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Patent US4757097A successfully refreshed from Google Patents.
US4757097A
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US
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Process for the production of oligoesters containing hydroxy groups and their use
Assignee: Bayer AG
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Filing: 1987-06-23
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Granted: 1988-07-12
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Expires: 2007-06-23
Abstract
Abstract Oligoesters having hydroxyl groups and an OH number of from 200 to 600 mg KOH/g are made by reacting a cyclic dicarboxylic acid anhydride in which no halogen is present with a polyfunctional alcohol or dialkanolamine in a molar ratio of from 1:0.5 to 1:1.5 at a temperature of from 50 DEG to 150 DEG C. to form the corresponding dicarboxylic acid semiester and/or semiamide. This semiester and/or semiamide is then alkoxylated with ethylene oxide and/or propylene oxide in the presence of a catalyst at 80 DEG to 150 DEG C. The equivalent ratio of acid groups to alkylene oxide groups is from 1:0.8 to 1:1.7. The catalysts are reaction products of alkoxides with at least 3 C-atoms with ammonia, piperidine, piperazine and/or C2-C6 aliphatic, polyamines, preferably diamines in which all of the NH-functional groups have been alkoxylated. The resultant oligoester may then be reacted with a polyisocyanate optionally in the presence of known additives, such as blowing agents and catalysts.
Inventors
- 👤 Manfred Dietrich
- 👤 Manfred Kapps
- 👤 Klaus Konig
- 👤 Roland Nast
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 08:56
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/34; C07C69/42; C07C67/00; C07C67/08; C07C69/62; C07C69/65; C07C69/657
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
155 words
A process for the production of a hydroxyl group containing oligoesters having an OH number of from 200 to 600 mg KOH/g in which no halogen is present comprising (a) reacting (1) a non-halogenated cyclic dicarboxylic acid anhydride with (2) polyfunctional alcohols and/or dialkanolamines in a molar ratio of 1:0.5 to 1:1.5 at a temperature of from 50° to 150° C. to form the corresponding dicarboxlic acid semiester and/or semiamide and (b) alkoxylating the carboxyl groups present in the reaction product of (a) with ethylene oxide and/or propylene oxide at a temperature of from 80° to 150° C. and in quantities such that the equivalent ratio of acid groups to alkylene oxide groups is from 1:0.08 to 1:1.7 in the presence of a reaction product of alkoxides with at least 3 C-atoms with ammonia, piperidine, piperazine and/or C 2 -C 6 aliphatic, polyamines, preferably diamines in which all of the NH-functional groups have been alkoxylated.
Claim 2
Dependent Claim
155 words
A process for the production of a hydroxyl group containing oligoesters having an OH number of from 200 to 600 mg KOH/g in which no halogen is present comprising (a) reacting (1) a non-halogenated cyclic dicarboxylic acid anhydride with (2) polyfunctional alcohols and/or dialkanolamines in a molar ratio of 1:0.5 to 1:1.5 at a temperature of from 50° to 150° C. to form the corresponding dicarboxlic acid semiester and/or semiamide and (b) alkoxylating the carboxyl groups present in the reaction product of (a) with ethylene oxide and/or propylene oxide at a temperature of from 80° to 150° C. and in quantities such that the equivalent ratio of acid groups to alkylene oxide groups is from 1:0.08 to 1:1.7 in the presence of a reaction product of alkoxides with at least 3 C-atoms with ammonia, piperidine, piperazine and/or C 2 -C 6 aliphatic, polyamines, preferably diamines in which all of the NH-functional groups have been alkoxylated.
Claim 3
Dependent Claim
20 words
The process of claim 1 in which (a) is carried out at a temperature of from 90° to 130° C.
Claim 4
Dependent Claim
25 words
The process of claim 1 in which the molar ratio of cyclic dicarboxylic acid anhydride to polyfunctional alcohol and/or dialkanolamine is from 1:0.7 to 1:1.2.
Claim 5
Dependent Claim
25 words
The process of claim 1 in which the propoxylation product present in (b) is a propoxylation product of ammonia, ethylene diamine, propylene diamine or hexamethylenediamine.
Claim 6
Dependent Claim
25 words
The process of claim 4 in which from 0.5 to 5 parts by weight propoxylation product are present for every 100 parts by weight oligoester.
Claim 7
Dependent Claim
27 words
The process of claim 1 in which the cyclic dicarboxylic acid anhydrides is selected from phthalic acid anhydride, maleic acid anhydride, glutaric acid anhydride and mixtures thereof.
Claim 8
Dependent Claim
12 words
The process of claim 1 in which (a)(2) is a polyfunctional alcohol.
Claim 9
Dependent Claim
22 words
The process of claim 7 in which the polyfunctional alcohol is a diol having a molecular weight of from 62 to 182.
Claim 10
Dependent Claim
33 words
The process of claim 7 in which the polyfunctional alcohol is selected from trihydric alcohols, tetrahydric alcohols, pentahydric alcohols, hexahydric alcohols and mixtures thereof having a molecular weight of from 62 to 182.
Claim 11
Dependent Claim
31 words
The process of claim 7 in which the polyfunctional alcohol is a mixture of a diol with a trihydric to hexahydric polyol having a molecular weight of from 62 to 182.
Claim 12
Dependent Claim
22 words
A process for the production of a polyisocyanate addition product comprising reacting the oligester produced in claim 1 with an organic polyisocyanate.
Claim 13
Dependent Claim
31 words
The process of claim 11 in which the reaction is carried out in the presence of a blowing agent and/or a chain extending agent and/or a crosslinking agent and/or a catalyst.
Claim 14
Dependent Claim
10 words
A polyurethane foam produced by the process of claim 12.
Claim 15
Dependent Claim
11 words
A polyisocyanate addition product produced by the process of claim 11.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-07-12 | 1992-01-11 | 1992-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-07-12 | 1996-01-11 | 1996-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-07-12 | 2000-01-11 | 2000-07-12 | $7700.00 | Window Closed / Lapsed |