Coating materials generating structured surfaces

Patent metadata

Field	Value
Publication number	US-11427729-B2
Application number	US-201816604659-A
Country	US
Kind code	B2
Filing date	Apr 10, 2018
Priority date	Apr 11, 2017
Publication date	Aug 30, 2022
Grant date	Aug 30, 2022

Abstract

Disclosed are coating material compositions including (i) at least one polyol component (A), (ii) at least one crosslinking agent component (B) having groups reactive toward hydroxyl groups of component (A), (iii) at least one polyamide component (P1) in which the acid amide groups are connected by a saturated, aliphatic hydrocarbyl radical having 6 to 10 carbon atoms. Component (P1) is used in particulate form in which a size distribution (D50) is 20 to 100 μm. The coating material compositions further include (iv) at least one polycarboxamide component (P2) possessing the following structural formulain which s is 1, 2 or 3, t is 0 or 1, s+t is 2 or 3, R is a specific (s+t)-valent organic radical, and at least one of the radicals R1 and R2 carries at least one hydroxyl group. Also disclosed are methods of producing the coating material compositions.

First claim

What is claimed is:

1. A coating material composition comprising
(i) at least one polyol component (A),
(ii) at least one crosslinking agent component (B) having groups reactive toward hydroxyl groups of component (A),
(iii) at least one polyamide component (P1) wherein the acid amide groups are connected by a saturated, aliphatic hydrocarbyl radical having 6 to 13 carbon atoms, said component being used in a particulate form wherein the size distribution of the primary particles, determined by laser diffraction, possesses a particle size median (D 50 ) of 20 to 100 μm, and
(iv) at least one polycarboxamide component (P2), wherein
the polycarboxamide component (P2) possesses the following structural formula

in which
s is 1, 2 or 3,
t is 0 or 1, and
s+t is 2 or 3,
R is an (s+t)-valent organic radical selected from the group consisting of
(a) aliphatic hydrocarbon groups having 2 to 60 carbon atoms,
(b) aliphatic or aliphatic-aromatic radicals containing 2 to 8 carboxamide groups and additionally 6 to 150 carbon atoms in the form of hydrocarbyl radicals,
(c) aliphatic radicals containing 2 to 75 ether groups and additionally 4 to 150 carbon atoms in the form of hydrocarbyl radicals, and
(d) aromatic hydrocarbon groups having 6 to 20 carbon atoms,

R 1 is hydrogen or C n H 2n R 3 , in which n is 2 to 6 and R 3 is hydrogen or a radical of the structure (X) p —R 4 , in which p is 0 or 1 and, if p is 0, the radical R 4 is OH, and, if p is 1, the radical X is an oxygen atom or a carboxylic ester group,
and R 4
i. is an aliphatic hydrocarbyl radical containing 1 to 3 hydroxyl groups and having 2 to 80 carbon atoms, or
ii. is an aliphatic radical containing 1 to 3 hydroxyl groups, containing 0 to 39 groups selected from the group of ether groups and carboxylic ester groups, and additionally containing 2 to 80 carbon atoms in the form of hydrocarbyl radicals;

and R 2 is a radical C n H 2n —(X) p —R 4 , wherein n, p, X and R 4 are defined as for R 1 ; and
R′—NH—R″ is
a radical —C n H 2n —NH—C n H 2n —(X) p —R 4 ,
a radical —R 4′ —X—C n H 2n —NH—R 1 or
a radical —R 4′ —X—C n H 2n —NH—C n H 2n —(X) p —R 4 ,
in which
R 4′ is an aliphatic hydrocarbyl radical containing 0 to 2 hydroxyl groups and having 2 to 80 carbon atoms, or
R 4′ is an aliphatic radical containing 0 to 2 hydroxyl groups, containing 0 to 39 groups selected from the group of ether groups and carboxylic ester groups, and additionally containing 2 to 80 carbon atoms in the form of hydrocarbyl radicals; and n, p, X and R 4 are as defined for R 1 .

2. The coating material composition as claimed in claim 1 , wherein the polyamide component (P1) is obtained by ring-opening polymerization of lactams of the following formula (I):

in which n=6 to 10; or
by polycondensation of alpha,omega-amino carboxylic acids of the formula (I′):
HOOC—R—NH 2   (I′)

where R═C 9-13 alkylene.

