308255-22-3Relevant academic research and scientific papers
A multi-functional fluorescent sensor for Zn2+ and HSO4? based on a new diarylethene derivative
Cui, Shiqiang,Qiu, Shouyu,Lu, Ruimin,Pu, Shouzhi
, p. 3365 - 3372 (2018)
A new photochromic diarylethene derivative with a hydralazine unit was designed and synthesized. It was not only acted as a Zn2+ sensor with the fluorescent color change from dark blue to bright orange, but also acted as a fluorescent sensor for HSO4? with the fluorescent color change from dark blue to bright blue. Furthermore, the derivative also exhibits multi-addressable switching properties by the stimulations of lights and chemical reagents. Based on these characteristics, two combinational logic circuits were constructed with the emission intensity as the output signals, and the UV/vis lights, chemical species as the input signals.
Mechanistic Insights into the Triplet Sensitized Photochromism of Diarylethenes
Fredrich, Sebastian,Morack, Tobias,Sliwa, Michel,Hecht, Stefan
supporting information, p. 7672 - 7677 (2020/06/01)
Operating photoswitchable molecules repetitively and reliably is crucial for most of their applications, in particular in (opto)electronic devices, and related to reversibility and fatigue resistance, which both critically depend on the photoisomerization mechanism defined by the substitution pattern. Two diarylethene photoswitches bearing biacetyl triplet sensitizers either at the periphery or at the core were investigated using both stationary as well as transient UV/Vis absorption spectroscopy ranging from the femtosecond to the microsecond time scale. The diarylethene with two biacetyl moieties at the periphery is switching predominantly from the triplet excited state, giving rise to an enhanced fatigue resistance. In contrast, the diarylethene bearing one diketone at the photoreactive inner carbon atom cyclizes from the singlet excited state and shows significantly higher quantum yields for both cyclization and cycloreversion.
Sensitive Assays by Nucleophile-Induced Rearrangement of Photoactivated Diarylethenes
Fredrich, Sebastian,Bonasera, Aurelio,Valderrey, Virginia,Hecht, Stefan
supporting information, p. 6432 - 6440 (2018/05/31)
Upon light-induced isomerization, diarylethenes (DAEs) equipped with reactive aldehyde moieties rearrange selectively in the presence of amines, accompanied by decoloration. In a comprehensive study, the probe structure was optimized with regard to its inherent reactivity in the nucleophile-triggered rearrangement reaction. Detailed structure-reactivity relationships could be derived, in particular with regard to the type of integrated (het)aryl moieties as well as the location of the formyl residue, and the probes' intrinsic reactivity with primary and secondary amines was optimized. Utilizing an ancillary base, the initially formed rearrangement product can engage in a subsequent catalytic cycle, leading to an amplified decoloration process. This additional catalytic pathway allows us to enhance the sensitivity of our method and successfully discriminate between amines and thiols. Moreover, probes that exhibit strong analyte-induced fluorescence modulation have been designed to further decrease the detection limit by using a more sensitive read-out. The optimized DAE probes are promising molecular components for future programmable sensing materials and devices.
Light-Activated Sensitive Probes for Amine Detection
Valderrey, Virginia,Bonasera, Aurelio,Fredrich, Sebastian,Hecht, Stefan
supporting information, p. 1914 - 1918 (2017/02/05)
Our new, simple, and accurate colorimetric method is based on diarylethenes (DAEs) for the rapid detection of a wide range of primary and secondary amines. The probes consist of aldehyde- or ketone-substituted diarylethenes, which undergo an amine-induced decoloration reaction, selectively to give the ring-closed isomer. Thus, these probes can be activated at the desired moment by light irradiation, with a sensitivity that allows the detection of amines at concentrations as low as 10?6m in solution. In addition, the practical immobilization of DAEs on paper makes it possible to detect biogenic amines, such as cadaverine, in the gas phase above a threshold of 12 ppbv within 30 seconds.
Imidazole - the thiophen is fragrant heterocyclic ultra-short wavelength photochromic diaryl ethylene compound synthetic methods and application
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Paragraph 0082; 0087; 0088; 0089, (2017/07/31)
The invention discloses a method for synthesizing an ultrashort-wavelength photochromic diarylethene compound by using imidazole-thiophene aromatic heterocycle and an application of the compound. A photochromic material can maintain good photochromic performance in a solution or film, has weaker fluorescence when the open-loop state ranges from 265 nm to 276 nm, has high fluorescence when the closed-loop state ranges from 400 nm to 550 nm, can be applied to a fluorescent photoswitch, an anti-forgery technology, a short-wavelength high-density holographic optical storage material and the like, and compared with the symmetrical thiophene or benzothiophene octafluorocyclopentene material, the material preparing cost is lower, and the application prospect is broader.
Photochromic indazole - thiophene mixed linkage type dithienylethene compound and its synthetic method and application
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Paragraph 0054; 0055; 0060; 0061; 0062, (2017/08/26)
The present invention belongs to the field of chemical synthesis, and discloses a photochromic indazole-thiophene hybrid type perfluorinated cyclopentene compound and preparation method thereof. The photochromic indazole-thiophene hybrid type perfluorinated cyclopentene compound can be mainly used in doping with a polymer material, preparation into a diaphragm, ultra-high density, rewritable organic photon information storage material, the preparation of optical switch element, and the preparation of photochromic light emitting devices.
Photochromism of new unsymmetrical diarylethenes with a quinoline moiety
Liu, Peng,Liu, Hongliang,Liu, Gang,Zhang, Zhihui,Xu, Fen,Pu, Shouzhi
, (2017/10/05)
Three unsymmetrical diarylethenes with a 6-membered quinoline moiety were synthesized to investigate the effects of the substituents on their photochromism, and fluorescence, and the structure of one diarylethene was determined by single crystal X-ray dif
Effects of the peripheral heteroaryl substituents on the photochromism of new pyridine-containing diarylethenes
Liao, Guanming,Xue, Dandan,Zheng, Chunhong,Wang, Renjie,Pu, Shouzhi
, p. 1989 - 1997 (2016/11/03)
Three new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N?S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit.
Photochromism of new unsymmetrical diarylethenes with an indazole moiety
Liu, Jingjing,Liu, Hongliang,Pu, Shouzhi
supporting information, p. 5223 - 5227 (2015/08/19)
A new class of photochromic diarylethenes with an indazole moiety has been firstly synthesized, and their photochromic and fluorescence properties have been investigated. The indazole moiety was connected directly to the central cyclopentene ring as one h
Photochromism of asymmetrical diarylethenes with a pyrimidine unit: Synthesis and substituent effects
Liu, Hongliang,Pu, Shouzhi,Liu, Gang,Chen, Bing
, p. 159 - 168 (2014/01/06)
Abstract Five photochromic diarylethenes with a six-membered pyrimidine moiety were synthesized to investigate the effects of the substituents on their photochromic behaviors, and the structures of four of the diarylethenes were determined by single-cryst
