BIOBASED ALKYD RESIN AND PROCESS FOR MANUFACTURING SUCH AN ALKYD RESIN

• US 20150031828A1
• Filed: 02/01/2013
• Published: 01/29/2015
• Est. Priority Date: 02/02/2012
• Status: Active Grant

• Current Assignee: A Et A Mader, Roquette Freres
• Original Assignee: A Et A Mader, Roquette Freres
• Inventors: Roussel, Jol, Buffe, Clothilde, Crowther-Alwyn, Laura, Verraes, Arnaud
• Granted Patent: US 9,321,883 B2
• Time in Patent Office: Days
• US Class Current: 524/599
• CPC Class Codes: C08G 2150/00 Compositions for coatings
• CPC Class Codes: C08G 63/48 by unsaturated higher fatty oils or their acids; by resin acids
• CPC Class Codes: C08G 63/672 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C09D 167/08 Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
• CPC Class Codes: C09D 5/02 Emulsion paints including aerosols

Abstract

The object of a present invention is an alkyd resin as well as the method for preparing such a resin, said alkyd resin comprising:

• • a preferably biosourced, polyacid component or its preferably biosourced acid anhydride;
  • a first polyol component, preferably biosourced, having at least two hydroxyl groups;
  • a second biosourced polyol component having at least one 1,4:3,6-dianhydrohexitol unit; and
  • a component based on biosourced oil or its corresponding biosourced fatty acid.

Claims

1. An alkyd resin, comprising:

a polyacid component or its acid anhydride;

a first polyol component having at least two hydroxyl groups;

a second polyol component which is a biosourced polyol component having at least one 1,4;

3,6-dianhydrohexitol unit; and

a component based on biosourced oil or its biosourced corresponding fatty acid.

2. The alkyd resin according to claim 1, comprising less than 10% by moles, based on the total number of moles of the different components, of aromatic polyacid(s), cycloalkyl polyacid(s) or acid anhydride(s) of said polyacids.

4. The alkyd resin according to claim 1, wherein said at least one 1,4:

3,6-dianhydrohexitol unit is selected, alone or as a combination, from;

1,4;

3,6-dianhydro-D-sorbitol (isosorbide), 1,4;

3,6-dianhydro-D-mannitol (isomannide), and 1,4;

3,6-dianhydro-L-iditol (isoidide).

5. The alkyd resin according to claim 1, wherein the 1,4:

3,6-dianhydrohexitol units of the second polyol component account for at least 5% by moles of said alkyd resin.

6. The alkyd resin according to claim 1, wherein the polyacid component is selected, alone or as a combination, from:

succinic acid (C₄H₆O₄);

adipic acid (C₆H₁₀O₄);

itaconic acid (C₅H₆O₄), azelaic acid, sebacic acid, tartaric acid, citric acid, malic acid, and the acid anhydrides and/or their mixtures;

oligomers of a fatty acid of plant origin and a dimer or trimer of a fatty acid of plant origin.

9. The alkyd resin according to claim 1, wherein the first polyol component is selected from the following polyols, alone or as a combination:

pentaerythritol (C₅H₁₂O₄);

glycerol (C₃H₈O₃);

sorbitol (C₆H₁₄O₆);

erythritol (C₄H₁₀O₄).

11. The alkyd resin according to claim 1, wherein the component based on biosourced oil or its biosourced corresponding fatty acid is drying and/or semi-drying plant oils or their corresponding fatty acids selected from soyabean oils or fatty acids, sunflower oils or fatty acids, flax oils or fatty acids, tung oils or fatty acids, castor oils or fatty acids, tall oil fatty acids and/or mixtures thereof.

12. The alkyd resin according to claim 1, wherein it has an acid index of less than 20 mg KOH/g.

13. The alkyd resin according to claim 1, characterized in that it has an oil length comprised between 25% and 75% inclusive.

14. A composition comprising an alkyd resin according to claim 1, and a reactive diluent.

15. An aqueous emulsion of an alkyd resin comprising from 25% to 60% by weight of alkyd resin according to claim 1, and at least one emulsifying agent.

17. A paint formulation comprising an alkyd resin according to claim 1.

18. A method for preparing an alkyd resin, according to claim 1, comprising a step for polycondensation of starting components forming a reaction medium comprising at least one polyacid component or its acid anhydride, one first polyol component having at least 2 hydroxyl groups, a second polyol component comprising at least one 1,4:

3,6-dianhydrohexitol unit, a component based on biosourced oil or its biosourced corresponding fatty acid, said starting components being dynamically mixed continuously at a temperature comprised between 180°

C. and 240°

C. until formation of the alkyd resin.

19. The preparation method according to claim 18, wherein the reaction medium comprises less that 10% by moles, based on a total number of moles of the starting components, of aromatic polyacid(s), of cycloalkyl polyacid(s) or acid anhydride(s) of said polyacids.

23. The preparation method according to claim 18, wherein the temperature of the reaction medium during the polycondensation step is maintained for at least two hours between 180°

C. and 240°

C. until an acid index of less than 20 mg KOH/g of alkyd resin is attained.

24. The preparation method of an aqueous emulsion of the alkyd resin according to claim 1, comprising the following steps:

a first step during which said alkyd resin is heated to a temperature greater than or equal to 40°

C. in order to form a mixture A, with stirring;

a second step during which a stabilising agent is mixed with water, by heating to a temperature greater than or equal to 40°

C. in order to form a mixture B;

a third step during which said mixture A is incorporated in to said mixture B, with strong stirring, necessary by means of a device including a stirring blade rotating between 5,000 revolutions/min and 8,000 revolutions/min, for at least one minute in order to obtain the emulsion of said alkyd resin.

25. The alkyd resin according to claim 1, wherein it has an acid index of less than 15 mg KOH/g.

26. The alkyd resin according to claim 1, characterized in that it has an oil length comprised between 40% and 65% inclusive.

27. A composition comprising an alkyd resin according to claim 1, and a reactive biosourced diluent.

28. An aqueous emulsion of an alkyd resin comprising from 25% to 60% by weight of the composition according to claim 27, and at least one emulsifying agent.

29. A paint formulation comprising an aqueous emulsion according to claim 15.

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