Modified conjugated diene-based polymer and method for preparing same

Patent metadata

Field	Value
Publication number	US-11702497-B2
Application number	US-201917251578-A
Country	US
Kind code	B2
Filing date	Dec 20, 2019
Priority date	Dec 21, 2018
Publication date	Jul 18, 2023
Grant date	Jul 18, 2023

Abstract

A modified conjugated diene-based polymer represented by Formula 1, wherein a terminal of a polymer chain is modified, and a method for preparing same are provided. By including a modifier derived unit having a specific structure, a beta value affecting cold flow may be reduced through controlling the degree of branch, and accordingly, the cold flow of a polymer may be efficiently controlled and a mooney viscosity increasing ratio may be improved.

First claim

The invention claimed is:

1. A modified conjugated diene-based polymer represented by the following Formula 1, wherein
a terminal of a polymer chain is modified:

in Formula 1,
A is a hydrocarbon unit of 2 to 12 carbon atoms, or a hydrocarbon unit of 2 to 12 carbon atoms including one or more heteroatoms of N or O,
R x is hydrogen or a methyl group, and
n is an integer of 2 to 6.

2. The modified conjugated diene-based polymer of claim 1 , wherein the hydrocarbon unit of 2 to 12 carbon atoms is a unit represented by the following Formula 3:
*—R a1 —*  [Formula 3]

in Formula 3,
R a1 is a linear or branched alkylene group of 2 to 12 carbon atoms, or an arylene group of 6 to carbon atoms, and
* is a position where a derived unit of (meth)acrylate of Formula 1 is combined.

3. The modified conjugated diene-based polymer of claim 1 , wherein the hydrocarbon unit of 2 to 12 carbon atoms including the one or more heteroatoms of N or O is represented by one of the following formulae 4-1 to 4-4:
(R b1 ) 3 C—R b2 —O—R b3 —C(R b4 ) m1 (R b5 ) 3-m1   [Formula 4-1]

in Formula 4-1,
R b1 and R b4 are each independently an alkyl group of 1 to 5 carbon atoms, wherein a derived unit of (meth)acrylate of Formula 1 is combined at a terminal,
R b2 and R b3 are each independently an alkylene group of 1 to 5 carbon atoms,
R b5 is a hydroxyl group, and
m1 is an integer of 1 to 3;
C(R c1 —O—R c2 ) m2 (R c3 ) 4-m2   [Formula 4-2]

in Formula 4-2,
R c1 is an alkylene group of 1 to 6 carbon atoms,
R c2 is an alkyl group of 1 to 6 carbon atoms, wherein a derived unit of (meth)acrylate of Formula 1 is combined at a terminal,
R c3 is hydrogen or an alkyl group of 1 to 6 carbon atoms, and
m2 is an integer of 1 to 4;
C(R d1 ) m3 (R d2 ) 4-m3   [Formula 4-3]

in Formula 4-3,
R d1 is an alkyl group of 1 to 6 carbon atoms, wherein a derived unit of (meth)acrylate of Formula 1 is combined at a terminal,
R d2 is a hydroxyl group or an alkyl group of 1 to 6 carbon atoms, and
m3 is an integer of 1 to 4;

in Formula 4-4,
R e1 to R e3 are each independently an alkylene group of 1 to 5 carbon atoms, and
* is a position where a derived unit of (meth)acrylate of Formula 1 is combined.

4. The modified conjugated diene-based polymer of claim 1 , wherein the modified conjugated diene-based polymer comprises a modifier derived functional group which is derived from one or more modifiers selected from the group consisting of dipentaerythritol hexaacrylate, dipentaerythritol hydroxy pentaacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, trimethylolpropane triacrylate, propoxylated glycerol triacrylate, trimethylolpropane ethoxylated triacrylate, 1,6-hexanediol diacrylate, 1,4-butanediol diacrylate, 1,2-ethanediol diacrylate, neopentyl glycol diacrylate, 1,3-butanediol diacrylate, 1,4-phenylene diacrylate, tris(2-hydroxyethyl)isocyanurate triacrylate, tripropylene glycol diacrylate, polyethylene glycol diacrylate, dipentaerythritol hexamethacrylate, dipentaerythritol hydroxy pentamethacrylate, pentaerythritol tetramethacrylate, pentaerythritol trimethacrylate, trimethylolpropane trimethacrylate, propoxylated glycerol trimethacrylate, trimethylolpropane ethoxylated trimethacrylate, trimethylolpropane ethoxy trimethacrylate, 1,6-hexanediol metacrylate, 1,4-butanediol dimethacrylate, 1,2-ethanediol dimethacrylate, neopentyl glycol dimethacrylate, 1,3-butanediol dimethacrylate, 1,4-phenylene dimethacrylate, isocyanurate trimethacrylate, tripropylene glycol dimethacrylate, ethylene glycol dimethacrylate, and polyethylene glycol dimethacrylate.

5. The modified conjugated diene-based polymer according to claim 1 , wherein the modified conjugated diene-based polymer has a beta value (β-value) of 0.21 or less.

6. The modified conjugated diene-based polymer of claim 1 , wherein the modified conjugated diene-based polymer has:
a Mooney viscosity at 100° C. of a conjugated diene-based polymer before modification of 10 to 90, and
a Mooney viscosity at 100° C. of a conjugated diene-based polymer after modification of 50 to 130.

7. The modified conjugated diene-based polymer of claim 1 , wherein the modified conjugated diene-based polymer has a Mooney viscosity increasing ratio according to the following Mathematical Formula 1 of 20% or more:

Mooney
⁢

viscosity
⁢

increasing
⁢

ratio
⁢

(
%
)

=

(

mooney
⁢

viscosity
⁢

at
⁢

100
⁢
°
⁢

C

.

of

⁢

polymer
⁢

after
⁢

modification

⁢
‐
⁢

mooney
⁢

viscosity
⁢

at
⁢

100
⁢
°
⁢

C
.

of

⁢

polymer
⁢

before
⁢

modification

Assignees

• Lg Chemical Ltd

Inventors

• Lee Soo Yong
• Lee Dong Gil
• Choi Won Mun
• Choi Seung Ho

Classifications

• C08F236/06 Primary

  Butadiene · CPC title

• C08C19/04 Primary

  Oxidation · CPC title

• C08F236/04 Primary

  conjugated · CPC title

• C08F136/06

  Butadiene · CPC title

• C08C19/44

  of polymers containing metal atoms exclusively at one or both ends of the skeleton · CPC title