- Dehydrogenative Silylation of Alkenes for the Synthesis of Substituted Allylsilanes by Photoredox, Hydrogen-Atom Transfer, and Cobalt Catalysis
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A synergistic catalytic method combining photoredox catalysis, hydrogen-atom transfer, and proton-reduction catalysis for the dehydrogenative silylation of alkenes was developed. With this approach, a highly concise route to substituted allylsilanes has been achieved under very mild reaction conditions without using oxidants. This transformation features good to excellent yields, operational simplicity, and high atom economy. Based on control experiments, a possible reaction mechanism is proposed.
- Yu, Wan-Lei,Luo, Yong-Chun,Yan, Lei,Liu, Dan,Wang, Zhu-Yin,Xu, Peng-Fei
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supporting information
p. 10941 - 10945
(2019/07/17)
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- Silica-Supported MnII Sites as Efficient Catalysts for Carbonyl Hydroboration, Hydrosilylation, and Transesterification
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Manganese, the third most abundant transition-metal element after iron and titanium, has recently been demonstrated to be an effective homogeneous catalyst in numerous reactions. Herein, the preparation of silica-supported MnII sites is reported using Surface Organometallic Chemistry (SOMC), combined with tailored thermolytic molecular precursors approach based on Mn2[OSi(OtBu)3]4 and Mn{N(SiMe3)2}2?THF. These supported MnII sites, free of organic ligands, efficiently catalyze numerous reactions: hydroboration and hydrosilylation of ketones and aldehydes as well as the transesterification of industrially relevant substrates.
- Ghaffari, Behnaz,Mendes-Burak, Jorge,Chan, Ka Wing,Copéret, Christophe
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supporting information
p. 13869 - 13873
(2019/11/11)
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- METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID ESTER
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The present invention relates to a method of preparing a methacrylic acid ester by performing a transesterification reaction while air blowing an alkyl methacrylic acid ester and an alcohol in the presence of a catalyst represented by chemical formula 1, to prepare a methacrylic acid ester. According to the present invention, a method of preparing a methacrylic acid ester may prevent a polymer from being generated and also increase yield when preparing a methacrylic acid ester without using an additional polymerization inhibitor.
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Paragraph 0045; 0048; 0049
(2017/06/02)
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- METHOD FOR THE PRODUCTION PROCESS OF BUTYL METHACRYLATE
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The present invention relates to a preparation method of butyl methacrylate, which comprises the steps of: a) preparing butyl methacrylate through ester exchange reaction of n-butanol and methyl methacrylate in the presence of titanium tetrabutoxide catalyst; and b) removing the catalyst by adding glycerol to butyl methacrylate after the ester exchange reaction. The preparation method of butyl methacrylate in the present invention improves removal rate of residual solvents remaining after recovering the products after the ester exchange reaction, and has the catalyst removal process at low costs.COPYRIGHT KIPO 2016
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Paragraph 0028-0030
(2017/01/09)
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- METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID ESTER
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The present invention relates to a preparation method of methacrylic acid ester. The preparation method of methacrylic acid ester comprises the steps of: a) preparing methacrylic ester by having an ester exchange reaction of alcohol and alkyl methacrylic acid ester in presence of an ester exchange catalyst and a polymerization inhibitor; and b) removing the catalyst by adding methanol and water after the ester exchange reaction. The preparation method of the present invention can improve removal rate while using easily obtainable water and methanol which is one of the products of the reaction.COPYRIGHT KIPO 2016
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Paragraph 0037-0040
(2017/02/09)
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- Method of manufacturing methacrylic acid ester
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The present invention relates to a method for producing methacrylic acid ester. More specifically, the present invention relates to a method for producing methacrylic acid ester, by carrying out an ester interchange reaction between methacrylate and alcohol in the presence of a catalyst and a polymerization inhibitor, which includes a step of calculating an equation for the degree of catalyst inactivity from a variable of the ester interchange reaction.(AA) Degree of catalyst inactivity, andPhi;(BB) Single input variable, andeta;COPYRIGHT KIPO 2016
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Paragraph 0073; 0074; 0075; 0082
(2017/04/04)
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- METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID
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The present invention relates to a continuous production method of butyl (meth)acrylate, in which methyl (meth)acrylate and butanol undergo an ester exchange reaction in the presence of an ester exchange catalyst and a polymerization inhibitor, and gasified unreacted methyl(meth)acrylate and produced methanol, through the ester exchange reaction, are removed as an azeotropic mixture from an azeotropic tower. In the continuous production method of butyl (meth)acrylate, the reflux ratio is controlled such that temperatures inside the azeotropic tower, converted to temperatures at atmospheric pressure, remain in the following ranges: 64-65anddeg;C at the uppermost part, 65-89anddeg;C at the middle part, and 89-102anddeg;C at the bottom part, and the azeotropic mixture contains 10 ppm or less of butanol. The amount of butanol contained in the azeotropic mixture to be removed from the azeotropic tower is minimized, and thus the continuous production method of butyl (meth)acrylate of the present invention has the advantage of eliminating the need for a separate isolation process.COPYRIGHT KIPO 2016
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Paragraph 0003; 0048-0051
(2017/06/02)
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- Process for preparation of methyl methacrylate by esterification during oxidation
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The invention relates to a process for preparation of methacrylic acid, comprising the steps: a) providing a feed composition comprising a main compound selected from isobutylene and tert-butyl alcohol and at least one co-compound selected from the group consisting of methanol, dimethyl ether and formaldehyde; b) subjecting the feed composition provided in step a) with at least a first part of said at least one co-compound to a catalytic reaction zone and obtaining an oxidation phase comprising methyl methacrylate and methacrylic acid. The invention also relates a process for preparation of methyl methacrylate, further comprising the step of: c) esterification of at least a part of the oxidation phase obtained in step b), to an apparatus for preparation of methacrylic acid, to an apparatus for preparation of methyl methacrylate, to a process carried out in the apparatus, to methacrylic acid, to methyl methacrylate, to methacrylate esters, to a process for preparation of a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer unit, to a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer, to a process for preparation of a composition, to a composition, to chemical products, and to the use of at least one of methacrylic acid, methyl methacrylate, methacrylate ester, a polymer and/or a composition in chemical products.
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Paragraph 0126
(2014/09/17)
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- Aerobic oxidative esterification of aldehydes with alcohols by gold-nickel oxide nanoparticle catalysts with a core-shell structure
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Oxidative esterification of aldehydes with alcohols proceeds with high efficiency in the presence of molecular oxygen on supported gold-nickel oxide (AuNiOx) nanoparticle catalysts. The method is environmentally benign because it requires only molecular oxygen as the terminal oxidant and gives water as the side product. The AuNiOx nanoparticles have a core-shell structure, with the Au nanoparticles at the core and the surface covered by highly oxidized NiOx. Aerobic oxidative esterification of methacrolein in methanol to methyl methacrylate is an important industrial method for the production of polymethyl methacrylate.
- Suzuki, Ken,Yamaguchi, Tatsuo,Matsushita, Ken,Iitsuka, Chihiro,Miura, Junichi,Akaogi, Takayuki,Ishida, Hiroshi
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p. 1845 - 1849
(2013/09/02)
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- Fluidic devices comprising photocontrollable units
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Photochromic materials that are useful for a variety of applications, including for making various unit functions of fluidic devices, particularly microfluidic devices, such as microchannels, valves and gates, using spiropyran materials, such as a polymeric composition comprising a spiropyran. In certain disclosed embodiments the spiropyran is admixed with a polymeric material. For example, the spiropyran may be intercalated into a polyalkylene or polyalkylene phthalate. The spiropyran also may be polymerized with at least one additional monomer to form a heteropolymer, such as by polymerization with styrene, styrene derivatives, acrylate and acrylate derivatives. The spiropyran compositions can be used to make, for example, a photoactuatable valve, a fluidic channel, etc. The valve may be associated with a microchannel, including photochromic microchannel. In certain disclosed embodiments, the valve, at least one microchannel, or both, are re-patternable by light exposure. Embodiments of a method for using a photochromic material in a microfluidic device also are disclosed. One disclosed embodiment concerns providing a microfluidic device comprising at least one re-patternable microchannel defined by a spiropyran photochromic material, at least one photoactuatable valve comprising the same or a different spiropyran photochromic material, or both. Spiropyran photochromic material is serially exposed to light of different wavelengths to move a fluid, to actuate a gate or valve, or both.
