US4017511A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of aromatic bisimides
Assignee: General Electric Co
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Filing: 1976-03-24
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Granted: 1977-04-12
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Expires: 1996-03-24
Abstract
Abstract Aromatic bisimides can be prepared by effecting reaction between a 3- or 4-nitro-N-substituted phthalimide with an aromatic dihydroxy compound in the presence of a solid alkali-metal hydroxide and using a certain class of dipolar aprotic compounds, e.g., dimethyl formamide, as a solvent.
Inventors
- 👤 Frank J. Williams, III
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 06:23
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
163 words
The process for making aromatic imides of the general formula ##STR16##which comprises (1) effecting reaction under substantially anhydrous conditions between a nitrophthalimide of the general formula ##STR17##with a dihydroxy compound of the general formula HO--R--OH where r is a member selected from the class consisting of a. divalent radicals of the formula ##STR18## and b. divalent organic radicals of the general formula ##STR19## where X is a member selected from the class consisting of divalent radicals of the formulas --C y H 2y , ##STR20## --O-- and --S--, where m is 0 or 1, y is a whole number from 1 to 5, and R' is a phenyl radical or an alkyl radical of from 1 to 2 carbon atoms, the said reaction being conducted in a solvent selected from the class consisting of dimethyl formamide, dimethyl acetamide, N-methylpyrrolidone, and mixtures of such solvents and in the presence of a substantially water free solid alkali-metal hydroxide, and (2) isolating the formed aromatic bisimide.
Claim 2
Dependent Claim
163 words
The process for making aromatic imides of the general formula ##STR16##which comprises (1) effecting reaction under substantially anhydrous conditions between a nitrophthalimide of the general formula ##STR17##with a dihydroxy compound of the general formula HO--R--OH where r is a member selected from the class consisting of a. divalent radicals of the formula ##STR18## and b. divalent organic radicals of the general formula ##STR19## where X is a member selected from the class consisting of divalent radicals of the formulas --C y H 2y , ##STR20## --O-- and --S--, where m is 0 or 1, y is a whole number from 1 to 5, and R' is a phenyl radical or an alkyl radical of from 1 to 2 carbon atoms, the said reaction being conducted in a solvent selected from the class consisting of dimethyl formamide, dimethyl acetamide, N-methylpyrrolidone, and mixtures of such solvents and in the presence of a substantially water free solid alkali-metal hydroxide, and (2) isolating the formed aromatic bisimide.
Claim 3
Dependent Claim
11 words
The process as in claim 1 wherein the nitrophthalimide is 4-nitro-N-methylphthalimide.
Claim 4
Dependent Claim
12 words
The process as in claim 1 wherein the dihydroxy compound is bisphenol-A.
Claim 5
Dependent Claim
13 words
The process as in claim 1 wherein the alkali-metal hydroxide is sodium hydroxide.
Claim 6
Dependent Claim
19 words
The process as in claim 1 wherein the solvent is dimethyl formamide and xylene is used as a cosolvent.
Claim 7
Dependent Claim
12 words
The process as in claim 1 wherein the solvent is N,N-dimethyl acetamide.
Claim 8
Dependent Claim
11 words
The process as in claim 1 wherein the solvent is N-methylpyrrolidone.
Claim 9
Dependent Claim
25 words
The process as in claim 1 wherein from about 2.05 to 3 mols of the alkali-metal hydroxide are employed per mol of the dihydroxy compound.
Claim 10
Dependent Claim
13 words
The process as in claim 1 wherein the dihydroxy compound is 4,4'-dihydroxy diphenyl.
Claim 11
Dependent Claim
14 words
The process as in claim 1 wherein the dihydroxy compound is 4,4'-dihydroxy diphenyl oxide.
Claim 12
Dependent Claim
14 words
The process as in claim 1 wherein the dihydroxy compound is 4,4'-dihydroxy diphenyl sulfide.
Claim 13
Dependent Claim
40 words
The process for making a bisimide having the formula ##STR21##which comprises effecting reaction under substantially anhydrous conditions between 4-nitro-N-methylphthalimide and bisphenol-A in the presence of substantially water-free solid sodium hydroxide, dimethyl formamide as the solvent, and a cosolvent of xylene.
Claim 14
Dependent Claim
40 words
The process for making a bisimide having the formula ##STR21##which comprises effecting reaction under substantially anhydrous conditions between 4-nitro-N-methylphthalimide and bisphenol-A in the presence of substantially water-free solid sodium hydroxide, dimethyl formamide as the solvent, and a cosolvent of xylene.
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) | 1980-04-11 | 1980-10-11 | 1981-04-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-11 | 1984-10-11 | 1985-04-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-04-11 | 1988-10-11 | 1989-04-12 | $7700.00 | Window Closed / Lapsed |