22 results about "Sonogashira coupling" patented technology

The invention discloses a copper porphyrin conjugated acetylene polymer composite material, a preparation method and application of the copper porphyrin conjugated acetylene polymer composite material in biological mercaptan photoelectric detection, the composite material comprises an electrochemical reduction graphene oxide layer, a poly (1, 4-diacetylene benzene) layer and a copper porphyrin conjugated acetylene copolymer layer, and the three layers form a layered composite structure through pi-pi interaction. The copper porphyrin conjugated acetylene copolymer is formed by copolymerization of a 1, 4-diacetylene benzene monomer and a copper-coordinated 5, 10, 15, 20-tetra (4-acetylene phenyl) porphyrin monomer through a Sonogashira coupling reaction, and the composite material utilizes a double recognition site mechanism that a Cu-S coordinate bond is formed by a porphyrin center and sulfydryl and an acetylene bond and the sulfydryl are subjected to a click reaction under illumination. The high-sensitivity and high-selectivity detection on the L-cysteine and the reduced glutathione is realized, and the detection limit on the L-cysteine can reach 2.3 mu M.

This invention discloses a cross-linked cyclodextrin polymer, its preparation method, and its applications, belonging to the field of compound synthesis and separation enrichment technology. This invention employs a Sonogashira coupling reaction to react α, β, and γ cyclodextrins with 2-, 3-, or 6-position fully iodine-substituted cyclodextrins with polyalkynyl groups, respectively, to obtain cross-linked cyclodextrin polymers with large specific surface areas and numerous cyclodextrin cavities. These polymers exhibit good separation effects for organic dyes, small organic molecule pollutants, and harmful components in cigarette smoke.

This invention discloses a class of porphyrin-based A-D-A type polymer photovoltaic materials, their preparation methods, and applications. The invention utilizes a porphyrin-DPP system constructed through Sonogashira coupling, placing the donor unit at the center of the A-D-A structure. This A-D-A structure more effectively enhances the intramolecular push-pull electronic effect, promoting intramolecular charge transfer and thus significantly broadening and redshifting the light absorption range of the polymer. Furthermore, the A-D-A structure facilitates more ordered and compact intermolecular stacking, promoting the expansion of π-π conjugation and potentially increasing the carrier mobility of the material. This lays the material foundation for obtaining higher short-circuit current densities and fill factors in devices.

The application discloses a preparation method of 4-bromothieno[2,3-c]pyridine-2-carboxylic acid ethyl ester, which comprises the following steps: 5-bromo-4-iodopyridine-3-thiol and propargyl acid ethyl ester are subjected to a Sonogashira coupling and a ring-closing series reaction under the action of a catalyst and an alkali to obtain 4-bromothieno[2,3-c]pyridine-2-carboxylic acid ethyl ester. The raw material adopted by the method is cheap and easy to obtain, the synthesis method is simple to operate, the reaction condition is mild, the requirement for equipment is low, and the method is suitable for the needs of industrial large-scale production.

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 application belongs to the technical field of organic phosphine ligands, and particularly relates to a fluorenyl biphosphine ligand and a preparation method and application thereof. The fluorenyl biphosphine ligand is prepared by using an easily available aryl halide as a starting material, constructing a phosphine-containing intermediate, and further converting the phosphine-containing intermediate to realize efficient construction of a fluorene skeleton biphosphine structure. The method has a clear reaction route, the raw materials are widely available, the reaction can be completed under mild conditions, is suitable for synthesis of different biphosphine substitution systems, and the prepared fluorenyl biphosphine ligand exhibits excellent catalytic performance in a Sonogashira coupling reaction, and has good practicability and promotional value.

The application provides application of a hyperbranched conjugated fluorescent high polymer in fluorescence detection of gasoline, diesel and kerosene, and relates to the technical field of organic synthesis and fluorescence sensing. The hyperbranched conjugated fluorescent high polymer has a structure shown in general formula (I), and is characterized in that a triethynylbenzene structure in the center of the polymer is subjected to a sonogashira coupling reaction with a hydroxyl-substituted benzene derivative to form a two-dimensional network structure, thereby bringing excellent sensing performance to a sensitive film; the sensitive film has on-site rapid detection sensitivity and sub-second (less than 1s) rapid response capability for gasoline, diesel and kerosene, meets on-site emergency detection requirements, and can realize effective anti-interference capability for various substances, and realizes high selectivity detection in a complex matrix environment.

