Trinaphthylamines as Robust Organic Materials for Two-Photon-Induced Fluorescence

被引:81
作者
Bordeau, Guillaume [1 ]
Lartia, Remy [1 ]
Metge, Germain [2 ]
Fiorini-Debuisschert, Celine [2 ]
Charra, Fabrice [2 ]
Teulade-Fichou, Marie-Paule [1 ]
机构
[1] Ctr Univ, Inst Curie, CNRS UMR 176, F-91405 Orsay, France
[2] CEA Saclay, DSM DRECAM SPCSI, F-91191 Gif Sur Yvette, France
关键词
D O I
10.1021/ja8055112
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of a novel pi-conjugated trinaphthylamines series is described. These original push-pull octupolar systems exhibit large two-photon action cross section (sigma(phi) up to 510 GM) increased by a factor of 2-3 as compared to their triphenylamines analogues. This substantial improvement of the two-photon absorption properties is attributed to the stronger donor character of the trinaphthyl core.
引用
收藏
页码:16836 / +
页数:3
相关论文
共 25 条
[1]  
Abbotto A, 2000, ADV MATER, V12, P1963, DOI 10.1002/1521-4095(200012)12:24<1963::AID-ADMA1963>3.3.CO
[2]  
2-J
[3]  
ALAMEDDINE B, 2007, SYNTHESIS-STUTTGART, V2, P271
[4]   Design of organic molecules with large two-photon absorption cross sections [J].
Albota, M ;
Beljonne, D ;
Brédas, JL ;
Ehrlich, JE ;
Fu, JY ;
Heikal, AA ;
Hess, SE ;
Kogej, T ;
Levin, MD ;
Marder, SR ;
McCord-Maughon, D ;
Perry, JW ;
Röckel, H ;
Rumi, M ;
Subramaniam, C ;
Webb, WW ;
Wu, XL ;
Xu, C .
SCIENCE, 1998, 281 (5383) :1653-1656
[5]   Vinyl-pyridinium triphenylamines: Novel far-red emitters with high photostability and two-photon absorption properties for staining DNA [J].
Allain, Clemence ;
Schmidt, Falk ;
Lartia, Remy ;
Bordeau, Guillaume ;
Fiorini-Debuisschert, Celine ;
Charra, Fabrice ;
Tauc, Patrick ;
Teulade-Fichou, Marie-Paule .
CHEMBIOCHEM, 2007, 8 (04) :424-433
[6]   Investigation of two-photon absorption properties in branched alkene and alkyne chromophores [J].
Bhaskar, Ajit ;
Ramakrishna, Guda ;
Lu, Zhikuan ;
Twieg, Robert ;
Hales, Joel M. ;
Hagan, David J. ;
Van Stryland, Eric ;
Goodson, Theodore, III .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (36) :11840-11849
[7]  
Bhawalkar J D, 1997, J Clin Laser Med Surg, V15, P201
[8]   2-PHOTON LASER SCANNING FLUORESCENCE MICROSCOPY [J].
DENK, W ;
STRICKLER, JH ;
WEBB, WW .
SCIENCE, 1990, 248 (4951) :73-76
[9]   Fluorescent molecular probes VI -: The spectral properties and potential biological applications of water-soluble Dapoxyl™ sulfonic acid [J].
Diwu, ZJ ;
Zhang, CL ;
Klaubert, DH ;
Haugland, RP .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2000, 131 (1-3) :95-100
[10]  
Drobizhev M, 2003, J PHYS CHEM B, V107, P7540, DOI 10.1021/jp0349861