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764639

Sigma-Aldrich

5,5′′′-Bis(tridecafluorohexyl)-2,2′:5′,2 ′′:5′′,2′′′-quaterthiophene

Synonym(s):

α,ω-Diperfluorohexyl-quarterthiophene, DFH-4T

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About This Item

Empirical Formula (Hill Notation):
C28H8F26S4
CAS Number:
446043-85-2
Molecular Weight:
966.58
MDL number:
MFCD23098728
UNSPSC Code:
12352103
PubChem Substance ID:
329767133
NACRES:
NA.23
Pricing and availability is not currently available.

form

solid

Quality Level

100

mp

205-210 °C

semiconductor properties

N-type (mobility≤0.64 cm2/V·s)

SMILES string

FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)c1ccc(s1)-c2ccc(s2)-c3ccc(s3)-c4ccc(s4)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

1S/C28H8F26S4/c29-17(30,19(33,34)21(37,38)23(41,42)25(45,46)27(49,50)51)15-7-5-13(57-15)11-3-1-9(55-11)10-2-4-12(56-10)14-6-8-16(58-14)18(31,32)20(35,36)22(39,40)24(43,44)26(47,48)28(52,53)54/h1-8H

InChI key

UBMTYFFPSPVBSP-UHFFFAOYSA-N

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1 of 4

This Item
694460547905710172
5,5′′′-Bis(tridecafluorohexyl)-2,2′:5′,2 ′′:5′′,2′′′-quaterthiophene

764639

5,5′′′-Bis(tridecafluorohexyl)-2,2′:5′,2 ′′:5′′,2′′′-quaterthiophene

3,3′′′-Dihexyl-2,2′:5′,2′′:5′′,2′′′-quaterthiophene 95%

694460

3,3′′′-Dihexyl-2,2′:5′,2′′:5′′,2′′′-quaterthiophene

2,2′:5′,2′′:5′′,2′′′-Quaterthiophene 96%

547905

2,2′:5′,2′′:5′′,2′′′-Quaterthiophene

Dithieno[3,2-b:2′,3′-d]thiophene 97% (HPLC)

710172

Dithieno[3,2-b:2′,3′-d]thiophene

semiconductor properties

N-type (mobility≤0.64 cm2/V·s)

semiconductor properties

-

semiconductor properties

P-type (mobility=1.2×10−3 cm2/V·s)

semiconductor properties

-

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

100

mp

205-210 °C

mp

25-29 °C

mp

211-214 °C (lit.)

mp

65-70 °C

form

solid

form

solid

form

-

form

powder

General description

5,5′′′-Bis(tridecafluorohexyl)-2,2′:5′,2′′:5′′,2′′′-quaterthiophene (DFH-4T) is a n-type semiconducting material. It is a quaterthiophene derivative that contains fluoroalkyl groups and can be used as an electron transporting layer. It can be used in organic electronics.[1][2]

Application

This molecule has shown high mobilities (electron mobilities of up to 0.64 cm2/Vs) when used as an n-type semiconducting material in OFET devices.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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    A new method of using supercritical carbon dioxide as a green solvent for synthesis and purification of 5, 5?-bis (tridecafluorohexyl)-2, 2?: 5?, 2 ?: 5 ?, 2?-quaterthiophene, which is one of n-type organic semiconducting materials
    Hirase R, et al.
    Tetrahedron Letters, 59(5), 469-472 (2018)
    Hakan Usta et al.
    Accounts of chemical research, 44(7), 501-510 (2011-05-28)
    Organic semiconductors have unique properties compared to traditional inorganic materials such as amorphous or crystalline silicon. Some important advantages include their adaptability to low-temperature processing on flexible substrates, low cost, amenability to high-speed fabrication, and tunable electronic properties. These features
    Overlapping-Gate Organic Light-Emitting Transistors
    Lee J, et al.
    Advanced Electronic Materials, 5(1), 1800437-1800437 (2019)

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