An object of the present invention is to provide a novel method for producing an α-fluoroacrylic acid ester compound.

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This problem is solved by a method for producing a compound represented by formula (1), wherein R.sup.1 and R.sup.2 are identical or different, and each represents an alkyl group or the like; and R.sup.3 is an alkyl group or the like, the method comprising step A of reacting a compound represented by formula (2) with R.sup.3—OH (3) and carbon monoxide in the presence of palladium, a double bond-containing compound (α), a diphosphine compound (β), and a base, to obtain the compound represented by formula (1) above.

Disclosed is a method for preparing methyl methacrylate (MMA), the method including: (1) separating isobutene containing saturated hydrocarbon (n-butane and iso-butane), via a catalytic distillation process from a stream of C.sub.4 hydrocarbons containing butadiene, n-butene, and isobutene; (2) producing methacrolein via a first oxidation reaction of the separated isobutene; (3) producing methacrylic acid via a second oxidation reaction of the produced methacrolein; and (4) esterifying the produced methacrylic acid with methanol. By having a high heat capacity, the amount of nitrogen added is minimized to reduce the size of the reactor and the amount of gas production at a rear end, which has a high economic feasibility due to the effect of reducing investment and investment cost.

Disclosed is a method for preparing methyl methacrylate (MMA), the method including: (1) separating isobutene containing saturated hydrocarbon (n-butane and iso-butane), via a catalytic distillation process from a stream of C.sub.4 hydrocarbons containing butadiene, n-butene, and isobutene; (2) producing methacrolein via a first oxidation reaction of the separated isobutene; (3) producing methacrylic acid via a second oxidation reaction of the produced methacrolein; and (4) esterifying the produced methacrylic acid with methanol. By having a high heat capacity, the amount of nitrogen added is minimized to reduce the size of the reactor and the amount of gas production at a rear end, which has a high economic feasibility due to the effect of reducing investment and investment cost.

The present invention relates to an unsaturated fluorinated ether or amine compound of formula (I) with low global warming potential and method of making the compound (I), where R.sub.H.sup.1 is and R.sub.H.sup.2 are independently selected from H or CH.sub.3, wherein when R.sub.H.sup.1 is CH.sub.3 then R.sub.H.sup.2 is H and when R.sub.H.sup.2 is CH.sub.3, then R.sub.H.sup.1 is H; X is O or N and when X is O, then n is 1 and R.sub.f is a linear or branched perfluorinated alkyl group comprising 1-10 carbon atoms and optionally comprising at least one catenated O or N atom; X is N, then n is 2 and (i) each R.sub.f is independently selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated O or N atom, or (ii) the two R.sub.f's are bonded together to form a ring structure optionally comprising at least one catenated O or N atom, wherein the ring of the ring structure consists of 5-7 atoms, no more than 10 carbon atoms, and is perfluorinated. The applications of the compound include solvent cleaning, electrolyte solvents or additives, heat transfer, and vapour phase soldering.

The present invention relates to an unsaturated fluorinated ether or amine compound of formula (I) with low global warming potential and method of making the compound (I), where R.sub.H.sup.1 is and R.sub.H.sup.2 are independently selected from H or CH.sub.3, wherein when R.sub.H.sup.1 is CH.sub.3 then R.sub.H.sup.2 is H and when R.sub.H.sup.2 is CH.sub.3, then R.sub.H.sup.1 is H; X is O or N and when X is O, then n is 1 and R.sub.f is a linear or branched perfluorinated alkyl group comprising 1-10 carbon atoms and optionally comprising at least one catenated O or N atom; X is N, then n is 2 and (i) each R.sub.f is independently selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated O or N atom, or (ii) the two R.sub.f's are bonded together to form a ring structure optionally comprising at least one catenated O or N atom, wherein the ring of the ring structure consists of 5-7 atoms, no more than 10 carbon atoms, and is perfluorinated. The applications of the compound include solvent cleaning, electrolyte solvents or additives, heat transfer, and vapour phase soldering.

A method for producing methyl methacrylate including: a distillation step including: supplying a reaction solution, which is obtained by subjecting methacrolein, methanol, and molecular oxygen to oxidative esterification in an oxidative esterification reactor and which contains the methyl methacrylate as a reaction product, to a first distillation column located at downstream of the oxidative esterification reactor, extracting a fraction containing the methacrolein and the methanol from a medium section of the first distillation column, and extracting a column bottom liquid containing the methyl methacrylate from a column bottom of the first distillation column, wherein a concentration of the methanol in the column bottom liquid is 1% by mass or more and 30% by mass or less.

A method for producing methyl methacrylate including: a distillation step including: supplying a reaction solution, which is obtained by subjecting methacrolein, methanol, and molecular oxygen to oxidative esterification in an oxidative esterification reactor and which contains the methyl methacrylate as a reaction product, to a first distillation column located at downstream of the oxidative esterification reactor, extracting a fraction containing the methacrolein and the methanol from a medium section of the first distillation column, and extracting a column bottom liquid containing the methyl methacrylate from a column bottom of the first distillation column, wherein a concentration of the methanol in the column bottom liquid is 1% by mass or more and 30% by mass or less.

A chemoselective and reactive Mn(CF.sub.3-PDP) catalyst system that enables for the first time the strategic advantages of late-stage aliphatic CH hydroxylation to be leveraged in aromatic compounds. This discovery will benefit small molecule therapeutics by enabling the rapid diversification of aromatic drugs and natural products and identification of their metabolites.

A chemoselective and reactive Mn(CF.sub.3-PDP) catalyst system that enables for the first time the strategic advantages of late-stage aliphatic CH hydroxylation to be leveraged in aromatic compounds. This discovery will benefit small molecule therapeutics by enabling the rapid diversification of aromatic drugs and natural products and identification of their metabolites.

The present invention relates to novel catalysts for oxidative esterification, by means of which, for example, (meth)acrolein can be converted to methyl (meth)acrylate. The catalysts of the invention are especially notable for high mechanical and chemical stability even over very long periods. This especially relates to an improvement in the catalyst service life, activity and selectivity over prior art catalysts which lose activity and/or selectivity relatively quickly in continuous operation in media having even a small water content.