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806781

Sigma-Aldrich

TPBi

Synonym(s):

2,2′,2"-(1,3,5-Benzinetriyl)-tris(1-phenyl-1-H-benzimidazole)

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About This Item

Empirical Formula (Hill Notation):
C45H30N6
CAS Number:
192198-85-9
Molecular Weight:
654.76
MDL number:
MFCD08276433
UNSPSC Code:
12352103
PubChem Substance ID:
329769027
NACRES:
NA.23

assay

≥99.5% (HPLC)

Quality Level

100

form

powder

mp

272-277 °C

orbital energy

HOMO 6.2 eV 
LUMO 2.7 eV 

OLED device performance

ITO/MoO3/NPB/Cz-BTPE/TPBi/LiF/Al (ref 2)

  • Color: blue
  • Max. Luminance: 9911 Cd/m2
  • Max. EQE: 1.9 %
  • Turn-On Voltage: 4.9 V

ITO/MoO3/NPB/Ph-BTPE/TPBi/LiF/Al
  • Color: blue
  • Max. Luminance: 6497 Cd/m2
  • Max. EQE: 1.9 %
  • Turn-On Voltage: 5.3 V

ITO/MoO3/NPB/isopro-BTPE/TPBi/LiF/Al(ref 2)
  • Color: blue
  • Max. Luminance: 1127 Cd/m2
  • Max. EQE: 1.7 %
  • Turn-On Voltage: 5.3 V

ITO/MoO3/NPB/methyl-BTPE/TPBi/LiF/Al (ref 2)
  • Color: blue
  • Max. Luminance: 1976 Cd/m2
  • Max. EQE: 1.3 %
  • Turn-On Voltage: 5.3 V

SMILES string

C1(C2=NC(C=CC=C3)=C3N2C4=CC=CC=C4)=CC(C5=NC(C=CC=C6)=C6N5C7=CC=CC=C7)=CC(C8=NC(C=CC=C9)=C9N8C%10=CC=CC=C%10)=C1

InChI

1S/C45H30N6/c1-4-16-34(17-5-1)49-40-25-13-10-22-37(40)46-43(49)31-28-32(44-47-38-23-11-14-26-41(38)50(44)35-18-6-2-7-19-35)30-33(29-31)45-48-39-24-12-15-27-42(39)51(45)36-20-8-3-9-21-36/h1-30H

InChI key

GEQBRULPNIVQPP-UHFFFAOYSA-N

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General description

TPBi is an organic semiconductor that displays high electron mobility (3.3×10−5 cm2 V−1 s−1) and high glass transition temperature. It is widely used as an electron transport layer(ETL) in QLEDs and OLEDs, which is a cathode buffer layer in organic solar cells.

The increase in power conversion efficiency of the device on the addition of TBPi is attributed to the following reasons:
  • Preventing exciton from quenching at the acceptor/cathode interface.
  • Acting as an optical spacer.
  • Forming a passivating layer.

Application

TPBi can be used to fabricate an electron transport layer for organic-inorganic hybrid perovskite LEDs.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Efficient blue organic light-emitting diodes employing thermally activated delayed fluorescence
Qisheng Z, et al.
Nature Photonics, 8, 326-332 (2014)
Employing ~100% Excitons in OLEDs by Utilizing a Fluorescent Molecule with Hybridized Local and Charge-Transfer Excited State
Weijun L, et al.
Advances in Functional Materials, 24, 1609-1614 (2014)
High-efficiency deep-blue organic light-emitting diodes based on a thermally activated delayed fluorescence emitter
Shuanghong W, et al.
Journal of Material Chemistry C, 2, 421-424 (2014)
Organic photovoltaic cells based on TPBi as a cathode buffer layer
Junsheng Yu, et al.
Solar Energy Materials and Solar Cells, 95, 664-668 (2011)
Largely blue-shifted emission through minor structural modifications: molecular design, synthesis, aggregation-induced emission and deep-blue OLED application
Jing H, et al.
Chemical Communications (Cambridge, England), 50, 2136-2138 (2014)

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