US4025466A
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US
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Process for preparing polyurethane foam and foam so obtained
Assignee: GECHEM
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Filing: 1974-10-03
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Granted: 1977-05-24
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Expires: 1994-10-03
Abstract
Abstract A process for preparing polyurethane foam which consists in introducing in the reaction, between a polyisocyanate and a polyol, a catalyst containing the chemical structure >N--C=N-- and also a compound selected from the group comprising metal salts of carboxylic acids having the structure ##STR1## M and metal alcoholates and/or phenolates having the structure M'OR', wherein M' represents an alkaline metal, M represents an alkaline or alkaline-earth metal, R represents hydrogen or an organic radical and R' represents an organic radical.
Inventors
- 👤 Lucien Jourquin
- 👤 Eddie Du Prez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 09:09
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/74; C08G18/75; C08G18/08; C08G18/16; C08G18/161; C08G18/163; C08G18/18; C08G18/20; C08G18/2045; C08G18/2063; C08G2110/00; C08G2110/0041; C08G2110/005; C08G2110/0083; C08G2115/00; C08G2115/02
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
548 words
A process for preparing a polyurethane foam comprising reacting in one stage an aliphatic or alicyclic polyisocyanate with a polyol in the presence of water and a catalyst combination comprising: (a) a compound having the general formula >N-- C= N selected from the group consisting of diazabicycloalkene according to formula: ##STR11## wherein m is an integer of 3 to 7 and n is an integer of 2 to 4, the salts thereof formed with acetic acid, phenol or fumaric acid and the guanidine derivatives having the general formula: ##STR12## wherein R 1 is a C 1 to C 20 alkyl radical or a group ##STR13## in which R 4 and R 5 are identical or different and represent hydrogen or a C 1 to C 3 alkyl radical, R 2 and R 3 are identical or different and represent hydrogen or a C 1 -C 3 alkyl radical; and X represents hydrogen, a C 1 to C 20 alkyl radical, a cycloalkyl radical, or phenyl radical, said C 1 -C 20 alkyl, cycloalkyl or phenyl radical being unsubstituted or substituted by one or more halogen atoms, by one or more linear or branched C 1 to C 8 alkyl groups, C 2 to C 8 alkenyl groups, or C 2 to C 8 alkynyl groups, by a phenyl group or by a carboxyl group, and the salts of said guanidine derivatives formed with carbonic acid, phenol or benzoic acid, and (b) a compound selected from the group consisting of alkaline or alkaline earth metal salts of carboxylic acids having the structural formula R--(CO 2 H) x wherein x is 1 or 2 and the metal alcoholates and phenolates having the structure M' OR', wherein R represents: hydrogen, a linear or branched C 1 to C 20 alkyl, C 2 to C 20 alkenyl or C 2 to C 20 alkynyl radical, these radicals being unsubstituted or substituted by one or more halogens, a C 3 to C 6 cycloalkyl radical which is unsubstituted or substituted by one or more C 1 to C 6 alkyl, C 2 to C 6 alkenyl or C 2 to C 6 alkynyl groups, which are linear or branched, a phenyl radical, unsubstituted or substituted by one or more halogens, or by one or more C 1 to C 8 alkyl, C 2 to C 8 alkenyl or C 2 to C 8 alkynyl groups, which are linear or branched, or by a phenyl group; R' represents a C 1 to C 20 alkyl, C 2 to C 20 alkenyl or C 2 to C 20 alkynyl radical, linear or branched, which is unsubstituted or substituted by a phenyl group or by one or more halogens, a C 3 to C 6 cycloalkyl radical which is unsubstituted or substituted by one or more linear or branched C 1 to C 6 alkyl, C 2 to C 6 alkenyl, C 2 to C 6 alkynyl groups, or a phenyl radical, which is unsubstituted or substituted by one or more linear or branched C 1 to C 20 alkyl, C 2 to C 20 alkenyl, or C 2 to C 20 alkynyl groups, or by one or more phenyl groups or by one or more halogen of hydroxyl radicals, and M' is an alkaline metal.
