Synthesis and photoluminescent properties of conjugated aryl-vinyl dioctyl 2,6-dimethylbenzofuro[5,6-b]furan-3,7-dicarboxylate derivatives

详细信息    查看全文

• 作者：Mariusz J. Bosiak ; Marcin Rakowiecki ; Katarzyna J. Or艂owska ; Dariusz K臋dziera ; J枚rg Adams
• 关键词：Benzodifuran ; Fluorescence ; The Heck reaction ; The Wittig reaction ; Heteroaryl compounds ; OLED
• 刊名：Dyes and Pigments
• 出版年：December, 2013
• 年：2013
• 卷：99
• 期：3
• 页码：803-811
• 全文大小：940 K

文摘

The synthesis of highly fluorescent conjugated benzodifuran aryl-vinyl systems, containing four double bonds and at least four phenyl rings, is described. The ethyl groups of diethyl 2,6-dimethylbenzofuro[5,6-b]furan-3,7-dicarboxylate, obtained by the Michael type condensation of p-benzoquinone and ethyl acetoacetate, were replaced by octyl groups via the transesterification reaction to improve the desired product solubility in common organic solvents. The dioctyl ester was brominated and used for the Wittig reaction with stilbene aldehydes, obtained by the Heck reaction of 4-bromobenzaldehyde and an appropriate styrene. The products, obtained in 48-92% yield, exhibit the UV-Vis fluorescence with high quantum yields, 58-69%.