Photophysical properties of intramolecular charge-transfer excited singlet state of aminofluorenone derivatives

被引：61

作者：

Yatsuhashi, T ^{[1
]}

Nakajima, Y ^{[1
]}

Shimada, T ^{[1
]}

Inoue, H ^{[1
]}

机构：

[1] Tokyo Metropolitan Univ, Dept Appl Chem, Grad Course Engn, Hachioji, Tokyo 1920397, Japan

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 1998年 / 102卷 / 18期

关键词：

D O I：

10.1021/jp980158u

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Photophysical properties of fluorenone and 12 aminofluorenone derivatives were investigated systematically by fluorescence quantum yield and picosecond lifetime measurements in cyclohexane, benzene, acetonitrile, and ethanol. Aminofluorenones underwent efficient deactivation in ethanol, except fur the 1-aminofluorenone derivatives. An appreciable deuterium isotope effect on the radiationless deactivation (k(nr)) was observed in all aminofluorenones. The largest effect was observed for 4-aminofluorenone (k(nr)(EtOH)/k(nr)(EtOD) = 1.9), while the smallest was for 1-aminofluorenone (k(nr)(EtOH)/k(nr)(EtOD) = 1.2). The radiationless deactivation in ethanol was concluded to be induced through an intermolecular hydrogen bond between the hydroxyl hydrogen of ethanol and the carbonyl oxygen of aminofluorenones. The possibility of a twisted intramolecular charge-transfer state in the case of 1-(dimethylamino)fluorenone was explored by semiempirical molecular orbital calculation.

引用

页码：3018 / 3024

页数：7

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[41] PROBLEM OF AN INTERMOLECULAR CHARGE-TRANSFER TRIPLET EXCITED STATE [J].

BRIEGLEB, G ;

WOLF, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1970, 9 (02) :171-&

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ROTKIEWICZ, K ;

RUBASZEWSKA, W .

JOURNAL OF LUMINESCENCE, 1982, 27 (02) :221-230

[43] Photochemistry of quinone-bridged amino acids. Intramolecular trapping of an excited charge-transfer state [J].

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[50] Temperature-Controlled Locally Excited and Twisted Intramolecular Charge-Transfer State-Dependent Fluorescence Switching in Triphenylamine-Benzothiazole Derivatives [J].

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