157 results about "Diphenylphosphine" patented technology

The invention discloses a catalyst for preparing ultrahigh molecular weight polyoxyethylene as well as a preparation method and application thereof, and relates to the technical field of catalyst preparation. The preparation method of the catalyst comprises the following steps: S1, carrying out a reaction on 6-hexamethylenediamine and allyl acrylate to generate an intermediate 1, S2, carrying out a reaction on the intermediate 1 and diphenylphosphine to generate an intermediate 2, S3, carrying out a reaction on the intermediate 2 and allyl bromide to generate an intermediate 3, and S4, carrying out a reaction on the intermediate 3 and 9-boron bicyclo [3.3. 1] nonane. The prepared catalyst is high in catalytic activity, ultrahigh molecular weight polyoxyethylene can be prepared, and the molecular weight distribution of the prepared ultrahigh molecular weight polyoxyethylene is narrow.

The invention relates to the field of phosphorus-nitrogen flame retardants, and discloses a preparation method and application of a novel phosphorus-containing nitrogen oxide flame retardant, the preparation method comprises the following steps: S1, under the protection of nitrogen, dissolving diphenylphosphinyl hydroxylamine and triethylamine in a tetrahydrofuran solvent to prepare a reaction substrate solution; s2, slowly dropwise adding a diphenylphosphinyl chloride solution into the solution, and then sufficiently carrying out the reaction in a staged heating and heating reflux mode; s3, cooling and filtering to remove solid byproducts generated by reaction, and concentrating filtrate to obtain a crude product solid; and S4, recrystallizing and purifying the crude product by using ethyl acetate, and finally heating and drying the obtained crystal under a vacuum condition to obtain the product. An N-O group is innovatively introduced into the molecular structure of the flame retardant, so that the effect of efficiently capturing gas-phase free radicals in cooperation with a phosphorus-containing group is achieved, and the substantive technical progress that the material can be endowed with excellent flame retardant property with extremely low addition amount is realized.

The invention discloses a triazine desulfurizer and a preparation method thereof, and belongs to the technical field of gas purification. The triazine desulfurizer is mainly prepared from the following raw materials in percentage by weight: 20 to 50 weight percent of triazine derivative, 10 to 15 weight percent of sterically hindered amine, 3 to 7 weight percent of stabilizer, 1 to 3 weight percent of synergist, 0.5 to 1.5 weight percent of penetrant, 0.5 to 1.5 weight percent of inhibitor, 1 to 2 weight percent of additive and the balance of water, the preparation method of the triazine derivative comprises the following steps: adding 2-(diphenylphosphino) ethylamine into a toluene solvent, adding a paraformaldehyde aqueous solution in batches under a stirring condition, and reacting for 2-8 hours to obtain the triazine derivative. According to the triazine desulfurizer and the preparation method thereof provided by the invention, the triazine derivative and the sterically hindered amine are taken as a host, and the stabilizer, the synergist, the penetrant, the inhibitor and the assistant are compounded, so that the scaling trend of the triazine desulfurizer in an oil and gas well can be slowed down, the dissolution rate of hydrogen sulfide and the mass transfer rate in a solution are increased, and the desulfurization reaction is promoted; the desulfurization effect and the desulfurization rate are improved, and meanwhile, a very good scale inhibition effect is also achieved.

