25 results about "Helicene" patented technology

The invention discloses a chiral amino acid CPL probe based on an aldehyde group functionalized luminescent rare earth spirochete complex as well as a preparation method and application thereof, and belongs to the technical field of biosensing materials. The invention aims to solve the problem that the existing probe has poor selectivity in recognition of sulfydryl amino acid. The chiral amino acid CPL probe is an aldehyde group functionalized water-soluble lanthanide helical complex, side chain aldehyde groups can enhance the water solubility of the helical complex by forming hemiacetal and can also be used as specific recognition sites, the aldehyde groups react with sulfydryl-containing amino acids such as D-penicillamine and L-cysteine to form thiazolidine rings, and the chiral amino acid CPL probe can be used as a specific recognition site. Furthermore, the chirality of D-PA and L-Cys is triggered to be transmitted to a metal center, and the chirality is amplified into a detectable CPL signal. Thiazolidine rings formed by condensation of different amino acids have steric hindrance differences, and the steric hindrance differences can influence spiral chirality, so that the probe still shows excellent selectivity even in a complex system in which a plurality of interfering substances coexist.

The invention provides a method for preparing a chiral helicene compound through cyclization reaction of an iridium-catalyzed 3-aryl indazole biaryl compound and disubstituted alkyne. The method comprises the following steps: under the action of an iridium catalyst, a chiral cyano phosphorus-oxygen ligand and an additive, carrying out an intermolecular asymmetric carbon-hydrogen bond activation reaction on a 3-aryl indazole biaryl compound and disubstituted alkyne, and after the reaction is finished, separating to obtain the chiral diazaspirene-containing compound, according to the invention, synthesis of the chiral helicene compound is realized through a transition metal catalysis asymmetric carbon-hydrogen bond activation method, the research technology of Cp metal catalysis asymmetric carbon-hydrogen bond activation is further developed, and the synthesis strategy of the chiral helicene compound is expanded at the same time; reaction substrates are wide in universality, and chiral control in the reaction process is realized through the chiral cyano phosphine oxide, so that the product has very high enantioselectivity; various chiral helicene compounds are synthesized, the synthesis method is simple and convenient, and the atom economy is high.

The invention discloses a bidentate phosphine ligand as shown in the following general formula 1 and a preparation method thereof, and a nickel-based catalyst containing the ligand and a preparation method and application of the nickel-based catalyst. The bidentate phosphine ligand is a compound containing a helicene substructure, wherein the helicene substructure is a skeleton of the bidentate phosphine ligand. The bidentate phosphine ligand and the catalyst prepared from the bidentate phosphine ligand have high capability of catalyzing 1, 3-butadiene and 2M3BN, the conversion rate and the selectivity are obviously improved, the property of the catalyst is stable, and the catalytic performance is not obviously reduced after multiple times of cyclic application. General formula 1

The invention relates to the technical field of molecular devices, in particular to a helicene molecule-based capacitance-inductance dual-function device and a preparation method thereof. The device comprises a first graphene point electrode, helicene molecules and a second graphene point electrode, the first graphene point electrode and the second graphene point electrode form a graphene point electrode pair, and the helicene molecules are connected between the graphene point electrode pair; the helicene molecules are switched between a capacitance effect and an inductance effect by changing the voltage change rate of alternating current applied to the helicene molecules; when the voltage change rate of the alternating current is 0.1-1.0 V / s, the helicene molecules have an inductance effect; and when the voltage change rate of the alternating current is greater than or equal to 10V / s, the helicene molecules have a capacitance effect. According to the preparation method provided by the invention, preparation is carried out on the basis of the graphene single-molecule field effect transistor, remarkable miniaturization of the size of the device is realized, and a relatively high integration level is shown.

The invention discloses a preparation method of a sulfoxide compound, which comprises the following steps: in a room-temperature water phase, taking multiple helicene as a photocatalyst, and under the irradiation of visible light, carrying out photocatalytic reaction on thioether and oxygen in air to generate the sulfoxide compound. According to the method, thioether is used as a raw material, multiple helicene is used as a metal-free photocatalyst, oxygen in air is used as an oxidizing agent, and the thioether is efficiently and selectively converted into the sulfoxide compound through photocatalysis under the irradiation of visible light under the condition of a room temperature water phase. By using the method, the sulfoxide compound can be generated in an environment-friendly and high-selectivity manner with ultra-low catalyst dosage.