3. The coating material composition as claimed in claim 1 , wherein
R is an (s+t)-valent organic radical selected from the group consisting of
(a) aliphatic hydrocarbon groups having 6 to 44, carbon atoms,
(b) aliphatic radicals containing 2 carboxamide groups and additionally 70 to 90 carbon atoms in the form of hydrocarbyl radicals, and
(c) aliphatic radicals which contain 3 to 13 ether groups (—O—) and additionally 6 to 26 carbon atoms in the form of hydrocarbyl radicals.

4. The coating material composition as claimed in claim 1 , wherein both radicals R 1 and R 2 independently of one another are the structure C n H 2n —(X) p —R 4 .

5. The coating material composition as claimed in claim 1 , wherein polycarboxamide component (P2) is obtained by reaction of
(A) a polycarboxylic acid (III) or a polycarboxylic ester (III)

in which
R, s, and t are defined as in claim 1 , and
R 5 is hydrogen or an alkyl radical having 1 to 6 carbon atoms; or
an anhydride of the formula (III′)

in which
R, R 5 , s, and t are defined as above,
and
(B) a primary or secondary amine of the formula HNR 1 R 2 , in which R 1 and R 2 are defined as in claim 1 .

6. The coating material composition as claimed in claim 5 , wherein the amine NHR 1 R 2 is a dialkanolamine or the reaction product of a dialkanolamine with lactones or oxiranes.

7. The coating material composition as claimed in claim 1 , wherein the melting point of the polyamide component (P1) according to DIN EN ISO 3146:2002-06 is in the range from 160° C. to 350° C.

8. The coating material composition as claimed in claim 1 , wherein the polyol component (A) has a hydroxyl number of 80 to 250 mg KOH/g and is selected from the group of polyester polyols, polyurethane polyols, polysiloxane polyols, and poly(meth)acrylate polyols.

9. The coating material composition as claimed in claim 8 , wherein the polyol component (A) is a poly(meth)acrylate polyol.

10. The coating material composition as claimed in claim 1 , wherein the crosslinking agent component (B) comprises one or more crosslinking agents selected from the group of crosslinking agents having free isocyanate groups, crosslinking agents having blocked isocyanate groups, amino resins, and tris(alkoxycarbonylamino)triazines.

11. The coating material composition as claimed in claim 10 , wherein the crosslinking agent component (B) comprises or consists of one or more crosslinking agents selected from the group of crosslinking agents having free isocyanate groups.

12. The coating material composition as claimed in claim 11 , wherein the crosslinking agent is selected from the group consisting of hexamethylene 1,6-diisocyanate, isophorone diisocyanate, and 4,4′ methylenedicyclohexyl diisocyanate, their uretdione dimers, biuret dimers and/or isocyanurate trimers.

13. The coating material composition as claimed in claim 1 , being free of silicas.

14. The coating material composition as claimed in claim 1 , which comprises as matting agent (M) a silica whereof the size distribution of the primary particles has a particle size median (D 50 ) below the median of the particles of the polyamide component (P1) used in the coating material.

15. A process for producing a coating material composition as defined in claim 1 , wherein the components which are liquid at 25° C. are included wholly or partially in the initial charge, and the components which are solid at 25° C. are stirred in subsequently, with any remainder of the components which are liquid at 25° C.

16. A multicoat paint system which comprises as outermost clearcoat a coat obtained from a coating material composition as claimed in claim 1 .

17. The multicoat paint system as claimed in claim 16 , the clearcoat possessing a dry film thickness in the range from 20 to 60 μm.

18. A method for producing structured coatings, the method comprising adding a formulation comprising at least one polyamide component (P1) as defined in claim 1 and at least one polycarboxamide component (P2) as defined in claim 1 as an additive to coating material compositions, and prod

Assignees

• Basf Coatings Gmbh

Inventors

• Wegener Elke
• Janssen Andreas
• Magarinos Maria Del Rosario

Classifications

• C09D7/69

  Particle size larger than 1000 nm · CPC title

• C08K5/21

  Urea; Derivatives thereof, e.g. biuret · CPC title

• C09D7/42

  Gloss-reducing agents · CPC title

• C09D7/45

  Anti-settling agents · CPC title

• C08K5/20

  Carboxylic acid amides · CPC title