A kind of circularly polarized chiral organic fluorescent light emitting material and its preparation method and application belong to the technical field of design, preparation and application of chiral polymer functional materials.The chiral binaphthyl compound R / S-2 prepared as chiral monomer is coupled with the monomer of fluorenyl chromophore group with single bond, double bond and triple bond connector to prepare three intrinsic chiral polymer functional fluorescent light emitting materials R / S-P1, R / S-P2 and R / S-P3 with different conjugated main chain conformations by Suzuki, Heck and Sonogashira coupling polymerization reaction, and their photophysical properties and chiral luminescence performance in thin film state are studied.The experiment proves that the product prepared by the application embodies the controllable photophysical properties in test, and has certain circular dichroism and circularly polarized luminescence properties, indicating that it is expected to be applied in the field of chiral solid-state display material and optoelectronic device.

This invention discloses an organic high-temperature photothermal material based on a tetraphenyl aromatic (hetero) ring core, its preparation method, and its applications. This organic high-temperature photothermal material is prepared through a simple four-step reaction, involving classic Sonogashira coupling and [2+2] click cycloaddition reactions. The tetraphenyl aromatic (hetero) ring serves as the backbone, connecting different donor units and click acceptor units. The donor units are aromatic amine groups, heteroaromatic amine groups, and alkyl amine groups, while the acceptor units are click reagents. The molecular backbone of this organic high-temperature photothermal material exhibits high rigidity and conjugation, maintaining a stable chemical structure under high-temperature conditions. Furthermore, this organic high-temperature photothermal material possesses high near-infrared absorption efficiency and high photothermal conversion efficiency. Further, this organic high-temperature photothermal material is used for laser initiation, achieving precise control of the initiation process through materials chemistry design. This lays a crucial material foundation for the development of a new generation of low-cost, high-safety laser initiation systems.

The invention belongs to the technical field of electrochemistry, and relates to a two-dimensional acetylene-rich carbon frame fast-charging negative electrode material and a preparation method and application thereof. The negative electrode material is prepared by respectively dissolving two monomers in an upper layer and a lower layer of mutually insoluble solvents and carrying out Sonogashira coupling polymerization at an interface, the two monomers are bromine-containing organic lithium and 1, 4-diacetylene benzene. The two monomers can also be added into an organic solvent, and corresponding products can be obtained through an oil bath heating reaction. The highly ordered structure of the material can significantly improve the transmission kinetics of lithium ions. In addition, the introduction of the carboxyl lithium group can optimize the electronic structure of the material, so that the electrode interface desolvation process and SEI interface film components are regulated and controlled, and excellent fast charging performance is shown. The invention provides a high-performance electrode material and an innovative preparation method for the fast-charging lithium ion battery.

The application discloses a preparation method of a fluorobodipyrrin-based porous organic polymer and application of the fluorobodipyrrin-based porous organic polymer in photocatalytic production of hydrogen peroxide. The fluorobodipyrrin-based porous organic polymer is a fluorobodipyrrin-based porous organic polymer containing a cyano group, and the preparation method comprises the following steps: polymerizing an electron acceptor fluorobodipyrrin derivative and an electron donor compound through a Sonogashira coupling reaction to obtain a fluorobodipyrrin-based porous organic polymer containing an alkyne bond; and modifying the fluorobodipyrrin-based porous organic polymer containing the alkyne bond through a free radical reaction to obtain the fluorobodipyrrin-based porous organic polymer containing the cyano group. The electron acceptor fluorobodipyrrin is polymerized with different electron donors through the Sonogashira coupling reaction to obtain the fluorobodipyrrin-based porous organic polymer containing the alkyne bond, and the alkyne bond is post-modified through the free radical reaction to obtain the fluorobodipyrrin-based porous organic polymer containing the cyano group, which has good photocatalytic performance and can be used for photocatalytic production of hydrogen peroxide in water.

The application discloses a preparation method of a porphyrin-based cationic conjugated microporous polymer and application of the porphyrin-based cationic conjugated microporous polymer in degradation of phenolic pollutants, and belongs to the field of adsorption and degradation materials. The porous material is prepared by taking porphyrin and pyridine monomers as reaction units, and a novel conjugated microporous polymer is prepared through a Sonogashira coupling reaction, and then the porous material is modified through a quaternization reaction to obtain a cationic porous material, and the cationic porous material is named as LDPOs. The reaction condition of the application is easy to control, the environment is friendly, the process is simple, and the operability is good. The obtained porous material has good hydrophilicity and thermal stability, can efficiently degrade organic pollutants such as bisphenol A, bisphenol S, bisphenol F and hexafluorobisphenol A, and has a potential application prospect in sewage treatment.

