Synthesis of polyphosphazenes from phosphoranimines and phosphine azides

Matyjaszewski, Krzysztof; Franz, Uli; Montague, Robert; White, Michael L.

doi:10.1016/0032-3861(94)90656-4

Cited by 28 publications

(7 citation statements)

References 16 publications

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“…In the second route, N 2 is eliminated first to give a trimethyl silyl phosphoranimine of the type (OR) 3Àn R n PQN-SiMe 3 that can be condensed into the final phosphazene. The trimethyl silyl phosphoranimine route is more favorable in the order P(OR) 3 WPR(OR) 2 WPR 2 (OR), and therefore the azide route was considered to be a very interesting method for the synthesis of poly(diarylphosphazene)s [78]. It has also been observed that the polymer [NP(OCH 2 CF 3 )Ph] n was formed together with the expected phosphoranimine in the reaction between P(OCH 2 CF 3 ) 2 Ph and SiMe 3 (N 3 ), probably through the azide intermediate [79].…”

Section: Other Less Common Synthetic Methods For Phosphazene Copolymersmentioning

confidence: 99%

Synthesis and Chemical Regularity in Phosphazene Copolymers

Carriedo

2008

Polyphosphazenes for Biomedical Applications

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Section: Other Less Common Synthetic Methods For Phosphazene Copolymersmentioning

confidence: 99%

Synthesis and Chemical Regularity in Phosphazene Copolymers

Carriedo

2008

Polyphosphazenes for Biomedical Applications

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“…Thermal degradation rate reaches its first local maximum at T max1 = 365°C which signifies the degradation step of poly(styrene) blocks in SBS [25,26]. Taking into account the ceiling temperature of styrene monomer (395°C) [27], it is evident that both depolymerization and oxidative destruction of the poly(styrene) commences at this stage. Also, at 300-420°C, i.e., when the slope of the TGA curve is steady, the weight loss is 30 wt.% which correlates well with the weight fraction of poly(styrene) blocks in SBS (32 wt.%).…”

Section: Tga Of the Modified Sbs Copolymersmentioning

confidence: 98%

“…Also, at 300-420°C, i.e., when the slope of the TGA curve is steady, the weight loss is 30 wt.% which correlates well with the weight fraction of poly(styrene) blocks in SBS (32 wt.%). The second degradation step at T max2 = 435°C probably corresponds to the depolymerization/oxidative destruction of poly(butadiene) block as inferred from the ceiling temperature of 1,3 butadiene equal to 585°C [27]. At last, thermal destruction of the harshly oxidized and cross-linked polymer residue takes place at T max3 = 476°C.…”

Section: Tga Of the Modified Sbs Copolymersmentioning

confidence: 99%

Modification of poly(styrene-block-butadiene-block-styrene) [SBS] with phosphorus containing fire retardants

Chernyy

Ullah

Jomaas

et al. 2015

European Polymer Journal

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a b s t r a c tAn elaborate survey of the chemical modification methods for endowing highly flammable SBS with increased fire resistant properties by means of chemical modification of the polymer backbone with phosphorus containing fire retardant species is presented. Optimal conditions for free radical addition of the PAH containing fire retardants to a double bonds of poly(butadiene) block of SBS were found, affording varied degree of the modification (0.2-21 mol%). Alternatively, a two-step procedure based on an epoxidation step followed by hydrolysis of the epoxides with phosphoric acid was developed resulting in 20 mol% of poly(butadiene) block modification. Based on TGA results, organophosporus-modified SBS was found to be amenable to charring -a property which correlated directly with the reduced flammability of the modified polymer observed in Cone Calorimetry tests. Furthermore, conceptually novel application of the H 3 PO 4 modified SBS as a fire retardant additive for bitumen material, in combination with synergetic melamine species, offered 25% better self-extinguishing properties of such formulation already at a low loading level of the fire retardant components (3.5 wt.%).

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“…In Scheme 1 b, active anionic chain ends of the forming polymer can react with a monomer molecule via chain growth condensation (with elimination of trimethylsilyl trifluoroethoxide), or it may react with a partially polymerized chain segment to advance molecular weight via a macrocondensation. The preparation of four N -alkyl phosphoranimine compounds and their efficiency as chain end-capping agents in polyphosphazene synthesis was briefly mentioned before [ 42 ].…”

Section: Introductionmentioning

confidence: 99%

Controlled Synthesis of Polyphosphazenes with Chain-Capping Agents

Matyjaszewski

Montague

2021

Molecules

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N-alkyl phosphoranimines were synthesized via the Staudinger reaction of four different alkyl azides with tris(2,2,2-trifluoroethyl) phosphite. N-adamantyl, N-benzyl, N-t-butyl, and N-trityl phosphoranimines were thoroughly characterized and evaluated as chain-capping compounds in the anionic polymerization of P-tris(2,2,2-trifluoroethoxy)-N-trimethylsilyl phosphoranimine monomer. All four compounds reacted with the active chain ends in a bulk polymerization, and the alkyl end groups were identified by 1H-NMR spectroscopy. These compounds effectively controlled the molecular weight of the resulting polyphosphazenes. The chain transfer constants for the monomer and N-benzyl phosphoranimine were determined using Mayo equation.

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Synthesis of polyphosphazenes from phosphoranimines and phosphine azides

Cited by 28 publications

References 16 publications

Synthesis and Chemical Regularity in Phosphazene Copolymers

Synthesis and Chemical Regularity in Phosphazene Copolymers

Modification of poly(styrene-block-butadiene-block-styrene) [SBS] with phosphorus containing fire retardants

Controlled Synthesis of Polyphosphazenes with Chain-Capping Agents

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