132814-92-7Relevant academic research and scientific papers
Symmetrical and nonsymmetrical liquid crystalline oligothiophenes: Convenient synthesis and transition-temperature engineering
Leroy, Julie,Boucher, Nicolas,Sergeyev, Sergey,Sferrazza, Michele,Geerts, Yves Henri
, p. 1256 - 1261 (2007)
Two approaches to transition-temperature engineering in liquid crystalline oligothiophenes are described: (i) substitution at the aromatic core with two identical branched alkyl chains and (ii) desymmetrization of the molecule with two alkyl substituents of different length or structure. Key steps in the synthesis of symmetrical and nonsymmetrical terthiophenes and quaterthiophenes involve Suzuki coupling and carbanion alkylation. A well-adjusted balance between the π-π stacking of the aromatic core and the disorder caused by the peripheral alkyl chains is demonstrated to be important for the control of the thermotropic behavior of oligothiophene mesogens. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
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
Hirase, Ryuji,Honda, Koji,Ishihara, Mari,Yoshioka, Hideki,Monobe, Hirosato
, p. 469 - 472 (2018)
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.
