| Preface |
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xix | |
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xxi | |
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Introduction to Inorganic High Performance Pigments |
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3 | (4) |
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3 | (1) |
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Survey of Inorganic Pigments |
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4 | (1) |
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New Candidates on the Catwalk of Color |
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5 | (1) |
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Challenges for the Future |
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6 | (1) |
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7 | (6) |
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7 | (1) |
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7 | (1) |
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8 | (1) |
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Properties and Applications |
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8 | (2) |
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8 | (1) |
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9 | (1) |
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9 | (1) |
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10 | (1) |
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Light Fastness and Weather Resistance |
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10 | (1) |
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Chemical and Solvent Resistance |
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10 | (1) |
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10 | (2) |
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10 | (1) |
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11 | (1) |
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11 | (1) |
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11 | (1) |
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Conformity of Pigments for Plastics Coloration to Food and Drug Regulations |
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11 | (1) |
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12 | (1) |
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12 | (1) |
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12 | (1) |
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12 | (1) |
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13 | (14) |
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13 | (1) |
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13 | (2) |
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15 | (1) |
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15 | (1) |
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15 | (1) |
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Chemistry of Cadmium, Selenium and Cadmium Sulfide |
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16 | (1) |
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16 | (1) |
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16 | (1) |
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Substitution in the CdS Lattice |
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17 | (1) |
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Method of Pigment Manufacture |
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17 | (5) |
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17 | (2) |
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19 | (1) |
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Cadmium Metal Dissolution |
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19 | (1) |
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20 | (1) |
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20 | (1) |
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21 | (1) |
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21 | (1) |
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21 | (1) |
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22 | (1) |
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Removal of Soluble Cadmium |
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22 | (1) |
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22 | (1) |
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22 | (2) |
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24 | (1) |
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25 | (2) |
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27 | (14) |
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27 | (1) |
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Rare Earth Sulfides and the Origins of their Color |
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28 | (3) |
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Cerium Sulfide Pigment: Manufacture |
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31 | (3) |
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Properties and Applications |
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34 | (5) |
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34 | (4) |
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Paint and Coatings Application |
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38 | (1) |
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Miscellaneous Applications |
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39 | (1) |
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Toxicology and Environmental Aspects |
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39 | (1) |
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Toxicological and Environmental Concerns during the Manufacturing Process |
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40 | (1) |
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Complex Inorganic Color Pigments: An Overview |
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41 | (12) |
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41 | (1) |
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42 | (2) |
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44 | (1) |
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44 | (3) |
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45 | (1) |
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46 | (1) |
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47 | (1) |
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47 | (1) |
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47 | (1) |
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Cobalt Chromium Aluminates |
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48 | (1) |
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49 | (1) |
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49 | (1) |
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50 | (1) |
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51 | (2) |
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Titanate Pigments: Colored Rutile, Priderite, and Pseudobrookite Structured Pigments |
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53 | (24) |
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53 | (2) |
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55 | (3) |
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Doped-Rutile (DR) Pigments |
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57 | (1) |
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58 | (1) |
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58 | (1) |
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58 | (4) |
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59 | (2) |
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61 | (1) |
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62 | (1) |
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62 | (1) |
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63 | (14) |
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63 | (1) |
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Visible Spectral Characterization |
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63 | (3) |
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UV and NIR Spectral Characterization |
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66 | (1) |
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66 | (1) |