The invention relates to the technical field of organic synthesis, in particular to 4-chloro-1-methyl-6H-heterochromene [3, 4-c] pyridine as well as a synthesis method and application of the 4-chloro-1-methyl-6H-heterochromene [3, 4-c] pyridine. The synthesis method comprises the following steps: (1) synthesizing 2-chloro-3-fluoro-4-iodine-5-methylpyridine from 2-chloro-3-fluoro-5-methylpyridine and an iodine elementary substance to obtain 2-chloro-3-fluoro-4-iodine-5-methylpyridine; (2) synthesizing 2-(2-chloro-3-fluoro-5-methylpyridine-4-yl) benzaldehyde from the 2-chloro-3-fluoro-4-iodo-5-methylpyridine, the 1, 1-bis (diphenylphosphine) ferrocene palladium dichloride, the tripotassium phosphate and the (2-formyl phenyl) boric acid, and further synthesizing the 2-(2-chloro-3-fluoro-5-methylpyridine-4-yl) benzaldehyde from the 2-chloro-3-fluoro-4-iodo-5-methylpyridine and the 1, 1-bis (diphenylphosphine) ferrocene palladium dichloride. And (3) synthesizing the 4-chloro-1-methyl-6H-heterochromene [3, 4-c] pyridine by using the 2-(2-chloro-3-fluoro-5-methylpyridine-4-yl) benzaldehyde and sodium tert-butoxide. The 4-chloro-1-methyl-6H-heterochromene [3, 4-c] pyridine compound constructed by the invention can be used for detecting the content of pesticide residue glyphosate.

The invention discloses a method for synthesizing a benzodithiepinone derivative through metal-free catalysis, and belongs to the field of organic synthesis. According to the method, benzo disulfonylphenol ketone and alkyne are taken as raw materials, a dual-catalysis system composed of triethylene diamine and bis (diphenylphosphine) methane is adopted, a heating reaction is performed in a 1, 4-dioxane solvent, and the target seven-membered sulfur heterocycle (benzo [e] [1, 4] dithiepin-5-ketone compound) is obtained through separation and purification. According to the method, the problem of regioselective sulfuration of alkyne is effectively solved through a synergistic catalysis mechanism of organic amine and organic phosphine, and high-precision cyclization reaction of benzobissulfonylphenol ketone and alkyne is realized. The process is mild in reaction condition, free of inert gas protection, simple and convenient to operate and good in functional group tolerance, the atom economy can reach 100%, and an efficient and practical synthesis way is provided for construction of the benzo [e] [1, 4] dithiepin-5-ketone compound with a novel structure.

The application relates to the technical field of catalysts, and discloses a palladium / alumina catalyst and a preparation method and application thereof. A Schiff base phosphine cyclodextrin ligand is synthesized through two-step reactions of nucleophilic substitution and Schiff base condensation, the molecular structure of the ligand covalently bridges the hydrophobic cavity of beta-cyclodextrin and the strong coordination site of diphenylphosphine through a rigid Schiff base bond; subsequently, the phosphine group of the ligand is coordinated with a palladium salt under a specific pH, and a uniform and stable palladium-ligand colloid precursor is formed under the assistance of a directing agent and a stabilizing agent; finally, the colloid is mixed with an alumina carrier for impregnation, drying, and a palladium / alumina catalyst is obtained. Through molecular design and process innovation, the problems of low activity, poor selectivity and insufficient stability of traditional catalysts are solved. When the catalyst is used for preparing hydrogen peroxide by hydrogenating anthraquinone, the hydrogenation efficiency is significantly improved, the selectivity is extremely high, and the cycle stability is excellent, so the catalyst has important industrial application value.

An ionic cuprous complex with thermally activated delayed fluorescence performance, characterized in that: the ionic cuprous complex with thermally activated delayed fluorescence performance is tetrakis(3,5-bis(trifluoromethyl)phenyl)boronic acid-[bis(2-diphenylphosphinophenyl)ether]-[1,10-phenanthroline]copper(I), tetrakis(3,5-bis(trifluoromethyl)phenyl)boronic acid-[4,5-bisdiphenylphosphino-9,9-dimethylxanthene]-[1,10-phenanthroline]copper(I), tetrakis(3,5-bis(trifluoromethyl)phenyl)boronic acid-[4,5-bisdiphenylphosphino-9,9-dimethylxanthene]-[1,10-phenanthroline]copper(I), tetrakis(3, 5-Bis(trifluoromethyl)phenyl)boronic acid-[bis(2-diphenylphosphinophenyl)ether]-[4,7-diphenyl-1,10-phenanthroline]copper(I), tetrakis(3,5-bis(trifluoromethyl)phenyl)boronic acid-[4,5-bis(diphenylphosphinophenyl)ether]-[4,7-diphenyl-1,10-phenanthroline]copper(I), with complexes 1b, 2a, and 2b as luminescent dyes. These complexes have application value in the recording, storage, and protection of information.

