34 results about "Alkynylation" patented technology

The application discloses a method for regionally selective C3-H alkyne of triazolopyridazine compounds, and belongs to the field of organic synthesis. The method uses triazolopyridazine and high-valence iodine (III) alkyne reagent as raw materials, and a double catalytic system composed of Ph3PAuNTf2 (5 mol%), AgOTf (5 mol%) and 1,10-phenanthroline (20 mol%) in dichloromethane, and after reaction at 50 DEG C, the C3 alkyne product is obtained through purification. The method solves the problems of catalyst deactivation and poor selectivity caused by nitrogen-rich heterocyclic rings through gold / silver synergistic catalysis, and realizes precise functionalization of the C3 position. The reaction condition is mild, the substrate is widely applicable (R¹ contains various aryl groups and heteroaryl groups, and R² is compatible with different substituted aryl groups), the yield is 60% to 95%, the step is economical, and the method is suitable for large-scale preparation.

This invention provides a PMMA-PCL-based composite solid electrolyte, its preparation method, and its applications. The composite solid electrolyte comprises the following components: polymethyl methacrylate, polycaprolactone, lithium salt, active lithium-containing filler, and an unsaturated alkynyl compound with photoinduced secondary self-enhancing properties. This invention promotes supramolecular homogeneous integration within the electrolyte through magnetic field-microwave coupling and, for the first time, introduces an unsaturated alkynyl compound with photoinduced secondary self-enhancing properties to anchor solvent molecules and anions, thereby regulating the local coordination environment of lithium ions at the interface to improve lithium-ion transport and interfacial stability of the PMMA-PCL-based composite solid electrolyte at room temperature. This results in the PMMA-PCL-based composite solid electrolyte provided by this invention exhibiting excellent room-temperature performance and significantly improving the performance of symmetric cells at 0.1 mA cm⁻¹. ‑1 The time it takes for the current density to allow for stable cycling.

The invention relates to a method for decarbonylation alkynylation of ketone, which comprises the following step: in an inert solvent, under the action of a metal catalyst and a ligand, carrying out decarbonylation-reduction coupling reaction on a ketone compound and alkynyl chloride to obtain an alkyne compound. The alkyne is synthesized under the strategy of nickel catalysis, and the method has the advantages of easily available raw materials, simple operation and mild conditions, has very good theoretical guidance significance and practical application value, and conforms to the sustainable green chemistry concept.

The invention belongs to the technical field of complex enyne preparation, and particularly relates to a method for synthesizing complex enyne through selective alpha / beta C-H alkynylation of aryl olefin and application of the complex enyne, and the method comprises the following steps: under relatively mild conditions, adopting a transition metal salt catalyst, enabling the aryl olefin and an alkynylation reagent to be subjected to selective alpha / beta C-H alkynylation reaction, and obtaining the complex enyne through selective alpha / beta C-H alkynylation. Complex alkyne is prepared; wherein the molar ratio of the aryl olefin to the alkynylation reagent to the transition metal salt catalyst to the additive is 1 to (1.5 to 2.5) to (0.05 to 0.15) to (1.5 to 3.0); according to the method for synthesizing the complex alkyne through selective alpha / beta C-H alkynylation of the aryl olefin and the application of the complex alkyne, the synthesis efficiency is high, the E / Z selectivity is excellent, the method is environmentally friendly, the production environmental protection pressure is small, the substrate application range of the method is wide, and individual substrates can be used for preparing luminescent layer materials of photoelectric devices or preparing anti-counterfeit labels and the like.

The present invention develops a method for blue light induced hydrogen trifluoromethylation of alkynyl compounds. The method uses alkynyl compounds and sodium trifluoromethanesulfinate as raw materials, and uses sodium trifluoromethanesulfinate as a trifluoromethyl source to carry out hydrogen trifluoromethylation of alkynyl groups under blue light irradiation at room temperature to obtain C-containing vinyl This method has the advantages of a wide substrate range, mild reaction conditions, high yield of target product, simple reaction operation, low reaction pollution, and is feasible for industrial large-scale production.

