Latent pigments activated by heat

Zambounis, J. S.; Hao, Zengzhou; Iqbal, Abul F. M.

doi:10.1038/40532

Cited by 172 publications

(154 citation statements)

References 2 publications

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“…6 Hence, it was quite natural for chemists to employ such highly directional, reversible, and specific noncovalent interactions in order to construct specific self-assembled structures from functional π-systems. CMHB interactions could be also found in industrial pigments such as diketopyrroropyrole pigment 7 and pigment yellow 139 8 ( Figure 1). For these materials, self-complementary hydrogen-bonding interactions between imide moieties play important role to form planar 1-D and 2-D arrays of pigment molecules, which in turn are essential to impart robust stabilities to these pigments through hierarchical stacking of the coplanar hydrogen-bonded arrays.…”

Section: Introductionmentioning

confidence: 99%

Supramolecularly Engineered Functional π-Assemblies Based on Complementary Hydrogen-Bonding Interactions

Yagai

2014

Bulletin of the Chemical Society of Japan

156

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As details of exciting photonic and electronic properties arising from self-assembled functional dyes and related π-conjugated molecules become clearer, strategies for control of short and long-range chromophorechromophore orientations, regulation of ππ stacking arrangements, construction of self-organized nano-to-microscale architectures, diversification of materials properties, analysis of self-assembly pathways, and impartment of stimuli-responsive properties, are all becoming important issues in the research area of organic functional materials. This article focuses on the supramolecular assemblies of dyes and related π-conjugated systems whose organization processes are rationally controlled by complementary multiple hydrogen bonding (CMHB) interactions between melamine and barbituric acid/ cyanurate functional units. The article includes an overview of the construction principle of such systems, but special attention is focused on the work carried out in the authors's group (since 2002) using azobenzene, diarylethene, merocyanine, perylene bisimide dyes, and π-conjugated oligomers including oligo(p-phenylenevinylene), oligo-(p-phenyleneethynylene), and oligothiophenes. The design principles discussed in this account could open up new avenues to novel functional aspect and application of functional dyes and small-molecular π-conjugated systems.

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Section: Introductionmentioning

confidence: 99%

Supramolecularly Engineered Functional π-Assemblies Based on Complementary Hydrogen-Bonding Interactions

Yagai

2014

Bulletin of the Chemical Society of Japan

156

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“…The insoluble DPP pigment can be generated from soluble precursors or so-called`latent pigments' (Zambounis et al, 1997) by heat treatment or hydrolysis so that the generation of the free pigment molecules and the crystallization process take place simultaneously. Thus, solids of the random type with the composition (1) n (2) n (3) m mentioned above will be generated when the precursors of the three molecules (1), (2) and (3) in actual proportions (which depend on the kinetics of the decomposition) are hydrolysed simultaneously in the same reaction vessel.…”

Section: Dpp Pigments As An Example Of Locally Similar Crystalsmentioning

confidence: 99%

Local similarity in organic crystals and the non-uniqueness of X-ray powder patterns

Karfunkel

Wilts

Hao

et al. 1999

Acta Crystallogr Sect B

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Two new concepts for molecular solids,`local similarity' and`boundary-preserving isometry', are de®ned mathematically and a theorem which relates these concepts is formulated.`Locally similar' solids possess an identical short-range structure and a`boundary-preserving isometry' is a new mathematical operation on a ®nite region of a solid that transforms mathematically a given solid to a locally similar one. It is shown further that the existence of such a`boundary-preserving isometry' in a given solid has in®nitely many`locally similar' solids as a consequence. Chemical implications, referring to the similarity of X-ray powder patterns and patent registration, are discussed as well. These theoretical concepts, which are ®rst introduced in a schematic manner, are proved to exist in nature by the elucidation of the crystal structure of some diketopyrrolopyrrole (DPP) derivatives with surprisingly similar powder patterns. Although the available powder patterns were not indexable, the underlying crystals could be elucidated by using the new technique of ab initio prediction of possible polymorphs and a subsequent Rietveld re®ne-ment. Further ab initio packing calculations on other molecules reveal that`local crystal similarity' is not restricted to DPP derivatives and should also be exhibited by other molecules such as quinacridones. The`boundary-preserving isometry' is presented as a predictive tool for crystal engineering purposes and attempts to detect it in crystals of the Cambridge Structural Database (CSD) are reported.

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“…In that manner, inorganic MCs containing organic pigment were synthesized, and the properties of the MCs were investigated. Starting as an organic pigment, a latent pigment is made soluble in various solvents by introducing an organic substituent into an insoluble organic pigment [16]. A latent pigment has the property that it can be returned to the original pigment by heat treatment.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Latent Pigment Nano- and Micro-encapsulated in High-durability Inorganic Capsules

Ohishi¹,

Kawamura²

2017

Front Nanosci Nanotech

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Preparation and properties of latent pigment nano-and micro-encapsulated in inorganic capsule have been investigated. Sol-gel derived C 6 H 5 -SiO 2 sphere capsules containing organic pigment were prepared using solvent-soluble latent pigment. By controlling the sol-gel reaction of C 6 H 5 -Si(OC 2 H 5 ) 3 as starting material by acidic catalyst, followed by basic catalyst, it was possible to prepare spherical inorganic capsules containing organic pigment with micro-and nano-size. Multi-colored inorganic sphere capsules ware prepared by using the three primary colors of latent pigments (Qn-BOC, Indigo-BOC, and PY-BOC). Colored microcapsules (MCs) with excellent heat resistance, light resistance, and coloring property were obtained. Inorganic micro-and nano-capsules of Qn-BOC showed strong fluorescenceemission characteristics.

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Latent pigments activated by heat

Cited by 172 publications

References 2 publications

Supramolecularly Engineered Functional π-Assemblies Based on Complementary Hydrogen-Bonding Interactions

Supramolecularly Engineered Functional π-Assemblies Based on Complementary Hydrogen-Bonding Interactions

Local similarity in organic crystals and the non-uniqueness of X-ray powder patterns

Synthesis and Properties of Latent Pigment Nano- and Micro-encapsulated in High-durability Inorganic Capsules

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