Fluorine-modified polyurethane resins containing one or two constituents, method for the production thereof, and use of the same
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Abstract
A description is given of a fluorine-modified one- or two-component polyurethane resin having improved surface properties, which is obtainable by a) preparing a fluorine-modified polyurethane prepolymer having free isocyanate groups or free amino and/or hydroxyl groups, or a fluorine-modified polyol mixture having free hydroxyl groups (binder), and by b) preparing a fluorine-modified polyurethane resin having a polymer-bonded fluorine content of 1% to 4% by weight in the system as a whole by reacting the fluorine-modified polyurethane prepolymer from stage a3) in the case of a one-component application with atmospheric moisture, or reacting the fluorine-modified polyurethane prepolymer or polyol mixture (binder) in the case of a two-component application with a crosslinker component (D) (curing agent), with a formulating component (F)(ii) in the presence if desired of a solvent component (L)(iii) and also of a catalyst. Through the use of suitable fluorinated macromonomers in the one- or two-component polyurethane resins of the invention it is possible to produce hard coating systems and/or surfaces having very low surface tensions and very high contact angles. Furthermore, the dirt pickup tendency of these polyurethane resins is also significantly reduced as compared with the known prior art.
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Citations
70 Claims
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1-29. -29. (canceled)
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30. A fluorine-modified one- or two-component polyurethane resin, prepared by the process of
a) preparing a fluorine-modified polyurethane prepolymer having free isocyanate groups or free amino and/or hydroxyl groups, or a fluorine-modified polyol mixture having free hydroxyl groups (binder), by a1) a fluorine-modified macromonomer (A1) having two or more amino and/or hydroxyl groups that are reactive toward isocyanate groups and having a molecular mass of 500 to 2000 daltons, a higher molecular mass polyol component (A2) having two or more hydroxyl groups that are reactive toward isocyanate groups and having a molecular mass of 500 to 6000 daltons, and, optionally, a low molecular mass polyol component (A3)(i) having two or more hydroxyl groups that are reactive toward isocyanate groups and having a molecular mass of 50 to 499 daltons either is reacted with a polyisocyanate component (B)(i), consisting of at least one diisocyanate, polyisocyanate, polyisocyanate derivative or polyisocyanate homolog having two or more (cyclo)aliphatic or aromatic isocyanate groups of same or different reactivity, optionally in the presence of a solvent component (L)(i) and optionally in the presence of a catalyst, or is blended in the presence of a solvent component (L)(i) and optionally in the presence of a catalyst, a2) the fluorine-modified polyurethane prepolymer or polyol mixture from stage a1) is optionally reacted with an unmodified or fluorine-modified functionalizing component (C)(i) having one or more amino and/or hydroxyl groups that are reactive toward isocyanate groups and/or one or more isocyanate groups that are reactive toward hydroxyl groups and having a molecular mass of 50 to 2500 daltons, selected from the groups of the (cyclo)aliphatic and/or aromatic polyols and/or polyamines and/or polyamino alcohols and/or reactive polyhedral oligomeric polysilsesquioxanes (POSS) of the general formula (RSiO1.5)n with n=4, 6, 8, 10, 12 and R=any organic residue having 1 to 100 C atoms and 0 to 50 N and/or 0 to 50 O and/or 0 to 50 F and/or 0 to 50 Si and/or 0 to 50 S atoms and a molar mass of 250 to 25 000 daltons, a3) the fluorine-modified polyurethane prepolymer or polyol mixture from stages a1) or a2) is admixed with a formulating component (F)(i), and finally b) by preparing a fluorine-modified polyurethane resin having a polymer-bonded fluorine content of 1% to 4% by weight in the system as a whole by reacting the fluorine-modified polyurethane prepolymer from stage a3) in the case of a one-component application with atmospheric moisture, or reacting the fluorine-modified polyurethane prepolymer or polyol mixture from stage a3) (binder) in the case of a two-component application with a crosslinker component (D) (curing agent), with a formulating component (F)(ii) optionally in the presence of a solvent component (L)(iii) and also of a catalyst, using as crosslinker component (D) in the case of the polyol mixture from stage a3) a polyisocyanate component (B)(iii) consisting of at least one diisocyanate, polyisocyanate, polyisocyanate derivative or polyisocyanate homolog having two or more (cyclo)aliphatic or aromatic isocyanate groups of same or different reactivity and in the case of the polyurethane prepolymer a polyisocyanate component (B)(iii) or a low molecular mass polyol component (A3)(ii) having two or more hydroxyl groups that are reactive toward isocyanate groups and having a molecular mass of 50 to 499 daltons and/or a low molecular mass polyamine component (E) having two or more (cyclo)aliphatic or aromatic amino groups that are reactive toward isocyanate groups and having a molecular mass of 50 to 500 daltons.
Specification