Copolymer and method of manufacturing the same

Patent metadata

Field	Value
Publication number	US-9266978-B2
Application number	US-201113813315-A
Country	US
Kind code	B2
Filing date	Jul 22, 2011
Priority date	Jul 30, 2010
Publication date	Feb 23, 2016
Grant date	Feb 23, 2016

Abstract

Disclosed is a method of manufacturing a copolymer of a conjugated diene compound and an olefin other than the conjugated diene compound, where a conjugated diene compound and an olefin other than the conjugated diene compound is copolymerized in the presence of a polymerization catalyst composition containing components: (A) a rare earth element compound or a reactant of the rare earth element compound and a Lewis base; and (B) at least one selected from a group consisting of an ionic compound (B-1) composed of a non-coordinating anion and a cation, an aluminoxane (B-2), and at least one kind of halogen compound (B-3) selected from among a Lewis acid, a complex compound of a metal halide and a Lewis base, and an organic compound containing active halogen (when containing at least one of (B-1) and (B-3), the polymerization catalyst composition further contains component (C): an organometallic compound).

First claim

The invention claimed is:

1. A method of manufacturing a copolymer, the method comprising copolymerizing a conjugated diene compound and an olefin other than the conjugated diene compound in the presence of a polymerization catalyst composition, the polymerization catalyst composition containing:
component (A): a rare earth element compound or a reactant of the rare earth element compound and a Lewis base, with no bond formed between the rare earth element and carbon; and
component (B): an aluminoxane (B-2),
wherein as the component (A), the rare earth element compound or the reactant of the rare earth element compound and the Lewis base is represented by the following general formula (III):
MX 3 .L w   (III),

where M represents a lanthanoid element, scandium, or yttrium; X each independently represents a bistrialkylsilyl amide group; L represents a Lewis base; and w represents 0 to 3.

2. The method of manufacturing the copolymer according to claim 1 , wherein the polymerization catalyst composition further contains:
component (C): an organic metal compound represented by the following general formula (i):
YR 1 a R 2 b R 3 c   (i),

where Y is a metal selected from Group 1, Group 2, Group 12, or Group 13 of the periodic table; R 1 and R 2 are the same or different hydrocarbon groups each having 1 to 10 carbon atoms or a hydrogen atom; and R 3 is a hydrocarbon group having 1 to 10 carbon atoms, in which R 3 may be the same as or different from R 1 or R 2 above, a being 1 and b and c both being 0 when Y is a metal selected from Group 1 of the periodic table, a and b being 1 and c being 0 when Y is a metal selected from Group 2 or Group 12 of the periodic table, a, b, and c are all 1 when Y is a metal selected from Group 13 of the periodic table.

3. The method of manufacturing the copolymer according to claim 2 , wherein the organic metal compound as the component (C) is an organic aluminum compound represented by the following general formula (I):
AlR 1 R 2 R 3   (I),

where R 1 and R 2 are the same or different hydrocarbon groups each having 1 to 10 carbon atoms or a hydrogen atom, and R 3 is a hydrocarbon group having 1 to 10 carbon atoms, in which R 3 may be the same as or different from R 1 or R 2 above.

4. The method of manufacturing the copolymer according to claim 1 , wherein the olefin other than the conjugated diene compound is a non-conjugated olefin.

5. The method of manufacturing the copolymer according to claim 4 , wherein the olefin other than the conjugated diene compound has 2 to 8 carbon atoms.

6. The method of manufacturing the copolymer according to claim 5 , wherein the olefin other than the conjugated diene compound is at least one selected from the group consisting of ethylene, propylene, butene, pentene, hexene, heptene, and octene.

7. The method of manufacturing the copolymer according to claim 1 , wherein the olefin other than the conjugated diene compound is an acyclic olefin.

8. The method of manufacturing the copolymer according to claim 1 , wherein the olefin other than the conjugated diene compound is an α-olefin.

