Polybutadiene, method of producing polybutadiene, polybutadiene composition, tire, and resin member

Patent metadata

Field	Value
Publication number	US-12084536-B2
Application number	US-201917287626-A
Country	US
Kind code	B2
Filing date	Oct 17, 2019
Priority date	Dec 5, 2018
Publication date	Sep 10, 2024
Grant date	Sep 10, 2024

Abstract

Provided is novel polybutadiene having high isotacticity. The polybutadiene has a triad isotacticity (mm) of 72% or more.

First claim

The invention claimed is:

1. Polybutadiene having a triad isotacticity (mm), which is determined from 13 C-NMR spectrum, of 90% or more, wherein the polybutadiene has a 1,2-vinyl bond content of 65% or more.

2. The polybutadiene according to claim 1 , which has a melting point of 80° ° C. or higher and 130° C. or lower.

3. A polybutadiene composition comprising the polybutadiene according to claim 2 .

4. A tire using the polybutadiene composition according to claim 3 .

5. A resin member using the polybutadiene composition according to claim 3 .

6. A polybutadiene composition comprising the polybutadiene according to claim 1 .

7. A tire using the polybutadiene composition according to claim 6 .

8. A resin member using the polybutadiene composition according to claim 6 .

9. A method of producing polybutadiene, comprising a process of polymerizing 1,3-butadiene using a catalyst containing a compound represented by the following structural formula I and a norbornene derivative to obtain polybutadiene:

wherein an OH group is bonded to at least one of 3 to 6 positions and 3′ to 6′ positions of a bipyridyl ring, M is a transition metal, R 1 and R 2 are hydrocarbon groups having one or more carbon atoms or halogen atoms, and R 1 and R 2 may be the same or different from each other.

10. The method of producing polybutadiene according to claim 9 , wherein the catalyst further contains a compound represented by the following structural formula II:
YR 3 a R 4 b R 5 c   Formula II

wherein Y is a metal selected from Group 1, Group 2, Group 12 and Group 13 of the periodic table, R 3 and R 4 are hydrogen atoms, or substituted or unsubstituted hydrocarbon groups having 1 to 20 carbon atoms, alkoxy groups or aryloxy groups, R 5 is a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, an alkoxy group or an aryloxy group, R 3 , R 4 and R 5 may be the same or different from each other, a, b and c are independently 0 or 1; note that when Y is a metal selected from the Group 1, a is 1, and b and c are 0; when Y is a metal selected from the Group 2 and the Group 12, a and b are 1, and c is 0; when Y is a metal selected from the Group 13, a, b and c are 1.

11. The method of producing polybutadiene according to claim 9 , wherein the catalyst further contains aluminoxane.

12. The method of producing polybutadiene according to claim 9 , wherein the catalyst further contains at least one of an ionic compound and a halogen compound.

13. The method of producing polybutadiene according to claim 9 , wherein the M in the structural formula I is iron (Fe), cobalt (Co), nickel (Ni), palladium (Pd) or copper (Cu).

14. The method of producing polybutadiene according to claim 9 , wherein the norbornene derivative has an amino group.

15. The method of producing polybutadiene according to claim 9 , wherein the norbornene derivative is used in a ratio of 3 mol % to 40 mol % with respect to the 1,3-butadiene.

16. The method of producing polybutadiene according to claim 9 , wherein the 1,3-butadiene and the norbornene derivative are added to a polymerization system in the stated order.

Assignees

• Bridgestone Corp

Inventors

• Takano Shigenaga
• Kaita Shojiro
• Osakada Kohtaro
• Takeuchi Daisuke
• Yamakawa Shinji

Classifications

• C08F136/06

  Butadiene · CPC title

• C08F4/70

  Iron group metals, platinum group metals or compounds thereof · CPC title

• B60C1/00

  Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition · CPC title

• B60C2001/005

  Compositions of the bead portions, e.g. clinch or chafer rubber or cushion rubber · CPC title

• B60C1/0008

  Compositions of the inner liner · CPC title