The invention discloses an MOF-derived Cu / t-ZrO2 bimetallic heterojunction catalyst as well as a preparation method and application thereof, and belongs to the technical field of photocatalyst materials. The preparation method of the catalyst comprises the following steps: adding an organic ligand suspension into a mixed solution of a copper source and 1, 2-bis (diphenylphosphine) ethane, and mixing and reacting under anhydrous and anaerobic conditions to obtain a copper-doped organic ligand material; the copper-doped organic ligand material and a zirconium source are mixed by using an organic solvent and then are subjected to a heating reaction to obtain a copper-doped zirconium-based metal organic framework material; and calcining the copper-doped zirconium-based metal organic framework material in an air atmosphere, and carrying out heat treatment in an inert atmosphere to obtain the MOF-derived Cu / t-ZrO2 bimetallic heterojunction catalyst. According to the MOF-derived Cu / t-ZrO2 bimetallic heterojunction catalyst disclosed by the invention, efficient, stable and low-cost solar energy-hydrogen energy conversion can be realized.

The invention belongs to the field of organic synthesis, and particularly relates to a synthetic method of a diaryl methane compound. A toluene derivative as shown in a formula 1, an aryl iodide as shown in a formula 2 and a styrene derivative as shown in a formula 3 are subjected to a reaction in the presence of a catalytic amount of PdCl2 (dppf) and 4, 6-di (diphenylphosphine) phenazine and an equivalent amount of LiN (SiMe3) 2 and CsF to synthesize the diaryl methane compound as shown in a formula 4. The coupling reaction of the toluene derivative, the aryl iodide and the styrene derivative is realized by adopting a catalytic amount of PdCl2 (dppf), and the palladium catalyst shows obvious catalytic performance.

The invention discloses a kind of recycling polypropylene to prepare high-impact material and preparation method thereof, relate to the field of materials. When the present invention uses recycling polypropylene to prepare high-impact material, first, polypropylene is grafted with vinyl diphenylphosphine, then reacted with 1-(3-chlorophenyl)-2-propyn-1-ol, and then reacted with 6-(methyl formate) pyridine-3-boric acid to obtain modified polypropylene; Secondly, calcium carbonate pretreated with 3-aminopropyltrimethoxysilane and 3-thiophene carboxaldehyde are reacted, and thiophene, 6-(thiophene-2-yl) pyridine-2-carboxylic acid, and 6-(3-thienyl) pyridine-2-carboxaldehyde are polymerized on the surface of calcium carbonate to obtain modified calcium carbonate; Finally, recycled polypropylene, modified polypropylene, modified calcium carbonate, sodium cyanide, and bismaleimide are melt-blended, and then extrusion granulation is performed to obtain high-impact material; The high-impact material prepared by the present invention has good impact resistance, anti-aging performance and antibacterial performance.

The invention relates to a method for preparing triphenylphosphine, which comprises the following steps: a diphenylphosphine chloride raw material is subjected to heat treatment at the temperature of 280-420 DEG C to prepare triphenylphosphine, and at least part of phenylphosphine dichloride is removed in the heat treatment process.

The invention discloses a method for synthesizing heterocyclic thioamide by a one-pot method. The method comprises the following steps: under the protection of argon, adding morpholine, sodium trifluoromethanesulfinate, diphenyl phosphorus chloride and triphenylphosphine into a sealed anhydrous oxygen-free tube, reacting at room temperature, adding a boric acid compound and a catalyst Ni (cod) 2 under the protection of nitrogen, taking tetrahydrofuran as a solvent, and fully reacting at 50-80 DEG C to obtain corresponding thioamide products. The method is simple and safe in process operation, high in reaction conversion rate, economical and practical in used raw materials, few in three wastes and environment-friendly.

