Coating agent with high scratch resistance and weathering resistance
The present invention relates to a coating composition comprising (d) at least one binder (A) having reactive groups, (e) at least one crosslinking agent (B) which is able to react, with crosslinking with the reactive groups of the binder (A), and at least one catalyst (C) for the crosslinking of silane groups, one or more constituents (A) and/or (B) and/or at least one further constituent of the coating composition containing hydrolyzable silane groups, wherein the catalyst (C) is a phosphoric acid compound, more particularly phosphoric acid or phosphonic acid, which is blocked with an amine having a pK b ≧3 and a boiling point >100° C.
1. A coating composition comprising
(a) at least one binder (A) having reactive groups,
(b) at least one crosslinking agent (B) which reacts, with crosslinking with the reactive groups of the binder (A), and
(c) at least one catalyst (C) for the crosslinking of silane groups, the catalyst (C) comprising at least one member selected from the group consisting of a phosphoric acid compound and a phosphonic acid compound, said member being blocked with a bicyclic amine,
wherein one or more constituents of the coating composition contain hydrolyzable silane groups.
2. The coating composition of claim 1 , comprising as binder at least one hydroxyl-containing compound (A) and as crosslinking agent at least one compound (B) having free and/or blocked isocyanate groups.
3. The coating composition of claim 1 , wherein the catalyst (C) is selected from the group of substituted phosphoric monoesters and phosphoric diesters.
4. The coating composition of claim 3 , wherein the catalyst (C) is selected from the group of amine-blocked phosphoric acid ethylhexyl partial esters and amine-blocked phosphoric acid phenyl partial esters.
5. The coating composition of claim 4 , wherein the bicyclic amine is diazabicyclooctane.
6. The coating composition of claim 1 , wherein one or more constituents of the coating composition at least partly contain one or more, identical or different structural units of the formula (I)
—X—Si—R″ x G 3-x (I)
where
G=identical or different hydrolyzable groups,
X=organic radical,
R″=alkyl, cycloalkyl, aryl, or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
x=0 to 2.
7. The coating composition of claim 6 , wherein one or more constituents of the coating composition contain
between 2.5 and 97.5 mol %, based on the entirety of structural units (II) and (III), of 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′=hydrogen, alkyl or cycloalkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl
X and 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, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
n=0 to 2,
m=0 to 2,
m+n=2, and
x and y=0 to 2,
and
between 2.5 and 97.5 mol %, based on the entirety of structural units (II) and (III), of at least one structural unit of the formula (III)
—Z—(X—SiR″ x (OR′) 3-x ) (III),
where
Z=—NH—, —NR—, —O—, with
R=alkyl, cycloalkyl, aryl or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
x=0 to 2, and
X, R′, and R″ being as defined for formula (II).
8. The coating composition of claim 7 , wherein one or more constituents of the coating composition contain between 5 and 95 mol %, based in each case on the entirety of structural units (II) and (III), at least one structural unit of the formula (II) and between 5 and 95 mol %, based in each case on the entirety of structural units (II) and (III), of at least one structural unit of the formula (III).
9. The coating composition of claim 8 , wherein the structural elements (II) and (III) are present in fractions of 2.5 to 97.5 mol %, based in each case on the sum of the functional groups critical for crosslinking in the coating composition, formed from the fractions of the hydroxyl and isocyanate groups and from the fractions of the structural elements (II) and (III).
10. The coating composition of claim 1 , wherein the at least one crosslinking agent (B) comprises at least one of structural units (I), structural units (II), structural units (III) and combinations thereof,
wherein structural unit (I) is a structural unit of formula (I)
—X—Si—R″ x G 3-x (I)
where
G=identical or different hydrolyzable groups,
X=organic radical,
R″=alkyl, cycloalkyl, aryl, or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
x=0 to 2
wherein structural unit (II) is a structural unit of formula (II)
—N(X—SiR″ x (OR′) 3-x ) n (X′—SiR″ y (OR′) 3-y ) m (II)
where
R′=hydrogen, alkyl or cycloalkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl
X and 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, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
n=0 to 2,
m=0 to 2,
m+n=2, and
x and y=0 to 2, and
wherein structural unit (III) is a structural unit of formula (III)
—Z—(X—SiR″ x (OR′) 3-x ) (III),
where
Z=—NH—, —NR—, —O—, with
R=alkyl, cycloalkyl, aryl or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl,
x=0 to 2, and
X, R′, and R″ being as defined for formula (II).
11. The coating composition of claim 10 , wherein, the at least one crosslinking agent (B) is at least one compound (B) having free and/or blocked isocyanate groups and in the at least one crosslinking agent (B),
between 2.5 and 90 mol % of the isocyanate groups in the at least one crosslinking agent (B) have undergone reaction to structural units (II) and
between 2.5 and 90 mol % of the isocyanate groups in the at least one crosslinking agent (B) have undergone reaction to structural units (III), and
the total fraction of the isocyanate groups in the at least one crosslinking agent (B) that have undergone reaction to structural units (II) and (III) is between 5 and 95 mol %.
12. The coating composition of claim 11 , wherein the free and/or blocked isocyanate groups in the at least one crosslinking agent (B) are selected from the group of 1,6-hexamethylene diisocyanate, isophorone diisocyanate, and 4,4′-methylenedicyclohexyl diisocyanate, the biuret dimers of the aforementioned polyisocyanates and/or the isocyanurate trimers of the aforementioned polyisocyanates.
13. The coating composition of claim 1 , wherein the at least one binder (A) comprises at least one poly(meth)acrylate polyol.
14. The coating composition of claim 1 , wherein the catalyst (C) is present in the coating composition in an amount of 0.1% to 10% by weight based on the solids content of said composition.
15. The coating composition of claim 1 wherein catalyst (C) is at least one member selected from the group consisting of a phosphoric acid blocked with an bicyclic amine having a pK b ≧3 and a boiling point >100° C., or a phosphonic acid blocked with an bicyclic amine having a pK b ≧3 and a boiling point >100° C.
16. A multistage coating method, the method comprising
applying a pigmented film to an uncoated or precoated substrate, and
thereafter applying a film of a coating composition comprising
(a) at least one binder (A) having reactive groups,
(b) at least one crosslinking agent (B) which reacts, with crosslinking with the reactive groups of the binder (A), and
(c) at least one catalyst (C) for the crosslinking of silane groups, the catalyst (C) comprising a phosphoric acid compound that is blocked with a bicyclic amine,
wherein one or more constituents of the coating composition contain hydrolyzable silane groups.
17. The multistage coating method of claim 16 , wherein, following the application of the pigmented film, the applied material is first dried at temperatures from room temperature to 80° C. and, following the application of the coating composition, the system is cured at temperatures from 30 to 200° C. for a time of 1 min up to 10 h.
18. The multistage coating method of claim 17 , wherein the coating composition is a clearcoat material used in automotive OEM finishing or automotive refinish.
19. A coating composition comprising
(a) at least one binder comprising at least one hydroxyl-containing compound (A),
(b) at least one crosslinking agent (B) having free and/or blocked isocyanate groups which is able to react, with crosslinking with the reactive groups of the binder (A), and
(c) at least one catalyst (C) for the crosslinking of silane groups, one or more constituents (A), and/or (B) and/or at least one further constituent of the coating composition containing hydrolyzable silane groups, wherein the catalyst (C) is a phosphoric acid or phosphonic acid which is blocked with an bicyclic amine having a pK b ≧ 3 and a boiling point >100° C. compound.