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1256 results about "Hydroformylation" patented technology

Hydroformylation, also known as oxo synthesis or oxo process, is an industrial process for the production of aldehydes from alkenes. This chemical reaction entails the net addition of a formyl group (CHO) and a hydrogen atom to a carbon-carbon double bond. This process has undergone continuous growth since its invention: Production capacity reached 6.6×10⁶ tons in 1995. It is important because aldehydes are easily converted into many secondary products. For example, the resulting aldehydes are hydrogenated to alcohols that are converted to detergents. Hydroformylation is also used in speciality chemicals, relevant to the organic synthesis of fragrances and drugs. The development of hydroformylation is one of the premier achievements of 20th-century industrial chemistry.

Dimerized alcohol compositions and biodegradible surfactants made therefrom having cold water detergency

There is provided an alcohol composition obtained by dimerizing an olefin feed comprising C6-C10 linear olefins to obtain C12-C20 olefins, followed by conversion to alcohols, such as by hydroformylation. The composition has an average number of branches ranging from 0.9 to 2.0 per molecule. The linear olefin feed preferably comprises at least 85% of C6-C8-olefins. The primary alcohol compositions are then converted to anionic or nonionic surfactants, preferably sulfated or oxyalkylated or both. The sulfated compositions are biodegradable and possess good cold water detergency. The process for making the dimerized primary alcohol comprises dimerizing, in the presence of a homogeneous dimerization catalyst under dimerization conditions, an olefin feed comprising C6-C10 olefins and preferably at least 85 weight % of linear olefins based on the weight of the olefin feed, to obtain a C12-C20; optionally double bond isomerizing said C12-C20 olefins; and converting the C12-C20 olefins to alcohols, preferably through hydroformylation. The process is preferably a one-step dimerization. The homogenous catalyst comprises a mixture of a nickel carboxylate or a nickel chelate, with an alkyl aluminum halide or an alkyl aluminum alkoxide.
Owner:SHELL OIL CO

Preparation method of multiple cross-linked polysaccharide injectable hydrogel

The invention discloses a preparation method of multiple cross-linked polysaccharide injectable hydrogel. Modified water-soluble chitosan with carboxyl or hydroxyl groups as a first component and a hydroformylation-modified polysaccharide polymer or polysaccharide polymer mixer as a second component produce electrostatic action with each other and undergo a Schiff-base reaction to produce the hydrogel with a multiple cross-linked net structure. The multiple cross-linked polysaccharide injectable hydrogel has gelling time of 5-200s and has good mechanical properties. Through change of a chitosan and polysaccharide modification rate, a mole ratio of two components and solid content of hydrogel, gelling time, mechanical strength, microscopic morphology and water content are adjusted and controlled. The gel network contains a large amount of amino, carboxyl and aldehyde groups as active groups, the active groups can be bonded to drugs and proteins by covalent bonds, the multiple cross-linked polysaccharide injectable hydrogel as a novel medical material with excellent biocompatibility has a good application prospect in the fields of regeneration medical science, tissue engineering and drug controlled release.
Owner:SHANGHAI UNIV

Preparation method of first-class phosphorus functionalized ionic liquid and application of ionic liquid in hydroformylation

The invention relates to synthesis of first-class phosphorus functionalized polyether alkyl guanidinium ionic liquid, and an application of the first-class phosphorus functionalized polyether alkyl guanidinium ionic liquid in a homogeneous catalytic reaction. The functionalized ionic liquid of such class can be easily prepared by an ion exchange reaction between the polyether alkyl guanidinium ionic liquid and sulfonic acid type water soluble phosphine ligand. The designed phosphorus functionalized ionic liquid can be applied to organic reactions, including hydroformylation, hydroesterification, hydrocarboxylation and catalytic hydrogenation under the catalyzing of a transition metal; the dosage of the ionic liquid used in the catalytic reaction can be decreased; the activity of the catalytic reaction can be improved; a catalyst can be separated and cycled simply and conveniently.
Owner:QINGDAO UNIV OF SCI & TECH

Method for simultaneously producing 1,3-propylene glycol and 1,2-propylene glycol

