Single layer autodepositable coating formulation

Patent metadata

Field	Value
Publication number	US-12180384-B2
Application number	US-202217571140-A
Country	US
Kind code	B2
Filing date	Jan 7, 2022
Priority date	Jul 12, 2019
Publication date	Dec 31, 2024
Grant date	Dec 31, 2024

Abstract

The present invention relates to an aqueous autodeposition composition comprising iron(II) ions, fluoride ions, at least one chain transfer agent and at least one dispersed organic binder component, wherein the organic binder component comprises at least one water-dispersible polymerizable (meth)acrylic acid component; and at least one acrylated mono- or diphosphate ester component.

First claim

What is claimed is:

1. An aqueous autodeposition composition comprising:
water;
fluoride ions;
iron(III) ions;
at least one chain transfer agent;
at least one organic binder component dispersed in the aqueous phase,

wherein the at least one organic binder component comprises at least one water-dispersible, polymerizable (meth) acrylic acid compound; and at least one acrylated phosphate ester compound, or a salt thereof, having the formula (I):

wherein, in formula (I), R 1 represents an optionally substituted vinyl group; R 2 represents a divalent hydrophobic group; and each R 3 is independently selected from the group consisting of H and a group having the formula (II); wherein at least one R 3 is present as the group of formula (II):

wherein, in formula (II), R 1 and R 2 are as defined in formula (I), and the composition has an epoxy equivalent weight less than 1.

2. The composition according to claim 1 , wherein R 1 , in formula (I), is selected from the group consisting of CH 2 ═CH—, CH 2 ═C(CH 3 )— and CH(COOH)═CH—.

3. The composition according to claim 1 , wherein the fluoride ions are present in an amount such that a molar ratio of fluoride ions to iron(III) ions amounts to at least 2:1.

4. The composition according to claim 1 , wherein the divalent hydrophobic group is selected from:
1) a polyoxyalkylene radical having the formula (III):

wherein, in formula (III), R 4 and R 5 are independently selected from the group consisting of H and methyl; and m and n independently represent an integer from 0 to 60, wherein 1≤m+n≤60; and
2) a linear alkoxy radical having the formula (IV):
—O—R 6 —  (IV)

wherein, in formula (IV), R 6 is a linear C2-C10 alkylene radical.

5. The composition according to claim 1 , wherein the water-dispersible (meth)acrylic acid compound is selected from the group consisting of (meth)acrylic acid (ester) oligomers and (meth)acrylic acid (ester) polymeric compounds.

6. The composition according to claim 1 , wherein the chain transfer agent is selected from the group consisting of: chain transfer agents used in ATRP processes; chain transfer agents used in RAFT processes; chain transfer agents used in SFRP processes; thiols; secondary alcohols; and halocarbons.

7. The composition according to claim 1 , wherein the chain transfer agent is selected from the group consisting of: dithioesters, thiocarbamates, xanthates; thiols; secondary alcohols; halocarbons and combinations thereof.

8. The composition according to claim 1 , wherein the chain transfer agent is selected from dodecyl mercaptan; (2,2,6,6-tetramethylpiperidin-1-yl)oxyl; tert-butyl alcohol and carbon tetrachloride.

9. The composition according to claim 1 , further comprising at least one polymerization initiator.

10. The composition according to claim 1 , further comprising at least one kind of particulate pigment material.

11. A method for autophoretic coating of a metal surface, wherein, at least in one step, a metal surface is contacted with the composition according to claim 1 .

12. A metallic substrate comprising at least one metal surface coated according to the method of claim 11 .

13. The composition according to claim 1 , wherein the epoxy equivalent weight is less than 0.1.

14. The composition according to claim 1 , wherein the epoxy equivalent weight is less than 0.01.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Dawidowski Ulrich
• Auweiler Nicole

Classifications

• C09D4/00

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• C08K3/16

  Halogen-containing compounds · CPC title

• C08F2438/03

  Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX] · CPC title

• C08F2438/02

  Stable Free Radical Polymerisation [SFRP]; Nitroxide Mediated Polymerisation [NMP] for, e.g. using 2,2,6,6-tetramethylpiperidine-1-oxyl [TEMPO] · CPC title

• C08F2438/01

  Atom Transfer Radical Polymerization [ATRP] or reverse ATRP · CPC title