This invention discloses a covalent organic polymer (COP) supported palladium nanoparticle catalyst with adjustable bipyridine content, its preparation method, and its application in C-C bond coupling reactions. This invention prepares a COP support with a gradient of bipyridine content by controlling the mixing ratio of monomers 5,5'-diamino-2,2'-bipyridine and benzidine with 1,3,5-tris(p-formylphenyl)benzene. Utilizing the strong coordination of the nitrogen atom in the bipyridine unit with palladium, efficient palladium loading and high dispersion are achieved, yielding a series of Pd@COP heterogeneous catalysts. This catalyst has a simple preparation process, low palladium loading, and controllable cost. It exhibits excellent catalytic activity and stability in the Sonogashira coupling reaction, with mild reaction conditions and high product yield, making it suitable for the efficient synthesis of diarylaceyne compounds. The bipyridine content of the catalyst support in this invention can be precisely controlled, and the palladium loading increases with the increase of bipyridine content. The palladium is uniformly dispersed on the surface of the support without obvious agglomeration. In the Sonogashira coupling reaction of iodobenzene and phenylacetylene, the separation yield can reach 93% under optimal conditions. The catalytic activity is not significantly affected by the palladium loading density, and it has good prospects for industrial application.

This invention discloses a photo-switching organoiridium metal complex, its preparation method, and its applications, belonging to the field of photoisomerization materials technology. This invention involves forming an N^N ligand through a Sonogashira coupling reaction between alkynyl spiropyran and phenanthroline, and finally coordinating with a bridging ligand to form a photo-switching organoiridium metal complex. This photo-switching iridium metal material combines nonlinear optical materials with photoisomerizing spiropyran molecules, exhibiting excellent optical limiting performance, good photothermal stability, photoisomerization characteristics, fatigue resistance, bleaching resistance, and excellent laser protection performance. Furthermore, after ultraviolet irradiation, the expansion of the complex's conjugation degree due to the ring-opening of the spiropyran molecule further enhances its laser protection performance.

The application belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing polycyclic tetrahydroisoquinoline compounds and derivatives by a tandem cyclization strategy. The method comprises the following steps: (1) obtaining an o-alkynyl aryl aldehyde (ketone) compound with a primary amine at the end of the alkyne side chain by a Sonogashira coupling reaction and a tert-butyloxy carbonyl protection group; (2) obtaining isoquinoline salt by deprotection and tandem cyclization of the compound; (3) obtaining a series of polycyclic tetrahydroisoquinoline compounds and derivatives by further reduction of the isoquinoline salt without separation; the application is also applicable to rapid synthesis of berberine, tetrahydroberberine and numerous berberine derivatives; and the application has the advantages of easy-to-obtain raw materials, simple steps, simple operation, high ring formation efficiency, strong functional group tolerance and good reaction selectivity.

The application discloses a kind of porous organic polymers based on porphyrin-boron difluoride and preparation method and photocatalytic application, belong to photocatalytic material technical field.The Sonogashira coupling reaction is used to connect fluorine boron difluoride derivative through alkynyl and porphyrin, and a kind of porous organic polymer BPOP of porphyrin-boron difluoride is prepared.The polymer is under light, and adsorbs and photodegrades phenolic, methyl orange and other organic pollutants, to high selectivity and fastly photocatalytic oxidation methyl phenyl sulfoxide from benzyl sulfide, and excellent photocatalytic performance is exhibited.

The invention relates to a naphthalimide photoinitiator as well as a synthesis method and application thereof. The method takes 4-bromo-1, 8-naphthenic anhydride as a starting raw material, and is efficiently synthesized through three steps of reaction: 1, under the catalysis of cuprous iodide and bis (triphenylphosphine) palladium dichloride, carrying out Sonogashira coupling on the compound and 1-octyne in tetrahydrofuran, and introducing an eight-carbon alkyne long chain to obtain a compound 3; secondly, the compound 3 and ethanolamine (0.37 g, 6 mmol) are subjected to aminolysis in ethyl alcohol, an intermediate compound 4 containing hydroxyl is generated, and the yield is as high as 92%; and 3, reacting the compound 4 with 2-chloroethyl isocyanate under the catalysis of dibutyltin dilaurate to generate a final product compound 1, and the yield reaches 95%. The process route is simple, the condition is mild, the total yield is high, and the obtained photoinitiator has excellent solubility, reaction activity and compatibility with high polymer materials and is suitable for a photocuring system.

