Coating material compositions and low-temperature-curable coatings produced therefrom, and use thereof

Patent metadata

Field	Value
Publication number	US-9951245-B2
Application number	US-201415023903-A
Country	US
Kind code	B2
Filing date	Aug 7, 2014
Priority date	Sep 23, 2013
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

The present invention relates to a nonaqueous coating material composition comprising at least one compound (A) having at least two amino groups and at least one oligomeric and/or polymeric compound (B) having at least two alkylidene-1,3-dioxolan-2-one groups. Compound (B) is obtained using at least one monomer (B1) of formula (I)

where R 1 -R 6 , A, X, Z, and Y are as set forth in the specification and at least two different comonomers (B2) and (B3) which are each different from the monomer (B1). The present invention further provides the coatings produced from these coating material compositions, and also the use thereof.

First claim

The invention claimed is:

1. A nonaqueous coating material composition, comprising
(A) at least one compound (A) having at least two amino groups, and
(B) at least one oligomeric and/or polymeric compound (B) having at least two alkylidene-1,3-dioxolan-2-one groups,
wherein the compound (B) is obtained by using
i. at least one monomer (B1) of formula (I)

where
R 1 , R 2 independently of one another are hydrogen, C 1 -C 6 alkyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl, C 5 -C 6 cycloalkyl, phenyl or phenyl-C 1 -C 4 alkyl;
R 3 is hydrogen, C 1 -C 6 alkyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl, C 5 -C 6 cycloalkyl, phenyl, or phenyl-C 1 -C 4 alkyl;
R 4 is hydrogen, C 1 -C 4 alkyl, CH 2 COOR 8 , phenyl or phenyl-C 1 -C 4 alkyl;
R 5 , R 6 independently of one another are hydrogen or C 1 -C 4 alkyl, or one R 5 and R 6 is optionally COOR 8 or CH 2 COOR 8 ;
A is a chemical bond or C 1 -C 4 alkanediyl;
X is O or NR 7 ;
Z is a chemical bond, PO 2 , SO 2 , or C═O;
Y is a chemical bond, CH 2 , or CHCH 3 ;
R 7 where present is C 1 -C 6 alkyl; and
R 8 where present is hydrogen or C 1 -C 6 alkyl;
and
ii. at least two different comonomers (B2) and (B3) which are each different from the monomer (B1).

2. The coating material composition as claimed in claim 1 , wherein R 1 and R 2 are each hydrogen or C 1 -C 6 alkyl, and/or wherein R 3 is hydrogen.

3. The coating material composition as claimed in claim 1 , wherein A is ethanediyl, X is O, Z is C═O, and Y is a chemical bond.

4. The coating material composition as claimed in claim 1 , wherein the compound (B) is obtained by using from 2 to 6 monoethylenically unsaturated comonomers (B2) to (B7), each of which is different from one another.

5. The coating material composition as claimed in claim 1 , wherein the comonomers different from (B1) are selected from the group consisting of a vinylaromatic compound, an ester of a monoethylenically unsaturated aliphatic monocarboxylic acid with an aliphatic alkanol, an ester of a monoethylenically unsaturated aliphatic monocarboxylic acid with a cycloaliphatic alkanol, and a mixture of at least two of these comonomers.

6. The coating material composition as claimed in claim 1 , wherein the comonomers different from (B1) are selected from the group consisting of an ester of a monoethylenically unsaturated aliphatic C3-C6 monocarboxylic acid with a C1-C8 alkanol, an ester of a monoethylenically unsaturated aliphatic C3-C6 monocarboxylic acid with a C5-C8 cycloalkanol, or a vinylaromatic hydrocarbon, or a mixture of at least 2 of these comonomers.

7. The coating material composition as claimed in claim 1 , wherein the comonomers used comprise a mixture of a vinylaromatic hydrocarbon and 2 to 4 different alkyl esters of C1-C8 alkanols with acrylic acid and/or with methacrylic acid.

8. The coating material composition as claimed in claim 1 , wherein the compound (B) is obtained by using
10 to 80 wt % of monomer (B1)
and
20 to 90 wt % of at least two different comonomers (B2), (B3), optionally (B4), optionally (B5) to optionally (Bn), each different from the monomer (B1),
the weight % figures being based in each case on the total weight of all the monomers (B1) plus (B2) plus (B3) plus optionally further comonomers (B4) plus (B5) to (Bn) that are used for preparing the compound (B).

9. The coating material composition as claimed in claim 1 , wherein the amino group-containing compound (A) has on average at least two primary and/or secondary amino groups per molecule.

10. The coating material composition as claimed in claim 1 , wherein the amino group-containing compound (A) is selected from the group consisting of a (cyclo)aliphatic diamine, a (cyclo)aliphatic triamine and a polyetheramine.

11. The coating material composition as claimed in claim 1 , wherein the amino group-containing compound (A) is selected from the group consisting of a polyetheramine, a mixture of different aliphatic diamines and/or aliphatic triamines, a mixture of different cycloaliphatic diamines and/or cycloaliphatic triamines, and a mixture of different aliphatic diamines and/or aliphatic triamines with cycloaliphatic diamines and/or cycloaliphatic triamines.

12. A multistage coating method, comprising
applying, to an optionally precoated substrate, a pigmented basecoat film and thereafter a film of the coating material composition as claimed in claim 1 .

13. The multistage coating method as claimed in claim 12 , wherein application of the pigmented basecoat film is followed by drying of the applied basecoat first at a temperature of from room temperature to 80° C., and application of the coating material composition is followed by curing at a temperature of from 20 to 200° C., for a time of from one minute up to 10 hours.

14. An automotive OEM finishing, a finishing of a part for installation in or on an automobile, and/or of a commercial vehicle, and automotive refinish, obtained by the method as claimed in claim 12 .

15. A coating method, comprising
applying the coating material composition as claimed in claim 1 to a surface as a clearcoat for an automotive OEM finishing, a finishing of a part for installation in or on an automobile, and/or of a commercial vehicle, and automotive refinish.

16. A multicoat effect and/or color paint system comprising at least one pigmented basecoat film and at least one clearcoat film disposed thereon, wherein the clearcoat film is produced from the coating material composition as claimed in claim 1 .

Assignees

• Basf Coatings Gmbh

Inventors

• Hoffmann Peter
• Klopsch Rainer
• Groenewolt Matthijs
• Wessling Elisabeth
• Flores-Figueroa Aaron
• Michel Kristin

Classifications

• C09D133/14 Primary

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08F8/32

  by reaction with amines · CPC title

• C09D133/00

  Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers · CPC title

• C09D173/00

  Coating compositions based on macromolecular compounds obtained by reactions forming a linkage containing oxygen or oxygen and carbon in the main chain, not provided for in groups C09D159/00 - C09D171/00; Coating compositions based on derivatives of such polymers · CPC title

• C08F220/08

  Anhydrides · CPC title