Ionic self-assembled derivatives of perylenetetracarboxylic dianhydride: facile synthesis, morphology and structures

Fu, Guihua; Wang, Muli; Wang, Yongliang; Xia, Nan; Zhang, Xinjun; Yang, Miao; Zheng, P.; Wang, Wei; Bürger, Christian

doi:10.1039/b818650b

Cited by 12 publications

(2 citation statements)

References 95 publications

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“…The tetrapotassium salt of 3,4,9,10-perylenetetracarboxylic acid (K 4 PTC) was synthesized as previously reported. 39 1.175 g PTCDA (3 mmol) was dissolved in 50 mL KOH aqueous solution (0.4 M) under stirring at 80 C for 3 h. Aer cooling to room temperature, the mixture was ltered and 45 mL ethanol was added to the ltrate. The solid precipitated from the solution was ltered, washed with ethanol, and recrystallized with H 2 O/ethanol (6/5 v/v) to give an orange crystal of K 4 PTC$4H 2 O (yield 85%).…”

Section: Methodsmentioning

confidence: 99%

Temperature dependent coordinating self-assembly

et al. 2015

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Self-assemblies dominated by coordination interaction are hardly responsive to thermal stimuli. We show that in case the coordinating mode changes with temperature, the resultant assemblies also exhibit temperature dependence. The self-assemblies are constructed with perylene tetracarboxylate and metal ions. Compounds containing a perylene skeleton often self-assemble into micro-belts, which is also true for the combination of perylene tetracarboxylate and metal ions. However, a unique pinecone structure was observed upon increasing the temperature of the coordinating system. The structural transition is triggered by the change of coordinating mode between the carboxylate group and the metal ion. At low temperature, intermolecular coordination occurs which favours the growth of the coordinating self-assembly along the long axis of the perylene. However, upon the elevation of temperature, the coordination is overwhelmed by intra-molecular mode. This is against the extension of the coordinating assembly due to the loss of connection between neighbouring perylenes. As a result, the pinecone structure is observed. We expect that the cases introduced in this work may inspire the design of structurally controllable temperature-dependent soft materials based on coordinating self-assembly.

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Section: Methodsmentioning

confidence: 99%

Temperature dependent coordinating self-assembly

et al. 2015

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“…Generally, ISA utilizes electrostatic interactions between two parts with opposite charges as the main driving force, supplemented by other non-covalent interactions such as π–π interactions, geometric factors, and functional groups to construct stable molecular structures . In addition, a range of materials with different supramolecular structures could be successfully built using this method only by varying the components participated in complexation. − For example, our group have synthesized a series of tetraphenylethylene-based materials with a liquid crystalline structure and aggregation-induced emission property using the ISA strategy. − Herein, we intend to prepare a novel pyrene derivative by ISA. It is suspected that a proper combination of steric substituents and peripheral chains can lead to a fascinating supramolecular structure and enhanced photoluminescence (PL) properties. , …”

Section: Introductionmentioning

confidence: 96%

Tetraphenylpyrene–Surfactant Complex with a Helical Supramolecular Structure and Circularly Polarized Luminescence

et al. 2022

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A novel tetraphenylpyrene complex Py-DOAB was designed and synthesized using the ionic self-assembly strategy. Its luminescence property, phase structure, and gelation performance were then elucidated by corresponding experiments such as UV–visible absorption spectroscopy, photoluminescence spectroscopy, differential scanning calorimetry, and two-dimensional X-ray diffraction. Due to the steric effect of the substituted phenyl groups and peripheral alkyl chains, Py-DOAB can stack rotationally and self-assemble to form a helical supramolecular structure. As a consequence, the complex possesses a high quantum yield of luminescence both in solution (87%) and the solid state (69%). Moreover, with the guidance of a chiral molecule, the co-assembled gel system with a circularly polarized luminescence property can be constructed. Due to the high fluorescence quantum yield, in combination with the gelation ability and circularly polarized luminescence property of Py-DOAB, it is expected to be used for the manufacture of multifunctional luminescence devices.

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Gelation and fluorescent organogels of a complex of perylenetetracarboxylic tetraacid with cationic surfactants

Ren

Zhang

et al. 2011

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Ionic self-assembled derivatives of perylenetetracarboxylic dianhydride: facile synthesis, morphology and structures

Cited by 12 publications

References 95 publications

Temperature dependent coordinating self-assembly

Temperature dependent coordinating self-assembly

Tetraphenylpyrene–Surfactant Complex with a Helical Supramolecular Structure and Circularly Polarized Luminescence

Gelation and fluorescent organogels of a complex of perylenetetracarboxylic tetraacid with cationic surfactants

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