This application provides a method for preparing 1,2-benzisoxazole derivatives. This method is the first to develop a C-H activation strategy for generating 1,2-benzisoxazole using N-phenoxyamide as a substrate and acetic halide as a coupling agent under rhodium(III) catalysis. Under inert solvent conditions, and with the combined action of a transition metal catalyst and an oxidant, the acetic halide undergoes ortho-C-H bond alkynylation under the guidance of N-phenoxyamide, followed by intramolecular amine metallation of the carbon-carbon triple bond of the acetic acid. Finally, under the action of a base, deacylation and β-OH elimination occur, yielding a multifunctional 1,2-benzisoxazole derivative. Currently, the synthesis of 1,2-benzisoxazole remains challenging due to the scarcity of synthetic methods and limitations on specific substrates (multi-step synthesis, poor functional group compatibility, etc.). This reaction is expected to provide a new approach for the development and application of 1,2-benzisoxazole derivatives. It should be noted that the obtained product can also be applied to hole transport materials for perovskite solar cells. Specifically, a donor-acceptor structure is formed by combining a triphenylamine group with excellent hole transport capability and a benzoxazole group that can act as an electron acceptor. This molecule achieves a power conversion efficiency of 16.01%.

This invention relates to the field of organic synthesis technology, and in particular to a method for synthesizing alkynyl compounds based on mechanical ball milling. An ether compound is mixed with a compound of formula V, sodium iodide, and ethyl acetate, and then subjected to a ball milling reaction to obtain the alkynyl compound. The ball milling reaction conditions include a vibration frequency of 30 Hz and a vibration time of 30 min. This invention provides the first method to apply a mechanical strategy to the generation of alkynyl free radicals and the subsequent selenization reaction. Through ball milling-induced σ-hole sulfur bond SET, alkynyl sulfonium salts generate alkynyl free radicals and synthesize alkynyl selenides. Compared with existing technologies, the method for generating alkynyl free radicals described in this invention does not require metal catalysts or ultraviolet excitation, achieves high yields of alkynyl selenides, and features simple operation and mild reaction conditions.

Disclosed in the present invention are a temperature-sensitive material and a glycoconjugate, and a synthesis method therefor and the use thereof in solid-phase glycosynthesis, wherein the temperature-sensitive material is an alkynylated 2-ethyl-2-oxazoline polymer, the azido sugar has a structure of Suger-N-C3N3, and the temperature-sensitive material and the azido sugar are conjugated to form the temperature-sensitive glycoconjugate, thereby realizing the use in solid-phase glycosynthesis. In the present invention, in an actual application stage, the precipitation of glycoconjugate in an aqueous phase can be realized by means of increasing the temperature, the dissolution of a glycoconjugate can be realized by means of reducing the temperature, and the separation of the sugar from the material can also be realized by means of trifluoroacetic acid (TFA). On the basis of the above characteristics, the temperature-sensitive material and the glycoconjugate thereof of the present invention can efficiently and conveniently solve the defects of a sugar intermediate being difficult to separate and purify during polymerization and the steps being uncontrollable, thereby realizing controllable synthesis and purification of sugar, and is of great significance to the research of sugar science.

This invention discloses a method for preparing graphdiyne-based materials based on the Sonogashira-Hagihara cross-coupling reaction, belonging to the field of Sonogashira-Hagihara cross-coupling reaction technology. This invention uses halogenated aromatic hydrocarbons and alkynyl compounds as raw materials, and a palladium / copper catalyst as the catalytic system. By controlling the basicity and solvent polarity, the protecting groups on the alkynyl bonds of the alkynyl compounds are removed in situ, and then Sonogashira-Hagihara cross-coupling is performed with the halogenated aromatic hydrocarbons to obtain graphdiyne-based materials. The method of this invention allows for the selection of a wide variety of halogenated aromatic hydrocarbons, has low cost, and fewer side reactions during polymerization, which is beneficial for expanding the types of graphdiyne and the development and utilization of high-quality graphdiyne films, while reducing the preparation cost of graphdiyne.

