39 results about "Adipic dialdehyde" patented technology

The invention discloses a method for preparing hexamethylenediamine from cyclohexene, wherein the method comprises the following steps: a cyclohexene-containing mixed solution and an ozone-containingmixed gas are subjected to a reaction under reaction conditions I to obtain adipic dialdehyde, wherein the reaction conditions I comprise that a supported metal oxide is used as a catalyst I; the obtained adipic dialdehyde, ammonia gas and hydrogen are introduced into a reactor containing a catalyst II, and hexamethylenediamine is generated under the reaction condition II, wherein the catalyst IIis an HZSM-5 molecular sieve encapsulated metal catalyst. Cyclohexene is used as a raw material; hexamethylenediamine is prepared through oxidation and amination; the use of highly toxic raw materialadiponitrile is avoided, ozone is used as an oxidizing agent, the heterogeneous catalyst can be used for preparing adipic dialdehyde with high selectivity, the HZSM-5 molecular sieve encapsulated metal catalyst is further adopted, the selectivity of a target product and the stability of the catalyst are effectively improved by utilizing the confinement effect of the molecular sieve, and the routeis clean and environment-friendly.

The invention discloses a method for preparing hexamethylenediamine from adipic dialdehyde in a fixed bed reactor. The method comprises the following steps: introducing a raw material containing adipic dialdehyde into the fixed bed reactor loaded with a catalyst, and carrying out contact reaction with the catalyst to generate hexamethylenediamine, wherein the raw materials further comprise ammoniagas and hydrogen, the catalyst is a hydrogen type molecular sieve encapsulated transition metal catalyst and the hydrogen type molecular sieve is HZSM-5. According to the method, the hexamethylenediamine is prepared through reductive amination of catalytic adipic dialdehyde by encapsulating the transition metal in the pore channels of the molecular sieve so that the use of a highly toxic raw material adiponitrile is avoided, and the route is clean and environment-friendly.

The invention provides a method for producing adiponitrile. The method comprises the following steps: 1) carrying out a hydrogenation reaction on adipic acid to generate an intermediate product A, wherein the intermediate product A is one or more than two selected from the group consisting of 6-formyl-1-hexanoic acid, hexanediol, adipic dialdehyde and 6-hydroxy-1-hexanal; and 2) carrying out an ammoxidation reaction on the intermediate product A to generate adiponitrile. A raw material used in the method is adipic acid with excess capacity at present, so the conversion and value increase of the excess product are achieved, the urgent problem of insufficient adiponitrile capacity in China can be relieved, and great economic significance is achieved; and according to the method, highly toxicacrylonitrile in an acrylonitrile method can be avoided, the whole process is simple, operation is convenient, the degree of automation is high, and industrial popularization is facilitated.

The invention discloses a method for preparing hexamethylenediamine, wherein the method comprises the steps: introducing a raw material containing adipic dialdehyde into a reactor, and carrying out areaction in the presence of ammonia gas, hydrogen and a catalyst to generate hexamethylenediamine, wherein the catalyst is an HZSM-5 molecular sieve encapsulated noble metal catalyst. According to themethod, the hexamethylenediamine is prepared through reductive amination of adipic dialdehyde under the catalysis of the metal encapsulated in the pore channels of molecular sieve, so that the use ofhighly toxic raw material adiponitrile is avoided, and the route is clean and environment-friendly.

The invention belongs to the technical field of chemical engineering, and particularly relates to an environment-friendly high-efficiency method for synthesizing adipic acid by catalytically oxidating adipic dialdehyde. According to the invention, by using a tungsten-base material as a catalyst and a 10-70 wt% hydrogen peroxide aqueous solution as an oxidant, the adipic dialdehyde is aqueous catalytically oxidated to synthesize the adipic acid. The method provided by the invention has the advantages of mild conditions, simple technique, low cost and high yield. The yield of the adipic acid is up to 95-99%, and the purity is at least 99.0%. Due to the adoption of the hydrogen peroxide aqueous solution as the oxidant, the reaction is a solventless system, thereby solving the problem of environment friendliness in the traditional nitric acid oxidation process, and achieving the goal of an environment-friendly catalytic conversion technique.

