Polymers functionalized with nitroso compounds

Patent metadata

Field	Value
Publication number	US-9670299-B2
Application number	US-201514819919-A
Country	US
Kind code	B2
Filing date	Aug 6, 2015
Priority date	Dec 31, 2008
Publication date	Jun 6, 2017
Grant date	Jun 6, 2017

Abstract

A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitroso compound.

First claim

What is claimed is:

1. A method for preparing a functionalized polymer, the method comprising the steps of:
(i) polymerizing conjugated diene monomer with a coordination catalyst to form a reactive polymer; and
(ii) reacting the reactive polymer with a nitroso compound, where the reaction product from said step of reacting is subsequently reacted with a compound defined by the formula R—X, where R is a mono-valent organic group, and X is a halogen atom, a sulfonate group, or a thiosulfonate group.

2. The method of claim 1 , where the reaction product from said step of reacting is subsequently quenched.

3. The method of claim 1 , where the coordination catalyst is a lanthanide-based catalyst.

4. The method of claim 1 , where X is chlorine.

5. The method of claim 1 , where X is bromine.

6. The method of claim 1 , where X is a sulfonate group.

7. The method of claim 6 , where the sulfonate group is selected from the group consisting of methanesulfonate, benzenesulfonate, p-toluenesulfonate, and trifluoromethanesulfonate groups.

8. The method of claim 1 , where X is a thiosulfonate group.

9. The method of claim 8 , where the thiosulfonate group is selected from the group consisting of methanethiosulfonate, benzenethiosulfonate, p-toluenethiosulfonate, and trifluoromethanethiosulfonate groups.

10. The method of claim 1 , where the compound defined by the formula R—X is selected from the group consisting of methyl chloride, methyl bromide, methyl iodide, trimethylsilyl chloride, trimethylsilyl bromide, trimethylsilyl iodide, methyl methanesulfonate, methyl benzenesulfonate, methyl p-toluenesulfonate, methyl trifluoromethanesulfonate, methyl methanethiosulfonate, trimethylsilyl methanesulfonate, trimethylsilyl benzenesulfonate, trimethylsilyl p-toluenesulfonate, trimethylsilyl trifluoromethanesulfonate, and trimethylsilyl methanethiosulfonate.

11. The method of claim 1 , further comprising the step of adding a quenching agent.

12. The method of claim 1 , further comprising the step of adding an antioxidant.

Assignees

• Bridgestone Corp

Inventors

• Luo Steven

Classifications

• C08K3/04

  Carbon · CPC title

• C08F4/06

  Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen · CPC title

• C08L15/00

  Compositions of rubber derivatives (C08L11/00, C08L13/00 take precedence) · CPC title

• C08F36/06

  Butadiene · CPC title

• C08F136/06 Primary

  Butadiene · CPC title