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Sigma-Aldrich

9,10-Anthracenediboronic acid bis(pinacol) ester

97%

Synonym(s):

9,10-Bis(4,4,5,5-tetramethyl[1.3.2]dioxaborolan-2-yl)anthracene

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About This Item

Empirical Formula (Hill Notation):
C26H32B2O4
CAS Number:
863992-56-7
Molecular Weight:
430.15
MDL number:
MFCD16294538
UNSPSC Code:
12352103
PubChem Substance ID:
329764106
NACRES:
NA.23

Assay

97%

form

solid

mp

>300 °C

SMILES string

CC1(C)OB(OC1(C)C)c2c3ccccc3c(B4OC(C)(C)C(C)(C)O4)c5ccccc25

InChI

1S/C26H32B2O4/c1-23(2)24(3,4)30-27(29-23)21-17-13-9-11-15-19(17)22(20-16-12-10-14-18(20)21)28-31-25(5,6)26(7,8)32-28/h9-16H,1-8H3

InChI key

ZLXSWNVYGSZXOP-UHFFFAOYSA-N

General description

9,10-Anthracenediboronic acid bis(pinacol) ester is an anthracene based ester that has a conjugated structure. It is an electron rich building block that can be used as an electron donating molecule in the formation of donor-acceptor based organic semiconductor devices. Its planarity and rigid molecular structure allow it to have good charge transporting properties.

Application

9,10-Anthracenediboronic acid bis(pinacol) ester can be used in the synthesis of polyarylpyrazolines, which can further be utilized in the preparation of organic light emitting diodes (OLEDs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Blue and green light emitting polyarylpyrazolines luminogens containing anthracene and thiophene units.
Tirumalachetty V and Palaninathan K
Journal of Photochemistry and Photobiology A: Chemistry, 359, 64-72 (2018)

Articles

Development of organic semiconductors from highly ordered oligo and polythiophenes

The soaring global demand for energy, coupled with the limited supply of fossil fuels, has increased the need for renewable, low-cost energy sources. Organic electronics have shown great promise for applications in lighting, power, and circuitry, with rapidly improving performance already surpassing that of amorphous silicon-based counterparts.

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