Multi-stimuli-responsive fluorescence of a highly emissive difluoroboron complex in both solution and solid states

被引:45
作者
Fang, Wenyan [1 ,2 ]
Zhang, Yuyang [1 ]
Zhang, Gaobin [1 ]
Kong, Lin [1 ]
Yang, Longmei [1 ]
Yang, Jiaxiang [1 ,3 ]
机构
[1] Anhui Univ, Coll Chem & Chem Engn, Key Lab Funct Inorgan Mat Anhui Prov, Hefei 230601, Peoples R China
[2] Huainan Normal Univ, Coll Chem & Mat Engn, Huainan 232038, Anhui, Peoples R China
[3] Shandong Univ, State Key Lab Crystal Mat, Jinan 502100, Peoples R China
基金
中国国家自然科学基金;
关键词
SINGLET OXYGEN GENERATION; CRYSTALLIZATION-INDUCED EMISSION; BORON DIFLUORIDE COMPLEXES; PHOTOPHYSICAL PROPERTIES; MECHANOCHROMIC LUMINESCENCE; CRYSTAL-STRUCTURES; ENERGY-TRANSFER; REMARKABLE MECHANOCHROMISM; TUNABLE FLUORESCENCE; MOLECULAR COCRYSTALS;
D O I
10.1039/c6ce02376b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly fluorescent emissive difluoroboron complex (TC) was designed, synthesized and characterized. The absolute fluorescence quantum yields of TC are 33.0% in the solid state and 26.0% in the solution state. The results of X-ray diffraction analysis demonstrate that the rigid structure, the intermolecular hydrogen bonding and the well-ordered as well as loose molecular packing are the major reasons for the high fluorescence emission. Moreover, the colors and fluorescence emission of TC can be switched by external stimuli including grinding and acids/bases. Powder X-ray diffraction (PXRD) investigation verifies that the crystalline-amorphous state transformation between the original and ground states might be attributed to the mechanochromic luminescence properties. The high fluorescence emission and multi-stimuliresponsive fluorescence properties reveal that TC can be used as rewritable information storage, security ink and a fluorescence indicator for acids/bases.
引用
收藏
页码:1294 / 1303
页数:10
相关论文
共 81 条
[1]   Tuning Photosensitized Singlet Oxygen Generation Efficiency of Novel Aza-BODIPY Dyes [J].
Adarsh, Nagappanpillai ;
Avirah, Rekha R. ;
Ramaiah, Danaboyina .
ORGANIC LETTERS, 2010, 12 (24) :5720-5723
[2]   Energy- and charge-transfer processes in a perylene-BODIPY-pyridine tripartite array [J].
Alamiry, Mohammed A. H. ;
Harriman, Anthony ;
Mallon, Laura J. ;
Ulrich, Gilles ;
Ziessel, Raymond .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (16) :2774-2782
[3]   Singlet Oxygen Generation by Novel NIR BODIPY Dyes [J].
Awuah, Samuel G. ;
Polreis, Jason ;
Biradar, Vidya ;
You, Youngjae .
ORGANIC LETTERS, 2011, 13 (15) :3884-3887
[4]   8-PropargylaminoBODIPY: unprecedented blue-emitting pyrromethene dye. Synthesis, photophysics and laser properties [J].
Azael Gomez-Duran, C. F. ;
Garcia-Moreno, Inmaculada ;
Costela, Angel ;
Martin, Virginia ;
Sastre, Roberto ;
Banuelos, Jorge ;
Lopez Arbeloa, Fernando ;
Lopez Arbeloa, Inigo ;
Pena-Cabrera, Eduardo .
CHEMICAL COMMUNICATIONS, 2010, 46 (28) :5103-5105
[5]   Syntheses and photophysical properties of BF2 complexes of curcumin analogues [J].
Bai, Guifeng ;
Yu, Changjiang ;
Cheng, Chi ;
Hao, Erhong ;
Wei, Yun ;
Mu, Xiaolong ;
Jiao, Lijuan .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (10) :1618-1626
[6]   Supramolecular Oligothiophene Microfibers Spontaneously Assembled on Surfaces or Coassembled with Proteins inside Live Cells [J].
Barbarella, Giovanna ;
Di Maria, Francesca .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (08) :2230-2241
[7]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[8]   2-(2′-Hydroxyphenyl)benzimidazole and 9,10-Phenanthroimidazole Chelates and Borate Complexes: Solution- and Solid-State Emitters [J].
Benelhadj, Karima ;
Massue, Julien ;
Retailleau, Pascal ;
Ulrich, Gilles ;
Ziessel, Raymond .
ORGANIC LETTERS, 2013, 15 (12) :2918-2921
[9]   Mechanochromic Luminescence of Copper Iodide Clusters [J].
Benito, Quentin ;
Maurin, Isabelle ;
Cheisson, Thibaut ;
Nocton, Gregory ;
Fargues, Alexandre ;
Garcia, Alain ;
Martineau, Charlotte ;
Gacoin, Thierry ;
Boilot, Jean-Pierre ;
Perruchas, Sandrine .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (15) :5892-5897
[10]   On the mechanism of the cis-trans isomerization in the lowest electronic states of azobenzene:: S0, S1, and T1 [J].
Cembran, A ;
Bernardi, F ;
Garavelli, M ;
Gagliardi, L ;
Orlandi, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) :3234-3243