光化学
分子
单重态
接受者
化学
光子上转换
位阻效应
二氯甲烷
聚合
荧光
化学发光
电子受体
激发态
物理化学
立体化学
离子
有机化学
聚合物
核物理学
物理
量子力学
凝聚态物理
溶剂
作者
Ryoichi Ishimatsu,Tomohiko Edura,Chihaya Adachi,Koji Nakano,Toshihiko Imato
标识
DOI:10.1002/chem.201600077
摘要
Abstract The photophysical properties and electrogenerated chemiluminescence (ECL) of three donor–acceptor molecules composed of dicyanobenzene and methyl‐, tert ‐butyl‐, and phenyl‐substituted carbazolyl groups, 1,2,3,5‐tetrakis(3,6‐disubstituted ‐ carbazol‐9‐yl)‐4,6‐dicyanobenzene (4CzIPN‐Me, 4CzIPN‐ t Bu, and 4CzIPN‐Ph, respectively) are described. These molecules show delayed fluorescence as a result of thermal spin upconversion from the lowest triplet state to the lowest singlet state at room temperature. The three molecules showed yellow to yellowish–red ECL. Remarkably, the ECL efficiencies of 4CzIPN‐ t Bu in dichloromethane reached almost 40 %. Moreover, stable ECL was emitted from 4CzIPN‐ t Bu and 4CzIPN‐Ph. In case of 4CzIPN‐Me, the ECL intensity decreased during voltage cycles because of polymerization. Quantum chemical calculations revealed that polymerization was inhibited by the steric hindrance of the bulky tert ‐butyl and phenyl groups on the carbazolyl moieties and lowered the spin density on the carbazolyl groups through electron conjugation for 4CzIPN‐Ph.
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