Premium
Synthesis and metal coordination of thioether containing cyclo‐ and poly(organophosphazenes)
Author(s) -
Diefenbach Ursula,
Can Angela M.,
Stromburg Brigitte E.,
Olmeijer David L.,
Allcock Harry R.
Publication year - 2000
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 - 10.1002/1097-4628(20001017)78:3<650::aid-app210>3.0.co;2-0
Subject(s) - thioether , differential scanning calorimetry , gel permeation chromatography , substituent , sulfoxide , polymer chemistry , molecule , metal , polymer , nuclear magnetic resonance spectroscopy , chemistry , small molecule , materials science , stereochemistry , organic chemistry , biochemistry , physics , thermodynamics
Several small molecule cyclotriphosphazenes and high polymeric poly(organophosphazenes) with methylthio groups (CH 3 SR) have been synthesized: [NP(OCH 2 CH 2 SCH 3 ) 2 ] n ( n = 3, 1; n = 15,000, 5); [NP(OCH 2 CH 2 CH 2 CH 2 SCH 3 ) 2 ] n ( n = 3, 2; n = 15,000, 6); [NP(OCH 2 CH 2 CH(SCH 3 )CH 2 CH 2 CH 3 ) 2 ] n ( n = 3, 3; n = 15,000, 7); and [NP(OCH 2 C 6 H 4 SCH 3 ) 2 ] n ( n = 3, 4; n = 15,000, 8). Both series of compounds possess multiple thioether coordination sites for potential binding to metals. The methylthioethoxide substituent readily oxidizes to the sulfoxide derivatives in the presence of peroxides. All the phosphazenes were characterized by 1 H‐, 13 C‐, and 31 P‐NMR spectroscopy and elemental analysis, and the small molecule cyclotriphosphazenes were examined by mass spectrometry. Gel permeation chromatography (GPC) and differential scanning calorimetry (DSC) were also employed to characterize the polymers. Metal complexation and extraction capabilities of both the small molecule and polymeric systems are described. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 78: 650–661, 2000