124 results about "Tetrazine" patented technology

The invention discloses an organic phosphorescent material intermediate for an OLED (Organic Light Emitting Diode) as well as a preparation method and application of the organic phosphorescent material intermediate, and relates to the field of organic phosphorescent materials. The intermediate is prepared through a Diels-Alder cycloaddition reaction between trans-cyclooctene and 3, 6-diphenyltetrazine, the reaction is carried out under the conditions that the temperature is 20-30 DEG C and the time is 10-30 minutes, and the mass ratio of the trans-cyclooctene to the 3, 6-diphenyltetrazine is 1: (1.0-2.5). Trans-cyclooctene is prepared by isomerizing cis-cyclooctene under the irradiation of 254nm ultraviolet light in the presence of a photosensitizer; the 2, 3, 6-diphenyl tetrazine is prepared by condensation, cyclization and purification of benzaldehyde and benzoyl hydrazine. The purity of the prepared intermediate reaches up to 99.2%, the yield reaches 82.4%, the intermediate serving as an OLED luminescent material has excellent thermal stability, and the quantum efficiency is still kept at 90.1% after HTHH treatment is conducted for 1000 h. The invention provides a new intermediate choice for developing a high-performance OLED (Organic Light Emitting Diode) material.

The present disclosure generally relates to tetrazine-based targeting agents for bioorthogonal delivery of a payload to a targeted location in a subject for use in, for example, cancer, treatment of tumor growth, and immunotherapy.

The invention relates to a fused ring high-energy density compound and a preparation method thereof, and belongs to the technical field of energetic materials, a 5-6 fused ring skeleton is adopted, 3-((tetrazole-5-yl) amido)-6-(3, 5-dimethylpyrazole-1-yl)-[1, 2, 4, 5] tetrazine is used as a raw material, and a ring closing reaction, a nitration reaction, an amination reaction and an oxidation reaction are sequentially performed to prepare 3-amino-7-nitro-[1, 2, 4, 5] tetrazine. The invention relates to 1, 2, 4] triazole [1, 5-b] [1, 2, 4, 5] tetrazine-2-oxide. The room temperature single crystal density of the prepared fused ring type high-energy-density compound is 1.973 g / cm < 3 >, the initial thermal decomposition temperature reaches 212 DEG C, the actually measured impact sensitivity is 20 J, the friction sensitivity is 324 N, the calculated detonation velocity is 9584 m / s, and the calculated detonation pressure is 40.0 GPa, which indicates that the fused ring type high-energy-density compound has high theoretical energy level and high safety, and is a high-energy low-sensitivity explosive with great potential.

The invention discloses a tetrazine probe synthon and a preparation method and application thereof.The preparation method comprises the following steps that under the inert atmosphere, diethyl cyanomethylphosphonate, 3-hydroxypropionitrile, 3-mercaptopropionic acid and hydrazine hydrate are mixed and then react at the room temperature, a sodium nitrite solution is added after the reaction is finished, then acid is continuously added till the reaction system reaches acidity, and a tetrazine probe synthon product is obtained; continuously reacting to obtain an intermediate; and dissolving the intermediate in a solvent in an inert atmosphere, adding triethylamine, slowly adding methanesulfonyl chloride, and reacting at room temperature to obtain the tetrazine probe synthon shown in the formula I. The invention further discloses a preparation method of the tetrazine probe synthon. The tetrazine probe synthon provided by the invention can perform series Heck reaction and HWE reaction, so that controllable combination of functional groups on two sides of a tetrazine coupling probe is realized under mild reaction conditions, and the functional groups on two sides are designed according to actual requirements to regulate and control photophysical properties of the probe. A brand new way is provided for developing a high-performance biological orthogonal fluorescent probe.

Nontoxic, targeted poly beta-amino esters (PBAEs) are synthesized by using click chemistry to attach a targeting moiety. The click chemistry uses a dienophile, such as a strained alkene ring, and a diene, such as tetrazine, to provide rapid attachment of targeting moieties to PBAE polymers and nanoparticle surfaces containing them. Targeting moieties such as aptamers, antibodies or antibody-like proteins can be quickly and safely coupled to PBAEs to provide highly specific localization of nanoparticles for gene therapy or targeted delivery of therapeutics.

