Formulations containing pigment and filler

Patent metadata

Field	Value
Publication number	US-9938417-B2
Application number	US-201315105250-A
Country	US
Kind code	B2
Filing date	Dec 20, 2013
Priority date	Dec 20, 2013
Publication date	Apr 10, 2018
Grant date	Apr 10, 2018

Abstract

The invention relates to pigment- and/or filler-containing formulations, comprising one or more solids selected from the group of the pigments and fillers, and an emulsifier (EQ), which has the following formula: R 1 —N⊕(R 2 )(R 3 )(R 4 )X⊖(EQ), where: R 1 is a moiety that contains at least one aromatic group and at least one aliphatic group, has 15 to 40 carbon atoms, and contains at least one functional group selected from hydroxy groups, thiol groups, and primary or secondary amino groups and/or comprises at least one carbon-carbon multiple bond; R 2 , R 3 , and R 4 are, independently of each other, identical or different aliphatic moieties having 1 to 14 carbon atoms; and X⊖ stands for the acid anion of an organic or inorganic acid HX. The invention further relates to coating agents comprising said formulations, the use of said formulations to produce electrocoats, and conductive substrates coated with said coating agent compositions.

First claim

The invention claimed is:

1. A pigment- and/or filler-containing formulation, comprising one or more solids selected from the group of the pigments and fillers, and at least one emulsifier (EQ), which has the following formula:
R 1 —N⊕(R 2 )(R 3 )(R 4 )X⊖(EQ),

where:
R 1 is a moiety that contains at least one aromatic group and at least one aliphatic group, has 15 to 40 carbon atoms, and contains at least one functional group selected from the group consisting of hydroxy groups, thiol groups, primary amino groups, secondary amino groups, at least one carbon-carbon multiple bond, and mixtures thereof; and wherein the moiety R 1 — has the structure Gr ali1 -Gr arom -Gr ali2 , where Gr arom stands for an aromatic group and Gr ali1 stands for a first aliphatic group and Gr ali2 stands for a second aliphatic group and wherein Gr ali1 is linear, unsubstituted, and heteroatom-free and has one to three carbon-carbon double bonds, Gr arom is a phenylene or naphthylene group and Gr ali2 is linear, bears a hydroxy group in the beta position to the nitrogen atom in the general formula of the emulsifier (EQ) and additionally contains O as a heteroatom, in the form of an ether group;
R 2 , R 3 , and R 4 are, independently of each other, identical or different aliphatic moieties having 1 to 14 carbon atoms; and
X⊖ is an acid anion of an organic or inorganic acid HX.

2. The pigment- and/or filler-containing formulation according to claim 1 , wherein the moiety R 1 has at least one carbon-carbon multiple bond in the aliphatic group Gr ali1 .

3. The pigment- and/or filler-containing formulation according to claim 1 , wherein the moiety R 1 has at least one functional group selected from the group consisting of hydroxy groups, thiol groups, primary amino groups, and secondary amino groups in the aliphatic group Gr ali2 .

4. The pigment- and/or filler-containing formulation according to claim 3 , wherein the moiety R 1 has, in the aliphatic group Gr ali2 , at least one functional group selected from the group consisting of hydroxy groups, thiol groups, primary amino groups, and secondary amino groups in the beta position to the nitrogen atom of the general formula of the emulsifier (EQ) according to claim 1 .

5. The pigment- and/or filler-containing formulation according to claim 1 , wherein at least two of the moieties R 1 , R 2 , R 3 , and R 4 bear a functional group selected from the group consisting of hydroxy groups, thiol groups, primary amino groups, and secondary amino groups.

6. The pigment- and/or filler-containing formulation according to claim 5 , wherein in addition to bearing at least one of the hydroxy groups, thiol groups, primary amino groups and secondary amino groups, the moieties R 2 , R 3 , and/or R 4 bear at least one other functional group selected from ether groups, ester groups, and amide groups.

7. The pigment- and/or filler-containing formulation according to claim 1 , wherein X⊖ is the acid anion of an acid HX that is selected from the group of non-hydroxy-functional carboxylic acids and monohydroxy-functional carboxylic acids.

8. The pigment- and/or filler-containing formulation according to claim 1 , wherein a mixture of different emulsifiers (EQ) is used, in which more than 50 mol % of the moiety R 1 contains carbon-carbon multiple bonds.

