Ultra-violet curable adhesive

Patent metadata

Field	Value
Publication number	US-9120958-B2
Application number	US-201213816988-A
Country	US
Kind code	B2
Filing date	Jul 31, 2012
Priority date	Jul 31, 2012
Publication date	Sep 1, 2015
Grant date	Sep 1, 2015

Abstract

An adhesive may be formulated with a functional component that reacts in the presence of ultraviolet light with a neighboring functional component to form a nonreversible bond therebetween. The functional component may include at least one —C═C— functional group that is able to undergo dimerization with a neighboring component. A method for making the adhesive includes covalently bonding the functional component to a support polymer, wherein the functional component may be covalently bonded to the support polymer by a linking molecule. A kit containing the adhesive and an ultraviolet light source is also provided.

First claim

What is claimed is:

1. An ultraviolet curable adhesive composition comprising;
components of formula
R-(L-X) n ,

wherein:
n is greater than or equal to 1;
R comprises a macromolecular polymer selected from the group consisting of cellulose, lignin, hemi-cellulose, chitin, dextran, starch, glycogen, pectin, inulin, and derivatives thereof and combinations thereof;
X comprises a heterocyclic compound comprising a functional group capable of dimerization with a neighboring X when exposed to ultraviolet light of an intensity sufficient for dimerization of the functional groups; and
L comprises a linking component for covalently bonding X to R.

2. The adhesive of claim 1 , wherein the functional group comprises at least one —C═C—.

3. The adhesive of claim 2 , wherein X comprises at least one of a diazine, diazine derivatives, and combinations thereof.

4. The adhesive of claim 2 , wherein X comprises at least one of pyridine, pyrazine, pyrimidine, pyridazine, and derivatives thereof and combinations thereof.

5. The adhesive of claim 1 , wherein X comprises at least one of thymine, uracil, cytosine, and derivatives thereof and combinations thereof.

6. The adhesive of claim 1 , wherein the adhesive has a fluidity prior to curing and a pliability after curing, the substantially linear molecular constituent has a length, and the length provides:
a correlated degree of fluidity to the pre-cured adhesive with longer length providing decreased fluidity; and
a correlated degree of pliability to the cured adhesive with longer length providing increased pliability.

7. An ultraviolet curable adhesive composition comprising components of formula
R-(L-X) n ,

wherein:
n is greater than or equal to 1;
R comprises a macromolecular polymer;
X comprises a heterocyclic compound comprising a functional group capable of dimerization with a neighboring X when exposed to ultraviolet light of an intensity sufficient for dimerization of the functional groups; and
L is a linking component for covalently bonding X to R, and L comprises at least one of substituted or unsubstituted linear alkenyls, and substituted or unsubstituted linear polyethers.

8. The adhesive of claim 7 , wherein L comprises at least one of polyoxymethylene, polyoxyethylene, polyoxypropylene, polytetrahydrofuran, and derivatives thereof and combinations thereof.

9. The adhesive of claim 8 , wherein:
X comprises at least one of thymine, uracil, cytosine, and derivatives thereof and combinations thereof;
R comprises at least one of cellulose, hemicellulose, lignin, and derivatives thereof and combinations thereof; and
L comprises —[CH 2 CH 2 O] m — wherein m≧1.

10. The adhesive of claim 7 , wherein:
the adhesive has a fluidity and a pliability; and
each L comprises at least one of —[CH 2 O] m —, —[CH 2 CH 2 O] m —, —[CH 2 CH 2 CH 2 O] m —, and —[CH 2 CH 2 CH 2 CH 2 O] m —, and combinations thereof, wherein m≧1, and increasing m correlates to decreased fluidity and increased pliability.

11. The adhesive of claim 7 , wherein L comprises —[CH 2 CH 2 O] m — wherein m is greater than or equal to 1 and less than or equal to about 50.

12. The adhesive of claim 1 , further comprising a preservative mixed with the components of formula R-(L-X) n , wherein the preservative comprises at least one of sodium benzoate and potassium benzoate, and the adhesive comprises about 0.1 wt % of the preservative.

13. An ultraviolet curable adhesive composition comprising components of formula
R-(L-X) n ,

wherein:
n is greater than or equal to 1;
R comprises at least one of cellulose, hemicellulose, lignin, and derivatives thereof and combinations thereof;
L is a linking component for covalently bonding X to R and comprises —O—C(O)O—(CH 2 CH 2 O) m —CH 2 CH 2 —, wherein m≧1; and
X comprises at least one of thymine, uracil, cytosine, and derivatives thereof and combinations thereof.

14. The adhesive of claim 13 , wherein the components of formula R-(L-X) n are

wherein:
m≧1; and
R 1 comprises trifluoromethyl, nitro, cyano, C 1 -C 20 alkyl, aryl, F, Cl, Br, I, C 1 -C 20 alkyl ether, C 1 -C 20 alkyl ester, benzyl halide, benzyl ether, aryl ether, hydroxyl, alkoxyl, amino, alkylamino, and dialkylamino.

15. The adhesive of claim 13 , wherein the components of formula R-(L-X) n are

wherein:
m≧1; and
R 1 comprises trifluoromethyl, nitro, cyano, C 1 -C 20 alkyl, aryl, F, Cl, Br, I, C 1 -C 20 alkyl ether, C 1 -C 20 alkyl ester, benzyl halide, benzyl ether, aryl ether, hydroxyl, alkoxyl, amino, alkylamino, and dialkylamino.

16. The adhesive of claim 13 , wherein the components of formula R-(L-X) n are

wherein:
m≧1; and
R 1 comprises trifluoromethyl, nitro, cyano, C 1 -C 20 alkyl, aryl, F, Cl, Br, I, C 1 -C 20 alkyl ether, C 1 -C 20 alkyl ester, benzyl halide, benzyl ether, aryl ether, hydroxyl, alkoxyl, amino, alkylamino, and dialkylamino.

17. The adhesive of claim 13 , wherein the components of formula R-(L-X) n are

Assignees

• Brizius Glen Leon
• Empire Technology Dev Llc

Inventors

• Brizius Glen Leon

Classifications

• C08F299/02 Primary

  from unsaturated polycondensates · CPC title

• C09J151/02

  grafted on to polysaccharides · CPC title

• C09J197/005 Primary

  Lignin · CPC title

• C09J151/08

  grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title