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

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

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline CAS 444289-55-8

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.

Overview
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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, 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

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)aniline MSDS Sheet

Literature and Reviews

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.
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.
Stimuli-responsive supramolecular conjugated polymer with phototunable surface relief grating, C. Huang et al., Polym. Chem., 9, 2813-2820 (2018); DOI: 10.1039/C8PY00439K.
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.
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.
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.

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