US4722966A
Expired / Lapsed
US
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Storage-stabile, radiation-hardenable, NCO-free aqueous emulsions
Assignee: Huels AG
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Filing: 1986-07-18
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Granted: 1988-02-02
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Expires: 2006-07-18
Abstract
Abstract A storage-stabile, radiation-hardenable, NCO-free aqueous emulsions based on ionic urethane-urea acrylates is disclosed. The emulsions are made up of partially acrylated cycloaliphatic polyisocyanates which have been acrylated by a hydroxyalkyl acrylate (to the extent of 10-60 equivalent-% NCO). These products are then reacted with polyhydroxy compounds (to the extent of 20-75 equivalent-% NCO), and then with sodium salts of aminocarboxylic acids (to the extent of 5-15 equivalent-% NCO), and finally they are reacted with water and/or aliphatic diamines (said aliphatic diamines in amounts corresponding to 1-5 equivalent-% NCO). The reaction product of the cycloaliphatic polyisocyanate with the hydroxy acrylate compounds and the polyols is taken up into ordinary organic solvents, and these solvent-containing reaction products are converted with aqueous solutions of the sodium salts of aminocarboxylic acids and then with water and/or with an amount of aliphatic diamines corresponding to 1-5 equivalent-% NCO, whereafter the organic solvent is distilled off.
Inventors
- 👤 Werner Flakus
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 13:42
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; C08G18/70; C08G18/81; C08G18/8141; C08G18/815; C08G18/8158; C08G18/8175
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
117 words
A storage stabile, radiation-hardenable, NCO-free aqueous emulsion based on an ionic urethane-urea acrylate; said emulsion being prepared as follows: (1) partially acrylating a cycloaliphatic polyisocyanate with a hydroxyalkyl acrylate to the extent of 10 to 60 equivalent % of the NCO groups; (2) reacting the partially acrylated cycloaliphatic polyisocyanate obtained in step (1) with (i) a polyhydroxy compound to the extent of 20 to 75 equivalent % of the NCO groups, (ii) then with a sodium salt of an aminocarboxylic acid to the extent of 5 to 15 equivalent % of the NCO groups, and (iii) finally with water or an aliphatic diamine in an amount corresponding to 1 to 5 equivalent % of the NCO groups.
Claim 2
Dependent Claim
117 words
A storage stabile, radiation-hardenable, NCO-free aqueous emulsion based on an ionic urethane-urea acrylate; said emulsion being prepared as follows: (1) partially acrylating a cycloaliphatic polyisocyanate with a hydroxyalkyl acrylate to the extent of 10 to 60 equivalent % of the NCO groups; (2) reacting the partially acrylated cycloaliphatic polyisocyanate obtained in step (1) with (i) a polyhydroxy compound to the extent of 20 to 75 equivalent % of the NCO groups, (ii) then with a sodium salt of an aminocarboxylic acid to the extent of 5 to 15 equivalent % of the NCO groups, and (iii) finally with water or an aliphatic diamine in an amount corresponding to 1 to 5 equivalent % of the NCO groups.
Claim 3
Dependent Claim
19 words
The emulsion of claim 1, wherein the said cycloaliphatic polyisocyanate is a C 5 to C 20 cycloaliphatic polyisocyanate.
Claim 4
Dependent Claim
19 words
The emulsion of claim 1, wherein the said cycloaliphatic polyisocyanate is a C 5 to C 20 cyclic diisocyanate.
Claim 5
Dependent Claim
17 words
The emulsion of claim 1, wherein the said cycloaliphatic polyisocyanate is a isophoronediisocyanate, methylenebis(4-cyclohexyl isocyanate) or bis(isocyanatomethyl)cyclohexane.
Claim 6
Dependent Claim
19 words
The emulsion of claim 1, wherein the said hydroxyalkyl acrylate is a C 1 to C 10 hydroxyalkyl acrylate.
Claim 7
Dependent Claim
13 words
The emulsion of claim 1, wherein the said hydroxyalkyl acrylate is hydroxyethyl acrylate.
