|
|
|
xvii | |
| Preface to the Fourth Edition |
|
xix | |
| Preface to the Third Edition |
|
xxi | |
| Preface to the Second Edition |
|
xxiii | |
| Preface to the First Edition |
|
xxv | |
|
|
|
xxvii | |
|
|
|
1 | (192) |
|
1.1 Definition: Pigments and Dyes |
|
|
1 | (2) |
|
1.1.1 Organic and Inorganic Pigments |
|
|
2 | (1) |
|
|
|
3 | (1) |
|
1.3 Classification of Organic Pigments |
|
|
4 | (6) |
|
1.3.1 Hydrazone Pigments (Formerly Called Azo Pigments) (Chapter 2) |
|
|
4 | (1) |
|
1.3.1.1 Monohydrazone Yellow and Orange Pigments (Formerly Called Monoazo Yellow and Orange Pigments) (Section 2.3) |
|
|
5 | (1) |
|
1.3.1.2 Dihydrazone Pigments (Formerly Called Disazo Pigments) (Section 2.4) |
|
|
5 | (1) |
|
1.3.1.3 β-Naphthol Pigments (Section 2.5) |
|
|
5 | (1) |
|
1.3.1.4 Naphthol AS Pigments (Section 2.6) |
|
|
5 | (1) |
|
1.3.1.5 Hydrazone Pigment Lakes (Formerly Called Azo Pigment Lakes) (Section 2.7) |
|
|
6 | (1) |
|
1.3.1.6 Benzimidazolone Pigments (Section 2.8) |
|
|
6 | (1) |
|
1.3.1.7 Dihydrazone Condensation Pigments (Formerly Called Disazo Condensation Pigments) (Section 2.9) |
|
|
7 | (1) |
|
1.3.2 Polycyclic Pigments (Chapter 3) |
|
|
7 | (1) |
|
1.3.2.1 Phthalocyanine Pigments (Section 3.1) |
|
|
7 | (1) |
|
1.3.2.2 Quinacridone Pigments (Section 3.2) |
|
|
7 | (1) |
|
1.3.2.3 Perylene and Perinone Pigments (Section 3.4) |
|
|
8 | (1) |
|
1.3.2.4 Diketopyrrolopyrrole (DPP) Pigments (Section 3.5) |
|
|
8 | (1) |
|
1.3.2.5 Thioindigo Pigments (Section 3.6) |
|
|
8 | (1) |
|
1.3.2.6 Pigments Derived from Anthraquinone (Section 3.7) |
|
|
8 | (1) |
|
1.3.2.7 Dioxazine Pigments (Section 3.8) |
|
|
9 | (1) |
|
1.3.2.8 Quinophthalone Pigments (Section 3.9) |
|
|
9 | (1) |
|
1.3.2.9 Isoindolinone and Isoindoline Pigments |
|
|
9 | (1) |
|
1.3.3 Miscellaneous Pigments (Chapter 4) |
|
|
10 | (1) |
|
1.3.3.1 Triarylcarbonium Pigments (Section 4.1) |
|
|
10 | (1) |
|
1.3.3.2 Metal Complex Pigments (Section 4.2) |
|
|
10 | (1) |
|
1.4 Relationship between Chemical Structure and Pigment Properties |
|
|
10 | (10) |
|
|
|
11 | (3) |
|
1.4.2 Tinctorial Strength |
|
|
14 | (3) |
|
1.4.3 Lightfastness and Weatherfastness |
|
|
17 | (1) |
|
1.4.4 Solvent and Migration Fastness |
|
|
18 | (2) |
|
1.5 Physical Characterization of Pigments |
|
|
20 | (31) |
|
1.5.1 Specific Surface Area |
|
|
23 | (3) |
|
1.5.2 Particle Size Distribution |
|
|
26 | (1) |
|
1.5.2.1 Determination of Particle Size by Ultrasedimentation |
|
|
27 | (1) |
|
1.5.2.2 Determination by Electron Microscopy |
|
|
28 | (5) |
|
1.5.2.3 Data Representation |
|
|
33 | (4) |
|
1.5.3 Crystal Structure and Polymorphism |
|
|
37 | (2) |
|
