31P{1H} NMR studies of the nonoxidative chlorination of poly(1,12-dodecane phosphonate) and subsequent coordination and nucleophilic reactions

Byrd, Houston; Bond-Garcia, Debbie; Gray, Gary M.; Branham, Keith E.

doi:10.1016/j.ica.2006.05.016

Cited by 4 publications

(4 citation statements)

References 33 publications

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“…In spite of the potential difficulties described above, the

{\overset{M}{true}}_{n}

s determined by SEC are in good agreement with those calculated from the 31 P{ 1 H} NMR integrations, with all values being greater than 10 4 Da (Table ). These molecular weights are of the same order of magnitude as reported for poly(H‐phosphonates) and are an order of magnitude greater than those reported for the similar poly(arylene phenylphosphonates) . The good agreement between

{\overset{M}{true}}_{n}

s determined by the two methods suggests that the polyphosphonates are primarily linear chains with essentially no cyclic oligomers present.…”

Section: Resultssupporting

confidence: 65%

“…A number of methods for the syntheses of polyphosphonates have been reported. These include polycondensations of diols with arylphosphonic dichlorides or secondary phosphonates, ring‐opening polymerizations of cyclic phosphonate monomers, and acyclic diene metathesis of phosphonates functionalized with terminal alkenes . Unfortunately, each of these methods has significant limitations.…”

Section: Introductionmentioning

confidence: 99%

“…One potential approach to a wider range of polyphosphonates is the nonoxidative chlorination of secondary polyphosphonates in which R = H. This yields the corresponding poly(chlorophosphonite) (Chart : X = ··, R = Cl). However, these intermediates cannot be converted to polyphosphonates in which R is an alkyl or aryl group by reaction with organolithium reagents because these reagents unselectively react with both PCl and PO bonds, and thus cleave the poly(chlorophosphonite)s. In addition, the byproducts from the nonoxidative chlorination are difficult to separate from the polymeric products.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, thermal analysis, and linear and nonlinear optical characterization of substituted polyphosphonates derived from 1,12-dodecanediol

Freeman

Martin

Totsch

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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The syntheses of a series of substituted polyphosphonates of the type [OP(X)(Ar)O(CH2)12]n (X = O, S, Se; Ar = phenyl, 2,2′‐bithienyl‐5‐yl) are reported. The trueM¯ns for the polyphosphonates range from 1.1 to 4.6 × 104 Da and are significantly higher than those previously reported for polyphosphonates synthesized via polycondensation reactions. Thermal characterization indicates that all of the polymers are in the rubbery state at room temperature and have thermal stabilities as high as 290 °C. The linear absorption spectra, emission spectra, and emission quantum yields of the 2,2′‐bithenyl‐5‐yl substituted polyphosphonates show distinct trends with respect to the chalcogen attached to the phosphorus. Solutions of these polymers show emission at wavelengths ranging from 380 to 400 nm and, depending on the choice of X, the quantum yields are considerably larger than that of 2,2′‐bithiophene. Nonlinear optical measurements of the polyphosphonates with 2,2′‐bithenyl‐5‐yl substituents show that nonlinear absorbance increases with increasing molecular weight of X. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 3663–3674

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“…In spite of the potential difficulties described above, the

{\overset{M}{true}}_{n}

{\overset{M}{true}}_{n}

s determined by the two methods suggests that the polyphosphonates are primarily linear chains with essentially no cyclic oligomers present.…”

Section: Resultssupporting

confidence: 65%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, thermal analysis, and linear and nonlinear optical characterization of substituted polyphosphonates derived from 1,12-dodecanediol

Freeman

Martin

Totsch

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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show abstract

“…[39][40][41] The similarity of the chemical shift of the reaction product to that of the repeating units of these polyphosphonates strongly suggested that a transesterification between the oligo("-CL) and DIPHP occurred during the polymerization process as hypothesized in Scheme 2.…”

Section: Mechanism Aspects Of the Microwave-assisted Ring-opening Polmentioning

confidence: 99%

Microwave-assisted Ring-Opening Polymerization of ε-Caprolactone in Presence of Hydrogen Phosphonates

et al. 2009

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Poly(alkylene H-phosphonate)s

Troev¹

2012

Polyphosphoesters

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31P{1H} NMR studies of the nonoxidative chlorination of poly(1,12-dodecane phosphonate) and subsequent coordination and nucleophilic reactions

Cited by 4 publications

References 33 publications

Synthesis, thermal analysis, and linear and nonlinear optical characterization of substituted polyphosphonates derived from 1,12-dodecanediol

Synthesis, thermal analysis, and linear and nonlinear optical characterization of substituted polyphosphonates derived from 1,12-dodecanediol

Microwave-assisted Ring-Opening Polymerization of ε-Caprolactone in Presence of Hydrogen Phosphonates

Poly(alkylene H-phosphonate)s

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