Claim 8
Dependent Claim
24 words
The emulsion of claim 1, wherein the said polyhydroxy compound is a C2-C 10 hydroxy ester or a C 2 -C 10 hydroxy ether.
Claim 9
Dependent Claim
22 words
The emulsion of claim 1, wherein the said polyhydroxy compound is a poly(1,4-dihydroxybutane) having a molecular weight of from 500 to 2000.
Claim 10
Dependent Claim
17 words
The emulsion of claim 1, wherein the said polyhydroxy compounds is a C 2 -C 15 triol.
Claim 11
Dependent Claim
14 words
The emulsion of claim 1, wherein the said polyhydroxy compound is Trimethylolpropane or glycerine.
Claim 12
Dependent Claim
18 words
The emulsion of claim 1, wherein the said aminocarboxylic acid is a C 2 -C 15 aminocarboxylic acid.
Claim 13
Dependent Claim
20 words
The emulsion of claim 1, wherein the said aminocarboxylic acid is aminoacetic acid, aminobutyric acid, aminopropanoic acid or aminohexanoic acid.
Claim 14
Dependent Claim
17 words
The emulsion of claim 1, wherein the said aliphatic diamine is a C 2 -C 15 diamine.
Claim 15
Dependent Claim
15 words
The emulsion of claim 1, wherein the said diamine is ethylenediamine, 1,6-hexanediamine, isophoronediamine, or trimethyl-1,6-hexanediamine.
Claim 16
Independent Claim
135 words
A method for preparing a storage-stabile, radiation-hardenable, NCO-free aqueous emulsion based on an ionic urethane-urea acrylate; said method comprising: (i) taking up into an organic solvent the reaction product of a cycloaliphatic polyisocyanate which was been reacted, successively with a hydroxyalkyl acrylate to the extent of 10 to 60 equivalent % of the NCO groups and a polyhydroxy compount to the extend of 20 to 75 equivalent % of the NCO groups; (ii) combining the mixture of step (i) first with an aqueous solution of a sodium salt of an aminocarboxylic acid to the extent of 5 to 15 equivalent % of the NCO groups, and then with water or an amount of an aliphatic diamine corresponding to 1 to 5 equivalent % of the NCO groups; and, (iii) distilling off the said organic solvent.
Claim 17
Independent Claim
135 words
A method for preparing a storage-stabile, radiation-hardenable, NCO-free aqueous emulsion based on an ionic urethane-urea acrylate; said method comprising: (i) taking up into an organic solvent the reaction product of a cycloaliphatic polyisocyanate which was been reacted, successively with a hydroxyalkyl acrylate to the extent of 10 to 60 equivalent % of the NCO groups and a polyhydroxy compount to the extend of 20 to 75 equivalent % of the NCO groups; (ii) combining the mixture of step (i) first with an aqueous solution of a sodium salt of an aminocarboxylic acid to the extent of 5 to 15 equivalent % of the NCO groups, and then with water or an amount of an aliphatic diamine corresponding to 1 to 5 equivalent % of the NCO groups; and, (iii) distilling off the said organic solvent.
Claim 18
Dependent Claim
21 words
The method of claim 15, comprising using acetone, tetrahydrofuran, methyl ethyl ketone or a mixture thereof, as the said organic solvent.
Claim 19
Dependent Claim
33 words
The method of claim 15, comprising obtaining (in step ii) from 70 to 30 wt. % solids in the organic phase and from 60 to 30 wt. % solids in the aqueous phase.
Claim 20
Dependent Claim
31 words
The method of claim 15, comprising obtaining (in step ii) about 50% by wt. solids in the organic phase and from 50 to 40% by wt. solids in the aqueous phase.
References Cited (Backward Citations)
US4039414A
Cited
US4070323A
Cited
US4147679A
Cited
US4310448A
Cited
US4287039A
Cited
US4497932A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-02-01 | 1991-08-03 | 1992-02-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-02-01 | 1995-08-03 | 1996-02-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-02-01 | 1999-08-03 | 2000-02-02 | $7700.00 | Window Closed / Lapsed |