The invention relates to a preparation method of aldehyde group functionalized halogen-containing helicene, which comprises the following steps: S1, dissolving terephthalaldehyde and p-halobenzyl cyanide in ethanol, adding sodium ethoxide into the solution for reaction, and washing, filtering and drying a reaction product to obtain a solid A; s2, dissolving the solid A in methylbenzene, then adding iodine and epoxypropane for reaction, and washing, filtering and drying a reaction product to obtain a solid B; s3, dissolving the solid B in dichloromethane, adding n-butyllithium into the dichloromethane, sequentially and slowly adding methanol, water and hydrochloric acid after the color of the solution is changed, extracting an organic filtrate after the reaction is completed, carrying out rotary evaporation on the organic filtrate, washing, filtering and drying to obtain aldehyde group functionalized halogen-containing helicene; the invention provides the aldehyde group functionalized halogen-containing helicene and the preparation method thereof, the method is simple to operate, the reaction is simple and convenient, the expansion is flexible, the aldehyde group is successfully introduced into the compound, the reaction steps are reduced, and the experiment complexity is reduced.

This invention relates to a cysteine-specific CPL-responsive material based on rare-earth helices and its preparation method. It addresses the lack of specificity of rare-earth europium complexes for cysteine ​​detection in existing technologies. The cysteine-specific CPL-responsive material based on rare-earth helices of this invention can achieve specific recognition of the natural amino acid cysteine, exhibiting a significant difference in CPL response signal for cysteine, effectively eliminating interference from other amino acids in biological systems. Furthermore, it is effective for cysteine ​​concentrations in the range of 0~1.4×10⁻⁶. ‑3 It exhibits good linearity in the range of mol / L, with a detection limit as low as 10. ‑7 The concentration of mol / L meets the requirements for detecting trace amounts of cysteine ​​in biological samples. No complex sample pretreatment is required; simply mix the complex solution with the sample to be tested, and the sample can be directly detected using a CPL spectrometer. The detection process can be completed within 30 minutes.

The invention provides a DFT calculation model optimization method for vibration-electron interaction in an X-type dual helicene configuration, and belongs to the technical field of quantum chemistry multi-scale calculation. Firstly, experimental data of the X-type double helicene material are obtained through a spectrum technology, microscopic fine data are obtained through quantum chemistry DFT calculation, and energy barrier, vibration spectrum, electron cloud density and molecular orbital energy level data of the X-type double helicene material are obtained through combination. For a molecular aggregation state, a periodic DFT and molecular mechanics MM coupling method is adopted, an active region is described by DFT, a weak interaction region is processed by MM, and periodic characteristics of an energy band structure are calculated based on a mixed precision calculation framework. The vibration-electron interaction of the atomic scale is associated with mesoscopic characteristics such as the energy band structure and the non-radiative transition of molecules through a multi-scale coupling DFT algorithm, the macroscopic photoelectric characteristics of the material are output, and closed loop calculation from the microcosmic level to the macroscopic level is completed.

The present invention discloses a helical chiral thermal multiple resonance activated delayed luminescent material with narrow peak width emission, and its preparation method and application. The structural formula of the helical chiral multiple resonance thermally activated delayed luminescent material is shown in Formulas P1-P4 and M1-M4. The helical chiral multiple resonance thermally activated delayed luminescent material of the present invention can be used to prepare organic light-emitting diode devices, specifically as the light-emitting layer material of the device. The synthesis method of the CP-OLED light-emitting layer material based on the helical chiral helicene molecular skeleton of the present invention is simple, the product yield is high, and it can be prepared on a large scale; the organic film formed by the CP-OLED light-emitting layer material based on the helical chiral helicene molecular skeleton of the present invention has high surface smoothness, anti-oxidation and reduction properties, and high luminescence efficiency, and can be used as the light-emitting layer of an organic light-emitting diode. The organic light-emitting diode with an organic thin film layer formed by the CP-OLED light-emitting layer material based on the helical chiral helicene molecular skeleton as the light-emitting layer has the advantages of high efficiency, low driving voltage, high brightness and long life.

