Patent US4515923A successfully refreshed from Google Patents.
US4515923A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyamines and a process for their production
Assignee: Bayer AG
•
Filing: 1983-06-21
•
Granted: 1985-05-07
•
Expires: 2003-06-21
Abstract
Abstract Polyamines containing aromatically bound primary amino groups having an NH 2 -content of from 0.19 to 20.3 wt % are produced by a single stage process. A compound containing aromatically bound NCO-groups and having an isocyanate content of from 0.5 to 40 wt % is hydrolyzed with an excess of water in the presence of a water-miscible polar solvent and optionally a catalyst. The hydrolysis is carried out at a temperature of from -10° to 150° C. in a manner such that the reaction mixture is substantially homogeneous. The water-miscible polar solvent generally has a boiling point of from 56° to 250° C. and a dielectric constant of at least 10. This polar solvent is used in a quantity of at least 5 parts solvent for every 100 parts of isocyanate. Tertiary amines are the preferred catalysts. These polyamines are particularly useful in the production of polyurethanes.
Inventors
- 👤 Rudolf Fauss
- 👤 Hans J. Meiners
- 👤 Werner Rasshofer
- 👤 Holger Meyborg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:04
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
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
110 words
A single-stage process for the production of a polyamine containing aromatically bound primary amino groups comprising hydrolyzing (a) a compound containing aromatically bound NCO-groups which has an NCO-content of from 0.5 to 40 wt % with (b) an excess of water in the presence of (c) a water-miscible polar solvent having a boiling point of from 56° to 250° C. and a dielectric constant of at least 10 which solvent is present in a quantity of at least 5 parts solvent for every 100 parts of isocyanate compound (a) at a temperature of from -10° to 150° C. in a manner such that the reaction mixture is kept substantially homogeneous.
Claim 2
Dependent Claim
110 words
A single-stage process for the production of a polyamine containing aromatically bound primary amino groups comprising hydrolyzing (a) a compound containing aromatically bound NCO-groups which has an NCO-content of from 0.5 to 40 wt % with (b) an excess of water in the presence of (c) a water-miscible polar solvent having a boiling point of from 56° to 250° C. and a dielectric constant of at least 10 which solvent is present in a quantity of at least 5 parts solvent for every 100 parts of isocyanate compound (a) at a temperature of from -10° to 150° C. in a manner such that the reaction mixture is kept substantially homogeneous.
Claim 3
Dependent Claim
23 words
The process of claim 1 in which at least 2 moles of water are present for each equivalent of NCO-groups present in (a).
Claim 4
Dependent Claim
74 words
The process of claim 1 in which at least 0.1 part of tertiary amine for each 100 parts of isocyanate (a) and/or 0.1 to 10 parts of alkali silicate and/or alkali cyanide and/or hydroxide of an element in Group IA and/or IIA and/or IIIA of the Periodic System of Elements for each 100 parts of isocyanate (a) and/or 0.01 to 10 wt % (based on isocyanate (a)) polyfunctional metal are used as a catalyst.
Claim 5
Dependent Claim
33 words
The process of claim 1 in which the water-miscible polar solvent contains at least one group selected from carboxylic acid, dialkylamide, lactam, tetraalkyl urea, sulfone, sulfoxide, phosphoric acid dialkylamide, nitrile and ketone groups.
Claim 6
Dependent Claim
61 words
The process of claim 1 in which a mixture of an NCO-prepolymer made from an isocyanate having an NCO-content of from 1.5 to 10 wt %, a relatively high molecular weight polyol (molecular weight of 400 to 12,000), optionally a chain extending agent having a molecular weight of 62 to 399 and an aromatic diisocyanate is used as isocyanate compound (a).
Claim 7
Dependent Claim
23 words
The process of claim 1 in which water is used in a quantity of at least 5 moles for each NCO-equivalent of (a).
Claim 8
Dependent Claim
31 words
The process of claim 1 in which the water-miscible polar solvent is selected from the group consisting of dimethyl formamide, dimethyl acetamide, N-methyl pyrrolidone, tetramethylene sulfone, acetonitrile, acetone and mixtures thereof.
Claim 9
Dependent Claim
30 words
The process of claim 7 in which the water-miscible polar solvent is used in a quantity of at least 10 parts of solvent for every 100 parts of isocyanate (a).
Claim 10
Dependent Claim
18 words
The process of claim 1 in which acetonitrile and/or dimethyl formamide is used as the water-miscible polar solvent.
Claim 11
Dependent Claim
27 words
The process of claim 1 in which an aliphatic or cycloaliphatic tertiary amine having a boiling point of up to 250° C. is used as a catalyst.
Claim 12
Dependent Claim
23 words
The process of claim 1 in which a catalyst selected from the group consisting of triethylamine, tripropylamine, tributylamine and mixtures thereof is used.
Claim 13
Dependent Claim
32 words
The process of claim 1 in which the sum of the amounts of water, water-miscible polar solvent and any catalyst is at least 40 parts for every 100 parts of reaction mixture.
References Cited (Backward Citations)
GB920475A
Cited
US2888439A
Cited
US3044989A
Cited
GB1033912A
Cited
US3385829A
Cited
US3536668A
Cited
GB1117494A
Cited
US3404103A
Cited
US3625871A
Cited
US3592854A
Cited
US3808250A
Cited
US3865791A
Cited
US4163831A
Cited
US4172050A
Cited
US4224417A
Cited
US4129741A
Cited
US4153801A
Cited
US4169206A
Cited
US4198348A
Cited
US4180644A
Cited
US4386218A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-05-06 | 1988-11-05 | 1989-05-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-05-06 | 1992-11-05 | 1993-05-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-05-06 | 1996-11-05 | 1997-05-07 | $7700.00 | Window Closed / Lapsed |