The invention discloses a method for preparing hexamethylenediamine on basis of cyclohexene. The method comprises the steps: respectively injecting a mixed solution and an ozone-containing mixed gas into a micro-channel reactor, and carrying out an oxidation reaction under a reaction condition to obtain adipic dialdehyde, the mixed solution containing cyclohexene and a metal compound catalyst; andreacting the raw material containing the adipic dialdehyde in the presence of ammonia gas, hydrogen and a Ni-based catalyst to generate hexamethylenediamine, wherein the Ni-based catalyst is preparedfrom hydrotalcite containing Ni < 2 + >. Cyclohexene is adopted as a raw material, hexamethylenediamine is prepared through oxidation and amination, highly toxic raw material adiponitrile is prevented from being used, ozone is adopted as an oxidizing agent, the heterogeneous catalyst can be used for high-selectivity preparation of adipic dialdehyde, the Ni-based catalyst is further adopted to catalyze adipic dialdehyde to prepare hexamethylenediamine through reductive amination, the highly toxic raw material adiponitrile is prevented from being used, and the route is clean and environment-friendly.

The invention provides a synthesis method of 1,6-hexanediol, which comprises the following steps: by taking cyclohexene as a raw material, firstly oxidizing cyclohexene into adipic dialdehyde through two steps of oxidation and hydrogenation, and then hydrogenating the adipic dialdehyde to generate the 1,6-hexanediol product. Compared with the prior art, the synthesis method disclosed by the invention has the advantages of low raw material cost, mild reaction conditions, high catalyst activity, high product yield and few byproducts.

The invention discloses a method for preparing hexamethylenediamine from adipic dialdehyde based on a Ni-based catalyst. The raw material containing adipic dialdehyde reacts in the presence of ammoniagas, hydrogen and the Ni-based catalyst to generate hexamethylenediamine, wherein the Ni-based catalyst is prepared from hydrotalcite containing Ni < 2 + >. According to the method, hexamethylenediamine is prepared from catalytic adipic dialdehyde prepared from hydrotalcite containing Ni < 2 + > through reductive amination so that the use of a highly toxic raw material adiponitrile is avoided andthe route is clean and environment-friendly.

The invention discloses a method for preparing hexamethylenediamine, which comprises the step of reacting a raw material containing adipic dialdehyde in the presence of ammonia gas, hydrogen and a catalyst to generate the hexamethylenediamine, and the catalyst is an HZSM-5 molecular sieve encapsulated transition metal catalyst. According to the method, the hexamethylenediamine is prepared throughcatalytic reductive amination of the adipic dialdehyde by encapsulating a transition metal in pore channels of a molecular sieve, so that the use of a highly toxic raw material adiponitrile is avoided, and the route is clean and environment-friendly.

The invention discloses a catalyst for preparing hexamethylenediamine as well as a preparation method and application of the catalyst, wherein the catalyst for preparing hexamethylenediamine is an HZSM-5 molecular sieve packaged noble metal catalyst and is used as a catalyst to catalyze adipic dialdehyde to prepare hexamethylenediamine through reductive amination, the use of a highly toxic raw material adiponitrile is avoided, and the route is clean and environment-friendly; according to the catalyst, metal is encapsulated in molecular sieve pores, and the selectivity of a target product and the stability of the catalyst are effectively improved by utilizing the confinement effect of molecular sieve.

The invention discloses water-based disposable degradable glue, and a preparation method and application thereof. The water-based disposable degradable glue is composed of the following components inpercentage by weight: 0.1 to 55% of a vinyl acetate-ethylene copolymer emulsion, 0.1 to 45% of a pure acrylic emulsion, 0.1 to 35% of waterborne epoxy resin, 0.1 to 20% of waterborne polyurethane, 0.1to 13% of polyvinyl alcohol, 0.1 to 3% of polyvinyl butyral, 0.1 to 1% of adipic dialdehyde, 0.1 to 40% of oxidized starch, 0.1 to 10% of chitosan, 0.1 to 5% of hydroxypropyl methyl cellulose and 0.1to 5% of ethyl cellulose. The water-based disposable degradable glue conforms to relevant laws and regulations of food safety and has steaming resistance and excellent bonding strength.

