Alkoxysilane-functionalized allophanate-containing coating compositions
The present invention relates to alkoxysilane-functionalized, allophanate-containing coating compositions, to a process for producing them, and to their use. In particular, the alkoxysilane-functionalized, allophanate-containing coating compositions include a) as a binder component, 10-99 wt % of at least one reaction product of i) at least one monourethane i) containing alkoxysilane groups and of the formula 1 R n (OR 1 ) 3-n Si—R 2 —NH—(C═O)—OR 3 formula 1 where R, R 1 , R 2 and R 3 are each independently hydrocarbyl radicals having 1-8 carbon atoms, which may be linear, branched or cyclic, or else may be integrated together to form a cyclic system, and n is 0-2, and ii) at least one diisocyanate ii), in a molar ratio of i) to ii) of from 3:1 to 1.5:1, preferably from 2.5:1 to 1.8:1, particularly preferably 2:1; b) 1-90 wt % of at least one other binder component, different from a), preferably a hydroxyl-containing or amino-containing binder component, c) 0-50 wt % of at least one aromatic, aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of at least 2, preferably 2.8 to 6, d) 0-5 wt % of at least one catalyst, where components a)-d) add up to 100 wt %.
1. An alkoxysilane-functionalized, allophanate-containing coating composition comprising
a) as a binder component, 10-99 wt % of at least one reaction product of
i) at least one monourethane i) containing alkoxysilane groups and of the formula 1
R n (OR 1 ) 3-n Si—R 2 —NH—(C═O)—OR 3 formula 1
where R, R 1 , R 2 and R 3 are each independently hydrocarbyl radicals having 1-8 carbon atoms, which may be linear, branched or cyclic, or else may be integrated together to form a cyclic system, and n is 0-2,
and
ii) at least one diisocyanate ii),
in a molar ratio of i) to ii) of from 3:1 to 1.5:1;
b) 1-90 wt % of at least one other binder component, different from a),
c) 0-50 wt % of at least one aromatic, aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of at least 2,
d) 0-5 wt % of at least one catalyst,
where components a)-d) add up to 100 wt %,
e) optionally auxiliaries and/or additives,
f) optionally solvents.
2. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein R, R 1 , R 2 and R 3 are at the same time or each independently methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl or tert-butyl.
3. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein n is 0, R 1 and R 3 are at the same time or each independently methyl or ethyl, and R 2 is at the same time or mutually independently methyl or propyl.
4. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein n is 0 and R 2 is methyl or propyl, and R 1 is methyl or ethyl and R 3 ═R 1 .
5. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein n is 0, R 1 and R 3 are methyl and R 2 is propyl.
6. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the diisocyanate ii) is selected from isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI), 2,2′-dicyclohexylmethane diisocyanate (2,2′-H12MDI), 2,4′-dicyclohexylmethane diisocyanate (2,4′-H12MDI), 4,4′-dicyclohexylmethane diisocyanate (4,4′-H12MDI), 2-methylpentane diisocyanate (MPDI), pentane diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate (2,2,4-TMDI), 2,4,4-trimethylhexamethylene diisocyanate (2,4,4-TMDI), norbornane diisocyanate (NBDI), methylenediphenyl diisocyanate (MDI), toluidine diisocyanate (TDI), tetramethylxylylene diisocyanate (TMXDI), xylylene diisocyanate (MXDI), individually or in a mixture.
7. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the binder b) is a hydroxyl-containing and/or amino-containing binder.
8. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the binder b) is a hydroxyl-containing polyester, polyether, polyacrylate, polycarbonate and polyurethane having an OH number of 20 to 500 mg KOH/g and a mean molar mass of 250 to 6000 g/mol, alone or in a mixture.
9. The alkoxysilane-functionalized, allophanate-containing coating composition according to claim 1 , wherein the binder b) is a hydroxyl-containing polyester or polyacrylate having an OH number of 50 to 250 mg KOH/g and a mean molecular weight of 500 to 6000 g/mol, alone or in a mixture.
10. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the binder b) is at least one adduct of an isocyanatotrialkoxysilane and a mono- or polyhydric alcohol.
11. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the binder b) is at least one derivative of hydroxyl-containing polyethers, polyesters, polycarbonatediols or polyacrylates with isocyanatopropyltrialkoxysilane, alone or in a mixture.
12. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the binder b) is aminopropyltriethoxysilane, aminomethyltrimethoxysilane or aminomethyltriethoxysilane, alone or in a mixture.
13. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the component c) is a polyisocyanate selected from isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI), 2,2′-dicyclohexylmethane diisocyanate (2,2′-H12MDI), 2,4′-dicyclohexylmethane diisocyanate (2,4′-H12MDI), 4,4′-dicyclohexylmethane diisocyanate (4,4′-H12MDI), 2-methylpentane diisocyanate (MPDI), pentane diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate (2,2,4-TMDI), 2,4,4-trimethylhexamethylene diisocyanate (2,4,4-TMDI), norbornane diisocyanate (NBDI), methylenediphenyl diisocyanate (MDI), toluidine diisocyanate (TDI), tetramethylxylylene diisocyanate (TMXDI), xylylene diisocyanate (MXDI), individually or in a mixture.
14. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the component c) is an isocyanurate, more particularly of IPDI and/or HDI.
15. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the catalyst d) is selected from the group consisting of metal carboxylate, tertiary amine, amidine, guanidine, quaternary ammonium salts, tetraalkylammonium salts, quaternary phosphonium salts, metal acetylacetonates, quaternary ammonium acetylacetonates, quaternary phosphonium acetylacetonates, carboxylic acids, aluminium alkoxides, zirconium alkoxides, titanium alkoxides and/or boron alkoxides and/or esters thereof, phosphorus- and nitrogen-containing catalysts, sulphonic acids, alone or in a mixture.
16. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the catalyst d) is selected from the group consisting of tetraethylammonium benzoate, tetrabutylammonium hydroxide, tetraethylammonium acetylacetonate, tetrabutylammonium acetylacetonate, dibutyltin dilaurate, zinc acetylacetonate and zinc ethylhexanoate.
17. The alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the additive e) used is selected from the group consisting of solvents, stabilizers, light stabilizers, additional crosslinkers, fillers, pigments, flow control agents or rheological assistants, alone or in a mixture.
18. The process for producing the alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 by mixing components a)-f).
19. A composition comprising the alkoxysilane-functionalized, allophanate-containing coating compositions according to claim 1 , wherein the composition may be a paint compositions, adhesive compositions, sealant compositions or metal-coating compositions.
20. An alkoxysilane-functionalized, allophanate-containing coating compositions consisting of
a) as a binder component, 10-99 wt % of at least one reaction product of
i) at least one monourethane i) containing alkoxysilane groups and of the formula 1
R n (OR 1 ) 3-n Si—R 2 —NH—(C═O)—OR 3 formula 1,
where R, R 1 , R 2 and R 3 are each independently hydrocarbyl radicals having 1-8 carbon atoms, which may be linear, branched or cyclic, or else may be integrated together to form a cyclic system, and n is 0-2,
and
ii) at least one diisocyanate ii),
in a molar ratio of i) to ii) of from 3:1 to 1.5:1;
b) 1-90 wt % of at least one other binder component, different from a),
c) 0-50 wt % of at least one aromatic, aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of at least 2,
d) 0-5 wt % of at least one catalyst,
where components a)-d) add up to 100 wt %,
e) optionally auxiliaries and/or additives,
f) optionally solvents.