Iron(III) porphyrin catalyzed ionic liquid mediated polymerization of methylmethacrylate

A novel application of iron(III)porphyrin catalyst, 5,10,15,20 − tetrakis − (2′,6′‐dichlorophenyl)porphyrinatoiron(III) chloride is reported for the reaction of methyl methacrylate with hydrogen peroxide in imidazolium ionic liquids at ambient temperature. The reaction furnished polymethyl methacryl...

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Bibliographic Details
Published in:Applied organometallic chemistry 2018-02, Vol.32 (2), p.n/a
Main Authors: Singhal, Anchal, Ahmad, Sohail, Chauhan, Shive M.S.
Format: Article
Language:English
Subjects:
Ambient temperature
Catalysis
Catalysts
Chemistry
Hydrogen peroxide
Infrared analysis
Ionic liquids
Ions
Iron
iron(III) porphyrin
methyl methacrylate
NMR
Nuclear magnetic resonance
Polydispersity
polymerization
Polymethyl methacrylate
Reaction time
Substrates
Syndiotacticity
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Summary:A novel application of iron(III)porphyrin catalyst, 5,10,15,20 − tetrakis − (2′,6′‐dichlorophenyl)porphyrinatoiron(III) chloride is reported for the reaction of methyl methacrylate with hydrogen peroxide in imidazolium ionic liquids at ambient temperature. The reaction furnished polymethyl methacrylate in 75–94% yields. The yield of the polymer was optimized upon changing the reaction media, ratio of catalyst, oxidant and substrate, reaction time and quenchers. The polymethyl methacrylate was secured as highly stereoregular with predominantly syndiotactic sequences as analyzed with the aid of NMR (1H and 13C) and infrared spectroscopy. Besides, the number‐average molecular weights (Mn) were attained in the range of 15,000 to 55,000 with narrow polydispersity (~1.1–1.9) as calculated using gel permeable chromatography (GPC). A new application of iron(III)porphyrin, Cl8TPPFe(III)Cl is advocated for the polymerization of methyl methacrylate in the presence of hydrogen peroxide using ionic liquids as reaction medium at ambient temperature. The reaction afforded highly stereoregular poly(methyl methacrylate) with syndiotactic predominance in good to excellent yields as analyzed using NMR (1H and 13C) and infrared spectroscopy. The number‐average molecular weights (Mn) were attained in the range of 15,000‐55,000 with narrow polydispersity (~1.1‐1.9) as calculated using gel permeable chromatography.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.4044