The invention discloses a cyclohexene-based hexanediamine preparation process, which comprises: carrying out an oxidation reaction on a cyclohexene-containing mixed solution and an ozone-containing mixed gas under a reaction condition I to obtain adipic dialdehyde, wherein the reaction condition I comprises using a supported metal oxide as a catalyst I; and introducing the obtained adipic dialdehyde, ammonia gas and hydrogen into a reactor containing a catalyst II, and generating hexanediamine under reaction conditions, wherein the catalyst II is an alkaline molecular sieve supported metal catalyst. According to the invention, cyclohexene is used as a raw material, and hexanediamine is prepared through oxidation and amination, so that the use of highly toxic raw material adiponitrile is avoided; and ozone is used as an oxidizing agent, a heterogeneous catalyst can be used for high-selectivity preparation of adipic dialdehyde, an alkaline molecular sieve supported metal catalyst is further used, and the selectivity of the target product and the stability of the catalyst are effectively improved by using the confinement effect of the molecular sieve, so that the route is clean and environment-friendly.

The invention discloses a preparation method of adipic dialdehyde. The preparation method comprises the following steps: carrying out an oxidation reaction on a cyclohexene-containing mixed solution and an ozone-containing mixed gas under reaction conditions to obtain adipic dialdehyde, wherein the reaction conditions comprise that a molecular sieve supported metal oxide is adopted as a catalyst.According to the method, ozone is used as an oxidizing agent, a molecular sieve supported metal oxide is used as a catalyst, and cyclohexene is subjected to high-selectivity oxidation to produce adipic dialdehyde, so that the defect that precious metal coordination compounds and sodium periodate need to be used in a cyclohexene oxidation reaction is overcome; and ozone is used as an oxidizing agent, cyclohexene is selectively oxidized into adipic dialdehyde, the product selectivity is high, no three wastes are generated, and the method is an environment-friendly process, so that the method hasinnovativeness, economic advantages and industrial application prospects.

The invention discloses a cyclohexene-based hexamethylenediamine preparation process which comprises the steps: introducing a mixed solution containing cyclohexene and a catalyst I and a mixed gas containing ozone into a reactor I, and carrying out a reaction to prepare adipic dialdehyde, the catalyst I being a transition metal complex catalyst; and introducing the obtained adipic dialdehyde, ammonia gas and hydrogen into a reactor II containing a catalyst II to generate hexamethylenediamine under the reaction condition, wherein the catalyst II is a basic molecular sieve supported metal catalyst. Cyclohexene is used as a raw material, hexanediamine is prepared through oxidation and amination, the use of highly toxic raw material adiponitrile is avoided, ozone is used as an oxidizing agent,the heterogeneous catalyst can be used for high-selectivity preparation of adipic dialdehyde, the alkaline molecular sieve supported metal catalyst is further used, the selectivity of the target product and the stability of the catalyst are effectively improved by using the confinement effect of the molecular sieve, and the route is clean and environment-friendly.

The invention discloses an alkaline molecular sieve supported catalyst and a preparation method and application thereof. The catalyst is an alkaline molecular sieve supported metal catalyst. The alkaline molecular sieve supported metal catalyst is adopted to catalyze reductive amination of adipic dialdehyde to prepare hexamethylenediamine, the use of a highly toxic raw material, namely adiponitrile is avoided, and a route is clean and environment-friendly; and since the catalyst is the metal catalyst supported by an alkaline molecular sieve, the generation of macromolecular amination productsis effectively inhibited by utilizing the shape-selective effect of the molecular sieve and the hydrogenation effect of metal, and the catalyst shows excellent selectivity in the reaction of preparinghexamethylenediamine by reductive amination of adipic dialdehyde. The preparation method provided by the invention is simple and convenient to operate, meets industrial application requirements and is convenient for large-scale industrial production.

The invention discloses a process for preparing adipic dialdehyde from cyclohexene. The preparation method comprises the following steps: respectively injecting a mixed solution and an ozone-containing mixed gas into a micro-channel reactor, and carrying out an oxidation reaction under reaction conditions to obtain adipic dialdehyde, wherein the mixed solution containing cyclohexene and a metal chloride catalyst. According to the method, a metal chloride catalyst is combined with ozone, so that cyclohexene is selectively oxidized into adipic dialdehyde, the defect that precious metal coordination compounds and sodium periodate need to be used in a cyclohexene oxidation reaction is overcome, substance transfer between two-phase materials is effectively enhanced by adopting a micro-channel reactor and utilizing efficient mass transfer and heat transfer efficiency in the micro-reactor, and the product selectivity can reach 93.5%.

