- PROCESS FOR THE PRODUCTION OF ALLYL COMPOUNDS BY DEOXYDEHYDRATION OF GLYCEROL
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The present invention concerns acontinuous-flow process for the production of allyl compounds by deoxydehydration of glycerol comprising the following steps: (a)Forming a reactive solution by mixing glycerol (1) with: ?a carboxylic acid (2), and/or ?a triethyl orthoester, preferably triethyl orthoformate (TEOF); (b)Feeding the reactive solution to an inlet of a channel of a thermolysis microreactor module wherein the channel has an inner hydraulic diameter, D=4A/P, wherein A is the area and P the perimeter of a cross-section of the channel, of not more than 1000μm, (c)Exposing the reactive solution to thermolysis by driving a flow of the reactive solution along the channel from the inlet to an outlet, for a thermolysis time, t, at a pressure, P, and at a thermolysis temperature, T, larger than 200°C, to form thermolysis products including at least one allyl compound; and Recovering the thermolysis products at the outlet and separating the at least one allyl compound from the other thermolysis products
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Paragraph 0062
(2018/09/20)
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- Method for preparing formate-type compound
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The invention discloses a method for preparing a formate-type compound. The method comprises the following steps of: adopting an alcohol-type compound and 1,3-dihydroxyacetone as reaction raw materials, and under the existence of a composite catalyst and an oxidant, reacting for 2-48 hours in a reaction medium in a reactor at a reaction temperature of 25-100 DEG C so as to obtain the formate-typecompound. The method disclosed by the invention is simple, and is mild in reaction condition, and by the method, a target product can be obtained by low cost and high yield; the used catalyst has highcatalytic activity, and is easily separated from a reaction system to be repeatedly used; the whole process is environment-friendly, and the reaction raw material (1,3-dihydroxyacetone) is easily converted from a side product (glycerol) of biodiesel, so that the utilization of the glycerol is promoted.
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Paragraph 0039; 0047; 0048
(2018/07/30)
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- Revisiting the deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions
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The deoxydehydration (DODH) of glycerol towards allyl alcohol was revisited under continuous-flow conditions combining a microfluidic reactor setup and a unique reactive dynamic feed solution approach. Short reaction times, high yield and excellent selectivity were achieved at high temperature and moderate pressure in the presence of formic acid, triethyl orthoformate, or a combination of both. Triethyl orthoformate appeared as a superior reagent for the DODH of glycerol, with shorter reaction times, lower reaction temperatures and more robust conditions. In-line IR spectroscopy and computations provided different perspectives on the unique reactivity of glycerol O,O,O-orthoesters.
- Tshibalonza, Nelly Ntumba,Monbaliu, Jean-Christophe M.
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supporting information
p. 3006 - 3013
(2017/07/15)
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- A Method for Preparation of Allyl Formate
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The present invention relates to a manufacturing method of allyl formate and allyl formate manufactured thereby, for reacting at reaction temperature of 220-250°C by inserting 5 to 10 equivalent weight of formic acid, with respect to 1 equivalent weight of glycerol. According to a manufacturing method of allyl formate of the present invention, a conversion rate, selectivity, and a yield of allyl formate can be significantly increased by using special synthesis condition.
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Paragraph 0027; 0028; 0029; 0047
(2016/10/10)
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- Method for preparing allyl alcohol
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Disclosed is a method for preparing allyl alcohol, wherein glycerol and formic acid are reacted under specific synthesis conditions, thus remarkably increasing the concentration of allyl alcohol in the liquid reaction products and minimizing the production of allyl formate byproduct and the production of unreacted formic acid.
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Page/Page column 4; 5
(2015/09/23)
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- An efficient didehydroxylation method for the biomass-derived polyols glycerol and erythritol. Mechanistic studies of a formic acid-mediated deoxygenation
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An efficient 1,2-deoxygenation method, involving an unexpected mechanism, was found for simple diols and for biomass-derived polyols (glycerol and erythritol) that results in the conversion of the 1,2-dihydroxy group to a carbon-carbon double bond.
- Arceo, Elena,Marsden, Peter,Bergman, Robert G.,Ellman, Jonathan A.
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supporting information; experimental part
p. 3357 - 3359
(2009/12/26)
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- CONVERSION OF GLYCEROL FROM BIODIESEL PRODUCTION TO ALLYL ALCOHOL
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A method of synthesis of allyl alcohol from glycerol, whereby allyl alcohol is produced at a yield of about 80% or greater. The method comprising the heating of a reaction mixture of glycerol and a carboxylic acid under an inert atmosphere and distilling allyl alcohol from the reaction mixture.
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Page/Page column 4-5
(2008/12/07)
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- PROCESS FOR PREPARING ACRYLIC ACID
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A process for preparing acrylic acid, in which an acrylic acid-comprising product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid is fractionally condensed in a condensation column provided with internals ascending into itself with side draw removal of crude acrylic acid and with liquid phase draw removal of acrylic acid-comprising acid water, and acrylic acid present in acid water is taken up into an extractant and then removed from the extractant and recycled into the condensation column, or taken up in aqueous metal hydroxide, or sent to further purification of the crude acrylic acid.
