32 results about "Formylation reaction" patented technology

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 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.

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 application discloses a norpinane alkyl carbazole enhanced fluorescent probe for detecting viscosity and a preparation method and application thereof. The application takes norpinone as raw material, and performs a cyclization reaction with phenylhydrazine hydrochloride to obtain a compound TC; the compound TC is subjected to N-alkylation reaction with N,N-dimethyl-3-chloropropylamine to obtain a compound TC-AP; the compound TC-AP is subjected to formylation reaction with phosphorus oxychloride to obtain a compound TC-AP-F; and the compound TC-AP-F is subjected to condensation reaction with 4-(cyanomethyl)-1-methylpyridin-1-yl iodide to obtain a fluorescent probe TC-AP-A. The probe TC-AP-A can specifically recognize viscosity, and the red fluorescence of the solution is gradually enhanced with the continuous increase of the viscosity of the system, and the minimum detection limit is 1.41 cP. The probe has the advantages of simple synthesis, good selectivity, high sensitivity, good biocompatibility, low toxicity and the like, and has a good application prospect.

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 porous carbon-supported copper catalyst, its preparation method, and its application, belonging to the field of catalyst preparation technology. The invention uses three-dimensional interconnected ordered porous carbon (NCP) with a large-pore structure as a support, tetraphenylporphyrin copper(II) and tetraphenylporphyrin as nitrogen and copper sources, and KOH or NaOH as activators. An NCP precursor adsorbed with tetraphenylporphyrin copper(II), tetraphenylporphyrin, and an alkaline component is obtained through a two-step adsorption process. This precursor is then pyrolyzed at 600-900℃ under nitrogen protection, cooled to room temperature, and washed with water to obtain the porous carbon-supported copper catalyst (NCP@NC-Cu). This catalyst retains a three-dimensional interconnected porous structure, with the active component (copper species) mainly distributed within the pores of the NCP support, and possesses a large specific surface area and abundant nitrogen. The catalyst was applied to the N-formylation reaction of amines with CO2 and H2 to prepare formamide compounds, exhibiting excellent catalytic activity, recyclability, and good substrate versatility, showing promising application prospects.

The present application relates to the chemical technology field, specifically to a kind of preparation method of high-purity o-vanillin.The method uses o-methoxyphenylamine as starting material, with chloral hydrate and hydroxylamine hydrochloride is condensed, hydroxylamine oximation reaction, and cyclization reaction is carried out under strong acid condition, and compound 2 is generated;Compound 2 is oxidized under strong base condition, and compound 3 is generated;Compound 3 is esterified with primary alcohol to generate corresponding ester, and then reduction hydrogenation reaction is carried out under the action of strong reducing agent, and compound 4 is generated;Compound 4 is reacted with oxidizing agent in the presence of nitroxyl radical catalyst, and compound 5 is generated;Compound 5 carries out diazotization hydrolysis reaction, and o-vanillin is generated.The method avoids the problem of regioselectivity of traditional formylation reaction through specific reaction sequence, eliminates the generation of isomer impurities from the source, realizes the efficient, environmentally friendly, economic synthesis of high-purity o-vanillin, and provides high-quality raw material guarantee for downstream pharmaceutical.

The application discloses a supported gold-silver alloy nanocluster composite catalyst and application thereof in catalyzing N-formylation of amine. 13 Ag 12 (PPh2Py) 10 Cl8] + (PF6) ‑ wherein PPh2Py is diphenyl-2-pyridine phosphine. The catalyst is used in N-formylation of amine, the yield reaches 88%, catalytic conditions are mild, the catalyst is easy to recycle and can be used for multiple catalytic cycle experiments, and the catalyst is suitable for various amines, thereby providing a reference for selection of a catalyst for subsequent N-formylation.

This invention belongs to the fields of pharmaceutical raw material preparation and compound preparation, specifically relating to a method for preparing calcium folinate. The method includes: irradiating folic acid in a solvent with low light intensity in the presence of a photocatalyst and hydrogen donor I to achieve a first-stage hydrogen transfer reduction; after the concentration of dihydrofolate in the system reaches its peak, adding hydrogen donor II for high-intensity irradiation to achieve a second-stage hydrogen transfer reduction; then stopping the irradiation and sequentially performing a formylation reaction and a calcium salt precipitation reaction to obtain calcium folinate. The method provided by this invention not only enables a one-pot reaction but also improves the yield of calcium folinate, showing broad application prospects.

