反应 #324368

反应方程式

2,9-dimethyl-1,10-phenanthroline

2-thiophene carboxaldehyde

→

2,9-Bis(2-thiophen-2-yl-vinyl)-[1,10]phenanthroline

溶剂

acetic anhydride

反应条件

后处理

1. 1
   温度was refluxed for 5 h
2. 2
   其他to give pale yellow solid
3. 3
   过滤The solid was filtered off under suction
4. 4
   洗涤the filter cake was washed with tetrahydrofuran
5. 5
   其他This was transferred into a conical flask
6. 6
   过滤filtered off under suction
7. 7
   洗涤The solid was again washed with tetrahydrofuran and petroleum ether (40-60° C.)
8. 8
   其他The product was dried under vacuum at 80° C. for 8 hours
9. 9
   其他to give a yellow-orange solid exhibiting intense yellow fluorescence
10. 10
    其他Its absorption and fluorescence spectra in thin film

实验过程

A mixture of 2,9-dimethyl-1,10-phenanthroline (neocuproine hydrate) (10 g, 0.048 mole) and 2-thiophene carboxaldehyde (9.4 ml, 0.188 mole) in acetic anhydride (15 ml) was refluxed for 5 h. The solution was allowed to cool to room temperature to give pale yellow solid. The solid was filtered off under suction and the filter cake was washed with tetrahydrofuran. This was transferred into a conical flask, stirred with de-ionised water for 15 minutes and filtered off under suction. The solid was again washed with tetrahydrofuran and petroleum ether (40-60° C.). The product was dried under vacuum at 80° C. for 8 hours. Yield: 5.9 g. The product was sublimed to give a yellow-orange solid exhibiting intense yellow fluorescence. Its absorption and fluorescence spectra in thin film and in solution in THF are shown in FIGS. 1 and 2.

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