Aqueous polyurethane/urea dispersions containing alkoxysilane groups
View Patent ↗Polyurethane/ureas including hydrophilic moieties and alkoxysilane groups of formula (I) —X—CO—NR 2 —Y—Si—(Z) 3 (I) where X is O or NR 2 ; R 2 is H, C 1 -C 6 alkyl, substituted C 1 -C 6 alkyl, cycloalkyl, aryl or benzyl; Y is C 1 -C 8 linear and branched alkylene; and Z is an organic group inert to isocyanate groups below 100° C. At least one Z group is an alkoxy group of 1 to 4 carbon atoms. The polyurethane/urea can be in an aqueous dispersion, which can be used to prepare coatings. The dispersion is prepared by (ii) reacting an organic polyisocyanate with a high molecular weight polyol, optionally a low molecular weight isocyanate-reactive compound, an isocyanate-reactive compound containing hydrophilic groups, and/or an amine chain extender forming a prepolymer; (ii) reacting the prepolymer in (i) with a compound of formula (II) OCN—Y—Si—(Z) 3 (II) where Y and Z are as defined; and (iii) dispersing the reaction product in (II) in an aqueous medium.
1. An aqueous polyurethane/urea dispersion comprising:
i) an aqueous medium and
ii) a polyurethane/urea comprising
A) at least one alkoxysilane group of formula (I)
—X—CO—NR 2 —Y—Si—(Z) 3 (I)
wherein
X is O: each occurrence of R 2 is H; Y is selected from C 1 -C 8 linear and branched alkylene; and each occurrence of Z is independently selected from organic groups that are inert to isocyanate groups below 100° C., provided that at least one group is an alkoxy group containing from 1 to 4 carbon atoms; and
B) anionic and optionally nonionic hydrophilic moieties, wherein the polyurethane/urea comprises the reaction product of a polyisocyanate with an isocyanate-reactive component comprising a polyester or a polycarbonate polyol having a number average molecular weight of at least 500.
2. The polyurethane/urea of claim 1 , wherein nonionic hydrophilic moieties are present.
3. The polyurethane/urea of claim 2 , wherein the nonionic hydrophilic moieties comprise lateral and/or terminal chains containing alkylene oxide units derived from ethylene oxide.
4. The polyurethane/urea of claim 1 , wherein at least 80 wt. % of the anionic groups are carboxylate groups neutralized with a tertiary amine, sodium, potassium and/or lithium ion.
5. The dispersion of claim 1 , wherein the polyurethane/urea contains from 0.5 to 6 wt. % of alkoxysilane groups, based on the weight of polyurethane/urea.
6. The dispersion of claim 1 , wherein the polyurethane/urea comprises 10 to 120 meq, per 100 grams of polyurethane/urea, of chemically incorporated anionic groups and up to 10% by weight, based on the weight of polyurethane/urea, of nonionic hydrophilic moieties.
7. The dispersion of claim 6 , wherein the hydrophilic moieties are selected from lateral and terminal chains containing alkylene oxide units.
8. The dispersion of claim 7 , wherein the alkylene oxide units are ethylene oxide.
9. The dispersion of claim 6 , wherein at least 80 wt. % of the anionic groups are carboxylate groups neutralized with tertiary amines.
10. A coating composition comprising the aqueous polyurethane/urea dispersion of claim 2 .
11. A coated substrate comprising a substrate and a coating layer of the composition of claim 10 covering at least a portion of a surface of the substrate.
12. A method of coating a substrate comprising applying the composition of claim 10 to a surface of the substrate.
13. A substrate coated according to the method of claim 12 .