219 results about "Hydroformylation" patented technology

The invention discloses a method for preparing 1, 3-propylene glycol by hydrating and hydrogenating acrolein, which comprises the following steps: carrying out hydration reaction by taking an acrolein aqueous solution as a raw material and taking acylated and aminated modified polystyrene resin as a catalyst; carrying out flash evaporation or gas stripping on the product after the reaction to remove acrolein, condensing and recovering the removed acrolein, and carrying out hydrogenation reaction on the acrolein-removed mixed solution serving as a hydrogenation raw material on a metal catalyst; and after the reaction is finished, performing flash evaporation on the product to remove water and light components, and performing vacuum rectification to obtain a high-purity 1, 3-propylene glycol product. According to the method, the modified resin is used for catalyzing the acrolein hydration reaction, the overall yield of the 1, 3-propylene glycol can be increased, the catalyst modification process is simple, the cost is low, the additional value of the final product is high, and the method is suitable for industrial production.

The invention discloses a system device and a method for producing aldehyde compounds through supergravity two-phase hydroformylation. The system device comprises a supergravity reactor, a buffer tank, a first circulating pump, a tower kettle heat exchanger, a circulating heat exchanger, a split-phase tank, a second circulating pump, a crude aldehyde transfer pump, a supergravity rectification unit, a tower kettle reboiler, a product extraction pump and a cold and hot all-in-one machine. According to the system device, under the condition that a polar solvent and a surfactant are not added, the two-phase hydroformylation reaction process can be greatly enhanced through the supergravity reactor, the technological process is shortened, and then a product is separated and purified through the supergravity rectification unit to obtain an aldehyde compound; the problems of low two-phase hydroformylation reaction efficiency, serious self-polymerization in a hydroformylation product purification process and the like in the prior art are solved; by utilizing the method, the olefin conversion rate is more than 90%, the aldehyde selectivity of the product is more than 99%, the purity of the purified product is more than 99%, and the loss amount of the catalyst is less than or equal to 0.5 mg / kg.

Ru catalyzed cascade hydroformylation / hydrogenation / esterification using imidazole ligands.

Bis-phosphites having 2-phenylphenol flanking structural units and their use in hydroformylation.

This invention discloses a ruthenium catalyst supported on a phosphine-containing porous organic polymer and its preparation method. The phosphine-containing porous organic polymer serves as both a support and a solid ligand. The phosphine-containing porous organic polymer ligand is a random copolymer, and its structure can be represented by general formula I. The ruthenium catalyst supported on the phosphine-containing porous organic polymer according to this invention has a large specific surface area and contains a hierarchical porous structure, enabling efficient direct preparation of alcohols from olefins via reductive hydroformylation, and is easily recyclable. It exhibits excellent activity and regioselectivity in the direct preparation of alcohols from olefins via reductive hydroformylation, with an alcohol selectivity of nearly 90% and a high ratio of straight-chain alcohols to branched-chain alcohols.

This invention belongs to the field of homogeneous catalysis technology, and particularly relates to a method for the hydroformylation of propylene to prepare isobutyraldehyde. The method includes: in the presence of a bidentate P-N ligand and a rhodium metal compound, introducing propylene and syngas to carry out a hydroformylation reaction to prepare isobutyraldehyde. The structural formula of the bidentate P-N ligand is as follows: [Insert structural formula here]. Wherein, R1 is selected from one of C2-C4 alkyl groups, substituted or unsubstituted phenyl groups; R2 is selected from one of hydrogen, C1-C4 alkyl groups, alkoxy groups, substituted or unsubstituted phenyl groups. This method provides a highly active P-N ligand, which, while reducing the amount of rhodium catalyst, maintains high activity and can significantly improve the conversion rate of propylene, as well as the selectivity and yield of isobutyraldehyde.

The present invention relates to a process for the preparation of polycyclic aliphatic dialdehydes by hydroformylation of polycyclic aliphatic diolefins in the presence of synthesis gas over an organophosphorus ligand modified metal catalyst system having a transition metal of the 8th-10th subgroup, wherein the hydroformylation is carried out by means of a water-soluble diphosphine or triarylphosphine complex catalyst at a pressure of greater than or equal to 0.5 MPa and less than or equal to 10 MPa and at a temperature of greater than or equal to 70° C. and less than or equal to 150°° C. in a homogeneous liquid reaction phase, the homogeneous liquid phase comprising at least one non-aqueous solvent, diolefin and / or mono- and / or dialdehydes thereof as reaction products and an aqueous catalyst solution, the proportions of these components in the solution being controlled so as to obtain a single-phase solution under the reaction conditions.

