2-Bromo-6-fluoronaphthalene

CAS Number 324-41-4

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

2-Bromo-6-fluoronaphthalene CAS 324-41-4

A naphthalene bearing both fluoro- and bromo- functional groups

Used as a building block for the synthesis of semiconducting materials as fluorophores for OLEDs and OPVs devices.

Overview
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2-Bromo-6-fluoronaphthalene (CAS number 324-41-4) is a fluorinated naphthalene derivative that is used either as interface material or as an intermediate for the construction of semiconducting molecules in application of OFETs, OLEDs and organic photovoltaics, perovskite solar cells.

2-Bromo-6-fluoronaphthalene can act as an interfacial modulator for full‐printable, mesoscopic perovskite solar cells (PMPSCs) through post-treatment. The bromo-terminal acts as an electrophilic site to interact with the iodine ion in perovskite via the noncovalent halogen bond. Meanwhile, the fused ring of naphthalene is capable to accommodate electron density that is attracted from the perovskite. This interaction induces a more favourable band structure at the interface [1].

Besides a decrease in HOMO and LUMO levels, fluorination may lead to an increase in intermolecular interaction via hydrogen bonding and/or π–π interactions thus to improve charge transport and device performance.

Multiple functional groups

For facile synthesis

Worldwide shipping

Quick and reliable shipping

Fluorinated naphthalene building block

For semiconductors, OLEDs, and solar cells

High purity

>98% High purity

General Information

CAS Number	324-41-4
Chemical Formula	C₁₀H₆BrF
Full Name	2-Bromo-6-fluoronaphthalene
Molecular Weight	225.06 g/mol
Synonyms	2-Fluoro-6-bromonaphthalene
Classification / Family	Naphthalenes, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 66 °C
Appearance	White to light yellow or orange powder/crystals

MSDS Documentation

2-Bromo-6-fluoronaphthalene MSDS Sheet

Literature and Reviews

Highly efficient deep-blue OLEDs with CIE closely approaches Rec.2020 standard based on an acridine‒naphthalene hybrid fluorophore, Dyes Pigm., 198, 110030 (2022); DOI: 10.1016/j.dyepig.2021.110030.
Halogen Bond Involved Post-Treatment for Improved Performance of Printable Hole-Conductor-Free Mesoscopic Perovskite Solar Cells, D. Zhang et al., Sol. RRL, 6 (1), 2100851 (2022); DOI: 10.1002/solr.202100851.
A solution-processable diketopyrrolopyrrole dye molecule with (fluoronaphthyl)thienyl endgroups for organic solar cells, R. Zhou et al., Dyes Pigm., 101, 51-57 (2014); DOI: 10.1016/j.dyepig.2013.09.022.
Halogen Bondingin Perovskite Solar Cells: A New Tool for Improving Solar Energy Conversion, P. Metrangolo et al., Angew. Chem. Int.Ed., 61, e202114793 (2022); DOI: 10.1002/anie.202114793.
Dialkylaminoalkylnaphthalenes as Novel Opioid-Like Analgesics, S. Collina et al., Bioorg. Med. Chem., 8, 769-775 (2000); DOI: 10.1016/S0968-0896(00)00011-0.
Photoredox Ni-Catalyzed Selective Coupling of Organic Halides and Oxalates to Esters via Alkoxycarbonyl Radical Intermediates, W. Li et al., CCS Chem., 4, 1326–1336 (2022); DOI: 10.31635/ccschem.021.202100920.

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