27 Dioxazine pigments
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Robert Christie
Abstract
This chapter provides an overview of the structural and synthetic chemistry, and the industrial applications, of dioxazine pigments, a small group of high performance organic pigments. The color violet (or purple) has frequently assumed a prominent position in history, on account of its rarity and cost. The natural colorant Tyrian purple and the first synthetic textile dye, Mauveine, are prime examples of this unique historical feature. CI Pigment Violet 23, also referred to as Dioxazine Violet or Carbazole Violet, is one of the most universally used organic pigments, by far the most important industrial pigment in the violet shade area. Dioxazine Violet is also unique as the dominant industrial violet pigment providing a brilliant, intense violet color and an excellent all-round set of fastness properties. The pigment has a polycyclic molecular structure, originally described wrongly as a linear arrangement, and later shown to adopt an S-shaped arrangement on the basis of X-ray structural analysis. Two other dioxazine pigments are of rather lesser importance. The synthesis and manufacturing route to CI Pigment Violet 23 is described in the review. Finally, a survey of the principal current applications of the individual dioxazine pigments is presented.
Abstract
This chapter provides an overview of the structural and synthetic chemistry, and the industrial applications, of dioxazine pigments, a small group of high performance organic pigments. The color violet (or purple) has frequently assumed a prominent position in history, on account of its rarity and cost. The natural colorant Tyrian purple and the first synthetic textile dye, Mauveine, are prime examples of this unique historical feature. CI Pigment Violet 23, also referred to as Dioxazine Violet or Carbazole Violet, is one of the most universally used organic pigments, by far the most important industrial pigment in the violet shade area. Dioxazine Violet is also unique as the dominant industrial violet pigment providing a brilliant, intense violet color and an excellent all-round set of fastness properties. The pigment has a polycyclic molecular structure, originally described wrongly as a linear arrangement, and later shown to adopt an S-shaped arrangement on the basis of X-ray structural analysis. Two other dioxazine pigments are of rather lesser importance. The synthesis and manufacturing route to CI Pigment Violet 23 is described in the review. Finally, a survey of the principal current applications of the individual dioxazine pigments is presented.
Kapitel in diesem Buch
- Frontmatter I
- Preface V
- Contents VII
- List of contributors XV
- 23 Color measurement 407
- 24 Cyanine dyes 465
- 25 Diarylethene dyes 503
- 26 Diketopyrrolopyrrole (DPP) pigments 525
- 27 Dioxazine pigments 535
- 28 Disazo (Bishydrazone) condensation pigments 543
- 29 Disazo (Bishydrazone) pigments based on acetoacetanilides 555
- 30 Disazo (Bishydrazone) pigments based on pyrazolones 571
- 31 Dyes: quantum chemical calculation of electronic spectra 577
- 32 Effect pigments 605
- 33 Fluorescence and fluorescent dyes 611
- 34 Fulgide dyes 651
- 35 Hemicyanine dyes 671
- 36 Hemioxonol dyes 685
- 37 Historical pigments, dyes and binders 691
- 38 Indophenol and related dyes 749
- 39 Inorganic luminescent pigments 765
- 40 Iron blue pigments 777
- 41 Iron oxide pigments 783
- 42 Merocyanine dyes 799
- 43 Metal complex pigments 815
- 44 Metal effect pigments 829
- Index 849
Kapitel in diesem Buch
- Frontmatter I
- Preface V
- Contents VII
- List of contributors XV
- 23 Color measurement 407
- 24 Cyanine dyes 465
- 25 Diarylethene dyes 503
- 26 Diketopyrrolopyrrole (DPP) pigments 525
- 27 Dioxazine pigments 535
- 28 Disazo (Bishydrazone) condensation pigments 543
- 29 Disazo (Bishydrazone) pigments based on acetoacetanilides 555
- 30 Disazo (Bishydrazone) pigments based on pyrazolones 571
- 31 Dyes: quantum chemical calculation of electronic spectra 577
- 32 Effect pigments 605
- 33 Fluorescence and fluorescent dyes 611
- 34 Fulgide dyes 651
- 35 Hemicyanine dyes 671
- 36 Hemioxonol dyes 685
- 37 Historical pigments, dyes and binders 691
- 38 Indophenol and related dyes 749
- 39 Inorganic luminescent pigments 765
- 40 Iron blue pigments 777
- 41 Iron oxide pigments 783
- 42 Merocyanine dyes 799
- 43 Metal complex pigments 815
- 44 Metal effect pigments 829
- Index 849