US3975428A
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Aromatic amines formed by the reaction of isatoic acid anhydride with compounds containing at least one tertiary nitrogen atom and at least two hydroxyl groups
Assignee: Bayer AG
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Filing: 1974-02-06
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Granted: 1976-08-17
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Expires: 1994-02-06
Abstract
Abstract Aromatic di- and triamines are disclosed which amines are prepared by reacting isatoic acid anhydride with a compound containing at least two hydroxyl groups and at least one tertiary nitrogen group and having a molecular weight of from about 119 to about 1000. These amines are especially suited for preparing polyurethane resins by reaction with polyisocyanates.
Inventors
- 👤 Johannes Blahak
- 👤 Erwin Muller
- 👤 Karl Hartwig Richert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 14:15
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/6505; C08G18/6523; C08G18/6529; C08G18/08; C08G18/10; C08G18/30; C08G18/32; C08G18/3225; C08G18/325
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
66 words
Diamines of the formula: ##EQU6## wherein R is a saturated or unsaturated C 1 to C 18 alkyl radical; C 3 to C 10 cycloalkyl radical; C 7 to C 11 aralkyl radical or C 6 to C 10 aryl radical; and R' and R" are the same or different and represent C 2 to C 30 alkylene radicals which may be interrupted by oxygen atoms.
Claim 2
Dependent Claim
66 words
Diamines of the formula: ##EQU6## wherein R is a saturated or unsaturated C 1 to C 18 alkyl radical; C 3 to C 10 cycloalkyl radical; C 7 to C 11 aralkyl radical or C 6 to C 10 aryl radical; and R' and R" are the same or different and represent C 2 to C 30 alkylene radicals which may be interrupted by oxygen atoms.
Claim 3
Dependent Claim
9 words
A diamine of claim 1 of the formula: ##EQU7##
Claim 4
Dependent Claim
9 words
A diamine of claim 1 of the formula: ##EQU8##
Claim 5
Dependent Claim
31 words
Triamines of the formula: ##EQU9## wherein R', R" and R'" are the same or different and represent C 2 to C 30 alkylene radicals which may be interrupted by oxygen atoms.
Claim 6
Dependent Claim
31 words
Triamines of the formula: ##EQU9## wherein R', R" and R'" are the same or different and represent C 2 to C 30 alkylene radicals which may be interrupted by oxygen atoms.
Claim 7
Dependent Claim
9 words
A triamine of claim 4 of the formula: ##EQU10##
Claim 8
Dependent Claim
9 words
A triamine of claim 4 of the formula: ##EQU11##
Claim 9
Dependent Claim
136 words
Process for the preparation of diamines of the formula ##EQU12## and triamines of the formula ##EQU13## wherein R is a saturated or unsaturated C 1 -C 18 alkyl radical, a C 3 -C 10 cycloalkyl radical, a C 7 -C 11 aralkyl radical or a C 6 -C 10 aryl radical; and R', r" and R'" which may be the same or different, represent a C 2 -C 30 alkylene radical, if desired, interrupted by oxygen atoms, said process comprising reacting compound which contain at least one tertiary nitrogen atom and at least two hydroxyl groups and which have a molecular weight from about 119 to about 1000, with from 0.5 to 1 equivalents of isatoic acid anhydride per equivalent hydroxyl group, at a temperature from about 0°C to about 120°C, in the absence of catalysts.
Claim 10
Dependent Claim
136 words
Process for the preparation of diamines of the formula ##EQU12## and triamines of the formula ##EQU13## wherein R is a saturated or unsaturated C 1 -C 18 alkyl radical, a C 3 -C 10 cycloalkyl radical, a C 7 -C 11 aralkyl radical or a C 6 -C 10 aryl radical; and R', r" and R'" which may be the same or different, represent a C 2 -C 30 alkylene radical, if desired, interrupted by oxygen atoms, said process comprising reacting compound which contain at least one tertiary nitrogen atom and at least two hydroxyl groups and which have a molecular weight from about 119 to about 1000, with from 0.5 to 1 equivalents of isatoic acid anhydride per equivalent hydroxyl group, at a temperature from about 0°C to about 120°C, in the absence of catalysts.
Claim 11
Dependent Claim
26 words
The process of claim 7, wherein the compound which contains at least one tertiary nitrogen atom and at least two hydroxyl groups is N-methyl-diethanolamine or triethanolamine.
Claim 12
Dependent Claim
35 words
The process of claim 7, wherein the compounds which contain at least one tertiary nitrogen atom and at least two hydroxyl groups are reaction products of ethylene oxide or propylene oxide and N-methyldiethanolamine or triethanolamine.
Claim 13
Dependent Claim
33 words
The process of claim 7, wherein the compounds which contain at least one tertiary nitrogen atom and at least two hydroxyl groups are reacted with less than equivalent quantity of isatoic acid anhydride.
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) | 1979-08-17 | 1980-02-16 | 1980-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-17 | 1984-02-16 | 1984-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-17 | 1988-02-16 | 1988-08-17 | $7700.00 | Window Closed / Lapsed |