Ethylene glycol divinyl ether

Electron-rich bifunctional vinyl ethers (e.g. ethylene glycol divinyl ether) react with electron-poor alkenes (e.g. TCNE) to produce cyclobutanes in good yields via tetramethylene zwitterion intermediates. In some cases, cyclobutanes reacted with the solvent (MeCN) to yield tetrahydropyridines.9 Trifluoromethanesulfonimide is an... 

C6H10O2 ethylene glycol divinyl ether 764-78-3 399.15 34.285 1,2 7936 C6H10O4 n-propylmalonic acid 616-62-6 482.92 42.246 2... 

C12H2205 tetra(ethylene glycol) divinyl ether 83416-06-2 572.15 50.858 2 24879 C12H2402 2-butyioctanoic acid 27610-92-0 503.15 36.507 1,2... 

These materials (4a-c) were found to be soluble in lower alcohols, but had little aqueous solubility. A structurally related compound, 6, designed to have improved water solubility, was then prepared as shown in Scheme 3. Ethylene glycol divinyl ether was condensed with ethyl glycolate using pyridinium p-toluenesulfonate to give 5. This intermediate was then saponified with KOH to give the final water-soluble product, 6. Unfortunately the thermal stability of compound 6 was not sufficient to allow its use in a resist formulation. 

Materials. Terephthaldicarboxaldehyde (Aldrich), diethyl bis(hydroxymethyl) malonate (Aldrich), p-toluenesulfonic acid (Aldrich), potassium hydroxide (85 wt%, Fisher), pyridine (Fisher), glutaric dialdehyde (50wt% aqueous solution, Aldrich), ethylene glycol divinyl ether (Aldrich), ethyl glycolate (Aldrich), isophthalic dicarboxaldehyde (Lancaster), propionaldehyde (Eastman Chemical), isovaleraldehyde (Aldrich), 2-ethyl-2-oxazoline (Acros), ammonia (7M in methanol, Acros), l-methoxy-4-(methylthio)benzene (Aldrich), silver... 

Fig. 2.17 Scheme illustrating the cationic polymerization of tri(ethylene glycol) divinyl ether (TEGDVE) with PEG and Fmoc-protected serinol using p-TSA... 

Work by Nishikubo et al. [139] showed that the polymerization of divinyl ethers derived from aliphatic diols gave polymers with different structures, depending on whether cationic or free-radical initiators were used. Shown in equation (29) are the structures of the polymers obtained from polymerization of ethylene glycol divinyl ether using AIBN and iodine. 

Compared with the qualitative methods discussed above, surface plasmon resonance (SPR) and quartz crystal microbalance (QCM) are two instrumentation methods for quantitative evaluation of protein adsorption that are highly sensitive and examine adsorption kinetics. For example, the adsorption of two proteins (hbrino-gen and lysozyme) with different charges and sizes on a PNIPAAm hhn was compared using SPR, and the results indicated that the effect of temperature on adsorption (amount and kinetics) is different (Teare et al., 2005). In another report, QCM was employed to analyze the kinetics of bovine serum albumin (BSA) adsorption on P(NlPAAm-co-di(ethylene glycol) divinyl ether) cross-linked hhns at different temperatures (Alf, Hatton, Gleason, 2011). Above the LCST, a simple monolayer of BSA was adsorbed on the surface, whereas below the LCST, there are two processes involved initial protein adsorption onto the surface followed by protein diffusion into the swollen hydrogel matrix. 

S, 1496 C6H10O2, Ethylene glycol divinyl ether, CH2=CH0CH2CH20CH= H2 ... 

Because the size of the emulsion droplets dictates the diameter of the resulting capsules, it is possible to use miniemulsions to make nanocapsules. To cite a recent example, Carlos Co and his group developed relatively monodisperse 200-nm capsules by interfacial free-radical polymerization (Scott et al. 2005). Dibutyl maleate in hexadecane was dispersed in a miniemulsion of poly(ethylene glycol)-1000 (PEG-1000) divinyl ether in an aqueous phase. They generated the miniemulsion by sonication and used an interfacially active initiator, 2,2 -azobis(A-octyl-2-methyl-propionamidine) dihydrochloride, to initiate the reaction, coupled with UV irradiation. 

Monomer. St, styrene MMA, methyl methacrylate AN, acrylonitrile NIPAAm, /V-isopropylacrylamide MAA, methacryhc acid NDEAMA, 2-diethylaminoethyl methacrylate MBAA, MW -methylene bisa-crylamide TRIM, trimethylolpropane trimethacrylate ODVE, octadecylvinyl ether ODA, octadecyl acrylate DMAAm, iV,iV-dimethylacrylamide PyMMA, 1-pyrenylmethyl methacrylate AnMMA, 9-an-thracenylmethyl methacrylate HDT, 1,6-hexane dithiol TEGDVE, triethyleneglycol divinyl ether HEMA, hydroxyethyl methacrylate AAm, acrylamide PEG-DA, poly(ethylene glycol) diacrylate PEG-TA, poly(ethylene glycol) tetraacrylate. 

Maynard and coworkers synthesized Poly(ethylene glycol) methyl ether acrylate (PEGA) via RAFT polymerization and dithioester functional groups at the chain end, which were reduced via aminolysis and reacted with divinyl sulfone to afford semitelechelic vinyl sulfone polymers. Thiol-ene reaction was then used to prepare conjugates between the vinyl-terminated polymer and a... 

Methylenebis(oxy) ]bis(2-chloroformaldehyde), see Bis (2-chloroethoxy) methane Methylene chlorobromide, see Bromochloromethane Methylene dichloride, see Methylene chloride Methylene dimethyl ether, see Methylal Methyl 2,2-divinyl ketone, see Mesityl oxide Methylene glycol, see Formaldehyde Methylene glycol dimethyl ether, see Methylal Methylene oxide, see Formaldehyde Methyl ethanoate, see Methyl acetate (1 -Methylethenyl)benzene, see a-Methylstyrene Methyl ethoxol, see Methyl cellosolve 1-Methylethylamine, see Isopropylamine (l-Methylethyl)benzene, see Isopropylbenzene Methylethyl carbinol, see sec-Bntyl alcohol Methyl ethylene oxide, see Propylene oxide ds-Methylethyl ethylene, see cis-2-Pentene frans-Methylethyl ethylene, see frans-2-Pentene Methyl ethyl ketone, see 2-Bntanone Methylethylmethane, see Butane... 

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