A process for producing an aldehyde is disclosed. The process comprises: hydroformylating an olefin to form the aldehyde using a hydroformylation catalyst; recovering an effluent stream comprising the aldehyde, hydrogen and the hydroformylation catalyst; passing the effluent stream to a stripper; contacting the effluent stream with a strip gas in the stripper to produce a stripped effluent stream having a lower hydrogen concentration than the effluent stream; and recovering the stripped effluent stream.

A process for producing branched aldehyde intermediates from alpha olefins, and further reacting said branched aldehyde intermediates via hydrogenation reactions, surfactant forming reactions and other chemical derivative forming reactions to produce branched alcohols, branched surfactants and other branched derivatives. A process for producing isomerized olefins, branched aldehydes, branched alcohols, branched surfactants and other branched derivatives through isomerization, hydroformylation, hydrogenation, surfactant forming reactions and other derivative forming reactions.

The present application provides a catalyst for preparing oxygen-containing compounds by olefin hydroformylation reaction, and a preparation method and use thereof, the catalyst is Fe x Co y M, the catalyst contains 0.1-15wt% M, 85-99.9wt% Fe and Co, the atomic ratio of x to y is 0.1-10, and M is a metal element. When the catalyst is used for preparing oxygen-containing compounds by olefin hydroformylation reaction, the conversion rate of olefin can reach 93-99.9%, and the selectivity of oxygen-containing compounds can reach 89-98.8%; and the catalyst is in a solid state during the reaction, which is easy to realize solid-liquid separation with the product, and also avoids the loss of the catalyst during the separation process.

The utility model belongs to the field of chemical reaction, and particularly relates to an automatic reaction system which comprises a microfluidic device, the microfluidic device is provided with a gas supply module for supplying gas, and the interior of the microfluidic device is used for hydrogenation reaction and hydroformylation reaction; the first mechanical arm module is used for moving a reagent; the first mechanical arm module and the micro-fluidic module are in signal connection with the control module. The utility model provides an automatic reaction system and aims to solve the problem of safety risk of manual operation in the prior art.

This invention provides a method for determining the deactivation temperature and deactivation characteristics of a hydroformylation catalyst, comprising: S1. preparing a hydroformylation reaction solution; S2. measuring the reaction solution and placing it in an adiabatic testing instrument to simulate a hydroformylation reaction, stopping the heating when the temperature reaches T0 and incubating the reaction under adiabatic conditions; recording the temperature change and obtaining the highest temperature T. m S3. After cooling the test ball, remove half of the reactant material, add the hydroformylation reaction raw material, and heat up to simulate the hydroformylation reaction. When the temperature reaches T1, stop heating and perform an adiabatic reaction. Record the highest temperature T. mf S4. Compare T1 and T m and T mf If T mf =T1, catalyst deactivation temperature is T m Irreversible inactivation; if T mf =T m The catalyst deactivation temperature is T m Reversible inactivation; if T mf >T m Remove the material from the test sphere and repeat steps S2 to S4. The judgment method of this invention has a short testing cycle, high safety, and eliminates the need for sample separation and component analysis. It provides guidance for research on catalyst operating limits and the selection of homogeneous catalyst recovery temperatures.

The present invention concerns a process for utilizing waste streams from an oxo synthesis plant by gasification and an oxo process plant comprising the necessary units for oxo synthesis and at least one gasifier G. The process comprises a conversion of a waste stream W1 purged from the alcohol upgrading unit ALUU and optionally also of a waste stream W2 purged from a hydroformylation reaction unit HRU. The conversion by a gasification process in at least one gasifier G results in synthesis gas which can then be utilized e.g., for as a feedstock for an oxo process or production of other chemicals in another chemical production plant.

The application provides a method and device for continuously preparing aldehyde compounds through a hydroformylation reaction. The method for continuously preparing aldehyde compounds through the hydroformylation reaction comprises the following steps: using a catalyst to catalyze an olefin raw material and synthetic gas to perform a hydroformylation reaction, so as to obtain a reaction product containing aldehyde compounds; and separating the reaction product, so as to obtain the aldehyde compounds and recover the catalyst. The hydroformylation reaction comprises a homogeneous reaction or a heterogeneous reaction. The method can solve the problem of a large amount of catalyst loss in the hydroformylation reaction in the prior art and is suitable for the field of Fischer-Tropsch synthesis.

