European Journal of Chemistry

Triphenylcyclopropenium hydroxytris(pentafluorophenyl)borate salt for solvent free epoxy curing



Main Article Content

Priya Hewavitharanage

Abstract

A triphenylcyclopropenium salt paired with hydroxytris(pentafluorophenyl)borate counter ion was synthesized as an initiator for cationic polymerization and its activity was compared with triphenylcyclopropenium hexafluoroantimonate. Triphenylcyclopropenium hydroxytris (pentafluorophenyl)borate exhibits excellent activity as a room temperature thermal initiator for epoxide polymerization under solvent free conditions, due to excellent solubility in epoxy resins.

3_4_395_398_800_01


icon graph This Abstract was viewed 1484 times | icon graph Article PDF downloaded 784 times

How to Cite
(1)
Hewavitharanage, P. Triphenylcyclopropenium hydroxytris(pentafluorophenyl)borate Salt for Solvent Free Epoxy Curing. Eur. J. Chem. 2012, 3, 395-398.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Crivello, J. V. Cationically polymerizable compositions containing photodecomposable aromatic iodonium salts. US patent 4264703, April 28, 1981.

[2]. Crivello, J. V.; Lockhart, T. P.; Lee, J. L J. Polym. Sci. Polym. Chem. Ed. 1983, 21, 97-109.
http://dx.doi.org/10.1002/pol.1983.170210111

[3]. Dektar, J. L.; Hacker, N. P. J. Org. Chem. 1990, 55, 639-647.
http://dx.doi.org/10.1021/jo00289a045

[4]. Castellanos, F.; Fouassier, J. P.; Priou, C.; Cavezzan, J. J. Appl. Polym. Sci. 1996, 60, 705-713.
http://dx.doi.org/10.1002/(SICI)1097-4628(19960502)60:5<705::AID-APP7>3.0.CO;2-U

[5]. Crivello, J. V.; Lee, J. L. Macromolecules 1977, 10, 1307-1315.
http://dx.doi.org/10.1021/ma60060a028

[6]. Timpe, H. J.; Bah, A. Makromol. Chem. Rapid Commun. 1987, 8, 353-358.
http://dx.doi.org/10.1002/marc.1987.030080707

[7]. Shelnut, E.; Chakraborty, R.; Crivello, J. V. J. Macromol. Sci. A 2006, 43, 1339-1353.

[8]. Crivello, J. V.; Lam, J. H. W. J. Polym. Sci. A1 1979, 17(4), 977-999.

[9]. Dektar, J. L.; Hacker, N. P. J. Am. Chem. Soc. 1990, 112, 6004-6015.
http://dx.doi.org/10.1021/ja00172a015

[10]. Siedle, A. R.; Newmark, R. A.; Lamanna, W. M.; Huffman, J. C. Organometallics 1993, 12, 1491-1492.
http://dx.doi.org/10.1021/om00029a002

[11]. Hewavitharanage, P.; Danilov, E. O.; Neckers, D. C. J. Org. Chem. 2005, 70, 10653-10659.
http://dx.doi.org/10.1021/jo050695s
PMid:16355982

[12]. Bibal, C.; Santini, C. C.; Chauvin, Y.; Vallee, C.; Olivier-Bourbigou, H. A. Dalton Trans. 2008, 21, 2866-2870.
http://dx.doi.org/10.1039/b718057h
PMid:18478150

[13]. Siedle, A. R.; Lamanna, W. M. Tris(pentafluorophenyl)borane complexes and catalysts derived therefrom. US Patent 5416177, May 16, 1995.

[14]. Breslow, R.; Bahary, W.; Reinmuth, W. J. Am. Chem. Soc. 1961, 83, 1763-1764.
http://dx.doi.org/10.1021/ja01468a051

[15]. Zhang, W.; Malpert, J. H.; Neckers, D. C.; Martin, D. B. Cationically Curable Compositions Containing Triarylcyclopropenium Salts. U. S. Patent 6420460 July 16, 2002.

[16]. Li, H.; Ren, K.; Neckers, D. C. Macromolecules 2001, 34, 8637-8640.
http://dx.doi.org/10.1021/ma011304o

[17]. Li, H.; Ren, K.; Zhang, W.; Malpert, J. H.; Neckers, D. C. Macromolecules 2001, 34(7), 2019-2021.
http://dx.doi.org/10.1021/ma001912o

[18]. Li, H.; Neckers, D. C. Can. J. Chem. 2003, 81, 758-763.
http://dx.doi.org/10.1139/v03-047

[19]. Breslow, R.; Chang, H. W. J. Am. Chem. Soc. 1961, 83, 2375-2379.
http://dx.doi.org/10.1021/ja01471a032

[20]. Van Tamelen, E. E.; Cole, T. M.; Greeley, R.; Schumacher, H. J. Am. Chem. Soc. 1968, 90, 1372-1374.
http://dx.doi.org/10.1021/ja01007a061

[21]. Ren, K.; Malpert, J. H.; Li, H.; Gu, H.; Neckers, D. C. Macromolecules 2002, 35, 1632-1637.
http://dx.doi.org/10.1021/ma010823o

Supporting Agencies

McMaster Endowment of Bowling Green State University, OH, USA, Faculty Research and Creative Work Award of the University of Southern Indiana
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).