文献类型：期刊文献

中文题名：4-羟基香豆素衍生物的荧光性能

英文题名：Synthesis and Fluorescent Properties of Coumarin Derivatives

作者：丁国华[1];荆淑萍[1];田禾[1]

机构：[1]华东理工大学精细化工研究所

年份：2005

卷号：22

期号：5

起止页码：551

中文期刊名：应用化学

外文期刊名：Chinese Journal of Applied Chemistry

收录：CSTPCD;;北大核心:【北大核心2004】；CSCD:【CSCD2011_2012】；

基金：国家自然科学基金资助项目(20206007)

语种：中文

中文关键词：水杨酸;羟基香豆素衍生物;荧光

外文关键词：salicylic acid,hydroxyl coumarin derivative,fluorescence

摘要：3-Acetyl-4-hydroxyl coumarin was synthesized by acetylation and acyl chlorination of salicylic acid followed by the cyclocondensation of acetacetic ester. Its condensation with each of three （aldehydes）, N,N-dimethy-4-aminobenzaldehyde, N,N-di（4-methyphenyl）-4-aminobenzaldehyde and （N,N-）diphenyl-4-aminobenzaldehyde affords three 4-hydroxyl coumarin derivatives, i.e., 3\[（para-（dimethyamino））-cinnhyl\]-4-（hydroxyl） coumarin\1\], 3{\[para-di（4-methyphenyl）amino\]-cinnhyl}-4-（hydroxyl） coumarin\2\], and （3\[（para-）diphenylamino）-cinnhyl\]-4-hydroxyl coumarin\3\]. The three derivatives have high extinction （coefficients） in UV-vis absorption, which were 5.25×104 L/（mol·cm）, 3.39×104 L/（mol·cm）, and 3.24×104 L/（mol·cm）, respectively, and intensive luminescence in both the THF solution and solid state. Derivatives TM1 and TM2 emit intensive orange red luminescence with the same absorption peak at （500 nm） and the identical small Stoke shift of 85 nm in the emission spectra in THF. The photoluminescence peaks of the three derivatives in solid state are at 705, 643, and 660 nm, （respectively）. Derivative TM3 displays intensive red luminescence with the peak at 486 nm and a large Stoke shift of 152 nm in the emission spectrum in THF, which makes it a novel red luminescent material that may be used in OLEDs.
3-Acetyl-4-hydroxyl coumarin was synthesized by acetylation and acyl chlorination of salicylic acid followed by the cyclocondensation of acetacetic ester. Its condensation with each of three (aldehydes), N,N-dimethy-4-aminobenzaldehyde, N,N-di(4-methyphenyl)-4-aminobenzaldehyde and (N,N-)diphenyl-4-aminobenzaldehyde affords three 4-hydroxyl coumarin derivatives, i.e., 3\[(para-(dimethyamino))-cinnhyl\]-4-(hydroxyl) coumarin\1\], 3{\[para-di(4-methyphenyl)amino\]-cinnhyl}-4-(hydroxyl) coumarin\2\], and (3\[(para-)diphenylamino)-cinnhyl\]-4-hydroxyl coumarin\3\]. The three derivatives have high extinction (coefficients) in UV-vis absorption, which were 5.25×10^(4) L/(mol·cm), 3.39×10^(4) L/(mol·cm), and 3.24×10^(4) L/(mol·cm), respectively, and intensive luminescence in both the THF solution and solid state. Derivatives TM1 and TM2 emit intensive orange red luminescence with the same absorption peak at (500 nm) and the identical small Stoke shift of 85 nm in the emission spectra in THF. The photoluminescence peaks of the three derivatives in solid state are at 705, 643, and 660 nm, (respectively). Derivative TM3 displays intensive red luminescence with the peak at 486 nm and a large Stoke shift of 152 nm in the emission spectrum in THF, which makes it a novel red luminescent material that may be used in OLEDs.