1.5.3.1 Effect of the Crystal Structure on the Optical Properties |
|
|
39 | (2) |
|
|
|
41 | (3) |
|
1.5.3.3 Identification of Polymorphic Forms by X-Ray Powder Diffraction |
|
|
44 | (1) |
|
1.5.3.4 Crystal Structure Determination |
|
|
44 | (3) |
|
1.5.3.5 Prediction of Crystal Structures; Crystal Engineering |
|
|
47 | (1) |
|
|
|
48 | (3) |
|
1.6 Important Application Properties and Concepts |
|
|
51 | (68) |
|
1.6.1 Colouristic Properties (by F. Glaser) |
|
|
52 | (1) |
|
|
|
52 | (3) |
|
|
|
55 | (1) |
|
1.6.1.3 Colour Differences |
|
|
56 | (1) |
|
1.6.1.4 Optical Behaviour of Pigmented Coatings |
|
|
56 | (2) |
|
1.6.1.5 Tinctorial Strength |
|
|
58 | (2) |
|
|
|
60 | (1) |
|
|
|
61 | (1) |
|
1.6.2 Fastness to Solvents and Special Application Fastness |
|
|
61 | (1) |
|
|
|
61 | (1) |
|
1.6.2.2 Water, Soap, Alkali and Acids |
|
|
62 | (3) |
|
1.6.2.3 Pigment Performance in Special Applications |
|
|
65 | (1) |
|
1.6.2.4 Textile Fastness Properties |
|
|
66 | (1) |
|
|
|
67 | (1) |
|
|
|
68 | (3) |
|
1.6.3.2 Bleeding/Overspraying Fastness |
|
|
71 | (4) |
|
1.6.4 Disturbances during the Processing of Pigmented Systems |
|
|
75 | (1) |
|
|
|
75 | (1) |
|
1.6.4.2 Overpigmentation/Chalking |
|
|
76 | (1) |
|
1.6.4.3 Distortion/Nucleation in Polymers |
|
|
77 | (1) |
|
|
|
78 | (1) |
|
1.6.5.1 General Considerations |
|
|
78 | (2) |
|
1.6.5.2 Desagglomeration of Pigment Particles |
|
|
80 | (1) |
|
1.6.5.3 Wetting of Pigment Particle Surfaces |
|
|
80 | (4) |
|
1.6.5.4 Distribution of the Dispersed Pigment in its Medium |
|
|
84 | (2) |
|
|
|
86 | (1) |
|
1.6.5.6 Dispersion and the Critical Pigment Volume Concentration |
|
|
86 | (1) |
|
|
|
87 | (6) |
|
|
|
93 | (1) |
|
1.6.5.9 Pigment Preparations |
|
|
94 | (1) |
|
1.6.6 Lightfastness and Weatherfastness |
|
|
94 | (1) |
|
1.6.6.1 Definition and General Information |
|
|
94 | (1) |
|
1.6.6.2 Evaluation Techniques and Equipment |
|
|
95 | (3) |
|
1.6.6.3 Factors Determining the Lightfastness |
|
|
98 | (6) |
|
|
|
104 | (6) |
|
1.6.8 Flow Properties of Pigmented Systems |
|
|
110 | (1) |
|
1.6.8.1 Rheological Properties |
|
|
110 | (4) |
|
1.6.8.2 Viscoelastic Properties |
|
|
114 | (1) |
|
1.6.8.3 Influence on the Flow Properties |
|
|
114 | (1) |
|
1.6.8.4 Correlation between Flow Behaviour and Rheological Parameters |
|
|
115 | (1) |
|
1.6.8.5 Rheological Measurements |
|
|
116 | (3) |
|
1.7 Particle Size Distribution and Application Properties of Pigmented Media |
|
|
119 | (12) |
|
1.7.1 Tinctorial Strength |
|
|
120 | (2) |
|
|
|
122 | (4) |
|
1.7.3 Hiding Power, Transparency |
|
|
126 | (5) |
|
1.7 A Lightfastness and Weatherfastness |
|
|
131 | (11) |
