摘要
近年来,四硫富瓦烯(Tetrathiafulvalene,TTF)衍生物的设计合成、超分子组装、组装材料的物理性能研究及其在有机电子器件中的应用引起了人们广泛的研究兴趣。在本文中,我们简略综述硫原子桥联芳基取代/稠合四硫富瓦烯衍生物(Ar-S-TTF)的最新研究进展,包括其高效合成、电化学及光学性能研究、分子的结构特征/空间堆积方式,以及此类分子与球形原子簇(富勒烯、杂多酸)之间的超分子组装及组装材料的性能。
Tetrathiafulvalene( TTF) and its derivatives have received tremendous attentions owing to their applications in organic electronics. The research of TTFs includes the design and synthesis of functional molecules,supramolecular assembly,and elucidation of the physical properties of the supramolecular materials. Herein,we report the recent progress on arylthio-substituted / fused TTFs( Ar-S-TTF),on which the aryls are decorated onto the TTF core through the connection of sulfur bridges. We mainly highlight the facile synthesis,optical / electrochemical property,and structural feature of Ar-S-TTF,as well as the supramolecular assembly of Ar-S-TTF with fullerene and Keggin-type phosphomolybdic acid.
引文
[1]F Wudl,G M Smith,E J Hufngel.J.Chem.Soc.D:Chem.Commun.,1970,1453~1454.
[2]J Yamada,T Sugimoto.J.Am.Chem.Soc.,2005,127(25):9309~9309.
[3]J M Williams,J R Ferraro,R J Thorn et al.Adv.Mater.,1994,6(1):87~87.
[4]D Canavet,M Sallé,G Zhang et al.Chem.Commun.,2009,40(33):2245~2269.
[5]T K Hansen,T Jrgensen,P C Stein et al.J.Org.Chem.,1992,57:6403~6409.
[6]A I de Lucas,N Martín,L Sánchez et al.Tetrahedron,1998,54:4655~4662.
[7]M Mas-Torrent,M Durkut,P Hadley et al.J.Am.Chem.Soc.,2004,126(4):984~985.
[8]R Berridge,P J Skabara,C Pozo-Gonzalo et al.J.Phys.Chem.B,2006,110:3140~3152.
[9]M R Bryce.Chem.Soc.Rev.,1991,20:355~390.
[10]S Y Hsu,Y C Long.J.Org.Chem.,1987,52(15):3444~3446.
[11]H Müller,A Lerf,H P Fritz et al.Synth.Met.,1991,42(3):2381~2384.
[12]J Sun,X Lu,J Shao et al.RSC Adv.,2013,3:10193~10196.
[13]X Lu,J Sun,Y Liu et al.Chem.Eur.J.,2014,20(30):9650~9656.
[14]J Sun,X Lu,J Shao et al.Chem.Eur.J.,2013,19(37):12517~12525.
[15]L Ma,X Lu,J Sun et al.unpublished results.
[16]L Ma,J Sun,X Lu et al.Beilstein J.Org.Chem.2015,11:850~859.
[17]J Sun,X Lu,M Ishikawa et al.J.Mater.Chem.C,2014,2:8071~8076.
[18]X Lu,J Sun,S Zhang et al.Beilstein J.Org.Chem.,2015,11:1043~1051.
[19]L Ouahab.Chem.Mater.,1997,9(9):1909~1926.
[20]E Coronado,C Giménez-Saiz,C J Gómez-García et al.Angew.Chem.Int.Ed.,2004,43(23):3022~3025.
[21]S Zhang,X Lu,J Sun et al.Cryst Eng Comm,2015,17:4110~4116.
[22]X Lu,S Zhang,L Ma et al.unpublished results.