Coating agents with good storage stability, and coatings produced therefrom with high scratch resistance and simultaneously good weathering resistance

Patent metadata

Field	Value
Publication number	US-9376586-B2
Application number	US-201013511115-A
Country	US
Kind code	B2
Filing date	Oct 16, 2010
Priority date	Nov 20, 2009
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

Disclosed are coating compositions including (A) at least one member selected from hydroxyl-containing polyacrylate, polymethacrylate, polyurethane, polyester, polysiloxane, and combinations of two or more of the foregoing, (B) at least one compound having blocked isocyanate groups and having alkoxysilane groups,
wherein (i) the hydroxyl groups of component (A) are blocked with at least one acyclic orthoester, (ii) the compound (B) has at least one structural unit (II)

—N(X—SiR″ x (OR) 3-x ) n (X′—SiR″ y (OR) 3-y ) m   (II),

where R=hydrogen, cycloalkyl radical or alkyl radical, X,X′=linear and/or branched alkylene or cycloalkylene radical having 1 to 20 carbon atoms, R″=alkyl, cycloalkyl, aryl or aralkyl, n, m, x, y=0 to 2, and also m+n=2, and (i) at least 90 mol % of the alkoxysilane groups are ethoxysilane groups. Also disclosed are multistage coating processes, use of the compositions as clearcoat materials and application of the processes for automotive OEM finishing.

First claim

What is claimed is:

1. A coating composition based on aprotic solvents and comprising:
(A) at least one hydroxyl-containing member selected from the group consisting of hydroxyl-containing polyacrylate, hydroxyl-containing polymethacrylate, hydroxyl-containing polyurethane, hydroxyl-containing polyester, hydroxyl-containing polysiloxane, and combinations comprising two or more of the foregoing group; and
(B) at least one compound (B) comprising blocked isocyanate groups and alkoxysilane groups,
wherein
(i) the hydroxyl groups of component (A) are blocked with at least one acyclic orthoester,
(ii) the compound (B) has at least one structural unit (II) of the formula (II)
—N(X—SiR″ x (OR) 3-x ) n (X′—SiR″ y (OR) 3-y ) m   (II),

 where
R=hydrogen, cycloalkyl radical or alkyl radical, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, where Ra=alkyl, cycloalkyl, aryl or aralkyl,
X, X′=linear and/or branched alkylene or cycloalkylene radical having 1 to 20 carbon atoms,
R″=alkyl, cycloalkyl, aryl or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, where Ra=alkyl, cycloalkyl, aryl or aralkyl,
n=0 to 2, m=0 to 2, m+n=2, and x, y=0 to 2,

and
(iii) at least 90 mol % of the total alkoxysilane groups present in component (B) are ethoxysilane groups SiOC 2 H 5 .

2. The coating composition of claim 1 , wherein the hydroxyl groups of component (A) are blocked with at least one acyclic orthoester of the formula (I)

where
R 1 , R 2 , and R 4 are identical or different radicals and independently of one another are a linear and/or branched alkylene or cycloalkylene radical having 1 to 8 carbon atoms, and R 3 is hydrogen or an alkylene radical having 1 to 6 carbon atoms.

3. The coating composition of claim 1 , wherein at least a part of the compound (B) additionally has at least one structural unit (III) of the formula (III)
—NR s —(X—SiR″ x (OR) 3-x )  (III),

where
R s =hydrogen, alkyl, cycloalkyl, aryl or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, where Ra=alkyl, cycloalkyl, aryl or aralkyl
R, R″, and X have the definition stated for formula (II), and
x=0 to 2.

4. The coating composition of claim 1 , wherein the radical R is at least one of an ethyl radical or a mixture of a methyl radical plus an ethyl radical.

5. The coating composition of claim 1 , wherein at least 95 mol % of the total alkoxysilane groups present in component (B) are ethoxysilane groups SiOC 2 H 5 .

6. The coating composition of claim 1 , wherein the coating composition has a calculated silicon content of 2.0% to 7.0% by mass Si, based in each case on the solids content of the coating composition.

7. The coating composition of claim 1 , wherein the isocyanate groups of the compound (B) are blocked with a pyrazole.

8. The coating composition of claim 2 , wherein the hydroxyl groups of component (A) are blocked with an orthoester of acetic acid, selected from the group consisting of trimethyl orthoacetate, triethyl orthoacetate, and mixtures thereof.

9. The coating composition of claim 1 , wherein component (A) comprises primary hydroxyl groups.

10. The coating composition of claim 1 , comprising as compound (A) a hydroxyl-containing polyacrylate resin and a polymethacrylate resin.

11. The coating composition of claim 1 , wherein the coating composition further comprises at least one member selected from the group consisting of an acid-based catalyst, an organometallic compound, and combinations of the foregoing.

12. The coating composition of claim 2 , obtained by reacting the hydroxyl-containing compounds (A) with the orthoesters (I) using an excess of more than 100 mol %, based on the amount of hydroxyl groups in the compounds (A).

13. A multistage coating process comprising:
applying a pigmented basecoat to an optionally precoated substrate, and
thereafter applying a coat of the coating composition of claim 1 to the applied pigmented basecoat.

14. The process of claim 13 , wherein the coat applied to the pigmented basecoat is a clearcoat material.

15. A multicoat color and/or effect coating system comprising at least one pigmented basecoat and at least one clearcoat disposed thereon, wherein the clearcoat comprises the coating composition of claim 1 .

16. The coating composition of claim 7 , wherein the isocyanate groups of the compound (B) are blocked with 3,5-dimethylpyrazole.

17. The coating composition of claim 1 wherein the isocyanato-containing compound (B) was prepared from at least one member selected from 1,6-hexamethylene diisocyanate, isocyanurate trimers thereof, allophanate dimers thereof, and combinations of two or more of the foregoing.

18. The coating composition of claim 11 , wherein the coating composition comprises at least one acid-based catalyst based on p-toluenesulfonic acid.

19. The coating composition of claim 1 wherein the coating composition further comprises at least one organometallic compound.

20. The coating composition of claim 12 obtained by reacting the hydroxyl containing compounds (A) with the orthoesters (I) using an excess of 150 to 250 mol %, of orthoester (I), based on the amount of hydroxyl groups in the compounds (A).

Assignees

• Arens Christian
• Groenewolt Matthijs
• Basf Coatings Gmbh

Inventors

• Arens Christian
• Groenewolt Matthijs

Classifications

• C09D5/00

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title

• B05D7/00

  Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials {(coating of foodstuffs A23P20/17, A23P20/15, A23P20/18)} · CPC title

• C08G18/6254

  Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups · CPC title

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title

• B05D7/53

  Base coat plus clear coat type · CPC title