The application relates to the technical field of molecular devices, in particular to a capacitance-inductance dual-function device based on a helicene molecule and a preparation method thereof. The device comprises a first graphene dot electrode, a helicene molecule and a second graphene dot electrode, the first graphene dot electrode and the second graphene dot electrode form a graphene dot electrode pair, and the helicene molecule is connected between the graphene dot electrode pair; the helicene molecule is switched between capacitance and inductance effects by changing the voltage change rate of alternating current applied to the helicene molecule; when the voltage change rate of the alternating current is 0.1-1.0 V / s, the helicene molecule has inductance effect; when the voltage change rate of the alternating current is greater than or equal to 10 V / s, the helicene molecule has capacitance effect. The preparation method provided by the application is prepared on the basis of a graphene single-molecule field effect transistor, realizes significant miniaturization of the device size, and exhibits high integration.

The present invention relates to conjugated polymer material technology, and aims to provide a conjugated polymer material containing helicene in the main chain and its application in optoelectronic devices. The preparation method includes: adding dibromo-substituted helicene, 3,7-bis(3,4-ethylenedioxythiophene-5-yl)-10-(2-octyldodecyl)-10H-phenoxazine, palladium acetate, tricyclohexylphosphine tetrafluoroborate, and potassium carbonate to N,N-dimethylacetamide; under argon protection, heating to 130°C while stirring, reacting for 3 hours; standing and cooling to room temperature, filtering out the organic solvent to obtain a crude product; then separating and purifying by column chromatography to obtain a conjugated polymer material containing helicene in the main chain. The conjugated polymer material has properties such as a high HOMO energy level, a high glass transition temperature, high electrical conductivity, a high hole mobility, and solution processability, and can be used as a hole transport layer to prepare a perovskite solar cell with high energy conversion efficiency and good thermal stability. For example, as a hole transport layer of a perovskite solar cell, the energy conversion efficiency of the device can be improved.

The invention discloses an aza-helicene compound with high circular polarization luminescence performance and a preparation method and application thereof, and belongs to the technical field of circularly polarized light electric device material preparation, the preparation method comprises the following steps: (1) 2, 9-dichloro-1, 10-phenanthroline and an arylamine compound are subjected to an aromatic nucleophilic substitution reaction to obtain an intermediate compound; and (2) carrying out oxidation ring closing reaction mediated by a hypervalent iodine compound on the intermediate compound to obtain a target compound, namely the aza-helicene compound with high circular polarization luminescence property. The spiral length of aza-helicene is prolonged by using a simple and convenient two-step synthesis method, and excellent circular polarization luminescence performance is realized. The aza-helicene has huge potential of being widely applied to photoelectric devices and other fields. Meanwhile, the invention also develops a thought for the subsequent design and development of more helicene materials, and provides a feasible path.

The invention relates to a helicene type organic compound and application thereof, and belongs to the field of organic luminescent materials. The spiral chirality of molecules is regulated and controlled by constructing a rigid framework with ortho-position double boron, so that circularly polarized light emission is realized on the premise of ensuring narrow-band light emission. An organic electroluminescent device prepared by using the ortho-position double-boron structure prepared by the method as a luminescent material not only shows excellent electroluminescent performance, but also shows narrow-band circular polarization luminescent performance, and has huge application value in the fields of ultra-high-definition display, 3D display and the like.

