Liquid polymers as solvents for catalytic reductions

Heldebrant, David J.; Witt, Heather; Walsh, Sarah M.; Ellis, Taryn; Rauscher, Japheth F.; Jessop, Philip G.

doi:10.1039/b605405f

Cited by 104 publications

(76 citation statements)

References 53 publications

(53 reference statements)

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“…23 Moreover, PEGs and their aqueous solutions have already been widely used as sustainable medium for chemical reactions and liquid-liquid extractions (see Refs. 24 and 25 as well as references therein).…”

Section: Chemical Deacidification Of Crudementioning

confidence: 99%

Extraction of free fatty acids from soybean oil using ionic liquids or poly(ethyleneglycol)s

et al. 2011

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The alternative solvents poly(ethyleneglycol)s (PEGs) with various molar masses and room temperature ionic liquids (RTILs) AMMOENG100 and 1-butyl-3-methylimidazolium dicyanamide (bmimDCA) were studied for the purpose of extraction of linoleic acid from soybean oil. Liquid-liquid phase equilibrium was measured for binary (PEG þ soybean oil), (RTIL þ soybean oil) as well as ternary (PEG þ soybean oil þ linoleic acid), (RTIL þ soybean oil þ linoleic acid) mixtures, as a function of temperature and composition. The influence on distribution coefficients and separation factor of temperature, initial acid content of the oil and solvent to oil ratio were studied. The effect of molar mass in the case of the PEGs was also examined. The experimental results were modeled using the Peng-Robinson cubic equation of state coupled with the Mathias-Klotz-Prausnitz mixing rule, with good results.

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Section: Chemical Deacidification Of Crudementioning

confidence: 99%

Extraction of free fatty acids from soybean oil using ionic liquids or poly(ethyleneglycol)s

et al. 2011

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“…Recently, PEGs have been used for a variety of organic reactions such as the Suzuki coupling, 1-6 the Michael addition, 7 hydrogenation, [8][9][10][11] and so on. [12][13][14][15][16][17][18][19] Perrier et al 20 reported the first use of PEG as a polymerization solvent. They presume that the polarity and metal coordination ability of PEG would promote copper-catalyzed living radical polymerization of methyl methacrylate (MMA) and styrene.…”

Section: Introductionmentioning

confidence: 99%

Poly(ethylene glycol)-induced acceleration of free radical polymerization of methyl methacrylate: effects of highly viscous solvent and kinetic study

Matsuoka

Kikuno

Takagi

et al. 2010

Polym J

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Poly(ethylene glycol) with a molecular weight of 400 (PEG400) as an environmentally benign and highly viscous polymeric solvent was found to effectively accelerate the free radical polymerization (FRP) of methyl methacrylate and to afford a highmolecular-weight polymer. When the polymerization in PEG400 was performed at a monomer concentration of 3.0 mol l À1 and an initiator (2,2¢-azobis(isobutyronitrile)) concentration of 0.3Â10 À2 mol l À1 , the monomer conversion was completed for 6 h to afford a polymer with a number-average molecular weight (M n ) of 838 000. After polymerization, the PEG400 solvent was readily recovered and reused. The solvent effects of highly viscous PEG400 were kinetically analyzed. The polymerization rate (R p ) was proportional to the monomer concentration and the square root of both the initiator concentration and the viscosity of the polymerization media (g). For the FRP in the mixed solvents of PEG400 and toluene, both R p and M n values increased linearly with the square root of the g value. The kinetic study has shown that the highly viscous PEG400 solvent largely suppresses diffusion-controlled bimolecular termination.

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“…Detailed toxicity studies (Heldebrant et al, 2006) revealed poly(ethylene glycol) (PEG) as an environmentally acceptable and non-toxic, practically eatable polymer. Also, liquid PEG is virtually non-volatile and also represents an appropriate alternative for classical (toxic) solvents in catalysis (Heldebrant et al, 2006) and organic synthesis (Liang et al, 2009) since it is highly polar (Rudan-Tasic and Klofutar, 2005), good proton donor and even better acceptor due to the repeating oxygen atoms in its ethylene oxide monomer units (Kim et al, 2002).…”

Section: ''Green Meets Green'': Solutions Of Poly(ethylene Glycol) Anmentioning

confidence: 99%

Solutions of ionic liquids with diverse aliphatic and aromatic solutes – Phase behavior and potentials for applications: A review article

Višak

Calado

Vuksanović

et al. 2019

Arabian Journal of Chemistry

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This article principally reviews our research related to liquid-liquid and solid-liquid phase behavior of imidazolium-and phosphonium-based ionic liquids, mainly having bistriflamide ([NTf 2 ] À ) or triflate ([OTf] À ) anions, with several aliphatic and aromatic solutes (target molecules). The latter include: (i) diols and triols: 1,2-propanediol, 1,3-propanediol and glycerol; (ii) polymer poly(ethylene glycol) (PEG): average molecular mass 200, 400 and 2050 -PEG200 (liquid), PEG400 (liquid) and PEG2050 (solid), respectively; (iii) polar aromatic compounds: nicotine, aniline, phenolic acids (vanillic, ferulic and caffeic acid,), thymol and caffeine and (iv) non-polar aromatic compounds (benzene, toluene, p-xylene). In these studies, the effects of the cation and anion, cation alkyl chain and PEG chain lengths on the observed phase behaviors were scrutinized. Thus, one of the major observations is that the anion -bistriflamide/triflate -selection usually had strong, sometimes really remarkable effects on the solvent abilities of the studied ionic liquids. Namely, in the case of the hydrogen-bonding solutes, the ionic liquids with the triflate anion generally exhibited substantially higher solubility than those having the bistriflamide anion. Nevertheless, with the aromatic compounds the situation was the opposite -in most of the cases it was the bistriflamide anion that favoured solubility. Moreover, our other studies confirmed the ability of PEG to dissolve both polar and non-polar aromatic compounds. Therefore, two general possibilities of application of alternative, environmentally acceptable, solvents of tuneable solvent properties appeared. One is

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Liquid polymers as solvents for catalytic reductions

Cited by 104 publications

References 53 publications

Extraction of free fatty acids from soybean oil using ionic liquids or poly(ethyleneglycol)s

Extraction of free fatty acids from soybean oil using ionic liquids or poly(ethyleneglycol)s

Poly(ethylene glycol)-induced acceleration of free radical polymerization of methyl methacrylate: effects of highly viscous solvent and kinetic study

Solutions of ionic liquids with diverse aliphatic and aromatic solutes – Phase behavior and potentials for applications: A review article

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