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US4386218A
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Polyamines and processes for the production of such polyamines and of polyurethane plastics therefrom
Assignee: Bayer AG
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Filing: 1981-10-05
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Granted: 1983-05-31
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Expires: 2001-10-05
Abstract
Abstract A compound having a terminal isocyanate group is hydrolyzed to produce a polyamine having a urethane and/or a urea and/or a biuret group. More particularly, a carbamate is made by mixing an isocyanate prepolymer having urethane and/or urea and/or biuret groups present with aqueous base solutions at a temperature of from 0° to 0° C. and in quantities such that the equivalent ratio of hydroxyl to isocyanate groups is between from 0.3:1 to ≧1.01 to 1. The carbamate is then treated with an acid ion exchanger to form an amine. The amine is then removed from any other material which may be present. A preferred polyamine thus-produced corresponds to the general formula: ##STR1## in which each R radical may represent a divalent straight or branched-chain aliphatic radical; a divalent cycloaliphatic radical; a 4,4'- and/or a 2,4'-dicyclohexylmethane radical; or a 2,4- and/or 2,6-methyl cyclohexane radical. Such an amine may be reacted with a polyisocyanate and optionally with other known additives to form a polyurethane plastic or foam.
Inventors
- 👤 Werner Rasshofer
- 👤 Dieter Dieterich
- 👤 Holger Meyborg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:39
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C07; C07C; C07C273/00; C07C273/18; C07C273/1809; C08G18/08; C08G18/10; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5036; C08G18/5048
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
97 words
A process for the production of a polyamine having urethane and/or urea and/or biuret groups by hydrolysis of a compound having terminal isocyanate groups comprising: (a) mixing an isocyanate prepolymer having urethane and/or urea and/or biuret groups with an aqueous base solution at a temperature of from 0° to 80° C. and in a quantity such that the equivalent ratio of hydroxyl to isocyanate groups is between from 0.3:1 to ≧1.01:1, (b) treating the product of (a) with an acid ion exchanger to form an amine, and (c) separating the product amine from any other materials present.
Claim 2
Dependent Claim
97 words
A process for the production of a polyamine having urethane and/or urea and/or biuret groups by hydrolysis of a compound having terminal isocyanate groups comprising: (a) mixing an isocyanate prepolymer having urethane and/or urea and/or biuret groups with an aqueous base solution at a temperature of from 0° to 80° C. and in a quantity such that the equivalent ratio of hydroxyl to isocyanate groups is between from 0.3:1 to ≧1.01:1, (b) treating the product of (a) with an acid ion exchanger to form an amine, and (c) separating the product amine from any other materials present.
Claim 3
Dependent Claim
23 words
The process of claim 1 wherein the acid ion exchanger is added to the product of (a) in at least a stoichiometric quantity.
Claim 4
Dependent Claim
69 words
The process of claim 1 wherein the isocyanate prepolymer is a reaction product of (i) a polyether having two or three hydroxyl groups and a molecular weight of from 400 to 5,000, (ii) a polyisocyanate and optionally, (iii) a polyol having a molecular weight of from 62 to 400 which reaction product is made by using quantities of reactants such that the NCO/OH ratio is from 1.5:1 to 2.8:1.
Claim 5
Dependent Claim
49 words
The process of claim 1 wherein the isocyanate prepolymer is a reaction product of (i) an OH compound having a molecular weight of from 18 to 400 and (ii) a polyisocyanate made by reacting (i) and (ii) in quantities such that the NCO/OH ratio is from 1.5:1 to 2.8:1.
Claim 6
Dependent Claim
14 words
The process of claim 1 wherein the NCO prepolymer is a biuretized aliphatic diisocyanate.
Claim 7
Dependent Claim
18 words
The process of claim 1 wherein the isocyanate prepolymer is a solution in a water-miscible inert organic solvent.
Claim 8
Dependent Claim
27 words
The process of claim 1 wherein the temperature at which the isocyanate prepolymer is mixed with the solution of the bases is from 0° to 40° C.
Claim 9
Dependent Claim
20 words
The process of claim 1 wherein the equivalent ratio of hydroxyl ion to isocyanate groups is from 0.3:1 to 1.30:1.
Claim 10
Dependent Claim
20 words
The process of claim 1 wherein the equivalent ratio of hydroxyl ion to isocyanate groups is from 1.01:1 to 1.30:1.
Claim 11
Dependent Claim
28 words
The process of claim 1 in which from 0.1 to 1 parts by wt., based on 100 parts reaction mixture, of an emulsifier are added in step (a).
Claim 12
Dependent Claim
23 words
The process of claim 1 in which the base is an alkali metal hydroxide in the form of a 5-20 wt. % solution.
Claim 13
Dependent Claim
41 words
A polyamine corresponding to the general formula: ##STR4## in which each R radical may independently represent a divalent straight- or branched- chain, aliphatic radical, a divalent cycloaliphatic radical, a 4,4'- and/or a 2,4'-dicyclohexylmethane radical or a 2,4- and/or 2,6-methyl cyclohexane radical.
Claim 14
Dependent Claim
41 words
A polyamine corresponding to the general formula: ##STR4## in which each R radical may independently represent a divalent straight- or branched- chain, aliphatic radical, a divalent cycloaliphatic radical, a 4,4'- and/or a 2,4'-dicyclohexylmethane radical or a 2,4- and/or 2,6-methyl cyclohexane radical.
Claim 15
Dependent Claim
15 words
The polyamine of claim 9 wherein at least one R radical represents a hexamethylene radical.
Claim 16
Dependent Claim
15 words
The polyamine of claim 9 wherein at least one R radical represents an isophorone radical.
Claim 17
Dependent Claim
8 words
A polyamine corresponding to the general formula: ##STR5##
Claim 18
Dependent Claim
8 words
A polyamine corresponding to the general formula: ##STR5##
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-05-30 | 1986-11-29 | 1987-05-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-30 | 1990-11-29 | 1991-05-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-30 | 1994-11-29 | 1995-05-31 | $7700.00 | Window Closed / Lapsed |