A method of producing aldehydes |
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IPC classes for russian patent A method of producing aldehydes (RU 2212396):
 The method of producing benzaldehyde / 2180329
The invention relates to a method for producing a benzaldehyde - source product for production of a wide range of medicinal and aromatic substances, dyes, plant protection means
 The method of obtaining tris-formylrifamycin / 2100344
The invention relates to organic chemistry, namely, the method of production of triptycene derivatives, in particular the production of Tris-formylrifamycin with substituents in positions of three different rings triptycene fragment
 The method of producing benzaldehyde / 2088567
 The method of obtaining saturated monoallelic / 2205174
The invention relates to a method for saturated monoallelic - intermediate products of organic synthesis
The method of obtaining saturated monoallelic / 2205174
The invention relates to a method for saturated monoallelic - intermediate products of organic synthesis
 The method of obtaining oxygen-containing organic compounds - mixtures of ketones and unsaturated alcohols and aldehydes may / 2174113
The invention relates to the field of production of oxygen-containing organic compounds, ketones, unsaturated alcohols and possibly aldehydes by isomerization WITH5-epoxides in the presence of a homogeneous catalyst
 The method of obtaining the oxidized products / 2140897
The invention relates to processes for the oxidized products, namely the processes of obtaining the oxidized products enriched in olefins feedstock
The allocation method n-butyric aldehyde product of propylene hydroformylation / 2130917
The invention relates to chemical technology, namely the allocation method n-butyric aldehyde (IA) in the process of oxosynthesis
 The method of producing corrosion inhibitor / 2086531
The invention relates to oxygen-containing compounds, in particular to the processing of still residue of butyl alcohols production method oxosynthesis, more specifically to an improved method of processing waste products of alcohols and aldehydes by the method of propylene hydroformylation
 The method of obtaining isovalerianic aldehyde / 2074851
The invention relates to petrochemistry, namely the method of production of isovalerianic aldehyde, which is used in the pharmaceutical industry (drugs cardiology appointment)
 A method of producing aldehydes c5- c7 / 2059598
The invention relates to petrochemical synthesis, namely the two-phase process for the preparation of aliphatic aldehydes, which are used for the production of plasticizers and surfactants
 Poly-n-methyl-n, n-valiumaddictionat as a component of the catalyst of olefins hydroformylation / 2049794
The invention relates to the chemistry of macromolecular compounds, in particular, to a new water-soluble polymer is poly N-methyl-N,N-diallylmethylamine, which is an effective water-soluble component of the catalyst hydroformylating olefins
 The method of producing ethyl ketone / 2169726
The invention relates to a method for producing methyl ethyl ketone, which is widely used as a solvent perchlorovinyl, nitrocellulose lacquers and adhesives
 Solid acid catalyst, process for its production and its use / 2190465
The invention relates to a solid molded the catalysts are easily separated from the reactants and re-used in the reactions of alkylation, esterification and isomerization
 Method for production of carbonyl compounds / 2270185
Claimed method includes reaction of nitrous oxide with alkenes in presence of inert gas as diluent. Reaction is carried out in gas phase at 401-700°C and under pressure of 2-300 atm. Target compounds represent value intermediates for precise and base organic synthesis.
 Method for preparing xanthophyll / 2284992
Invention relates to the improved method for preparing xanthophylls, in particular, to a method for preparing mono- or polyoxidized xanthophylls. Method involves oxidation of carotinoid in a lower oxidation state as compared with xanthophylls to be prepared from hydrogen peroxide aqueous solution and organic solvent wherein indicated solvent represents a water-insoluble solvent. Indicated reaction is carried out in the presence of iodine-containing compound chosen from the group including iodine, iodine halide derivative and metal iodide. Method allows avoiding using danger and expensive substances and formation of large amounts of salts. The proposed invention is used mainly for oxidation of beta-carotene to form canthaxanthine and oxidation of lutein and zeaxanthine wherein the end substances represent important agents used in preparing food compositions and supplements in animal fodder.
 1-hydroxyadamantanon-4-one preparation method / 2319688
Invention provides a method for preparation of 1-hydroxyadamantanon-4-one (Kemantan), which can be used as immunostimulating drug effective to treat vascular system diseases, limbs autoimmune genesis extremities, tuberculosis, infection-allergic bronchial asthma, chronic aphthous stomatitis, herpes, as well as anticataleptic agent and intermediate for synthesis of 1,4-bifunctional derivatives of adamantane. Method comprises oxidation of adamantanone by means of sulfuric/nitric acid mixture in the form of complex oxidation-activating system including sulfuric, nitric, and acetic acids, molar ratio adamantanone/sulfuric acid/nitric acid/acetic acid being 1: (1.75) : (8.43-12.62) : (0.25-1). Process is carried out when stepwise raising temperature: first, at 35°C, nitric acid is measured out to reaction mass for 1-1.5 h, after which temperature is raised to 50-55°C for 12-16 h.