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- An efficient, practical and cost-effective polymer-supported catalyst for the transesterification of methyl methacrylate by 1-butanol
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A straightforward and cost-effective synthesis of a polymer-supported titanium alkoxide catalyst is reported. The described synthesis involves cheap, readily available and relatively non toxic chemicals, solvents and workup procedures. Efficiency and stability of the catalyst were tested in a laboratory-scale continuous flow reactor under equilibrium conditions over a month period. The average daily titanium leaching was estimated to less than 1% of the total amount of titanium engaged. To our knowledge, this result is the best obtained, to date, concerning the use of heterogeneous titanate for the catalysis of transesterification reactions.
- Baquey, Gaelle,Alves, Marie-Helene,Graullier, Magalie,Riondel, Alain,Paul, Jean-Michel,Birot, Marc,Deleuze, Herve
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experimental part
p. 868 - 872
(2010/04/23)
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- Process for preparation of methyl methacrylate using recycled methanol
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The invention relates to a process for production of methacrylic acid, to a process for production of methyl methacrylate comprising the process steps a) providing a feed composition comprising at least one C4 feed compound selected from isobutylene and tertiary butanol; b) providing methanol; c) subjecting the at least one C4 feed compound and the methanol to a first catalytic reaction zone to obtain a reaction phase comprising methyl tertiary butyl ether; d) separating at least a first part of methanol from the reaction phase to obtain a first methanol phase and a reaction phase depleted in methanol; e) subjecting at least one of the reaction phase and the reaction phase depleted in methanol to a second catalytic reaction zone to obtain a splitting phase comprising isobutylene and methanol; f) optionally separating at least a first part of isobutylene from the second reaction phase to obtain a first isobutylene phase and a splitting phase depleted in isobutylene; g) optionally subjecting the first isobutylene phase to a first purification zone; h) subjecting the optionally purified first isobutylene phase to a third catalytic reaction zone to obtain an oxidation phase comprising at least one C4 oxidation product selected from methacrolein and methacrylic acid; i) optionally subjecting the oxidation phase to a second purification zone; j) subjecting the optionally purified oxidation phase to a fourth catalytic reaction zone to obtain an esterification phase comprising methyl methacrylate; k) optionally subjecting the esterification phase to a third purification zone, to an apparatus for production of methacrylic acid, to an apparatus for production of methyl methacrylate, to a process carried out in the apparatus, to methacrylic acid, to methyl methacrylate, to methacrylate esters, to a process for preparation of a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer unit, to a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer, to a process for preparation of a composition, to a composition, to chemical products, and to the use of at least one of methacrylic acid, methyl methacrylate, methacrylate ester, a polymer and/or a composition in chemical products.
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Page/Page column 17
(2009/01/20)
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- Process for preparation of methyl methacrylate by esterification during oxidation
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The invention relates to a process for preparation of methacrylic acid, comprising the steps: a) providing a feed composition comprising a main compound selected from isobutylene and tert-butyl alcohol and at least one co-compound selected from the group consisting of methanol, dimethyl ether and formaldehyde; b) subjecting the feed composition provided in step a) with at least a first part of said at least one co-compound to a catalytic reaction zone and obtaining an oxidation phase comprising methyl methacrylate and methacrylic acid. The invention also relates a process for preparation of methyl methacrylate, further comprising the step of: c) esterification of at least a part of the oxidation phase obtained in step b), to an apparatus for preparation of methacrylic acid, to an apparatus for preparation of methyl methacrylate, to a process carried out in the apparatus, to methacrylic acid, to methyl methacrylate, to methacrylate esters, to a process for preparation of a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer unit, to a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer, to a process for preparation of a composition, to a composition, to chemical products, and to the use of at least one of methacrylic acid, methyl methacrylate, methacrylate ester, a polymer and/or a composition in chemical products.
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-
- Apparatus for producing hydroxyalkyl (meth) acrylate and process for producing the same
-
The present invention provides an apparatus for producing hydroxyalkyl(meth)acrylate and method for producing hydroxyalkyl(meth)acrylate, which can maintain high sealing performance even if the maintenance frequency of the blowdown valve is reduced. The apparatus for producing hydroxyalkyl(meth)acrylate of the present invention has a reaction vessel for synthesizing hydroxyalkyl(meth)acrylate, which has a blowdown valve placed in the reaction vessel, and the blowdown valve is opened when discharging contents of the reaction vessel and is a ball valve. The method of producing hydroxyalkyl(meth)acrylate of the present invention involves producing hydroxyalkyl(meth)acrylate using the aforementioned apparatus for producing hydroxyalkyl(meth)acrylate.
