Synthesis and metal coordination of thioether containing cyclo- and poly(organophosphazenes)

Ursula Diefenbach, Angela M. Cannon, Brigitte E. Stromburg, David L. Olmeijer, Harry R. Allcock

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Several small molecule cyclotriphosphazenes and high polymeric poly(organophosphazenes) with methylthio groups (CH3SR) have been synthesized: [NP(OCH2CH2SCH3)2]n (n = 3, 1; n = 15,000, 5); [NP(OCH2CH2CH2CH2SCH3)2]n (n = 3, 2; n = 15,000, 6); [NP(OCH2CH2CH(SCH3)CH2CH2CH3)2]n (n = 3, 3; n = 15,000, 7); and [NP(OCH2C6H4SCH3)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 1H-, 13C-, and 31P-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 small molecule and polymeric systems are described.

Original languageEnglish (US)
Pages (from-to)650-661
Number of pages12
JournalJournal of Applied Polymer Science
Volume78
Issue number3
DOIs
StatePublished - Oct 2000

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Sulfides
sulfoxide
Metals
Molecules
Peroxides
Gel permeation chromatography
Complexation
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Differential scanning calorimetry
Polymers
Derivatives
Chemical analysis

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics

Cite this

Diefenbach, Ursula ; Cannon, Angela M. ; Stromburg, Brigitte E. ; Olmeijer, David L. ; Allcock, Harry R. / Synthesis and metal coordination of thioether containing cyclo- and poly(organophosphazenes). In: Journal of Applied Polymer Science. 2000 ; Vol. 78, No. 3. pp. 650-661.
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Synthesis and metal coordination of thioether containing cyclo- and poly(organophosphazenes). / Diefenbach, Ursula; Cannon, Angela M.; Stromburg, Brigitte E.; Olmeijer, David L.; Allcock, Harry R.

In: Journal of Applied Polymer Science, Vol. 78, No. 3, 10.2000, p. 650-661.

Research output: Contribution to journalArticle

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T1 - Synthesis and metal coordination of thioether containing cyclo- and poly(organophosphazenes)

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AU - Cannon, Angela M.

AU - Stromburg, Brigitte E.

AU - Olmeijer, David L.

AU - Allcock, Harry R.

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N2 - Several small molecule cyclotriphosphazenes and high polymeric poly(organophosphazenes) with methylthio groups (CH3SR) have been synthesized: [NP(OCH2CH2SCH3)2]n (n = 3, 1; n = 15,000, 5); [NP(OCH2CH2CH2CH2SCH3)2]n (n = 3, 2; n = 15,000, 6); [NP(OCH2CH2CH(SCH3)CH2CH2CH3)2]n (n = 3, 3; n = 15,000, 7); and [NP(OCH2C6H4SCH3)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 1H-, 13C-, and 31P-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 small molecule and polymeric systems are described.

AB - Several small molecule cyclotriphosphazenes and high polymeric poly(organophosphazenes) with methylthio groups (CH3SR) have been synthesized: [NP(OCH2CH2SCH3)2]n (n = 3, 1; n = 15,000, 5); [NP(OCH2CH2CH2CH2SCH3)2]n (n = 3, 2; n = 15,000, 6); [NP(OCH2CH2CH(SCH3)CH2CH2CH3)2]n (n = 3, 3; n = 15,000, 7); and [NP(OCH2C6H4SCH3)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 1H-, 13C-, and 31P-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 small molecule and polymeric systems are described.

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