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US3923773A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for preparing isoindolenone pigments

Assignee: DIC Corp
•
Filing: 1973-04-25
•
Granted: 1975-12-02
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Expires: 1993-04-25
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Abstract

Abstract A method of preparing an isoindolenone pigment represented by the general formula WHEREIN X is a halogen atom, n is 0 or an integer of 1 - 4, and R is a direct bond, divalent aromatic residue or divalent heterocyclic residue, WHEREIN A COMPOUND REPRESENTED BY THE GENERAL FORMULA WHEREIN X, n and R are as defined above, is subjected to intramolecular dehydrocondensation.

Inventors

  • 👤 Hirohito Ando
  • 👤 Kunihiko Takagi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 20:21
CPC Classifications
C; C09; C09B; C09B57/00; C09B57/04

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 117 words
A METHOD OF PREPARING AN ISOINDOLENONE PIGMENT OF THE FORMULA ((1-(O=),(X)N-ISOINDOLIN-3-YLIDENE)=N-)2-R WHEREIN X IS A HALOGEN ATOM, N IS A NUMBER FROM 0 TO 4, AND R IS A DIRECT BOND, OR DIVALENT RESIDUE OF ONE OF THE GROUP CONSISTING OF O-, M-, P-PHENYLENEDIAMINES, BENZIDINE, ODIANISIDINE, O-, M-TOLIDINES, 3,3''-DICHLOROBENZIDINE, 4,4''DIAMINODIPHENYL METHANE, 3,3''-DICHLORO-4,4''DIAMINODIPHENYL METHANE, 4,4''-DIAMINODIPHENYL ETHER, 1,5-DIAMINONAPHTHALENE, 2,2''-DIAMINODIPHENYL, 2,6DIAMINOTOLUENE, 2,6-DIAMINOPYRIDINE, 2,6-DIAMINOBENZOTHIAZOLE, DIAMINOAZOBENZENE, N-(P''-AMINOPHENYL)PAMINOBENZAMIDE, OR 2,2''-DICHLOROBENZIDENE; COMPRISING THE STEP OF CONDENSING A COMPOUND OF THE FORMULA ((2-(H2N-CO-),(X)N-PHENYL)-CO-NH-)2-R WHEREIN X, N, AND R ARE AS DEFINED ABOVE, AT A TEMPERATURE OF FROM 60* TO 130*C. AND IN THE PRESENCE OF BOTH AN INERT ORGANIC SOLVENT AND AT LEAST 2 MOLS PER MOL OF THE ABOVE COMPOUND OF A CONDENSING AGENT.
Claim 2
Independent Claim 117 words
A METHOD OF PREPARING AN ISOINDOLENONE PIGMENT OF THE FORMULA ((1-(O=),(X)N-ISOINDOLIN-3-YLIDENE)=N-)2-R WHEREIN X IS A HALOGEN ATOM, N IS A NUMBER FROM 0 TO 4, AND R IS A DIRECT BOND, OR DIVALENT RESIDUE OF ONE OF THE GROUP CONSISTING OF O-, M-, P-PHENYLENEDIAMINES, BENZIDINE, ODIANISIDINE, O-, M-TOLIDINES, 3,3''-DICHLOROBENZIDINE, 4,4''DIAMINODIPHENYL METHANE, 3,3''-DICHLORO-4,4''DIAMINODIPHENYL METHANE, 4,4''-DIAMINODIPHENYL ETHER, 1,5-DIAMINONAPHTHALENE, 2,2''-DIAMINODIPHENYL, 2,6DIAMINOTOLUENE, 2,6-DIAMINOPYRIDINE, 2,6-DIAMINOBENZOTHIAZOLE, DIAMINOAZOBENZENE, N-(P''-AMINOPHENYL)PAMINOBENZAMIDE, OR 2,2''-DICHLOROBENZIDENE; COMPRISING THE STEP OF CONDENSING A COMPOUND OF THE FORMULA ((2-(H2N-CO-),(X)N-PHENYL)-CO-NH-)2-R WHEREIN X, N, AND R ARE AS DEFINED ABOVE, AT A TEMPERATURE OF FROM 60* TO 130*C. AND IN THE PRESENCE OF BOTH AN INERT ORGANIC SOLVENT AND AT LEAST 2 MOLS PER MOL OF THE ABOVE COMPOUND OF A CONDENSING AGENT.
Claim 3
Dependent Claim 18 words
A method according to claim 1, wherein the heating is performed at a temperature ranging 70* to 80*C.
Claim 4
Dependent Claim 23 words
A method according to claim 1, wherein benzene, toluene, xylene, chlorobenzenes, chloroethanes, nitrobenzene, decalin, or diphenylether is used as the inert organic solvent.
Claim 5
Dependent Claim 23 words
A method according to claim 1 wherein the condensing agent is present in from 3 to 4 mols per mol of the compound.
Claim 6
Dependent Claim 16 words
A method according to claim 1 wherein the condensation reaction takes from 0.5 to 4 hours.
Claim 7
Dependent Claim 16 words
A method according to claim 1 wherein the condensing agent is phosphorous pentachloride or phosphorous pentabromide.
Claim 8
Dependent Claim 12 words
A method according to claim 1 wherein X is chlorine or bromine.
Claim 9
Dependent Claim 24 words
A method according to claim 1 wherein R is the residue of one of the group comprising p-phenylenediamine, 2,6-diaminotoluene, benzidine, 2,2''-diaminodiphenyl, o-dianisidine, or diaminoazobenzene.

References Cited (Backward Citations)

US3496190A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-12-01 1979-06-02 1979-12-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-12-01 1983-06-02 1983-12-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-12-01 1987-06-02 1987-12-02 $7700.00 Window Closed / Lapsed

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