# US 12,600,887 B2 · One-part adhesive for thermoplastic urethanes

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- Number: US 12,600,887 B2
- Document ID: US12600887B2
- Status: Granted
- Kind: B2
- Application number: 17/629,825
- Filed: 2020-07-24
- Published: 2022-08-25
- Granted: 2026-04-14
- Earliest claimed: 2019-07-25
- Assignees: Lord Corporation
- Applicants: LORD Corporation
- Inventors: Brian Carney
- Web page: https://patentgrep.com/patent/US12600887B2

## CPC

- C08L 75/04: Polyurethanes
- C09J 151/08: grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C08L 75/06: from polyesters
- C08L 75/08: from polyethers
- C09J 171/00: Adhesives based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09J159/00; based on epoxy resins C09J163/00; based on polythioether-ethers C09J181/02; based on polyethersulfones C09J181/06); Adhesives based on derivatives of such polymers
- C09J 179/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)

## Abstract

A one-part adhesive including a grafted phenoxy resin, a polymaleimide compound, an organic carbonate, and an optional silane adhesion promoter is described. More particularly, the grafted phenoxy resin includes carboxylic acid and acrylate ester functionality. Methods of using adhesives to bond a thermoplastic urethane to a rigid substrate, e.g., in an injection or compression molding process, are also described.

## Claims

### Claim 1

A one-component curable adhesive consisting of: (A) a grafted phenoxy resin, (B) a polymaleimide compound, (C) an organic carbonate, and (D) a silane adhesion promoter, wherein the grafted phenoxy resin comprises carboxylic acid and/or ester functionality and wherein the silane adhesion promoter comprises an epoxy functional silane.

### Claim 2 (depends on 1)

The adhesive of claim 1, wherein the grafted phenoxy resin comprises a phenoxy resin grafted with methacrylic acid and/or methyl methacrylate.

### Claim 3 (depends on 1)

The adhesive of claim 1, wherein the ester functionality comprises a —COOCH3 moiety.

### Claim 4 (depends on 1)

The adhesive of claim 1, wherein the organic carbonate comprises propylene carbonate.

### Claim 5 (depends on 1)

The adhesive of claim 1, wherein the organic carbonate comprises diphenyl carbonate.

### Claim 6 (depends on 1)

The adhesive of claim 1, disposed between a thermoplastic urethane and a metal substrate.

### Claim 7 (depends on 1)

The adhesive of claim 1, wherein the grafted phenoxy resin comprises about 10 to about 96 percent by weight based on the total of A+B+C.

### Claim 8 (depends on 1)

The adhesive of claim 1, wherein the polymaleimide compound comprises about 2 to about 75 weight percent based on the total of A+B+C.

### Claim 9 (depends on 1)

The adhesive of claim 1, wherein the organic carbonate comprises up to about 80 weight percent based on the total of A+B+C.

### Claim 10 (depends on 1)

The adhesive of claim 1, wherein the silane adhesion promoter comprises about 0.01 weight percent to about 10 weight percent based on the total of A+B+C+D.

### Claim 11 (depends on 1)

The adhesive of claim 1, employed to bond a liquid-introduced thermoplastic urethane to a rigid substrate in a mold.

### Claim 12 (depends on 1)

The adhesive of claim 1, wherein the grafted phenoxy resin comprises carboxylic acid functionality.

### Claim 13 (depends on 1)

The adhesive of claim 1, wherein the polymaleimide comprises a pre-solvated aromatic polymaleimide.

### Claim 14 (depends on 1)

The adhesive of claim 1, wherein the adhesive consists of (A) a grafted phenoxy resin wherein the grafted phenoxy resin comprises carboxylic acid functionality; (B) an aromatic polymaleimide, (C) propylene carbonate, and (D) an epoxy functional silane.

### Claim 15 (depends on 1)

A bonded assembly comprising a liquid introduced thermoplastic urethane bonded to a rigid substrate with a one-component adhesive of claim 1.

### Claim 16 (depends on 15)

The bonded assembly of claim 15, wherein the rigid substrate comprises at least one of polycarbonate, polyamide, stainless steel, and aluminum.

### Claim 17 (depends on 1)

A method of bonding two dissimilar materials in an injection or compression molding process comprising:
selecting a rigid substrate,
selecting a liquid introduced substrate, and
providing a one-component adhesive of claim 1.

### Claim 18

A one-component curable adhesive, wherein the adhesive consists of: (A) a grafted phenoxy resin, wherein the grafted phenoxy resin comprises carboxylic acid and/or ester functionality, (B) a polymaleimide compound, (C) an organic carbonate, (D) a silane adhesion promoter, wherein the silane adhesion promoter comprises an epoxy functional silane, and one or more of the group consisting of a solvent, a coloring agent, a plasticizer, a filler, and a rheology modifier.

### Claim 19 (depends on 18)

The adhesive of claim 18, wherein the adhesive consists of (A), (B), (C), (D), and a solvent, wherein the solvent comprises cyclohexanone.