The invention provides a green preparation method and application of diphenyl phosphine oxide. The preparation method comprises the following steps: step 1, mixing diphenyl alkoxy phosphine, water and Lewis acid, and fully stirring for reaction to obtain a reaction solution containing diphenyl phosphine oxide and alcohol; step 2, distilling the reaction liquid, washing with water, standing, separating liquid, collecting an organic phase, drying the organic phase, and cooling and crystallizing to obtain diphenylphosphine oxide; and step 3, rectifying and purifying the distilled alcohol, and pumping the distilled acid and water washing liquid into a reaction kettle for cyclic catalysis. The diphenylalkoxyphosphine is used as a raw material and is subjected to hydrolysis reaction with water under the catalysis of the lewis acid to generate diphenylphosphine oxide and alcohol, the lewis acid can be continuously returned to the reaction kettle to participate in the reaction after being subjected to subsequent distillation, the synthesis process is simple, the atom economy is high, the reaction principle is simple, the conditions are easy to control, and the method is green and environment-friendly and can be used for industrial production.

The invention discloses a novel C2 symmetric chiral bisamide ligand and a preparation method and application thereof, the ligand has a structure as shown in # imgabs0 #, Ar is aryl, the relative positions of two sulfur in the general formula are different, * represents a chiral center, R is 4-methylbenzyl, 4-bromobenzyl, 2, 6-dimethylbenzyl, methyl or benzyl, and n represents 1 or 2. Dithiophenol and (2S, 3S)-2, 3-diphenylaziridine react to obtain an intermediate, and the intermediate and nitrogen-substituted chiral cyclic amino acid or 2-diphenylphosphinobenzoic acid are subjected to dehydration condensation to obtain various ligands with novel structures. A catalyst formed by complexing the ligand and an allyl palladium chloride dimer can be used as a chiral ligand for efficiently catalyzing an asymmetric allyl alkylation reaction.

The invention discloses a preparation method and application of 1, 4-bis (diphenylphosphine) butane platinum dichloride (II), and the preparation method comprises the following steps: (1) mixing absolute methanol and dichloromethane, carrying out deoxidation treatment, and adding 1, 4-bis (diphenylphosphine) butane into the mixture; (2) dissolving potassium chloroplatinite in distilled water, filtering insoluble impurities, dropwise adding the potassium chloroplatinite into the reaction system in the step (1) under the protection of inert gas while keeping a stirring state, and after dropwise adding, heating, refluxing and stirring for reaction; (3) carrying out filter pressing under the protection of inert gas, passing through a silica gel column, and collecting filtrate; (4) concentrating the filtrate, and then adding an organic solvent for pulping; and (5) carrying out filter pressing under the protection of inert gas, washing a filter cake, and carrying out vacuum drying. According to the preparation method, the product yield is high, the purity is high, and the obtained 1, 4-bis (diphenylphosphine) butane platinum dichloride (II) is used for hydrogenation reaction of carbonyl compounds and has good catalytic performance.

The application provides a method for constructing a C-P bond through a nickel-catalyzed Hirao reaction, comprising the following steps: coupling a substituted aromatic compound 1 and a diphenyl phosphine oxide 2 in an organic solvent in the presence of a nickel catalyst, an additive and a base to generate an aromatic phosphine oxide compound 3, and the reaction formula is as follows: wherein X is any one of F, Cl, Br, I, OTf, B(OH)2 and OCF3; and Ar is an aromatic group. The method has the effects of universality of substrates, simple operation, mild conditions, low cost of noble metal catalysts and phosphine ligands and high yield.

The application discloses a method for vitamin A isomerization, and particularly relates to a method for generating all-trans vitamin A by performing isomerization reaction on VA crude oil in a solvent in the presence of a palladium catalyst, an alcohol amine type auxiliary agent and a diphenyl phosphine type auxiliary agent under an inert atmosphere. The method can efficiently isomerize 13-cis vitamin A into all-trans vitamin A while inhibiting the conversion of all-trans vitamin A into 9-cis vitamin A. After the reaction is completed, the conversion rate of 13-cis vitamin A is greater than or equal to 95%, the selectivity of all-trans vitamin A is greater than or equal to 99%, and no 9-cis vitamin A is generated.

