Material design for piezochromic luminescence: Hydrogen-bond-directed assemblies of a pyrene derivative

被引:565
作者
Sagara, Yoshimitsu [1 ]
Mutai, Toshiki [1 ]
Yoshikawa, Isao [1 ]
Araki, Koji [1 ]
机构
[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan
关键词
D O I
10.1021/ja0677362
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel design principle for materials showing piezochromic luminescence is proposed. Amide-substituted tetraphenylpyrene C6TPPy, composed of a planar fluorescent core and multiple hydrogen-binding sites, displays a remarkable change and restoration of its luminescence color by pressing with a spatula and heating, respectively.
引用
收藏
页码:1520 / +
页数:3
相关论文
共 23 条
[1]   Piezoluminescence at the air-water interface through dynamic molecular recognition driven by lateral pressure application [J].
Ariga, K ;
Nakanishi, T ;
Terasaka, Y ;
Tsuji, H ;
Sakai, D ;
Kikuchi, J .
LANGMUIR, 2005, 21 (03) :976-981
[3]   Organic photochromism [J].
Bouas-Laurent, H ;
Dürr, H .
PURE AND APPLIED CHEMISTRY, 2001, 73 (04) :639-665
[4]   Electroluminescence from single monolayers of nanocrystals in molecular organic devices [J].
Coe, S ;
Woo, WK ;
Bawendi, M ;
Bulovic, V .
NATURE, 2002, 420 (6917) :800-803
[5]   Deformation-induced color changes in melt-processed photoluminescent polymer blends [J].
Crenshaw, BR ;
Weder, C .
CHEMISTRY OF MATERIALS, 2003, 15 (25) :4717-4724
[6]   1,3,6,8-tetraphenylpyrene derivatives:: Towards fluorescent liquid-crystalline columns? [J].
de Halleux, V ;
Calbert, JP ;
Brocorens, P ;
Cornil, J ;
Declercq, JP ;
Brédas, JL ;
Geerts, Y .
ADVANCED FUNCTIONAL MATERIALS, 2004, 14 (07) :649-659
[7]   Attractions and repulsions in molecular crystals: What can be learned from the crystal structures of condensed ring aromatic hydrocarbons? [J].
Dunitz, JD ;
Gavezzotti, A .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (08) :677-684
[8]   ENCODING AND DECODING HYDROGEN-BOND PATTERNS OF ORGANIC-COMPOUNDS [J].
ETTER, MC .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :120-126
[9]   HYDROGEN-BONDING CONTROL OF MOLECULAR AGGREGATION - SELF-COMPLEMENTARY SUBUNITS LEAD TO ROD-SHAPED STRUCTURES IN THE SOLID-STATE [J].
FAN, EK ;
YANG, J ;
GEIB, SJ ;
STONER, TC ;
HOPKINS, MD ;
HAMILTON, AD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (12) :1251-1252
[10]   4-TERT-BUTYL-1-(4'-DIMETHYLAMINO-BENZYLIDENEAMINO)PYRIDINIUM PERCHLORATE (BDPP) - A NOVEL FLUORESCENT DYE [J].
GAWINECKI, R ;
VISCARDI, G ;
BARNI, E ;
HANNA, MA .
DYES AND PIGMENTS, 1993, 23 (02) :73-78