The application discloses application of a divinyl tetrazine in cyclization of a linear polypeptide, and a structure formula of the divinyl tetrazine is; the linear polypeptide has at least two free mercapto groups, and the vinyl groups of the divinyl tetrazine are subjected to Michael addition reaction with corresponding mercapto groups to form a ring. The application provides a new use of the divinyl tetrazine, the divinyl tetrazine can be subjected to high-efficiency Michael addition reaction with two natural cysteine mercapto groups on the linear polypeptide through the vinyl groups, so that double-mercapto peg cyclization of the linear polypeptide is realized, and the purpose of limiting the conformation of the linear polypeptide and improving the stability of the linear polypeptide is achieved. Moreover, the divinyl tetrazine can be subjected to a reverse electron demand Diels-Alder reaction with trans-cyclooctene (TCO) after the two vinyl groups are subjected to reaction with mercapto groups, so that functional polypeptides can be modularly constructed by coupling with functional molecules modified with TCO, and related applications are realized.

The invention relates to the technical field of fireproof materials, and discloses a thermoplastic polyurethane fireproof material and a preparation method thereof.The preparation method comprises the steps that 2-chloro-5, 5-dimethyl-1, 3, 2-dioxophosphoryl-2-oxide and hydroxyethyl acrylate are subjected to a substitution reaction under catalysis of triethylamine, and phosphorus-containing acrylate is obtained; the preparation method comprises the following steps: carrying out Mannich reaction on 4, 4 '-(1, 2, 4, 5-tetrazine-3, 6-diyl) diphenylamine, paraformaldehyde and o-allylphenol to obtain divinyl tetrazine benzoxazine; the preparation method comprises the following steps: carrying out a reaction on phosphorus-containing acrylate and divinyl tetrazine benzoxazine under the initiation copolymerization of ammonium persulfate to obtain the poly (phosphate-tetrazine benzoxazine) flame retardant. And finally, blending the poly (phosphate-tetrazine benzoxazine) flame retardant with polyurethane, and carrying out hot pressing to obtain the thermoplastic polyurethane fireproof material. The flame retardant prepared by the preparation method disclosed by the invention is applied to polyurethane and has excellent flame retardant property.

The invention belongs to the technical field of organic electroluminescent functional materials and devices, and particularly relates to a triazine derivative containing pyridine and carbazole substituent groups and application of the triazine derivative. According to the invention, pyridine and carbazole are introduced to a substituent group of triazine, so that a conjugated system of the material is enhanced, and the electron transport performance and thermal stability of the compound are improved. The organic electroluminescent device prepared from the organic electronic material has the advantages of lower driving voltage, higher external quantum efficiency and longer service life.

This invention belongs to the field of semiconductor manufacturing and circuit board electroplating technology, and particularly relates to an acidic copper sulfate electroplating solution containing a tetrazine structure, its preparation method, and its application. The electroplating solution is prepared by the following method: first, anhydrous copper sulfate is dissolved in ultrapure water, and then sulfuric acid, chloride ions, inhibitors, accelerators, and synergist 3,6-bis(pyridin-3-yl)-1,2,4,5-tetrazine are added sequentially under stirring conditions, and the mixture is stirred until homogeneous. This invention also provides a method for using the above electroplating solution in TSV blind via electroplating, including pretreatment of a TSV silicon blind via substrate with a diameter of 10 µm and a depth of 30 µm, using it as a cathode, clamping it with a platinum electrode, and placing it in the copper sulfate electroplating solution for electroplating. The electroplating solution formulation of this invention has a synergistic effect, exhibits excellent filling performance in TSV blind via electroplating, and is suitable for electroplating processes of high aspect ratio microvias.

