Synthesis and characterization of trimethoxy boroxine
Abstract
Trimethoxy boroxine is used in fire extinguishing tubes because of its smoke suppressant properties and it is also used as an auxiliary catalyst in olefin polymerization, in lithium ion cells as an electrolyte additive, in welding and soldering works, in protective coating production and in hardening of epoxide resins. It has become a desirable material because of its superior properties and it has gained importance how to synthesize it cheaper and easier. In this study, trimethoxy boroxine was synthesized from the reactions of boric acid and trimethyl borate. In the first step, boric acid reacted with methanol in order to obtain trimethyl borate as a precursor. The best reaction yield was obtain by using 1:2 ratio of boric acid and trimethyl borate in cyclohexane. Trimethoxy boroxine was synthesized from boric acid and trimethyl borate in azeotropic distillation set-up containing Dean-Stark apparatus. It was characterized by H-NMR and FT-IR.
Keywords
References
- [1] Coulson C. A., Dingle T. W., The B–O bond lengths in boron–oxygen compounds, Acta Crystallogr. Sect. B Struct. Crystallogr. Cryst. Chem., 24, 153–155, 1968.
- [2] Welch M. B., United States patent, Geothermics, 14, 595–599, 1985.
- [3] Delpierre S., Willocq B., De Winter J., Dubois P., Gerbaux P., Raquez J. M., dynamic ıminoboronate-based boroxine chemistry for the design of ambient humidity-sensitive self-healing polymers, Chem. A Eur. J. 23, 6730–6735, 2017.
- [4] Kalemos A., The nature of the chemical bond in borazine (B3N3H6), boroxine (B3O3H3), carborazine (B2N2C2H6), and related species, Int. J. Quantum Chem., 118, e25650 2018.
- [5] Fisher H. D., Lehmann W. J., Shapiro I., Trifluoroboroxine: Preparatıon, infrared spectrum and structure 1., J. Phys. Chem., 65, 1166–1168, 1961.
- [6] Farber M., Heat of formation and entropy of the trimer of boron oxyfluoride, J. Chem. Phys. 36, 661–664, 1962.
- [7] Latimer B., Devlin J. P., Vibrational spectra of fluorine and chlorine derivatives of boroxine—II, Spectrochim, Acta Part A Mol. Spectrosc., 23, 81–88, 1967.
- [8] Seyferth D., Gmelin Handbuch der Anorganischen Chemie, Erganzungsband zur 8. Auflage, Vol. 13, Borverbindungen, Teil 1, Binare B-N Verbindungen, B-N-C Heterocyclen, Polymere B-N Verbindungen, J. Organomet. Chem., 1974.
Details
Primary Language
English
Subjects
Engineering
Journal Section
Research Article
Authors
Sedat Sürdem
*
0000-0001-8220-7934
Türkiye
Publication Date
September 30, 2019
Submission Date
August 2, 2019
Acceptance Date
September 19, 2019
Published in Issue
Year 2019 Volume: 4 Number: 3
Cited By
Ortorombik metaborik asit molekülünün moleküler yapısı ve elektronik özellikleri üzerindeki konformasyonel etkinin teorik olarak incelenmesi
Journal of Boron
https://doi.org/10.30728/boron.666064A bio-based one-component moisture curing polyurethane elastomer with ultrahigh mechanical strength and toughness based on multiple hydrogen bonds and dynamic boronate bonds
Journal of the Taiwan Institute of Chemical Engineers
https://doi.org/10.1016/j.jtice.2025.106385