The invention provides a preparation method of a novel chiral thiourea / phosphine bifunctional organic catalyst with a cis-cyclic 1, 2-phosphinamine skeleton and application of the novel chiral thiourea / phosphine bifunctional organic catalyst in an asymmetric catalytic reaction. The chiral organic catalyst is prepared by taking cis chiral 2-(diphenylphosphine)-1, 2, 3, 4-tetrahydro-1-naphthylamine and an isothiocyanate compound as raw materials through a one-step reaction under a mild condition. The chiral thiourea / phosphine bifunctional organic catalyst is simple to prepare and stable in property, and shows excellent catalytic activity and stereoselectivity in an asymmetric hydrosilylation reaction of o-amido benzophenone.

The invention discloses 2-phenyl-4-pinacol boryl-2, 1-boron aza-naphthalene, a 2-phenyl-4-pyrimidinyl-2, 1-boron aza-naphthalene compound and a preparation method of the 2-phenyl-4-pinacol boryl-2, 1-boron aza-naphthalene compound, and belongs to the technical field of organic synthetic chemistry. According to the preparation method, 2-phenyl-4-pinacolboryl-2, 1-boronaphthalene and bis (pinacol) diboron diboron ester are taken as raw materials, CuCl is taken as a catalyst, 4, 5-bis (diphenylphosphine)-9, 9-dimethyl xanthene is taken as a ligand, 2-adamantanone is taken as an additive, p-xylene is taken as a solvent, and the 2-phenyl-4-pinacolboryl-2, 1-boronaphthalene is efficiently obtained. The 2-phenyl-4-pyrimidinyl-2, 1-boron aza-naphthalene compound can be used as a key intermediate, the 2-phenyl-4-pyrimidinyl-2, 1-boron aza-naphthalene compound can be conveniently synthesized through efficient conversion of a C-B bond, and a new way is provided for functional modification of the boron-nitrogen heterocyclic compound.

The invention relates to the technical field of chromatographic packing, in particular to phosphine-containing ligand modified silica gel chromatographic packing and a preparation method thereof.The preparation method comprises the steps that firstly, porous silsesquioxane microspheres containing diphenylphosphine ligands are designed and synthesized to serve as a functional unit, and modified bridged silane containing a phenyl ether structure serves as an alkali-resisting enhancing unit; then copolycondensation is carried out on the units and tetraethoxysilane through a sol-gel method, an organic-inorganic hybrid silica gel skeleton is constructed, and finally the pore channel structure of the filler is optimized through a two-step pore expanding technology. According to the method, a phosphine ligand is firmly embedded into a silica gel skeleton in a covalent bond form, and modified bridged silane containing a phenyl ether structure is used as a part of the skeleton to provide hydrophobic protection and space stabilization effects, so that long-term stability of the filler in a strong alkaline environment and high-capacity and high-selectivity adsorption of metal ions are synergistically realized.

The application discloses a high-temperature-resistant polyvinyl chloride adhesive tape and a preparation method thereof, and belongs to the technical field of polymer materials and adhesive products. The high-temperature-resistant polyvinyl chloride adhesive tape comprises the following raw materials in parts by weight: synergistically modified polyvinyl chloride, diphenyl phosphine oxide, chlorinated polyethylene, diisononyl phthalate, antimony trioxide, calcium stearate, zinc stearate, an antioxidant and a leveling agent; the synergistically modified polyvinyl chloride is obtained by introducing catechol structures on the surface of polyvinyl chloride through dopamine self-polymerization deposition, forming a dynamic borate ester structure with 3-aminobenzoic acid, and constructing a Si-O-Si network structure through hydrolytic condensation reaction of octa(3-aminopropyl)silsesquioxane and N-(beta-aminoethyl)-gamma-aminopropyl triethoxysilane. The dopamine-borate ester-silicone synergistic network structure is constructed, and the diphenyl phosphine oxide is introduced for function regulation, so that the heat resistance, mechanical properties and dimensional stability of the polyvinyl chloride adhesive tape are significantly improved.

