2-Pyridone-based fluorophores containing 4-dialkylamino-phenyl group: Synthesis and fluorescence properties in solutions and in solid state
學年 104
學期 1
出版(發表)日期 2016-01-01
作品名稱 2-Pyridone-based fluorophores containing 4-dialkylamino-phenyl group: Synthesis and fluorescence properties in solutions and in solid state
作品名稱(其他語言)
著者 Masayori Hagimori; Yasuhiro Shigemitsu; Ryo Murakami; Kenichirou Yokota; Yasuhisa Nishimura; Naoko Mizuyama; Bo-Cheng Wang; Chen-Kuen Tai ; San-Lang Wang ; Tzenge-Lien Shih ; Kuen-Da Wu ; Zhi-Shuan Huang ; Shih-Chuw Tseng ; Jian-Wei Lu ; Ho-Hsiang Wei ; Junko Nagaoka ; Takahiro Mukai ; Shinichi Kawashima ; Keisuke Kawashima ; Yoshinori Tominaga
單位
出版者
著錄名稱、卷期、頁數 Dyes and Pigments 124, p.196-202
摘要 Novel highly emissive 2-pyridone-based compounds 3a,b and 4a–d were synthesized by a convenient one-pot method from 4-(dialkylamino)acetophenones (1a,b) and cyanoketene dithioacetal (2a) or sulfonyl ketene dithioacetals (2b,c), and their fluorescence properties were investigated. A simple structure modification of 2-pyridones significantly affected their optical properties including the emission wavelength and fluorescence intensity. All the 6-(4-dialkylamino)phenyl-2-pyridones showed positive solvatofluorochromism and intense blue-green fluorescence in nonpolar solvents such as chloroform (Ф: 0.80–0.92) and dichloromethane (Ф: 0.83–0.94). A hypsochromic shift of the fluorescence emission maxima and strong fluorescence in a polar solvent were observed by substituting the dimethylamino group with a diethylamino group. Introduction of a sulfonyl group disturbed the molecular planarity of compounds 4a, 4b, and 4d, resulting in a strong fluorescence in acetone (Ф: 0.86–0.95) and acetonitrile (Ф: 0.59–0.88). These results indicate that 2-pyridone-based compounds have great potential as fluorophores for various practical applications.
關鍵字 2-Pyridone;6-(4-dialkylamino)phenylpyridone;Fluorescence in solution;One-pot synthesis;Ketene dithioacetal;Solvatofluorochromism
語言 en
ISSN 0143-7208
期刊性質 國外
收錄於 SCI
產學合作
通訊作者 Hagimori, Masayori;Wang, Bo-Cheng;Tominaga, Yoshinori
審稿制度
國別 GBR
公開徵稿
出版型式 ,電子版,紙本
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