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US4176118A
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Aromatic uretdione-diisocyanate-disulphonic acids
Assignee: Bayer AG
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Filing: 1977-11-07
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Granted: 1979-11-27
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Expires: 1997-11-07
Abstract
Abstract This invention relates to new aromatic uretdione-diisocyanate-disulphonic acids, to a process for the preparation thereof and to the use thereof as components for the production of polyurethane resins. More particularly, the instant invention relates new aromatic uretdione-diisocyanate-disulphonic acids of the general formula: ##STR1## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each represent a hydrogen, chlorine or bromine atom or a methyl, ethyl or C 1 -C 4 alkoxy group; x represents --O--, >C═O, >SO 2 , ##STR2## or --CH═CH-- wherein R 7 and R 8 each represent a hydrogen atom, a methyl or ethyl group or, when taken together with the carbon atom to which they are attached represent a cyclohexyl group; and n represents 0 or 1. These novel compounds are prepared by reacting a diisocyanate of general formula: ##STR3## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , n and x are as defined above with SO 3 at temperatures of from -30° to +100° C. in anhydrous solvents which are inert towards SO 3 and isocyanate groups.
Inventors
- 👤 Marcel Petinaux
- 👤 Dieter Dieterich
- 👤 Peter Markusch
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 20:07
CPC Classifications
C; C07; C07D; C07D229/00; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0828; C08G18/70; C08G18/72; C08G18/77; C08G18/775; C08G18/78; C08G18/79; C08G18/798
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
98 words
Pulverulent crystalline aromatic uretdione diisocyanate disulphonic acids corresponding to the following formula: ##STR14## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each represent a hydrogen, chlorine or bromine atom or a methyl, ethyl or C 1 -C 4 alkoxy group; x represents --O--, >C═O, >SO 2 , or ##STR15## wherein R 7 and R 8 each represent a hydrogen atom, a methyl or ethyl group or, when taken together with the carbon atom to which they are attached represent a cyclohexyl group; and n represents 0 or 1.
Claim 2
Dependent Claim
98 words
Pulverulent crystalline aromatic uretdione diisocyanate disulphonic acids corresponding to the following formula: ##STR14## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each represent a hydrogen, chlorine or bromine atom or a methyl, ethyl or C 1 -C 4 alkoxy group; x represents --O--, >C═O, >SO 2 , or ##STR15## wherein R 7 and R 8 each represent a hydrogen atom, a methyl or ethyl group or, when taken together with the carbon atom to which they are attached represent a cyclohexyl group; and n represents 0 or 1.
Claim 3
Dependent Claim
135 words
A process for the preparation of pulverulent crystalline aromatic uretdione diisocyanate disulphonic acids, characterized in that a diisocyanate corresponding to the following general formula: ##STR16## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each represent a hydrogen, chlorine or bromine atom or a methyl, ethyl or C 1 -C 4 alkoxy group; x represents --O--, >C═O, >SO 2 , or ##STR17## wherein R 7 and R 8 each represent a hydrogen atom, a methyl or ethyl group or, when taken together with the carbon atom to which they are attached represent a cyclohexyl group; and n represents 0 or 1, is reacted with sulphur trioxide at temperatures of from -30° to +100° C. in anhydrous solvents which are inert towards SO 3 and isocyanate groups.
Claim 4
Dependent Claim
135 words
A process for the preparation of pulverulent crystalline aromatic uretdione diisocyanate disulphonic acids, characterized in that a diisocyanate corresponding to the following general formula: ##STR16## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each represent a hydrogen, chlorine or bromine atom or a methyl, ethyl or C 1 -C 4 alkoxy group; x represents --O--, >C═O, >SO 2 , or ##STR17## wherein R 7 and R 8 each represent a hydrogen atom, a methyl or ethyl group or, when taken together with the carbon atom to which they are attached represent a cyclohexyl group; and n represents 0 or 1, is reacted with sulphur trioxide at temperatures of from -30° to +100° C. in anhydrous solvents which are inert towards SO 3 and isocyanate groups.
Claim 5
Dependent Claim
19 words
The process of claim 2, wherein the reaction is carried out with gaseous SO 3 diluted with inert gas.
Claim 6
Dependent Claim
21 words
The process of claim 2, wherein the molar ratio of diisocyanate to sulphur trioxide is from about 1:1 to about 1:1.4.
Claim 7
Dependent Claim
27 words
The process of claim 3, wherein the inert gas/SO 3 mixture is passed over the surface of the reacting mixture while the reacting mixture is vigorously stirred.
Claim 8
Dependent Claim
26 words
The process of claim 2, wherein said sulphur trioxide is in the form of addition compounds with organic compounds which are capable of liberating sulphur trioxide.
Claim 9
Dependent Claim
17 words
The process of claim 2, wherein the reaction temperature is between about -10° and about +30° C.
Claim 10
Dependent Claim
16 words
The process of claim 2, wherein the reaction temperature is between about -5° to +10° C.
Claim 11
Dependent Claim
11 words
The process of claim 2, wherein said anhydrous solvent is 1,2-dichloroethane.
References Cited (Backward Citations)
US3595329A
Cited
DE2359614A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-11-26 | 1983-05-28 | 1983-11-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-26 | 1987-05-28 | 1987-11-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-26 | 1991-05-28 | 1991-11-27 | $7700.00 | Window Closed / Lapsed |