|
|
|
133 | (3) |
|
|
|
136 | (3) |
|
1.7.7 Solvent and Migration Fastness |
|
|
139 | (2) |
|
|
|
141 | (1) |
|
1.8 Areas of Application for Organic Pigments |
|
|
142 | (42) |
|
|
|
144 | (1) |
|
|
|
144 | (5) |
|
|
|
149 | (3) |
|
1.8.1.3 Solvent-Based Flexographic Packaging Printing |
|
|
152 | (2) |
|
1.8.1.4 Non-impact Printing |
|
|
154 | (1) |
|
1.8.1.5 Security Printing |
|
|
155 | (1) |
|
|
|
155 | (1) |
|
1.8.2.1 Oxidatively Drying Paints |
|
|
156 | (1) |
|
1.8.2.2 Oven Drying Systems |
|
|
156 | (6) |
|
|
|
162 | (1) |
|
|
|
163 | (4) |
|
|
|
167 | (2) |
|
1.8.3.2 Poly(vinyl chloride) (PVC) |
|
|
169 | (5) |
|
|
|
174 | (1) |
|
1.8.3.4 Polyamide, Polycarbonate, Polyester, Polyoxymethylene |
|
|
175 | (1) |
|
1.8.3.5 Polystyrene, Styrene-Copolymers, Poly(methyl methacrylate) |
|
|
175 | (2) |
|
|
|
177 | (1) |
|
1.8.3.7 Thermoplastic Elastomers (TPEs) |
|
|
178 | (1) |
|
1.8.3.8 Thermosets (Thermosetting Plastics) |
|
|
179 | (2) |
|
|
|
181 | (2) |
|
1.8.4 Other Areas of Application |
|
|
183 | (1) |
|
1.8.4.1 Miscellaneous Applications |
|
|
183 | (1) |
|
1.8.4.2 Colouration of Glass with Organic Pigments |
|
|
184 | (1) |
|
|
|
184 | (9) |
|
2 Hydrazone Pigments (Formerly Called Azo Pigments) |
|
|
193 | (232) |
|
|
|
196 | (9) |
|
|
|
197 | (2) |
|
2.1.1.1 Reduction Methods |
|
|
199 | (1) |
|
|
|
200 | (1) |
|
2.1.2.1 Acetoacetic Anilides |
|
|
201 | (1) |
|
2.1.2.2 β-Naphthol and its Derivatives |
|
|
201 | (3) |
|
2.1.2.3 Pyrazolone Derivatives |
|
|
204 | (1) |
|
2.1.3 Important Intermediates |
|
|
204 | (1) |
|
2.2 Synthesis of Hydrazone Pigments |
|
|
205 | (16) |
|
|
|
206 | (1) |
|
2.2.1.1 Diazotization Mechanism |
|
|
207 | (1) |
|
2.2.1.2 Methods of Diazotization |
|
|
207 | (2) |
|
|
|
209 | (2) |
|
2.2.2.1 Coupling Techniques |
|
|
211 | (2) |
|
|
|
213 | (1) |
|
2.2.4 Filtration, Drying and Milling |
|
|
214 | (1) |
|
2.2.5 Hydrazone Pigment Synthesis by Continuous Operation |
|
|
215 | (1) |
|
2.2.5.1 Diazotization by Continuous Technique |
|
|
216 | (2) |
|
2.2.5.2 Coupling by Continuous Process |
|
|
218 | (1) |
|
|
|
219 | (1) |
|
2.2.6 Production Units for Hydrazone Pigment Manufacture by Batch Operation |
|
|
219 | (2) |
|
2.3 Monohydrazone Yellow and Orange Pigments (Formerly Called Monoazo Yellow and Orange Pigments) |
|
|
221 | (30) |
|
2.3.1 Chemistry, Manufacture and Crystal Structures |
|
|
223 | (1) |
|
2.3.1.1 Non-laked Monohydrazone Yellow and Orange Pigments |
|
|
223 | (4) |
|
2.3.1.2 Monohydrazone Yellow Pigment Lakes |
|
|
227 | (5) |
|
|
|
232 | (1) |
|
2.3.2.1 Non-laked Monohydrazone Yellow and Orange Pigments |
|
|
232 | (1) |
|
