Modifier, modified conjugated diene-based polymer and method for preparing the same

Patent metadata

Field	Value
Publication number	US-12116429-B2
Application number	US-202017604100-A
Country	US
Kind code	B2
Filing date	Oct 29, 2020
Priority date	Oct 31, 2019
Publication date	Oct 15, 2024
Grant date	Oct 15, 2024

Abstract

A modifier useful for modifying a polymer providing a functional group having affinity with a filler, particularly, a silica-based filler is provided. A modified conjugated diene-based polymer including a functional group derived from the modifier having excellent affinity with a filler and improved compounding properties, and a method for preparing the same are also provided.

First claim

The invention claimed is:

1. A modifier represented by the following Formula 1:

wherein,
X is an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
L 1 and L 2 are each independently an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
R 1 to R 4 are each independently an alkyl group of 1 to 20 carbon atoms, and
a and b are each independently an integer of 1 to 3.

2. The modifier according to claim 1 , wherein
X is an alkylene group of 1 to 12 carbon atoms,
L 1 and L 2 are each independently an alkylene group of 1 to 12 carbon atoms,
R 1 to R 4 are each independently an alkyl group of 1 to 12 carbon atoms, and
a and b are each independently an integer of 2 or 3.

3. The modifier according to claim 1 , wherein
X is an alkylene group of 1 to 4 carbon atoms,
L 1 and L 2 are each independently an alkylene group of 1 to 6 carbon atoms,
R 1 to R 4 are each independently an alkyl group of 1 to 4 carbon atoms, and
a and b are each independently an integer of 2 or 3.

4. The modifier according to claim 1 , wherein the modifier represented by Formula 1 is a compound represented by the following Formula 1-1:

5. A modified conjugated diene-based polymer comprising a functional group derived from a modifier represented by the following Formula 1:

wherein,
X is an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
L 1 and L 2 are each independently an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
R 1 to R 4 are each independently an alkyl group of 1 to 20 carbon atoms, and
a and b are each independently an integer of 1 to 3.

6. The modified conjugated diene-based polymer according to claim 5 , wherein a number average molecular weight is from 100,000 to 1,000,000 g/mol.

7. The modified conjugated diene-based polymer according to claim 5 , wherein a weight average molecular weight is from 300,000 to 1,500,000 g/mol.

8. The modified conjugated diene-based polymer according to claim 5 , wherein molecular weight distribution is from 1.1 to 4.0.

9. The modified conjugated diene-based polymer according to claim 5 , wherein a Mooney viscosity at 100° C. is from 20 to 100.

10. A method for preparing a modified conjugated diene-based polymer, comprising:
polymerizing a conjugated diene-based monomer in a presence of a catalyst composition comprising a neodymium compound in a hydrocarbon solvent to prepare an active polymer; and
reacting the active polymer and a modifier represented by the following Formula 1:

wherein,
X is an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
L 1 and L 2 are each independently an alkylene group of 1 to 20 carbon atoms, a cycloalkylene group of 5 to 20 carbon atoms or an arylene group of 6 to 20 carbon atoms,
R 1 to R 4 are each independently an alkyl group of 1 to 20 carbon atoms, and
a and b are each independently an integer of 1 to 3.

11. The method according to claim 10 , wherein the neodymium compound is from 0.1 to 0.5 mmol based on 100 g of the conjugated diene-based monomer.

12. The method according to claim 10 , wherein the modifier represented by Formula 1 is from 1 to 20 mol based on 1 mol of the neodymium compound.

13. The method according to claim 10 , wherein the neodymium compound is a compound represented by the following Formula 4:

wherein,
R a to R c are each independently hydrogen or an alkyl group of 1 to 12 carbon atoms,
where R a to R c are not hydrogen at the same time.

14. The method according to claim 10 , wherein the polymerization is performed at a temperature of 20 to 200° C.

Assignees

• Lg Chemical Ltd

Inventors

• Kim Kyung Woo
• Lee Soo Yong
• Choi Seung Ho
• Lee Dong Gil
• Lee Tae Hee

Classifications

• C08C19/25

  Incorporating silicon atoms into the molecule · CPC title

• C08C19/22

  Incorporating nitrogen atoms into the molecule · CPC title

• C08K5/5419 Primary

  containing at least one Si—C bond · CPC title

• C08F236/06 Primary

  Butadiene · CPC title

• C08F4/545

  rare earths being present, e.g. triethylaluminium + neodymium octanoate · CPC title