# US 2019/0375911 A1 · Rubber-metal adhesion promoter, rubber composition, and tire

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- Number: US 2019/0375911 A1
- Document ID: US20190375911A1
- Status: Published application
- Kind: A1
- Application number: 16/549,201
- Filed: 2019-08-23
- Published: 2019-12-12
- Earliest claimed: 2014-09-12
- Assignees: DIC Corporation; National University Corporation, Iwate University
- Applicants: DIC Corporation; National University Corporation, Iwate University
- Inventors: Shujiro Otsuki; Takayuki Odashima; Hidetoshi Hirahara
- Web page: https://patentgrep.com/patent/US20190375911A1

## CPC

- C08K 5/098: Metal salts of carboxylic acids
- B60C 1/00: Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C 9/0007: {Reinforcements made of metallic elements, e.g. cords, yarns, filaments or fibres made from metal}
- C07C 53/124: Acids containing four carbon atoms
- C07C 53/128: the carboxylic group being bound to a carbon atom bound to at least two other carbon atoms, e.g. neo-acids
- C08K 5/52: Phosphorus bound to oxygen only
- C08K 5/55: Boron-containing compounds {(C08K5/0091 takes precedence)}
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A rubber-metal adhesion promoter characterized by including: a metal salt (1) of a carboxylic acid which is a metal salt of an aliphatic carboxylic acid having 2 to 25 carbon atoms and in which the metal is bismuth, copper, antimony, silver or niobium; or a compound (2) represented by the following general formula (A): [wherein Z represents a structure selected from the following formulae (z-1) to (z-4); M represents bismuth, copper, antimony, silver or niobium; (RCOO) represents a residue of an aliphatic carboxylic acid having 2 to 25 carbon atoms; and x represents the valence of M minus 1].

## Claims

### Claim at position 1

1-13. (canceled)

### Claim 14

A method of adhering rubber and metal comprising applying a rubber-metal adhesion promoter to a rubber component or a metal component or both and vulcanizing the rubber to adhere the rubber component and the metal component;
wherein the rubber-metal adhesion promoter comprises:
a metal salt (1) of a carboxylic acid which is a metal salt of an aliphatic carboxylic acid having 2 to 25 carbon atoms and in which the metal is bismuth, copper, antimony, silver or niobium; or
a compound (2) represented by the following general formula (A):
[Chemical Formula 1]
[(RCOO)xMO]3Z (A)
wherein Z represents a structure selected from the following formulae (z-1) to (z-4);
wherein M represents bismuth, copper, antimony, silver or niobium; (RCOO) represents a residue of an aliphatic carboxylic acid having 2 to 25 carbon atoms; and x represents an integer of {(valence of M)−1}.

### Claim 15 (depends on 14)

The method of adhering rubber and metal according to claim 14, wherein the wherein said metal salt (1) of the carboxylic acid is included, and the metal in the metal salt (1) of the carboxylic acid is bismuth or copper.

### Claim 16 (depends on 14)

The method of adhering rubber and metal according to claim 14,
wherein said metal salt (1) of the carboxylic acid is included, and
the aliphatic carboxylic acid in the metal salt (1) of the carboxylic acid is an aliphatic monocarboxylic acid or an aliphatic dicarboxylic acid.

### Claim 17 (depends on 16)

The method of adhering rubber and metal according to claim 16,
wherein the aliphatic carboxylic acid in said metal salt (1) of the carboxylic acid is a saturated aliphatic monocarboxylic acid having 2 to 20 carbon atoms.

### Claim 18 (depends on 17)

The method of adhering rubber and metal according to claim 17,
wherein the carboxylic acid in said metal salt (1) of the carboxylic acid is 2-ethylhexanoic acid, neodecanoic acid, hexadecanoic acid or octadecanoic acid.

### Claim 19 (depends on 14)

The method of adhering rubber and metal according to claim 14,
wherein said compound (2) is included, and
M in the compound (2) is bismuth or copper.

### Claim 20 (depends on 14)

The method of adhering rubber and metal according to claim 14,
wherein said compound (2) is included, and
Z in the compound (2) is a structure represented by said formula (z-1).

### Claim 21 (depends on 14)

The method of adhering rubber and metal according to claim 14,
wherein said compound (2) is included, and
(RCOO) in the compound (2) is a residue of a saturated aliphatic monocarboxylic acid having 2 to 20 carbon atoms.

### Claim 22 (depends on 21)

The method of adhering rubber and metal according to claim 21,
wherein (RCOO) in said compound (2) is a residue of 2-ethylhexanoic acid, a residue of neodecanoic acid, a residue of hexadecanoic acid or a residue of octadecanoic acid.

### Claim 23 (depends on 14)

The method of adhering rubber and metal according to claim 14, wherein the metal component is a steel cord.

### Claim 24 (depends on 14)

The method of adhering rubber and metal according to claim 14, wherein the amount of rubber-adhesion promoter is 0.01 to 10 parts by mass with respect to 100 parts by mass of said rubber component.

### Claim 25

A method of producing a rubber composition for use in tires and belt conveyors comprising applying a rubber-metal adhesion promoter to a rubber component or a metal component or both and vulcanizing the rubber to produce the rubber composition;
wherein the rubber-metal adhesion promoter comprises:
a metal salt (1) of a carboxylic acid which is a metal salt of an aliphatic carboxylic acid having 2 to 25 carbon atoms and in which the metal is bismuth, copper, antimony, silver or niobium; or
a compound (2) represented by the following general formula (A):
[Chemical Formula 1]
[(RCOO)xMO]3Z (A)
wherein Z represents a structure selected from the following formulae (z-1) to (z-4);
wherein M represents bismuth, copper, antimony, silver or niobium; (RCOO) represents a residue of an aliphatic carboxylic acid having 2 to 25 carbon atoms; and x represents an integer of {(valence of M)−1}.

### Claim 26 (depends on 25)

The method of producing the rubber composition according to claim 25, wherein the wherein said metal salt (1) of the carboxylic acid is included, and the metal in the metal salt (1) of the carboxylic acid is bismuth or copper.

### Claim 27 (depends on 25)

The method of producing the rubber composition according to claim 25,
wherein said metal salt (1) of the carboxylic acid is included, and
the aliphatic carboxylic acid in the metal salt (1) of the carboxylic acid is an aliphatic monocarboxylic acid or an aliphatic dicarboxylic acid.

### Claim 28 (depends on 25)

The method of producing the rubber composition according to claim 25,
wherein said compound (2) is included, and
M in the compound (2) is bismuth or copper.

### Claim 29 (depends on 25)

The method of producing the rubber composition according to claim 25,
wherein said compound (2) is included, and
Z in the compound (2) is a structure represented by said formula (z-1).

### Claim 30 (depends on 25)

The method of producing the rubber composition according to claim 25,
wherein said compound (2) is included, and
(RCOO) in the compound (2) is a residue of a saturated aliphatic monocarboxylic acid having 2 to 20 carbon atoms.

### Claim 31 (depends on 25)

The method of producing the rubber composition according to claim 25, wherein the metal component is a steel cord.

### Claim 32 (depends on 25)

The method of producing the rubber composition according to claim 25, wherein the amount of rubber-adhesion promoter is 0.01 to 10 parts by mass with respect to 100 parts by mass of said rubber component.