The invention relates to a chemical material production method, in particular to a method for simultaneously producing 1,3-propylene glycol and 1,2-propylene glycol. Alkyl carboxylic acid vinyl ester carries out hydroformylation with carbon monoxide and hydrogen under the action of olefin hydroformylation catalyst, so that 3-alkylacyloxy propaldehyde and 2- alkylacyloxy propaldehyde are produced, the 3-alkylacyloxy propaldehyde and the 2- alkylacyloxy propaldehyde react with hydrogen under the action of aldehyde hydrogenation catalyst, so that 3-alkylacyloxy propyl alcohol and 2-alkylacyloxy propyl alcohol are produced, and the 3-alkylacyloxy propyl alcohol and the 2-alkylacyloxy propyl alcohol are hydrolyzed under the action of esterolytic catalyst, so that the 1,3-propylene glycol and the 1,2-propylene glycol are produced.
Owner:CHINA PETROLEUM & CHEM CORP +1

Aldehyde and alcohol compositions derived from seed oils

An aldehyde composition derived by hydroformylation of a transesterified seed oil and containing a mixture of formyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoformyl, greater than about 1 to less than about 65 percent diformyl, and greater than about 0.1 to less than about 10 percent triformyl-substituted fatty acids or fatty acid esters, and having a diformyl to triformyl weight ratio of greater than about 5 / 1; preferably, greater than about 3 to less than about 20 percent saturates; and preferably, greater than about 1 to less than about 20 percent unsaturates. An alcohol composition derived by hydrogenation of the aforementioned aldehyde composition, containing a mixture of hydroxymethyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoalcohol {mono(hydroxymethyl)}, greater than about 1 to less than about 65 percent diol {di(hydroxymethyl)}, greater than about 0.1 to less than about 10 percent triol, tri(hydroxmethyl)-substituted fatty acids or fatty acid esters; preferably greater than about 3 to less than about 35 percent saturates; and preferably, less than about 10 percent unsaturates. The alcohol composition can be converted into an oligomeric polyol for use in the manufacture of polyurethane slab stock flexible foams.
Owner:DOW GLOBAL TECH LLC

Supported bis(phosphorus) ligands and their use in the catalysis

Supported bis(phosphorus) ligands are disclosed for use in a variety of catalytic processes, including the isomerization, hydrogenation, hydroformylation, and hydrocyanation of unsaturated organic compounds. Catalysts are formed when the ligands are combined with a catalytically active metal, such as nickel.
Owner:INVISTA NORTH AMERICA R L

Hydroformylation process

A process for the production of 4-hydroxybutyraldehyde is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst system comprising a rhodium complex and a 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis[bis(3,5-di-n-alkylphenyl)phosphino]butane. The process gives high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde.
Owner:LYONDELL CHEM TECH LP

Preparation of supported catalyst for 1,4-butynediol

The invention relates to preparation of a supported catalyst for 1,4-butynediol. The supported catalyst used is characterized in that a mesoporous molecular sieve is used as a carrier, and soluble copper salt and bismuth are loaded on the carrier by an impregnation method so that the mass content of copper in the catalyst is 15-30%, and the mass content of bismuth is 1-6%. In the prepared catalyst, the particle size of copper oxide is 10-80nm, and the bismuth oxide is amorphous powder; the copper oxide and the bismuth oxide are uniformly distributed on the carrier and interact with the carrier; and the catalyst has high activity and high selectivity in producing 1,4-butynediol through an alkyne hydroformylation reaction, is more stable and wear-resistant than similar catalysts, and saves copper resources.
Owner:XINJIANG UNIVERSITY

Method for preparing load type rhodium catalyst for making high-carbon aldehyde using hydroformylation of higher olefins

A modified activated carbon supported rhodium type catalyst for high carbene hydrocarbon hydrogen formylation reaction is provided. The preparation of the catalyst comprises the techniques such as carrier pretreatment-activity rhodium solid-phase bound reagent combination, and used for gas-liquid-solid three phase catalyst system, which is characterized in that: a certain amount of alkali or alkaline earth metal hydroxide and salt modification activated carbon is used as a carrier, and the supported rhodium catalyst is prepared by using multiple impregnation method. The catalyst of the present invention is high in activity and selectivity. The catalyst is easy to be separated from products after reaction, capable of being used repeatedly, stable in performance, and suitable for the production process of high carbene hydrocarbon or mixed olefin hydrogen formylation made high carbon aldehyde, which has good industrial application value.
Owner:CHINA UNIV OF PETROLEUM (EAST CHINA)

