Abstract: A process for producing propylene oxide comprising the following steps:

Abstract: A process for preparing oxirane compounds, which process comprises: (i) oxidizing an alkylaryl to obtain a stream comprising alkylaryl hydroperoxide, (ii) contacting at least a part of the alkylaryl hydroperoxide obtained in step (i) with an olefin in the presence of a catalyst to obtain a product stream comprising an oxirane compound and alkylaryl hydroxyl, (iii) optionally reacting part of the alkylaryl hydroperoxide obtained in step (i) to obtain a mixture comprising (a) phenol, and (b) a ketone and/or aldehyde, and (c) optionally by-products, (iv) separating oxirane compound from the product stream of step (ii) to obtain (a) a residual product stream and (b) oxirane, and (v) contacting at least a part of the residual product stream with hydrogen to obtain alkylaryl, wherein at least a part of said alkylaryl is recycled to step (i).

Abstract: A method for kinetically resolving a stereoisomer mixture of compounds using asymmetric epoxidation is provided. Compounds contain an olefin moiety providing one stereoisomer to be epoxidized at a higher rate than the other stereoisomer using a chiral ketone and an oxidizing agent.

Abstract: A process for preparing oxirane compounds, which process comprises:

Abstract: A process for forming an olefin epoxidation catalyst is described. The process comprises reacting a tert-alkyl trihydroxysilane with a titanium complex such that the ratio of Si:Ti is 7. The catalyst is very active and selective in olefin epoxidation.

Abstract: Process for the preparation of alkylene oxide, which process comprises passing a feed comprising an organic hydroperoxide and alkene through a bank of at least two serially connected reactors all containing a bed of heterogeneous epoxidation catalyst particles and operated in a cyclic mode, in which process: (a) the first reactor of the cyclically operated bank is put in a position further down this bank, when the activity of the epoxidation catalyst contained therein has decreased to an undesirably low level; (b) in this position the catalyst with decreased activity is contacted with the effluent from the reactor in the preceding position at a temperature which is at least 5° C. higher than the final temperature at which the catalyst was in use in the first position of the bank and for sufficient time to restore its activity to the desired level.

Abstract: An epoxide prepared by epoxidation of an olefinic compound by a peroixide compound in liquid medium is separated from the reaction medium by liquid-liquid extraction using an extraction solvent.

Abstract: A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.

Abstract: Zeolites containing silicon, titanium and tellurium oxides are prepared by a hydrothermal method which yields materials containing exceptionally high levels of catalytically active Ti species. Following calcination, the molecular sieves are active and selective catalysts for the epoxidation of olefins using hydrogen peroxide or organic hydroperoxide. The zeolites may have framework structures of varying topology, including MFI, MEL, BEA, ZSM-48, MTW or MCM-41.

Abstract: A process for the enantioselective epoxidation of C═C double bonds and use of the epoxides. The present invention provides a process for the enantioselective epoxidation of compounds of the formula I by means of a diastereomer and enantiomer enriched homopolyamino acid and an oxidizing agent. The epoxides prepared according to the invention are used as intermediates in organic syntheses.

Abstract: A titanium-containing solid catalyst used for producing an oxirane compound by reacting an olefin type compound with an organic hydroperoxide, wherein the catalyst is obtainable by at least one method selected from the following (1) to (3): (1) a titanium compound is supported on silica having an average pore diameter (D) measured by a mercury pressing method of 5 nm or more and having pore distribution in which at least 60% of pore volume is composed of pores having a pore diameter within the range of D±0.3 D (nm), and is calcined (2) silica is impregnated in water, then dried, and a titanium compound is supported on the silica, then calcined, (3) silica is impregnated in a titanium-containing impregnation solution satisfying the following [formula-1], and is calcined A/B≦0.2 [formula-1] A: mol number of metal titanium in the impregnation solution B: mol number of a silanol group existing in silica.

