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  • 768464 - 2,7-Dihexylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone

768464 Sigma-Aldrich


Synonym: N,N′-(1-Hexyl)-1,4,5,8-naphthalenetetracarboxydiamide, NDI-C6



Related Categories Materials Science, Organic Field Effect Transistor (OFET) Materials, Organic and Printed Electronics, n-Type Organic Semiconductors, n-Type Small Molecules More...
assay   ≥97.6%
form   powder
mp   205-210 °C
absorption   380, 360, 342 nm in dichloromethane(lit.)
semiconductor properties   N-type (mobility=0.7 cm2/V·s)



500 mg in glass insert


Used as an n-type semiconducting material in organic printed electronics.

Features and Benefits

Good thermal stability and low electron injection barrier. They display a smectic phase with columnar arrangement of mesogens inside the layers when cooled from isotropic phase.

General description

2,7-Dihexylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone is a low-molecular weight perylene derivative which is used as a n-type organic semiconductor in field-effect transistors (FETs). They have high electron mobilities and very good on/off current ratios even in the presence of air. They also possess good mechanical properties and good chemical resistance to a wide range of solvents.

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
NONH for all modes of transport
WGK Germany 
Protocols & Articles


Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Abby-Jo Payne and Gregory C. Welch Dalhousie University, Department of Chemistry 6274 Coburg Road, Halifax, Nova Scotia, Canada B3H 4R2 Email: gregory.welch@dal.ca
Keywords: Absorption, Bacterial conjugations, Building blocks, Deposition, Infrared spectroscopy, Nucleic acid annealing, Phase transitions, Separation, Solar cells, Solvents, Substitutions

Flexible Organic Transistors for Biomedical Applications

Tsuyoshi Sekitani,* Kazunori Kuribara, Tomoyuki Yokota, Takao Someya Department of Electric and Electronic Engineering, Department of Applied Physics, School of Engineering University of Tokyo, 7-3-1...
Keywords: Absorption, Building blocks, Degradations, Diffraction, Electronics, Evaporation, Microscopy, Nucleic acid annealing, Oxidations, Reductions, Semiconductor, Solar cells, Spectroscopy, Sterilizations, X-Ray diffraction

NTz Building Blocks for Organic Semiconductors

The field of organic electronics has emerged as the next-generation technology potentially enabling ultra-thin, large-area, and/or flexible devices, consisting of organic field-effect transistors (OF...
Kazuo Takimiya, Itaru Osaka, Kazuaki Kawashima
Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science, Wako, Saitama 351-0198, Japan.
Keywords: Absorption, Bacterial conjugations, Building blocks, Catalysis, Coupling reactions, Cross couplings, Electronics, Organic electronics, Oxidations, Photovoltaics, Reductions, Semiconductor, Solar cells, Spectroscopy

Polymer Semiconductors for Intrinsically Stretchable Organic Transistors

Department of Chemical Engineering, Stanford University, Stanford, CA 94305-5025, USA *E-mail: zbao@stanford.edu
Ging-Ji Nathan Wang, Zhenan Bao*
Material Matters, 2017, 12.3
Keywords: Bacterial conjugations, Crystallization, Degradations, Diffraction, Electronics, Hydrogenations, Microscopy, Nucleic acid annealing, Optical microscopy, Organic electronics, Polymerization reactions, Semiconductor, Separation, Solar cells, X-Ray diffraction

Soluble Pentacene Precursors

In order to introduce un-functionalized pentacene within a device such as an organic field effect transistor (OFET), soluble pentacene precursors, which readily transform into pentacene upon heating ...
Prof. Cherie R. Kagan

Associate Professor, Department of Materials Science and Engineering,
University of Pennsylvania, Philadelphia, PA 19104
Keywords: Deposition, Evaporation, Semiconductor, Size-exclusion chromatography

Peer-Reviewed Papers


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