This invention relates to the technical field of molecular sieve catalysts, specifically to a composite catalyst, its preparation method, and its application. The composite catalyst contains a silicon-containing molecular sieve, an active metal Rh, and carbon materials; wherein the active metal Rh and a portion of the carbon materials are simultaneously distributed within the pores of the silicon-containing molecular sieve, with the remaining carbon materials distributed on the outer surface of the silicon-containing molecular sieve; in the composite catalyst, the weight ratio of SiO2:elemental Rh:carbon materials (based on elemental C) in the silicon-containing molecular sieve is 100:(0.01-5):(0.1-12). This catalyst, used in the hydroformylation reaction of olefins, results in high conversion rates of substrate olefins, high selectivity for aldehyde products, and a high ratio of normal to isomers of aldehyde products. Furthermore, the active metal in the catalyst exhibits strong stability during the reaction, is not easily lost, has a long catalyst lifetime, and facilitates the separation of the catalyst from the product.

Hydroformylation process by reaction between at least one alkene and a gaseous mixture comprising at least carbon monoxide and dihydrogen in the presence of porous catalytic capsules dispersed in at least one organic liquid phase L1. Said porous catalytic capsules, formed from a Pickering emulsion, consist of a liquid core comprising at least one liquid phase L2 comprising at least said hydroformylation catalyst and a porous crust formed by solid particles crosslinked by a crosslinking agent.

A reductive hydroformylation process by reaction between at least one alkene and a gaseous mixture comprising at least carbon monoxide and dihydrogen in the presence of porous catalytic capsules dispersed in at least one organic liquid phase L1. Said porous catalytic capsules, formed from a Pickering emulsion, consist of a liquid core comprising at least one liquid phase L2 comprising at least said reductive hydroformylation catalyst and a porous crust formed by solid particles crosslinked by a crosslinking agent.

The application provides a production device and method and application of acetoxypropanal prepared by a hydroformylation reaction. Under the hydroformylation condition, ethylene acetate, synthesis gas and a hydroformylation catalyst are fed into a first reaction unit to perform a contact reaction. After partial cooling, a first liquid phase product is recycled, and unreacted synthesis gas, a recycled catalyst solution, a crude product and an unreacted stream are sequentially separated by each separation unit. The unreacted stream is fed into a second reaction unit together with another synthesis gas to continue the contact reaction. After light components are separated from the liquid phase product, the catalyst solution is returned to the front separation unit. The technical scheme provided by the application rationally arranges the material flow direction, saves energy consumption and material consumption, effectively improves the reaction efficiency of the reaction unit, reduces the device scale of the reaction unit, reduces the side reaction and can flexibly control the catalyst proportion of each reaction unit.

The present application relates to the technical field of catalyst, in particular to a nickel-based catalyst for olefin hydroformylation reaction, the catalyst comprises an active ingredient and a C carrier, the active ingredient comprises Ni and an auxiliary agent, the active ingredient is loaded on the C carrier, the auxiliary agent is selected from alkali metal and / or alkaline earth metal, the content of the Ni is 0.2-20 wt% based on the total mass of the catalyst, and the content of the auxiliary agent is 0.1-5 wt%. The catalyst has the advantages of low cost, relatively simple preparation process and potential for industrial production application; the catalyst can generate activity phase transition in a relatively short time, thereby effectively improving the overall olefin conversion rate and the selectivity of the product, reducing the occurrence of side reactions; and effectively realizing the preparation of propionaldehyde and propanol by ethylene hydroformylation.

The present application relates to a kind of catalytic system for olefin hydroformylation reaction and the method of olefin hydroformylation reaction;Catalytic system includes: fluorine-containing bisphosphinite ligand Ln and rhodium-manganese bimetallic synergistic system.The present application also relates to the preparation method of fluorine-containing bisphosphinite ligand Ln.The fluorine-containing bisphosphinite ligand of the present application is creatively introduced, and its fluorine-containing structure can significantly enhance the chemical inertness of ligand molecule itself, effectively resist decomposition, hydrolysis and degradation under high temperature.The introduction of manganese can not only adjust the catalytic performance of rhodium center through electronic effect, but also can form synergistic effect with rhodium in the reaction, and stabilize the key reaction intermediate, so as to enhance the firmness of the entire catalytic framework at the molecular level, further inhibit the precipitation and agglomeration of rhodium metal and inactivation.In propylene hydroformylation reaction, the conversion rate is generally as high as 99%;In the wide process parameter interval, the conversion rate is not less than 96%, the activity window is wide, and it has great industrial application prospect and economic benefit.

