26655-94-7Relevant articles and documents
Synthesis and polymerization of novel fluorinated morpholino acrylates and methacrylates
Guyot, Bernard,Ameduri, Bruno,Boutevin, Bernard
, p. 233 - 240 (1995)
The synthesis of four fluorinated acrylates and methacrylates bearing a morpholino group in the lateral chain was achieved in four steps in very high yield: the radical addition of perfluoroalkyl iodides on to allyl acetate followed by an alkaline cyclization led to fluorinated epoxides.These compounds reacted with an excess of morpholine and yielded morpholinofluorinated alcohols that, condensed with acrylic or methacrylic anhydride, produced the expected fluorinated acrylic or methacrylic monomers, respectively.The behaviour in homopolymerization of such new olefins involved the study of the square of the propagation rate constant to the termination rate constant ratio (k2p/kte) by two different methods.The poor reactivity of these monomers has been shown by a GC kinetic study and also by the calculation of the yield.The values of k2p/kte show that they are two-hundred-times less reactive than usual fluorinated acrylic monomers.We finally propose a reactivity scale for such fluorinated monomers. - Keywords: Monoaddition; Acrylic derivatives; Kinetics; Morpholinofluorinated compounds; NMR spectroscopy; Mass spectrometry
METHOD FOR PRODUCING A HOMOGENEOUS CATALYST FOR THE TISHCHENKO REACTION
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Paragraph 0059, (2020/06/07)
The invention relates to a process for preparing a carboxylic ester by reacting an aldehyde in the presence of an aluminum alkoxide, wherein the aluminum alkoxide is obtained either by reacting an aluminum hydride with an aldehyde or by reacting a different aluminum alkoxide with a carboxylic ester.
Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone
Koyama, Minoru,Kawakami, Takafumi,Okazoe, Takashi,Nozaki, Kyoko
, p. 10913 - 10917 (2019/08/02)
Methacrylic esters, represented by methyl methacrylate (MMA), are widely used as commodity chemicals. Here, the one-pot synthesis of methacrylic esters from acetone, a haloform and alcohols in the presence of an organic base is described. Using DBU as the organic base for the reaction of acetone, chloroform and methanol in acetonitrile afforded MMA in 66 % yield. When the solvent was replaced by benzonitrile, the product MMA was successfully purified by distillation. Applicability of this process to various alcohols was also investigated to show ethyl, phenyl, CF3CH2, and n-C6F13CH2CH2 esters were obtained in moderate yields. The use of bromoform instead of chloroform resulted in the improvement of the yield, for example, methyl and n-C6F13CH2CH2 esters up to 81 and 70 %, respectively. The reaction with deuterated starting materials acetone-d6 and MeOH-d4, with DBU in acetonitrile afforded deuterated MMA (MMA-d8) in 70 % yield.