A method for producing a higher alcohol from a waste plastic feedstock is disclosed, comprising: (a) providing a hydrocarbon feed stream comprising a pyrolysis oil feed obtained from pyrolysis of plastic waste, wherein the pyrolysis oil comprises at least 20 wt % higher olefins with a carbon number in the range C5-C20, based on its total hydrocarbon content; (b) contacting the hydrocarbon feed stream with synthesis gas under hydroformylation conditions in the presence of a hydroformylation catalyst and recovering a hydroformylation product; (c) subjecting the hydroformylation product to hydrogenation and / or a distillation to recover a higher alcohol product.

The invention belongs to the technical field of organic-inorganic compounding, and aims to solve the problem of treatment of temporomandibular joint osteoarthritis (TMJOA). Magnesium-gallic acid metal organic framework (Mg-GA MOF) particles are synthesized through a hydrothermal method, hyaluronic acid is subjected to hydroformylation and double-bond modification to obtain OHAMA, and the magnesium-gallic acid metal organic framework (Mg-GA MOF) particles and the OHAMA particles are compounded to prepare the MOF-Gel composite hydrogel. The hydrogel is injectable and high in tissue retention rate, has dual effects of inhibiting pyroptosis and promoting regeneration on condylar cartilage cells, can effectively promote cartilage repair, shows a good effect in TMJOA treatment, and has a wide application prospect.

The application discloses a rhodium-catalyzed desymmetrization hydroformylation method for constructing polychiral center carbon ring nucleosides. The method for constructing polychiral center carbon ring nucleosides comprises the following steps: under the condition of an inert atmosphere, an acetylacetone dicarbonyl rhodium metal precursor and a chiral ligand are added into an organic solvent to prepare a catalyst solution, the catalyst solution is mixed with a substrate, and a reaction is carried out under the condition of a hydrogen atmosphere and a carbon monoxide atmosphere; after the reaction is completed, filtration and purification are carried out, and polychiral center cycloalkyl aldehyde is obtained; and the aldehyde group is converted to obtain the polychiral center carbon ring nucleosides. The method for constructing polychiral center carbon ring nucleosides has the advantages of high selectivity, wide substrate compatibility, high reaction efficiency, easy conversion of products, and the like. The whole reaction process can obtain polychiral center cycloalkyl aldehyde in one step with extremely high enantioselectivity and diastereoselectivity, the aldehyde group is converted, polychiral center carbon rings can be obtained with high yield, high dr value and high ee value, and the method is simple and easy to operate.

A Method for the synthesis of ω-amino acids or derivatives thereof, includes the following steps synthesis of an ω-oxoester / linear acid by hydroformylation by CO / H2 mixture of at least one monounsaturated acid / ester, the monounsaturated acid / ester preferably resulting from a reaction of metathesis of oils / fats from renewable sources; synthesis of a linear ω-amino acid / ester and / or ω-aminoamide, subjecting the aforementioned ω-oxoester / linear acid to reductive amination; and possible synthesis of a linear ω-amino acid, subjecting the aforementioned linear ω-aminoester and / or ω-aminoamide to hydrolysis.

The present application relates to a kind of high selectivity synthesis method of secondary aldehyde.The synthesis method includes the following steps: adding catalyst, ligand, solvent into reaction device, and importing olefin and synthesis gas, so that the reaction system is under heating to carry out first stage reaction;After first stage reaction is carried out for 10-300 minutes, continue to import synthesis gas into reaction device, so that the pressure of reaction system is increased, and second stage reaction is carried out, to obtain secondary aldehyde;The pressure of reaction system during first stage reaction is 0.1-0.5 MPa;Olefin is terminal olefin or mixture containing terminal olefin.The present application first carries out low-pressure isomerization, then high-pressure hydroformylation, cooperates with specific kind of big steric hindrance monodentate phosphite ligand, controls the molar ratio of ligand and catalyst, and the three produce synergies, so that terminal olefin or terminal olefin in mixture material is first isomerized in situ, then together with original internal olefin is converted into target secondary aldehyde product with high selectivity.