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Page/Page column 3
(2008/06/13)
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- Cosmetic preparations and use thereof, containing polyethylene waxes with improved organoleptic properties
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Cosmetic preparations comprising polyethylene waxes having improved organoleptic properties Cosmetic preparations and toothpastes, comprising polyethylene waxes, in particular micronized polyethylene waxes with improved organoleptic properties prepared by (co)polymerization of ethylene under high-pressure conditions using an aliphatic or alicyclic ketone as molecular weight regulator.
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- IMPROVED METHOD FOR THE CONTINUOUS PRODUCTION OF ALKYL(METH)ACRYLATES WITH MULTIPLE CATALYST RECYCLING
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The invention relates to an improved method for the continuous production of alkyl(methyl)acrylates by transesterification of methyl(meth)acrylate with alcohols that are heavy in comparison with methanol. A special processing technique makes it possible to obtain new levels of product quality. Very high space-time-overall yields can also be obtained. The invention is characterized by the multiple use of a homogeneous catalyst which thereby reduces the costs of auxiliary agents significantly.
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Page/Page column 17-18; 21
(2008/06/13)
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- Decreasing method of N-oxyl compound
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There is provided a superior decreasing method of an N-oxyl compound contained in an easily polymerizable material, according to which the N-oxyl compound contained in an easily polymerizable material can be sufficiently decreased and loss of the easily polymerizable material is little. The easily polymerizable material containing an N-oxyl compound and an acid are contacted with each other. In addition, not only the N-oxyl compound but also an organic titanium group compound contained in the easily polymerizable material can be sufficiently decreased.
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- Process for the conversion of aldehydes to esters
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A process for the conversion of aldehydes to esters, specifically acrolein or methacrolein to methyl acrylate or methyl methacrylate, respectively. Essentially in the absence of water, an aldehyde is contacted with an oxidizing agent to form an intermediate and then the intermediate is contacted with a diol or an alcohol to form an ester or diester. Preferably, the oxidizing agent is also a chlorinating agent. Specifically, acrolein or methacrolein is contacted with an oxidizing/chlorinating agent, such as t-butyl hypochlorite, and the chlorinated compound is contacted with an alcohol, such as methanol, to form methyl acrylate or methyl methacrylate, respectively. Generally, the order of addition is for the oxidizing agent to be added to the aldehyde, specifically for t-butyl hypochlorite to be added to acrolein or methacrolein, and for the diol or alcohol to be added to the intermediate, specifically for the methanol to be added to the reaction product of acrolein or methacrolein and t-butyl hypochlorite. The process of the present invention can be carried out in the absence or in the presence of solvent. Generally, better methyl acrylate or methyl methacrylate yields are obtained at lower reaction temperatures.
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Page/Page column 4
(2010/01/31)
-
- Production of methacrylates
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Methacrylates, particularly, esters of methacrylic acid with an alcohol having two or more carbon atoms or a polyhydric alcohol are produced by a one-stage reaction of α-hydroxyisobutyric acid and/or its ester with an alcoholic compound in the presence of a solid catalyst.
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-
- Ruthenium-catalyzed carbonylation of allene: Direct synthesis of methacrylates and methacrylamides
-
Carbonylation reactions of allene in alcohols and amines in the presence of a ruthenium carbonyl catalyst under mild conditions gave methacrylates and methacrylamides, respectively, in good yields with an atom economy of 100%.
- Zhou, Da-Yang,Yoneda, Eiji,Onitsuka, Kiyotaka,Takahashi, Shigetoshi
-
p. 2868 - 2869
(2007/10/03)
-
- Preparation of preparing substituted indanones
-
a process for the preparation of indanones of the formula II from, indanones of the formula I or of indanones of the formula IIa from indanones of the formula Ia comprises reacting an indanone of the formula I or Ia with a coupling component.
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-
-
- Production of methacrylates
-
Methacrylates, particularly, esters of methacrylic acid with an alcohol having two or more carbon atoms or a polyhydric alcohol are produced by a one-stage reaction of α-hydroxyisobutyric acid and/or its ester with an alcoholic compound in the presence of a solid catalyst.
