The mechanically induced color change from UV to visible region

被引：21

作者：

Ma, Zhiyong ^{[1
]}

Teng, Mingjun ^{[1
]}

Wang, Zhijian ^{[1
]}

Jia, Xinru ^{[1
]}

机构：

[1] Peking Univ, Beijing Natl Lab Mol Sci, Coll Chem & Mol Engn, Key Lab Polymer Chem & Phys,Minist Educ, Beijing 100871, Peoples R China

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 48期

基金：

中国国家自然科学基金;

关键词：

Mechanochromic luminescent; Rhodamine B; Pyrene; Amidoamine; Ring-opening reaction; AGGREGATION-INDUCED EMISSION; LUMINESCENCE; FLUORESCENCE; CRYSTALS; RED;

D O I：

10.1016/j.tetlet.2013.09.083

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The branched amidoamine molecule 1 with different chromophores of a rhodamine B and two pyrenyl moieties at each side was synthesized. The luminescent properties of 1 with the color change from bright blue (UV region) to reddish (visible region) under mechanical stimulus were observed, which was attributed to the emission of pyrene excimer II, with a sandwich packing mode, and the chemical reaction of rhodamine B from a spirolactam to a ring opened amide. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：6504 / 6506

页数：3

共 31 条

[1] Synthesis of novel spirolactams by reaction of fluorescein methyl ester with amines [J].

Adamczyk, M ;

Grote, J .

TETRAHEDRON LETTERS, 2000, 41 (06) :807-809

[2] EXCIMERS AND EXCIPLEXES [J].

BIRKS, JB .

NATURE, 1967, 214 (5094) :1187-&

[3]

Chen YL, 2012, NAT CHEM, V4, P559, DOI [10.1038/nchem.1358, 10.1038/NCHEM.1358]

[4] Recent advances in organic mechanofluorochromic materials [J].

Chi, Zhenguo ;

Zhang, Xiqi ;

Xu, Bingjia ;

Zhou, Xie ;

Ma, Chunping ;

Zhang, Yi ;

Liu, Siwei ;

Xu, Jiarui .

CHEMICAL SOCIETY REVIEWS, 2012, 41 (10) :3878-3896

[5] Shear- and UV-Induced Fluorescence Switching in Stilbenic π-Dimer Crystals Powered by Reversible [2+2] Cycloaddition [J].

Chung, Jong Won ;

You, Youngmin ;

Huh, Hyun Sue ;

An, Byeong-Kwan ;

Yoon, Seong-Jun ;

Kim, Se Hun ;

Lee, Soon W. ;

Park, Soo Young .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (23) :8163-8172

[6] Dye-containing polymers: methods for preparation of mechanochromic materials [J].

Ciardelli, Francesco ;

Ruggeri, Giacomo ;

Pucci, Andrea .

CHEMICAL SOCIETY REVIEWS, 2013, 42 (03) :857-870

[7] Force-induced activation of covalent bonds in mechanoresponsive polymeric materials [J].

Davis, Douglas A. ;

Hamilton, Andrew ;

Yang, Jinglei ;

Cremar, Lee D. ;

Van Gough, Dara ;

Potisek, Stephanie L. ;

Ong, Mitchell T. ;

Braun, Paul V. ;

Martinez, Todd J. ;

White, Scott R. ;

Moore, Jeffrey S. ;

Sottos, Nancy R. .

NATURE, 2009, 459 (7243) :68-72

[8] Piezochromic Luminescence Based on the Molecular Aggregation of 9,10-Bis((E)-2-(pyrid-2-yl)vinyl)anthracene [J].

Dong, Yujie ;

Xu, Bin ;

Zhang, Jibo ;

Tan, Xiao ;

Wang, Lijuan ;

Chen, Jinlong ;

Lv, Hongguang ;

Wen, Shanpeng ;

Li, Bao ;

Ye, Ling ;

Zou, Bo ;

Tian, Wenjing .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (43) :10782-10785

[9] Fluorescent and colorimetric detection of acid vapors by using solid-supported rhodamine hydrazides [J].

Kang, Shincheol ;

Kim, Sungwook ;

Yang, Young-Keun ;

Bae, Shinhyo ;

Tae, Jinsung .

TETRAHEDRON LETTERS, 2009, 50 (17) :2010-2012

[10] A fluoride-selective PCT chemosensor based on formation of a static pyrene excimer [J].

Kim, SK ;

Bok, JH ;

Bartsch, RA ;

Lee, JY ;

Kim, JS .

ORGANIC LETTERS, 2005, 7 (22) :4839-4842

← 1 2 3 4 →