The application discloses a transition metal-free method for preparing o-iodophenyl acetylide, which uses o-dihalobenzene and terminal alkyne as raw materials, and reacts to obtain o-iodophenyl acetylide in the presence of alkali metal hydride; preferably, the reaction is carried out in a solvent. Specifically, the alkali metal hydride is added into the solvent, then the terminal alkyne compound is added, stirred for 5 min, and then the o-dihalobenzene is added, and the reaction is carried out at 0-60 DEG C to obtain the alkylation product o-iodophenyl acetylide. The method is simple in operation, mild in reaction condition, and can be easily scaled up, and does not need any metal additive or anhydrous condition.

The invention discloses a synthesis method of a 2-alkynyl-3-ester pyrrole compound, which comprises the following steps: by taking a pyrrole derivative and (bromoethynyl) triisopropyl silane as raw materials, under the conditions of a silver additive and alkali, catalyzing a pyrrole C2 site direct alkynylation reaction by using a ruthenium catalyst to prepare the 2-alkynyl-3-ester pyrrole compound. The method is based on a precise C-H activation strategy of a ruthenium catalyst, and through reasonable matching of the ruthenium catalyst, a silver salt additive and an alkali system, the activity of a metal center can be effectively regulated and controlled, so that the metal center selectively recognizes a pyrrole C2 site and precise and directional introduction of alkynyl is realized, thereby overcoming challenges such as site competition and catalytic circulation blocking caused by an electronic effect. In a word, the alkynylation system established by the invention is simple and convenient to operate and good in repeatability, provides a reliable technical approach for rapid preparation of the 2-alkynyl-3-ester pyrrole compound, expands a new synthesis thought for construction of drug molecules, functional materials and organic photoelectric structural units, and has important application value and popularization prospect.

The invention discloses a method for synthesizing a benzofuran derivative through copper-catalyzed alkynylation reaction, and relates to the technical field of organic synthetic chemistry and medicinal chemistry. According to the method, halogenated anisole and terminal alkyne are used as raw materials, under the combined action of a copper catalyst and alkali, ethanol is used as a green solvent, an aryne intermediate is generated in situ through a Sonogashira coupling reaction, then an electrophilic reagent R-Se-X1 is directly added to induce cyclization without separation and purification, and a benzofuran skeleton is efficiently constructed. Compared with a traditional palladium catalysis system, the method has the advantages that the copper catalyst which is low in cost and easy to obtain is adopted, the problems of high cost and difficult recovery of precious metal (such as palladium) are solved, meanwhile, the use of cocatalysts of heavy metal (such as lead and antimony) is eliminated, and the economical efficiency and the environmental protection property of the process are remarkably improved. In addition, the reaction for synthesizing the aryne intermediate does not need inert gas protection, and the reaction conditions (heating and room temperature) are mild. In addition, the method provided by the invention also has excellent substrate universality.

The invention discloses the crystal form, preparation method and application of an alkynyl compound, its salt and solvent compound. The invention specifically discloses 3-((1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazine-1-yl)methyl)-3-(trifluoromethyl)phenyl) benzamide crystal form I and 3-((1H-pyrazolo [3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazine-1-yl)methyl)-3-(trifluoromethyl)phenyl) benzamide fumarate crystal form II. The crystal form of the invention has good stability and has important value for drug optimization and development.

The invention provides a lining for an azide propellant, a preparation method and application, and the lining is prepared from the following raw materials in parts by weight: 100-150 parts of hydroxyl-terminated polybutadiene, 40-100 parts of a filler, 1-3 parts of triethanolamine, 0.5-5 parts of a modifier, 2-5 parts of a bonding agent, 3-5 parts of a plasticizer, 10-40 parts of a curing agent, 0.6-1.2 parts of a catalyst and 1-3 parts of an alkynyl compound. The method comprises the following steps: dropwise adding a formula amount of alkynyl compound into a modifier, and fully stirring to obtain a mixed solution; under a stirring condition, dropwise adding the mixed solution into triethanolamine to obtain a modified chain extender; the preparation method comprises the following steps: mixing the hydroxyl-terminated polybutadiene, the filler, the modified chain extender, the plasticizer, the bonding agent, the curing agent and the catalyst according to a formula ratio. Alkynyl is introduced into a lining material in a chain extender modification mode, the defect caused by direct use of a small-molecule alkynyl compound is avoided, on the basis of isocyanate and hydroxyl curing reaction, 1, 3-dipolar cycloaddition reaction between alkynyl and azide is introduced, and a new cross-linked structure is generated.