Abstract: Process for the manufacture of an organic compound in a water-containing liquid medium, according to which a mixture of reaction products comprising the organic compound, water and by-products is collected, at least a portion of the organic compound is separated from the mixture of reaction products, an effluent containing water and by-products is collected, an organic solvent is added to the effluent and the mixture containing the effluent and the solvent is subjected to a distillation treatment.

Abstract: A method for producing propylene oxide by reacting a hydroperoxide with propylene by a fixed bed flow reaction in the presence of a titanium-containing solid catalyst, wherein said catalyst is diluted with a diluent comprising a solid inorganic compound which is inactive to the reaction and has a heat conductivity at 400 K of about 10 Wm.sup.-1 K.sup.-1 or more.

Abstract: A method for producing silasesquioxane metal complexes of the formula (II)((R.sup.1 SiO.sub.1,5).sub.n (R.sup.2a SiO.sub.1,5).sub.m ((B).sub.q (O).sub.r)).sub.u (M).sub.v (Y).sub.win which R.sup.1 represents C.sub.5 -C.sub.10 -cycloalkyl, norbornyl or adamantyl; R.sup.2a represents oxygen; B represents H, OH, halogen, alkoxy, SiR.sup.3.sub.y in which R.sup.3 can be C.sub.1 -C.sub.4 alkyl, aryl or substituted silyl groups, and y represents 2 or 3, and R.sup.1 and R.sup.3 can be functionalized; M represents metals of the 4.sup.th to 7.sup.th subgroups of the periodic system of elements; Y represents C.sub.1 -C.sub.20 alkyl or aryl groups devoid of beta-hydrogen, silyl, alkoxy, OH, halogen, oxo, imido, fluorenyl, indenyl, cyclopentadienyl, in which the individual ligands can be substituted; n=6 or 7; m=0 or 1; q=0-2; r=0-2; u=1-4; v=1-4; w=0-12, in which a metal compound of the 4.sup.th to 7.sup.th subgroups of the periodic system of elements and at least one silasesquioxane compound of the formula (I)(R.sup.

Abstract: Highly active and selective epoxidation catalysts are prepared by combining high surface area silica support or the like, having surface area greater than 1100 m.sup.2 /g, with a titanium source. The titanium source is a non-oxygenated hydrocarbon solution of a titanium halide or a vapor stream of titanium tetrachloride. The impregnated support it then calcined at an elevated temperature (preferably, in a substantially oxygen-free atmosphere), and, optionally, reacted with water and/or silylated. The resulting materials are highly active heterogeneous epoxidation catalysts for the reaction of olefins to with organic hydroperoxides.

Abstract: A process for producing propylene oxide by reacting propylene with ethylbenzene hydroperoxide in the presence of a titanium-containing silicon oxide catalyst satisfying all of the following conditions (1) to (4):(1): an average pore size of 10 .ANG. or more,(2): a pore size of 90% or more of the total pore volume of 5 to 200 .ANG.,(3): a specific pore volume of 0.2 cm.sup.3 /g or more, and(4): a quarternary ammonium ion represented by the following general formula (I) is used as a template and then said template is removed by solvent extraction operation;[NR.sup.1 R.sup.2 R.sup.3 R.sup.4 ].sup.+ (I)wherein, R.sup.1 represents a linear or branched hydrocarbon chain having 2 to 36 carbon atoms, and R.sup.2 to R.sup.4 represent an alkyl group having 1 to 6 carbon atoms.

Abstract: Epoxides are prepared from olefins using bis(triorganosilyl) peroxides in the presence of activators based on metalic acid derivatives of the formula ##STR1## where M is a metal of transition groups IV to VII, in particular molybdenum, tungsten or rheniumL is an uncharged ligand selected from the group consisting of amine oxides, phosphine oxides, arsine oxides, phosphoric triamides, formamides and pyridine N-oxidesX is an inorganic ligandx is from 1 to 5y is 0, 1 or 2,Z is 1 or 2 andn is 1 or 2.

