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Method of preparing quinophthalone dyes

Assignee: GAF Corp
•
Filing: 1971-10-01
•
Granted: 1975-03-18
•
Expires: 1991-10-01
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Abstract

Abstract Quinophthalone dyes are prepared by condensation of 2-methyl-3hydroxycinchoninic acids with aryl polycarboxylic acids, their anhydrides or mixtures thereof in the presence of N-lower alkyl pyrrolidones as solvents for the reaction.

Inventors

  • 👤 William E Wallace

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 13:09
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/50; C09; C09B; C09B25/00

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 27 words
AN IMPROVED PROCESS FOR THE PREPARATION OF 3''HYDROXYQUINOPHTHALONES CONSISTING ESSENTIALLY OF REACTING, AT A TEMPERATURE OF ABOUT 180*C TO ABOUT 220*C, A 2-METHYL-3HYDROXYCINCHONINIC ACID OF THE FORMULA:
Claim 2
Dependent Claim 27 words
AN IMPROVED PROCESS FOR THE PREPARATION OF 3''HYDROXYQUINOPHTHALONES CONSISTING ESSENTIALLY OF REACTING, AT A TEMPERATURE OF ABOUT 180*C TO ABOUT 220*C, A 2-METHYL-3HYDROXYCINCHONINIC ACID OF THE FORMULA:
Claim 3
Dependent Claim 17 words
The precess of claim 1 in which said reaction temperature is from about 195*C to about 205*C.
Claim 4
Dependent Claim 12 words
The process of claim 1 in which said pyrrolidone solvent is N-methyl-pyrrolidone.
Claim 5
Dependent Claim 13 words
The process of claim 3 in which said cinchoninic acid comprises 3-hydroxy-2-methylcinchoninic acid.
Claim 6
Dependent Claim 12 words
The process of claim 4 in which said anhydride comprises phthalic anhydride.
Claim 7
Dependent Claim 13 words
The process of claim 4 in which said anhydride comprises trimellitic acid anhydride.
Claim 8
Dependent Claim 35 words
The process of claim 1 in which said pyrrolidone solvent is employed in an amount within the range of from about 2 to about 10 moles per mole of reactants employed in said reaction mixture.
Claim 9
Dependent Claim 41 words
The process of claim 1 in which said aryl polycarboxylic acid reactant is employed in an amount within the range of from the stoichiometric amount for reaction with said cinchoninic acid up to an excess of about 100 weight % thereof.
Claim 10
Dependent Claim 28 words
An improved process for the preparation of 3-hydroxyquinophthalone consisting essentially of: a. reacting, at a temperature of about 180*C to about 220*C, a 2-methyl-3-hydroxycinchoninic acid of the formula:
Claim 11
Dependent Claim 28 words
An improved process for the preparation of 3-hydroxyquinophthalone consisting essentially of: a. reacting, at a temperature of about 180*C to about 220*C, a 2-methyl-3-hydroxycinchoninic acid of the formula:
Claim 12
Dependent Claim 22 words
The process of claim 9 in which said reaction mixture is cooled to a temperature of From about 50*C to about 80*C.
Claim 13
Dependent Claim 32 words
The process of claim 9 in which said product is separated from the reaction mixture by filtering the reaction mixture containing said precipitated product and said pyrrolidone solvent and lower alkyl alcohol.
Claim 14
Dependent Claim 12 words
The process of claim 9 in which said pyrrolidone solvent comprises N-methylpyrrolidone.
Claim 15
Dependent Claim 13 words
The process of claim 12 in which said cinchoninic acid comprises 3-hydroxy-2-methylcinchoninic acid.
Claim 16
Dependent Claim 12 words
The process of claim 13 in which said anhydride comprises phthalic anhydride.
Claim 17
Dependent Claim 13 words
The process of claim 13 in which said anhydride comprises trimellitic acid anhydride.

References Cited (Backward Citations)

US1963374A Cited
US2818410A Cited
US3023214A Cited
US3108109A Cited
US3639405A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-17 1978-09-16 1979-03-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-17 1982-09-16 1983-03-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-17 1986-09-16 1987-03-18 $7700.00 Window Closed / Lapsed

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