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N,N'-双-Boc-3,3'-二(芘-1-基)-2,2'-联吲哚的两步机械变色发光

Two-Step Mechanochromic Luminescence of N,N'-Bis-Boc-3,3'-di(pyren-1-yl)-2,2'-biindole.

作者信息

Ito Suguru, Yamada Takeshi, Asami Masatoshi

机构信息

Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama, 240-8501, Japan.

出版信息

Chempluschem. 2016 Dec;81(12):1272-1275. doi: 10.1002/cplu.201600409. Epub 2016 Sep 21.

DOI:10.1002/cplu.201600409
PMID:31964067
Abstract

Despite recent advances in the development of mechanochromic luminescent organic molecules, the mechano-responsive properties of intramolecularly stacked fluorophores are not well documented. Herein, the synthesis and emission properties of three N,N'-bis-Boc-3,3'-diaryl-2,2'-biindole (Boc=tert-butoxycarbonyl) derivatives as a new class of solid-state emissive fluorophores are described. For a 3,3'-dipyrenyl derivative in the crystalline state, partial intramolecular stacking of the dipyrenyl groups was observed, which results in a two-step mechanochromic luminescence from blue (λ =462 nm) to green (λ =516 nm) and yellow (λ =535 nm).

摘要

尽管近年来机械变色发光有机分子的发展取得了进展,但分子内堆叠荧光团的机械响应特性尚未得到充分记录。在此,描述了三种N,N'-双-Boc-3,3'-二芳基-2,2'-联吲哚(Boc =叔丁氧羰基)衍生物作为一类新型固态发光荧光团的合成及发光特性。对于结晶态的3,3'-二芘基衍生物,观察到二芘基基团的部分分子内堆叠,这导致了从蓝色(λ = 462 nm)到绿色(λ = 516 nm)再到黄色(λ = 535 nm)的两步机械变色发光。

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