# US 10,870,319 B2 · Pneumatic tire with post cure sealant layer

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- Number: US 10,870,319 B2
- Document ID: US10870319B2
- Status: Granted
- Kind: B2
- Application number: 15/987,966
- Filed: 2018-05-24
- Published: 2019-11-28
- Granted: 2020-12-22
- Earliest claimed: 2018-05-24
- Assignees: The Goodyear Tire & Rubber Company
- Applicants: The Goodyear Tire & Rubber Company
- Inventors: Andreas Frantzen; Frida Nzulu
- Web page: https://patentgrep.com/patent/US10870319B2

## CPC

- B29C 73/163: {Sealing compositions or agents, e.g. combined with propellant agents}
- B60C 19/122: {disposed inside of the inner liner}
- B29C 73/22: the article containing elements including a sealing composition, e.g. powder being liberated when the article is damaged
- B29D 30/0685: {Incorporating auto-repairing or self-sealing arrangements or agents on or into tyres (auto-repairing or self-sealing arrangements or agents B29C73/16; puncture preventing arrangements B60C19/12)}
- B60C 5/14: with impervious liner or coating on the inner wall of the tyre
- C08K 3/22: of metals
- C08K 5/053: Polyhydroxylic alcohols
- C08K 5/08: Quinones
- C08K 5/092: Polycarboxylic acids
- C08K 5/11: of acyclic polycarboxylic acids
- C08K 5/14: Peroxides
- C08K 5/17: Amines; Quaternary ammonium compounds
- C08L 7/02: Latex
- C08L 9/02: Copolymers with acrylonitrile
- C08L 9/06: Copolymers with styrene
- B29D 2030/0686: {Incorporating sealants on or into tyres not otherwise provided for; auxiliary operations therefore, e.g. preparation of the tyre}
- B29L 2030/00: Pneumatic or solid tyres or parts thereof {(conveyor belts B29L2031/7092; drive belts B29L2031/7094; fourdrinier belts B29L2031/733)}
- C08K 2003/2206: {of calcium, strontium or barium}
- C08K 2003/222: {Magnesia, i.e. magnesium oxide}
- C08K 2003/2296: {of zinc}
- B29C: SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING (making preforms B29B11/00; making laminated products by combining previously unconnected layers which become one product whose layers will remain together B32B37/00 - B32B41/00)
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- B29L: INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES

## Abstract

The present invention is directed to a method making a pneumatic tire, comprising the steps of: mixing a sealant composition comprising an elastomer, a filler, a diluent, a quinoid curing agent, an oxidant co-curative; and a cure modifier of formula 1: wherein R1 and R2 are independently H or C1 to C4 alkyl, or R1 and R2 taken together form a substituted or unsubstituted phenylene group; R3 and R4 are independently H, —NH2, C1 to C4 alkyl, or —OR5 where R5 is C1 to C4 alkyl, with the proviso that when R1 and R2 are taken together to form a substituted or unsubstituted phenylene group, R5 is C1 to C3 alkyl; applying the sealant composition to an inner surface of a cured tire; and curing the sealant composition.

## Claims

### Claim 1

A method making a pneumatic tire, comprising the steps of:
mixing a sealant composition comprising an elastomer, a filler, a diluent, a quinoid curing agent, an oxidant co-curative; and a cure modifier of formula 1:
wherein R1 and R2 are independently H or C1 to C4 alkyl, or R1 and R2 taken together form a substituted or unsubstituted phenylene group; R3 and R4 are independently H, —OH —NH2, C1 to C4 alkyl, or —OR5 where R5 is C1 to C4 alkyl, with the proviso that when R1 and R2 are taken together to form a substituted or unsubstituted phenylene group, R5 is C1 to C3 alkyl;
wherein the sealant composition further comprises a cure retarder selected from ethylene glycol, alkyl-substituted ethylene glycols, ethylene diamine, and alkyl-substituted ethylene diamines; and
applying the sealant composition to an inner surface of a cured tire; and curing the sealant composition.

### Claim 2 (depends on 1)

The method of claim 1, wherein the cure modifier is selected from the group consisting of phthalic acid, monoalkyl phthalates, dialkyl phthalates, phthalic acid monoamides, phthalic acid diamides, phthalaldehyde, and o-diacetylbenzene.

### Claim 3 (depends on 1)

The method of claim 1, wherein the cure modifier is selected from the group consisting of dimethyl phthalate, diethylphthalate, and dipropylphthalate.

### Claim 4 (depends on 1)

The method of claim 1, wherein the cure modifier is selected from the group consisting of maleic acid, monoalkyl maleates, dialkyl maleates, maleic acid monoamides, maleic acid diamides, citraconic acid, monoalkyl citraconate, dialkyl citraconates, citraconic acid monoamides, citraconic acid diamides, and 2-butenedial-2Z.

### Claim 5 (depends on 1)

The method of claim 1, wherein the cure modifier is selected from the group consisting of dimethylmaleate, diethylmaleate, dipropylmaleate, and dibutylmaleate.

### Claim 6 (depends on 1)

The method of claim 1, wherein the cure modifier is selected from the group consisting of trimellitic acid, monoalkyl trimellitates, dialkyltrimellitates, trialkyltrimellitates, hemimellitic acid, monoalkyl hemimellitates, dialky hemimellitates, trialkyl hemimellitates, pyromellitic acid, monoalkyl pyromellitates, dialkyl pyromellitates, trialkyl pyromellitates, and tetraalkyl pyromellitates.

### Claim 7 (depends on 1)

The method of claim 1, wherein the elastomer is selected from the group consisting of butyl rubber, halogenated butyl rubber, EPDM, styrene-butadiene rubber, acrylonitrile-butadiene rubber, acrylonitrile-butadiene-styrene rubber, polybutadiene, natural rubber, and synthetic polyisoprene.

### Claim 8 (depends on 1)

The method of claim 1, wherein the oxidant co-curative is selected from the group consisting of diaroyl peroxides, diacyl peroxides and peroxyesters.

### Claim 9 (depends on 1)

The method of claim 1, wherein the quinoid is selected from the group consisting of benzoquinone dioxime, p,p-di-benzoylquinone dioxime, and dibenzoyl-p-quinone dioxime.

### Claim 10 (depends on 1)

The method of claim 1, wherein the oxidant co-curative is benzoyl peroxide.

### Claim 11 (depends on 1)

The method of claim 1, wherein the diluent is a low molecular weight elastomer with a number average molecular weight Mn ranging from 200 to 5,000.

### Claim 12 (depends on 1)

The method of claim 1, wherein the sealant further comprises at least one of oil and resin.

### Claim 13 (depends on 1)

The method of claim 1, wherein the diluent is polyisobutylene.

### Claim 14 (depends on 1)

The method of claim 1, wherein the sealant composition further comprises from 1 to 10 phr of a metal oxide selected from zinc oxide, magnesium oxide, and calcium oxide.

### Claim 15 (depends on 1)

The method of claim 1, wherein the step of mixing comprises the steps of:
combining the oxidant co-curative and a portion of the diluent to form a component A;
combining the remaining ingredients to form a component B; and
mixing component A with component B to form the sealant composition.

### Claim 16 (depends on 1)

A pneumatic tire made by the method of claim 1.