Abstract: A process for making an aromatic glycidyl ether epoxy compound by contacting an allyl ether made from the hydroxy moiety of a hydroxy-containing aromatic compound with an inorganic or organic hydroperoxide oxidant in the presence of a transition metal complex catalyst, wherein at least (a) the allyl ether is conformationally restricted or (b) the transition metal complex catalyst contains at least one or more stable ligands attached to the transition metal. The process of the present invention provides for epoxidizing aryl allyl ethers with high epoxidation yield (for example, greater than 70% to 90%) and high hydroperoxide selectivity (for example, greater than 70% to 90%).

Abstract: The propylene oxide and styrene co-production process generates a heavy residue byproduct containing metals, mainly sodium, which previously was adequate for use only as low quality fuel. According to the invention, the heavy residue is dehydrated in the presence of a strong inorganic acid at temperatures of 150-250.degree. C. and pressures below the atmospheric pressure to yield styrene and recover 2-phenylethanol, a compound used in the perfume industry, and a heavy residue substantially free of metals that may be used as fuel.

Abstract: The present invention relates to a heterogeneous polyimide-supported transition metal complex catalyst for epoxidation of olefin, which is prepared by impregnating a heat- and acid-resistant polyimide resin with a homogeneous metal catalyst of molybdenum, vanadium, tungsten or titanium, and a process for preparing epoxy compounds using the same. The heterogeneous polyimide-supported transition metal complex catalyst of the invention provides superior catalytic activity, selectivity and stability in the epoxidation of higher olefin. Further, the catalyst of the invention has strong resistance against heat and acid. Besides, the catalyst of the invention may provide the following advantages which are critical in industrial use: it permits relatively high yield of epoxy compounds; and, it can be easily separated from the reaction product, which eases recycling of the catalyst.

Abstract: Novel processes and intermediates useful in the preparation of Cryptophycin compounds are disclosed.

Abstract: Highly active and selective epoxidation catalysts are prepared by combining silica or the like with a non-oxygenated hydrocarbon solution of titanium halide, removing solvent, calcining at an elevated temperature (preferably, in a substantially oxygen-free atmosphere), and, optionally, reacting with water and silylating. The resulting materials are useful heterogeneous catalysts for transforming olefins to epoxides using organic hydroperoxides.

Abstract: A method is disclosed for preparing 3,3-dimethylbutyraldehyde by using silica gel to isomerize 3,3-dimethyl-1,2-epoxybutane, which in turn may be prepared by oxidation of dimethylbutene. Also disclosed is a method for oxidizing dimethylbutene with dimethyldioxirane to form 3,3-dimethyl-1,2-epoxybutane. The methods provide an economical means of preparing 3,3-dimethylbutyraldehyde.

Abstract: A titanium/silica epoxidation catalyst is prepared from silica which has been treated with strong aqueous acid solution, the catalyst is especially useful for propylene oxide production.

Abstract: Propylene is converted to propylene oxide in a highly efficient liquid phase process wherein temperature and pressure are both increased over the course of the epoxidation, which is preferably conducted in a continuous mode of operation. The catalyst used is a heterogeneous catalyst such as titanium silicalite or titania-on-silica. The oxidizing agent is an active oxygen species such as hydrogen peroxide or an organic hydroperoxide. When the desired yield of propylene oxide can no longer be maintained, the catalyst is replaced or regenerated.

Abstract: Ethylbenzene hydroperoxide suitable for epoxidizing an olefin using a heterogeneous titanium catalyst is provided by the sequence of:a) flashing acids containing ethylbenzene peroxidase to reduce the temperature thereof to 170.degree. F. or lower,b) contacting the flash bottoms with aqueous base and separating a base contaminated deacidified hydroperoxide stream from an organics contaminated aqueous stream,c) removing organics from the organics contaminated aqueous stream by extraction with ethylbenzene,d) separating base from the base contaminated deacidified hydroperoxide stream by water extraction, ande) stripping water from deacidified water extracted hydroperoxide stream.

