Hydrogen-bonds in molecular solids - from biological systems to organic electronics

被引:263
作者
Glowacki, Eric Daniel [1 ]
Irimia-Vladu, Mihai [1 ,2 ,3 ]
Bauer, Siegfried [2 ]
Sariciftci, Niyazi Serdar [1 ]
机构
[1] Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, A-4040 Linz, Austria
[2] Johannes Kepler Univ Linz, A-4040 Linz, Austria
[3] Joanneum Res Forsch Gesell MbH, Weiz, Austria
关键词
FIELD-EFFECT TRANSISTORS; LINEAR TRANS-QUINACRIDONE; CHARGE-TRANSPORT; DNA-MOLECULES; CONJUGATED POLYMERS; CRYSTAL-STRUCTURES; OPTICAL PROBES; EXCITED-STATES; TYRIAN PURPLE; THIN-FILMS;
D O I
10.1039/c3tb20193g
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
Hydrogen-bonding (H-bonding) is a relatively strong, highly directional, and specific noncovalent interaction present in many organic molecules, and notably is responsible for supramolecular ordering in biological systems. The H-bonding interactions play a role in many organic electrically conducting materials - in particular in those related to biology, e.g. melanin and indigo. This article aims to highlight recent work on application of nature-inspired H-bonded organic molecules in organic electronic devices. Three topics are covered in this brief review: (1) electrical and ionic conduction in natural H-bonded systems, (2) semiconducting properties of H-bonded organic pigments, and (3) exploitation of H-bonding for supramolecular assembly of organic conductors. H-bonding interactions are ubiquitous in biology, thus making the study of H-bonded organic semiconductors highly pertinent where interfacing of electronics with biological systems is desired.
引用
收藏
页码:3742 / 3753
页数:12
相关论文
共 107 条
[1]   THE HYDROGEN-BOND AND CRYSTAL ENGINEERING [J].
AAKEROY, CB ;
SEDDON, KR .
CHEMICAL SOCIETY REVIEWS, 1993, 22 (06) :397-407
[2]   White-Light Emitting Hydrogen-Bonded Supramolecular Copolymers Based on π-Conjugated Oligomers [J].
Abbel, Robert ;
Grenier, Christophe ;
Pouderoijen, Maarten J. ;
Stouwdam, Jan W. ;
Leclere, Philippe E. L. G. ;
Sijbesma, Rint P. ;
Meijer, E. W. ;
Schenning, Albertus P. H. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (02) :833-843
[3]   ON THE ELECTRICAL CONDUCTIVITY OF VIOLANTHRONE, ISO-VIOLANTHRONE, AND PYRANTHRONE [J].
AKAMATU, H ;
INOKUCHI, H .
JOURNAL OF CHEMICAL PHYSICS, 1950, 18 (06) :810-811
[4]   Melanin Layer on Silicon: an Attractive Structure for a Possible Exploitation in Bio-Polymer Based Metal-Insulator-Silicon Devices [J].
Ambrico, Marianna ;
Ambrico, Paolo F. ;
Cardone, Antonio ;
Ligonzo, Teresa ;
Cicco, Stefania R. ;
Di Mundo, Rosa ;
Augelli, Vincenzo ;
Farinola, Gianluca M. .
ADVANCED MATERIALS, 2011, 23 (29) :3332-+
[5]   Hysteresis-type current-voltage characteristics in Au/eumelanin/ITO/glass structure: Towards melanin based memory devices [J].
Ambrico, Marianna ;
Cardone, Antonio ;
Ligonzo, Teresa ;
Augelli, Vincenzo ;
Ambrico, Paolo Francesco ;
Cicco, Stefania ;
Farinola, Gianluca M. ;
Filannino, Michele ;
Perna, Giuseppe ;
Capozzi, Vito .
ORGANIC ELECTRONICS, 2010, 11 (11) :1809-1814
[6]   Carbon based materials for electronic bio-sensing [J].
Angione, Maria D. ;
Pilolli, Rosa ;
Cotrone, Serafina ;
Magliulo, Maria ;
Mallardi, Antonia ;
Palazzo, Gerardo ;
Sabbatini, Luigia ;
Fine, Daniel ;
Dodabalapur, Ananth ;
Cioffi, Nicola ;
Torsi, Luisa .
MATERIALS TODAY, 2011, 14 (09) :424-433
[7]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[8]   Charge transfer and charge transport on the double helix [J].
Armitage, NP ;
Briman, M ;
Grüner, G .
PHYSICA STATUS SOLIDI B-BASIC SOLID STATE PHYSICS, 2004, 241 (01) :69-75
[9]  
Atkins P., 1989, GEN CHEM
[10]   Quinacridone organic field effect transistors with significant stability by vacuum sublimation [J].
Berg, Dominik ;
Nielinger, Christine ;
Mader, Werner ;
Sokolowski, Moritz .
SYNTHETIC METALS, 2009, 159 (23-24) :2599-2602