A chemoenzymatic method for synthesizing steroid HE3286 is provided, comprising: screening cytochrome P450 mutant LG-23 capable of catalyzing 7β-hydroxylation of dehydroepiandrosterone; enzymatically converting dehydroepiandrosterone to 7β-hydroxy-dehydroepiandrosterone using the P450 BM3 mutant enzyme; and chemically performing alkynylation at the C17th position carbonyl group to generate steroid HE3286. The steroid HE3286 synthesis method not only features simplified synthetic steps and high catalytic selectivity, but also offers mild reaction conditions, low cost, and environmentally friendly efficiency. This approach holds significant application value for advancing the development of steroid pharmaceuticals.

The invention discloses a high-performance polymer interpenetrating network and a preparation method thereof. The preparation method comprises the following steps: 1) mixing alkynylated polyethylene glycol, dimethyl ethylenediamine, trimethylolpropane tripropiolate and a monodentate ligand in a first solvent for reaction, adding palladium acetate and the tridentate ligand for coordination reaction after the reaction is finished, and removing the first solvent after the coordination reaction is finished to obtain a polyethylene glycol network; and 2) in the presence or absence of a catalyst, mixing the polyethylene glycol network, polyol, a chain extender, polyisocyanate and a cross-linking agent to react to obtain a polyethylene glycol-polyurethane polymer interpenetrating network, and curing to obtain the high-performance polymer interpenetrating network. According to the invention, the mechanical property and energy absorption capacity of polyurethane and polyethylene glycol can be enhanced, so that the material can bear higher stress level, the toughness of the material is improved, and the maximum extensibility and plastic deformation capacity of the material are improved while the original strength of a polymer is maintained.

An electrolyte solution additive, an electrolyte solution, a battery, and an electrical apparatus. The electrolyte solution additive includes vinylene carbonate, methylene methanedisulfonate, and an alkynyl compound. The alkynyl compound compriseswherein n is 0-10, and R comprises

The invention belongs to the technical field of organic synthesis, and discloses a method for directly preparing an alkynylation coupling product from azacyclo-olefin, which comprises the following steps of: reacting azacyclo-olefin as shown in a formula I and alkynyl bromide as shown in a formula II in an organic solvent under the action of alkali and a proton source by taking the azacyclo-olefin as shown in a formula I and the alkynyl bromide as shown in a formula II as substrates and a bivalent nickel salt as a catalyst to obtain the alkynylation coupling product. The alkynylation coupling product as shown in the formula III is obtained. According to the method, the variety of alkynyl-containing heterocyclic compounds is widened, the reaction conditions are mild, the raw materials are low in price, industrial production is easy to realize, and the product has a certain application prospect in the aspect of pesticides.

The invention relates to the technical field of high polymer materials, in particular to a wear-resistant PEEK composite material and a preparation method thereof.The preparation method comprises the steps that phenylethynyl phthalic anhydride is added into polyether-ether-ketone powder for evaporation end-capping treatment, end-capped polyether-ether-ketone with an alkynylated large end and a small end is formed, and end-capped polyether-ether-ketone with the alkynylated large end and the small end is prepared; dispersing the mixed filler particles in a mixed solution containing a silane coupling agent, stirring, and carrying out melt mixing treatment on the stirred composite filler and terminated polyether-ether-ketone to obtain a composite melt; carrying out hot pressing on the composite melt to form a crystal structure, and carrying out thermal cycle diffusion treatment on the crystal structure to obtain a heat treatment product comprising an interface diffusion layer; and performing scanning treatment on the heat treatment product based on pulse laser to melt the polyether-ether-ketone on the surface layer and activate the interface diffusion layer to form the wear-resistant composite material comprising the wear-resistant coating. The technical problems that in the prior art, a wear-resistant coating is weak in interface bonding force with a base body and prone to being stripped too early are solved, and the wear rate is greatly reduced compared with the prior art.

