Method of making hydroxyaryl-functionalized interpolymer by free radical initiated polymerization

Patent metadata

Field	Value
Publication number	US-9926400-B2
Application number	US-201013381564-A
Country	US
Kind code	B2
Filing date	Jul 1, 2010
Priority date	Jul 1, 2009
Publication date	Mar 27, 2018
Grant date	Mar 27, 2018

Abstract

Radical polymerization techniques can be used to polymerize monomers that include a class of hydroxyaryl compounds so as to provide polymers that exhibit desirable properties including, but not limited to, reduced hysteresis. Compositions such as vulcanizates in which such polymers can be utilized and products such as tire components that incorporate and/or are manufactured from such compositions also are provided.

First claim

That which is claimed is:

1. A method for providing an ethylenically unsaturated polymer that comprises multiple hydroxyaryl functional groups, said method comprising radically initiating polymerization of a plurality of monomers that comprises at least one polyene, at least one C 8 -C 20 vinyl aromatic compound and at least one compound defined by general formula (I),
CH 2 ═CHR 1   (I)

where R 1 is an aryl group having from 2 to 5 —OR substituents with R being a protecting group which is non-reactive during said polymerization but which can be removed by a process that does not destroy or react with ethylenic unsaturation in said ethylenically unsaturated polymer, said polymer comprising from 1 to 12 B mer resulting from incorporation of said at least one compound defined by general formula (I), at least three of said B mer constituting a contiguous block, said at least one C 8 -C 20 vinyl aromatic compound providing 20 to 50% of the constituent mer units of said polymer.

2. The method of claim 1 wherein said plurality of monomers comprises one or more types of dienes.

3. The method of claim 1 wherein said one or more types of dienes comprises at least one type of conjugated diene.

4. The method of claim 3 further comprising reacting said polymer with a heteroatom-containing compound so as to provide terminal functionalization to said polymer.

5. The method of claim 2 further comprising reacting said polymer with a heteroatom-containing compound so as to provide terminal functionalization to said polymer.

6. The method of claim 1 wherein the resulting polymer is substantially linear.

7. The method of claim 6 further comprising reacting said polymer with a heteroatom-containing compound so as to provide terminal functionalization to said polymer.

8. The method of claim 1 wherein said radically initiated polymerization employs a peroxide-based initiator.

9. The method of claim 1 wherein said radically initiated polymerization employs a radical initiator, chain transfer agent, emulsifier and, optionally, a stabilizer.

10. The method of claim 1 further comprising reacting said polymer with a heteroatom-containing compound so as to provide terminal functionalization to said polymer.

11. The method of claim 1 wherein said plurality of monomers are provided in an aqueous medium.

12. The method of claim 1 further comprising hydrolyzing each of said —OR substituents so as to provide hydroxyl groups.

13. The method of claim 1 wherein said contiguous block is no more than six polymer chain atoms from a terminus of said ethylenically unsaturated polymer.

14. The method of claim 1 wherein said aryl group is a phenyl group.

15. The method of claim 14 wherein said phenyl group comprises —OR substituents at its 3 and 4 ring positions.

16. The method of claim 1 wherein each R independently is a trialkylsiloxy, acetal, tert-butyl ether, or 2-methoxyethoxy ether group.

17. The method of claim 1 wherein mer from said at least one polyene and from said at least one C 8 -C 20 vinyl aromatic mer are randomly distributed.

Assignees

• Yan Yuan Yong
• Qin Zengquan
• Pan Xiao Dong
• Bridgestone Corp

Inventors

• Yan Yuan-Yong
• Qin Zengquan
• Pan Xiao-Dong

Classifications

• C08F297/00 Primary

  Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer · CPC title

• C08F236/10 Primary

  with vinyl-aromatic monomers · CPC title

• B60C1/0016

  Compositions of the tread · CPC title

• C08C19/44

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

• C08F8/12

  Hydrolysis · CPC title