2.3.2.2 Monohydrazone Yellow Pigment Lakes |
|
|
233 | (1) |
|
|
|
233 | (2) |
|
2.3.4 Commercially Available Monohydrazone Yellow and Orange Pigments |
|
|
235 | (1) |
|
|
|
235 | (1) |
|
2.3.4.2 Individual Non-laked Monohydrazone Yellow and Orange Pigments |
|
|
235 | (12) |
|
2.3.4.3 Monohydrazone Yellow Pigment Lakes |
|
|
247 | (4) |
|
2.4 Dihydrazone Pigments (Formerly Called Disazo Pigments) |
|
|
251 | (39) |
|
2.4.1 Diarylide Yellow Pigments |
|
|
253 | (1) |
|
2.4.1.1 Chemistry, Manufacture and Crystal Structures |
|
|
253 | (5) |
|
|
|
258 | (1) |
|
|
|
259 | (3) |
|
2.4.1.4 Commercially Available Diarylide Yellow Pigments |
|
|
262 | (16) |
|
2.4.2 Bisacetoacetarylide Pigments |
|
|
278 | (1) |
|
2.4.2.1 Chemistry, Manufacture and Crystal Strctures |
|
|
278 | (2) |
|
2.4.2.2 Properties and Application |
|
|
280 | (1) |
|
2.4.2.3 Commercially Available Bisacetoacetarylide Pigments |
|
|
281 | (3) |
|
2.4.3 Dihydrazonepyrazolone Pigments (Formerly Called Disazopyrazolone Pigments) |
|
|
284 | (1) |
|
2.4.3.1 Chemistry, Manufacture and Crystal Structures |
|
|
284 | (1) |
|
|
|
285 | (1) |
|
|
|
285 | (1) |
|
2.4.3.4 Commercially Available Dihydrazonepyrazolone Pigments |
|
|
285 | (5) |
|
|
|
290 | (10) |
|
2.5.1 Chemistry, Manufacture and Crystal Structures |
|
|
291 | (1) |
|
2.5.1.1 Crystal Structures |
|
|
292 | (1) |
|
|
|
293 | (1) |
|
|
|
293 | (3) |
|
2.5.4 Commercially Available β-Naphthol Pigments |
|
|
296 | (4) |
|
|
|
300 | (37) |
|
2.6.1 Chemistry, Manufacture and Crystal Structures |
|
|
302 | (1) |
|
2.6.1.1 Crystal Structures |
|
|
303 | (4) |
|
|
|
307 | (2) |
|
|
|
309 | (1) |
|
2.6.4 Commercially Available Naphthol AS Pigments |
|
|
310 | (1) |
|
|
|
310 | (1) |
|
2.6.4.2 Naphthol AS Pigments with Simple Substituents |
|
|
310 | (14) |
|
2.6.4.3 Naphthol AS Pigments with Sulfonamide or Carbonamide Groups |
|
|
324 | (13) |
|
2.7 Red Hydrazone Pigment Lakes (Formerly Called Red Azo Pigment Lakes) |
|
|
337 | (33) |
|
2.7.1 β-Naphthol Pigment Lakes |
|
|
338 | (1) |
|
2.7.1.1 Chemistry, Manufacture and Crystal Structures |
|
|
338 | (3) |
|
|
|
341 | (1) |
|
|
|
342 | (1) |
|
2.7.1.4 Commercially Available β-Naphthol Pigment Lakes |
|
|
342 | (7) |
|
|
|
349 | (1) |
|
2.7.2.1 Chemistry, Manufacture and Crystal Structures |
|
|
349 | (1) |
|
|
|
350 | (1) |
|
|
|
351 | (1) |
|
2.7.2.4 Commercially Available BONA Pigment Lakes |
|
|
352 | (10) |
|
2.7.3 Naphthol AS Pigment Lakes |
|
|
362 | (1) |
|
2.7.3.1 Chemistry, Manufacture, Crystal Structures, Properties and Applications |
|
|
362 | (1) |
|
2.7.3.2 Commercially Available Naphthol AS Pigment Lakes |
|
|
362 | (4) |
|
2.7.4 Naphthalene Sulfonic Acid Pigment Lakes |
