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Synthesis and self-assembly behavior of 2,5-diphenylethynyl thiophene based bolaamphiphiles |
Shou-Bing Yi, Hong-Fei Gao, Quan Li, Ya-Fei Ye, Na Wu, Xiao-Hong Cheng |
Key Laboratory of Medicinal Chemistry for Natural Resources, Chemistry Department, Yunnan University, Kunming 650091, China |
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Guide Synthesized 2,5-diphenylethynyl thiophene based bent bolaamphiphiles can self-organize into square honeycomb LC phases with p4mm symmetries in the presence of water. UV and PL measurements indicate fl uorescent properties making them potential candidates for application in fl uorescence sensor devices |
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Abstract Novel T-shaped bolaamphiphiles consisting of a bent 2,5-diphenylethynyl thiophene rigid core with two terminal glycerol units and a lateral n-alkyl chain have been synthesized via Kumuda and Sonogashira coupling reactions as key steps. Their liquid crystalline behavior was investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray diffraction (XRD). All such bolaamphiphiles can self-organize into square honeycomb LC phases with p4mm symmetries in the presence of water. UV and PL measurements indicate fluorescent properties making them potential candidates for application in fluorescence sensor devices.
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Received: 31 March 2015
Published: 30 May 2015
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Fund: This work was supported by the National Natural Science Foundation of China (Nos. 21364017 and 21274119), the Yunnan Natural Science Foundation (No. 2013FA007) and Scholarship Award for Excellent Doctoral Student of Yunnan Province and Foundation (No. ynuy201418). We thank Dr. Makro Phrem and Prof. Carsten Tschierske from Martin-Luther University Halle- Wittenberg for XRD measurements. |
Corresponding Authors:
Xiao-Hong Cheng
E-mail: xhcheng@ynu.edu.cn
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