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Particle Size Distribution |
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66 | (1) |
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X-ray Diffraction Characterization |
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67 | (1) |
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68 | (1) |
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Oil Absorption and Specific Surface Area |
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69 | (1) |
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70 | (1) |
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70 | (1) |
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70 | (1) |
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71 | (1) |
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72 | (5) |
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77 | (28) |
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77 | (1) |
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Pearlescent and Interference Pigments |
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78 | (18) |
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Optical Principles of Pearlescent and Interference Pigments |
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79 | (3) |
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Substrate-Free Pearlescent Pigments |
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82 | (1) |
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82 | (1) |
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82 | (1) |
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82 | (1) |
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83 | (1) |
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83 | (1) |
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Pigments Formed by Coating of Substrates |
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84 | (1) |
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Metal Oxide-Mica Pigments |
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84 | (6) |
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90 | (4) |
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94 | (2) |
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Borosilicate-based Pigments |
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96 | (1) |
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Effect Pigments Formed by Coating of Metal Flakes |
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96 | (1) |
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Pigments Formed by Grinding a Film |
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97 | (1) |
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Pigments Based on Liquid Crystal Polymers |
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98 | (7) |
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101 | (1) |
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Pigments Based on Holography and Gratings |
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102 | (1) |
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103 | (2) |
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Crystal Design of High Performance Pigments |
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105 | (24) |
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105 | (1) |
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Crystal Engineering of Organic Pigments |
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106 | (7) |
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106 | (2) |
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108 | (1) |
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109 | (4) |
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Crystal Structure Determination |
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113 | (2) |
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Crystal Structure Calculation |
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115 | (7) |
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115 | (1) |
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Crystal Structure Calculations of Pigments |
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116 | (2) |
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118 | (1) |
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119 | (2) |
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121 | (1) |
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Control of Interfacial Properties Through Tailor-Made Additives |
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122 | (7) |
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129 | (226) |
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The Global Market for Organic High Performance Pigments |
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131 | (8) |
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131 | (1) |
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The 1999 Market for Organic High Performance Pigments |
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132 | (1) |
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The Producers of High Performance Pigments |
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133 | (1) |
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The Demand for HPP by Consumer Market Segments |
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133 | (4) |
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134 | (1) |
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The Trade Balance of HPP among these Regions |
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134 | (3) |
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137 | (1) |
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Market Requirements and Trends |
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138 | (1) |
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Industrial/Decorative Paints |
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138 | (1) |
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138 | (1) |
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138 | (1) |
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Marketing Strategies of Main HPP Producers |
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138 | (1) |
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138 | (1) |
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138 | (1) |
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Benzimidazolone Pigments and Related Structures |
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139 | (26) |
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139 | (4) |
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143 | (2) |
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145 | (1) |
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Typical Properties and Major Reasons for Use |
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146 | (8) |
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Pigment Grades, Discussion of Individual Pigments |
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154 | (4) |
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Pigment Manufacturers, Economics |
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158 | (6) |
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Safety, Health and Environmental Aspects |
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164 | (1) |
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Diketopyrrolopyrrole (DPP) Pigments |
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165 | (30) |
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165 | (1) |
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165 | (1) |
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166 | (4) |
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166 | (2) |
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168 | (1) |
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169 | (1) |
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169 | (1) |
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Molecular Structure and Properties |
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170 | (6) |
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170 | (2) |
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Spectral Properties - Fluorescence |
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172 | (2) |
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Single X-ray Structure Analysis |