The invention relates to the technical field of probe molecules and protein post-translational modification, in particular to a methylcyclopropene benzoic acid probe as well as a preparation method and application thereof. The methylcyclopropene benzoic acid probe is any one of a compound 4, a compound 5 and a compound 6; wherein R1 is-COOCH3 which is subjected to ortho-position substitution, meta-position substitution or para-position substitution; r < 2 > is meta-substituted or para-substituted-COOH; and R3 is-COOCH2OCOCH3 which is subjected to meta-position substitution or para-position substitution. According to the invention, methylcyclopropene in the methylcyclopropene benzoic acid probe is used as a dienophile part and can form a unique probe pair with the S-tetrazine coupled diene probe, so that efficient and accurate labeling of benzoylation protein post-translational modification is realized; the problems of long time consumption, radioactive hazard, low enrichment efficiency, poor specificity and background fluorescence interference in PTMs detection are solved. # imgabs0 #

The invention discloses an ethynyl tetrazine compound and application thereof in synthesis of a dinitrogen heterocyclic compound or an isotope marker of the dinitrogen heterocyclic compound. When the ethynyl tetrazine compound is used for preparing the dinitrogen heterocyclic compound, a nitrogen heterocyclic ring structure can be introduced by taking a tetrazine group as a synthon; the diversity of substituent groups of the dinitrogen heterocyclic compound is enriched, and more structure types and activity screening objects are provided for drug research and development. Meanwhile, the synthesis path of the dinitrogen heterocyclic compound synthesized by taking the ethynyl tetrazine compound as a starting material is shorter, the reaction condition is milder, and more importantly, the ethynyl tetrazine compound can be used for preparing an isotope labeled dinitrogen heterocyclic compound, so that the ethynyl tetrazine compound has very important significance in the research and development process of new drugs.

The invention belongs to the technical field of rubber, and particularly relates to a rubber composition, a preparation method thereof and an OTR engineering tire using the rubber composition. The rubber composition disclosed by the invention is prepared from the following components in parts by mass: 100 parts of diene rubber, 0 to 1.5 parts of tetrazine compound, 0.2 to 1.5 parts of pyrazolone compound, 0 to 30 parts of liquid rubber, 20 to 100 parts of reinforcing filler, 0 to 5 parts of silane coupling agent, 2 to 10 parts of vulcanization activator, vulcanization accelerator, vulcanizing agent, antioxidant, resin and plasticizer. The proportions of the tetrazine compound and the liquid rubber are not zero at the same time. The heat generated by the OTR engineering tire can be obviously reduced, and the damage resistance of the tire is improved.

The present invention relates to the field of nuclear medicine technology, and discloses a targeted compound bimolecular probe, comprising a component A and a component B respectively labeled with radioactive metal nuclides; component A is a molecular probe targeting fibroblast activation protein (FAP), and the molecular probe targeting fibroblast activation protein (FAP) includes a trans-cyclooctene group (TCO); component B is a molecular probe targeting integrin α v β6 molecular probe, targeting integrin α v The β6 molecular probe includes a tetrazine group (Tz); wherein the radioactivity ratio of component A to component B is (1-2): (2-1). The present invention has the following technical effects: the TCO in the FAP-targeting molecular probe and the integrin α v The Tz in the β6 molecular probe can undergo a bioorthogonal reaction, achieving a tertiary amplification effect, increasing tumor uptake, prolonging the retention time of the targeted compound bimolecular probe, improving the target / non-target ratio, and enhancing nuclear medicine diagnostic and therapeutic effects. The present invention also discloses a method for preparing and using the targeted compound bimolecular probe.

The present disclosure relates to ureido ligands targeting PSMA comprising a moiety targeting PSMA, a linker, and a pyridazine moiety. The disclosed PSMA-targeted ureido ligands are suitable for use as radiopharmaceuticals, as imaging agents (e.g., diagnostic agents), or for the treatment of prostate cancer, or as diagnostic agents.

