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Alkylation‐, Heating‐, and Doping‐Induced Emission Enhancement of a Polyaromatic Tube in the Solid State
Author(s) -
Kuroda Kiyonori,
Otsuki Masafumi,
Yazaki Kohei,
Sei Yoshihisa,
Akita Munetaka,
Yoshizawa Michito
Publication year - 2018
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201800034
Subject(s) - fluorescence , doping , tube (container) , alkylation , solid state , materials science , photochemistry , alkyl , energy transfer , aggregation induced emission , derivative (finance) , chemical engineering , chemistry , optoelectronics , organic chemistry , catalysis , optics , chemical physics , composite material , physics , financial economics , economics , engineering
A polyaromatic tube with a subnanometer‐sized cavity was efficiently prepared on a gram‐scale through the stereo‐controlled cyclotrimerization of a diphenylanthracene derivative as a key step. The facile exterior alkylation of the polyaromatic framework leads to a moderately fluorescent tube (R=‐OC 10 H 21 ; Φ F =20 %) in the solid state. The emission intensity of the solid‐state alkyl‐substituted tube is remarkably enhanced upon heating (up to 1.6 times, Φ F =31 %) as well as doping with fluorescent dyes (up to 4.2 times, Φ F =83 %) through efficient energy transfer.