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174 | (2) |
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176 | (4) |
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Electrophilic Aromatic Substitution |
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177 | (1) |
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Nucleophilic Aromatic Substitution |
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177 | (1) |
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178 | (1) |
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Transformations on the Carbonyl Group |
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179 | (1) |
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180 | (5) |
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180 | (1) |
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180 | (1) |
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181 | (1) |
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182 | (2) |
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184 | (1) |
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Conventional Applications |
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185 | (5) |
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Nonconventional Applications |
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190 | (5) |
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Dioxazine Violet Pigments |
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195 | (10) |
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195 | (1) |
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The Chemistry of Dioxazine Pigments |
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195 | (1) |
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196 | (6) |
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197 | (1) |
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Cyclization of the Dianil |
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197 | (5) |
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Pigmentation and Properties |
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202 | (1) |
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202 | (1) |
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203 | (1) |
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203 | (2) |
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Preparation/Production Methods |
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203 | (1) |
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204 | (1) |
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Disazocondensation Pigments |
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205 | (16) |
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205 | (1) |
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205 | (1) |
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206 | (8) |
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Commercialized Pigments (Past and Present [ 4]) |
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207 | (5) |
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212 | (2) |
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Synthesis and Manufacture |
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214 | (2) |
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Characterization, Properties, Application |
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216 | (5) |
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Physical Characterization |
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216 | (1) |
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216 | (1) |
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Properties and Applications |
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217 | (4) |
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221 | (22) |
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221 | (3) |
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224 | (2) |
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226 | (3) |
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Typical Properties and Major Reasons for Use |
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229 | (1) |
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Crystal Structures of Isoindoline Pigments |
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229 | (7) |
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229 | (3) |
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232 | (1) |
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233 | (3) |
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Pigment Grades; Discussion of Individual Pigments |
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236 | (3) |
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Pigment Manufacturers; Economics |
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239 | (1) |
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240 | (3) |
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243 | (18) |
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243 | (1) |
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244 | (10) |
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Azomethine-Type Isoindolinones |
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244 | (8) |
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Methine-Type Isoindolinones |
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252 | (1) |
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Metal Complexes Based on Isoindolinones |
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253 | (1) |
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Physicochemical Properties |
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254 | (3) |
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Commercial Products and Applications |
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257 | (4) |
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261 | (14) |
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Definition of Perylene Pigments |
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261 | (2) |
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261 | (1) |
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261 | (2) |
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263 | (4) |
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Conversion of Perylenes: Acenaphthene to Perylene Tetracarboxylic Acid Diimide (PTCI, Pigment Violet 29) |
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263 | (2) |
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Synthesis of Perylene Tetracarboxylic Acid Dianhydride (PTCA) by Hydrolysis of PTCI to PTCA, and PTCA as a Pigment (Pigment Red 224) |
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265 | (1) |
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Alkylation of PTCI to Pigment Red 179 and other Perylene Pigments |
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265 | (1) |
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Synthesis of Perylene Pigments and Mixed Crystals by Condensation of PTCA with Amines |
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266 | (1) |
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Half Imide, Half Anhydrides of PTCA (10) |
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266 | (1) |
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Derivatives of Perylene as Performance Enhancers |
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267 | (1) |
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The Conditioning of Perylene Diimide Pigments |
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267 | (1) |
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Mixed Crystals and Solid Solutions of Perylene Diimide Pigments |
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268 | (1) |
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Drying of Perylene Pigments |
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268 | (1) |
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Physical Chemistry and Color Physics of Perylene Pigments |
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269 | (1) |
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Perylene Pigments and their Applications |
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270 | (1) |
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Perylenes as Functional Colorants |
