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4CzPN-tBu

CAS Number 1469705-93-8

Dopant Materials, Materials, TADF Materials

4CzPN-tBu CAS 1469705-93-8
Product Code M2379A1-250mg
Price £370 ex. VAT
£ GBP

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A highly efficient photosensitiser and TADF green emitter

Carbazolyl benzonitriles (CBC) derivative known as highly efficient TADF materials.

3,4,5,6-tetrakis(3,6-di-t-butylcarbazol-9-yl)- 1,2-dicyanobenzene (4CzPN-tBu) has a phthalonitrile core with four carbazole moieties sitting next and opposite to the nitrile (CN) groups around the benzene ring. The highly steric tert-butyl groups at 3,6-positions of each carbazole not only provides greater solubility to the molecule but also prevent the quenching of the excitons by the formation of the excimers between molecules. The tert-butyl substituents at 3,6-position can efficiently prevent the formation of the dimers between the carbazoles.

4CzPN-tBu can be used as a heavy-atom-free triplet photosensitizer by harnessing its thermally active triplet energy to realise visible-to-ultraviolet photon up-conversion via triplet-triplet annihilation (TTA). For 4CzPN-R (R = H, Ph or tBu) derivatives, there is a decreasing luminescence intensity in the order of H > tBu > Ph.

General Information

CAS Number 1469705-93-8
Full Name 3,4,5,6-tetrakis(3,6-di-t-butylcarbazol-9-yl)- 1,2-dicyanobenzene
Synonyms 4CzPN-Bu, 3,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)phthalonitrile, 3,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)-1,2-benzenedicarbonitrile
Chemical Formula C88H96N6
Molecular Weight 1237.74 g/mol
HOMO/LUMO HOMO = ~5.8 eV, LUMO = ~3.4 eV (estimated with 4CzPN as reference)
Classification / Family Carbazole derivatives, Phthalonitriles, TADF materials, Green dopant materials, Sublimed materials

Chemical Structure

4CzPN-tBu chemical structure, 1469705-93-8
Chemical Structure of 3,4,5,6-tetrakis(3,6-di-t-butylcarbazol-9-yl)- 1,2-dicyanobenzene (4CzPN-tBu), CAS 1469705-93-8

Product Details

Purity Unsublimed >98.0% (1H NMR), Sublimed >99% (HPLC)
Melting Point N/A
Appearance Orange powder/crystals

Pricing

Grade Order Code Quantity Price
Unsublimed (>98.0% purity) M2379B1 250 mg £260
Unsublimed (>98.0% purity) M2379B1 500 mg £420
Unsublimed (>98.0% purity) M2379B1 1 g £660
Sublimed (>99.0% purity) M2379A1 250 mg £370
Sublimed (>99.0% purity) M2379A1 500 mg £620
Sublimed (>99.0% purity) M2379A1 1 g £1050

MSDS Documentation

4CzPN-tBu4CzPN-tBu MSDS Sheet

Literature and Reviews

  1. Organic thermally activated delayed fluorescence (TADF) compounds used in photocatalysis, M. Bryden et al., Chem. Soc. Rev., 50, 7587-7680 (2021); DOI: 10.1039/d1cs00198a.
  2. Donor-Acceptor Fluorophores as efficient energy transfer photocatalysts for [2+2] photodimeriz, Q. Wu et al., Org. Biomol. Chem., 18, 3707-3716 (2020); DOI: 10.1039/C9OB02735A.
  3. Thermally activated delayed fluorescence (TADF) dyes as efficient organic photosensitizers for photocatalytic water reduction, Z. Yu et al., Catal. Commun., 119, 11-15 (2019); DOI: 10.1016/j.catcom.2018.09.018.
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