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Sigma-Aldrich

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

electron donor for OPV devices

Synonym(s):

α,ω-Dihexylsexithiophene, DH-6T

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About This Item

Empirical Formula (Hill Notation):
C36H38S6
CAS Number:
151271-43-1
Molecular Weight:
663.08
MDL number:
MFCD06411295
UNSPSC Code:
12352103
PubChem Substance ID:
24882543
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).

Storage Class Code

11 - Combustible Solids

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)

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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)
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)
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)
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