A calix[4]arenes of the formula (1a),wherein: Y1, Y2, Y3 and Y4 are selected from hydrogen, halogen, NO2, N3, CN, CHO, COOR′, CONR″2, NR2, triazole moiety and C1-C3-alkyl group, the C1-C3-alkyl group being optionally substituted, Z is a heterocyclic moiety which is selected from the group including of imidazole, benzimidazole, benzothiazole, benzoxazole, purine, tetrazine, oxazole, pyrazole and thiazole, the heterocyclic moiety being optionally substituted, R1 and R2 are selected from hydrogen and C1-C8-alkyl, the C1-C8-alkyl group being optionally substituted, n being an integer between 1 and 4, They exhibit high cytotoxicity against cancer cells.

The present invention discloses a water-soluble tetrazine, a tetrazine membrane probe and a preparation method thereof. The water-soluble tetrazine is not only easy to synthesize, but also, after being connected with hydrophobic BCy, makes the tetrazine membrane probe an amphiphilic molecule, capable of being connected to the cell membrane surface for fluorescence imaging. Moreover, the tetrazine group can undergo an in-situ bioorthogonal reaction with a dienophile, thereby changing the hydrophilicity and hydrophobicity of the tetrazine membrane probe, so that the tetrazine membrane probe can stay on the cell membrane surface for a longer time or enter the hydrophobic environment inside the cell membrane more quickly, thereby flexibly adjusting the targeting ability of the tetrazine membrane probe to the cell membrane.

The application discloses a kind of single-substituted 1,2,4,5-tetrazine compounds based on five-membered heterocyclic ring and preparation method thereof.The single-substituted 1,2,4,5-tetrazine compounds based on five-membered heterocyclic ring keep high reaction rate (10 4 ~10 5 M ‑1 s ‑1 ), improve the LUMO+1 orbital energy of single-substituted tetrazine compound to improve its stability, or improve the reaction ability of tetrazine compound under the same or similar LUMO+1 orbital energy, so that the single-substituted 1,2,4,5-tetrazine compounds based on five-membered heterocyclic ring have higher stability when the reaction rate is certain, have higher reaction rate when the stability is certain, provide a new idea for breaking the limitation of orbital energy and reaction ability with trans-cyclooctene, can promote the retro Diels-Alder reaction of 1,2,4,5-tetrazine compound and trans-cyclooctene in vivo, and is of great significance to the field of medicine.

The present application belongs to the technical field of rubbers, and particularly relates to a rubber composition and a preparation method therefor, and an OTR engineering tire using same. The rubber composition disclosed in the present application comprises (in parts by mass) 100 parts of a diene rubber, 0-1.5 parts of a tetrazine compound, 0.2-1.5 parts of a pyrazolone compound, 0-30 parts of a liquid rubber, 20-100 parts of a reinforcing filler, 0-5 parts of a silane coupling agent, 2-10 parts of a vulcanization activator, and a vulcanization accelerator, a vulcanizing agent, an antioxidant, a resin and a plasticizer. Moreover, the ratios of the tetrazine compound and the liquid rubber are not zero at the same time. The present application can significantly reduce the heat generated by the OTR engineering tire, and can also improve the damage resistance of the tire.

According to the phenothiazine functional precursor, the photosensitizer and the preparation method of the phenothiazine functional precursor, halogen or thienyl is introduced into R1 and / or R2 sites of a benzophenothiazine structure to serve as heavy atoms on the basis of structure-function relationship research of benzophenothiazine site modification, generation of strong spin-orbital coupling can be promoted, and the photosensitizer has the advantages that the photosensitizer can be used as a photosensitizer; further, intersystem crossing of the phenothiazine photosensitizer from an excited singlet state (S1) to a triplet state (T1) is promoted, so that the photosensitive effects of the phenothiazine functional precursor and the corresponding phenothiazine photosensitizer are effectively improved. Besides, after the phenothiazine photosensitizer is modified by adding a tetrazine group, controllable closing and opening of phenothiazine are realized, so that the dark toxicity of phenothiazine is effectively reduced, the targeting property and the treatment effect of the photosensitizer are improved by accessing a targeting group and a drug group into the phenothiazine photosensitizer, and the phenothiazine photosensitizer has a wide application prospect.

