Electron-poor arylenediimides

被引:101
作者
Kumar, Sharvan [1 ]
Shukla, Jyoti [1 ]
Kumar, Yogendra [1 ]
Mukhopadhyay, Pritam [1 ]
机构
[1] Jawaharlal Nehru Univ, Sch Phys Sci, Supramol & Mat Chem Lab, New Delhi 110067, India
来源
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 14期
关键词
FIELD-EFFECT TRANSISTORS; ANION-PI INTERACTIONS; ORGANIC SOLAR-CELLS; THIN-FILM TRANSISTORS; RECHARGEABLE LITHIUM BATTERIES; N-TYPE SEMICONDUCTORS; TETRASUBSTITUTED NAPHTHALENE DIIMIDES; NON-FULLERENE ACCEPTORS; ONE-POT SYNTHESIS; PERYLENE DIIMIDES;
D O I
10.1039/c8qo00256h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arylenediimides are inherently electron deficient and provide enormous opportunities to conjugate electron withdrawing substituents in different regions of the -scaffold. This review article highlights the gradual emergence of diverse molecular design principles to realize exceptionally electron deficient arylenediimide molecules. Interestingly, non-conventional electron withdrawing substituents allow the realization of some of the strongest electron acceptors known from this class of molecules. Thus, an enthralling and exceptionally close race to garner the top position within the electron deficient molecules unfolds, which has immense implications with regard to stability and potential applications.
引用
收藏
页码:2254 / 2276
页数:23
相关论文
共 181 条
[1]   Cyanated perylene-3,4-dicarboximides and perylene-3,4:9,10-bis(dicarboximide):: Facile chromophoric oxidants for organic photonics and electronics [J].
Ahrens, MJ ;
Fuller, MJ ;
Wasielewski, MR .
CHEMISTRY OF MATERIALS, 2003, 15 (14) :2684-2686
[2]   Single-Electron Transfer Driven Cyanide Sensing: A New Multimodal Approach [J].
Ajayakumar, M. R. ;
Mukhopadhyay, Pritam ;
Yadav, Sarita ;
Ghosh, Subhasis .
ORGANIC LETTERS, 2010, 12 (11) :2646-2649
[3]  
Ajayakumar M. R., 2009, CHEM COMMUN, P3702
[4]   Functional Naphthalene Diimides: Synthesis, Properties, and Applications [J].
Al Kobaisi, Mohammad ;
Bhosale, Sidhanath V. ;
Latham, Kay ;
Raynor, Aaron M. ;
Bhosale, Sheshanath V. .
CHEMICAL REVIEWS, 2016, 116 (19) :11685-11796
[5]   Spectroscopy of naphthalene diimides and their anion radicals [J].
Andric, G ;
Boas, JF ;
Bond, AM ;
Fallon, GD ;
Ghiggino, KP ;
Hogan, CF ;
Hutchison, JA ;
Lee, MAP ;
Langford, SJ ;
Pilbrow, JR ;
Troup, GJ ;
Woodward, CP .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2004, 57 (10) :1011-1019
[6]   Small-Molecule, Nonfullerene Acceptors for Polymer Bulk Heterojunction Organic Photovoltaics [J].
Anthony, John E. .
CHEMISTRY OF MATERIALS, 2011, 23 (03) :583-590
[7]   Materials and Applications for Large Area Electronics: Solution-Based Approaches [J].
Arias, Ana Claudia ;
MacKenzie, J. Devin ;
McCulloch, Iain ;
Rivnay, Jonathan ;
Salleo, Alberto .
CHEMICAL REVIEWS, 2010, 110 (01) :3-24
[8]   NTCDA-TTF first axial fusion: emergent panchromatic, NIR optical, multi-state redox and high optical contrast photooxidation [J].
Asthana, Deepak ;
Ajayakumar, M. R. ;
Pant, Rajendra Prasad ;
Mukhopadhyay, Pritam .
CHEMICAL COMMUNICATIONS, 2012, 48 (52) :6475-6477
[9]   Efficient Tuning of LUMO Levels of 2,5,8,11-Substituted Perylenediimides via Copper Catalyzed Reactions [J].
Battagliarin, Glauco ;
Zhao, Yanfei ;
Li, Chen ;
Muellen, Klaus .
ORGANIC LETTERS, 2011, 13 (13) :3399-3401
[10]   2,5,8,11-Tetraboronic Ester Perylenediimides: A Next Generation Building Block for Dye-Stuff Synthesis [J].
Battagliarin, Glauco ;
Li, Chen ;
Enkelmann, Volker ;
Muellen, Klaus .
ORGANIC LETTERS, 2011, 13 (12) :3012-3015