Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium

Xin Shen; Bo Li; Tiezheng Pan; Jianfeng Wu; Yangxin Wang; Jie Shang; Yan Ge; Lin Jin; Zhenhui Qi

doi:10.3762/bjoc.15.117

Beilstein Journal of Organic Chemistry (Jun 2019)

Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium

Xin Shen,
Bo Li,
Tiezheng Pan,
Jianfeng Wu,
Yangxin Wang,
Jie Shang,
Yan Ge,
Lin Jin,
Zhenhui Qi

Affiliations

Xin Shen: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Bo Li: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Tiezheng Pan: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Jianfeng Wu: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Yangxin Wang: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Jie Shang: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Yan Ge: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Lin Jin: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China
Zhenhui Qi: Sino-German Joint Research Lab for Space Biomaterials and Translational Technology, School of Life Sciences, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. China

DOI: https://doi.org/10.3762/bjoc.15.117
Journal volume & issue: Vol. 15, no. 1
pp. 1203 – 1209

Abstract

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The synthesis of conjugates of perylene diimide (PDI) and naphthalene diimide (NDI) modified with two benzo-21-crown-7 ethers (B21C7) are herein described. Their self-assembly behavior in various solvents was investigated particularly in aqueous medium, due to the recently discovered hydrophilic properties of B21C7 crown macrocycle. An unexpected fluorescence quenching phenomenon was observed in the PDI-B21C7 macrocycle conjugate in chloroform. The detailed UV–vis absorption and fluorescence spectra of these PDI/NDI derivatives in different solvents as well as their morphologies were investigated.

Published in Beilstein Journal of Organic Chemistry

ISSN: 1860-5397 (Online)
Publisher: Beilstein-Institut
Country of publisher: Germany
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.beilstein-journals.org/bjoc

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