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N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline

CAS Number 663943-27-9

Chemistry Building Blocks, Dibromo Monomers, Monomers, Non-Heterocyclic Building Blocks


Product Code B1101-1g
Price $175 ex. VAT

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High-purity N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline

A convenient intermediate for the synthesis of polytriarylamines in application of DSSC, OLEDs and perovskite solar cells.


N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline has a triarylamine structure with one 2,4,6-methylated phenyl and two 4-brominated phenyl rings. The two bromo functional groups at the end of each benzene rings enable it to extend its conjugation via Suzuki, Yamamoto or Stille coupling reactions.

ptaa synthesis, direct arylation
PTAA synthesis, direct arylation

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline is a convenient intermediate for the synthesis of polytriarylamines (PTAAs) via Yamamoto polycondensation. PTAAs are electron rich thus commonly used as electron transport layer for perovskite solar cells and OLED devices. PTAAs can normally be deposited by solution processing at lower temperature, significantly reducing possible thermal damage to the active layer.

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline is prepared from the reaction of 2,4,6-trimethylaniline with 1-bromo-4-iodobenzene (Buchwald-Hartwig amination) in the presence of 1,1′-ferrocenediyl-bis(diphenylphosphine) (dppf) and sodium tert-butoxide in toluene.

Chemical Structure

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline chemical structure, CAS# 663943-27-9
N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline chemical structure, CAS 663943-27-9

General Information

CAS Number 663943-27-9
Chemical Formula C21H19Br2N
Full Name N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline
Molecular Weight 445.19 g/mol
Synonyms N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline
Classification / Family PTAA, Semiconductor synthesis intermediates, Hole transport layer materials, Perovskite solar cells

Product Details

Purity >98% (NMR)
Melting Point N/A
Appearance Yellowish white powder/crystals

MSDS Documentation

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline MSDSN,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline MSDS Sheet

Pricing

Batch Quantity Price
B1101-1g 1 g £140
B1101-5g 5 g £560
B1101-10g 10 g £900

Literature and Reviews

  1. Suzuki polycondensation for the synthesis of polytriarylamines: A method to improve hole-transport material performance in perovskite solar cells, M. Tepliakova et al., Tetrahedron lett., 61 (38), 152317 (2020); DOI: 10.1016/j.tetlet.2020.152317.
  2. Donor–π–Acceptor Polymer with Alternating Triarylborane and Triphenylamine Moieties, H. Li et al., Macromol. Rapid Commun., 31, 915 (2010); DOI: 10.1002/marc.200900932.
  3. Methoxy-Functionalized Triarylamine-Based Hole-Transporting Polymers for Highly Efficient and Stable Perovskite Solar Cells, Y. Kim et al., ACS Energy Lett., 5 (10), 3304–3313 (2020).

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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