Use of oils with high concentrations of polyunsaturated fatty acids in plastics and surface coatings

Patent metadata

Field	Value
Publication number	US-9376580-B2
Application number	US-201414498547-A
Country	US
Kind code	B2
Filing date	Sep 26, 2014
Priority date	Sep 25, 2007
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

Oil compositions having a high concentration of polyunsaturated fatty acids are described for use in various applications including use as drying oils, in ink compositions and coating compositions. Oil compositions wherein the double bonds of the fatty acids are substantially epoxidized are described and used as plasticizers and thermal stabilizers for various halogenated polymer compositions.

First claim

What is claimed is:

1. A printed substrate, wherein the substrate comprises an ink or coating on at least one surface of the substrate, the ink or coating comprising an oil composition comprising either:
(a) at least about 7.5 wt. % stearidonic acid based upon the total weight of fatty acids in the oil composition;
or
(c) at least 20 wt. % gamma-linolenic acid based upon the total weight of fatty acids in the composition.

2. The printed substrate of claim 1 wherein the oil composition comprises at least about 7.5 wt. % stearidonic acid based upon the total weight of fatty acids in the oil composition.

3. The printed substrate of claim 1 wherein the oil composition comprises at least 20 wt. % gamma-linolenic acid based upon the total weight of fatty acids in the composition.

4. The printed substrate of claim 1 wherein the oil composition comprises at least 10 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds.

5. The printed substrate of claim 4 wherein the polyunsaturated fatty acid having four or more carbon-carbon double bonds comprises stearidonic acid.

6. The printed substrate of claim 1 wherein the oil composition comprises at least 15 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds.

7. The printed substrate of claim 6 wherein the polyunsaturated fatty acid having four or more carbon-carbon double bonds comprises stearidonic acid.

8. The printed substrate of claim 5 wherein the ink or coating comprises from about 30 wt. % to about 65 wt. % of the oil composition based on the total weight of the ink composition.

9. The printed substrate of claim 5 wherein the ink or coating further comprises from about 5 wt. % to about 30 wt. % of a pigment based on the total weight of the ink or coating composition.

10. The printed substrate of claim 5 wherein the ink or coating further comprises from about 15 wt. % to about 30 wt. % of a resin based on the total weight of the ink or coating composition.

11. A method of preparing the printed substrate of claim 1 comprising printing the ink or coating on at least one surface of the substrate.

12. The method of printing of claim 11 wherein the oil composition comprises at least about 7.5 wt. % stearidonic acid based upon the total weight of fatty acids in the oil composition.

13. The method of printing of claim 11 wherein the oil composition comprises at least 10 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds.

14. The method of printing of claim 13 wherein the polyunsaturated fatty acid having four or more carbon-carbon double bonds comprises stearidonic acid.

15. The method of printing of claim 11 wherein the oil composition comprises at least 15 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds.

16. The method of printing of claim 15 wherein the polyunsaturated fatty acid having four or more carbon-carbon double bonds comprises stearidonic acid.

17. The method of printing of claim 15 wherein the ink or coating comprises from about 30 wt. % to about 65 wt. % of the oil composition based on the total weight of the ink composition.

18. The method of printing of claim 15 wherein the ink or coating further comprises from about 5 wt. % to about 30 wt. % of a pigment based on the total weight of the ink or coating composition.

19. A method for coating a substrate comprising applying a coating composition to the substrate, wherein the coating composition comprises a drying oil composition comprising at least one polyunsaturated fatty acid having three or more carbon-carbon double bonds, and wherein the drying oil composition comprises either:
(a) at least 5.5 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds and at least 16.5 wt. % of linoleic acid based upon the total weight of fatty acids in the drying oil composition;
(b) at least 5.5 wt. % of at least one polyunsaturated fatty acid having four or more carbon-carbon double bonds, less than 14.5 wt. % of palmitic acid, and at least 3.5 wt. % linoleic acid based upon the total weight of fatty acids in the drying oil composition;
(c) at least 7.5 wt. % stearidonic acid based upon the total weight of fatty acids in the drying oil composition; or
(d) at least 20 wt. % gamma-linolenic acid based upon the total weight of fatty acids in the drying oil composition.

Assignees

• Monsanto Technology Llc

Inventors

• Morgenstern David A
• Makadia Vallabh
• Heise Jerald
• Calabotta Beth J
• Estep Joann
• Nissing Nicholas J

Classifications

• C09D11/38

  characterised by non-macromolecular additives other than solvents, pigments or dyes · CPC title

• Y10T428/31855

  Of addition polymer from unsaturated monomers · CPC title

• C08K5/09

  Carboxylic acids; Metal salts thereof; Anhydrides thereof · CPC title

• C09D7/1233

  Chemistry & Metallurgy · mapped topic

• Y10T428/31504

  Composite [nonstructural laminate] · CPC title