30 Disazo (Bishydrazone) pigments based on pyrazolones
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Robert Christie
Abstract
The most important classical orange organic pigments are disazopyrazolones, also referred to as diarylide oranges. The first pigment in this series, CI Pigment Orange 13, was discovered in 1910 although it was a further 20 years before it was introduced as a commercial product. Currently, two orange disazopyrazolones are extremely important industrial organic pigments, while two red products are of lesser importance. The products are structurally analogous to the disazoacetoacetanilides (diarylide yellows), which are discussed in a separate chapter. For example, they are symmetrical compounds that exist in the bis-ketohydrazone tautomeric form. The pigments also exhibit similar technical and color properties compared with disazoacetoacetanilide pigments, for example providing high color strength and transparency, features that determine their importance as printing ink pigments. They are manufactured in a process that parallels those used for the disazoacetoacetanilide (diarylide) yellows, but with coupling components containing the pyrazolone heterocyclic system, in place of acetoacetanilides.
Abstract
The most important classical orange organic pigments are disazopyrazolones, also referred to as diarylide oranges. The first pigment in this series, CI Pigment Orange 13, was discovered in 1910 although it was a further 20 years before it was introduced as a commercial product. Currently, two orange disazopyrazolones are extremely important industrial organic pigments, while two red products are of lesser importance. The products are structurally analogous to the disazoacetoacetanilides (diarylide yellows), which are discussed in a separate chapter. For example, they are symmetrical compounds that exist in the bis-ketohydrazone tautomeric form. The pigments also exhibit similar technical and color properties compared with disazoacetoacetanilide pigments, for example providing high color strength and transparency, features that determine their importance as printing ink pigments. They are manufactured in a process that parallels those used for the disazoacetoacetanilide (diarylide) yellows, but with coupling components containing the pyrazolone heterocyclic system, in place of acetoacetanilides.
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
