Acrylic acid Dimethyl sulfoxide

Bajoras and Makuska investigated the effect of hydrogen bonding complexes on the reactivities of (meth)acrylic and isotonic acids in a binary mixture of dimethyl sulfoxide and water using IR spectroscopy (Bajoras and Makuska, 1986). They demonstrated that by altering the solvent composition it was possible to carry out copolymerization in the azeotropic which resulted in the production of homogeneous copolymers of definite compositions at high conversions. Furthermore, it was shown that water solvent fraction determines the rate of copolymerization and the reactivity ratios of the comonomers. This in turn determines the copolymer composition. 

Dichloro-5,5-dimethyl-2,4-imidazolidindione, 1859 f Dimethyl sulfoxide, 0917 f Methyl acrylate, 1526 iV-Methyl-iV-nitrosourea, 0871 Nitric acid, 2-Aminothiazole, Sulfuric acid, 4430... 

DIMETHYL SULFOXIDE (67-68-5) Forms explosive mixture with air (flash point 203°F/95°C oc). Violent or explosive reaction with oxidizers, acryl halides, aryl halides and related compounds, p-bromobenzoyl acetanilide, boron compounds, iodine pentafluoride, magnesium perchlorate, methyl bromide, perchloric acid, periodic acid, silver fluoride, sodium hydride, potassium permanganate. Forms powerfully explosive mixtures with metal salts of oxoacids. 

PCA test and more potent than the acrylic acid (4a). The physico-chemical properties of 5a differed from those of the acid ( ). The intramolecular hydrogen bonding between the carbonyl and tetrazole groups was not observed in 5a which showed a stronger acidity (pKa 5-85 in dimethyl sulfoxide-H20 or pKa 4.3) than the corresponding 3a and also the acrylic acid (4a). Hence, an extensive study on the synthesis and the structure-activity relationships of this orally effective series of tetrazolylchromones 5 was conducted (22 ). ... 

In a typical 400 MHz H-NMR spectra of low-conversion S-AA bulk copolymer dissolved in deuterated dimethyl sulfoxide (DMSO-Dg) and in DMSO-Dg-CDCl3 at 50 °C, the chemical shift of different protons, respectively, are 1-2 ppm for all methane protons and the methylene proton of the styrene emits in the copolymer chain 2.3 ppm for the methylene proton of the acrylic acid emit in the copolymer chain 3.3 ppm for water in DMSO-Dg, 5.2-6.4 ppm multi-peaks for the end groups of the copolymer chains that may be double bonds and isobntylnitrile 6.4-7.4 ppm for aromatic protons and 12.1 for the proton of the carboxyl gronp on the copolymer chain. 

FP of several reartive monomers can be performed in high boiling point solvents. Acrylamide polymerization will propagate in water (with some vaporization of water), in dimethyl sulfoxide (DMSO) and in dimethyl formamide (DMF) with several initiators, including sodium persulfate, potassium persulfate, ammonium persulfate, and benzoyl peroxide. Interestingly, no gas bubbles are observed with acrylamide/persulfate in DMSO. (The persulfates do not produce volatile side products.) Several other monomers also work in these solvents, including acrylic acid, sodium methacrylate, and zinc dimethaaylate. ... 

Frontal polymerization works with a wide variety of systems and has been demonstrated with neat liquid monomers such as methacrylic acid, (d, 8-10) n-butyl acrylate (10), styrene, methyl methacrylate, and triethylene glycol dimethacrylate (77). Fronts can also be performed with solid monomers such as acrylamide (with initiator) (72) or transition metal nitrate acrylamide complexes (without initiator) (75). Pojman et al. demonstrated frontal polymerization of acrylamide, methacrylic acid and acrylic acid, each in dimethyl sulfoxide or dimethyl formamide (14). Frontal curing of epoxy resins has been demonstrated with aliphatic curing agents (75). 

Uses Emulsifier, solubilizer, foaming agent, dispersant, surfactant, wetting agent used in emulsion polymerization of PVAc/acrylics, textiles, cosmetics, shampoos, wallboard food-pkg. adhesives Features Stable to acid media Regulatory FDA21CFR 175.105 Canada DSL listed Properties Colorless to It. yel. cl. liq. mild sweet odor sol. in water, dimethyl sulfoxide m.w. 614 sp.gr. 1.08 dens. 9.01 Ib/gal vise. 40 cps m.p. -4 C acid no. 6 max. flash pt. (Seta CC) > 93 C pH 4.5-5.5 surf. tens. 33 dynes/cm 30% act. in water... 

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