|
|
366 | (1) |
|
2.7.4.1 Chemistry, Manufacture, Crystal Structures, Properties and Applications |
|
|
366 | (1) |
|
2.7.4.2 Commercially Available Naphthalene Sulfonic Acid Pigment Lakes |
|
|
366 | (4) |
|
2.8 Benzimidazolone Pigments |
|
|
370 | (33) |
|
2.8.1 Chemistry, Manufacture and Crystal Structures |
|
|
372 | (1) |
|
2.8.1.1 Coupling Components for Yellow and Orange Benzimidazolone Pigments |
|
|
372 | (1) |
|
2.8.1.2 Coupling Components for Red Benzimidazolone Pigments |
|
|
373 | (1) |
|
2.8.1.3 Pigment Synthesis and Aftertreatment |
|
|
373 | (1) |
|
2.8.1.4 Crystal Structures |
|
|
374 | (6) |
|
|
|
380 | (1) |
|
|
|
381 | (1) |
|
2.8.4 Commercially Available Benzimidazolone Pigments |
|
|
382 | (1) |
|
2.8.4.1 The Yellow and Orange Series |
|
|
382 | (11) |
|
2.8.4.2 The Red and Brown Series |
|
|
393 | (7) |
|
2.8.5 Quinoxalinedione Pigments |
|
|
400 | (1) |
|
2.8.5.1 Chemistry, Manufacture and Crystal Structures |
|
|
400 | (2) |
|
2.8.5.2 Properties and Applications |
|
|
402 | (1) |
|
2.9 Dihydrazone Condensation Pigments (Formerly Called Disazo Condensation Pigments) |
|
|
403 | (18) |
|
2.9.1 Chemistry, Manufacture and Crystal Structures |
|
|
404 | (3) |
|
|
|
407 | (1) |
|
|
|
407 | (2) |
|
2.9.4 Commercially Available Dihydrazone Condensation Pigments |
|
|
409 | (1) |
|
|
|
409 | (1) |
|
|
|
409 | (5) |
|
2.9.4.3 Orange, Red and Brown Pigments |
|
|
414 | (7) |
|
|
|
421 | (4) |
|
|
|
425 | (188) |
|
3.1 Phthalocyanine Pigments |
|
|
426 | (34) |
|
|
|
427 | (1) |
|
3.1.1.1 Phthalic Anhydride |
|
|
428 | (1) |
|
|
|
428 | (1) |
|
|
|
428 | (1) |
|
3.1.2.1 Phthalonitrile Process |
|
|
429 | (3) |
|
3.1.2.2 Phthalic Anhydride/Urea Process |
|
|
432 | (3) |
|
3.1.2.3 Manufacturing the Different Crystal Modifications |
|
|
435 | (2) |
|
3.1.2.4 Phase- and Flocculation-Stabilized Copper Phthalocyanine Blue Pigments |
|
|
437 | (1) |
|
3.1.2.5 Manufacture of Green Types |
|
|
438 | (1) |
|
3.1.2.6 Metal-Free Phthalocyanine Blue |
|
|
439 | (1) |
|
3.1.3 Crystal Structures and Properties |
|
|
440 | (5) |
|
|
|
445 | (2) |
|
3.1.5 Commercially Available Phthalocyanine Pigments |
|
|
447 | (13) |
|
3.2 Quinacridone Pigments |
|
|
460 | (27) |
|
3.2.1 Starting Materials, Manufacture and Crystal Structures |
|
|
461 | (1) |
|
3.2.1.1 Thermal Ring Closure |
|
|
461 | (2) |
|
3.2.1.2 Acidic Ring Closure |
|
|
463 | (1) |
|
3.2.1.3 Dihalo-terephthalic Acid Process |
|
|
463 | (1) |
|
3.2.1.4 Hydroquinone Process |
|
|
464 | (1) |
|
3.2.1.5 Substituted Quinacridones |
|
|
465 | (1) |
|
3.2.1.6 Quinacridone Quinone |
|
|
466 | (1) |
|
|
|
466 | (2) |
|
3.2.1.8 Crystal Structures |