Abstract: An olefin epoxidation process is operated using a plurality of reactor vessels, each containing a fixed bed of a heterogeneous catalyst such as titania-on-silica. The reactor vessels are connected in series whereby a feedstream comprised of olefin and an active oxygen species is passed through said series of reactor vessels in contact with the heterogeneous catalyst to accomplish conversion of the olefin to the corresponding epoxide. As the activity of the catalyst in an individual reactor vessel falls to an undesirably low level, said reactor vessel is taken out of service and a replacement reactor vessel containing fresh or regenerated catalyst introduced. The replacement reactor vessel may, in alternative embodiments of the process, be the first or the last reactor vessel in said series. For example, the feedstream may first be contacted with either the most active or the least active charge of catalyst within the series of reactor vessels.

Abstract: Disclosed is a process for producing an epoxidized product of olefins, which comprises oxidizing olefins in the presence of an oxidizing catalyst, using an alcohol medium solution of hydrogen peroxide produced by catalytically reacting hydrogen with oxygen in an alcohol medium.According to the present invention, an epoxidized product of olefins can be produced by using an alcohol medium solution of hydrogen peroxide in high selectivity without requiring an aqueous hydrogen peroxide solution of high concentration and producing a large amount of by-products.

Abstract: A reactor and process is for the production of oxirane compounds by reaction of an olefin such as propylene with an organic hydroperoxide using a solid contact catalyst, characterized by the following features:(1) the reactor is divided into a series of separate zones, each zone containing a bed of solid epoxidation catalyst;(2) conditions are maintained so as to provide the liquid phase without substantial vapor formation throughout the entire reactor;(3) cold reactor feed is provided which is preheated to reaction temperature by separate indirect heat exchange with reaction liquid from various of the separate reactor zones;(4) reaction liquid from the last of the series of reaction zones is reduced in pressure to form a gas-liquid mixture at a lower temperature, and this gas liquid mixture is heated by indirect heat exchange with the reaction liquid from at least one of the separate reactor zones.

Abstract: A process for preparing chiral epoxides using chiral manganese triazanonane complexes as oxidation catalysts. These catalysts have the general formula?Mn.sub.u (L).sub.v (OR).sub.w (.mu.O).sub.x (.mu.OAc).sub.y !X.sub.

Abstract: The liquid and gaseous products formed by reacting oxygen with isobutane in an oxidation reactor are separately processed; the liquid reaction product being charged to a distillation zone and separated into a lower boiling isobutane fraction and a higher boiling fraction comprising tertiary butyl alcohol and tertiary butyl hydroperoxide; the gaseous reaction product comprising inert gases and vaporized and/or entrained isobutane being cooled by an amount sufficient to condense isobutane contained therein for recycle to the oxidation reactor; the remaining gases, including isobutane being charged to a tertiary butyl alcohol absorber to obtain a solution of isobutane in tertiary butyl alcohol that is recycled to the distillation zone.

Abstract: A reactor and process is for the production of oxirane compounds by reaction of an olefin such as propylene with an organic hydroperoxide using a solid contact catalyst, characterized by the following features:(1) the reactor is divided into a series of separate zones, each zone containing a bed of solid epoxidation catalyst;(2) about 25-75% of the heat of reaction is removed by preheating cold reactor feed by direct contact with a heated recycle stream from the reactor; and(3) about 25-75% of the heat of reaction is accounted for by a reaction mixture temperature rise of 20.degree.-100.degree. F. and by vaporization of 15-40% of the net reactor product.

Abstract: An aqueous epoxidation process stream containing molybdenum and sodium values and organics is treated for organics removal as by incineration and an aqueous solution containing molybdenum and sodium is recovered, cooled, acidified and contacted with activated carbon and an aqueous stream reduced in molybdenum is recovered, further molybdenum reduction can be achieved by treatment with basic ion exchange resin.

