Photo- and PH-switchable fluorescent diarylethenes based on 2,3-diarylcyclopent-2-en-1-ones with dialkylamino groups

被引：16

作者：

Shirinian, Valerii Z. ^{[1
]}

Lonshakov, Dmitry V. ^{[1
]}

Lvov, Andrey G. ^{[1
]}

Kavun, Alexey M. ^{[2
]}

Yadykov, Anton V. ^{[2
]}

Krayushkin, Mikhail M. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia

[2] Russian Acad Sci, Higher Chem Coll, Moscow 125047, Russia

来源：

DYES AND PIGMENTS | 2016年 / 124卷

基金：

俄罗斯科学基金会;

关键词：

Photochromic diarylethenes; Fluorescence; Diarylcyclopent-2-en-1-one; Spectral properties; Thermal stability; Synthesis; PHOTOCHROMIC PROPERTIES; ACID; DERIVATIVES; DYES; FILM;

D O I：

10.1016/j.dyepig.2015.09.027

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

New diallcylamino groups-comprising diarylethenes of 2,3-diarylcyclopent-2-en-1-one (DCP) series have been synthesized and its photochromic, fluorescent as well as acidochromic features have been investigated. It was shown that photochromic properties of the substances depend strong on their structures; the non-symmetry of the photochromic molecule is a powerful tool to properly control and tune the parameters of diarylethenes. It has been found that the most promising of DCPs synthesized are those containing dialkylamino groups in ethene "bridge" (rather than in aryl moieties) because they possess photo- and pH-switchable emission along with thermal stability. It has been established that the introduction at the second position of the cyclopentenone ring the benzene residue leads to the disappearance of the photochromic properties. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：258 / 267

页数：10

共 7 条

[1] Synthesis and spectral properties of a novel family of photochromic diarylethenes-2,3-diarylcyclopent-2-en-1-ones
Shirinian, Valerii Z.
Shimkin, Alexey A.
Lonshakov, Dmitry V.
Lvov, Andrey G.
Krayushkin, Mikhail M.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2012, 233 : 1 - 14
[2] Regio- and Chemoselective Bromination of 2,3-Diarylcyclopent-2-en-1-ones
Shirinian, Valerii Z.
Lonshakov, Dmitry V.
Kachala, Vadim V.
Zavarzin, Igor V.
Shimkin, Alexey A.
Lvov, Andrew G.
Krayushkin, Mikhail M.
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (18): : 8112 - 8123
[3] Synthesis and photochromic properties of oxime derivatives of 2,3-diarylcyclopent-2-en-1-ones
Valerii Z. Shirinian
Dmitry V. Lonshakov
Andrey G. Lvov
Alexey A. Shimkin
Mikhail M. Krayushkin
Photochemical & Photobiological Sciences, 2013, 12 : 1717 - 1725
[4] Synthesis and Comparative Photoswitching Studies of Unsymmetrical 2,3-Diarylcyclopent-2-en-1-ones
Shirinian, Valerii Z.
Lvov, Andrey G.
Krayushkin, Mikhail M.
Lubuzh, Elena D.
Nabatov, Boris V.
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (08): : 3440 - 3451
[5] Synthesis and photochromic properties of oxime derivatives of 2,3-diarylcyclopent-2-en-1-ones
Shirinian, Valerii Z.
Lonshakov, Dmitry V.
Lvov, Andrey G.
Shimkin, Alexey A.
Krayushkin, Mikhail M.
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2013, 12 (09) : 1717 - 1725
[6] New fluorescent switches based on photochromic 2,3-diarylcyclopent-2-en-1-ones and 6-ethoxy-3-methyl-1H-phenalen-1-one
Lonshakov, Dmitry V.
Shirinian, Valerii Z.
Lvov, Andrey G.
Nabatov, Boris V.
Krayushkin, Mikhail M.
DYES AND PIGMENTS, 2013, 97 (02) : 311 - 317
[7] Preparation of (E)-4-Aryl-1,1,1-trifluoro-3-tosylbut-3-en-2-ones as Fluorinated Building Blocks and Their Application in Ready and Highly Stereoselective Routes to trans-2,3-Dihydrofurans Substituted with Trifluoromethyl and Sulfonyl Groups
Yu, Haigang
Han, Jing
Chen, Jie
Deng, Hongmei
Shao, Min
Zhang, Hui
Cao, Weiguo
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (16) : 3142 - 3150

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