Kinetic study of dichlorocyclopropanation of 4-vinyl-1-cyclohexene by a novel multisite phase transfer catalyst

Wang, Maw‐Ling; Hsieh, Yu‐Ming

doi:10.1016/j.molcata.2003.09.025

Cited by 29 publications

(6 citation statements)

References 14 publications

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“…The double distilled water was used to make an aqueous phase. The 1,4-bis (triethylmethylammonium) benzene dichloride (TEMABDC) was synthesized by adopting the reported procedure [39].…”

Section: Experimental Chemicals and Solventsmentioning

confidence: 99%

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Multi-site phase transfer catalyzed radical polymerization of methyl methacrylate in mixed aqueous–organic medium: a kinetic study

et al. 2017

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This work establishes the kinetics of radical polymerization of methyl methacrylate in an aqueous-organic two-phase system using 1,4-bis (triethylmethylammonium) benzene dichloride (TEMABDC) as multi-site phase transfer catalyst and potassium peroxydisulphate (K 2 S 2 O 8 ) as water-soluble initiator at 60 ± 1°C under nitrogen atmosphere. The role of concentrations of monomer, initiator, catalyst, acid and ionic strength, temperature and volume fraction of aqueous phase on the rate of polymerization (R p ) was investigated. . The rate of polymerization increases with an increase in the concentration of monomer, initiator, catalyst and temperature. A generalized reaction model was developed to explain the phase transfer catalyzed polymerization reaction. Based on the kinetic results, radical mechanism has been derived. The activation energy and other thermodynamic parameters were calculated. The FT-IR spectroscopy validates a band of 1732 cm -1 of ester group of the obtained polymer. The viscosity average molecular weight of the PMMA was found 1.6955 9 10 4 g/mol.

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“…The double distilled water was used to make an aqueous phase. The 1,4-bis (triethylmethylammonium) benzene dichloride (TEMABDC) was synthesized by adopting the reported procedure [39].…”

Section: Experimental Chemicals and Solventsmentioning

confidence: 99%

“…White precipitates of 1,4-bis (triethylmethylammonium) benzene dichloride (TEMABDC) were obtained. A white solid crystal of the product is obtained by recrystallizing the product in an ethanol solvent [39] (Scheme 1).…”

Section: Synthesis Of Multi-sited Phase Transfer Catalyst (Temabdc)mentioning

confidence: 99%

Multi-site phase transfer catalyzed radical polymerization of methyl methacrylate in mixed aqueous–organic medium: a kinetic study

et al. 2017

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“…Availability of higher number of active-sites due to increase in the amount of catalysts [ 9 , 17 ].…”

Section: Resultsmentioning

confidence: 99%

“…Concentration of catalytic intermediate increases in the reaction medium intermediate by increasing catalyst concentration [ 17 , 54 ].…”

Section: Resultsmentioning

confidence: 99%

“…Although vast numbers of single-site phase transfer catalysts are available, however their selection mainly depends on the scale of economy. Since the single site catalysts do not meet the requirement of economy and efficiency; researchers are becoming interested in synthesizing multi-site phase-transfer catalysts [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 ]. These types of poly-active sites based salts meet the requirement of cost-effectiveness and increased efficiency owing to their multiple active sites per molecule.…”

Section: Introductionmentioning

confidence: 99%

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Sonolytic and Silent Polymerization of Methacrlyic Acid Butyl Ester Catalyzed by a New Onium Salt with bis-Active Sites in a Biphasic System — A Comparative Investigation

2013

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Currently, ingenious new analytical and process experimental techniques which are environmentally benign techniques, viz., ultrasound irradiation, have become immensely popular in promoting various reactions. In this work, a novel soluble multi-site phase transfer catalyst (PTC) viz., 1,4-bis-(propylmethyleneammounium chloride)benzene (BPMACB) was synthesized and its catalytic efficiency was assessed by observing the kinetics of sonolytic polymerization of methacrylic acid butyl ester (MABE) using potassium persulphate (PPS) as an initiator. The ultrasound–multi-site phase transfer catalysis (US-MPTC)-assisted polymerization reaction was compared with the silent (non-ultrasonic) polymerization reaction. The effects of the catalyst and various reaction parameters on the catalytic performance were in detail investigated by following the kinetics of polymerization of MABE in an ethyl acetate-water biphasic system. From the detailed kinetic investigation we propose a plausible mechanism. Further the kinetic results demonstrate clearly that ultrasound-assisted phase-transfer catalysis significantly increased the reaction rate when compared to silent reactions. Notably, this environmentally benign and cost-effective process has great potential to be applied in various polymer industries.

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dichlorocyclopropanation

Crosby¹

2020

Catalysis From a to Z

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Kinetic study of dichlorocyclopropanation of 4-vinyl-1-cyclohexene by a novel multisite phase transfer catalyst

Cited by 29 publications

References 14 publications

Multi-site phase transfer catalyzed radical polymerization of methyl methacrylate in mixed aqueous–organic medium: a kinetic study

Multi-site phase transfer catalyzed radical polymerization of methyl methacrylate in mixed aqueous–organic medium: a kinetic study

Sonolytic and Silent Polymerization of Methacrlyic Acid Butyl Ester Catalyzed by a New Onium Salt with bis-Active Sites in a Biphasic System — A Comparative Investigation

dichlorocyclopropanation

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