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Electrochemical Synthesis of poly(3-aminophenylboronic Acid) in Ethylene Glycol Without Exogenous Protons

Electrochemical Synthesis of poly(3-aminophenylboronic Acid) in Ethylene Glycol Without Exogenous Protons

Feifan Wang, Feixue Zou, Xinxin Yu, Zhenyu Feng, Na Du, Yaohua Zhong, Xirong Huang

Phys Chem Chem Phys. 2016 Apr 21;18(15):9999-10004.

PMID: 27004602

Abstract:

A non-aqueous solution of tetra-n-butylammonium fluoride (TBAF) in ethylene glycol has been tried for the first time as a supporting electrolyte for the electropolymerization of 3-aminophenylboronic acid (APBA). Unlike the traditional acidic aqueous solution, the present medium needs no exogenous protons; moreover, the presence of CF3COOH is found to be unfavorable for the polymerization. The protons are in situ generated by the reaction between the boronic acid group on APBA and 1,2-dihydroxyl on ethylene glycol. So, ethylene glycol serves as not only the solvent but also the proton source. As a part of the supporting electrolyte, F(-) is found to be involved in the electrochemical synthesis of poly(3-aminophenylboronic acid) (PAPBA), but it is not indispensable. Studies on the electropolymerization process indicate that the size of the ions in the electrolyte affects the rate of the doping/dedoping process. The smaller the cation, the easier the doping/dedoping process, and the better the stability of the grown film. As demonstrated by Fourier transform infrared spectra, UV-vis spectra, and scanning electron microscopy, the obtained PAPBA is a cross-linked nanoporous polymer membrane that has a good adherence to the glassy carbon electrode.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP30418598	3-Aminophenylboronic acid		30418-59-8	Price

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