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767948

Sigma-Aldrich

Thieno[3,2-b]thiophene-2,5-diboronic acid bis(pinacol ester)

99%

Synonym(s):

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene, Thieno[3,2-b]thiophene-2,5-bis(boronic acid pinacol ester), Thieno[3,2-b]thiophene-2,5-bis-boronic acid pinacol ester

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About This Item

Empirical Formula (Hill Notation):
C18H26B2O4S2
CAS Number:
924894-85-9
Molecular Weight:
392.15
UNSPSC Code:
12352103
NACRES:
NA.23

assay

99%

form

powder

mp

290-294 °C

storage temp.

2-8°C

InChI

1S/C18H26B2O4S2/c1-15(2)16(3,4)22-19(21-15)13-9-11-12(25-13)10-14(26-11)20-23-17(5,6)18(7,8)24-20/h9-10H,1-8H3

InChI key

SIWCRHWJNFQUSJ-UHFFFAOYSA-N

General description

Thieno[3,2-b]thiophene-2,5-diboronic acid bis(pinacol ester) is a charge transport material commonly used in thin film transistors. They have very high carrier mobility because of the conjugation of the fused ring system and also due to the high concentration of sulphur atoms. The boronic acid ester group improves the solubility and also enhances the charge transport properties.[1]

Application

Used as a charge transport material in field effect transitors.[2]

Features and Benefits

  • Soluble in common organic solvents and good solution processability.
  • Exhibits broad absorption bands with high extinction coefficients.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL8073

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Synthesis and characterization of a new light-emitting fluorene-thieno [3, 2-b] thiophene-based conjugated copolymer.
Lim, E., Jung, B. J., & Shim, H. K.
Macromolecules, 36(12), 4288-4293 (2003)
Jonathan D Yuen et al.
Journal of the American Chemical Society, 133(51), 20799-20807 (2011-11-03)
We have studied the electronic, physical, and transistor properties of a family of donor-acceptor polymers consisting of diketopyrrolopyrrole (DPP) coupled with different accepting companion units in order to determine the effects of donor-acceptor interaction. Using the electronically neutral benzene (B)
Deeply colored polymers containing 1, 3, 4, 6-tetraarylpyrrolo [3, 2-b] pyrrole-2, 5-dione (IsoDPP) units in the main chain
Welterlich, I., Charov, O., & Tieke, B.
Macromolecules, 45(11), 4511-4519 (2012)

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