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Product Code B1151-5g
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Indolo[3,2-b]carbazole, used for the preparation of semiconducting molecules and polymers

High-quality and high-purity monomer available to purchase online.

Found in Brassica family vegetables, indolo[3,2-b]carbazole is a potent agonist of the aryl hydrocarbon receptor (AhR). With good thermal, chemical and environmental stability, Indolo[3,2-b]carbazole structure is highly desired in OLED and OFET devices.

Indolo[3,2-b]carbazole (ICz) has a large planar and rigid conjugated structure with fused alternating three benzene and two pyrrole rings. It can be considered as a structure of fused indole and carbazole, or two indoles fused at the opposite positions of a benzene ring.

Indolo[3,2-b]carbazole has been a useful building block for the preparation of various semiconducting small molecules and polymers. By introducing various functional groups into the 2,8,3,6-, or especially 5,11- positions of ICZ main structure, tuneable outstanding photophysical properties, great morphological stability and thermal stability can be achieved. Due to their electron donating nature, Indolo[3,2-b]carbazole derivatives have been used as hole transporting, charge injection, host and electroluminescent materials for OLED and OFET devices. 

Semiconducting Indolo[3,2-b]carbazole derivatives are relatively bearing low HOMO levels and large band gaps. Exhibiting p-type FET behaviour with hole mobilities as high as 0.2 cm2 V-1 s-1 and an on/off current ratio higher than 106, 5,11-bis(4-octylphenyl)indolo[3,2-b]carbazole allows efficient overlap between the oligomeric molecules due to its planar and rigid structure, promoting self-organized readily into highly crystalline layered structures in solid films.

General Information

CAS Number 6336-32-9
Chemical Formula C18H12N2
Full Name Indolo[3,2-b]carbazole
Molecular Weight 256.31 g/mol
Synonyms 5,11-Dihydroindolo[3,2-b]carbazole, ICz
Classification / Family Indolo-carbazoles, semiconductor synthesis intermediates, Electron donor unit, OLED, OFETs, organic photovoltaics

Chemical Structure

Indolo[3,2-b]carbazole chemical structure, CAS 6336-32-9
Indolo[3,2-b]carbazole (ICz) chemical structure, CAS 6336-32-9

Product Details

Purity >98% (1H NMR)
Melting Point 460 °C
Appearance White to yellowish green powder/crystals

MSDS Documentation

Indolo[3,2-b]carbazoleIndolo[3,2-b]carbazole MSDS Sheet

Literature and Reviews

  1. Synthesis, Characterization, and Application of Indolo[3,2-b]carbazole Semiconductors, P. Boudreault et al., J. Am. Chem. Soc., 129, 29, 9125–9136 (2007); DOI: 10.1021/ja071923y.
  2. Indolo[3,2-b]carbazole-Based Thin-Film Transistors with High Mobility and Stability, Y. Wu et al., J. Am. Chem. Soc., 127, 2, 614–618 (2005); DOI: 10.1021/ja0456149.
  3. Four new bipolar Indolo[3,2-b]carbazole derivatives for blue OLEDs, H. Yang et al., Dyes Pigm., 187, 109096 (2021); DOI: 10.1016/j.dyepig.2020.109096.
  4. A Simple and Efficient Method for the Synthesis of Indolo[3,2-b]carbazoles, M. Deb et al., Synthesis, 6, 929-932 (2010); DOI: 10.1055/s-0029-1218644.
  5. Two novel indolo[3,2-b]carbazole derivatives containing dimesitylboron moieties: synthesis, photoluminescent and electroluminescent properties, H. Shi et al., New J. Chem., 38, 2368-2378 (2014); DOI: 10.1039/C4NJ00140K.
  6. Molecular order of air-stable p-type Organic Thin-Film Transistors by tuning the extension of the π-conjugated core: the cases of Indolo[3,2-b]carbazole and Triindole semiconductors, M. Reig et al., J. Mater. Chem. C, 3, 506-513 (2015); DOI: 10.1039/C4TC01692K..

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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