A tetraphenylethene-decorated BODIPY monomer/dimer with intense fluorescence in various matrices

被引：44

作者：

Li, Zhensheng ^{[1
,2
]}

Chen, Yong ^{[1
,2
]}

Lv, Xiaojun ^{[1
,2
]}

Fu, Wen-Fu ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, Tech Inst Phys & Chem, CAS HKU Joint Lab New Mat, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100190, Peoples R China

[3] Yunnan Normal Univ, Coll Chem & Engn, Kunming 650092, Peoples R China

来源：

NEW JOURNAL OF CHEMISTRY | 2013年 / 37卷 / 11期

关键词：

LARGE STOKES SHIFT; ENERGY-TRANSFER; PHOTOINDUCED ENERGY; LIVING CELLS; DERIVATIVES; EMISSION;

D O I：

10.1039/c3nj00703k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three novel boron dipyrromethene (BODIPY) derivatives containing tetraphenylethene (TPE) with emissions ranging from orange to red were synthesized and characterized. Spectroscopic properties of the dyes in various solvents and in the solid state have been investigated. They all exhibit high fluorescence intensity in solution and moderate fluorescence in the solid state, due to inhibiting intermolecular pi-pi stacking resulting from tetraphenylethene substituents. Cyclic voltammetry and time-dependent density functional theory (TD-DFT) calculations were carried out to explore the electronic coupling between the tetraphenylethene group and the BODIPY unit, giving consistent results with photophysical measurements.

引用

页码：3755 / 3761

页数：7

共 35 条

[1] Fluorescent indicators based on BODIPY [J].

Boens, Noel ;

Leen, Volker ;

Dehaen, Wim .

CHEMICAL SOCIETY REVIEWS, 2012, 41 (03) :1130-1172

[2] Artificial light-harvesting antenna systems grafted on a carbohydrate platform [J].

Bonaccorsi, Paola ;

Aversa, Maria Chiara ;

Barattucci, Anna ;

Papalia, Teresa ;

Puntoriero, Fausto ;

Campagna, Sebastiano .

CHEMICAL COMMUNICATIONS, 2012, 48 (85) :10550-10552

[3] Geometry Relaxation-Induced Large Stokes Shift in Red-Emitting Borondipyrromethenes (BODIPY) and Applications in Fluorescent Thiol Probes [J].

Chen, Yinghui ;

Zhao, Jianzhang ;

Guo, Huimin ;

Xie, Lijuan .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (05) :2192-2206

[4] Ion sensing coupled to resonance energy transfer: A highly selective and sensitive ratiometric fluorescent chemosensor for Ag(I) by a modular approach [J].

Coskun, A ;

Akkaya, EU .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) :10464-10465

[5] Ultrafast Photoinduced Energy and Electron Transfer in Multi-Modular Donor-Acceptor Conjugates [J].

El-Khouly, Mohamed E. ;

Wijesinghe, Channa A. ;

Nesterov, Vladimir N. ;

Zandler, Melvin E. ;

Fukuzumi, Shunichi ;

D'Souza, Francis .

CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (43) :13844-13853

[6]

Frisch M, 2015, Gaussian 09, revision a 02

[7] Synthesis and spectroscopic properties of bodipy dimers with effective solid-state emission [J].

Gai, Lizhi ;

Lu, Hua ;

Zou, Bin ;

Lai, Guoqiao ;

Shen, Zhen ;

Li, Zhifang .

RSC ADVANCES, 2012, 2 (23) :8840-8846

[8] Ferrocenyl BODIPYs: synthesis, structure and properties [J].

Gautam, Prabhat ;

Dhokale, Bhausaheb ;

Mobin, Shaikh M. ;

Misra, Rajneesh .

RSC ADVANCES, 2012, 2 (32) :12105-12107

[9] Aggregation-induced emission [J].

Hong, Yuning ;

Lam, Jacky W. Y. ;

Tang, Ben Zhong .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (11) :5361-5388

[10] Synthesis, solvatochromism, aggregation-induced emission and cell imaging of tetraphenylethene-containing BODIPY derivatives with large Stokes shifts [J].

Hu, Rongrong ;

Gomez-Duran, C. F. Azael ;

Lam, Jacky W. Y. ;

Belmonte-Vazquez, Jose L. ;

Deng, Chunmei ;

Chen, Sijie ;

Ye, Ruquan ;

Pena-Cabrera, Eduardo ;

Zhong, Yongchun ;

Wong, Kam Sing ;

Tang, Ben Zhong .

CHEMICAL COMMUNICATIONS, 2012, 48 (81) :10099-10101

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