Diene-based elastomer and a rubber composition

Patent metadata

Field	Value
Publication number	US-12304979-B2
Application number	US-202217656112-A
Country	US
Kind code	B2
Filing date	Mar 23, 2022
Priority date	Apr 27, 2021
Publication date	May 20, 2025
Grant date	May 20, 2025

Abstract

The present invention is directed to a benzoxazine-functionalized diene-based elastomer comprising polymer chains including repeat units which include conjugated diolefin monomers, such as 1,3-butadiene and isoprene. Additionally, said elastomer comprises at least one benzoxazine connected to a polymer chain via a spacer, wherein the spacer has a length ranging from 3 to 8 atoms. A further aspect of the present invention is directed to a rubber composition comprising such an elastomer, an article of manufacture comprising this rubber composition, and a method of making said benzoxazine-functionalized diene-based elastomer.

First claim

What is claimed is:

1. A benzoxazine-functionalized diene-based elastomer comprising:
polymer chains having repeat units which include conjugated diolefin monomers, and
at least one benzoxazine connected to the polymer chains via a spacer, wherein the spacer has the following structure:

wherein R 7 represents an ethylene group, a propylene group, a butylene group, a pentylene group, or a hexylene group; and wherein O is an oxygen atom covalently bound to the polymer chain, or wherein the spacer is an alkylene group having a length in a range of from 3 to 8 atoms, and wherein the benzoxazine comprises one of the following structures:

2. The benzoxazine-functionalized diene-based elastomer of claim 1 wherein said repeat units further include residues of vinyl aromatic monomers.

3. The benzoxazine-functionalized diene-based elastomer of claim 1 wherein the benzoxazine has the following structure:

wherein:
N is a nitrogen atom covalently bound to the polymer chain through the spacer.

4. The benzoxazine-functionalized diene-based elastomer of claim 3 wherein the benzoxazine-functionalized diene-based elastomer comprises the following structure:

wherein:
R 5 is the spacer;
Pol is the polymer chain; and
R 6 is one of a hydrogen atom and a functional group.

5. The benzoxazine-functionalized diene-based elastomer of claim 1 wherein the polymer chain has one or more of:
i) between 15 and 25,000 repeat units; or
ii) a weight average molecular weight which is within a range of 1000 g/mol to 1,500,000 g/mol.

6. The benzoxazine-functionalized diene-based elastomer of claim 3 wherein the benzoxazine-functionalized diene-based elastomer comprises the following structure:

wherein:
R 5 is the spacer;
X, y, and z are integers or zero, and wherein at most two of x, y, and z may be zero; and
R 6 is a hydrogen atom or a functional group.

7. The benzoxazine-functionalized diene-based elastomer of claim 4 wherein R 6 is a functional group selected from the group consisting of: silane containing groups, siloxane containing groups, secondary amine groups, and silicon tetrachloride derivatives.

8. The benzoxazine-functionalized diene-based elastomer of claim 1 wherein the majority of bonds along the spacer are single bonds.

9. The benzoxazine-functionalized diene-based elastomer of claim 1 wherein the conjugated diolefin monomer is selected from the group consisting of 1,3-butadiene, isoprene, 1,3-pentadiene, 1,3-hexadiene, 2,3-dimethyl-1,3-butadiene, 2-ethyl-1,3-butadiene, 2-methyl-1,3-pentadiene, 3-methyl-1,3-pentadiene, 4-methyl-1,3-pentadiene, and 2,4-hexadiene.

10. A rubber composition comprising:
30 to 200 phr of a filler; and
10 to 100 phr of the benzoxazine-functionalized diene-based elastomer according to claim 1 .

11. An article of manufacture selected from a tire, a power transmission belt, a hose, a track, an air sleeve, and a conveyor belt, comprising the rubber composition according to claim 10 .

Assignees

• Goodyear Tire & Rubber
• Luxembourg Institute Of Science And Tech

Inventors

• Weydert Marc
• Balko Suzanne Michelle
• Linhares Felipe Nunes
• Vicente Roberto Quintana
• Dieden Reiner
• Berthe Vincent

Classifications

• B60C2001/0033

  Compositions of the sidewall inserts, e.g. for runflat · CPC title

• B60C1/0008

  Compositions of the inner liner · CPC title

• B60C2001/005

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

• B60C2001/0058

  Compositions of the bead apexes · CPC title

• B60C1/0025

  Compositions of the sidewalls · CPC title