Claim 2
Dependent Claim
548 words
A process for preparing a polyurethane foam comprising reacting in one stage an aliphatic or alicyclic polyisocyanate with a polyol in the presence of water and a catalyst combination comprising: (a) a compound having the general formula >N-- C= N selected from the group consisting of diazabicycloalkene according to formula: ##STR11## wherein m is an integer of 3 to 7 and n is an integer of 2 to 4, the salts thereof formed with acetic acid, phenol or fumaric acid and the guanidine derivatives having the general formula: ##STR12## wherein R 1 is a C 1 to C 20 alkyl radical or a group ##STR13## in which R 4 and R 5 are identical or different and represent hydrogen or a C 1 to C 3 alkyl radical, R 2 and R 3 are identical or different and represent hydrogen or a C 1 -C 3 alkyl radical; and X represents hydrogen, a C 1 to C 20 alkyl radical, a cycloalkyl radical, or phenyl radical, said C 1 -C 20 alkyl, cycloalkyl or phenyl radical being unsubstituted or substituted by one or more halogen atoms, by one or more linear or branched C 1 to C 8 alkyl groups, C 2 to C 8 alkenyl groups, or C 2 to C 8 alkynyl groups, by a phenyl group or by a carboxyl group, and the salts of said guanidine derivatives formed with carbonic acid, phenol or benzoic acid, and (b) a compound selected from the group consisting of alkaline or alkaline earth metal salts of carboxylic acids having the structural formula R--(CO 2 H) x wherein x is 1 or 2 and the metal alcoholates and phenolates having the structure M' OR', wherein R represents: hydrogen, a linear or branched C 1 to C 20 alkyl, C 2 to C 20 alkenyl or C 2 to C 20 alkynyl radical, these radicals being unsubstituted or substituted by one or more halogens, a C 3 to C 6 cycloalkyl radical which is unsubstituted or substituted by one or more C 1 to C 6 alkyl, C 2 to C 6 alkenyl or C 2 to C 6 alkynyl groups, which are linear or branched, a phenyl radical, unsubstituted or substituted by one or more halogens, or by one or more C 1 to C 8 alkyl, C 2 to C 8 alkenyl or C 2 to C 8 alkynyl groups, which are linear or branched, or by a phenyl group; R' represents a C 1 to C 20 alkyl, C 2 to C 20 alkenyl or C 2 to C 20 alkynyl radical, linear or branched, which is unsubstituted or substituted by a phenyl group or by one or more halogens, a C 3 to C 6 cycloalkyl radical which is unsubstituted or substituted by one or more linear or branched C 1 to C 6 alkyl, C 2 to C 6 alkenyl, C 2 to C 6 alkynyl groups, or a phenyl radical, which is unsubstituted or substituted by one or more linear or branched C 1 to C 20 alkyl, C 2 to C 20 alkenyl, or C 2 to C 20 alkynyl groups, or by one or more phenyl groups or by one or more halogen of hydroxyl radicals, and M' is an alkaline metal.
Claim 3
Dependent Claim
15 words
A process as claimed in claim 1 wherein an ester polyol is used as polyol.
Claim 4
Dependent Claim
15 words
A process as claimed in claim 1, wherein an ether polyol is used as polyol.
Claim 5
Dependent Claim
33 words
A process as claimed in claim 1, wherein in combination with this catalyst, one uses amine catalysts selected from the group comprising tetramethylethylenediamine, triethylenediamine, dimethylaminoethanol, bis (dimethylaminoethyl) ether, N-ethylmorpholine, N,N'-dimethylpiperazine, triethylamine, and dimethylcyclohexylamine.
Claim 6
Dependent Claim
64 words
A process as claimed in claim 1, wherein, as metal salts or alcoholates, one uses compounds in which M represents Li, Na or K, R represents hydrogen or a C 1 -C 3 alkyl radical substituted by one or more halogens, R' represents a methyl radical or a phenyl radical which is unsubstituted or substituted by one or more C 1 -C 3 alkyl
Claim 7
Dependent Claim
32 words
A process as claimed in claim 5 wherein 0.05 to 5 parts by weight of the metal salt or alcoholate of claim 10 is used per 100 parts by weight of polyol.
Claim 8
Dependent Claim
32 words
A process as claimed in claim 5 wherein 0.2 to 3 parts by weight of the metal salt or alcoholate of claim 10 is used per 100 parts by weight of polyol.
Claim 9
Dependent Claim
24 words
The process of claim 5, wherein said metal salt or alcoholate is lithium, sodium or potassium acetate, sodium formate, sodium phenolate, or sodium methoxide.
Claim 10
Dependent Claim
22 words
A process claimed in claim 1, wherein a foam stabilizer and one or more blowing agents are mixed with the other ingredients.
Claim 11
Dependent Claim
87 words
Process according to claim 1 wherein a catalyst combination is used comprising: (a) a compound selected from the group consisting of 1.8 diazabicyclo-5.4.0 undecene 7, 1.8 diazabicyclo-5.3.0 decene 7, 1.5 diazabicyclo-4.3.0 nonene 5, 1.8 diazabicyclo-5.4.0 undecene 7 phenolate, tetramethylguanidine, cyclohexyltetramethylguanidine, N-dodecyltetramethylguanidine and guanidine phenolate and (b) a compound selected from the group consisting of potassium or sodium salts of oleic acid 2.3 dimethylbenzoic acid, adipic acid, 2-4 dichlorobenzoic acid, benzoic acid, β-chloroacetic acid, p-bromobenzoic acid, salicyclic acid, formic acid, acetic acid and of potassium or sodium phenolate.
Claim 12
Dependent Claim
94 words
A process as claimed in claim 1, wherein in the guanidine derivatives of the general formula (II), R 1 represents the group ##STR14## in which R 4 and R 5 are identical or different C 1 to C 3 alkyl radicals; R 2 and R 3 are identical or different C 1 to C 3 alkyl radicals, and X is hydrogen, a methyl, decyl, dodecyl or phenyl radical, as well as salts of these compounds with carbonic acid or phenol, in which R 2 , R 3 and R 5 may also represent hydrogen.
Claim 13
Dependent Claim
29 words
A process as claimed in claim 11, wherein 0.1 to 10 parts by weight of the catalyst of claim 17 is used per 100 parts by weight of polyol.
Claim 14
Dependent Claim
29 words
A process as claimed in claim 11, wherein 0.5 to 3 parts by weight of the catalyst of claim 17 is used per 100 parts by weight of polyol.
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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) | 1980-05-23 | 1980-11-22 | 1981-05-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-23 | 1984-11-22 | 1985-05-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-23 | 1988-11-22 | 1989-05-24 | $7700.00 | Window Closed / Lapsed |