The invention relates to a macroporous pyrene tetraketone-triazine covalent organic framework material as well as a synthesis method and application thereof, and belongs to the technical field of organic functional materials. The material is prepared from 2, 7-aminopyrene-4, 5, 9, 10-tetraketone and 4, 4 ', 4' '-(1, 3, 5-triazine-2, 4, 6-triyl) tri (benzaldehyde) through polymerization. The material has a relatively large mesoporous structure, high crystallinity and rich redox active sites. The large-size mesoporous structure is favorable for keeping relatively high ion flux of the diaphragm, the bidirectional catalytic action of pyrene tetraketone conjugated carbonyl can improve the reaction kinetics of the high-load lithium-sulfur battery, and the soft-package lithium-sulfur battery prepared under the conditions of high-activity load and poor electrolyte shows stable cycle performance and relatively high specific capacity.

There is provided a cytogel for tissue regeneration such as blood clotting, bone regeneration or cartilage regeneration. The cytogel has cells functionalized with a first click chemistry group and polymers functionalized with a second click chemistry group. One of the first click chemistry group or the second click chemistry group comprises a cycloalkene, a heterocycloalkene, a cycloalkyne or a heterocycloalkyne and the other comprises an azide, a tetrazine, a triazine, a pyridazine, or a nitrone. The first click chemistry group and the second click chemistry group react to form a covalent link between the cells and the polymers.

The present invention relates to fibroblast activation protein (FAP) - based ligands assembled through tetrazine ligation and their use in radiotherapy and imaging. The FAP inhibitor (FAPi) ligand compounds provided herein comprises a FAP targeting moiety, a linker, an IsoF-TCO and a radiolabeled tetrazine. The FAPi targeting compounds are possessing advantageous pharmacokinetic properties and enable quick and efficient modifications of the radiopharmaceuticals allowing a fast renal excretion and reduced liver accumulation.

This application discloses a tetrazine energetic material and its preparation method and application, which belongs to the field of laser detonation and ignition technology. The energetic material includes MC2H x N 10 O y crystal; M is selected from any one of Mn, Fe, Co, Cu, Zn, Cd, and Ni; when M is selected from any one of Mn, Fe, Co, Cu, Zn, and Cd, x=8, y=7; when M is Ni, x=10, y=8. The tetrazine energetic material, as a laser detonation ignition material, generally requires lower laser detonation ignition energy than previously reported compounds and overcomes the serious ClO4 ‑ Despite the shortcomings of ion contamination and high laser ignition threshold, it has important commercial application value in the field of laser initiation and ignition.

The invention belongs to the technical field of material characterization, and provides a method for characterizing compatibility of butadiene styrene rubber and other rubbers, a tetrazine compound is added into a mixture of the butadiene styrene rubber and other rubbers, the tetrazine compound is easy to react with the butadiene styrene rubber, and the mixture forms bright yellow at 135 DEG C, so that the compatibility of the butadiene styrene rubber and other rubbers is improved. According to the characteristics that other rubber types are difficult to react with tetrazine compounds and the mixture forms dark purple under various temperature conditions, the mixture is uniformly blended in an internal mixer, then reacts for 1-2 minutes under the condition of 135-145 DEG C, is sliced after being cooled to room temperature, and is observed in morphology and color under a high-depth-of-field intelligent microscope; the method is easy to operate, instruments and equipment are low in cost, visual and rapid, the method is not limited by a formula, a theoretical basis and an experimental reference are provided for compatibility characterization and performance regulation and control of a blending system of the butadiene styrene rubber and the other rubber, and the method has guiding significance for development of high-performance rubber materials.

