Sexterrylenetetracarboxylic Bisimides: NIR Dyes

被引:21
作者
Langhals, Heinz [1 ]
Zgela, Dominik [1 ]
Lueling, Robin [1 ]
机构
[1] LMU Univ Munich, Dept Chem, D-81377 Munich, Germany
关键词
Naphthalene;
D O I
10.1021/acs.joc.5b02092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sexterrylenehexacarboxylic bisimides, extended peri-arylenes with the alignment of six pen-arranged naphthalene units, were prepared by Suzuki cross coupling and subsequent oxidative ring closure reactions of the perylene units and exhibit NIR absorption at 945 nm. Intermediates are strongly fluorescent with an increased Stokes shift because of dynamic processes.
引用
收藏
页码:12146 / 12150
页数:5
相关论文
共 30 条
[1]   Dibenzopentarylenebis(dicarboximide)s:: Novel near-infrared absorbing dyes [J].
Avlasevich, Yuri ;
Muellen, Klaus .
CHEMICAL COMMUNICATIONS, 2006, (42) :4440-4442
[2]  
Daehne S., 1998, Near-Infrared Dyes for High Technology Applications
[3]  
FEILER L, 1995, LIEBIGS ANN, P1229
[4]   Near-infrared dyes and fluorophores based on diketopyrrolopyrroles [J].
Fischer, Georg M. ;
Ehlers, Andreas R. ;
Zumbusch, Andreas ;
Daltrozzo, Ewald .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (20) :3750-3753
[5]   Terrylenimides: New NIR fluorescent dyes [J].
Holtrup, FO ;
Muller, GRJ ;
Quante, H ;
Defeyter, S ;
DeSchryver, FC ;
Mullen, K .
CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (02) :219-225
[6]  
Hunger K., 2015, IND ORGANIC PIGMENTS
[7]   Control of the interactions in multichromophores: Novel concepts. Perylene bis-imides as components for larger functional units [J].
Langhals, H .
HELVETICA CHIMICA ACTA, 2005, 88 (06) :1309-1343
[8]   The rapid identification of organic colorants by UV/vis spectroscopy [J].
Langhals, H .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2002, 374 (03) :573-578
[9]   ROTATIONAL BARRIERS IN PERYLENE FLUORESCENT DYES [J].
LANGHALS, H ;
DEMMIG, S ;
HUBER, H .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1988, 44 (11) :1189-1193
[10]   A 2-STEP SYNTHESIS OF QUATERRYLENETETRACARBOXYLIC BISIMIDES - NOVEL NIR FLUORESCENT DYES [J].
LANGHALS, H ;
SCHONMANN, G ;
FEILER, L .
TETRAHEDRON LETTERS, 1995, 36 (36) :6423-6424