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Page/Page column 16
(2008/12/07)
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- METHOD OF CONTROLLING PESTS
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The present invention relates to pest control compositions and a method of employing as essential active ingredients formic acid derivatives. Several compositions based on various formic acid derivatives were prepared for pest control .
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Page/Page column 2
(2008/06/13)
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- Silphos [PCl3-n(SiO2)n]: A heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate
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Alcohols and amines are formylated and acetylated in the presence of Silphos [PCl3-n(SiO2)n] in ethyl formate and ethyl acetate in high to excellent yields. This procedure provides a method to separate the product by a simple filtration.
- Iranpoor, Nasser,Firouzabadi, Habib,Jamalian, Arezu
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p. 7963 - 7966
(2007/10/03)
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- Liquid phase oxidation of alkenes with nitrous oxide to carbonyl compounds
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A variety of substrates including linear, cyclic, heterocyclic alkenes and their derivatives were tested in the liquid phase non-catalytic oxidation with nitrous oxide (N2O). The structure and composition of the alkenes have a significant effect on the reaction selectivity. With many alkenes, N 2O oxidation provides a selective way for the preparation of carbonyl compounds. The generation of carbene (or diazomethane) species is a remarkable feature of the oxidation of terminal alkenes.
- Starokon,Dubkov,Babushkin,Parmon,Panov
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p. 268 - 274
(2007/10/03)
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- The preparation of esters of formic acid using boron oxide
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Boron oxide has been found to act as an efficient reagent in the preparation of a number of formate esters by the direct esterification of formic acid with the alcohol.The reaction is most appropriate for primary and secondery alcohols, including unsaturated alcohols.The formate ester so produced is free of contamination by unreacted alcohol.
- Carlson, Charles G.,Hall, Judith E.,Huang, Yan Y.,Kotila, Sirpa,Rauk, Arvi,Tavares, Donald F.
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p. 2461 - 2463
(2007/10/02)
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- One-Pot Conversion of Primary Alkyl Chlorides and Dichlorides into Alcohols, Diols, and Ethers via Formic Ester Intermediates under Phase-Transfer Conditions
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A procedure for the synthesis of alkyl formates, 1,ω-alkanediyl diformates, and unsaturated analogs from alkyl (or 2-alkenyl) halides and sodium formate under solid/liquid phase-transfer conditions is reported.For conversion into alcohols or diols, respectively, the formic esters can be directly hydrolyzed in the reaction mixture of their preparation.Using a related procedure, cyclic ethers are prepared from 1,ω-dichloroalkanes, sodium formate, and potassium hydroxide under solid/liquid phase-transfer conditions.
- Zahalka, Hayder A.,Sasson, Yoel
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p. 763 - 765
(2007/10/02)
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- Solvolysis of Allyl Arenesulfonates. Cautionary Comments concerning the NOTs Scale of Solvent Nucleophilicities
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The rates of solvolysis of five allyl arenesulfonates are analysed in terms of the extended Grunwald-Winstein equation.The l values are constant but the m values decrease slightly as the nucleofugality of the leaving group increases.The solvent nucleophilicity (NOTs) values presently available in the literature are based upon a m value for methyl p-toluenesulfonate (tosylate) solvolysis of 0.3; it is demonstrated that a value of 0.55 is more appropriate.The previously reported l values and correlation coefficients for tosylate ester solvolyses are accurate and the "ap parent" sensitivities to solvent ionizing power (m values) are easily corrected.However, for use in conjunction with solvent ionizing power scales for other leaving groups, NTs values based on the appropriate m value or, alternatively, NEt3O+%& values (based on triethyloxonium ion solvolysis) are required.
- Kevill, Dennis N.,Rissmann, Thomas J.
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p. 3062 - 3064
(2007/10/02)
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- CORRELATION OF THE RATES OF SOLVOLYSIS OF ALLYL AND BENZYL ARENESULPHONATES
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Analysis of the specific rates of solvolysis of allyl arenesulphonates in terms of the extended Grunwald-Winstein equation indicates a marked dependence on both the solvent nucleophilicity (high/value) and the solvent ionizing power (high m value).As the charge delocalization in the leaving group increases, both l and m values fall.For allyl toluene-p-sulphonate solvolysis in 28 solvents at 50.0 deg C, values for l(0.83) and for m (0.63), based on the use of NKL and Y values, are very similar to the equivalent values of 0.90 and 0.67 previously reported for benzyl toluene-p-sulphonate solvolysis.Related extended Grunwald-Winstein analyses are considered and the need for variety in the choice of solvents is emphasized.
- Kevill, Dennis N.,Rissmann, Thomas J.
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p. 717 - 720
(2007/10/02)
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- Preparation of N-Formylpyridones - Selective Esterification of Primary, Secondary and Tertiary Alcohols with N-Acylpyridones
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Formylation of monohydroxypyridines 1-3 with formic acid in the presence of dicyclohexylcarbodiimide in dichloromethylene yields N-formyl-4- (4), N-formyl-2-pyridone (5), and 3-(formyloxy)pyridine (6), resp.These acylpyridones react with prim., sec., and tert. alcohols with selectivity decreasing reactivity to give the formyl esters 7.
- Effenberger, Franz,Keil, Michael,Bessey, Eberhard
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p. 2110 - 2119
(2007/10/02)
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