The invention discloses a preparation method of 2-aza [5] helicene, and belongs to the field of organic synthesis. The preparation method comprises the following steps: firstly, taking commercialized 2, 3-dihydrophenanthrene-4 (1H)-ketone as an initial raw material, and generating a 4-bromo-1, 2-dihydrophenanthrene-3-formaldehyde compound through a Vilsmeier-Haack reaction; secondly, the 4-bromo-1, 2-dihydrophenanthrene-3-formaldehyde and the 2, 3-dichloro-5, 6-dicyanobenzoquinone are subjected to oxidative aromatization, and a 4-bromophenanthrene-3-formaldehyde compound is generated; then, a Suzuki coupling reaction is catalyzed through palladium, and axial chirality 4-(4-methylpyridine-3-yl) phenanthrene-3-formaldehyde is constructed; and finally, carrying out intramolecular Aldol condensation / cyclization reaction to realize'shaft-to-screw 'transfer, so as to successfully obtain the target product 2-aza [5] helicene. The raw materials adopted by the method are cheap and easy to obtain, and the synthesis method is simple to operate and meets the requirements of industrial production.

The invention relates to the field of luminescent materials, in particular to a preparation method and application of a helical alkene molecule with unique optical properties. The invention mainly relates to helical alkene molecular compounds as shown in a formula I, a formula II and a formula III. The invention relates to a racemate, a stereoisomer or a tautomer thereof, and a preparation method and application thereof. According to the invention, asymmetric addition reaction catalyzed by chiral phosphoric acid is utilized, raw materials which are simple, cheap and easy to synthesize are used for synthesizing a formula I, a formula II and a formula III under mild conditions, and a preparation method of chiral molecules with unique optical properties is provided. The compound provided by the invention has an expected application prospect in the fields of asymmetric catalysis, luminescent materials and the like. # imgabs0 #

The invention discloses a helicene bisphosphite ligand as shown in a formula 1, a preparation method of the helicene bisphosphite ligand, a nickel-based catalyst containing the helicene bisphosphite ligand and a preparation method of the nickel-based catalyst. The ligand compound can be used as a ligand of a homogeneous metal catalyst, and can be used in organic reactions such as hydrocyanation reactions of olefins. A catalyst prepared from the helicene bisphosphite ligand is used for preparing nitrile substances, not only is high in catalytic activity, high in yield and high in stability, but also is high in product position selectivity, so that a linear addition product of anti-Markov addition can be obtained more easily, and the helicene bisphosphite ligand has a wide industrial application prospect. Formula 1

The invention belongs to the technical field of organic light-emitting materials, and particularly relates to a circularly polarized light-emitting material, a preparation method and a circularly polarized light-emitting reversible switching method. The preparation method comprises the following steps: dissolving reaction raw materials DTE and [6] helicene-2Br, a palladium catalyst, a ligand, a phase transfer catalyst and inorganic alkali in a solvent in a protective gas atmosphere, and carrying out SuzukiMiyaura coupling reaction to prepare the circularly polarized luminescent material. The material conformation can be reversibly switched between an open-loop state and a closed-loop state through 520 nm and 356 nm illumination cycle stimulation, so that the opening and closing of a circularly polarized light (CPL) signal are realized, and molecules in the open-loop state have a high asymmetric emission factor. The invention has the advantages of non-contact regulation, high sensitivity and excellent reversibility, and is suitable for the fields of optical devices, display technologies and information storage.

The invention discloses a heteroatom helicene compound as well as a preparation method and application thereof. The heteroatom helicene compound is novel in structure, and the emission wave band is in a blue light region and a green light region of 400-600nm; the preparation method is simple; the compound has high fluorescence quantum yield and light-emitting asymmetric factors, and is expected to be used for preparing efficient light-emitting devices.

The invention relates to triaryl boron modified aza [7] helicene derivatives with two-photon absorption and two-state circular polarization luminescence characteristics. The invention belongs to the technical field of organic photoelectric functional materials, and provides an aza [7] helicene derivative with dual-state circular polarization luminescence and two-photon absorption properties. The fluorescent quantum efficiency of pure carbon [7] helicene is remarkably improved, and the double-state CPL and strong TPA characteristics are realized in a single organic molecule.