|
|
468 | (7) |
|
|
|
475 | (2) |
|
|
|
477 | (1) |
|
|
|
477 | (1) |
|
3.2.4 Commercially Available Quinacridone Pigments |
|
|
477 | (10) |
|
3.3 Vat Dyes Prepared as Pigments |
|
|
487 | (1) |
|
3.4 Perylene and Perinone Pigments |
|
|
488 | (26) |
|
|
|
488 | (1) |
|
3.4.1.1 Preparation of the Starting Materials |
|
|
489 | (1) |
|
3.4.1.2 Chemistry, Manufacture |
|
|
489 | (2) |
|
3.4.1.3 Crystal Structures and Properties |
|
|
491 | (7) |
|
|
|
498 | (1) |
|
3.4.1.5 Commercially Available Perylene Pigments |
|
|
498 | (6) |
|
|
|
504 | (1) |
|
3.4.2.1 Preparation of the Starting Materials |
|
|
504 | (1) |
|
3.4.2.2 Chemistry, Manufacture and Crystal Structures |
|
|
505 | (5) |
|
|
|
510 | (1) |
|
3.4.2.4 Commercially Available Perinone Pigments and Their Application |
|
|
510 | (3) |
|
3.4.3 Semiperinone Pigments and Similar Pigments |
|
|
513 | (1) |
|
3.5 Diketopyrrolopyrrole (DPP) Pigments |
|
|
514 | (11) |
|
3.5.1 Chemistry, Manufacture and Crystal Structures |
|
|
514 | (6) |
|
3.5.2 Properties and Application |
|
|
520 | (1) |
|
3.5.3 Commercially Available DPP Pigments |
|
|
520 | (5) |
|
3.6 Indigo, Thioindigo and Thiazine Indigo Pigments |
|
|
525 | (9) |
|
|
|
525 | (1) |
|
3.6.1.1 Crystal Structure |
|
|
525 | (1) |
|
3.6.1.2 Properties and Application |
|
|
525 | (1) |
|
3.6.2 Thioindigo Pigments |
|
|
526 | (1) |
|
3.6.2.1 Chemistry, Manufacture and Crystal Structures |
|
|
526 | (2) |
|
3.6.2.2 Properties and Application |
|
|
528 | (1) |
|
3.6.2.3 Commercially Available Thioindigo Pigments and Their Application |
|
|
529 | (3) |
|
3.6.3 Thiazine Indigo Pigments |
|
|
532 | (1) |
|
3.6.3.1 Chemistry, Manufacture and Crystal Structures |
|
|
532 | (2) |
|
|
|
534 | (1) |
|
3.6.3.3 Commercially Available Thiazine Indigo Pigments and Their Application |
|
|
534 | (1) |
|
3.7 Various Polycyclic Pigments Derived from Anthraquinone |
|
|
534 | (35) |
|
3.7.1 Aminoanthraquinone Pigments |
|
|
535 | (1) |
|
3.7.1.1 Synthesis of 1-Aminoanthraquinone |
|
|
535 | (1) |
|
3.7.1.2 Anthraquinone-Hydrazone Pigments |
|
|
536 | (2) |
|
3.7.1.3 Other Aminoanthraquinone Pigments |
|
|
538 | (4) |
|
3.7.1.4 Commercially Available Aminoanthraquinone Pigments |
|
|
542 | (2) |
|
3.7.2 Hydroxyanthraquinone Pigments |
|
|
544 | (2) |
|
3.7.2.1 Commercially Available Hydroxyanthraquinone Pigments |
|
|
546 | (1) |
|
3.7.3 Heterocyclic Anthraquinone Pigments |
|
|
546 | (1) |
|
3.7.3.1 Anthrapyrimidine Pigments |
|
|
546 | (2) |
|
3.7.3.2 Indanthrone and Flavanthrone Pigments |
|
|
548 | (9) |
|
3.7.4 Polycarbocyclic Anthraquinone Pigments |
|
|
557 | (1) |
|
3.7.4.1 Pyranthrone Pigments |
|
|