Abstract: A process for producing propylene oxide which comprises reacting a raw material solution which is a solution of ethylbenzene hydroperoxide in ethylbenzene obtained by liquid phase autoxidation of ethylbenzene with propylene in the presence of a Ti-containing solid catalyst to give propylene oxide, said raw material solution being a solution prepared by washing a solution of ethylbenzene hydroperoxide in ethylbenzene obtained by liquid phase autoxidation of ethylbenzene with an aqueous alkali solution to bring a lactic acid concentration to 5 ppm by weight or less.

Abstract: A process for the epoxidation of olefins comprises contacting the olefin with urea-hydrogen peroxide in the presence of a rhenium oxide catalyst in an organic solvent.

Abstract: Prochiral ethylenically unsaturated substrates are converted to chiral epoxides by reaction with optically active hydroperoxides in the presence of titanium-containing zeolites such as titanium zeolite beta. The method is particularly suitable for producing epoxides from unsubstituted aliphatic olefins which have exceptionally high optical purity as measured by enantiomeric excess.

Abstract: A crystalline molecular sieve having a framework structure isomorphous with zeolite beta and containing Si and Ti, but essentially no framework Al, usefully catalyzes olefin epoxidation wherein hydrogen peroxide or an organic hydroperoxide is utilized as the oxidizing agent.

Abstract: A process for producing 3,4-caranediol of the formula [I] includes subjecting 3,4-epoxycarane, which is obtained by epoxidizing 3-carene under specific conditions, to a hydration reaction in the presence of a base catalyst in aqueous ethanol under pressure to obtain 3,4-caranediol.

Abstract: Epoxy-containing compounds which are essentially free of organic halides are prepared by (I) reacting an allyl derivative of an active hydrogen-containing compound with (II) a peroxygen-containing compound. The epoxy-containing compounds are useful in coatings, castings, laminates etc.

Abstract: The present invention provides a composition represented by the formula ##STR1## (wherein x is an integer of 3 to 7, y is an integer of 0 to 50, and R.sub.a and R.sub.b are H, methyl group, or propyl group and each of the R.sub.a and R.sub.b groups may be replaced with any of the other groups simultaneously) and useful as a raw material or modifier for resins for use in coating compositions, adhesives, epoxy resins, and the like, and further provides a process for producing a composition comprising compounds represented by the above formula (I) which process is characterized in that a compound represented by the formula ##STR2## is reacted with a lactone at 30.degree. to 20.degree. C. or compounds represented by the formula ##STR3## (wherein x, y, R.sub.a, and R.sub.b have the meanings as defined above) are epoxidized at 0.degree. to 80.degree. C. using a peroxide.

Abstract: The present invention relates to the epoxidation of olefins using cyclohexyl hydroperoxide as reactant, the improvement being using a secondary or tertiary alcohol such as cyclohexanol or tertiary butyl alcohol as a stabilizing agent during the epoxidation, the alcohol stabilizer being fed to the epoxidation reaction zone in an amount greater than 3 moles per mole of hydroperoxide fed to the epoxidation reaction zone.

Abstract: In the Oxirane process for epoxide production, at least part of the alcohol formed during isobutane or isopentane peroxidation is replaced by an inert solvent such as decane.

Abstract: The oxidation of olefinic compounds generally using hydroperoxides, especially aqueous solutions of hydrogen peroxide, can be effected in high yield and with good selectivity in the presence of a catalyst which is a mixture of small particles of titania and a titanosilicalite. Small particle size is essential in affording a catalyst with good activity and selectivity, with particle sizes no more than about 0.3 microns being the preferred mode of operation. Dilute aqueous hydrogen peroxide solutions may be used with good results. The resulting epoxidation, even when carried out at modest temperatures and with dilute aqueous hydrogen peroxide solutions, afford superior results in epoxidation relative to TS-1.