The invention relates to the field of antioxidants, in particular to a tetrazinone compound, application of the tetrazinone compound and an antioxidant. The structure of the tetrazinone compound provided by the invention is characterized by hydrazine, the existence of a benzene ring structure is not required in a core skeleton and an active unit, and the tetrazinone compound is a breakthrough in the structure of a traditional arylamine free radical antioxidant and is an antioxidant active material compound with a brand-new structure; the antioxidant not only has extremely efficient antioxidant efficiency on peroxidation of hydrocarbon and phospholipid biofilms, but also can reach or even exceed existing phenol or arylamine antioxidants. The tetrazinone compound provided by the invention has very strong universality when being applied to antioxidants, and can be applied to the fields of biological medicines, chemical materials and the like as an antioxidant.

Disclosed are a tetrazine compound capable of having rapid cycloaddition reaction with non-strained olefinic boronic acid and biomedical application thereof. The present disclosure synthesizes a novel tetrazine compound capable of having rapid bioorthogonal cycloaddition reaction with non-strained olefinic boronic acid. The tetrazine compound of the present disclosure exhibits good stability, addressing the common contradiction in the stability and reactivity of a bioorthogonal reagent of a bioorthogonal reaction. A bioorthogonal cycloaddition reaction between the tetrazine compound of the present disclosure and non-strained olefinic boronic acid is characterized by readily available raw material, good biocompatibility, and high stability, and has great potential for application in the biomedical field of disease treatment, such as labeling, antibody-drug conjugates, prodrug release, and protein-targeted degradation.

The invention belongs to the technical field of organic compound preparation, and discloses a photochemical preparation method of a tetraphenylhexahydrotetrazine compound. The preparation method comprises the following steps: mixing an azobenzene compound, biborate, a carbon source and an organic solvent, wherein the carbon source comprises alkyl aldehyde or nitroalkane; and reacting under light irradiation, removing the organic solvent, and separating and purifying to obtain the compound. The tetraphenylhexahydrotetrazine compound with high yield can be prepared by taking an azobenzene compound as a raw material, taking aldehyde or nitroalkane as a carbon source, adding bis (borate), and carrying out illumination in the absence of a metal catalyst within the reaction time of less than 1 hour. Moreover, the preparation method disclosed by the invention shows wide functional group compatibility, so that various types of azobenzene compounds can be converted into tetraphenylhexahydrotetrazine compounds, and the application prospect is wide.

Described herein are nucleic acid complexes for the targeted delivery of reversibly capped mRNA complexes (procapped mRNA) which are conditionally activated in the presence of a selected cell signal. The mRNA complexes can include mRNA with is 5' capped with a selectively removable protecting group involving a click-release reaction between tetrazine and trans-cyclooctene (TCO), to achieve selective activation of mRNA within targeted cells.

The invention provides high-crystallinity heat-conducting polysulfate and a preparation method and application thereof, and belongs to the technical field of semiconductor materials.The preparation method comprises the steps that 4-cyanophenol and hydrazine hydrate are subjected to a heating reaction, and after the reaction is finished, washing and vacuum drying are conducted to prepare a first intermediate; adding the first intermediate into an ethanol solution, carrying out a heating reaction in an oxygen atmosphere, and after the reaction is finished, carrying out washing and vacuum drying to prepare a second intermediate; reacting the second intermediate with a silanizing agent, and purifying after the reaction is finished to obtain a monomer containing a silyl ether group; reacting the second intermediate with sulfuryl fluoride gas, and purifying after the reaction to obtain a monomer containing a sulfuryl fluoride group; and carrying out polymerization reaction on the monomer containing the silyl ether group or the second intermediate and the monomer containing the sulfuryl fluoride group to obtain the high-crystallinity polysulfate containing the tetrazine structure. The prepared high-crystallinity heat-conducting polysulfate is stable in physical and chemical properties, high in crystallinity and high in heat conductivity, and the preparation method is simple, efficient and low in cost.

The present invention provides bioorthogonal tetrazine reaction entities for use in pretargeting approaches comprising imaging, therapy and diagnostics specifically pretargeting theranostics. The present invention also provides precursors of the tetrazine reaction entities and kits comprising the tetrazine reaction entity or the precursor of the tetrazine reaction entity and a dienophile with inverse electron demand Diels-Alder cycloaddition reactivity.