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US3992407A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of aromatic bisimides

Assignee: General Electric Co
•
Filing: 1976-04-14
•
Granted: 1976-11-16
•
Expires: 1996-04-14
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Abstract

Abstract Aromatic bisimides can be prepared by effecting reaction between a 3- or 4-fluoro-N-substituted phthalimide with an aromatic dihydroxy compound in the presence of a certain class of solid alkali-metal fluorides and using a dipolar aprotic compound as a solvent.

Inventors

  • 👤 Ronald L. Markezich

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 16:17
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1046; C08G73/1053; C08G73/1057; C08G73/1064; C08G73/1067; C08G73/1071

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 171 words
The process for making aromatic imides of the general formula ##SPC9## which comprises (1) effectin reaction under substantially anhydrous conditions between a fluorophthalimide of the general formula ##SPC10## 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 ##SPC11## ##SPC12## and (b) divalent organic radicals of the general formula ##SPC13## where X is a member selected from the class consisting of divalent radicals of the formulas ##EQU1## 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 sulfoxide, N,N-dimethyl formamide, N,N-dimethyl acetamide, N-methyl-pyrrolidone, and mixtures of such solvents and in the presence of a solid alkali-metal fluoride selected from the class consisting of cesium, potassium and rubidium fluorides, and mixtures thereof, and (2) isolating the formed aromatic bisimide.
Claim 2
Dependent Claim 171 words
The process for making aromatic imides of the general formula ##SPC9## which comprises (1) effectin reaction under substantially anhydrous conditions between a fluorophthalimide of the general formula ##SPC10## 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 ##SPC11## ##SPC12## and (b) divalent organic radicals of the general formula ##SPC13## where X is a member selected from the class consisting of divalent radicals of the formulas ##EQU1## 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 sulfoxide, N,N-dimethyl formamide, N,N-dimethyl acetamide, N-methyl-pyrrolidone, and mixtures of such solvents and in the presence of a solid alkali-metal fluoride selected from the class consisting of cesium, potassium and rubidium fluorides, and mixtures thereof, and (2) isolating the formed aromatic bisimide.
Claim 3
Dependent Claim 11 words
The process as in claim 1 wherein the fluorophthalimide is 4-fluoro-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 fluoride is potassium fluoride.
Claim 6
Dependent Claim 13 words
The process as in claim 1 wherein the alkali-metal fluoride is cesium fluoride.
Claim 7
Dependent Claim 12 words
The process as in claim 1 wherein the solvent is N,N-dimethyl formamide.
Claim 8
Dependent Claim 40 words
The process for making a bisimide having the formula ##SPC14## which comprises effecting reaction under substantially anhydrous conditions between 4-fluoro-N-methylphthalimide and bisphenol-A in the presence of solid potassium fluoride using N,N-dimethyl formamide as the solvent, and isolating the formed bisimide.
Claim 9
Dependent Claim 40 words
The process for making a bisimide having the formula ##SPC14## which comprises effecting reaction under substantially anhydrous conditions between 4-fluoro-N-methylphthalimide and bisphenol-A in the presence of solid potassium fluoride using N,N-dimethyl formamide as the solvent, and isolating the formed bisimide.
Claim 10
Dependent Claim 23 words
The process as in claim 1 wherein at least 2 mols of the alkali-metal fluoride are employed per mol of the dihydroxy compound.

References Cited (Backward Citations)

US3847867A Cited
US3879428A Cited
US3922284A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-11-16 1980-05-17 1980-11-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-11-16 1984-05-17 1984-11-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-11-16 1988-05-17 1988-11-16 $7700.00 Window Closed / Lapsed

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