The invention discloses a method for preparing adipic dialdehyde. The preparation method comprises the following steps: carrying out an oxidation reaction on a cyclohexene-containing mixed solution and an ozone-containing mixed gas under reaction conditions to obtain adipic dialdehyde, wherein the reaction conditions comprise that a supported metal oxide is adopted as a catalyst, and the metal oxide comprises a W oxide and a Mo oxide. According to the method, a supported W and Mo double-metal oxide is adopted as a catalyst, cyclohexene is oxidized with high selectivity to produce adipic dialdehyde, and the defect that precious metal coordination compounds and sodium periodate need to be used in a cyclohexene oxidation reaction is overcome; and ozone is adopted as an oxidizing agent, cyclohexene is selectively oxidized into adipic dialdehyde, and the product selectivity is high.

The application discloses a catalyst for preparing hexamethylenediamine and its preparation method and application. The catalyst for preparing hexamethylenediamine is a noble metal catalyst encapsulated by HZSM-5 molecular sieve, which is used as a catalyst to catalyze the reduction of adipaldehyde The preparation of hexamethylenediamine by amination avoids the use of adiponitrile, a highly toxic raw material, and the route is clean and environmentally friendly; the catalyst encapsulates the metal in the pores of the molecular sieve, and effectively improves the selectivity of the target product and the stability of the catalyst by using the confinement effect of the molecular sieve .

The invention relates to a selective ammoniation hydrogenation catalyst, a preparation method thereof and a synthesis method of cycloheximine, the selective ammoniation hydrogenation catalyst comprises an active metal Ni, 0.01-10 wt% of a first modified component Sn, an optional heat-resistant inorganic oxide carrier and an optional second modified metal component, and the second modified metal component is selected from one or more of Pt, Ag, Pd, Co and Cu. According to the synthesis method of the cycloheximine, provided by the invention, adipic dialdehyde and adipic dialdehyde acetal are used as reaction raw materials, so that the reaction raw materials are cheaper and easier to obtain, the reaction conditions are milder, and better economic benefits are achieved.

The invention discloses an industrial preparation method of hexamethylenediamine, wherein the industrial preparation method comprises the following steps: 1) dissolving cyclohexene in a first organic solvent, carrying out electrocatalytic oxidation reaction in a reaction kettle, carrying out constant potential electrolysis to obtain a reaction solution, and carrying out reduced pressure distillation to obtain adipic dialdehyde; and 2) dissolving adipic dialdehyde in a second organic solvent, introducing ammonia gas and hydrogen, and carrying out reductive amination reaction under the action of a supported nickel catalyst to obtain the hexamethylenediamine. The reaction adopts an electrocatalytic oxidation mode, and the selectivity is controlled by utilizing electrode potential, so that the reaction is more accurate and sufficient, the product conversion rate is improved, and the product is easy to separate, clean and environment-friendly; according to the method, hexamethylenediamine can be prepared through rectification operation, the product conversion rate of the method reaches 98.70%, the total yield reaches 98.02%, the purity reaches 95.14%-98.13%, the requirements of industrial production are met, and the method has good application prospects in industry; in addition, raw materials and auxiliary materials are simple and easy to obtain, the price is low, the input cost is low, and the construction scale is not limited.

The present application discloses a method for preparing hexamethylenediamine, which comprises reacting raw materials containing adipaldehyde in the presence of ammonia, hydrogen and a catalyst to generate hexamethylenediamine, wherein the catalyst is HZSM-5 molecular sieve encapsulated transition metal catalyst. The method encapsulates the transition metal in the molecular sieve channel, catalyzes the reductive amination of adipaldehyde to prepare hexamethylenediamine, avoids the use of highly toxic raw material adiponitrile, and has a clean and environmentally friendly route.

The present application discloses a preparation method of adipaldehyde, the preparation method comprising: oxidizing a mixed liquid containing cyclohexene and a mixed gas containing ozone under reaction conditions to obtain adipaldehyde; wherein, the The reaction conditions include using molecular sieves as catalysts to support metal oxides. The present invention uses ozone as an oxidant, and metal oxides loaded on molecular sieves as a catalyst to oxidize cyclohexene with high selectivity to produce adipaldehyde, which overcomes the disadvantages of using noble metal complexes and sodium periodate in the oxidation reaction of cyclohexene. The invention uses ozone as an oxidizing agent to selectively oxidize cyclohexene to adipaldehyde, which is a green and environmentally friendly process with high product selectivity and no three wastes. Therefore, the present invention not only has innovation, but also has economic advantages and industrial application prospects.

