Pressure sensitive adhesives based on renewable resources, UV curing and related methods

Patent metadata

Field	Value
Publication number	US-9453151-B2
Application number	US-201213706299-A
Country	US
Kind code	B2
Filing date	Dec 5, 2012
Priority date	Apr 9, 2012
Publication date	Sep 27, 2016
Grant date	Sep 27, 2016

Abstract

One embodiment is a pressure sensitive adhesive label or tape that comprises a facestock, and a pressure sensitive adhesive composition disposed on the facestock and the pressure sensitive adhesive composition includes a product made from reacting an epoxidized naturally occurring oil or fat with a dimer acid. Another embodiment of the invention is a method that comprises reacting an epoxidized naturally occurring oil or fat with a dimer acid to form a PSA precursor; coating the PSA precursor onto a carrier and curing the PSA precursor via UV radiation to form a pressure sensitive adhesive.

First claim

What is claimed is:

1. A method comprising:
reacting an epoxidized naturally occurring oil or fat with at least one dimer acid to form a pressure sensitive adhesive precursor at an elevated temperature for a given period of time;
mixing a photoacid generator with the PSA precursor to form an intermediate product;
applying the intermediate product onto a carrier;
UV radiation curing the intermediate product to form a PSA; and
thermally post curing the PSA at a post curing temperature for a period of less than about 2 minutes.

2. The method of claim 1 wherein the naturally occurring oil or fat is selected from the group consisting of soybean oil, palm oil, olive oil, corn oil, canola oil, linseed oil, rapeseed oil, castor oil, coconut oil, cottonseed oil, palm kernel oil, rice bran oil, safflower oil, sesame oil, sunflower oil, tall oil, lard, tallow, fish oil and fats and oils from algae.

3. The method of claim 1 , wherein the reacting step is conducted in a batch or a fed-batch fashion.

4. The method of claim 1 , wherein the post curing is conducted using hot rollers.

5. The method of claim 1 , further comprising adding at least one component selected from the group consisting of monoepoxides, monoacids, polyols, biobased polyols, UV enhancers, and catalysts to form the pressure sensitive adhesive precursor.

6. The method of claim 5 , wherein the at least one additional component is a biobased polyol derived from castor oil.

7. The method of claim 1 , further comprising adding at least one enhancer selected from the group consisting of crosslinkers, catalyst, co-initiators tackifiers, UV absorber, UV enhancer, and UV sensitizers to form the pressure sensitive adhesive precursor.

8. The method of claim 7 , wherein the at least one enhancer is selected from the group consisting of methyltriethoxysilane, tetraethyl orthosilicate, 1,4-cyclohexanedimethanol diglycidyl ether, pentaerythritol, tetra (ethylene glycol dimethyl ether), bis(2,4,6-trimethylbenzoyl)-phenylphosphineoxide(IRGACURE 819), acetophenone, benzophenone, anthracene, and isopropyl-9H-thioxanthen-9-one (ITX).

9. The method of claim 1 , further comprising adding a multifunctional molecule comprising at least one of hydroxyl, carboxylate, thiol, vinyl ether, silane, siloxane or epoxy functionalities to form the pressure sensitive adhesive precursor.

10. The method of claim 9 , wherein the multifunctional molecule is selected from the group consisting of methyltriethoxysilane, tetraethyl orthosilicate, 1,4-cyclohexanedimethanol diglycidyl ether, pentaerythritol, and tetra(ethylene glycol dimethyl ether) and its derivatives.

11. The method of claim 1 , wherein the UV radiation curing is performed in the presence of a cationic photoinitiator.

12. The method of claim 1 , wherein the PSA has gel content of from 20% to 84%.

Assignees

• Avery Dennison Corp

Inventors

• Koch Carol A
• Pathak Srikant

Classifications

• C08J2391/00

  Characterised by the use of oils, fats or waxes; Derivatives thereof · CPC title

• C09J7/35

  Heat-activated · CPC title

• C09J163/00 Primary

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title

• C08J7/08

  Heat treatment · CPC title

• C09J7/381

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