Crystal Engineering on Organic Pigments

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Pigments = Insoluble, coloured compounds Inorganic pigments: e.g. TiO 2 , Fe 2 O 3 , PbCrO 4 ... Organic pigments: e.g. N N H O R Pigments Azo pigment Heterocyclic pigment Properties like inorganic pigments (insoluble powders) Chemistry like dyestuffs H N O O N H
Applications: - Laquers & paints - Plastics - Printing inks - ... Organic pigments Fine dispersions (no dissolution) Properties depend on the crystal structures <strong>Crystal</strong> <strong>Engineering</strong>: <strong>Crystal</strong> structures are maintained Using structure - property relationships to synthesize materials with improved properties Required: Knowledge of the crystal structures (from experiments or predictions)
Page 1: Crystal En
Page 5 and 6: Example 1: Colours of quinacridones
Page 7 and 8: H N O H N O Isolated molecule Weak
Page 9 and 10: Polymorphs of quinacridone: A real
Page 11 and 12: Described polymorphs � Polymorphs
Page 13 and 14: Described polymorphs � � B I Po
Page 15 and 16: Described polymorphs � � B I
Page 43 and 44: Polymorphs of quinacridones � I
Page 45 and 46: � phase Quinacridone: Synthesis N
Page 47 and 48: Crystal En
Page 49 and 50: Crystal En
Page 51 and 52: 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
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Determination of crystal structures
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Lattice energy minimizations (CRYSC
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Pigment Red 170 P2 1 /n, Z = 4, a =
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Pigment Red 170: New derivatives an
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O Violet pigment Example 3: Methyl-
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Methyl-dioxazine: Structure solutio
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Crystal structure
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Crystal structure
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Crystal structure
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Methyl - ethyl compound O C H 3 H N
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H N O N H3C N O O C H 3 Cl Cl Methy
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Solid solution Solid solution (�
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Crystal structure
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Example 4: Diaryl Pigments CH 3 O C
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Example 4: Diaryl Pigments CH 3 O C
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Crystal structure
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Pigment Yellow 14: Structure soluti
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Pigment Yellow 14: Structure soluti
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Pigment Yellow 14: Synchrotron data
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Crystal structure
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Diaryl pigments: Understanding the
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Diaryl pigments: Understanding the
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Diaryl pigments: Crystal</s
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Crystal Engineering on Organic Pigments

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