9. The pigment- and/or filler-containing formulation according to claim 1 further comprising a polymer selected from the group of a polymerization polymer, a polycondensation polymer, and a polyaddition polymer.

10. The pigment- and/or filler-containing formulation according to claim 9 , wherein the polymer is an epoxy-amine adduct or an acrylic resin.

11. The pigment- and/or filler-containing formulation according to claim 1 , further comprising a cross-linking agent selected from the group consisting of blocked polyisocyanates, aminoplast resins, and tris(alkoxycarbonylamino) triazines.

12. An aqueous preparation comprising a pigment- and/or filler-containing formulation according to claim 1 .

13. The aqueous preparation according to claim 12 , containing at least one resin system curable thermally or by exposure to radiation.

14. The aqueous preparation according to claim 13 , wherein the aqueous preparation is a cathodically depositable electrocoat composition.

15. The aqueous preparation according to claim 14 , comprising a cross-linking catalyst.

16. The aqueous preparation according to claim 12 , wherein the aqueous preparation contains at least 30 ppm bismuth in a dissolved form, relative to the total preparation.

17. The aqueous preparation according to claim 12 cathodically electrocoated onto a metal substrate.

18. The aqueous preparation according to claim 17 , wherein the metal substrate is an aluminum substrate.

19. A method for cathodically electrocoating electrically conductive substrates, wherein an aqueous composition according to claim 12 is used as an electrocoat onto an electrically conductive substrate.

20. The method according to claim 19 , wherein the electrocoat is deposited in two stages, and, in the first stage, a voltage in the range of 10 to 50 V is applied, and in the second stage, a voltage in the range of 50 to 400 V is applied, under the condition that the voltage in the second stage is at least 10 V higher than the voltage applied in the first stage, and that the voltage in each of the two stages is maintained in the relevant range for at least 10 seconds.

21. An electrically conductive substrate, coated according to the method of claim 19 .

22. The electrically conductive substrate according to claim 21 , wherein the electrically conductive substrate is a metallic substrate.

23. The electrically conductive substrate according to claim 22 , wherein the metallic substrate is an aluminum substrate.

24. The electrically conductive substrate according to claim 21 , wherein the coating is hardened.

25. The electrically conductive substrate according to claim 21 , wherein the substrate is an automobile body or a part thereof.

26. Use of an emulsifier (EQ) having the following formula:
R 1 —N⊖(R 2 )(R 3 )(R 4 )X⊖(EQ),

where:
R 1 is a moiety that contains at least one aromatic group and at least one aliphatic group, has 15 to 40 carbon atoms, and contains at least one functional group selected from the group consisting of hydroxy groups, thiol groups, primary amino groups, secondary amino groups, at least one carbon-carbon multiple bond, and mixtures thereof; and wherein the moiety R 1 — has the structure Gr ali1 -Gr arom -Gr ali2 , where Gr arom stands for an aromatic group and Gr ali1 stands for a first aliphatic group and Gr ali2 stands for a second aliphatic group and wherein Gr ali1 is linear, unsubstituted, and heteroatom-free and has one to three carbon-carbon double bonds, Gr arom is a phenylene or naphthylene group and Gr ali2 is linear, bears a hydroxy group in the beta position to the nitrogen atom in the general formula of the emulsifier (EQ) and additionally contains O as a heteroatom, in the form of an ether group;
R 2 , R 3 , and R 4 are, independently of each other, identical or different aliphatic moieties having 1 to 14 carbon atoms; and
X⊖ is an acid anion of an organic or inorganic acid HX,
in combination with a pigment and/or filler to produce a pigment- and/or filler-containing formulation.

27. An aqueous preparation comprising a pigment- and/or filler-co

Assignees

• Basf Coatings Gmbh
• Henkel Ag & Co Kgaa

Inventors

• Markou Konstantinos
• Niegemeier Andreas
• Holtschulte Sabine
• Moebius Jerome

Classifications

• C09D5/4488

  Cathodic paints (C09D5/4403 - C09D5/4476 take precedence) · CPC title

• C25D13/12

  characterised by the article coated · CPC title

• C09D17/001 Primary

  in aqueous medium (C09D17/003, C09D17/004 take precedence) · CPC title

• C25D13/06

  with polymers {(not used, see C09D5/44)} · CPC title

• C09D5/4457

  containing special additives, e.g. pigments, polymeric particles · CPC title