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Merck
CN

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

Key Documents

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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.

Application

Used as a charge transport material in field effect transitors.

Features and Benefits

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL8073

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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)
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)
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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