 Method of producing 1-acetyl-4- propionylbenzene / 2374217
Invention relates to a method of producing 1-acetyl-4-propionylbenzene, which is starting material for making medicinal agents and dipyrrolylbenzenes, used in synthesis of conducting interlinked polymer systems, which can be used as electrode materials for energy accumulators, biosensors, photoluminescent materials, electroluminescent materials and electromagnetic shields. The method involves using propionyl chloride and ethylbenzene as starting material in an organic solvent medium, and carrying out the reaction in the presence of anhydrous aluminium chloride at temperature between 25 and 40°C for 20 to 60 minutes, with formation of an intermediate product 1-propionyl-4-ethylbenzene, which is separated and oxidised with potassium permanganate in an aqueous solution of magnesium nitrate at temperature between 65 and 80°C for 3 to 5 hours, forming the desired product which is extracted using toluene, with subsequent recrystallisation from n-hexane or petroleum ether. The method uses non-toxic and readily available components, which makes the proposed method suitable for industrial use.
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The invention relates to a method for producing an aldehyde intermediate products of organic synthesis. The method consists in the oxidation of paraffins, toluene, or alcohols nitrous oxide at a temperature of from 350 to 575oIn the presence of a heterogeneous catalyst selected from crystalline silicate of the General formula yMe2OnxEl2OmSiO2where x = 10-5 6,5 10-2at = 10-56,510-2, Me is an alkaline or alkaline-earth metal, El is an element selected from Al and Fe, n, and m is the valence of the metal Me and El element, respectively, oxides of transition metals in combination with oxides of non-transition metals, or a combination of precious metal except silver, with SiO2or Al2O3or TiO2or C. typically, the heterogeneous catalyst selected from crystalline silicate binder, which is used Al2About3, SiO2or their mixture. Usually the process is carried out in an excess of nitrous oxide or in excess of oxidizable substances in the presence of a diluent gas, which is used as nitrogen, argon, helium, carbon dioxide or any ia alcohols. 4 C.p. f-crystals, 3 tables.
The invention relates to a method for producing aldehydes by one-step oxidation of nitrogen oxide corresponding paraffins and alcohols R-CH2-OH + N2O --> R-CHO + H2O + N2where R = H; CnH2n+1;6H5.
Aldehydes are widely used as intermediates in organic synthesis. For example, acetaldehyde is used in the production of acetic and peroxyoctanoic acid, butanol and others (Kirk-Othmer encyclopedia, 3rd ed., v.1, N. Y. , 1997, p. 97-112; Chemical encyclopedia. - M: in BDT, 1998, T. 1, 224). Of propionic aldehyde get propionic acid and its esters and propionic alcohol and other (Kirk-Othmer encyclopedia, 2nd ed., v.16, N. Y., 1968, RV 548-553; Chemical encyclopedia. - M: in BDT, 1995, T. 4, 108). The benzaldehyde - scented substance in perfumery, food component of essential oils, raw materials for the synthesis of other aromatic substances (Chemical encyclopedia. - M: in BDT, 1998, T. 1, 256).
To obtain aldehydes use a variety of ways. The technology of producing acetaldehyde based on the oxidation of butane, dehydrogenation and oxidation of ethanol, the hydration of acetylene and ethylene oxidation. In the oxidation of butane acetaldehyde is formed as a side receiving aldehyde by the hydration of acetylene (Kucherov reaction) is carried out in a solution of salt Hg and sulfuric acid (Kirk-Othmer encyclopedia, 3rd ed., v.1, N. Y. , 1997, p. 97-112; Chemical encyclopedia. - M: in BDT, 1998, T. 1, 224). The use of this technology put forward higher requirements to the material of the reactor. There is also known a method (Kirk-Othmer encyclopedia, 3rd ed., v. 1, N. Y., 1997, p. 97-112; Chemical encyclopedia. - M: in BDT, 1998, T. 1, 224; robalo B. L., Maslov S. A. Liquid-phase oxidation of unsaturated compounds. - M.: Chemistry, 1989) receipt of acetaldehyde by liquid-phase oxidation of ethylene with molecular oxygen using as a catalyst an aqueous solution of PdCl2and CuCl2. The disadvantage of this method is the formation of side products of chlorinated compounds.
