An erasable photo-patterning material based on a specially designed 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone aggregation-induced emission (AIE) molecule

Wang, Lili; Li, Yuanyuan; You, Xiao‐Zeng; Xu, Kui; Feng, Qi; Wang, Jinmin; Liu, Yuanyuan; Li, Kai; Hou, Hongwei

doi:10.1039/c6tc03791g

Cited by 98 publications

(42 citation statements)

References 41 publications

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“…2(a), the crystal structure of A is a tight herringbone arrangement, which is quite common in chain molecule crystals. Compound A crystallizes in the monoclinic system in space group C2/c, and each unit cell has 16 molecules (Wang et al, 2017). A charge on an A molecule can hop to others related by translational symmetry in the same or neighbouring unit cells, as shown in pathways P 1 , P 2 , T 1 , T 2 , T 3 and T 4 (see Fig.…”

Section: Computational Results and Discussionmentioning

confidence: 99%

“…Recently, a new flexible organic molecule, 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone (A), was synthesized by Wang et al (2017), and its spectroscopic properties suggested that the conjugate plane of the phenyl rings could undergo dynamic intramolecular rotation. The high molecular chain flexibility of A is also supported by the weak twisting potential (see Fig.…”

Section: Introductionmentioning

confidence: 99%

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Charge-transport properties of 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone: tight-packing induced molecular `hardening'

Chai

Chen

et al. 2017

Int Union Crystallogr J

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Based on first-principles calculations, the relationship between molecular packing and charge-transport parameters has been investigated and analysed in detail. It is found that the crystal packing forces in the flexible organic molecule 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone (A) can apparently overcome the dynamic intramolecular rotations and the intramolecular steric repulsion, effectively enhancing the molecular rigidity and decreasing the internal reorganization energy. The conducting properties of A have also been simulated within the framework of hopping models, and the calculation results show that the intrinsic electron mobility in A is much higher than the corresponding intrinsic hole mobility. These theoretical investigations provide guidance for the efficient and targeted control of the molecular packing and charge-transport properties of organic small-molecule semiconductors and conjugated polymeric materials.

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Section: Computational Results and Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Charge-transport properties of 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone: tight-packing induced molecular `hardening'

Chai

Chen

et al. 2017

Int Union Crystallogr J

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“…[1][2][3][4] The most remarkable outcomeo fa nE SIPT-driven system is the broad,t unable, and dual emission, with al arge Stokes shift, that coversalarge part of the visible-light spectrum. [1][2][3] For theser easons, materials that exhibit the ESIPT phenomenon have been successfully utilized in different optoelectronic applications, for example, in solar concentrators, [5] UV stabilizers, [6] photopatterning, [7] opticalm emory devices, [8] fluorescencei maging, [9] white-light emitters, [10,11] and smarto pticalw riters. Upon excitation, thet wo tautomeric forms give rise to two broad peaks.…”

Section: Introductionmentioning

confidence: 99%

Polarity‐Induced Excited‐State Intramolecular Proton Transfer (ESIPT) in a Pair of Supramolecular Isomeric Multifunctional Dynamic Metal–Organic Frameworks

Halder

Bhattacharya

Haque

et al. 2019

Chemistry A European J

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Ap air of supramolecular isomers of Cd II -based MOF have been synthesized by utilizingaflexible N,N'-donor linker and ad icarboxylatew ith ESIPT (excited-state intramolecular proton transfer) fluorophore by varyingt he reaction media.O ne of the MOFs hasa3D four-fold interpenetrating framework with guests olventi nt he structure that undergoes as olvent-dependent crystalline-to-crystalline structural transformation, which has been extensively studied by powderX RD and IR spectroscopy.T he other MOF is structurally rigid in nature and has at wo-fold interpenetrating structure withouta ny guest molecules. Both the compounds show moderate CO 2 adsorption and one of them, the MOF with the four-fold interpenetrating structure, also shows moderately high H 2 adsorption.F urthermore, both the compounds show interesting luminescence behavior.I nt he solid state,t he two compounds show single-peak spectra,w hereas upon suspension of thesec ompounds in polar solvents, the maxima split into two peaks with al arge Stokes shift. On the other hand, in nonpolars olvents, only one emission maximumi so bserved. This solvatochromicd ual-emission phenomenon is due to ESIPT,w hich has been extensively studied.

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“…Photoluminescent solid‐state materials have attracted significant attention for their wide applications in chemosensors, data recording and storage, dye lasers, organic light emitting diodes (OLEDs) and so on . Development of new multifunctional photoluminescent materials is a research hot spot.…”

Section: Introductionmentioning

confidence: 99%

Matrix Coordination Induced Emission in a Three‐Dimensional Silver Cluster‐Assembled Material

Wang

Luo

et al. 2019

Chemistry A European J

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Developing highly luminescent and extensively stable silver cluster‐assembled materials (SCAMs) from the inferior luminogens and unstable silver cluster is an important and challenging issue. Herein, a new luminescent three‐dimensional SCAM (Ag12CPPP, [Ag12(StBu)6(CF3COO)6(CPPP)2(DMAc)12]n; CPPP=2,5‐bis(4‐cyanophenyl)‐1,4‐bis(4‐(pyridine‐4‐yl)‐phenyl)‐1,4‐dihydropyrrolo[3,2‐b]pyrrole, DMAc=dimethylacetamide) was designed and synthesized with a quadridentate rigid emission ligand (CPPP) and a silver–chalcogenolate cluster (SCC) containing 12 AgI atoms. The luminescence study indicates that CPPP is an aggregation‐caused quenching (ACQ) molecule with twisted intramolecular charge transfer (TICT) character. Benefiting from the strong immobilization effect in the robust framework, the quantum yield of CPPP is greatly enhanced in Ag12CPPP compared with that of CPPP in solution or in the solid state. As a result, Ag12CPPP exhibits typical matrix coordination induced emission (MCIE) effect. Such efficient rigidifying methodology provides a promising approach for enhancing luminescence of ACQ molecules in an aggregated state and strengthening the silver cluster in an unstable state.

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An erasable photo-patterning material based on a specially designed 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone aggregation-induced emission (AIE) molecule

Abstract: An aggregation-induced emission (AIE) molecule with reversible photochromic properties which can be served as a material for photo-patterning with erasable properties.

Cited by 98 publications

References 41 publications

Charge-transport properties of 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone: tight-packing induced molecular `hardening'

Charge-transport properties of 4-(1,2,2-triphenylvinyl)aniline salicylaldehyde hydrazone: tight-packing induced molecular `hardening'

Polarity‐Induced Excited‐State Intramolecular Proton Transfer (ESIPT) in a Pair of Supramolecular Isomeric Multifunctional Dynamic Metal–Organic Frameworks

Matrix Coordination Induced Emission in a Three‐Dimensional Silver Cluster‐Assembled Material

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