The invention relates to the technical field of phosphorus chemical synthesis, in particular to an industrial production method and application of 1, 2-bis (diphenylphosphinoxy) ethane, and the industrial production method of 1, 2-bis (diphenylphosphinoxy) ethane comprises the following steps: step 1, preparing an alkali solution; step 2, substitution reaction; step 3, product separation; step 4, product drying; and 5, recovering water, toluene and potassium chloride. The method has the advantages of few operation units, no three wastes, easily controllable conditions, realization of continuous production, and meeting of industrial production requirements.

The invention discloses an alpha-fluoro alpha, beta-unsaturated amide derivative as well as a synthesis method and application thereof. The preparation method comprises the following steps: by taking amyl-1, 1, 2-trifluoro-1, 4-diene which is simple and convenient to prepare and a cheap and abundant amine compound as raw materials, an allyl palladium chloride dimer as a transition metal catalyst, 1, 4-bis (diphenylphosphine) butane as a ligand and 2, 5-di-tert-butylbenzoquinone as an oxidant, reacting in an organic solvent at a proper temperature under a nitrogen condition, thereby obtaining the 1, 1, 2-trifluoro-1, 4-diene compound. The alpha-fluoro alpha, beta-unsaturated amide derivative is obtained with good yield, and the structural formula of the derivative is shown in the specification. The synthesis method disclosed by the invention has the characteristics of simplicity and convenience in operation, mild conditions, greenness, economy, wide substrate compatibility, high chemical selectivity and high regioselectivity, and solves the technical problem that the synthesis conditions of the alpha-fluoro-alpha, beta-unsaturated amide derivative are complicated and harsh. Meanwhile, the alpha-fluoro drug molecules can be efficiently and highly selectively obtained, and the method has a wide application prospect.

This invention relates to a lysosome-targeting fluorescent dye based on the BODIPY structure and its synthesis method, belonging to the field of organic fluorescent dyes. The invention designs and synthesizes the lysosome-targeting fluorescent dye BDP. The dye molecule uses BODIPY as the parent structure, and a novel lysosome-targeting fluorescent dye molecule is synthesized by introducing diphenylphosphine salt and tert-butyloxycarbonyl groups. The synthetic route of this dye is simple, it possesses excellent photostability, and exhibits good resistance to interference from ions, amino acids, and viscosity. Furthermore, this dye demonstrates superior fluorescence performance in a variety of common solvents, with fluorescence quantum yields exceeding 0.70. Experimental results show that this fluorescent dye can precisely target lysosomes in living cells, demonstrating promising applications in the field of bioimaging.

This invention discloses an indium phosphide quantum dot-bismuth tungstate composite material, its preparation method, and its application, relating to the field of photocatalytic materials technology. The preparation method includes the following steps: Indium precursor is added to oleylamine and mixed; the mixture is gradually heated and kept at a constant temperature under nitrogen protection; then, tris(diphenylphosphine) is added at 170-190°C to react and obtain indium phosphide quantum dots; bismuth nitrate is dispersed in water, and hexadecyltrimethylammonium bromide and sodium tungstate are added sequentially, followed by a hydrothermal reaction to obtain bismuth tungstate microflowers; indium phosphide quantum dots and bismuth tungstate microflowers are added to deionized water, mixed evenly, heated to react, cooled to room temperature, washed, and dried to obtain the indium phosphide quantum dot-bismuth tungstate composite material. This invention also discloses the indium phosphide quantum dot-bismuth tungstate composite material prepared by the above method and its application. This composite material has the function of photocatalytic H2O2 production and has significant application value in the treatment of coking wastewater.