The present application discloses a method for preparing hexamethylenediamine from adipaldehyde in a fixed-bed reactor, which includes feeding adipaldehyde-containing raw materials into a fixed-bed reactor loaded with a catalyst, contacting and reacting with the catalyst to generate hexamethylenediamine ; Wherein, ammonia and hydrogen are also included in the raw material; the catalyst is a hydrogen-type molecular sieve encapsulated transition metal catalyst; the hydrogen-type molecular sieve is HZSM-5. The method encapsulates the transition metal in the molecular sieve channel, catalyzes the reductive amination of adipaldehyde to prepare hexamethylenediamine, avoids the use of highly toxic raw material adiponitrile, and has a clean and environmentally friendly route.

The invention relates to a synthesis method of cycloheximine, an adipic dialdehyde selective ammoniation hydrogenation catalyst and a preparation method thereof, in the presence of a Ru-containing supported catalyst, adipic dialdehyde, adipic dialdehyde monoacetal or adipic dialdehyde diacetal, hydrogen and ammonia react to generate the cycloheximine, the reaction temperature is 100-300 DEG C, and the pressure is 0.5-10 MPa. The selective ammoniation hydrogenation catalyst is composed of an active metal Ru, a metal oxide carrier and a modified metal component, and the modified metal component is selected from one or more of Pt, Ag, Pd, Co, Cu and Sn. According to the method provided by the invention, adipic dialdehyde and adipic dialdehyde acetal are adopted as reaction raw materials which are cheaper and easier to obtain, and the reaction conditions are milder, so that the method has better economic benefits.

The present application discloses a process for preparing hexamethylenediamine based on cyclohexene, which includes: passing the mixed solution containing cyclohexene and catalyst I and the mixed gas containing ozone into the reactor I to react to prepare adipaldehyde, Wherein, the catalyst I is a transition metal complex catalyst; the obtained adipaldehyde, ammonia, and hydrogen are passed into the reactor II containing the catalyst II to generate hexamethylenediamine under reaction conditions, wherein the catalyst II Metal catalyst supported by basic molecular sieve. Using cyclohexene as raw material, hexamethylenediamine is prepared by oxidation and amination, avoiding the use of highly toxic raw material adiponitrile, using ozone as oxidant, heterogeneous catalyst can prepare adipaldehyde with high selectivity, and further using basic molecular sieve The supported metal catalyst uses the confinement effect of molecular sieves to effectively improve the selectivity of the target product and the stability of the catalyst, and the route is clean and environmentally friendly.

The present application discloses a method for preparing hexamethylenediamine from cyclohexene, comprising the following steps: performing an oxidation reaction on a mixed solution containing cyclohexene and a mixed gas containing ozone under reaction condition I to obtain adipaldehyde, wherein, The reaction condition I includes using a supported metal oxide as the catalyst I; passing the obtained adipaldehyde, ammonia, and hydrogen into a reactor containing the catalyst II to generate hexamethylenediamine under the reaction condition II, wherein the The catalyst II is a HZSM-5 molecular sieve encapsulated metal catalyst. Use cyclohexene as raw material, prepare hexamethylenediamine through oxidation and amination, avoid the use of highly toxic raw material adiponitrile, use ozone as oxidant, heterogeneous catalyst can prepare adipaldehyde with high selectivity, and further use HZSM‑5 Metal catalysts encapsulated by molecular sieves can effectively improve the selectivity of target products and catalyst stability by using the confinement effect of molecular sieves, and the route is clean and environmentally friendly.

The invention provides a sizing agent, a preparation method thereof and paper coated with the sizing agent, and belongs to the technical field of papermaking chemicals. The method comprises the following steps: gelatinizing polyvinyl alcohol (PVA) powder, and cooling to obtain a polyvinyl alcohol solution; adding 2-hydracrylic acid and a catalyst into the polyvinyl alcohol solution in a protective atmosphere, and reacting at 120-150 DEG C for 2-14 hours to obtain a mixture; and cooling the mixture to 70-90 DEG C, adding adipic dialdehyde, and reacting for 3-5 hours to obtain the sizing agent. The gelatinized polyvinyl alcohol solution reacts with 2-hydracrylic acid, lactic acid is grafted to a PVA chain so as to improve the film forming performance, 2-hydracrylic acid which is not completely reacted is removed through a cross-linking reaction of adipic dialdehyde and hydroxyl, and due to the fact that polyvinyl alcohol is a biodegradable material, the finally prepared sizing agent has the degradability, and the film forming performance is improved. The water resistance, the oxygen barrier performance and the tensile strength are good.