Methods, compositions, and kits are provided for synthesizing bioactive chromane, the method including: constructing a tertiary ether stereocenter enantioselectively by catalyzed alkynylation of a substituted chromenone to obtain a chromanone; reducing alkyne and ketone in the chromanone to obtain a chroman; and converting ester to methyl group thereby obtaining chromane.

The invention discloses a preparation method of an NHC-boronized alkyne compound, which comprises the following specific preparation process: taking an ethynyl benzoxazolinone compound and an N-heterocyclic carbene borane compound as reaction raw materials, 4-CzIPN as a photocatalyst, Cs2CO3 as alkali and acetonitrile as a solvent, and reacting under blue light LED irradiation and nitrogen atmosphere to obtain the NHC-boronized alkyne compound. And finally, the target product NHC-boronized alkyne compound is prepared. Through visible light catalysis, the reaction condition is mild, the operation is simple and convenient, N-heterocyclic carbene borane which is easy to synthesize is used as a boron source, ethynyl benzoxazolinone is used as an alkynylation reagent, and various NHC-boronized alkyne compounds can be efficiently synthesized.

[Problem]To provide an alkenyl phosphorus compound.[Means to Solve the Problem]The method for manufacturing an alkenyl phosphorus compound according to the present invention is a method in which a specific phosphorus compound and a specific alkynyl compound are reacted in the presence of a transition metal complex and a Lewis acid, thereby giving an alkenyl phosphorus compound.

The invention belongs to the technical field of sealants, and particularly discloses a curing stabilizer, a sealant based on the curing stabilizer and a preparation method.The curing stabilizer is prepared from, by weight, 100 parts of N-(4-methoxybenzyl) hydroxylamine; 20-80 parts of an aldehyde compound; 30 to 50 parts of triethylamine; 300 to 500 parts of dichloromethane; 12 to 40 parts of a terminal alkynyl compound; 190 to 300 parts of acetonitrile; 10 to 20 parts of water; 50 to 150 parts of ceric ammonium nitrate; wherein the aldehyde compound is at least one of formaldehyde, acetaldehyde and benzaldehyde; the alkynyl-terminated compound is at least one of phenylacetylene and trimethylsilylacetylene. The curing stabilizer disclosed by the invention has a relatively good application value in prolonging the storage period of the sealant and increasing the curing speed.

The present application relates to a kind of polyester and its preparation method and application, the raw material of the polyester preparation includes the following components: polyester polyol, azide compound, reaction aid, alkynyl compound and catalyst;The azide compound includes bis (p-nitrophenyl) azide phosphoric acid ester.In the present application, the conversion rate of the polyester to the hydroxyl group (such as primary hydroxyl group) of polyester polyol is high, different functional groups can be introduced in end group, which can greatly improve the reaction selectivity of polyester and expand the application range of polyester on the basis of retaining the excellent performance of polyester itself, for example, on the basis of not affecting the self-learning performance, the reaction time with isocyanate can be improved, which helps to expand the production operation range, and is beneficial to the manufacture of large size materials;And the raw material of the polyester preparation is safe and not easy to explode, suitable for large-scale use in factory.

This invention discloses a gold / silver catalyzed method for synthesizing 3-alkynylpyrrole compounds, belonging to the field of organic synthesis technology. The method uses enamine compounds and alkynyl high-valent iodine(III) reagents as raw materials, in acetonitrile solvent, with Ph3PAuNTf2 (5 mol%) and AgPF6 (5 mol%) as catalysts, and 1,10-phenanthroline (20 mol%) as a ligand, via a tandem C(sp... 2 The α-H-ynylation / N-ynylation reaction enables the one-step construction of a multi-substituted pyrrole skeleton. This synthetic method features mild reaction conditions, simple operation, a wide range of applicable substrates, good compatibility with various functional groups, and the ability to achieve gram-scale reactions, making it of significant application value in the fields of medicinal chemistry and functional materials.

