반응 #324368

반응 방정식

2,9-dimethyl-1,10-phenanthroline

2-thiophene carboxaldehyde

→

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

용매

acetic anhydride

반응 조건

후처리

1. 1
   온도was refluxed for 5 h
2. 2
   기타to give pale yellow solid
3. 3
   여과The solid was filtered off under suction
4. 4
   세척the filter cake was washed with tetrahydrofuran
5. 5
   기타This was transferred into a conical flask
6. 6
   여과filtered off under suction
7. 7
   세척The solid was again washed with tetrahydrofuran and petroleum ether (40-60° C.)
8. 8
   기타The product was dried under vacuum at 80° C. for 8 hours
9. 9
   기타to give a yellow-orange solid exhibiting intense yellow fluorescence
10. 10
    기타Its absorption and fluorescence spectra in thin film

실험 절차

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.

출처