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633216

Sigma-Aldrich

5,5′′′′′-Dihexyl-2,2′:5′,2′′:5′′,2′′′:5′′′,2′′′′:5′′′′,2′′′′′-sexithiophene

electron donor for OPV devices

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Synonym(s):
α,ω-Dihexylsexithiophene, DH-6T
Empirical Formula (Hill Notation):
C36H38S6
CAS Number:
Molecular Weight:
663.08
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

form

solid

mp

280 °C (dec.) (lit.)

solubility

chlorobenzene: soluble (soluble)
chloroform: slightly soluble
methylene chloride: slightly soluble

Orbital energy

HOMO 5.2 eV 
LUMO 2.9 eV 

OPV Device Performance

ITO/DH6T/PC61BM/Al

  • Short-circuit current density (Jsc): 0.027 mA/cm2
  • Open-circuit voltage (Voc): 0.18 V
  • Fill Factor (FF): 0.33
  • Power Conversion Efficiency (PCE): 0.002 %

ITO/PEDOT:PSS/DH6T/PC61BM/Al
  • Short-circuit current density (Jsc): 0.04 mA/cm2
  • Open-circuit voltage (Voc): 0.24 V
  • Fill Factor (FF): 0.36
  • Power Conversion Efficiency (PCE): 0.004 %

ITO/PEDOT:PSS/DH6T:PC61BM (1:1)/Al
  • Short-circuit current density (Jsc): 0.097 mA/cm2
  • Open-circuit voltage (Voc): 0.36 V
  • Fill Factor (FF): 0.24
  • Power Conversion Efficiency (PCE): 0.01 %

semiconductor properties

P-type (mobility=0.13 cm2/V·s)

SMILES string

CCCCCCc1ccc(s1)-c2ccc(s2)-c3ccc(s3)-c4ccc(s4)-c5ccc(s5)-c6ccc(CCCCCC)s6

InChI

1S/C36H38S6/c1-3-5-7-9-11-25-13-15-27(37-25)29-17-19-31(39-29)33-21-23-35(41-33)36-24-22-34(42-36)32-20-18-30(40-32)28-16-14-26(38-28)12-10-8-6-4-2/h13-24H,3-12H2,1-2H3

InChI key

QCMASTUHHXPVGT-UHFFFAOYSA-N

General description

5,5′′′′′-Dihexyl-2,2′:5′,2′′:5′′,2′′′:5′′′,2′′′′:5′′′′,2′′′′′-sexithiophene (DH6T) is an alkyl substituted oligothiophene that can be used as an organic semiconductor. It has a field mobility of 1 cm2/Vs that makes it a suitable active layered material in electronic and optoelectronic applications.

Application

DH6T can be used as a p-type donor molecule for the fabrication of organic electronic devices such as organic field effect transistors (OFETs), thin film transistors (TFTs) and organic solar cells (OSCs).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photovoltaic performance of organic solar cells based on DH6T/PCBM thin film active layers
Muhammad FF and Sulaiman K
Thin Solid Films, 519(15), 5230-5233 (2011)
Relationship between molecular structure and electrical performance of oligothiophene organic thin film transistors
Halik M, et al.
Advanced Materials, 15(11), 917-922 (2003)
All organic near ultraviolet photodetectors based on bulk hetero-junction of P3HT and DH6T
Shalu C, et al.
Semiconductor Science and Technology, 33(9), 095021-095021 (2018)
Photovoltaic performance of organic solar cells based on DH6T/PCBM thin film active layers
Muhammad, F. F.; et al.
Thin Solid Films, 519, 5230-5233 (2011)
High Hole Mobility and Thickness-Dependent Crystal Structure in alpha, omega-Dihexylsexithiophene Single-Monolayer Field-Effect Transistors
Mannebach EM, et al.
Advances in Functional Materials, 23(5), 554-564 (2013)

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Review the potential of self-assembled multilayer gate dielectric films fabricated from silane precursors for organic, inorganic, and transparent TFT and for TFT circuitry and OLED displays.

Oligothiophenes are important organic electronic materials which can be produced using synthetic intermediates and Suzuki coupling.

Organic materials in optoelectronic devices like LEDs and solar cells are of significant academic and commercial interest.

Intrinsically stretchable active layers for organic field-effect transistors (OFET) are discussed. Polymer structural modification & post-polymerization modifications are 2 methods to achieve this.

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