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On the synthesis of functionalized cyclic and polymeric aryloxyphosphazenes from phenols
Author(s) -
Carriedo Gabino A.,
FerńndezCatuxo Lucia,
Alonso Francisco J. García,
Elipe Paloma Gómez,
Gonźlez Pedro A.,
Śnchez Gema
Publication year - 1996
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/(sici)1097-4628(19960321)59:12<1879::aid-app9>3.0.co;2-n
Subject(s) - phenols , acetone , solvent , catalysis , chemistry , organic chemistry , polymer , polymer chemistry , medicinal chemistry
A very convenient synthetic method is described for the known cyclic aryloxyphosphazenes [N 3 P 3 (OC 6 H 4 ‐R) 6 ] (R = Br, CN, CHO, COCH 3 , COC 6 H 5 , and NO 2 ). The method is based on the direct reaction of [N 3 P 3 Cl 6 ] with six equivalents of the para ‐substituted phenols HOC 6 H 4 ‐R and K 2 CO 3 in refluxing acetone and is characterized by very short reaction times and very simple workups, leading directly to the analytically and spectroscopically pure products in very high yields. In the cases where R = H, Bu t , or OCH 3 , the reactions were much slower, but the time could be shortened by using [Bu 4 N]Br as the phase‐transfer catalyst. Similarly, the polymers [NP(OC 6 H 4 ‐R) 2 ] n can be conveniently obtained in ca. 70% and good analytical purity from polydichlorophosphazene [NPCl 2 ] n and the para ‐substituted phenols HOC 6 H 5 ‐R (R = Br, CN, COCH 3 , and NO 2 ) in the presence of K 2 CO 3 using THF as the solvent. © 1996 John Wiley & Sons, Inc.