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A new method of using supercritical carbon dioxide as a green solvent for synthesis and purification of 5,5‴-bis(tridecafluorohexyl)-2,2′:5′,2″:5″,2‴-quaterthiophene, which is one of n-type organic semiconducting materials
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-12-26 , DOI: 10.1016/j.tetlet.2017.12.071
Ryuji Hirase , Koji Honda , Mari Ishihara , Hideki Yoshioka , Hirosato Monobe

We have investigated synthesis as well as purification of 5,5‴-bis(tridecafluorohexyl)-2,2′:5′,2″:5″,2‴-quaterthiophene (BFH-4 T, n-type organic semiconducting material) using supercritical carbon dioxide (scCO2) as a green solvent. BFH-4T was obtained in good selectivity and high yield by TDAE/PdCl2-catalyzed reductive coupling reaction of 5-bromo-5′-(tridecafluorohexyl)-2,2′-bithiophene in scCO2. We have also successfully established purification of the reaction mixture by passing scCO2 in the reaction vessel. The product was yellow powder of BFH-4T with purity of more than 99% and Pd catalyst was not contained.



中文翻译:

用超临界二氧化碳作为绿色溶剂合成和纯化5,5′-双(三氟氟己基)-2,2′:5′,2″:5″,2′-四噻吩的一种新方法n型有机半导体材料

我们研究了5,5′-双(三氟铝己基)-2,2′:5′,2″:5″,2′-四噻吩(BFH-4 T,n型有机半导体材料)的合成及纯化使用超临界二氧化碳(scCO 2)作为绿色溶剂。BFH-4T通过TDAE在良好的选择性和高收率获得/的PdCl 2催化的5-溴-5'的还原偶合反应- (十三氟)-2,2'-二噻吩在SCCO 2。我们还通过将scCO 2传递到反应容器中而成功建立了反应混合物的纯化方法。产物为BFH-4T的黄色粉末,纯度大于99%,并且不包含Pd催化剂。

更新日期:2017-12-26
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