The application discloses a synthesis method of a functionalized carbon glycoside, and belongs to the technical field of organic synthesis. The application takes a coupling reagent (aryl bromide, alkenyl bromide, alkenyl geminal difluoride, alkynyl bromide, electron-deficient olefin) and a glycoside as substrates, is catalyzed by a photocatalyst, or is cooperatively catalyzed by a photocatalyst and a metal catalyst, and is completely reacted under the irradiation of purple light to obtain a functionalized (arylated, alkenylated, alkenyl monofluorinated, alkynylated and alkylated) carbon glycoside. The application realizes the stereoselective functionalization reaction of a C(sp 3 )‑H bond of the glycoside by using the strategy of photocatalysis or light-metal cooperative catalysis, the method has the advantages of mild conditions, wide substrate adaptability, low cost, high atom utilization rate and economic steps, and the synthesized functionalized carbon glycoside can realize the synthesis of various natural products and commercially available drugs through subsequent conversion, and has great synthetic value.

The present invention relates to a method for synthesizing a steroid HE3286 by using an enzymatic method and a chemical method. The method comprises: screening for a cytochrome P450 mutant LG-23 capable of catalyzing 7β-hydroxylation of dehydroepiandrosterone, using a P450BM3 mutant enzyme to catalyze dehydroepiandrosterone to generate 7β-hydroxydehydroepiandrosterone, and then using a chemical method for an alkynylation reaction at the 17-position carbonyl to generate a steroid HE3286. The method for synthesizing HE3286 of the present invention has simple synthesis steps, high catalytic selectivity, reduced by-products, increased yield, mild reaction conditions, low costs, green and environmentally friendly characteristics, and high efficiency, and has important application value for promoting the development process of steroid drugs in China.

The application belongs to the technical field of flame retardants, and particularly relates to a nitrogen-phosphorus modified lignin-based flame retardant, a preparation method and application thereof, and the preparation method of the nitrogen-phosphorus modified lignin-based flame retardant, which comprises the following steps: adding an alkynylating reagent and an activating agent into an organic solution of lignin, heating and stirring, performing an alkynylating modification reaction to obtain alkynylated lignin; mixing the alkynylated lignin with a phosphating reagent in an organic solvent, heating and stirring, and performing a phosphating reaction to obtain phosphated lignin; mixing the phosphated lignin, an azide and a composite catalyst in an organic solvent in a nitrogen atmosphere, heating and stirring, and performing an azidation modification to obtain the flame retardant. The lignin is used as a main raw material, and high-value utilization of the lignin and improvement of the flame retardant performance of the composite material are realized.

The application discloses a trifluoromethyl alkynyl reaction containing photocatalysis 1,6-diene and application. 1,6-diene and alkynyl trifluoromethyl sulfone are used as raw materials, dimethyl benzoyl peroxide and sodium acetate additives are used, methyl tert-butyl ether is used as a reaction solvent, and a five-membered ring compound containing trifluoromethyl and alkynyl is obtained by reaction at room temperature. The synthesis method has the advantages of mild reaction condition, simple and safe operation, cheap and easily available raw material, and is an environment-friendly green synthesis method. Through the method, the trifluoromethyl alkynyl reaction of 1,6-diene can be successfully realized, and the obtained product can be used as an important organic synthon, and a series of molecular structures containing trifluoromethyl can be prepared through further oxidation or reduction reaction.

The invention provides insulating lubricating oil for an electric compressor of a new energy automobile and a preparation method thereof, and belongs to the technical field of special lubricating oil. The preparation method comprises the following steps: carrying out alkynylation pre-activation on a small amount of polyol ester (POE) base oil, and then covalently linking the activated POE and poly-alpha olefin (PAO) base oil by using a bifunctional crosslinking agent containing furan and maleimide groups by adopting a series distribution process of a copper-catalyzed azide-alkyne cycloaddition reaction (CuACC) and a photo-initiated enol-sulfur reaction. Finally, a dynamic network structure is formed through a reversible cycloaddition reaction between furan and a maleimide group, a functional additive is added, and the insulating lubricating oil capable of self-adjusting the state according to different working conditions of the compressor is obtained. The lubricating oil composition has excellent electrical insulating property, excellent working condition self-adaptive rheological property and high chemical stability and material compatibility, and meets the strict requirements of the new energy automobile electric compressor on lubrication and insulation.