Propionic aldehyde (propanal) are oxosynthesis from ethylene, and N2in the presence of Co(CO)4. The use of high pressure (250 bar) requires high capital costs and creates the problem of the explosion.
Benzaldehyde is produced by hydrolysis of C6H5CHCl2or from benzene and in the presence of Hcl and ll3. However, the outputs of benzaldehyde small (Chemical encyclopedia. - M: in BDT, 1998, T. 1, 256).
In contrast to these methods, there is a principal possibility of direct oxidation by molecular oxygen of hydrocarbons in sootvetstvujusjie the products of oxidation of ethane depending on the reaction conditions and catalyst are or ethylene oxide (U. S. Pat. 5519152, April 5, 1995, Gorcester Jeffrey P. etc.), or acetic acid (U. S. Pat. 6274765, November 10, 1999, Holger Borchert etc.). In the oxidation of propylene without catalyst formed propylene oxide (U. S. Pat. 6303800, July 14, 2000, Uwe Dingerdissen etc.). And when the catalytic oxidation of propylene and propane, depending on the reaction conditions and catalyst are formed predominantly or propylene oxide (U. S. Pat. 5763630, June 9, 1998, Kahn and Andrew P. etc.; U. S. Pat. 5703254, October 2, 1996, Anne M. Gaffney etc. ) or acrolein and acrylic acid (U. S. Pat. 6143928, August 10, 1998, Karim Khalid etc. ; U. S. Pat. 5705684, March 8, 1996, Herbert Vogel etc. ; Yonghong Teng, Tetsuhiko Kobayashi. Catal. Lett., 1998, v.55, p.33-38). In the oxidation of toluene, depending on the conditions and catalyst along with the benzaldehyde formed in significant quantities, or benzoic acid, or benzyl alcohol (Kirk-Othmer encyclopedia, 3rd ed., v.3, N. Y., 1997, p. 736-743).
A known method of producing formaldehyde by oxidation of methanol nitrous oxide (U. S. Pat. 4233248, February 21, 1979). The oxidation is carried out in the presence of silver-containing catalysts. However, the process proceeds effectively at high temperatures, best results are obtained at temperatures above 600oC.
The invention solves the problem of developing an effective method of producing aldehydes.
The problem is solved by oxidation of corresponding with the SQL cheaper raw materials: the corresponding paraffins, and toluene.
In the proposed method the oxidation of paraffin or alcohol, or toluene, nitrous oxide is carried out at a temperature 350-575oIn the presence of a heterogeneous catalyst. The target product is separated from the reaction mixture by known methods.
The process is conducted in the presence of a heterogeneous catalyst selected from crystalline silicate of the General formula yMe2OnxEl2OmSiO2where x = 10-56,510-2at = 10-56,510-2, Me is an alkaline or alkaline-earth metal or hydrogen, El is an element selected from Al and Fe, n, and m is the valence of the metal Me and El element, respectively; crystalline silicate binder, which is used Al2O3, SiO2or a mixture thereof; oxides of transition metals in combination with oxides of non-transition metals, or a combination of the noble metal with SiO2or Al2O3or TiO2or C.
The oxidation of nitrous oxide are in the gas phase, as in excess of oxidizer and an excess of oxidizable substances. To avoid the formation of explosive mixtures, the process is desirable to maintain or above the top of the promotional mix can be diluted with an inert gas, which is used as nitrogen, argon, helium, carbon dioxide or any mixture.
The invention is illustrated by the following examples.
Example 1.
Oxidation of propane C3H8+ N2O3H6O + N2carried out in a flow glass reactor with an inner diameter of 7 mm, the catalyst Loading is 1 cm3. As the catalyst used 3 wt.% Fe2O3/SiO2. Through the reactor, heated to 350oTo pass the reaction mixture composition: 4,6 mol.% C3H8, 10 mol.% N2O, nothing else. The composition of the reaction mixture before and after the reactor was determined by chromatographic analysis. Based on data analysis calculate the productivity and selectivity of the formation of the target product.
The results are presented in table 1.
Example 2.
Oxidation of propane are similar to example 1, except that as the catalyst used zeolite (NaZSM-11) with MEL structure composition 2,310-CNa2O8,210-4Fe2O39,510-C
Example 3. Oxidation of propane are similar to example 2, except that the above catalyst is passed, the reaction mixture composition: 90 mol.% C3H8, 10 mol.% N2O. The results are presented in table 1. Example 4. In this example, as substrate for oxidation by nitrous oxide use ethyl alcohol:2H5HE + N2O-->2H4O + N2+ H2O. the Process is carried out in a flow-through glass reactor. As the catalyst used zeolite with MFI structure composition 3,3 10-4Fe2O39,410-CAl2O3SiO2.
