Preparation of new radiation-curing binders
View Patent ↗Process for preparing binders including reacting A) one or more NCO-functional compounds containing uretdione groups with B) one or more compounds containing groups capable of participating in polymerization reaction with ethylenically unsaturated compounds on exposure to actinic radiation, and contain isocyanate-reactive groups, followed by C) reaction with one or more hydroxyl-containing compounds other than B), wherein at least one of these compounds has an OH functionality of≧2, D) in the presence of one or more compounds containing phenoxide groups, as catalysts, and E) optionally auxiliaries and additives, where the reaction with compounds of component C) proceeds at least proportionally with the formation of allophanate groups and where and including binders containing allophanate groups and groups capable of participating in a polymerization reaction with ethylenically unsaturated compounds on exposure to actinic radiation, and optionally also contain NCO-reactive groups. The binders are used in coating compositions used to coat substrates.
1. A process for preparing binders comprising reacting
A) one or more NCO-functional compounds containing uretdione groups first with
B) one or more compounds which contain groups capable of participating in polymerization reaction with ethylenically unsaturated compounds on exposure to actinic radiation, and contain isocyanate-reactive groups, followed by
C) reaction with one or more hydroxyl-containing compounds other than B), wherein at least one of these compounds has an OH functionality of ≧2,
D) in the presence of one or more compounds containing phenoxide groups, as catalysts, and
E) optionally auxiliaries and additives,
wherein the reaction with compounds of component C) proceeds at least proportionally with the formation of allophanate groups and wherein the binder contains allophanate groups and groups capable of participating in a polymerization reaction with ethylenically unsaturated compounds on exposure to actinic radiation, and optionally also contain NCO-reactive groups.
2. The process for preparing binders containing allophanate groups according to claim 1 , wherein the compounds of component A) containing uretdione groups are based on hexamethylene diisocyanate.
3. The process for preparing binders containing allophanate groups according to claim 2 , wherein component B) comprises 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, polyethylene oxide mono(meth)acrylate, polypropylene oxide mono(meth)acrylate and/or the reaction products of acrylic acid with glycidyl methacrylate.
4. The process for preparing binders containing allophanate groups according to claim 2 , wherein component C) comprises one or more compounds selected from the group consisting of monomeric diols and triols, polyethers derived therefrom and polylactones with an average molecular weight M n <1000 g/mol.
5. The process for preparing binders containing allophanate groups according to claim 2 , wherein component D) comprises as a catalyst tetrabutylammonium 4-(methoxycarbonyl)phenoxide, tetrabutylammonium 2-(methoxycarbonyl)phenoxide, tetrabutylammonium 4-formylphenoxide, tetrabutylammonium 4-nitrilephenoxide, tetrabutylphosphonium 4-(methoxycarbonyl)phenoxide, tetrabutylphosphonium 2-(methoxy-carbonyl)phenoxide, tetrabutylphosphonium 4-formylphenoxide, tetrabutylammonium salicylate and/or tetrabutylphosphonium salicylate.
6. The process for preparing binders containing allophanate groups according to claim 2 , wherein the process temperatures are from 20 to 100° C.
7. The process for preparing binders containing allophanate groups according to claim 1 , wherein component B) comprises 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, polyethylene oxide mono(meth)acrylate, polypropylene oxide mono(meth)acrylate and/or the reaction products of acrylic acid with glycidyl methacrylate.
8. The process for preparing binders containing allophanate groups according to claim 7 , wherein component C) comprises one or more compounds selected from the group consisting of monomeric diols and triols, polyethers derived therefrom and polylactones with an average molecular weight M n <1000 g/mol.
9. The process for preparing binders containing allophanate groups according to claim 7 , wherein component D) comprises as a catalyst tetrabutylammonium 4-(methoxycarbonyl)phenoxide, tetrabutylammonium 2-(methoxycarbonyl)phenoxide, tetrabutylammonium 4-formylphenoxide, tetrabutylammonium 4-nitrilephenoxide, tetrabutylphosphonium 4-(methoxycarbonyl)phenoxide, tetrabutylphosphonium 2-(methoxycarbonyl)phenoxide, tetrabutylphosphonium 4-formylphenoxide, tetrabutylammonium salicylate and/or tetrabutylphosphonium salicylate.
10. The process for preparing binders containing allophanate groups according to claim 7 , wherein the process temperatures are from 20 to 100° C.
11. The process for preparing binders containing allophanate groups according to claim 1 , wherein component C) comprises one or more compounds selected from the group consisting of monomeric diols and triols, polyethers derived therefrom and polylactones with an average molecular weight M n <1000 g/mol.
12. The process for preparing binders containing allophanate groups according to claim 1 , wherein component D) comprises as a catalyst tetrabutylammonium 4-(methoxycarbonyl)phenoxide, tetrabutylammonium 2-(methoxycarbonyl)phenoxide, tetrabutylammonium 4-formylphenoxide, tetrabutylammonium 4-nitrilephenoxide, tetrabutylphosphonium 4-(methoxycarbonyl)phenoxide, tetrabutylphosphonium 2-(methoxycarbonyl)phenoxide, tetrabutylphosphonium 4-formylphenoxide, tetrabutylammonium salicylate and/or tetrabutylphosphonium salicylate.
13. The process for preparing binders containing allophanate groups according to claim 1 , wherein the process temperatures are from 20 to 100° C.