Pyrocatechol borates: Synthesis, reaction with formaldehyde, and solvent effect on polycondensation process

Pyrocatechol borates: Synthesis, reaction with formaldehyde, and solvent effect on polycondensation process Full article

Journal

Polymer
ISSN: 0032-3861 , E-ISSN: 1873-2291

Output data

Year: 2020, Volume: 188, Article number : 122162, Pages count : DOI: 10.1016/j.polymer.2020.122162

Tags

Esterification; Polycondensation; Boric acid

Authors

Lenskiy Maxim A. ^1,2 , Shul'ts Elvira E. ³ , Korabel'nikov Dmitriy, V ¹ , Ozhogin Andrey, V ¹ , Novitskiy Alexey N. ^1,2

Affiliations

1	(Данные Web of science) Altay State Tech Univ BTI AltSTU, Biysk Technol Inst, Biisk 659305, Altai Krai, Russia
2	(Данные Web of science) Russian Acad Sci IPCET SB RAS, Inst Problems Chem & Energet Technol, Siberian Branch, Biisk 659332, Altai Krai, Russia
3	(Данные Web of science) Russian Acad Sci NIOCh SB RAS, Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

Pyrocatechol (I) and dipyrocatechol (II) borates were synthesized by esterification between pyrocatechol (1,2-dihydroxybenzene) and boric acid in o-xylene with azeotmpic distillation of water. The co-esterification between pyrocatechol and boric acid with added equimolar quantities of phenol or 2,6-di-tert-butylphenol was studied, and pyrocatechol phenyl (III) and pyrocatechol-(2,6-di-tert-butyl)phenyl (IV) borates were prepared. The reaction of the resultant esters with formaldehyde in the presence of boron trifluoride etherate as a catalyst was examined. The coupling of the methylene moiety in several position of molecule III was found to be dependent on the solvent used. The electrophilic substitution on the phenol substituent took place in o-xylene, while the reaction in either benzene or molten monomer proceeded to substitute the methylene moiety for the proton on the catechol moiety. The molecular weights of the compounds were measured. Some properties of the synthesized oligomers were determined and thermal and thermooxidative destruction was examined.

Lenskiy M.A. , Shul'ts E.E. , Korabel'nikov D.V. , Ozhogin A.V. , Novitskiy A.N.
Pyrocatechol borates: Synthesis, reaction with formaldehyde, and solvent effect on polycondensation process
Polymer. 2020. V.188. 122162 . DOI: 10.1016/j.polymer.2020.122162 WOS Scopus РИНЦ OpenAlex

Published print:

Feb 1, 2020

Web of science:	WOS:000513003200043
Scopus:	2-s2.0-85077504515
Elibrary:	43224986
OpenAlex:	W2998852051

DB	Citing
Web of science	3
Scopus	2
OpenAlex	4