Truxene: a promising scaffold for future materials

被引:125
作者
Goubard, Fabrice [1 ]
Dumur, Frederic [2 ]
机构
[1] Univ Cergy Pontoise, LPPI, F-95031 Neuville Sur Oise, Cergy Pontoise, France
[2] Aix Marseille Univ, CNRS, ICR, UMR 7273, F-13397 Marseille, France
关键词
SENSITIZED SOLAR-CELLS; OLIGOTHIOPHENE-FUNCTIONALIZED TRUXENE; NONLINEAR-OPTICAL PROPERTIES; STAR-SHAPED OLIGOFLUORENES; REENTRANT ISOTROPIC-PHASE; PI-CONJUGATED DENDRIMERS; DISCOTIC LIQUID-CRYSTAL; LIGHT-EMITTING-DIODES; MULTICHROMOPHORIC ARRAYS; ENERGY-TRANSFER;
D O I
10.1039/c4ra11559g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Truxene (10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluorene), which is a heptacyclic polyarene structure, has attracted a great deal of interest due to its exceptional solubility, high thermal stability and ease with which it may be modified. Over the years and thanks to the advances in the synthesis of truxene derivatives, the scope of applications of this attractive building block, initially limited to synthesis and photoluminescence, has nowadays been extended to organic electronics. This review aims at highlighting the benefits brought by the introduction of this rigid star-shaped molecule in different materials. Perspectives for this highly appealing molecule in future research will also be put forth.
引用
收藏
页码:3521 / 3551
页数:31
相关论文
共 171 条
[1]   BUCKYBOWLS. 2. TOWARD THE TOTAL SYNTHESIS OF BUCKMINSTERFULLERENE (C-60) - BENZ[5,6]-AS-INDACENO-[3,2,1,8,7-MNOPQR]INDENO[4,3,2,1-CDEF]CHRYSENE [J].
ABDOURAZAK, AH ;
MARCINOW, Z ;
SYGULA, A ;
SYGULA, R ;
RABIDEAU, PW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (23) :6410-6411
[2]   Structure and Spectral Properties of Truxene Dye S5 [J].
Baryshnikov, G. V. ;
Minaev, B. F. ;
Minaeva, V. A. ;
Ning, Z. ;
Zhang, Q. .
OPTICS AND SPECTROSCOPY, 2012, 112 (02) :168-174
[3]   Vibronic activity in the phosphorescence spectra of disklike aromatic molecules: A combined experimental and theoretical investigation [J].
Baunsgaard, D ;
Harrit, N ;
El Balsami, M ;
Negri, F ;
Orlandi, G ;
Frederiksen, J ;
Wilbrandt, R .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (49) :10007-10016
[4]   Location, Location, Location - Strategic Positioning of 2,1,3-Benzothiadiazole Units within Trigonal Quaterfluorene-Truxene Star-Shaped Structures [J].
Belton, Colin R. ;
Kanibolotsky, Alexander L. ;
Kirkpatrick, James ;
Orofino, Clara ;
Elmasly, Saadeldin E. T. ;
Stavrinou, Paul N. ;
Skabara, Peter J. ;
Bradley, Donal D. C. .
ADVANCED FUNCTIONAL MATERIALS, 2013, 23 (22) :2792-2804
[5]  
BERGMAN J, 1986, CHEM SCRIPTA, V26, P287
[6]   Groundwork for a rational synthesis of C60:: Cyclodehydrogenation of a C60H30 polyarene [J].
Boorum, MM ;
Vasil'ev, YV ;
Drewello, T ;
Scott, LT .
SCIENCE, 2001, 294 (5543) :828-831
[7]   Absorption Tuning of Monosubstituted Triazatruxenes for Bulk Heterojunction Solar Cells [J].
Bura, Thomas ;
Leclerc, Nicolas ;
Fall, Sadiara ;
Leveque, Patrick ;
Heiser, Thomas ;
Ziessel, Raymond .
ORGANIC LETTERS, 2011, 13 (22) :6030-6033
[8]   Star-shaped and linear nanosized molecules functionalized with hexa-peri-hexabenzocoronene:: Synthesis and optical properties [J].
Cao, XY ;
Zi, H ;
Zhang, W ;
Lu, H ;
Pei, J .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (09) :3645-3653
[9]   π-conjugated twin molecules based on truxene:: Synthesis and optical properties [J].
Cao, XY ;
Zhang, W ;
Zi, H ;
Pei, J .
ORGANIC LETTERS, 2004, 6 (26) :4845-4848
[10]   Giant extended π-conjugated dendrimers containing the 10,15-dihydro-5H-diindeno[1,2-α;1′,2′-c]fluorene chromophore:: Synthesis, NMR behaviors, optical properties, and electroluminescence [J].
Cao, XY ;
Liu, XH ;
Zhou, XH ;
Zhang, Y ;
Jiang, Y ;
Cao, Y ;
Cui, YX ;
Pei, J .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (18) :6050-6058