Coating material compositions, coatings made therefrom and exhibiting high scratch resistance and good polishability, and use thereof

Patent metadata

Field	Value
Publication number	US-9909029-B2
Application number	US-201214124869-A
Country	US
Kind code	B2
Filing date	May 7, 2012
Priority date	Jun 9, 2011
Publication date	Mar 6, 2018
Grant date	Mar 6, 2018

Abstract

Disclosed are nonaqueous coating material compositions comprising (A) at least one polyhydroxyl-group-containing compound, (B) at least one polyisocyanate-group-containing compound having free or blocked isocyanate groups, and (D) at least one catalyst for the crosslinking of silane groups, where component (B) comprises at least one structural unit

—NR—(X—SiR″ x (OR′)3− x )  (I),
and at least one structural unit

—N(X—SiR″ x (OR′)3− x ) n (X′—SiR″ y (OR′)3− y ) m   (II),
wherein in component (B) (i) more than 30 mol % and less than 70 mol % of the originally present isocyanate groups have undergone reaction to form structural units (I) and (II), (ii) more than 25 and less than 36 mol % of the originally present isocyanate groups have undergone reaction to form structural units (II), and (iii) component (B) has at least one polyisocyanate group-containing compound (B2) having free or blocked isocyanate groups and having an acyclic, aliphatic polyisocyanate parent structure.

First claim

The invention claimed is:

1. A nonaqueous coating material composition, comprising:
(A) at least one polyhydroxyl-group-containing compound (A),
(B) at least one polyisocyanate-group-containing compound (B) comprising free or blocked isocyanate groups, and
(D) at least one catalyst (D) for the crosslinking of silane groups, where component (B) comprises at least one structural unit of the formula (I)
—NR—(X—SiR″ x (OR′) 3-x )  (I),

and at least one structural unit of the formula (II)
—N(X—SiR″ x (OR′) 3-x ) n (X′—SiR″ y (OR′) 3-y ) m   (II),

where
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,
R′=hydrogen, alkyl or cycloalkyl 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, and x, y=0 to 2,
with the provisos that
(i) in component (B) more than 30 mol % and less than 70 mol % of the originally present isocyanate groups have undergone reaction to form structural units (I) and (II),
in component (B) more than 25 and less than 36 mol % of the originally present isocyanate groups have undergone reaction to form structural units (II), and
(iii) the coating material composition comprises as component (B) at least one polyisocyanate-group-containing compound (B2) having free or blocked isocyanate groups and having an acyclic, aliphatic polyisocyanate parent structure, a polyisocyanate parent structure that is derived from one such acyclic aliphatic polyisocyanate by trimerization, dimerization, urethane formation, biuret formation, uretdione formation and/or allophanate formation, and mixtures of two or more of the foregoing;
(iv) the total amount of structural units (I) in component (B) is between 10 and 50 mol %, based on the entirety of the structural units (I) plus (II), and the total amount of structural units (II) in component (B) is between 50 to 90 mol %, based on the entirety of the structural units (I) plus (II); wherein the sum of structural units (I) plus (II) is 100 mol %; wherein component (B) comprises a mixture of
(B1) at least one polyisocyanate-group-containing compound (B1), different from component (B2), having free or blocked isocyanate groups and having a cycloaliphatic polyisocyanate parent structure and, a polyisocyanate parent structure that is derived from one such cycloaliphatic polyisocyanate by trimerization, dimerization, urethane formation, biuret formation, uretdione formation and/or allophanate formation, and
(B2) at least one polyisocyanate-group-containing compound (B2) having free or blocked isocyanate groups and having an acyclic, aliphatic polyisocyanate parent structure and/or a polyisocyanate parent structure that is derived from one such acyclic aliphatic polyisocyanate by trimerization, dimerization, urethane formation, biuret formation, uretdione formation and/or allophanate formation.

2. The coating material composition of claim 1 , wherein between 31 and 50 mol % of the isocyanate groups originally present in component (B) have undergone reaction to form structural units (I) and (II).