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 discloses a method for constructing a cycloalkene-quinolinone axial chiral compound through a Heck reaction. The method uses a quinolinone compound containing central chirality as a substrate, uses palladium acetate (Pd(OAc)2) and 4,5-bisdiphenylphosphine-9,9-dimethylxanthene (Xantphos) as a catalyst, uses silver phosphate (Ag3PO4) as an alkali, and uses toluene as a solvent to prepare a cycloalkene-quinolinone axial chiral compound. The compound can be reacted with diisobutylaluminum hydride to realize conversion of a functional group. The method has mild reaction conditions, raw materials are easy to obtain, the product has excellent enantioselectivity, and has excellent yield, and thus provides a new method for synthesizing a cycloalkene-quinolinone axial chiral compound.

The invention discloses a ferrocenyl chiral diphosphine ligand and a preparation method of an intermediate of the ferrocenyl chiral diphosphine ligand, and belongs to organic synthesis. The method comprises the following steps: dissolving acetylferrocene and a chiral catalyst in an organic solvent, dropwise adding dimethylamine, after the reaction is finished, purifying to obtain a crude product of N, N-dimethyl-1-ferrocenylethylamine, and splitting and dissociating to obtain (S)-(-)-N, N-dimethyl-1-ferrocenylethylamine. The preparation method comprises the following steps: dissolving 2, 4-dichlorophenoxyacetic acid into an organic solvent, dropwise adding sec-butyllithium under a low-temperature condition, continuing to react, dropwise adding an organic solvent solution of iodine under a low-temperature condition, and continuing to react to obtain an iodinated product; then carrying out Ullmann reaction on the iodinated substance under the catalysis of nickel to obtain a coupling product; and finally, dissolving the coupling intermediate and diphenylphosphine in acetic acid, and continuously reacting to obtain a target product. The preparation method provided by the invention has the advantages of cheap and easily available raw materials, less chiral catalyst dosage, less preparation steps, high product yield and good product quality.

The present invention provides a class of novel chiral benzene-ring framework phosphine-1,2-diphenylethylenediamine ligands, their preparation methods, and their applications in asymmetric hydrogenation reactions. 2-Diphenylphosphinobenzaldehyde and 1,2-diphenylethylenediamine are added to a Schlenk flask in a molar ratio of 1:1.2. After filling with nitrogen, methanol (0.2 M) is added. The resulting mixture is refluxed at 80 °C for 1-2 hours. After cooling to room temperature, 2 equiv. of NaBH4 is added, and then the mixture is refluxed again at 80 °C for 3-4 hours. After cooling to room temperature, water is added to the reaction solution, and then extracted with dichloromethane, dried over anhydrous sodium sulfate. After removing the solvent, the desired chiral benzene-ring framework phosphine-1,2-diphenylethylenediamine ligand is obtained by column chromatography. The catalysts formed by the chiral ligands of the present invention and metal precursors such as Ir- and Ru- have excellent catalytic activity and stereoselectivity in the catalytic asymmetric hydrogenation reactions of C=C, C=N, and C=O double bonds, with an enantioselectivity of up to 99% ee and a TON of up to 100,000.

The present application relates to the technical field of chromatographic packing, in particular to a kind of phosphine ligand modified silica gel chromatographic packing and preparation method thereof, the present application first designs and synthesizes the porous silsesquioxane microspheres containing diphenyl phosphine ligand as functional unit, and the modified bridged silane containing phenyl ether structure as alkali-resistant reinforcing unit, then by sol-gel method, the above unit is copolymerized with tetraethyl orthosilicate, constructs organic-inorganic hybrid silica gel skeleton, finally, the pore structure of packing is optimized by two-step hole expansion process;The method makes phosphine ligand firmly embedded in the interior of silica gel skeleton in the form of covalent bond, and the modified bridged silane containing phenyl ether structure provides hydrophobic protection and space stabilization effect as part of the skeleton, so as to realize the long-term stability of packing in strong alkaline environment and high capacity, high selectivity adsorption of metal ions.