The application discloses an olefin hydroformylation aldehyde synthesis production device and process, comprising the following steps: (1) the raw material enters the bubble reactor of the reaction section of the reaction extraction rectifying tower and mixes with the catalyst, and carbon monoxide and hydrogen are introduced to carry out the hydroformylation reaction under high pressure; (2) the reaction product is overflowed to the rectifying section to carry out separation; (3) the alkanes byproduct and the olefin raw material with similar boiling points are separated through the eccentric rotating disc extraction tower of the extraction section of the reaction extraction rectifying tower; (4) the light components on the tower top are separated through the rectifying section; (5) the heavy components in the tower kettle are separated through the dividing wall column, and the aldehyde product is obtained through purification. The application adopts a new type of ionic liquid catalyst, separates the olefin and the alkane in the reaction extraction rectifying tower, improves the raw material utilization rate, simultaneously reduces the waste of the catalyst and the discharge of the raw material waste liquid, and increases the reaction conversion rate and the yield.

The application is a preparation method and application of a zeolite encapsulated Rh-based catalyst with geometric and chemical synergistic effect. The method adopts one-pot hydrothermal synthesis, under the dual action of KOH alkali etching and structure guiding, in-situ constructs microporous-mesoporous hierarchical pore S-1 molecular sieve with nanosheet layer alternately stacking characteristics, and introduces silicon hydroxyl nest defect site into the molecular sieve framework, realizes multi-level morphology and K + The application also discloses a preparation method and application of a zeolite encapsulated Rh-based catalyst with geometric and chemical synergistic effect. + Chemical microenvironment synergy construction. The synthesis method is simple, the conditions are mild in propylene hydroformylation reaction, the prepared KRh@HS-S-1 catalyst has microporous-mesoporous hierarchical pore structure with nanosheet layer alternately stacking characteristics, and the pore channel is distributed with K + Modified chemical microenvironment, realizes the synergistic improvement of activity and regioselectivity.

This invention discloses a growth-directing agent-modified RhK@MFI catalyst, its preparation method, and its application. The RhK@MFI catalyst comprises active centers Rh and K, and the support is an MFI molecular sieve. Rh is encapsulated in the framework or channels of the MFI molecular sieve in atomic-level or nano-cluster form, and K is distributed on the framework or surface of the MFI molecular sieve. The loading of Rh is 0.1–2.0 wt% and the loading of K is 0.05–1.0 wt% by total catalyst mass. This catalyst exhibits excellent catalytic activity, high n-butyraldehyde selectivity, and good structural stability in the propylene hydroformylation reaction, while also possessing the advantages of being a heterogeneous catalyst that is easy to separate and recover.

This invention discloses a camphor-based benzothiazole ratiometric fluorescent probe for detecting hydrazine, its preparation method, and its application. The fluorescent probe is 3-(benzothiazole-2-yl)-4′-methoxy-5-((4,7,7-trimethyl-3-oxo-3-cyclohexylcyclopentenyl)methyl)-1,1′-biphenyl-4-acetate. Starting with camphor, it first undergoes an aldol condensation reaction with 5-bromosalicylic acid; subsequently, a hexamethylenetetramine formylation reaction yields the corresponding benzaldehyde derivative; then, a coupling reaction with 4-morpholinophenylboronic acid forms a biphenyl structure; next, a coupling cyclization reaction with 2-aminothiophenol constructs a benzothiazole structure; finally, an acetyl chloride substitution reaction yields the target fluorescent probe. This compound exhibits a specific reaction with hydrazine, causing a redshift in fluorescence emission wavelength from 506 nm to 613 nm, thereby achieving sensitive detection of hydrazine in solution. This probe has advantages such as good selectivity, low detection limit, and strong anti-interference ability, and has good application prospects in the fields of environmental monitoring and chemical analysis.

The application relates to the field of olefin catalysis, and discloses a Rh-based catalyst, a preparation method and application thereof, and an olefin hydroformylation method. The catalyst comprises a carrier, an active component and an additive. The active element in the active component is Rh, and the active element in the additive is Co. Rh in the active component is combined with CoO and is loaded on the surface of the carrier, and the CoO is formed by Co in the additive. The Rh-based catalyst has the characteristics of high catalytic activity and easy separation and recovery in a liquid phase, and has the potential for application and industrial production. Specifically, the Rh-based catalyst has excellent catalytic activity in the application of high-carbon olefin hydroformylation reaction.

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.

