反応 #324368

反応方程式

2,9-dimethyl-1,10-phenanthroline

2-thiophene carboxaldehyde

→

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

溶媒

acetic anhydride

反応条件

後処理

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

実験手順

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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