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4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline

CAS Number 444289-55-8

Boronates, Chemistry Building Blocks, Heterocyclic Building Blocks, Monomers


Product Code B1821-1g
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4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline , Triphenylamine derivative building block

A convenient boronic ester with alkyl solubilising group for the synthesis of hole transport semiconducting small molecules and polymers in application of organic light-emitting devices and perovskite solar cells.


4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline, produced normally from 4-bromo-N-(4-bromophenyl)-N-(4-butylphenyl)aniline reacting with bis(pinacolato)diboron, is a convenient building block used for the preparation of semiconducting conjugated polymers as emitting layer, phosphorescent host or hole transport layer materials in application of OLED and perovskite solar cells devices. A typical example of such materials is polyTPD which is widely used as hole transport layer in such devices.

π-conjugated polymer poly(triphenylamine-carbazole) (PTC-U), mimicking a DNA in structure, exhibits high thermal stability, excellent hole injection and electron-blocking abilities in films owing to the uracil induced physical cross-linking.

A fluorene and triarylamine back-boned copolymer PFA-OXD shows bipolar charge transporting functionalities by incorporating electron-deficient oxadiazole pendent groups onto the C9 position of the fluorene repeating units. A high-brightness, highly efficient red electroluminescent device having a maximum brightness of 28, 440 cd m-2 was further demonstrated by doping PFA-OXD with a red-emitting phosphorescent dye, Os(fppz).

General Information

CAS Number 444289-55-8
Chemical Formula C34H45B2NO4
Molecular Weight 553.35 g/mol
Full Name 4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline
Synonyms 4-Butyl-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline
Classification / Family Triphenylamine derivatives, Semiconductor synthesis intermediates, Hole transport layer, Perovskite solar cells

Chemical Structure

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline chemical structure, 444289-55-8
2,4,6-Trimethyl-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline chemical structure, CAS 1282616-14-1

Product Details

Purity >98% (1H NMR)
Melting Point N/A
Appearance White to off-white powder/crystals

MSDS Documentation

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline MSDS Sheet

Literature and Reviews

  1. A New Supramolecular Hole Injection/Transport Material on Conducting Polymer for Application in Light-Emitting Diodes, Y. Chu et al., Adv. Mater., 24 (14), 1894-1898 (2012); DOI: 10.1002/adma.201103866.
  2. Synthesis and characterization of triphenylamine-based polymers and their application towards solid-state electrochromic cells, J. Jeong et al., RSC Adv., 6, 78984-78993 (2016); DOI: 10.1039/C6RA12112H.
  3. Stimuli-responsive supramolecular conjugated polymer with phototunable surface relief grating, C. Huang et al., Polym. Chem., 9, 2813-2820 (2018); DOI: 10.1039/C8PY00439K.
  4. Viologen-based conjugated ionic polymer for nonvolatile rewritable memory device, L. Wang et al., Eur. Polym. J., 94, 222-229 (2017); DOI: 10.1016/j.eurpolymj.2017.07.010.
  5. Photo-Crosslinking of Pendent Uracil Units Provides Supramolecular Hole Injection/Transport Conducting Polymers for Highly Efficient Light-Emitting Diodes, H. Shih et al., Polymers, 7(5), 804-818 (2015); DOI: 10.3390/polym7050804.
  6. Water-Soluble Fluorescent Nanoparticles from Supramolecular Amphiphiles Featuring Heterocomplementary Multiple Hydrogen Bonding, C. Huang et al., Macromolecules, 50 (18), 7091–710 (2017); DOI: 10.1021/acs.macromol.7b01516.

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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