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3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione

Name: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione
Brand: ALDRICH

98%

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Synonym(s):

Pyrrolo[3,4-c]pyrrole-1,4-dione,3,6-bis(5-bromo-2-thienyl)-2-5-bis(2-hexyldecyl)-2,5-dihydro-

Empirical Formula (Hill Notation):

C₄₆H₇₀Br₂N₂O₂S₂

CAS Number:

1000623-98-2

Molecular Weight:

907.00

MDL number:

MFCD28098664

PubChem Substance ID:

329767826

NACRES:

NA.23

Quality Level

100

Assay

98%

form

solid

mp

110-115 °C

SMILES string

O=C1N(CC(CCCCCC)CCCCCCCC)C(C2=CC=C(Br)S2)=C3C1=C(C4=CC=C(Br)S4)N(CC(CCCCCC)CCCCCCCC)C3=O

InChI

1S/C46H70Br2N2O2S2/c1-5-9-13-17-19-23-27-35(25-21-15-11-7-3)33-49-43(37-29-31-39(47)53-37)41-42(45(49)51)44(38-30-32-40(48)54-38)50(46(41)52)34-36(26-22-16-12-8-4)28-24-20-18-14-10-6-2/h29-32,35-36H,5-28,33-34H2,1-4H3

InChI key

MNALLGNMYJQSHP-UHFFFAOYSA-N

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Polymerization Tools

General description

3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione (DDP-Br₂) belongs to the series of diketopyrrolopyrrole (DPP) based materials which show hole or ambipolar transport behavior with mobilities of charge carriers in the range of 0.1-1 cm²V^-1 s^-1. It has an electron deficient core that forms a low LUMO energy level which facilitates better air-stability for n-type organic semiconductors.

Application

DDP-Br₂ can be used in the fabrication of a variety of opto-electronic devices such as organic field effect transistors (OFETs), perovskite based solar cells, non-fullerene organic solar cells.

Novel acceptors utilized in low band gap polymer cells and showed optical bandgaps ranging from 1.81 to 1.94 eV and intense absorption bands that cover a wide range from 300 to 700 nm

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Journal of Materials Chemistry, 22, 2120-2128 (2012)

Hole-transporting diketopyrrolopyrrole-thiophene polymers and their additive-free application for a perovskite-type solar cell with an efficiency of 16.3%

Maruo H, et al.

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Diketopyrrolopyrrole-containing quinoidal small molecules for high-performance, air-stable, and solution-processable n-channel organic field-effect transistors

Qiao Y, et al.

Journal of the American Chemical Society, 134(9), 4084-4087 (2012)

Optimization of broad-response and high-detectivity polymer photodetectors by bandgap engineering of weak donor-strong acceptor polymers

Qi J, et al.

Macromolecules, 48(12), 3941-3948 (2015)

Journal of Materials Chemistry, 21, 1600-1606 (2011)

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