ADDITIVES FOR CURABLE LIQUID COMPOSITIONS

• US 20120165435A1
• Filed: 12/20/2011
• Published: 06/28/2012
• Est. Priority Date: 12/28/2010
• Status: Active Grant

• Current Assignee: Dura Chemicals, Inc.
• Original Assignee: Dura Chemicals, Inc.
• Inventors: Santhanam, Raghu
• Granted Patent: US 9,976,054 B2
• Time in Patent Office: Days
• US Class Current: 524/88
• CPC Class Codes: C08K 5/0091 Complexes with metal-heteroatom-bonds
• CPC Class Codes: C09D 11/03 characterised by features other than the chemical nature of the binder
• CPC Class Codes: C09D 11/101 Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
• CPC Class Codes: C09D 167/08 Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids

Abstract

Transition metal complex siccatives are provided. Aspects of the siccatives include a transition metal complexed with a cyclic tetradentate ligand. Aspects of the invention further include compositions that include the siccatives, as well as methods of making and using the same. Aspects of the invention further include use of the siccatives as a catalyst in various syntheses.

Claims

1. A composition comprising a resin and a siccative, wherein the siccative comprises a transition metal and a porphyrin ligand.

2. The composition of claim 1, wherein the resin is an alkyd-based resin.

3. The composition of claim 2, wherein the resin comprises an unsaturated polyester prepared from a polyol, a polycarboxylic acid, and an unsaturated fatty acid.

4. The composition of claim 1, wherein the resin comprises a polyester or polyurethane and a crosslinkable media.

5. The composition of claim 4, wherein the crosslinkable media comprises a vinyl monomer.

6. The composition of claim 1, wherein the transition metal (M) is selected from Co, Mn, V, and Fe and the porphyrin ligand has the structure of formula (I)

7. A method for producing an air drying composition, the method comprising combining a siccative with a resin, wherein the siccative comprises a metal-porphyrin complex.

8. The method of claim 7, wherein the metal is a transition metal selected from Co(II), Co(III), V(II), V(III), Fe(II), Fe(III), Mn(II), Mn(III), Mn(IV), and combinations thereof.

9. The method of claim 7, wherein the siccative has the structure of formula (Ia)

10. The method of claim 7, wherein the resin comprises an unsaturated polymer prepared from a polyol, a polycarboxylic acid, and an unsaturated fatty acid.

11. The method of claim 7, wherein the resin is a thermosetting resin that comprises a polymer and a crosslinkable media.

12. The method of claim 11, wherein the crosslinkable media comprises a vinyl monomer selected from vinylbenzene, substituted vinylbenzene, methacrylate, and substituted methacrylate.

13. A method for forming a coating, the method comprising applying to a substrate an air-drying composition prepared according to the method of claim 7.

14. The method of claim 13, wherein the air drying composition is suitable for use as a paint, as an ink, or in a floor covering.

15. The method of claim 7, wherein the resin is prepared from a resin precursor, wherein the resin precursor comprises:

(a) a polyol;

(b) a compound selected from the group consisting of polycarboxylic acids and polyisocyanates; and

(c) a compound selected from the group consisting of unsaturated fatty acids and crosslinkable vinyl monomers.

16. The method of claim 7, wherein the air-drying composition comprises the resin in an amount from 1 to 90 wt %, and the siccative in an amount from 0.0001 to 1 wt %.

17. A method for oxidizing a reactant, the method comprising combining the reactant with an oxidative catalyst and an oxidant to form a reaction mixture under conditions effective to cause oxidation of the reactant, wherein the oxidative catalyst comprises a transition metal and a porphyrin ligand.

18. The method of claim 17, wherein the reaction mixture does not contain a cobalt compound.

19. The method of claim 17, wherein the reaction mixture does not contain a transition metal uncomplexed to a porphyrin ligand.

20. A composition comprising a resin precursor mixture and a metal-porphyrin complex.