# US 12,110,431 B2 · Adhesive composition and preparation method therefor

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- Number: US 12,110,431 B2
- Document ID: US12110431B2
- Status: Granted
- Kind: B2
- Application number: 17/254,018
- Filed: 2019-08-30
- Published: 2021-06-24
- Granted: 2024-10-08
- Earliest claimed: 2018-08-31
- Assignees: Cj Cheiljedang Corporation
- Applicants: Cj Cheiljedang Corporation
- Inventors: Ji Ho Hwang; Young Lyeol Yang; Chang Yub Oh; Chang Suk Lee; Kyung Su Na; Jun Ok Moon
- Web page: https://patentgrep.com/patent/US12110431B2

## CPC

- C08K 5/175: {containing COOH-groups; Esters or salts thereof}
- C09J 9/00: Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks (C09J7/00 takes precedence)
- C09J 4/00: Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16}
- C09J 7/255: {Polyesters}
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- 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

Provided is an adhesive composition including lysine, malic acid, and water, wherein the lysine and the malic acid are present in the form of an aqueous salt solution and do not form precipitates in the aqueous solution.

## Claims

### Claim 1

An adhesive composition comprising:
lysine, malic acid, and water,
wherein the lysine and the malic acid are present in the form of an aqueous salt solution and do not form precipitates in the adhesive composition,
wherein the mixing molar ratio of the lysine to the malic acid is in the range of 1:1.3 to 1:3.

### Claim 2 (depends on 1)

The adhesive composition of claim 1, wherein the precipitates are precipitates of lysine and malic acid.

### Claim 3 (depends on 1)

The adhesive composition of claim 1, wherein a mixing molar ratio of the lysine to the malic acid is adjusted such that precipitates of lysine and malic acid do not form in the adhesive composition.

### Claim 4 (depends on 3)

The adhesive composition of claim 3, wherein the mixing molar ratio of the lysine to the malic acid is in the range of 1:1.5 to 1:3.

### Claim 5 (depends on 1)

The adhesive composition of claim 1, wherein a solid content in the adhesive composition is 70 parts by weight or less based on a total weight of the adhesive composition.

### Claim 6 (depends on 1)

The adhesive composition of claim 1, wherein the sum of the respective contents of the lysine and the malic acid is in the range of 60 parts by weight to 100 parts by weight based on 100 parts by weight of the solid content in the adhesive composition.

### Claim 7 (depends on 1)

The adhesive composition of claim 1, further comprising at least one solvent selected from a primary alcohol, a polyhydric alcohol, a diol, and a triol.

### Claim 8 (depends on 7)

The adhesive composition of claim 7, wherein the solvent comprises: at least one monohydric alcohol selected from methanol, ethanol, butane-1-ol, pentane-1-ol, and hexadecane-1-ol; at least one polyhydric alcohol selected from ethane-1,2-diol, propane-1,2-diol, propane-1,2,3-triol, butane-1,3-diol, butane-1,2,3,4-tetraol, pentane-1,2,3,4,5-pentol, hexane-1,2,3,4,5,6-hexol, and heptane-1,2,3,4,5,6,7-heptol; at least one unsaturated aliphatic alcohol selected from prop-2-en-1-ol, 3,7-dimethylocta-2,6-dien-1-ol, and prop-2-yn-1-ol; at least one alicyclic alcohol selected from cyclohexane-1,2,3,4,5,6-hexol and 2-(2-propyl)-5-methylcyclohexane-1-ol; or a mixture thereof.

### Claim 9 (depends on 1)

The adhesive composition of claim 1, wherein precipitates do not form in the adhesive composition when the adhesive composition is stored at a temperature of −18° C. or higher than and less than 80° C. for 14 days or longer.

### Claim 10 (depends on 1)

The adhesive composition of claim 1, wherein a solid content in the adhesive composition is 0.1 part by weight to 63 parts by weight based on a total weight of the adhesive composition.

### Claim 11

A method of preparing an adhesive composition, the method comprising:
mixing lysine, malic acid, and water to prepare a mixture; and
stirring the mixture at a temperature of less than 80° C.,
wherein the respective contents of the lysine, the malic acid, and the water are adjusted such that precipitates of lysine and malic acid do not form in the adhesive composition, and a mixing molar ratio of the lysine to the malic acid in the range of 1:1.3 to 1:3.

### Claim 12 (depends on 11)

The method of claim 11, wherein the mixture further comprises at least one solvent selected from a primary alcohol, a polyhydric alcohol, a diol, and a triol.

### Claim 13 (depends on 1)

An adhesive product comprising the adhesive composition of claim 1.