Catalyst loading is 1 cm3. Through the reactor, heated to 375oWith a speed of 1 cm3/s serves the reaction mixture composition: 7 mol.% With2H5HE and 10 mol.% N2O, else Not.
The results are presented in table 2.
The oxidation of ethyl alcohol nitrous oxide is accompanied by the formation of acetaldehyde with selectivity higher than 70%.
Example 5.
The oxidation of ethyl alcohol nitrous oxide implement gif">10-2Fe2O31,410-5Al2O3SiO2The results are presented in table 2.
Example 6.
The oxidation of ethyl alcohol nitrous oxide carried out analogously to example 4 except that as the catalyst used zeolite composition 1,210-5Fe2O36,510-2Al2O3SiO2and the process is conducted at a temperature of 450oC. The results are presented in table 2. Example 7. In this example, as a substrate for oxidation of nitrogen oxide using toluene: C6H5CH3+N2O-->6H5SNO+N2. The process is carried out in a flow-through glass reactor. As the catalyst used, the catalyst composition, wt.%: 0,5% CR2O3+ 6% V2O5+ 6% To2O to SiO2. Charged to the reactor 1 cm3this catalyst. Through the reactor, heated to 450oWith a speed of 2 cm3/served with the reaction with the s in table 3. In the oxidation of toluene, nitrous oxide is the formation of benzaldehyde with a selectivity of 89%. The rest are products of deep oxidation. Example 8. The oxidation of toluene are similar to example 7 except that as the catalyst use 30 wt.% Moo3/Fe2About3. The results are presented in table 3. Example 9. The reaction leads analogously to example 7, except that the process is carried out in the presence of a catalyst 2.5 wt.% V2O5/SiO2. The results are presented in table 3. Example 10. The oxidation of toluene are similar to example 7, except that the process is conducted at a temperature of 400oWith and as a catalyst using 1 wt.% Fe2O3/Tio2. The results are presented in table 3. Example 11. The reaction leads analogously to example 7, except that the process is carried out at a temperature of 350oWith and as a catalyst used to 0.45 wt.% Ru/Al2About3. The results are shown in table 3. This catalyst the oxidation of toluene is accompanied by the formation of benzaldehyde with a selectivity of 80%. Other major by-products - co and CO2. Examples 12-14. OoC. The results are presented in table 3. With increasing temperature from 350 to 500oWith productivity increases from 0.25 to 1.55 mmol/(cm3 h), while the selectivity decreases from 80% to 40%.
Thus, as can be seen from the examples and tables, the use of a heterogeneous catalyst selected from crystalline silicate of the General formula yMe2OnxEl2OmSiO2where x = 10-56,510-2at = 10-56,510-2, Me is an alkaline or alkaline-earth metal, El is an element selected from Al and Fe, n, and m is the valence of the metal Me and El element, respectively; crystalline silicate binder, which is used Al2O3, SiO2or a mixture thereof; oxides of transition metals in combination with oxides of non-transition metals, or a combination of precious metal except silver, with SiO2; or A12O3or TiO2or in the oxidation of alcohols nitrous oxide allows one stage to receive from the corresponding alcohols aldehydes at lower temperatures. In addition, to obtain aldehydes can be used more de is a Method of producing aldehydes, consisting in the oxidation of paraffins, toluene, or alcohols nitrous oxide at a temperature of from 350 to 575oIn the presence of a heterogeneous catalyst selected from crystalline silicate, the General formulayMe2OnxEl2OmSiO2, where x= 10-5 6,510-2;y= 10-5 6,510-2;Me - alkaline or alkaline earth metal; El is an element selected from Al and Fe; n and m is the valence of the metal Me and El element, respectively, oxides of transition metals in combination with oxides of non-transition metals, or a combination of precious metal except silver, with SiO2or Al2O3or TiO2or C. 2. The method according to p. 1, in which the heterogeneous catalyst selected from crystalline silicate binder, which is used Al2About3, SiO2or their mixture. 3. The method according to any of paragraphs. 1 and 2, in which the process is carried out in an excess of nitrous oxide. 4. The method according to any of paragraphs. 1-3, in which the process is carried out in an excess of oxidizable substances. 5. The method according to any of paragraphs. 1-4, in which the process is carried out in the presence of the diluent gas,
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