Crystal Engineering on Organic Pigments

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Diaryl pigments: <strong>Crystal</strong> <strong>Engineering</strong> Compd. Col. strength Conform. Packing SG, Z P. Yellow 12 100 % twisted herring bone P2 1/c, Z = 4 P. Yellow 13 141 % planar P. Yellow 14 Lattice energy minimizations: Lattice energy only slightly worse => Second polymorph? Experiments: (106 %) planar Polymorph found [Ciba SC, European Patent, 1997] Requires special additives: H C 37 18 NH layer P1, Z = 1 P. Yellow 83 138 % planar herring bone P2 1/c, Z = 2 Can P.Y. 12 adopt the planar structure of P.Y. 13/14 ? N H N H NH 2
Diaryl pigments: <strong>Crystal</strong> <strong>Engineering</strong> Compd. Col. strength Conform. Packing SG, Z P. Yellow 12 (�) 100 % twisted herring bone P2 1/c, Z = 4 P. Yellow 12 (�) ... planar P. Yellow 13 141 % planar P. Yellow 14 Lattice energy minimizations: Lattice energy only slightly worse => Second polymorph? Experiments: (106 %) planar Polymorph found [Ciba SC, European Patent, 1997] Requires special additives: H C 37 18 NH layer P1, Z = 1 P. Yellow 83 138 % planar herring bone P2 1/c, Z = 2 N H N H NH 2
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Crystal En
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Applications: - Laquers & paints -
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Example 1: Colours of quinacridones
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H N O H N O Isolated molecule Weak
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Polymorphs of quinacridone: A real
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Described polymorphs � Polymorphs
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Described polymorphs � � B I Po
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Described polymorphs � � B I
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Polymorphs of quinacridones � I
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� phase Quinacridone: Synthesis N
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Crystal En
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Crystal En
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Polymorph screening without knowled
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Polymorphism of Pigment Red 53:2 Na
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� Polymorphism of Pigment Red 53:
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Example 2: Weather fastness of Pigm
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N H 2 N N Pigment Red 170 O H O O H
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N H 2 N N Pigment Red 170 O H O O H
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Extraction of reliable reflection i
Page 82 and 83: Determination of crystal structures
Page 84 and 85: Lattice energy minimizations (CRYSC
Page 86 and 87: Pigment Red 170 P2 1 /n, Z = 4, a =
Page 88 and 89: Pigment Red 170: New derivatives an
Page 90 and 91: O Violet pigment Example 3: Methyl-
Page 92 and 93: Methyl-dioxazine: Structure solutio
Page 98 and 99: Crystal structure
Page 104 and 105: Methyl - ethyl compound O C H 3 H N
Page 106 and 107: H N O N H3C N O O C H 3 Cl Cl Methy
Page 108 and 109: Solid solution Solid solution (�
Page 112 and 113: Example 4: Diaryl Pigments CH 3 O C
Page 114 and 115: Example 4: Diaryl Pigments CH 3 O C
Page 118 and 119: Pigment Yellow 14: Structure soluti
Page 120 and 121: Pigment Yellow 14: Structure soluti
Page 122 and 123: Pigment Yellow 14: Synchrotron data
Page 126 and 127: Diaryl pigments: Understanding the
Page 128 and 129: Diaryl pigments: Understanding the
Page 130 and 131: Diaryl pigments: Crystal</s
Page 142: Diaryl pigments: Crystal</s
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Crystal Engineering on Organic Pigments

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