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271 | (1) |
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271 | (1) |
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Pricing Trends and Economics of Use |
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272 | (1) |
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Health, Safety, and Environmental Considerations |
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272 | (3) |
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Phthalocyanines - High Performance Pigments and Their Applications |
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275 | (18) |
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275 | (1) |
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Application of Optical Properties |
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276 | (6) |
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Color Filters for Liquid Crystal Display Devices |
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276 | (1) |
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277 | (2) |
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279 | (2) |
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281 | (1) |
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Application of Optoelectronic Properties |
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282 | (5) |
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Electrophotographic Photoreceptor |
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282 | (4) |
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Nonlinear Optical Devices |
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286 | (1) |
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287 | (2) |
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287 | (1) |
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288 | (1) |
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289 | (4) |
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293 | (38) |
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293 | (1) |
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293 | (2) |
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295 | (9) |
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The Synthesis of DMSS from Dimethyl Succinate |
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295 | (1) |
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By-Products Produced During the Synthesis and Isolation of DMSS |
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295 | (2) |
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Synthesis of DMSS from Diketene (Methyl 4-Chloroacetoacetate) |
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297 | (1) |
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Synthesis of Quinacridones by the Thermal Process |
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298 | (2) |
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Synthesis of Quinacridones by the PPA Process |
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300 | (3) |
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Synthesis of Quinacridones by Application of the Ullmann Reaction |
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303 | (1) |
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Recently Introduced Quinacridone Products |
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304 | (1) |
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Structural Data and Spectra |
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305 | (3) |
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308 | (3) |
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Substituted Quinacridones |
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311 | (2) |
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Photostability and a Suggested Mechanism |
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313 | (2) |
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315 | (2) |
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Other 6,13-Disubstituted Quinacridones |
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317 | (1) |
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318 | (5) |
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Conditioning and Surface Treatment of Quinacridones |
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323 | (2) |
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325 | (1) |
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Health and Safety Factors |
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326 | (1) |
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326 | (5) |
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331 | (10) |
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331 | (2) |
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333 | (1) |
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334 | (1) |
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Typical Properties and Major Reasons for Use |
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335 | (1) |
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Pigment Grades and Discussion of Individual Pigments |
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336 | (3) |
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Discussion of Individual Pigments |
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338 | (1) |
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Pigment Manufacturers: Economics |
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339 | (1) |
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340 | (1) |
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Imidazolone-Annellated Triphenedioxazine Pigments |
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341 | (14) |
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341 | (1) |
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On the Structure of Pigment Violet 23 |
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342 | (2) |
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Imidazolone-Annellated Triphenedioxazine Pigments |
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344 | (11) |
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345 | (1) |
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346 | (1) |
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346 | (1) |
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Other Imidazolone-Annellated Triphenedioxazine Pigments |
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347 | (1) |
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Crystal Engineering on Imidazolone-Annellated Triphenedioxazine Pigments |
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347 | (1) |
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Structure Determination from X-Ray Powder Data |
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348 | (1) |
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Crystal Structures of Pigment Blue 80 and the Dimethyl Derivative (4b) |
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349 | (2) |
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Crystal Engineering: Pigment Violet 57 |
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351 | (4) |
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355 | (142) |
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Chemical and Physical Characterization of High Performance Organic Pigments |
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357 | (52) |
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357 | (2) |
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Visible Spectrophotometry |
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359 | (9) |
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359 | (3) |
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Applications of Visible Spectroscopy |
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362 | (1) |
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362 | (2) |
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Visible Spectra of Quinacridone Pigments |
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364 | (2) |
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Visible Spectra of Other Pigments |
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366 | (2) |
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Applications of FT-IR Spectroscopy |
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368 | (5) |