This invention discloses a biphenyl pyrogallol compound having the structure shown in formula (I). The biphenyl pyrogallol compound provided by this invention is an important intermediate for the synthesis of tripentate phosphite ligands of the biphenyl skeleton, playing a crucial role in hydroformylation reactions and their industrial applications. This invention also provides various methods for preparing biphenyl pyrogallol compounds, including an oxidative coupling method. The oxidative coupling method provided by this invention allows for the one-step synthesis of biphenyl pyrogallol compounds, offering advantages such as readily available and inexpensive catalysts, simple operation, good yield, low cost, and the ability to produce on a large scale.

The present application relates to a kind of catalytic 1-hexene preparation heptylaldehyde coated heterogeneous cobalt-based catalyst, which is the heterogeneous catalyst of oxide carrier coated metal Co;In the coated heterogeneous cobalt-based catalyst, the mass fraction of cobalt is 5%~15%;The catalyst has higher catalytic activity, excellent cycle stability, lower metal loss rate in the process of catalyzing 1-hexene hydroformylation reaction.The present application also relates to a kind of more feasible preparation method of the above-mentioned coated heterogeneous cobalt-based catalyst for catalyzing 1-hexene hydroformylation to prepare heptylaldehyde, the raw material used in the preparation method is cheap, the process involved is simple, and the catalyst is easy to separate and recover, which is beneficial to industrial application.

A hydroformylation process by reaction between at least one alkene and a gaseous mixture comprising at least carbon monoxide and dihydrogen in the presence of porous catalytic capsules dispersed in at least one organic liquid phase L1. Said porous catalytic capsules, formed from a Pickering emulsion, consist of a liquid core comprising at least one liquid phase L2 comprising at least said hydroformylation catalyst and a porous crust formed by solid particles crosslinked by a crosslinking agent.

The application discloses a rhodium-based composite catalyst containing a polyazide ligand and a preparation method and application thereof, and belongs to the technical field of heterogeneous catalysis. The polyazide ligand modified rhodium-based catalyst has a general formula of xRh-N / gamma-Al2O3, and the molar ratio of Rh to the N ligand is 0-35; wherein x represents the loaded mass fraction of Rh, and is 0.05-1; the loaded mass fraction of Rh is calculated according to the mass of Rh atoms. The catalyst is simple to prepare, raw materials are easy to obtain, can be prepared in large quantities, and the catalyst has high activity for olefin hydroformylation reaction, high selectivity for aldehyde products, and high stability. The whole process is simple, suitable for large-scale production, and no alkane by-product is generated in the reaction product.

A method for optimizing the production rate of a hydroformylation process for producing a mixture of n-(N)aldehyde and iso(I)aldehyde is described. The process involves contacting an olefin with carbon monoxide, hydrogen, and a catalyst comprising (A) a transition metal, (B) a monophosphine, and (C) a tetraphosphine having a specific structure. The hydroformylation production rate is increased stepwise by sequentially performing at least three of the following operations: 1.) Establish an optimized H2 / CO partial pressure ratio limited to greater than 0.4:1 and less than 2.5:1. 2.) Increase the partial pressure of syngas while limiting the CO partial pressure in at least one reaction zone to 30 psi at the optimized ratio established in step 1. 3.) Increase the partial pressure of olefin in at least one reaction zone while limiting that up to 2% of the olefin feed in the first reaction zone is not lost via the purge vent flow in the final reaction zone or the alkampage flow in any olefin recovery process. 4.) Reduce the concentration of monophosphine in the reaction fluid to a lower limit of approximately 1.5% by weight. 5.) Increase the temperature in at least one reaction zone to a limit of approximately 98°C. and 6.) Increase the concentration of transition metal in the reaction fluid, but not exceeding 1200 ppmw in the reaction zone. [Formula 1] JPEG2026523050000011.jpg71170

To provide a manufacturing apparatus and method capable of efficiently producing hydrocarbons with a higher number of carbon atoms. [Solution] A manufacturing apparatus is provided, comprising: a first reaction section that obtains an unsaturated hydrocarbon by introducing a double bond to a raw material hydrocarbon through dehydrogenation of the raw material hydrocarbon; a second reaction section that obtains an aldehyde by isomerization of the unsaturated hydrocarbon supplied from the first reaction section, moving the double bond to the end of its molecular chain, and hydroformylation by the addition of carbon monoxide and hydrogen; and a third reaction section that deoxygenates the aldehyde supplied from the second reaction section by reduction with hydrogen, obtaining a product hydrocarbon with one more carbon atom than the raw material hydrocarbon.

Processes are disclosed for preparing at least one aldehyde under hydroformylation temperature and pressure conditions, comprising contacting at least one olefin with hydrogen and carbon monoxide in the presence of at least one hydrocarbon solvent or fluorinated solvent and a transition metal-based catalyst composition comprising a phospholane-phosphite ligand.