Methanol-terminated polymers containing ether

Patent metadata

Field	Value
Publication number	US-9758596-B2
Application number	US-201113885228-A
Country	US
Kind code	B2
Filing date	Nov 10, 2011
Priority date	Nov 16, 2010
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

Polymers may be functionalzed with terminal groups, where the terminal groups have, at the chain end, an ether-containing carbinol group of the formula (I)

O-A-OH]  (I)

where A is a divalent organic moiety which can comprise not only C and H but also heteroatoms, such as O, N, S, Si.

First claim

The invention claimed is:

1. Polymers comprising chain ends functionalized by terminal carbinol groups, wherein:
the polymers comprise diene polymers, or diene copolymers obtained via:
copolymerization of dienes with vinylaromatic monomers to form polymer chains, and
functionalization of chain ends of the polymer chains with one or more cycloperoxides to terminate the chain ends of the polymer chains with terminal, ether-containing carbinol groups of the formula (I)
O-A-OH]  (I)

wherein A is a divalent organic moiety comprising C and H,
the average molar masses(number average)of the polymers are from 10,000 to 2,000,000 g/mol;
the glass transition temperature of the polymers are from −110° C. to 20° C.; and
the Mooney viscosities [ML 1+4 (100° C.)] of the polymer are from 10 to 150 Mooney units.

2. The polymers according to claim 1 , wherein A further comprises heteroatoms selected from the group consisting of O, N, S, and Si.

3. The polymers according to claim 1 , wherein the diene polymer is a polybutadiene, a polyisoprene, a butadiene-isoprene copolymer, a butadiene-styrene copolymer, an isoprene-styrene copolymer or a butadiene-isoprene-styrene terpolymer.

4. The polymers according to claim 1 , wherein the cycloperoxides are compounds of the general formula (III)

where A is a divalent organic moiety comprising C, H, and optionally O, N, S, and/or Si.

5. The polymers according to claim 1 wherein:
the average molar masses (number average) of the polymers are from 100,000 to 1,000,000 g/mol;
the glass transition temperatures of the polymers are from −110° C. to 0° C.; and
the Mooney viscosities [ML 1+4 (100° C.)] of the polymers are from 30 to 150 Mooney units.

6. A process for producing polymers according to claim 1 , the process comprising:
polymerizing diene monomers or diene monomers and vinylaromatic monomers to produce polymers having reactive polymer chain ends; and
terminating the polymer chains by adding one or more cycloperoxides as functionalization agents to the polymers having reactive polymer chain ends and reacting the cycloperoxides with the reactive chain ends to produce the polymers according to claim 1 .

7. The process according to claim 6 , further comprising adding the functionaliation reagents after polymerization of the polymers.

8. The process according to claim 6 , further comprising adding an excess of functionalization reagents.

9. The process according to claim 6 , further comprising adding stoichiometric amounts or a substoichiometric amount of functionalization reagents.

10. The process according to either of claim 8 or 9 , wherein the amount of functionalization reagents, based on the amount of polymer having reactive polymer chain ends, is from 0.005 to 2% by weight.

11. The process according to claim 8 , further comprising adding coupling reagents prior to, along with, or after adding the one or more peroxides to the polymers having reactive polymer chain ends.

12. A process for producing vulcanizable rubber compositions containing polymers functionalized by terminal groups according to claim 1 , the process comprising mixing the polymers functionalized by terminal groups according to claim 1 with a vulcanizing agent to produce a vulcanizable rubber composition containing polymers functionalized by terminal groups according to claim 1 .

13. Vulcanizable rubber compositions according to claim 12 , wherein the composition comprises rubbers and/or rubber auxiliaries, and the rubber auxiliaries comprise antioxidants, oils, and/or fillers.

14. Vulcanizable rubber compositions comprising polymers functionalized by terminal groups of the formula (I) according to claim 1 .

15. A method for producing at least tyre treads of tyres, the method comprising producing at least the tyre treads from the vulcanizable rubber compositions according to claim 14 .

16. A method for producing mouldings, the method comprising producing mouldings from the vulcanizable rubber compositions according to claim 14 .

17. Tyres obtainable according to claim 15 .

18. Mouldings obtainable according to claim 16 , the mouldings comprising a moulding selected from the group consisting of cable sheathing, hoses, drive belts, conveyor belts, roll coverings, shoe soles, sealing rings and damping elements.

Assignees

• Steinhauser Norbert
• Arlanxeo Deutschland Gmbh

Inventors

• Steinhauser Norbert

Classifications

• C08F236/10

  with vinyl-aromatic monomers · CPC title

• C08C19/44 Primary

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

• C08L9/00

  Compositions of homopolymers or copolymers of conjugated diene hydrocarbons · CPC title

• C08K3/36

  Silica · CPC title

• C08K5/548

  containing sulfur {(C08K5/5477 takes precedence)} · CPC title