Photoinitiated polymerization of methyl methacrylate and styrene by a phosphorus ylide

Kondo, Shuji; Kondo, Y.; Tsuda, Kazuhiko

doi:10.1002/pol.1983.130210311

Cited by 23 publications

(10 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The p ‐NBTPY ylide is considered to be the resonance hybrid of the following resonating structure: As reported in the literature,12 the initiator undergoes bond fission between the heteroatom and phenyl group upon irradiation by a high‐pressure mercury lamp, and the phenyl radicals that are produced participate in the initiation of the monomer. It has been further confirmed by ref.…”

Section: Resultsmentioning

confidence: 99%

“…The literature reveals that triphenyl bismuthonium ylide,10 dimethyl sulfonium 2‐pyridyl carbonyl methylide,7 phenacyl dimethyl sulfonium ylide/mercuric chloride complexes,11 and methyl nitrile ylide8 have been used for the polymerization of styrene (Sty). However, applications of phosphorous ylides for polymerizations are still scarce 12. This may be due to the difficulty of isolating phosphorous ylides, unless special structural features have been incorporated.…”

Section: Introductionmentioning

confidence: 99%

“…Doering and Hoffmann14 provided a quantitative estimate of the importance of the valence shell expansion of phosphorus in providing stabilization for an adjacent carbanion. Kondo et al12 reported a phosphorous ylide as a photoinitiator and explained that the phosphorous atom carried a high degree of the positive charge because of this resonance: A photoexcitable moiety exists in the ylide, and if direct homolysis occurs, it is expected to function as a photoinitiator. In this article, we report p ‐nitrobenzyl triphenyl phosphonium ylide ( p ‐NBTPY) as an effective initiator for the radical polymerization of Sty.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Author reply

Chinot¹

2004

Cancer

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Author reply

Chinot¹

2004

Cancer

View full text Add to dashboard Cite

“…As reported in the literature [37] , the initiator undergoes bond fission between the heteroatom and phenyl group on irradiation by a high pressure mercury lamp and the phenyl radicals produced participate in the initiation of the polymerization. From structural similarity, it seems that p-NBTPY also undergoes similar fission and phenyl radical participates in the initiation.…”

Section: Mechanismmentioning

confidence: 93%

Synthesis and Characterization of Methylmethacrylate-alt-N-vinyl-2-pyrrolidone Initiated by Phosphorus Containing 1,2 Dipolar Compound

Prajapati

Varshney

2007

Polymer-Plastics Technology and Engineering

View full text Add to dashboard Cite

Copolymerization of methylmethacrylate (MMA) with 1-vinyl-2-pyrrolidone (N-VP), initiated by p-nitrobenzyl triphenyl phosphonium ylide in dioxane at 60 C for 60 min under inert atmosphere of nitrogen yields alternating copolymer as evidenced by the values of r 1 ¼ 0.01 and r 2 ¼ 0.02. The kinetic expression was R p / [I] 0.75 [MMA] 1.2 [VP] 1.2 . The overall activation energy is 45.4 kJ/mol. The FTIR bands of OCH 3 of MMA at 1725 cm À1 and ÀC=O of N-VP at 1679 cm À1 , confirms the incorporation of both the monomers in the copolymer. The glass transition temperature of the copolymer is 133 C. The GPC data shows the polydispersity index at about 1.5. The ESR spectroscopy confirm phenyl radical responsible for initiation.

show abstract

“…The work in this area was started mainly by Kondo et at.1. 2 and involved photolytic generation of radicals. This laboratory also had reported potential applications of nitrogen ylides 3~6 viz.…”

mentioning

confidence: 99%