557 | (4) |
|
3.7.4.2 Anthanthrone Pigments |
|
|
561 | (4) |
|
3.7.4.3 Isoviolanthrone Pigments |
|
|
565 | (2) |
|
3.7.4.4 Violanthrone Pigments |
|
|
567 | (2) |
|
|
|
569 | (12) |
|
3.8.1 Preparation of the Starting Materials |
|
|
570 | (1) |
|
3.8.2 Chemistry, Manufacture and Crystal Structures |
|
|
570 | (4) |
|
3.8.2.1 Crystal Structures |
|
|
574 | (1) |
|
|
|
574 | (3) |
|
3.8.4 Commercially Available Dioxazine Pigments and Their Application |
|
|
577 | (4) |
|
3.9 Quinophthalone Pigments |
|
|
581 | (5) |
|
3.9.1 Chemistry, Manufacture and Crystal Structures |
|
|
582 | (3) |
|
3.9.2 Properties and Application |
|
|
585 | (1) |
|
3.9.3 Commercially Available Quinophthalone Pigments |
|
|
585 | (1) |
|
3.9.3.1 Pigment Yellow 138 |
|
|
585 | (1) |
|
3.10 Isoindolinone and Isoindoline Pigments |
|
|
586 | (20) |
|
|
|
586 | (1) |
|
3.10.1.1 Isoindolinone Pigments |
|
|
586 | (1) |
|
3.10.1.2 Isoindoline Pigments |
|
|
587 | (1) |
|
3.10.2 Chemistry, Manufacture and Crystal Structures |
|
|
588 | (1) |
|
3.10.2.1 Isoindolinone Pigments |
|
|
588 | (3) |
|
3.10.2.2 Isoindoline Pigments |
|
|
591 | (6) |
|
|
|
597 | (1) |
|
3.10.3.1 Isoindolinone Pigments |
|
|
597 | (1) |
|
3.10.3.2 Isoindoline Pigments |
|
|
597 | (1) |
|
|
|
597 | (1) |
|
3.10.5 Commercially Available Isoindolinone and Isoindoline Pigments |
|
|
597 | (9) |
|
|
|
606 | (7) |
|
|
|
613 | (62) |
|
4.1 Triarylcarbonium Pigments |
|
|
613 | (27) |
|
4.1.1 Inner Salts of Sulfonic Acids (Alkali Blue Types) |
|
|
614 | (1) |
|
4.1.1.1 Chemistry, Manufacture |
|
|
615 | (4) |
|
4.1.1.2 Properties and Application |
|
|
619 | (1) |
|
4.1.1.3 Commercially Available Alkali Blue Pigments |
|
|
619 | (3) |
|
4.1.2 Dye Salts with Complex Anions |
|
|
622 | (1) |
|
4.1.2.1 Chemistry, Manufacture and Crystal Structures |
|
|
623 | (6) |
|
|
|
629 | (1) |
|
|
|
630 | (1) |
|
4.1.2.4 Commercially Available Dye Salts with Complex Anions |
|
|
630 | (8) |
|
4.1.3 Aluminium Pigment Lakes |
|
|
638 | (2) |
|
4.2 Metal Complex Pigments |
|
|
640 | (15) |
|
4.2.1 Chemistry, Synthesis and Crystal Structures |
|
|
641 | (1) |
|
4.2.1.1 Azo Metal Complexes |
|
|
642 | (1) |
|
4.2.1.2 Azomethine Metal Complexes |
|
|
643 | (4) |
|
|
|
647 | (1) |
|
|
|
647 | (1) |
|
4.2.4 Commercially Available Metal Complex Pigments |
|
|
647 | (8) |
|
4.3 Pigments with Known Chemical Structure Which Cannot be Assigned to Other Chapters |
|
|
655 | (11) |
|
|
|
655 | (2) |
|
|
|
657 | (1) |
|
|
|
657 | (2) |
|
|
|
659 | (1) |
|
4.3.5 Quinolonoquinolone Pigments (P.Y.218, P.Y.220, P.Y.221) |
|
|
659 | (2) |
|
|
|
661 | (1) |
|
|
|
661 | (1) |
|
|
|
662 | (2) |
|
|
|
664 | (1) |
|
