US4565645A
Expired / Lapsed
US
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Single-stage process for the production of polyamines and polyamines produced by such process
Assignee: Bayer AG
•
Filing: 1983-06-21
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Granted: 1986-01-21
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Expires: 2003-06-21
Abstract
Abstract Polyamines containing from 0.19 to 20.3 wt % primary amino groups are produced by hydrolyzing in a single stage an isocyanate with an excess of water, a relatively weak basic compound and a water-miscible polar solvent at a temperature from 50° to 165° C. The hydrolysis is conducted in a manner such that the reactants are substantially homogeneous during the reaction. The isocyanate should have an NCO-content of from 0.5 to 40 wt %. The weakly basic compound may be a carbonate or hydrogen carbonate of an alkali metal or an alkali or alkaline earth salt of a monocarboxylic or polycarboxylic acid or mixtures of such materials. The polyamines produced by this process are particularly useful in the production of polyurethanes.
Inventors
- 👤 Werner Rasshofer
- 👤 Dieter Dieterich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 19:30
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5036; C08G18/5048; C08G18/08; C08G18/10; C08G18/30; C08G18/38; C08G18/3819
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
128 words
A single stage process for the production of a polyamine containing primary amino groups comprising hydrolyzing (a) an isocyanate compound having an NCO-content of from 0.5 to 40 wt % with (b) an excess of water in the presence of (c) from 0.01 to 25 wt % of a compound selected from the group of alkali carbonates and hydrogen carbonates, alkali and alkaline earth salts of monocarboxylic and polycarboxylic acids, and mixtures thereof in the presence of (d) a water-miscible polar solvent in a quantity of at least 10 parts by weight solvent for each 100 parts by weight isocyanate compound at a temperature of from 50 to 165° C. in a manner such that (a), (b), (c) and (d) are kept substantially homogeneous during the hydrolysis reaction.
Claim 2
Dependent Claim
128 words
A single stage process for the production of a polyamine containing primary amino groups comprising hydrolyzing (a) an isocyanate compound having an NCO-content of from 0.5 to 40 wt % with (b) an excess of water in the presence of (c) from 0.01 to 25 wt % of a compound selected from the group of alkali carbonates and hydrogen carbonates, alkali and alkaline earth salts of monocarboxylic and polycarboxylic acids, and mixtures thereof in the presence of (d) a water-miscible polar solvent in a quantity of at least 10 parts by weight solvent for each 100 parts by weight isocyanate compound at a temperature of from 50 to 165° C. in a manner such that (a), (b), (c) and (d) are kept substantially homogeneous during the hydrolysis reaction.
Claim 3
Dependent Claim
15 words
The process of claim 1 in which (c) contains from 1 to 10 carbon atoms.
Claim 4
Dependent Claim
12 words
The process of claim 1 in which (c) is substantially completely dissolved.
Claim 5
Dependent Claim
25 words
The process of claim 1 in which (b) is used in a quantity of at least 2 equivalents for each equivalent of NCO-groups in (a).
Claim 6
Dependent Claim
25 words
The process of claim 1 in which (b) is used in a quantity of at least 10 equivalents for each equivalent of NCO-groups in (a).
Claim 7
Dependent Claim
49 words
The process of claim 1 in which the water-miscible solvent (d) contains at least one of the following groups: carboxylic acid dialkyl amide, lactam, tetraalkyl urea, sulfone, sulfoxide, phosphoric acid dialkylamide, nitrile, ketone and ether groups and has a boiling point in the range from 56° to 250° C.
Claim 8
Dependent Claim
31 words
The process of claim 6 in which the water-miscible solvent is used in a quantity of at least 20 parts by weight solvent for each 100 parts of isocyanate compound (a).
Claim 9
Dependent Claim
20 words
The process of claim 1 in which the hydrolysis is conducted at a temperature of from 80° to 130° C.
Claim 10
Dependent Claim
39 words
The process of claim 1 in which the isocyanate compound (a) is an NCO-prepolymer based on a relatively high molecular weight difunctional or trifunctional polyether, polyester, polycarbonate and/or polycaprolactone polyol having from 1.5 to 15 wt % aromatically-bound NCO-groups.
Claim 11
Dependent Claim
17 words
The process of claim 1 in which the hydrolysis reaction is carried out on a continuous basis.
Claim 12
Dependent Claim
123 words
A polyamine containing from 0.19 to 20.3 wt % NH 2 -groups which polyamine is produced by hydrolyzing (a) a compound having an NCO-content of from 0.5 to 40 wt % with (b) an excess of water, (c) from 0.01 to 25 wt % of at least one of the following compounds: alkali carbonates and hydrogen carbonates, alkali and alkaline earth salts of monocarboxylic and polycarboxylic acids in the presence of (d) a water-miscible polar solvent in a quantity of at least 10 parts by weight solvent for each 100 parts by weight isocyanate compound (a) at a temperature of from 50° to 165° C. in a manner such that (a), (b), (c) and (d) are kept substantially homogeneous during the hydrolysis reaction.
Claim 13
Dependent Claim
123 words
A polyamine containing from 0.19 to 20.3 wt % NH 2 -groups which polyamine is produced by hydrolyzing (a) a compound having an NCO-content of from 0.5 to 40 wt % with (b) an excess of water, (c) from 0.01 to 25 wt % of at least one of the following compounds: alkali carbonates and hydrogen carbonates, alkali and alkaline earth salts of monocarboxylic and polycarboxylic acids in the presence of (d) a water-miscible polar solvent in a quantity of at least 10 parts by weight solvent for each 100 parts by weight isocyanate compound (a) at a temperature of from 50° to 165° C. in a manner such that (a), (b), (c) and (d) are kept substantially homogeneous during the hydrolysis reaction.
Claim 14
Dependent Claim
33 words
The polyamine of claim 11 in which the NCO-compound (a) is an NCO-prepolymer based on a relatively high molecular weight difunctional or trifunctional polyol having from 1.5 to 15 wt % aromatically-bound NCO-groups.
Claim 15
Dependent Claim
19 words
The polyamine of claim 12 in which the NCO-prepolymer is based on a polyether, polyester, polycarbonate and/or polycaprolactone polyol.
Claim 16
Dependent Claim
15 words
The polyamine of claim 11 containing from 0.46 to 11.3 wt % NH 2 -groups.
Claim 17
Dependent Claim
13 words
The polyamine of claim 11 containing from 0.58 to 6.7 wt % NH2-groups.
References Cited (Backward Citations)
GB920475A
Cited
US2888439A
Cited
US3044989A
Cited
DE1155907B
Cited
US3184502A
Cited
GB1033912A
Cited
US3385829A
Cited
GB1117494A
Cited
AT262970B
Cited
US3625871A
Cited
US3592854A
Cited
US3808250A
Cited
US3865791A
Cited
DE2447748A1
Cited
US4163831A
Cited
US4172050A
Cited
US4224417A
Cited
US4153801A
Cited
US4129741A
Cited
US4169206A
Cited
US4260557A
Cited
DE2703313A1
Cited
US4198348A
Cited
US4180644A
Cited
DE2948419A1
Cited
US4260729A
Cited
US4386218A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-01-20 | 1989-07-22 | 1990-01-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-01-20 | 1993-07-22 | 1994-01-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-01-20 | 1997-07-22 | 1998-01-21 | $7700.00 | Window Closed / Lapsed |