Azo Dyes

Klaus Hunger

Klaus Hunger

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Peter Mischke

Peter Mischke

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Wolfgang Rieper

Wolfgang Rieper

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Roderich Raue

Roderich Raue

Bayer AG, Leverkusen, Federal Republic of Germany

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Klaus Kunde

Klaus Kunde

Bayer AG, Leverkusen, Federal Republic of Germany

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Aloys Engel

Aloys Engel

DyStar Textilfarben GmbH & Co. Deutschland KG, Leverkusen, Federal Republic of Germany

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First published: 15 September 2000
Citations: 20

Abstract

The article contains sections titled:

1.

Introduction

2.

Production

2.1.

Diazotization and Coupling

2.1.1.

Diazotization

2.1.2.

Coupling

2.2.

Other Azo Group Syntheses

2.2.1.

Condensation of Nitro Compounds with Amines

2.2.2.

Reduction of Nitro Compounds

2.2.3.

Oxidation of Amino Compounds

2.3.

Synthesis from Azo Compounds

2.3.1.

Exposure of Concealed or Protected Amino Groups

2.3.2.

Acylation of Amino Azo Compounds

2.3.3.

Alkylation and Acylation of Phenolic Hydroxyl Groups

2.3.4.

Metal-Complex Formation

2.4.

Processes without Industrial Importance

2.4.1.

Reduction of Diazonium Compounds

2.4.2.

Oxidative Coupling

2.4.3.

Dehydrogenation of Diarylhydrazines

2.4.4.

Reaction of Arylhydrazines with Quinones

2.4.5.

Condensation of Nitroso Compounds with Amines

2.4.6.

Azo Compounds from Azido Compounds

2.5.

Equipment for Industrial Production of Azo Dyes

3.

Anionic Azo Dyes

3.1.

Introduction

3.2.

Acid Azo Dyes

3.2.1.

Wool Dyes

3.2.1.1.

Monoazo Dyes

3.2.1.2.

Disazo Dyes

3.2.1.3.

Chrome Dyes

3.2.1.4.

Metal-Complex Dyes

3.2.2.

Polyamide Dyes

3.2.3.

Silk Dyes

3.2.4.

Leather Dyes

3.2.5.

Azo Food Dyes

4.

Direct (Substantive) Dyes

4.1.

Conventional Direct Dyes

4.1.1.

Monoazo Dyes

4.1.2.

Disazo Dyes

4.1.2.1.

Primary Disazo Dyes

4.1.2.2.

Secondary Disazo Dyes

4.1.3.

Trisazo Dyes

4.1.4.

Tetrakisazo Dyes

4.1.5.

Condensation Dyes

4.1.6.

Direct Dyes with a Urea Bridge

4.1.7.

Triazinyl Dyes

4.1.8.

Copper Complexes of Substantive Azo Dyes

4.2.

Direct Dyes with Aftertreatment

4.2.1.

Aftertreatment with Cationic Auxiliaries

4.2.2.

Aftertreatment with Formaldehyde

4.2.3.

Diazotization Dyes

4.2.4.

Aftertreatment with Metal Salts

5.

Cationic Azo Dyes

5.1.

Cationic Charge at the Coupling Component

5.1.1.

Polyamines as Coupling Components

5.1.2.

Heterocycles as Coupling Components

5.1.3.

Coupling Components with Alkylammonium Groups

5.1.3.1.

Coupling Components with Dialkylaminoalkyl Groups

5.1.3.2.

Aromatically Linked Trialkylammonium Groups

5.1.3.3.

Trialkylammoniumalkyl-Substituted Anilines

5.1.3.4.

Other Trialkylammoniumalkyl-Substituted Coupling Components

5.1.4.

Coupling Components with Dialkylhydrazinium Groups

5.1.5.

Coupling Components with Cyclic Ammonium Groups

5.1.5.1.

Heterocyclically Linked Cyclic Ammonium Groups

5.1.5.2.

Aliphatically Linked Cyclic Ammonium Groups

5.1.6.

Coupling Components with Condensed Cyclic Ammonium Residues

5.1.7.

Cyclic Ammonium Residues at the Azo Group

5.1.8.

Coupling Components with two Different Cationic Residues

5.2.

Cationic Charge in the Diazo Component

5.2.1.

Diazo Components with Aminoalkyl Moieties

5.2.2.

Diazo Components with Trialkylammonium Residues

5.2.2.1.

Aromatically Linked Trialkylammonium Residues

5.2.2.2.

Aliphatically Linked Trialkylammonium Residues

5.2.3.

Diazo Components with Cyclic Ammonium Residues

5.2.3.1.

Aromatically Linked Cyclic Ammonium Residues

5.2.3.2.

Aliphatically Linked Cyclic Ammonium Residues

5.2.4.

Diazo Components with two Different Cationic Residues

5.2.5.

Diazo Components with Aromatic Condensed Cyclic Ammonium Residues

5.2.6.

Cyclic Ammonium Compounds Linked in Meta Position to the Azo Group

5.3.

Different Cationic Charges in Both the Coupling and the Diazo Component

5.4.

Introduction of Cationic Substituents into Preformed Azo Dyes

5.5.

Cationic Dyes with Sulfur or Phosphorus as Charge-Carrying Atoms

5.6.

Dyes with Releasable Cationic Groups

6.

Developing Dyes

6.1.

Developing Dyes for Cotton

6.1.1.

Developing Dyes for Dyeing

6.1.1.1.

β-Naphthol Dyes

6.1.1.2.

Naphtol AS Dyes

6.1.2.

Developing Dyes for Printing

6.2.

Developing Dyes for Animal Fibers

6.3.

Developing Dyes for Hydrophobic Fibers

7.

Disperse Azo Dyes

8.

Azo Pigments

9.

Alcohol- and Ester-Soluble Dyes

10.

Fat- and Oil-Soluble Dyes

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