3. The coating material composition of claim 1 , wherein
the polyisocyanate parent structure of the compound (B1) comprises a member selected from the group consisting of isophorone diisocyanate, 4,4′-methylenedicyclohexyl diisocyanate, the isocyanurate trimer thereof, the allophanate dimer thereof, the biuret dimer thereof, and mixtures of two or more of the foregoing, and/or
the polyisocyanate parent structure of the compound (B2) comprises a member selected from the group consisting of 1,6-hexamethylene diisocyanate, the isocyanurate trimer thereof, the allophanate dimer thereof, the biuret dimer thereof, and mixtures of two or more of the foregoing.

4. The coating material composition of claim 1 , wherein component (B2) comprises the reaction product of reacting a member selected from the group consisting of acyclic aliphatic polyisocyanates, a polyisocyanate derived from one such acyclic aliphatic polyisocyanate by trimerization, dimerization, urethane formation, biuret formation, uretdione formation and/or allophanate formation and mixtures of two or more of the foregoing, with at least one compound of the formula (Ia)
H—NR—(X—SiR″ x (OR′) 3-x )  (Ia),

and/or with at least one compound of formula (IIa)
HN(X—SiR″ x (OR′) 3-x ) n (X′—SiR″ y (OR′) 3-y ) m   (IIa),

the substituents having the definition stated in claim 1
and/or component (B1) has been prepared by reacting cycloaliphatic polyisocyanates, polyisocyanates derived from cycloaliphatic polyisocyanates by trimerization, dimerization, urethane formation, biuret formation, uretdione formation or allophanate formation and mixtures of two or more of the foregoing with at least one compound of formula (Ia) and/or with at least one compound of formula (IIa), the substituents having the definition stated in claim 1 .

5. The coating material composition of claim 1 , characterized in that in component (B) the total amount of structural units (I) is between 10 and 40 mol %
and
the total amount of structural units (II) is between 90 and 60 mol %, based in each case on the entirety of the structural units (I) plus (II),
and
between 31 and 50 mol % of the isocyanate groups originally present in component (B) have undergone reaction to form structural units (I) and (II)
and
in component (B) between 26% and 35 mol % of the originally present isocyanate groups have undergone reaction to form structural units (II).

6. The coating material composition of claim 1 , characterized in that the coating material comprises from 20% to 80% by weight, based on the binder fraction of the coating material, of at least one hydroxyl-containing polyacrylate (A) and/or at least one hydroxyl-containing polymethacrylate (A).

7. The coating material composition of claim 1 , characterized in that the coating material composition comprises at least one phosphorus- and nitrogen-containing catalyst (D).

8. A multistage coating process comprising applying a film of the coating material composition of claim 1 atop an applied basecoat resulting from the application of a pigmented basecoat film to an optionally precoated substrate.

9. The multistage coating process of claim 8 , further comprising after application of the pigmented basecoat film, initially drying the applied basecoat at temperatures from room temperature to 80° C., and after the application of the coating material composition of claim 1 , curing the applied basecoat and the applied coating material composition at temperatures from 20 to 200° C. for a time of one minute up to 10 hours.

10. A method of coating a substrate, comprising applying the coating material composition of claim 1 to a substrate, wherein the coating material composition of claim 1 is a clearcoat and the substrate is selected from the group consisting of an automotive OEM substrate, a part for installation in or on motor vehicles and/or of utility vehicles, an automotive refinishing substrate, and mixtures of two or more of the foregoing.

11. A multicoat effect and/or color paint system comprising at least one pigmented basecoat and at least one clearcoat disposed thereon, the clearcoat comprising a film produced from the coating material composition

Assignees

• Groenewolt Matthijs
• Wigger Georg
• Kuehs Tilo
• Kepler Thomas
• Basf Coatings Gmbh

Inventors

• Groenewolt Matthijs
• Wigger Georg
• Kuehs Tilo
• Kepler Thomas

Classifications

• C09D175/04 Primary

  Polyurethanes · CPC title

• B05D1/36

  Successively applying liquids or other fluent materials, e.g. without intermediate treatment · CPC title

• C08G18/809 Primary

  containing silicon · CPC title

• C08G18/792

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

• C09K3/14

  Anti-slip materials; Abrasives {(products specifically intended for the fabrication of abrasive tools, blocks or papers, or for operations of the kind of sand-blasting and barrelling B24B31/14, B24C1/00; polishing compositions containing abrasive or grinding agents C09G1/02; friction compositions for brakes or clutches F16D69/02; polishing of semi-conductors H10P52/40)} · CPC title