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- A highly efficient preparation of methacrylate esters using novel solid phase titanium-based transesterification catalysts
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Highly active transesterification catalysts for the synthesis of sensitive methacrylate monomers can be conveniently prepared by reacting chlorotriisopropoxy titanium with cross-linked polystyrene beads functionalised with acetyl acetone or polyethylene glycol ligands.
- Lewis, Norman,Ribas, Christina,Wells, Andrew
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p. 957 - 959
(2007/10/03)
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- PRODUCTION OF METHACRYLIC ACID ESTERS BY THE HETEROGENEOUS CATALYTIC OXIDATION OF α-METHYLACROLEIN IN THE PRESENCE OF ALCOHOLS
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The possibility of producing methacrylic acid esters by the heterogeneous catalytic oxidation (phosphorus-molybdenum catalyst) of α-methylacrolein in the presence of different aliphatic alcohols has been shown.The general relationships governing the successive conjugated reactions of oxidation and esterification have been determined.
- Linde, V. R.,Kir'Yakova, O. V.,Syurakshin, A. V.
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p. 513 - 517
(2007/10/02)
-
- Hydrolytically degradable hydrophilic gels and the method for preparation thereof using N,O-dimethacryloylhydroxylamine as a cross-linking agent
-
The solution pertains to hydrolytically degradable hydrophilic gels consisting of the individual chains of hydrophilic polymer interconnected with crosslinks containing the structure unit STR1 The method for preparation of the hydrolytically degradable gels consists in subjecting hydrophilic monomers or their mixture to the radical polymerization or copolymerization, or to copolymerization with hydrophobic monomers, in the presence of a new compound--N,O-dimethacryloylhydroxylamine--as a crosslinking agent, and, if desired, in the presence of a solvent, whereas the amount of hydrophilic monomers is 50 to 99.8 molar percent related to all monomers present.
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-
- Hafnium-catalyzed transesterification
-
An ester of a carboxylic acid is prepared via a transesterification reaction which comprises reacting a lower alkyl ester of carboxylic acid with a higher alkyl alcohol in the presence of a catalyst consisting of a hafnium chelate derived from hafnium tetrachloride, bis(alkoxide)hafnium dichlorides, or hafnium tetraalkoxides in the presence of 1,3-dicarbonyl compounds.
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- ENZYMATIC ENANTIOSELECTIVE HYDROLYSIS OF 2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXYLIC ESTERS
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2,2-dimethyl-1,3-dioxolane-4-carboxylic acid derived chiral building blocks were prepared from substituted α,β-unsaturated acids with high enantiomeric purities by enzymatic hydrolysis of their n.butyl esters.
- Pottie, M.,Eycken, J. Van der,Vandewalle, M.,Dewanckele, J. M.,Roeper, H.
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p. 5319 - 5322
(2007/10/02)
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- CONTINUOUS PROCESS OF PREPARATION OF n-BUTYL(METH)ACRYLATE BY ESTERIFICATION OF (METH)ACRYLIC ACID BY BUTANOL ON THERMOSTABLE SULFO-CATION EXCHANGER.
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The authors propose an effective thermostable sulfo-cation exchanger based on polymers with a system of conjugated bonds, sulfopolyphenylene ketone (SPP). These exchangers differ from known cation exchangers due to their high thermostability (up to 250 degree C), and stability of the double bond in unsaturated monomers. The combination of inhibiting and cation exchange properties makes it possible to use these sulfo-cation exchangers in the processes of esterification of (meth)acrylic acids by alcohols without addition of special inhibitors (hydroquinone, ionol, etc. ). Sulfopolyphenylene ketone used as a catalyst in the preparation of n-butyl (meth)acrylates in a flow-type apparatus, without using special inhibitors of double-bond polymerization, has been shown to be highly effective.
- Zheleznaya,Karakhanov,Lunin,Magadov,Meshcheryakov,Mkrtychan,Fomin
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p. 1113 - 1114
(2007/10/02)
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- Method for producing methacrylic esters
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This invention relates to a method for producing methacrylic esters from by-products, derived from aldehydes in the Oxo process. Other esters of methacrylic acid as exemplified by ethyl, propyl and butyl methacrylates can also be obtained. Isobutyrdehyde is oxidized with oxygen or oxygen-containing gas to isobutyric acid which is then esterified with a C1 -C4 aliphatic alcohol and the resulting isobutyric ester is then oxidized in liquid phase with oxygen or oxygen-containing gas to form a hydroxy isobutyric ester derivative which is then subjected to dehydration.
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