Abstract: A plural stage process for the production of tertiary butyl alcohol from isobutane wherein isobutane is reacted with oxygen in a first reactor to prepare a primary liquid reaction mixture comprising unreacted isobutane, tertiary butyl alcohol, tertiary butyl hydroperoxide and small amounts of oxygen-containing by-products, distilling the primary reaction product to provide a first lighter isobutane recycle distillation fraction and a first heavier liquid distillation fraction comprising the debutanized mixture of tertiary butyl hydroperoxide with tertiary butyl alcohol, diluting the first heavier liquid distillation fraction with an amount of tertiary butyl alcohol sufficient to provide a feed mixture comprising about 15 to 25 wt. % of tertiary butyl hydroperoxide, about 75 to 85 wt.

Abstract: The present invention provides a novel integration of an existing MTBE process unit with new propylene oxide producing facilities whereby through this integration new propylene oxide production is achieved without significant increase in MTBE production.

Abstract: A catalyst composition having high epoxidation activity and resistant to leaching of its metal comprises molybdenum, vanadium, tungsten and/or titanium complexed to an organic or inorganic support through the intermediacy of an imidazole ligand. The catalyst may be used in epoxidation of olefinic compounds.

Abstract: Tertiary butyl alcohol (TBA) is prepared by non-catalytically reacting isobutane with oxygen to provide a reaction product comprising isobutane, peroxides including tertiary butyl hydroperoxide and impurities, charging the de-isobutanized reaction product and a soluble hydroperoxide decomposition catalyst to a first hydroperoxide decomposition reactor fitted with a fractionating column to provide a liquid reaction product comprising TBA, catalyst, hydroperoxides, and contaminants, and a vaporized decomposition product, cooling said vaporized reaction product to provide a condensate, and recovering a portion as a TBA reaction product, charging the liquid reaction product to a second hydroperoxide decomposition reactor to substantially completely decompose the peroxides therein and to form a second hydroperoxide decomposition product, which is charged to a second distillation column and separated therein into a third lighter overhead fraction comprising TBA, and a third heavier liquid fraction comprising normal

Abstract: In a regulated process wherein propylene is reacted with tertiary butyl hydroperoxide in solution in tertiary butyl alcohol to produce propylene oxide and tertiary butyl alcohol in a reactor system comprising a first isothermal segment comprising a plurality of at least four sequentially interconnected internally cooled reactors, and a second adiabatic segment,an initial feed mixture is continuously charged to the first reactor, comprising propylene and a recycle stream composed of about 25 to about 75 wt.

Abstract: The oxidation of olefinic compounds generally using hydroperoxides, especially aqueous solutions of hydrogen peroxide, can be effected in high yield and with good selectivity in the presence of a titania-supported titanosilicate catalyst. Dilute aqueous hydrogen peroxide solutions may be used with good results. The resulting epoxidation, even when carried out at modest temperatures and with dilute aqueous hydrogen peroxide solutions, afford superior results in epoxidation relative to TS-1.

Abstract: The present invention comprises a process for the asymmetric synthesis of florfenicol, thiamphenicol or chloramphenicol, from a derivative of trans-cinnamic acid, comprising the steps:(a) converting the acid to an acid chloride using a chlorinating agent, and reducing the acid chloride to a trans allylic alcohol with a reducing agent;(b) asymmetrically epoxidizing the allylic alcohol of step (a), by reacting with t-butylhydroperoxide in the presence of a chiral epoxidation catalyst prepared from titanium (IV) isopropoxide and L-diisopropyltartaric acid, to form a chiral epoxide;(c) regioselectively opening the epoxide of step (b) by sequentially treating with sodium hydride, zinc chloride and dichloroacetonitrile to form an oxazoline;(d) stereoselective inversion/isomerization of the oxazoline of step (c) by sequentially treating with: (i) a lower alkylsulfonyl chloride and a tertiary amine base; (ii) sulfuric acid and water; (iii) an alkali metal hydroxide; to form an oxazoline;(e) optionally treating the ox