This invention belongs to the field of heterogeneous Rh-based catalyst technology, and discloses a method for preparing a heterogeneous rh-based catalyst and its application. This invention prepares a heterogeneous rh-based catalyst using a one-pot method. By employing a reduction-reoxidation process, the content of different valence states of rhino in the rhino species on the surface of the heterogeneous rh-based catalyst is simply and precisely controlled, increasing the content of the most favorable δ+ valence state from 7.31% to 44.78%, thereby giving the catalyst higher hydroformylation activity. Under reaction conditions of 120℃ and a mixed gas pressure of 2 MPa, the styrene conversion rate reaches 73.9% and the aldehyde selectivity reaches 95.9% within 4 hours, which is superior to most heterogeneous rhino-based catalysts and close to that of homogeneous rhino catalysts. The heterogeneous rhino-based catalyst is prepared by the sol-gel method, which is simple in preparation and control. The prepared catalyst has a uniform rhino distribution, stable performance, and is beneficial for industrial applications.

Specifically, a process for controlling heavies in a recycle catalyst stream for use in a continuous hydroformylation process in which olefins are converted with synthesis gas in the presence of a hydroformylation catalyst to form an aldehyde product stream, followed by separation of the catalyst for recycle to the hydroformylation step, comprises removing a crude product stream from a hydroformylation reaction zone, the crude product stream comprising one or more aldehyde products, one or more heavy by-products, a transition metal-organophosphorus ligand complex catalyst, one or more unconverted reactants, and one or more inert lights; providing a water stream; combining the water stream with the crude product stream into an azeotropic vaporizer; removing from the vaporizer an overhead gas stream comprising the one or more aldehyde products, the one or more unconverted reactants, the one or more inert lights, a portion of the water, and a portion of the heavy by-products; a liquid recycle catalyst stream to be sent to the reaction zone, the liquid recycle catalyst stream comprising the transition metal-organophosphorus ligand complex catalyst, a remainder of the aldehyde product, and a remainder of the heavy by-products, as a residue stream from the azeotropic vaporizer, wherein at least 25% of the aldehyde product recovered in the overhead gas stream from the condenser is removed as a water azeotrope.

A catalytic one-pot process for the preparation of an alcohol is provided. The process comprises decomposition of methanol into synthesis gas, the hydroformylation of an optionally substituted alkene using said synthesis gas and hydrogenation to the corresponding alcohol. The catalyst system combines a hydroformylation catalyst and a transition metal complex catalyst.

The present invention addresses the problem of providing a method for producing TCD-DA having less impurities generated as by-products, by depositing materials in a reactor in a batch and performing a hydroformylation rection at a low pressure.　The method for producing tricyclodecane dialdehyde is characterized by depositing a catalyst, dicyclopentadiene, and a solvent in a reactor in a batch, increasing the pressure to 2.0-4.0 MPaG by means of a gas mixture of hydrogen and carbon monoxide, and performing a hydroformylation reaction in the gas mixture in which the molar ratio of hydrogen : carbon monoxide is 90:10 to 100:99.

The application provides a preparation method of 3-aryl / alkyl-beta-naphthyl ether compounds, and the preparation method comprises the following steps: reacting trimethyl orthoformate with 1,3-diaromatic propyl ketone compounds or 1-aryl-3-alkyl ketone compounds to obtain 3-aryl-beta-naphthyl ether compounds or 3-alkyl-beta-naphthyl ether compounds. The reaction condition of the application is mild, trimethyl orthoformate is cheap and easy to obtain, can be used as a methylation reagent and a carbon source for extending a carbon chain at the same time, the range of reaction substrates is wide, and the functional group tolerance is good; the reaction is efficient, the selectivity is high, the post-treatment is simple, the operation is simple, and the application is suitable for large-scale industrial production; the complex substrate prepared in advance in the traditional reaction is avoided, the metal catalyst necessary for the traditional reaction is not needed, the binaftyl alcohol precursor compounds can be prepared with high chemical selectivity, and a more simple and efficient route is provided for the olefin hydroformylation / hydroformyl esterification reaction for synthesizing bidentate ligands.