9. The method of manufacturing the copolymer according to claim 1 , wherein the conjugated diene compound has 4 to 8 carbon atoms.

10. The method of manufacturing the copolymer according to claim 9 , wherein the conjugated diene compound is 1,3-butadiene or isoprene.

11. A method of manufacturing a copolymer, the method comprising copolymerizing a conjugated diene compound and an olefin other than the conjugated diene compound in the presence of a polymerization catalyst composition, the polymerization catalyst composition containing:
component (A): a rare earth element compound or a reactant of the rare earth element compound and a Lewis base, with no bond formed between the rare earth element and carbon;
component (B): at least one selected from the group consisting of an ionic compound (B-1) composed of a non-coordinating anion and a cation, and at least one kind of halogen compound (B-3) selected from among a Lewis acid, a complex compound of a metal halide and a Lewis base, or an organic compound containing active halogen; and
component (C): an organic metal compound represented by the following general formula (i):
YR 1 a R 2 b R 3 c   (i),

where Y is a metal selected from Group 1, Group 2, Group 12, or Group 13 of the periodic table; R 1 and R 2 are the same or different hydrocarbon groups each having 1 to 10 carbon atoms or a hydrogen atom; and R 3 is a hydrocarbon group having 1 to 10 carbon atoms, in which R 3 may be the same as or different from R 1 or R 2 above, with a being 1 and b and c both being 0 when Y is a metal selected from Group 1 of the periodic table, a and b being 1 and c being 0 when Y is a metal selected from Group 2 and Group 12 of the periodic table, a, b, and c are all 1 when Y is a metal selected from Group 13 of the periodic table,
wherein as the component (A), the rare earth element compound or the reactant of the rare earth element compound and the Lewis base is represented by the following general formula (III):
MX 3 .L w   (III),

where M represents a lanthanoid element, scandium, or yttrium; X each independently represents a bistrialkylsilyl amide group; L represents a Lewis base; and w represents 0 to 3.

12. The method of manufacturing the copolymer according to claim 11 , wherein the organic metal compound as the component (C) is an organic aluminum compound represented by the following general formula (I):
AlR 1 R 2 R 3   (I),

where R 1 and R 2 are the same or different hydrocarbon groups each having 1 to 10 carbon atoms or a hydrogen atom, and R 3 is a hydrocarbon group having 1 to 10 carbon atoms, in which R 3 may be the same as or different from R 1 or R 2 above.

13. The method of manufacturing the copolymer according to claim 11 , wherein the olefin other than the conjugated diene compound is a non-conjugated olefin.

14. The method of manufacturing the copolymer according to claim 13 , wherein the olefin other than the conjugated diene compound has 2 to 8 carbon atoms.

15. The method of manufacturing the copolymer according to claim 14 , wherein the olefin other than the conjugated diene compound is at least one selected from the group consisting of ethylene, propylene, butene, pentene, hexene, heptene, and octene.

16. The method of manufacturing the copolymer according to claim 11 , wherein the olefin other than the conjugated diene compound is an acyclic olefin.

17. The method of manufacturing the copolymer according to claim 11 , wherein the olefin other than the conjugated diene compound is an α-olefin.

18. The method of manufacturing the copolymer according to claim 11 , wherein the conjugated diene compound has 4 to 8 carbon atoms.

19. The method of manufacturing the copolymer according to claim 18 , wherein the conjugated diene compound is 1,3-butadiene or isoprene.

Assignees

• Kaita Shojiro
• Tardif Olivier
• Kitano Hideki
• Bridgestone Corp

Inventors

• Kaita Shojiro
• Tardif Olivier
• Kitano Hideki

Classifications

• C08F236/04 Primary

  conjugated · CPC title

• C08F236/06

  Butadiene · CPC title

• C08F210/02

  Ethene · CPC title

• C08F4/72 Primary

  selected from metals not provided for in group C08F4/44 (C08F4/54 - C08F4/70 take precedence) · CPC title

• C08F4/545

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