Aggregation-Induced Emission in the Crystals of 9,10-Distyrylanthracene Derivatives: The Essential Role of Restricted Intramolecular Torsion

被引:293
作者
He, Jiating [1 ]
Xu, Bin [1 ]
Chen, Feipeng [1 ]
Xia, Haijian [1 ]
Li, Kunpeng [1 ]
Ye, Ling [1 ]
Tian, Wenjing [1 ]
机构
[1] Jilin Univ, State Key Lab Supramol Struct & Mat, Changchun 130012, Peoples R China
关键词
TRIPHENYLAMINE-BASED DENDRIMERS; ENHANCED FLUORESCENCE EMISSION; MODIFIED SILICA NANOPARTICLES; STATES; 2,5-DIPHENYL-1,4-DISTYRYLBENZENE; ELECTROLUMINESCENCE; PHOTOLUMINESCENCE; ABSORPTION; TRANSPORT; POLYMER;
D O I
10.1021/jp900205k
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We have studied the crystal structures and photophysical properties of four 9, 10-distyrylanthracene (DSA) derivatives. Their crystal structures exhibit nonplanar conformations due to the supramolecular interactions resulting in rigid molecules and relative tight stacking. The four DSA derivatives possess a typical aggregation-induced emission (AIE) property, i.e., they exhibit faint emission in their solutions but intense emission in their crystals as a result of the dominant nonradiative decay by free intramolecular torsion in the solution and the restricted torsional motion by supramolecular interaction in the crystal. The investigation of the relationship between the crystal structures and AIE properties of the four DSA derivatives indicates that DSA moiety is the key factor of AIE property because of the restricted intramolecular torsion between the 9, 10-anthrylene core and the vinylene moiety.
引用
收藏
页码:9892 / 9899
页数:8
相关论文
共 36 条
[1]   Enhanced emission and its switching in fluorescent organic nanoparticles [J].
An, BK ;
Kwon, SK ;
Jung, SD ;
Park, SY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) :14410-14415
[2]  
[Anonymous], 2017, J MOL STRUCT, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014
[3]   LIGHT-EMITTING-DIODES BASED ON CONJUGATED POLYMERS [J].
BURROUGHES, JH ;
BRADLEY, DDC ;
BROWN, AR ;
MARKS, RN ;
MACKAY, K ;
FRIEND, RH ;
BURN, PL ;
HOLMES, AB .
NATURE, 1990, 347 (6293) :539-541
[4]   Photoluminescence spectral reliance on aggregation order of 1,1-bis(2′-thienyl)-2,3,4,5-tetraphenylsilole [J].
Chen, JW ;
Xu, B ;
Yang, KX ;
Cao, Y ;
Sung, HHY ;
Williams, ID ;
Tang, BZ .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (36) :17086-17093
[5]   PHOTOEXCITED STATES IN POLY(PARA-PHENYLENE VINYLENE) - COMPARISON WITH TRANS,TRANS-DISTYRYLBENZENE, A MODEL OLIGOMER [J].
COLANERI, NF ;
BRADLEY, DDC ;
FRIEND, RH ;
BURN, PL ;
HOLMES, AB ;
SPANGLER, CW .
PHYSICAL REVIEW B, 1990, 42 (18) :11670-11681
[6]   Aggregation-induced and crystallization-enhanced emissions of 1,2-diphenyl-3,4-bis(diphenylmethylene)-1-cyclobutene [J].
Dong, Yongqiang ;
Lam, Jacky W. Y. ;
Qin, Anjun ;
Sun, Jiaxin ;
Liu, Jianzhao ;
Li, Zhen ;
Sun, Jingzhi ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Tang, Ben Zhong .
CHEMICAL COMMUNICATIONS, 2007, (31) :3255-3257
[7]   Synthesis and structure of 4,4′-bis(2,3,4,5,6-pentafluorostyryl)stilbene, a self-assembling J aggregate based on aryl-fluoroaryl interactions [J].
Feast, WJ ;
Lövenich, PW ;
Puschmann, H ;
Taliani, C .
CHEMICAL COMMUNICATIONS, 2001, (05) :505-506
[8]   Electroluminescence in conjugated polymers [J].
Friend, RH ;
Gymer, RW ;
Holmes, AB ;
Burroughes, JH ;
Marks, RN ;
Taliani, C ;
Bradley, DDC ;
Dos Santos, DA ;
Brédas, JL ;
Lögdlund, M ;
Salaneck, WR .
NATURE, 1999, 397 (6715) :121-128
[9]   Fast hole transport in a new calamitic liquid crystal of 2-(4'-heptyloxyphenyl)-6-dodecylthiobenzothiazole [J].
Funahashi, M ;
Hanna, J .
PHYSICAL REVIEW LETTERS, 1997, 78 (11) :2184-2187
[10]   EXCIMERS AND EXCIPLEXES OF CONJUGATED POLYMERS [J].
JENEKHE, SA ;
OSAHENI, JA .
SCIENCE, 1994, 265 (5173) :765-768