|
|
664 | (1) |
|
|
|
665 | (1) |
|
|
|
665 | (1) |
|
4.4 Pigments with Hitherto Unpublished Chemical Structures |
|
|
666 | (3) |
|
|
|
666 | (1) |
|
|
|
667 | (1) |
|
|
|
667 | (1) |
|
|
|
667 | (1) |
|
|
|
667 | (1) |
|
|
|
668 | (1) |
|
|
|
668 | (1) |
|
|
|
668 | (1) |
|
|
|
669 | (1) |
|
|
|
669 | (1) |
|
4.5 Organic/Inorganic Hybrid Pigments |
|
|
669 | (4) |
|
|
|
673 | (2) |
|
5 Legislation, Ecology, Toxicology |
|
|
675 | (24) |
|
|
|
675 | (1) |
|
5.2 Chemicals Legislation |
|
|
676 | (15) |
|
|
|
676 | (1) |
|
5.2.1.1 Chemical Inventories |
|
|
676 | (1) |
|
5.2.1.2 GHS - Globally Harmonized System |
|
|
677 | (2) |
|
5.2.1.3 REACH (European Union) |
|
|
679 | (1) |
|
5.2.1.4 REACH Restricted Substances List |
|
|
679 | (2) |
|
5.2.2 Legislation Concerning Organic Pigments |
|
|
681 | (2) |
|
5.2.2.1 Food Packaging/Food Contact |
|
|
683 | (2) |
|
|
|
685 | (2) |
|
|
|
687 | (1) |
|
|
|
688 | (3) |
|
|
|
691 | (1) |
|
|
|
692 | (4) |
|
|
|
693 | (1) |
|
5.4.2 Irritation of Skin and Mucous Membrane |
|
|
693 | (1) |
|
5.4.3 Toxicity after Repeated Application |
|
|
694 | (1) |
|
|
|
694 | (1) |
|
5.4.5 Chronic Toxicity - Carcinogenicity |
|
|
694 | (2) |
|
|
|
696 | (3) |
|
|
|
699 | (40) |
|
A1 Starting Materials (Section 2.1) |
|
|
699 | (1) |
|
A2 Synthesis of Hydrazone Pigments (Section 2.2) |
|
|
700 | (2) |
|
A3 Monohydrazone Yellow and Monohydrazone Orange Pigments (Section 2.3) |
|
|
702 | (2) |
|
A4 Dihydrazone Pigments (Section 2.4) |
|
|
704 | (1) |
|
A5 β-Naphthol Pigments (Section 2.5) |
|
|
705 | (1) |
|
A6 Naphthol AS Pigments (Section 2.6) |
|
|
706 | (1) |
|
A7 Red Hydrazone Pigment Lakes (Section 2.7) |
|
|
706 | (3) |
|
A8 Benzimidazolone Pigments (Section 2.8) |
|
|
709 | (1) |
|
A9 Dihydrazone Condensation Pigments (Section 2.9) |
|
|
710 | (3) |
|
A10 Phthalocyanine Pigments (Section 3.1) |
|
|
713 | (2) |
|
A11 Quinacridone Pigments (Section 3.2) |
|
|
715 | (6) |
|
A12 Perylene and Perinone Pigments (Section 3.4) |
|
|
721 | (1) |
|
A13 Diketopyrrolopyrrole (DPP) Pigments (Section 3.5) |
|
|
722 | (1) |
|
A14 Indigo, Thioindigo and Thiazine Indigo Pigments (Section 3.6) |
|
|
723 | (2) |
|
A15 Various Polycyclic Pigments Derived from Anthraquinone (Section 3.7) |
|
|
725 | (4) |
|
A16 Dioxazine Pigments (Section 3.8) |
|
|
729 | (1) |
|
A17 Quinophthalone Pigments (Section 3.9) |
|
|
730 | (1) |
|
A18 Isoindolinone and Isoindoline Pigments (Section 3.10) |
|
|
731 | (2) |
|
A19 Triarylcarbonium Pigments (Section 4.1) |
|
|
733 | (3) |
|
A20 Metal Complex Pigments (Section 4.2) |
|
|
736 | (3) |
| List of Commercially Available Pigments |
|
739 | (16) |
| Index |
|
755 | |