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US4666526A Expired / Lapsed US ⏱️ 0.0 years remaining

Azine pigments, processes for their preparation, and their use

Assignee: Bayer AG
•
Filing: 1985-01-16
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Granted: 1987-05-19
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Expires: 2005-01-16
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Abstract

Abstract Azine pigments having the probable structure ##STR1## wherein the rings designated by T, R', X and X' can be substituted or expanded to naphthalene systems. The pigments can be prepared by reacting compounds having the probable structures ##STR2## in the presence of hydrazine. The compounds having the probable structures (IV) and (IVa) are formed by reacting isatoic anhydrides or anthranilic acid esters or anthranilic acid amides with at least one mol of an aminoiminoisoindolenine.

Inventors

  • 👤 Meinhard Rolf
  • 👤 Rutger Neeff

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:56
CPC Classifications
C; C07; C07D; C07D519/00; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3442; C08K5/3462; C08K5/3465; C09; C09B; C09B57/00; C09B57/04; C09D; C09D11/00; C09D11/02; C09D11/03; C09D11/037

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 111 words
An azine pigment of the structure ##STR19## wherein the rings designated T, T', X and X' are unsubstituted or substituted in each case by 1, 2, 3 or 4 substituents selected from the group consisting of halogen; C 1 -C 6 -alkyl; unsubstituted phenyl or phenyl substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl; C 1 -C 6 -alkoxy acetylamino; benzoylamino; carboxyl; nitro or carbamoyl; or the rings X, X', T and T' are expanded to naphthalene systems by means of fused benzo rings, and the naphthalene rings being unsubstituted or substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl.
Claim 2
Dependent Claim 111 words
An azine pigment of the structure ##STR19## wherein the rings designated T, T', X and X' are unsubstituted or substituted in each case by 1, 2, 3 or 4 substituents selected from the group consisting of halogen; C 1 -C 6 -alkyl; unsubstituted phenyl or phenyl substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl; C 1 -C 6 -alkoxy acetylamino; benzoylamino; carboxyl; nitro or carbamoyl; or the rings X, X', T and T' are expanded to naphthalene systems by means of fused benzo rings, and the naphthalene rings being unsubstituted or substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl.
Claim 3
Dependent Claim 33 words
A symmetric azine pigment of the formula ##STR20## in which the rings denoted by X and/or the rings denoted by T are substituted by 1, 2, 3 or 4 chlorine or bromine atoms.
Claim 4
Dependent Claim 33 words
A symmetric azine pigment of the formula ##STR20## in which the rings denoted by X and/or the rings denoted by T are substituted by 1, 2, 3 or 4 chlorine or bromine atoms.
Claim 5
Dependent Claim 38 words
A symmetric azine pigment according to claim 1, in which the rings denoted by X and/or the rings denoted by T carry a substituent selected from the group consisting of methyl, methoxy, acetylamino, benzoylamino, carboxyl, carbamoyl and nitro.
Claim 6
Dependent Claim 7 words
An azine pigment of the formula ##STR21##
Claim 7
Dependent Claim 7 words
An azine pigment of the formula ##STR21##
Claim 8
Dependent Claim 49 words
An azine pigment according to claim 1, which is obtained when a compound of the formula ##STR22## is reacted with a compound of the formula ##STR23## wherein T, T', X and X' have the meanings given in claim 1, in the presence of hydrazine hydrate or a hydrazinium salt.
Claim 9
Dependent Claim 59 words
An azine pigment according to claim 1, which is obtained when a compound of the formula ##STR24## is reacted with a compound of the formula ##STR25## wherein T, T', X and X' have the meaning given in claim 1 and R designates C 1 -C 6 -alkyl or phenyl, in the presence of hydrazine hydrate or a hydrazinium salt.
Claim 10
Dependent Claim 34 words
An azine pigment according to claim 1, which is obtained when a compound of the formula ##STR26## is reacted with a compound of the formula ##STR27## in an acidic medium with elimination of hydrazine.
Claim 11
Dependent Claim 287 words
An azine pigment according to claim 6, obtainable by a method in which the compounds of the formula ##STR28## are prepared by reacting an isatoic anhydride of the formula ##STR29## or of the formula ##STR30## or an anthranilic acid amide or anthranilic acid ester of the formula ##STR31## or of the formula ##STR32## wherein the rings X and X' are unsubstituted or substituted by 1, 2, 3 or 4 substituents selected from the group consisting of halogen; C 1 -C 6 -alkyl; unsubstituted phenyl or phenyl substituted by C 1 -C 6 -alkyl, halogen, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl; C 1 -C 6 -alkoxy; acetylamino; benzoylamino; carboxyl; nitro or carbamoyl, or the rings are expanded to naphthalene systems by means of fused benzo rings, and the naphthalene rings are unsubstituted or substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl, and Y designates --NH 2 or --OR', and R' represents C 1 -C 6 -alkyl with at least one mol of a compound of the formula ##STR33## or of the formula ##STR34## wherein the rings T and T' are unsubstituted or substituted by 1, 2, 3 or 4 substituents selected from the group consisting of halogen; C 1 -C 6 -alkyl; unsubustituted phenyl or phenyl substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzoylamino, nitro, carboxyl or carbamoyl; C 1 -C 6 -alkoxy; acetylaino; benzoylamino; carboxyl; nitro or carbamoyl, or the rings being expanded to naphthalene systems by means of fused benzo rings, and the naphthalene rings being unsubstituted or substituted by halogen, C 1 -C 6 -alkyl, acetylamino, benzylamino, nitro, carboxyl or carbamoyl, in an inert organic solvent at elevated temperature with, if necessary, subsequent acylation or hydrazone formation.
Claim 12
Dependent Claim 32 words
In a process for pigmenting polymers, polyadducts and polycondensates including contacting a pigment with said polymers, polyadducts or polycondensates, the improvement comprising said pigment being an azine pigment according to claim 1.
Claim 13
Dependent Claim 20 words
An azine pigment according to claim 1, wherein said halogen is selected from the group consisting of chlorine and bromine.
Claim 14
Dependent Claim 16 words
An azine pigment according to claim 1, wherein said C 1 -C 6 -alkyl is methyl.
Claim 15
Dependent Claim 16 words
An azine pigment according to claim 1, wherein said C 1 -C 6 -alkoxy is methoxy.
Claim 16
Dependent Claim 20 words
An azine pigment according to claim 8, wherein said halogen is selected from the group consisting of chlorine and bromine.
Claim 17
Dependent Claim 16 words
An azine pigment according to claim 8, wherein said C 1 -C 6 -alkyl is methyl.

References Cited (Backward Citations)

US4564680A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-18 1990-11-17 1991-05-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-18 1994-11-17 1995-05-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-18 1998-11-17 1999-05-19 $7700.00 Window Closed / Lapsed

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