dimethyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, isoprene, 2-phenyl-1,3-butadiene, and a mixture of two or more thereof.

7. The method of claim 1 , wherein the second randomizing agent is selected from the group consisting of tert-butoxyethoxy ethane, tetrahydrofuran, triethylamine, and a mixture of two or more thereof.

8. The method of claim 1 , wherein the second copolymer includes a first part comprising the first copolymer and a second part excluding the first part, and the second part includes the aromatic vinyl monomer in an amount of 30 to 40 wt %.

9. The method of claim 8 , wherein a weight ratio of the aromatic vinyl monomer included in the first part and the second part is 1:1.2 to 2.0.

10. The method of claim 1 , wherein, the aromatic vinyl monomer is used in the step (a) in an amount of 30 to 50 wt % with respect to a total weight of the aromatic vinyl monomer used in the steps (a) and (b).

11. The method of claim 1 , further comprising (c) reacting the second copolymer with a silane-based coupling agent after the step (b).

12. The method of claim 11 , wherein the silane-based coupling agent is selected from the group consisting of 3-glycidoxypropyl dimethyl dimethoxysilane (GPDMS), dimethyl dichlorosilane, trimethyl chlorosilane, methyl dichlorosilane, methyl trichlorosilane, phenyl trichlorosilane, vinyl trichlorosilane, and a mixture of two or more thereof.

13. A rubber composition comprising:

a copolymer prepared by the method of claim 1 ; and

styrene-butadiene rubber and butadiene rubber.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 24, 2018
From: PARK, JUNE; KO, JAE YOUNG
To: KOREA KUMHO PETROCHEMICAL CO., LTD.
Reel/Frame 046444/0517 →
Priority Claims (1)
KR 10-2017-0094130 · Jul 25, 2017 · national
Continuity (1)
Related Publication 20190031796A1 · Jan 31, 2019