The invention relates to a preparation method of aldehyde-group-functionalized halogen-containing helicene COFs, which comprises the following steps: adding aldehyde-group-functionalized halogen-containing helicene and TAPB into a Pyrex tube, adding a mixed solvent into the Pyrex tube, and oscillating after ultrasonic dispersion to obtain a dispersion liquid; adding an acid catalyst into the dispersion liquid, immediately cooling with liquid nitrogen, sealing a Pyrex tube, carrying out degassing treatment through multiple freeze-thaw cycles, and recovering to room temperature; then heating and reacting; recovering to room temperature after the reaction is finished; and purifying the reaction product by adopting a Soxhlet extraction method, carrying out vacuum drying on the purified product, and carrying out heat treatment in a protective gas atmosphere to obtain the aldehyde group functionalized halogen-containing helicene COFs. The aldehyde group functionalized halogen-containing helicene COFs disclosed by the invention has good photocatalytic performance; the preparation method is simple to operate and simple in reaction; a vacuum environment is formed by utilizing freeze-thaw cycle, the reaction is performed under a high-temperature condition, the Soxhlet extraction method is more beneficial to purification and crystal form improvement of COFs, and a product with higher regularity is obtained.

The application provides a DFT calculation model optimization method for vibration-electron interaction in X-type double-spiralene configuration, and belongs to the technical field of quantum chemistry multi-scale calculation; first, experimental data of X-type double-spiralene material is obtained through spectral technology, and microscopic detailed data is obtained through quantum chemistry DFT calculation, so that the energy barrier, vibration spectrum, electron cloud density and molecular orbital energy level data of the X-type double-spiralene material are obtained. For the molecular aggregate state, the periodic DFT and molecular mechanics MM coupling method is used, the active area is described by DFT, and the weak interaction area is processed by MM, and the periodic characteristics of the energy band structure are calculated based on the mixed precision calculation framework. The multi-scale coupled DFT algorithm is used to correlate the vibration-electron interaction at the atomic scale with the energy band structure, non-radiative transition and other mesoscopic characteristics of the molecule, and the macroscopic photoelectric characteristics of the material are output, so that the calculation closed loop from the micro to the macro is completed.

The invention discloses a preparation method of a nickel and cerium doped catalyst prepared from a helicene derivative phosphorus ligand, the catalyst is an aluminum-based sol which takes a chiral helicene derivative phosphite ester compound as a ligand and is doped with transition metal nickel and rare earth metal cerium, and the catalyst is particularly suitable for 1, 2, 3, 4, 5-tetramethyl-1, 3-pentanediol. The method is used for preparing 2-pentene through high-selectivity hydrogenation of 1, 3-pentadiene.

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 relates to a method for preparing chiral spirocyclopentane-oxidized indole compounds in the field of organic synthesis. The general reaction formula is as follows: A class of spirocyclopentane-oxidized indole compounds are synthesized from spirolylcyclopropane-oxidized indole and methyl acrylate derivatives as substrates under the combined action of a palladium catalyst and ligands. This method features mild reaction conditions and simple operation, providing a simple preparation method for chiral spirocyclopentane-oxidized indole compounds. Furthermore, the chiral spirocyclopentane-oxidized indole provided by this invention is an important synthetic intermediate that can be applied to the preparation of complex propylene oxide and tertiary amine compounds.

The invention relates to the technical field of a process for synthesizing helicene compounds, and in particular to a red-light nitrogen-thiabis-nonahelite and a synthesis method and application thereof. The invention comprises the following steps: using benzothiophene-2-boric acid as a raw material, adding 2-bromo-4-(tert-butyl)-1-iodobenzene, a catalyst and anhydrous potassium carbonate, and heating to obtain compound 2; using compound 2 as a raw material, adding n-butyl lithium for reaction, and then adding trimethyl borate to obtain compound 3; using compound 3 as a raw material, adding 1-bromo-3,6-diiodocarbazole, a catalyst and anhydrous potassium carbonate, and heating to obtain compound 4; using compound 4 as a raw material, adding an anhydrous ferric chloride solution dissolved in nitromethane to obtain compound 5; using compound 5 as a raw material, adding sodium tert-butoxide, a catalyst and a phosphine ligand, and heating to obtain compound 6, a red-light nitrogen-thiabis-nonahelite. The invention embeds an antiaromatic module into a helicene system, and finally obtains a nitrogen-thiabis-nonahelite compound with orange-red fluorescence emission.