Polyether-modified polyisocyanate mixtures having improved dispersibility in water
First Claim
1. A water dispersible polyisocyanate mixture prepared from an aliphatic, cycloaliphatic, araliphatic and/or aromatic diisocyanate and havinga) an average isocyanate functionality of at least 2.0, b) a content of 5.0 to 25.0 wt. %, based on resin solids, of isocyanate groups (calculated as NCO;
- molecular weight=42) and c) a content of 2 to 50 wt. %, based on resin solids, of ethylene oxide units (calculated as C2H4O;
molecular weight
44) incorporated within polyether chains containing an average of 5 to 35 ethylene oxide units, wherein at least 60 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules which are each prepared from at least two diisocyanate molecules.
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Abstract
The present invention relates to water dispersible polyisocyanate mixtures prepared from aliphatic, cycloaliphatic, araliphatic and/or aromatic diisocyanates and having
a) an average isocyanate functionality of at least 2.0,
b) a content of 5.0 to 25.0 wt. %, based on resin solids, of isocyanate groups (calculated as NCO; molecular weight=42) and
c) a content of 2 to 50 wt. %, based on resin solids, of ethylene oxide units calculated as C2H2O; molecular weight 44) incorporated within polyether chains containing an average of 5 to 35 ethylene oxide units,
wherein at least 60 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules which are each prepared from at least two diisocyanate molecules. The present invention also relates to a process for the preparation of these water dispersible polyisocyanate.
112 Citations
16 Claims
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1. A water dispersible polyisocyanate mixture prepared from an aliphatic, cycloaliphatic, araliphatic and/or aromatic diisocyanate and having
a) an average isocyanate functionality of at least 2.0, b) a content of 5.0 to 25.0 wt. %, based on resin solids, of isocyanate groups (calculated as NCO; - molecular weight=42) and
c) a content of 2 to 50 wt. %, based on resin solids, of ethylene oxide units (calculated as C2H4O;
molecular weight
44) incorporated within polyether chains containing an average of 5 to 35 ethylene oxide units,wherein at least 60 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules which are each prepared from at least two diisocyanate molecules. - View Dependent Claims (2, 3, 4, 5, 6)
a) an average isocyanate functionality of 2.3 to 9.9, b) a content of 6.0 to 22.5 wt. %, based on resin solids, of isocyanate groups and c) a content of 5 to 40 wt. %, based on resin solids, of ethylene oxide units incorporated within polyether chains containing an average of 7 to 30 ethylene oxide units. -
3. The polyisocyanate mixture of claim 1 wherein said two polyisocyanate molecules contain isocyanurate groups.
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4. The polyisocyanate mixture of claim 2 wherein said two polyisocyanate molecules contain isocyanurate groups.
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5. The polyisocyanate mixture of claim 1 wherein at least 80 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules containing isocyanurate groups, which are each prepared from at least two diisocyanate molecules containing aliphatically and/or cycloaliphatically bound isocyanate groups.
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6. The polyisocyanate mixture of claim 2 wherein at least 80 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules containing isocyanurate groups, which are each prepared from at least two diisocyanate molecules containing aliphatically and/or cycloaliphatically bound isocyanate groups.
- molecular weight=42) and
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7. A process for the preparation of a water dispersible polyisocyanate mixture having
a) an average isocyanate functionality of at least 2.0, b) a content of 5.0 to 25.0 wt. %, based on resin solids, of isocyanate groups (calculated as NCO; - molecular weight=42) and
c) a content of 2 to 50 wt. %, based on resin solids, of ethylene oxide units (calculated as C2H4O;
molecular weight
44) incorporated within polyether chains containing an average of 5 to 35 ethylene oxide units,
which comprises reacting at an NCO/OH equivalent ratio of 6;
1 to 400;
1A) a polylsocyanate component containing polyisocyanate molecules prepared from at least two aliphatic, cycloaliphatic, araliphatic and/or aromatic diisocyanate molecules and having an average NCO functionality of 2.0 to 5.0 and having a content of aliphatically, cycloaliphatically, araliphatically and/or aromatically bound Isocyanate groups (calculated as NCO;
molecular weight=42) of 8.0 to 27.0 wt. % and a content of monomeric diisocyanates of less than 1 wt. % withB) a monofunctional polyalkylene oxide polyether alcohol containing an average of 5 to 35 ethylene oxide units, and converting sufficient urethane groups initially formed by the NCO/OH reaction to allophanate groups, such that at least 60 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules which are each prepared from at least two dilsocyanate molecules. - View Dependent Claims (8, 9, 10, 11, 12, 13, 14, 15, 16)
A) said polyisocyanate component has an average NCO functionality of 2.3 to 4.5, a content of aliphatically and/or cycloaliphatically bound isocyanate groups of 14.0 to 24.0 wt. % and a content of monomeric diisocyanates of less than 0.5 wt. % and B) a monofunctional polyalkylene oxide polyether alcohol containing a statistical average of 7 to 30 ethylene oxide units, and wherein components A) and B) are reacted at an NCO/OH equivalent ratio of 8: - 1 to 140;
1.
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9. The process of claim 7 wherein polyisocyanate A) contains isocyanurate groups and prepared from 1,6-diisocyanatohexane, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane and/or 4,4′
- -diisocyanatodicyclohexylmethane.
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10. The process of claim 8 wherein polyisocyanate A) contains isocyanurate groups and prepared from 1,6-diisocyanatohexane, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane and/or 4,4′
- -diisocyanatodicyclohexylmethane.
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11. The process of claim 7 wherein components A) and B) are reacted in the presence of a catalyst which accelerates the formation of allophanate groups.
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12. The process of claim 8 wherein components A) and B) are reacted in the presence of a catalyst which accelerates the formation of allophanate groups.
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13. The process of claim 11 wherein said allophanatization catalyst comprises an organic zinc compound.
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14. The process of claim 12 wherein said allophanatization catalyst comprises an organic zinc compound.
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15. The process of claim 11 wherein said allophanatization catalyst comprises zinc(II) n-octoate, zinc(II) 2-ethyl-1-hexanoate and/or zinc(II) stearate.
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16. The process of claim 12 wherein said allophanatization catalyst comprises zinc(II) n-octoate, zinc(II) 2-ethyl-1-hexanoate and/or zinc(II) stearate.
- molecular weight=42) and
Specification