# US 2014/0154516 A1 · Adhesives derived from agricultural proteins

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- Number: US 2014/0154516 A1
- Document ID: US20140154516A1
- Status: Published application
- Kind: A1
- Application number: 14/126,321
- Filed: 2012-06-18
- Published: 2014-06-05
- Earliest claimed: 2011-06-17
- Assignees: The Governors of the University of Alberta
- Inventors: Jianping Wu; Chanchan Wang
- Web page: https://patentgrep.com/patent/US20140154516A1

## CPC

- C08F 289/00: Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
- B32B 21/08: of synthetic resin
- C08H 1/00: Macromolecular products derived from proteins (food proteins A23; glue, gelatine C09H)
- C08L 97/02: Lignocellulosic material, e.g. wood, straw or bagasse {(manufacture of articles made from lignocellulosic material by dry processes B27N)}
- C09H 3/00: Isolation of glue or gelatine from raw materials, e.g. by extracting, by heating (gelatine for foodstuffs A23J1/10)
- C09J 151/08: grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C09J 189/00: Adhesives based on proteins; Adhesives based on derivatives thereof
- C09J 189/04: Products derived from waste materials, e.g. horn, hoof or hair
- C08F 283/04: on to polycarbonamides, polyesteramides or polyimides {(C08F283/004 takes precedence)}
- Y10T 428/31515: As intermediate layer
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08H: DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS (polysaccharides C08B; natural rubber C08C; natural resins or their derivatives C09F; bituminous materials C10)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09H: PREPARATION OF GLUE OR GELATINE
- 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)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The invention is directed to adhesives derived from animal or plant proteins, particularly canola and spent hen proteins. The adhesives are prepared by extracting the proteins by pH shifting; and either treating the extracted proteins with urea or sodium dodecyl sulfate, or polymerizing the proteins to form a protein-polymer conjugate. The invention is also directed to a wood based product comprising pieces of wood based material joined or consolidated with the adhesives.

## Claims

### Claim 1

A method for preparing an adhesive derived from animal or plant proteins, comprising the steps of:
a) extracting a protein fraction from an animal or plant product by pH shifting; and
b) denaturing the extracted protein fraction; or
c) forming a protein-polymer conjugate with the extracted protein fraction and a polymerizable monomer.

### Claim 2 (depends on 1)

The method of claim 1, wherein the animal product comprises spent hen meat.

### Claim 3 (depends on 2)

The method of claim 2, wherein step (a) comprises diluting spent hen meat, followed by filtration and centrifugation to obtain a myofibrillar layer.

### Claim 4 (depends on 3)

The method of claim 3, wherein the pH of the myofibrillar layer is adjusted to alkaline.

### Claim 5

(canceled)

### Claim 6 (depends on 3)

The method of claim 3, wherein a protein fraction is precipitated by adjusting the pH of the middle layer to an acidic pH following an incubation period at the alkaline pH.

### Claim 7

(canceled)

### Claim 8 (depends on 6)

The method of claim 6, further comprising the step of centrifuging to recover spent hen protein, followed by freeze-drying.

### Claim 9 (depends on 1)

The method of claim 1, wherein the plant product is canola meal.

### Claim 10 (depends on 9)

The method of claim 9, wherein step (a) comprises adjusting the pH of diluted defatted canola meal to acidic.

### Claim 11

(canceled)

### Claim 12 (depends on 10)

The method of claim 10, wherein the solution is centrifuged to obtain a first precipitate.

### Claim 13 (depends on 12)

The method of claim 12, further comprising the step of adjusting the pH of diluted precipitate to alkaline, followed by centrifugation to obtain a supernatant.

### Claim 14

(canceled)

### Claim 15 (depends on 13)

The method of claim 13, further comprising the step of adjusting the pH of the supernatant to acidic, followed by centrifugation to obtain a second precipitate.

### Claim 16

(canceled)

### Claim 17 (depends on 17)

The method of claim 17, wherein the canola protein is freeze-dried.

### Claim 18 (depends on 1)

The method of claim 1, wherein in step (b), the extracted protein fraction is denatured with sodium hydroxide, urea, or sodium hydroxide sulphate.

### Claim 19 (depends on 18)

The method of claim 18, wherein the extracted protein fraction is denatured with urea, having a concentration of about 1 M to about 8 M.

### Claim 20

(canceled)

### Claim 21 (depends on 1)

The method of claim 1, wherein the extracted protein fraction is reacted with a polymerizable monomer to form a protein-polymer conjugate.

### Claim 22 (depends on 21)

The method of claim 21, wherein the monomer is glycidyl methacrylate.

### Claim 23 (depends on 22)

The method of claim 22, comprising the use of an initiator, such as ammonium persulfate.

### Claim 24

An adhesive composition comprising spent-hen or canola protein, which protein modified by reaction with a polymerizable monomer comprising a methacrylate.

### Claim 25

(canceled)

### Claim 26 (depends on 24)

A wood based product comprising pieces of wood based material joined or consolidated with the adhesive of claim 24.

### Claim 27

(canceled)