The invention relates to the technical field of synthesis of organic compounds, and discloses a synthesis method of boclean flood aldehyde, which is characterized in that 4-tert-butylstyrene is used as a raw material, and the boclean flood aldehyde is prepared through one-step hydroformylation reaction. Rh (CO) 2C5H7O2 and bis (2, 4-dicumyl phenyl) pentaerythritol diphosphite form a composite catalyst, the composite catalyst is matched with triethylamine organic alkali to react under specific process conditions, and a pure product is obtained through vacuum distillation. The method has the advantages of simple process, mild reaction conditions, raw material conversion rate of more than 98%, product yield of more than 80%, purity of more than 98%, easy reagent recovery and small environmental harm, and is suitable for industrial large-scale production.

The invention relates to the technical field of organic alcohol synthesis, and discloses a method for synthesizing isononyl alcohol. The method comprises the following steps: (1) mixing octylene, a rhodium catalyst and a phosphine ligand, then introducing synthesis gas into the obtained mixture, and carrying out hydroformylation reaction to obtain isononanal; (2) in the presence of a hydrogenation catalyst, mixing the isononanal with hydrogen for hydrogenation reaction; wherein the phosphine ligand is selected from two or more of triphenyl phosphite, tris (2, 4-di-tert-butylphenyl) phenyl phosphite, triphenylphosphine, 6, 6 '-{[5, 5'-dimethoxy-3, 3 '-bis (2-methyl-2-propyl)-2, 2'-biphenyl diyl] bis (oxy)} bis [dibenzo (d, f) (1, 3, 2) dioxaphosphoheptane] and 4, 5-bis (diphenylphosphine)-9, 9-dimethyl xanthene. According to the method, the conversion rate of mixed octylene in the hydroformylation process and the selectivity and yield of isononyl aldehyde can be remarkably improved, so that the yield of isononyl alcohol is improved, reaction conditions are mild, and the method has remarkable economic value and wide industrial application prospects.

The application provides a method for synthesizing branched aldehyde with high selectivity through a hydroformylation reaction. Through a simple two-step treatment method, only by changing one or more of the gas phase composition, temperature and pressure, the terminal olefin is isomerized into an internal olefin, and then the branched aldehyde product is synthesized with high selectivity through hydroformylation. The method uses a heterogeneous catalyst without phosphine ligand, is environment-friendly, and has the advantages of simple operation steps, cheap and easily available raw materials, and easy separation of the catalyst and the product.

To provide a good method for hydroformylation. [Solution] The present invention relates to a hydroformylation reaction method. In one embodiment, the hydroformylation reaction method includes (a) contacting an olefin with hydrogen and carbon monoxide in the presence of a homogeneous catalyst in a reactor to provide a reaction fluid, the reactor comprising one or more reaction zones; (b) removing a portion of the reaction fluid from a first reaction zone; (c) passing at least a portion of the removed reaction fluid through a shear mixer to generate bubbles in the portion of the removed reaction fluid, the hydrogen and carbon monoxide supplied to the reactor being introduced through the shear mixer; and (d) returning the removed reaction fluid to the first reaction zone through one or more nozzles, the returned reaction fluid coming out of each nozzle being a jet, the mixing energy density supplied to the reactor by the jet being 500 watts / m³ 3 That's all.

This invention discloses a bimetallic catalyst, its preparation method, and its applications. The bimetallic catalyst comprises pretreated graphene oxide and rhodium and nickel supported on the graphene oxide, wherein the molar ratio of nickel to rhodium is 1:10-300. The bimetallic catalyst of this invention exhibits higher activity and selectivity in the hydroformylation reaction of olefins, and also shows good recovery performance after the reaction. The separated catalyst composition can be recycled, reducing production costs and facilitating industrial production applications.

The invention discloses a method for establishing a prediction model of an olefin hydroformylation reaction result based on a random forest and XGBoost. The method comprises the following steps: a data acquisition step: extracting a data set for converting hydroformylation of related olefin into aldehyde from database query; the data set comprises reaction conditions and experimental results of aldehyde yield and linear selectivity; the reaction conditions of the olefin hydroformylation reaction comprise the structure of the pre-catalyst, the ratio of the substrate to the pre-catalyst, the solvent, the temperature, the time and the pressure; a feature extraction step: optimizing the data set based on the random forest, establishing a random forest model on the initial data set, giving importance evaluation of input parameters by the random forest model, quantitatively screening out important input parameters in an experimental result for predicting the olefin hydroformylation reaction, and processing the initial data so as to form an optimized data set; and a model establishment step: establishing an XGBoost model based on the optimized data set and optimizing the XGBoost model to obtain an intelligent prediction model.