The invention discloses a ferriporphyrin conjugated acetylene polymer peroxidase-like material as well as a preparation method and application thereof, and belongs to the field of functional polymer materials, a ferriporphyrin structural unit is connected with 1, 4-diacetylene benzene through a Sonogashira coupling reaction to construct a polymer skeleton with an extended conjugated structure, the ferriporphyrin unit is used as a peroxidase-like active center, and the polymer skeleton with the extended conjugated structure is used as a peroxidase-like active center. The material has a porous structure (the specific surface area is 100-800 m / g) and excellent catalytic activity (the specific surface area is 1.0-2.5 mM), hydrogen peroxide can be detected with high sensitivity, the detection limit reaches 0.5 mu M, and the detection range is 0.5-500 mu M. The material is simple and convenient in preparation method, good in chemical stability and thermal stability and recyclable, is an ideal substitute of natural peroxidase, and has wide application prospects. The method has wide application prospects in the fields of biological analysis, clinical diagnosis, food safety, environment monitoring and the like.

The application discloses an organic near-infrared light-heat conversion material and a preparation method and application thereof, and belongs to the technical field of light-heat materials. The organic near-infrared light-heat conversion material is prepared through Suzuki coupling reaction and / or Sonogashira coupling reaction, takes 6-(2-ethylhexyl)-[1,2,5]thiadiazole[3,4-F]benzotriazole or benzodithiadiazole as an acceptor core, and is connected with the same or different donor units through a triple bond pi bridge. The organic near-infrared light-heat conversion material has the advantages of simple synthesis method, extended molecular conjugated structure through the introduction of the triple bond pi bridge, enhanced intermolecular interaction, longer sunlight absorption capacity of longer wavelength and excellent light-heat conversion capacity. Under the action of laser and concentrated sunlight, the organic near-infrared light-heat conversion material can reach a high temperature of above 300 DEG C, and has a wide application prospect in the fields of light-heat devices, laser ignition and laser metal processing.

The invention belongs to the technical field of helicene functional molecular materials, and relates to a pi-expanded helicene compound as well as a preparation method and application thereof. According to the invention, a helicene structure is used as a parent body, hexabenzonutmeg is used as a pi-expansion unit, hexabenzonutmeg is orderly and controllably replaced with [6] cyclic m-phenylenes, that is, 0, 1 and 2 [6] cyclic m-phenylenes are respectively introduced into a completely pi-expanded [7] helicene compound through Sonogashira coupling, Diels-Alder reaction and Scholl oxidation reaction, electron distribution in the conjugated structure is influenced by introduction of the [6] cyclic m-phenylenes, and the [7] helicene compound is introduced into the [7] helicene compound through introduction of the [7] cyclic m-phenylenes. The photoelectric properties of the series of compounds are adjusted, and the compounds can be used in the fields of organic light-emitting devices, organic spin electronic devices and chiral optical elements. In addition, the preparation method provided by the invention can be used for obtaining a series of complete pi-expanded helicene compounds with specific defects in a high-yield and high-purity manner.

This invention belongs to the field of electrochemical technology and relates to a two-dimensional alkyne-rich carbon framework fast-charging anode material, its preparation method, and its applications. This anode material is prepared by dissolving two monomers separately in two immiscible solvents and then performing Sonogashira coupling polymerization at the interface; the two monomers are bromine-containing organolithium and 1,4-diethynylbenzene. Alternatively, the two monomers can be added to an organic solvent and reacted via an oil bath to obtain the corresponding products. The highly ordered structure of this material significantly enhances lithium-ion transport kinetics. Furthermore, the introduction of carboxyl lithium groups optimizes the electronic structure of the material, thereby regulating the desolvation process at the electrode interface and the SEI interface film composition, thus exhibiting excellent fast-charging performance. This invention provides a high-performance electrode material and an innovative preparation method for fast-charging lithium-ion batteries.

The application discloses a sulfonylurea-containing compound and a preparation method and application thereof, and relates to the technical field of preparation and application of pharmaceutical inhibitors. The sulfonylurea-containing compound has the structure of: The preparation method is realized through three steps: raw materials are subjected to a Suzuki coupling reaction to synthesize an intermediate 1, subjected to a Sonogashira coupling reaction to obtain an intermediate 2, and subjected to a Williamson reaction to synthesize a target compound. Through the synergistic effect of a sulfonyl group and a urea group, precise recognition and efficient embedding of a kinase ATP binding pocket are realized, and the technical bottlenecks of poor selectivity, easy drug resistance and complex synthesis process of traditional c-Met inhibitors are solved.