Tunable Photochromism in the Robust Dithienylethene-Containing Phospholes: Design, Synthesis, Characterization, Electrochemistry, Photophysics, and Photochromic Studies

被引:33
作者
Chan, Jacky Chi-Hung [1 ]
Wong, Hok-Lai [1 ]
Wong, Wing-Tak [2 ]
Yam, Vivian Wing-Wah [1 ]
机构
[1] Univ Hong Kong, Inst Mol Funct Mat, Areas Excellence Scheme Univ Grants Comm Hong Kon, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
关键词
optical properties; phosphorus heterocycles; photochromism; photophysics; thiophenes; LIGHT-EMITTING-DIODES; CATHODE BUFFER LAYERS; PI-CONJUGATED SYSTEMS; METAL COORDINATION; QUANTUM YIELDS; FLUORESCENCE; COMPLEXES; LUMINESCENCE; DERIVATIVES; LIGAND;
D O I
10.1002/chem.201405691
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of dithienylethene-containing phosphole derivatives has been designed, synthesized and characterized. One of the compounds has been characterized by Xray crystallography. Upon photoexcitation, the compounds exhibit drastic color changes, ascribed to the reversible photochromic behavior. Their photochromic, photophysical and electrochemical properties have been studied. They show photochromic reactivities with high photocyclization quantum yields. Their photophysical and photochromic properties are found to be facilely tuned in this system by substitution at the phosphole backbone, as well as variation on the extent of p-conjugation of the phosphole backbone. Some selected compounds have been demonstrated to exhibit photochromic properties in polymethylmethacrylate (PMMA) films.
引用
收藏
页码:6936 / 6948
页数:13
相关论文
共 87 条
[61]   Synthesis, Photochromic, and Computational Studies of Dithienylethene-Containing β-Diketonate Derivatives and Their Near-Infrared Photochromic Behavior Upon Coordination of a Boron(III) Center [J].
Poon, Chun-Ting ;
Lam, Wai Han ;
Yam, Vivian Wing-Wah .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (10) :3467-3476
[62]   Gated Photochromism in Triarylborane-Containing Dithienylethenes: A New Approach to a "Lock-Unlock" System [J].
Poon, Chun-Ting ;
Lam, Wai Han ;
Yam, Vivian Wing-Wah .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (49) :19622-19625
[63]   A Versatile Photochromic Dithienylethene-Containing β-Diketonate Ligand: Near-Infrared Photochromic Behavior and Photoswitchable Luminescence Properties upon Incorporation of a Boron(III) Center [J].
Poon, Chun-Ting ;
Lam, Wai Han ;
Wong, Hok-Lai ;
Yam, Vivian Wing-Wah .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) :13992-13993
[64]   Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4 [J].
Rasolofonjatovo, Evelia ;
Provot, Olivier ;
Hamze, Abdallah ;
Bignon, Jerome ;
Thoret, Sylviane ;
Brion, Jean-Daniel ;
Alami, Mouad .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) :3617-3626
[65]   Electron and energy transfer modulation with photochromic switches [J].
Raymo, FM ;
Tomasulo, M .
CHEMICAL SOCIETY REVIEWS, 2005, 34 (04) :327-336
[66]   Combining form with function - the dawn of phosphole-based functional materials [J].
Ren, Yi ;
Baumgartner, Thomas .
DALTON TRANSACTIONS, 2012, 41 (26) :7792-7800
[67]   Dually Switchable Heterotetracenes: Addressing the Photophysical Properties and Self-Organization of the P-S System [J].
Ren, Yi ;
Baumgartner, Thomas .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (05) :1328-1340
[68]   Synthesis and Photophysical Properties of Donor-Acceptor Dithienophospholes [J].
Romero-Nieto, Carlos ;
Kamada, Kenji ;
Cramb, David T. ;
Merino, Sonia ;
Rodriguez-Lopez, Julian ;
Baumgartner, Thomas .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (27) :5225-5231
[69]  
SAINT, SAINT SAX AR DET INT, p34A
[70]  
Sheldrick G., 2018, SHELXL 97 PROGRAM CR