Phosphinine compounds and metal complexes thereof

Phosphinines of formula (I) can be combined with metal salts to prepare hydroformylation catalysts. The phosphinine complexes have two phosphorus centers that may be substituted with a variety of hetero atoms or alkyl substituents to modify the ligand characteristics of the phosphinine. Phosphinine metal complexes are employed under normal hydroformylation reaction conditions. The preparatory routes to the phosphinine ligands of formula (I) allow for their convenient synthesis.
Owner:EVONIK OXENO GMBH (DE)

Stabilization of a hydroformylation process

An improved hydroformylation process involving reacting one or more reactants, such as an olefin, with carbon monoxide and hydrogen in the presence of a hydroformylation catalyst, to produce a reaction product fluid comprising one or more products, preferably aldehydes; wherein said process is conducted in a region of the hydroformylation rate curve that is negative or inverse order in carbon monoxide, which is sufficient to prevent and / or lessen deactivation of the hydroformylation catalyst; and wherein total pressure is controlled at a predetermined target value and / or vent flow rate is controlled at a predetermined target value, by adjusting a flow of a carbon-monoxide containing inlet gas, so as to prevent and / or lessen cycling of process parameters, e.g., reaction rate, total pressure, vent flow rate, and / or temperature.
Owner:DOW TECH INVESTMENTS

A kind of propylene hydroformylation catalytic system and method

The invention relates to a propylene hydroformylation catalyst system and a method for catalyzing synthesis of butyraldehyde. In the present invention, in the propylene hydroformylation reaction system catalyzed by triarylphosphine-Rh(I), by using appropriate types and quantities of additives, such as bisphosphite, the performance of the Rh(I) / triarylphosphine catalyst can be significantly improved The activity and the positive-iso ratio of butyraldehyde in the product (molar ratio of n-butyraldehyde / isobutyraldehyde>20), and significantly prolong the service life of the bisphosphite ligand, and significantly reduce the amount of triarylphosphine. This type of catalyst system is characterized by higher activity and selectivity than third-generation Rh(I) / triphenylphosphine catalysts and better stability than fourth-generation Rh(I) / bisphosphite catalysts, so The novel catalyst system provided by the present invention can overcome the shortcomings of the third and fourth generation catalysts, reduce the cost of industrialized production of propylene hydroformylation, and provide a new catalyst technology for its industrial application.
Owner:SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI +1

Two-stage reaction method for mixed butylene hydroformylation

The invention relates to an oxo-synthesis reaction method, particularly a method for preparing pentanal from mixed butylenes by a two-stage hydroformylation reaction. The method comprises the steps that after a first-stage hydroformylation is carried out with mixed butylenes containing 1-butylene and 2-butylene as raw materials, the reaction product containing catalyst in the discharged material is separated; the unreacted material is subjected to a second-stage hydroformylation reaction; catalyst in the two-stage products is separated and returned to two reaction vessels according to a certain proportion. The method solves the problem of reaction difference of two olefins, improves olefin utilization efficiency and reduces production cost; and is applied in a petrochemical field.
Owner:CHINA PETROLEUM & CHEM CORP +1

Heterogeneous catalysts for alkene hydroformylation reaction and preparation method thereof

The invention discloses a supported metal catalyst under double modification of an anchoring ligand and an auxiliary and a preparation method and application thereof. The catalyst comprises an active component, an auxiliary, a carrier and a ligand, wherein the active component is one or more of metals Rh, Ru and Co; the auxiliary is one or more of Al, K, Zn, Cu and Ag; the carrier is a molecular sieve SiO2, Al2O3, MCM-41 or SBA-15; the ligand is an N or P-containing organic ligand capable of acting with silicon hydroxyl. In the catalyst, the metal component and the auxiliary are directly fixed on the carrier, and then the anchoring ligand and the metal generate a coordination action to in-situ generate an active species; due to the double modification of the ligand and the auxiliary, the activity and stability of the catalyst are remarkably improved. The catalyst can be applied to alkene hydroformylation to prepare various organic aldehydes, has relatively high catalytic activity and excellent stability, and is easy to separate.
Owner:DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI

Process for preparing Cu-Zn-Al vapor hydroformylation catalyst and products therefrom

The invention belongs to catalyst technique field, concretely relates to a preparation method of catalyst for copper-zinc-aluminum gas phase aldehyde hydrogenation and product thereof, which solves the problems in existing technique that the preparation process of aldehyde hydrogenation catalyst is complex, repeatability is bad, catalyst crystal-size is heterogeneous, dispersion degree of active copper is not high, mechanical strength is small, selectivity to product is bad, especially when rising reactive temperature to enhancing reactive speed and heat energy efficiency, activity, selectivity and stability are bad. The method modifies the intermittent feeding mode to continuous feeding mode by step continuous coprecipitation method, specific surface and pore volume of catalyst is large, dispersion degree of active metal is high, catalytic activity is good, selective and stability have more improvement, and side reaction of esterification and etherification is reduced.
Owner:PETROCHINA CO LTD

Process for preparing alcohols from olefins by hydroformylation and hydrogenation

A process for preparing aliphatic alcohols that includes cobalt-catalyzed hydroformylation of olefins, treatment of a hydroformylation mixture with oxygen-containing gases in the presence of acidic, aqueous cobalt(II) salt solutions, separation of a mixture into an aqueous phase comprising cobalt salts and an organic phase comprising the aliphatic aldehydes, and hydrogenation of an aldehyde-containing organic phase wherein the organic phase and treatment with an adsorbent to separate off cobalt compounds prior to hydrogenation.
Owner:EVONIK DEGUSSA GMBH

Method for preparing aldehyde through linear chain olefin hydroformylation

The invention relates to a method for preparing aldehyde through linear chain olefin hydroformylation. According to the method, a continuous reaction mode is used for performing olefin hydroformylation reaction in a homogeneous catalyst system; a catalyst is a composite catalysis system composed of a rhodium complex, a biphenyl backbone or biphenyl backbone diphosphine ligands and triphenylphosphine or triphenyl phosphate monophosphorous ligands; a reaction solvent comprises butyraldehyde, valeraldehyde, toluene or isodecanol; when the catalyst system uses propylene or butene-1 as raw materials under the condition of a low molar ratio of the diphosphine ligands to the rhodium complex, contents of the aldehyde generated by hydroformylation of the propylene and the butene-1 is larger than 97% and 95% respectively; and when the catalyst system uses a mixture of the butene-1 and butene-2 as raw materials, and the content of n-valeraldehyde in hydroformylation reaction products can reach above 85%.
Owner:QINGDAO SANLI BENNUO CHEM IND +1

Heteroarylic-arylic diphosphines as chiral ligands

PCT No. PCT / EP97 / 06358 Sec. 371 Date Apr. 18, 1999 Sec. 102(e) Date Apr. 18, 1999 PCT Filed Nov. 14, 1997 PCT Pub. No. WO98 / 22484 PCT Pub. Date May 28, 1998Diphosphines of a mixed heteroarylic-arylic type, wherein the phosphine group carrying backbone is constituted by the interconnection of a five-atom heteroaromatic ring and a carbocyclic aromatic ring, forming an atropoisomeric chiral system with a C1 symmetry. Said chiral diphosphines are advantageously used as ligands for the formation of chiral complexes with transition metals, in particular Ru, Rh, Pd, Ir, Ni. The so-obtained chiral complexes are used as chiral complexes are used as chiral catalysts for stereocontrolled reactions, in particular diastereo and enantioselective reduction reactions, hydroformylation reactions, hydrosilylation reactions, hydrocyanation reactions, double-bond isomerisation reactions, other reactions of carbon-carbon bond formation.
Owner:CHEMI SPA

Catalyst for preparing linear-chain aldehyde in high-selectivity manner as well as preparation and application thereof