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368 | (2) |
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Applications of Infrared Spectroscopy |
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370 | (3) |
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Mass Spectrometry Techniques |
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373 | (5) |
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373 | (5) |
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High-Performance Liquid Chromatography |
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378 | (2) |
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378 | (1) |
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378 | (2) |
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380 | (10) |
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380 | (2) |
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382 | (1) |
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382 | (8) |
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Particle Sizing Techniques |
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390 | (14) |
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390 | (3) |
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Transmission Electron Microscopy |
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393 | (1) |
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Sample Preparation for TEM Analysis |
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393 | (1) |
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394 | (2) |
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396 | (1) |
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396 | (1) |
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Applications of Optical Microscopy |
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397 | (1) |
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Particle Size by Ultracentrifugal Sedimentation and Comparison to TEM |
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398 | (1) |
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398 | (1) |
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Applications of Particle Sizing by Ultracentrifugation |
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399 | (5) |
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Thermal Analysis and Decomposition Temperatures of HPOPs |
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404 | (3) |
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Product Safety and Environmental Testing of HPOPs |
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407 | (2) |
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Regulatory Affairs for High Performance Pigments: North America |
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409 | (22) |
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409 | (1) |
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Toxic Substances Control Act |
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409 | (2) |
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411 | (2) |
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Assessment of the Canadian DSL |
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412 | (1) |
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413 | (1) |
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Toxic Release Inventory Reporting |
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414 | (1) |
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Regulation of de minimis Levels |
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414 | (1) |
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Food and Drug Administration |
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415 | (1) |
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Color Pigments in General |
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415 | (3) |
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418 | (2) |
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Nanotechnology and Regulation |
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420 | (3) |
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High Production Volume (HPV) Substances |
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423 | (1) |
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424 | (1) |
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424 | (1) |
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Carbazole Violet Pigments |
|
|
425 | (1) |
|
|
|
426 | (1) |
|
|
|
426 | (2) |
|
Complex Inorganic Color Pigments |
|
|
426 | (1) |
|
|
|
427 | (1) |
|
|
|
428 | (3) |
|
Regulatory and Legislative Aspects of Relevance to High Performance Pigments: Europe |
|
|
431 | (36) |
|
|
|
|
|
|
|
431 | (1) |
|
The European Union and its Institutions |
|
|
431 | (4) |
|
|
|
432 | (1) |
|
European Parliament (E.P.) |
|
|
433 | (1) |
|
The Council of the European Union and other Institutions |
|
|
434 | (1) |
|
|
|
434 | (1) |
|
The Major EU Directives Governing Chemical Control |
|
|
435 | (17) |
|
Dangerous Substances (Commission Directive 67/548/EEC) |
|
|
436 | (1) |
|
Some Differences between EU and US Requirements |
|
|
437 | (1) |
|
|
|
438 | (2) |
|
Classification and Labeling |
|
|
440 | (4) |
|
Dangerous Preparations (E.P. and Council Directive 1999/45/EEC) |
|
|
444 | (1) |
|
Safety Data Sheets (Commission Directive 2001/58/EC) |
|
|
444 | (1) |
|
Existing Substances, Priority Lists, Risk Assessment (Council Regulation EEC 793/93) |
|
|
444 | (1) |
|
Restrictions of Marketing and Use |
|
|
445 | (2) |
|
|
|
447 | (1) |
|
|
|
448 | (1) |
|
Packaging and Packaging Waste (E.P. and Council Directive 94/62/EC) |
|
|
448 | (1) |
|
|
|
448 | (1) |
|
Food Packaging Legislation |
|
|
449 | (3) |
|
Technical Barriers to Trade |
|
|
452 | (1) |
|
|
|
452 | (6) |
|
|
|
453 | (1) |
|
Wassergefahrdungsklassen (Water-Hazard Classes) |
|
|
453 | (1) |
|
|
|
454 | (1) |
|
|
|
455 | (2) |
|
|
|
457 | (1) |
|
Future Enlargement of the EU (PHARE and similar programs) |
|
|
458 | (2) |
|
Nonregulatory Initiatives |
|
|
460 | (2) |
|
High Production Volume (HPV) Chemicals Testing Initiative |
|
|
460 | (1) |
|
|
|
460 | (1) |
|
|
|
461 | (1) |
|
|
|
462 | (1) |
|
Availability of Information on Current Regulations |
|
|
462 | (1) |
|
|
|
463 | (4) |
|
Infrared Reflecting Complex Inorganic Colored Pigments |
|
|
467 | (22) |
|
|
|
|
|
|
|
467 | (1) |
|
|
|
468 | (3) |
|
|
|
468 | (1) |
|
|
|
469 | (1) |
|
|
|
470 | (1) |
|
|
|
471 | (2) |
|
ASTM E903: Integrating Sphere Spectrophotometer [ 3] |
|
|
471 | (1) |
|
ASTM C1549: Portable Solar Reflectometer [ 4] |
|
|
471 | (1) |
|
ASTM E1918: Pyranometer [ 5] |
|
|
472 | (1) |
|
ASTM D4803: Heat Buildup [ 6] |
|
|
472 | (1) |
|
|
|
473 | (9) |
|
|
|
473 | (1) |
|
Doped Rutile Titanate Yellows and Tans |
|
|
473 | (2) |
|
|
|
475 | (1) |
|
CrFe and Other CICP IR Blacks |
|
|
476 | (3) |
|
New Inorganic IR Black Pigments |
|
|
479 | (1) |
|
|
|
480 | (1) |
|
|
|
481 | (1) |
|
Formulation with IR Pigments |
|
|
482 | (3) |
|
|
|
483 | (1) |
|
|
|
484 | (1) |
|
|
|
485 | (2) |
|
|
|
485 | (1) |
|
Specifications on ``Cool Roof'' |
|
|
486 | (1) |
|
|
|
486 | (1) |
|
|
|
487 | (2) |
|
Toxicology and Ecotoxicology Issues with High Performance Pigments |
|
|
489 | (8) |
|
|
|
|
|
|
|
489 | (1) |
|
Recent Toxicological Testing of High Performance Pigments |
|
|
489 | (1) |
|
Past Confusion in Assessment of HPPs |
|
|
490 | (3) |
|
Confusion between Water Soluble Salts of Inorganic Metals and Related but Insoluble Pigments |
|
|
490 | (1) |
|
Confusion bBetween Pigments and their Associated Impurities |
|
|
491 | (1) |
|
False Positives in Genotoxicity Testing of Organic HPPs |
|
|
491 | (1) |
|
Over-Reliance on Structure Activity Relationship (SAR) Assessment of HPPs |
|
|
491 | (1) |
|
Confusion over Inaccurate ``PBT'' Classifications of HPPs |
|
|
492 | (1) |
|
Inadequacy of Recent Computer-Driven Models for Substance Profiling |
|
|
492 | (1) |
|
Inadequacy of Partition Coefficient Calculations in Evaluating Bioaccumulation |
|
|
492 | (1) |
|
Continued Polarization Between Environmental NGOs and Industry Groups |
|
|
493 | (1) |
|
Current Programs for Toxicological and Ecotoxicological Assessment of HPPs |
|
|
493 | (1) |
|
|
|
494 | (3) |
|
Future Protocols for HPPs |
|
|
494 | (1) |
|
Implementation of the Prior Informed Consent (PIC) Treaty |
|
|
494 | (3) |
| Appendix |
|
497 | (6) |
| Index |
|
503 | |