Unique UV absorbance for triphenylimidazole‐based polymer

Liao, Qiulin; Nie, Zhihua; Chen, Hongbiao; Luo, Xujun; Gao, Yong; Li, Huaming

doi:10.1002/app.36941

Cited by 7 publications

(7 citation statements)

References 24 publications

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“…In this case, TPI is chosen as model compound for simplification of the study because the structures of TPI and the arylimidazole moieties in dyads 3 and 4 are not exactly identical. As can be seen, the characteristic absorption band of the TPI is observed at 310 nm, which can be ascribed to the electronic transition from HOMO to LUMO + 2 according to our theoretical results . On the other hand, CuTPP displays a strong Soret band at 414 nm and Q‐bands at 538 nm (Fig.…”

Section: Resultssupporting

confidence: 79%

Synthesis and Photophysical Properties of Porphyrin–Arylimidazole Heterodyads

Zheng

Chen

et al. 2016

Journal of Heterocyclic Chem

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A series of directly linked metalloporphyrin–arylimidazole heterodyads (3, 4, and 6) with an arylimidazole unit at the meso‐ or β‐pyrrolic position of the porphyrin were synthesized via Debus–Radziszewsk reaction. Introduction of a copper ion into the porphyrin contributed significantly to the overall stability of the heterodyads. The absorption spectra indicated that the basic electronic characteristics of both individual units (i.e., metalloporphyrin and arylimidazole) were retained in the heterodyads. In addition, strong fluorescence quenching was observed in the case of the heterodyads containing copper(II) porphyrin. Cyclic voltammetric studies revealed that the heterodyads were more difficult to oxidize compared with the pristine metalloporphyrins.

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Section: Resultssupporting

confidence: 79%

Synthesis and Photophysical Properties of Porphyrin–Arylimidazole Heterodyads

Zheng

Chen

et al. 2016

Journal of Heterocyclic Chem

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“…Temperature-dependent absorbance for polymer In our previous paper [8], we have found that the polymer based on triarylimidazole possessed a characteristic of temperature-dependent absorbance in the near-UV spectral region, which was verified by experimental and theoretical investigation. In the present study, the temperature-dependent UV-Vis absorption spectra of poly (DVT) (M n = 17,600 g/mol, M w /M n = 1.08) were also measured.…”

Section: Characterization Of Polymersupporting

confidence: 59%

“…[1][2][3] The chemical flexibility of this class of compounds allows the preparation of a large variety of related structures and, consequently, the tailoring of the chemiluminescent, [4] photochromic, [5,6] redox, [7] temperature-dependent UV-Vis absorbance, [8] and biological properties. [9][10][11] The chemiluminescence of 2,4,5-triphenylimidazole was first reported by Radziszewski in 1877, [12] who found that this compound emitted a yellow light when it reacted with oxygen in the presence of strong base.…”

Section: Introductionmentioning

confidence: 99%

“…In our previous article [8], we reported the synthesis of a novel triphenylimidazole-based monomer named 2-(4'-((4'-vinylbenzyl)oxyl)phenyl)-4,5-diphenylimidazole (VBPD), which was proved to undergo homopolymerization in the presence of radical initiator. On the other hand, polymerization of VBPD under reversible addition-fragmentation chain transfer (RAFT) conditions resulted in the loss of living character.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and RAFT polymerization of a novel vinyl monomer containing both triarylimidazole and triazole moieties

Huang

Peng

Chen

et al. 2014

Designed Monomers and Polymers

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A novel monomer consisting of a 4-vinyl-1,2,3-triazole unit directly linked to a triphenylimidazole unit, 1-(4-(4,5-diphenyl-1H-imidazol-2-yl)phenyl)-4-vinyl-1H-1,2,3-triazole (DVT), has been successfully synthesized using click chemistry followed by elimination reaction. Subsequently, poly(DVT) was prepared by the reversible addition-fragmentation chain transfer (RAFT) polymerization of DVT in dimethyl sulfoxide using S-dodecyl-S′-(α,α′-dimethyl-α″-acetic acid)-trithiocarbonate (DMP) as the RAFT agent and 2,2′-azobis(isobutyronitrile) (AIBN) as the initiator. Kinetic studies demonstrated that the polymerization process of DVT followed pseudo-first-order kinetics with respect to the monomer concentrations. The molecular weight of the resulting polymer increased linearly with monomer conversion, while a low polydispersity was maintained throughout. In addition, the poly(DVT) showed the characteristic of temperature-dependent absorbance in the near-ultraviolet (UV) spectral region, of which a linear dependence of UV absorbance on temperature was confirmed for the polymer both in solution and in solid states.

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“…The organic compounds of VPD 42 as well as PDMAb-PNIPAM 33 with a molecular weight of 44,000 g mol 21 (denoted as DMA 248 -b-NIPAM 170 ) used in this study were synthesized in-house. Ultrapure water with a resistivity §18.2 MV was produced using Milli-Q apparatus (Millipore) and was filtered using a membrane with a pore size of 0.02 mm (Whatman International, Ltd.) just before use.…”

Section: Experimental Materialsmentioning

confidence: 99%

Polymer-assisted fabrication of crystalline rectangular microtubes of triphenylimidazole derivatives

et al. 2012

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In this study, a self-assembly technique assisted with thermoresponsive diblock copolymer poly(N,N-dimethylacrylamide)-b-poly(N-isopropylacrylamide) (PDMA-b-PNIPAM) is developed to fabricate crystalline microtubes of 2-(49-((49-vinylbenzyl)oxyl)phenyl)-4,5-diphenylimidazole (VPD). The as-prepared VPD microtubes are identified to have a hollow tubular structure with a rectangular cross section. All the obtained microtubes under optimal conditions have a uniform size of 220 nm in diameter, 20 nm in wall thickness, and 4.5 mm in length. Additionally, the length of the VPD microtubes can be readily controlled by adjusting the concentration of VPD. Furthermore, the VPD microtubes exhibit interesting size-dependent optical properties, of which the UV-vis absorption band shows an obvious red shift compared to that of the monomer. These results should be significant in triphenylimidazole derivative crystallization and their potential applications in optoelectronic devices.

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Unique UV absorbance for triphenylimidazole‐based polymer

Cited by 7 publications

References 24 publications

Synthesis and Photophysical Properties of Porphyrin–Arylimidazole Heterodyads

Synthesis and Photophysical Properties of Porphyrin–Arylimidazole Heterodyads

Synthesis and RAFT polymerization of a novel vinyl monomer containing both triarylimidazole and triazole moieties

Polymer-assisted fabrication of crystalline rectangular microtubes of triphenylimidazole derivatives

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