The invention discloses a high-selectivity method for preparing linear-chain aldehyde. According to the method disclosed by the invention, a phosphine-containing organic polymer self-loaded type high-dispersity metal catalyst is used, and olefin hydroformylation reaction is used for preparing the linear-chain aldehyde in a high-selectivity manner. The organic polymer self-loaded type catalyst takes one, two and three of metal Rh, Co, Pd, Ir and Rt as active components and a phosphine-containing organic polymer is used as a carrier, wherein the phosphine-containing organic polymer carrier is formed by co-polymerizing or self-polymerizing a multi-dentate organic phosphine ligand and a single-dentate organic phosphine ligand. The phosphine-containing organic polymer self-loaded type high-dispersity metal catalyst provided by the invention is applied to reactors including fixed beds, slurry beds, bubbling beds, trickle beds and the like. The method disclosed by the invention has very goodpresentation in the olefin hydroformylation reaction and can be used for producing a target product linear-chain aldehyde in the high-selectivity manner.
Owner:DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI

Method for preparing aldehyde compound by olefin hydroformylation

The present invention discloses a method for preparing an aldehyde compound by olefin hydroformylation. Under the action of a catalyst mother solution, the olefins and synthesis gas react to generate the aldehyde compound through gas-liquid contact. The catalyst mother solution is a rhodium carbonyl aqueous solution generated by a rhodium compound and a phosphorus ligand. Oil-water two-phase separation is performed after the reaction, the catalyst mother solution is recycled along with a water phase, the oil phase is separated into the aldehyde product and unreacted olefins, and the unreacted olefins are reused in reactions. According to the method disclosed by the present invention, water is used as a reaction solvent, and the catalyst is high in activity and can be recycled in a plurality of times. The method is simple in operation and good in economic benefit.
Owner:WANHUA CHEM GRP CO LTD

Collagen base freezing gel suitable for biological medical material and preparation thereof

The invention provides a collagen matrix freezing gel used for biomedical materials and a preparation method thereof. The collagen matrix freezing gel is the collagen extracted from skins or tendons of healthy domestic animals using the enzyme method with the molecular weight of 280 to 320kDa and a well maintained triple helical structure; the collagen reacts for 1 to 7 days in the condition of low temperature of 0 to minus 50 DEG C in a die after through cross linked and modified reaction with hydroformylation polysaccharide, then extrudes the die and is defrosted, thus forming the collagen matrix freezing gel. The preparation of the collagen matrix freezing gel of the invention in particular relates to the extraction of the collagen, the preparation of the hydroformylation polysaccharide and the synthesis of hydroformylation polysaccharide-collagen matrix freezing gel. The hydroformylation polysaccharide-collagen matrix freezing gel prepared by the invention improves the mechanical property, thermal stability and anti-enzyme degradation, etc., of pure collagen gels, and the freezing gel has the advantages of porosity, plasticity, hydrophilic property and non-toxicity, and can be used as biomedical materials such as bio-scaffold, cell cultivation, drug controlled release and biological dressings.
Owner:北京益而康生物工程有限公司

Process for the hydroformylation of olefins

A process for the catalytic hydroformylation of olefins having from 6 to 24 carbon atoms, in which the hydroformylation is carried out in one or more stage(s) and a mixture comprising at least one olefin and an aldehyde in a molar ratio of aldehyde to olefin of from 0.005:1 to 0.2:1 is used as feed in at least one of these stages which is carried out in the presence of an unmodified cobalt complex as catalyst.
Owner:EVONIK DEGUSSA GMBH +1

Chemical crosslinking type glucan hydrogel and preparation method thereof

The invention relates to chemical crosslinking type glucan hydrogel and a preparation method thereof, and belongs to the technical field of biomedical functional polymer materials. The preparation method comprises the steps that glucan is dissolved in water at room temperature and then placed in an ice-water bath, and sodium periodate is added to obtain a mixed solution; the mixed solution is stirred for reaction for 2-6 h on the room temperature and dark conditions; the stirred solution is dialyzed with a regenerated cellulose dialysis bag in deionized water, and after dialysis is completed, freeze drying is performed to obtain partial hydroformylation glucan solids with the hydroformylation degree of 40-60 percent; the obtained partial hydroformylation glucan solids are dissolved in the deionized water to obtain an aqueous hydroformylation glucan solution, a multi-amino crosslinking agent is added in the aqueous hydroformylation glucan solution to be mixed evenly at the room temperature, and then the glucan hydrogel is prepared. The chemical crosslinking type glucan hydrogel is prepared by taking natural glucan macromolecules with the good biosafety as a material basis through chemical crosslinking of the partial hydroformylation glucan and the multi-amino crosslinking agent.
Owner:KUNMING UNIV OF SCI & TECH
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