76 results about "Olefin metathesis" patented technology

The invention relates to a preparation method of (R)-3-amino-1-oxa-8-azaspiro [4.5] decane-8-carboxylic acid tert-butyl ester, which comprises the following steps: carrying out Grignard reaction on N-BOC-4-piperidone and allyl magnesium halide to obtain an intermediate 1; carrying out substitution reaction on the intermediate 1 and 3-halogenated propylene to obtain an intermediate 2; performing olefin metathesis reaction on the intermediate 2 under the action of a Grubbs catalyst to obtain an intermediate 3; carrying out nitration reaction on the intermediate 3 and nitric acid to obtain an intermediate 4; carrying out hydrogenation reduction reaction on the intermediate 4 to obtain a racemic intermediate 5; and carrying out chiral resolution on the intermediate 5 by using a resolving agent to obtain a target product. The preparation method provided by the invention is short in process route and simple to operate, does not generate a large amount of waste water and waste gas, and can achieve higher total product yield and chemical and chiral purity.

Provided here are methods for producing a shaped metal-supported catalyst. One such method includes the steps of mixing a support hydroxide with an aqueous mixture of an active metal compound to form a malleable mixture of an active metal incorporated support hydroxide, passing the malleable mixture through a molding device to produce a shaped metal-supported wet catalyst; and drying and calcining the shaped metal-supported wet catalyst. The support hydroxide contains one or more of aluminium hydroxide, silica hydroxide, zirconia hydroxide, cerium hydroxide, titanium hydroxide, lanthanum hydroxide, gallium hydroxide, or niobium hydroxide. The active metal compound can be one or more of vanadium, niobium, tantalum, chromium, molybdenum, tungsten, manganese, technetium, and rhenium.

The present invention discloses a preparation method of a bio-based cyclic ester monomer and its corresponding bio-based polyester, comprising the following steps: esterifying a bio-based unsaturated fatty acid with a diol to obtain a corresponding unsaturated diester; preparing the bio-based unsaturated cyclic ester monomer and the saturated cyclic ester monomer from the bio-based unsaturated diester by combining the ring-closing depolymerization method and the catalytic hydrogenation method based on olefin metathesis. Specifically: preparing a bio-based unsaturated polyester precursor through a polymerization reaction based on olefin metathesis, and then preparing the bio-based unsaturated cyclic ester monomer by the ring-closing depolymerization method; subjecting the bio-based unsaturated polyester precursor to catalytic hydrogenation to prepare a bio-based saturated polyester precursor, and then preparing the bio-based saturated cyclic ester monomer by the ring-closing depolymerization method; the bio-based unsaturated cyclic ester monomer can be obtained as the bio-based saturated cyclic ester monomer through catalytic hydrogenation. The bio-based unsaturated cyclic ester monomer and the bio-based saturated cyclic ester monomer synthesized by the present invention can be polymerized to synthesize a bio-based polyester with good regularity, which is an environmentally friendly polymer material.

The present disclosure provides compositions and methods for metathesizing a first alkenyl or alkynyl group with a second alkenyl or alkynyl group, the composition comprising a ruthenium metathesis catalyst and a photoredox catalyst that is activated by visible light.

The invention discloses a bio-based cyclic ester monomer and a preparation method of corresponding bio-based polyester. The preparation method comprises the following steps: esterifying bio-based unsaturated fatty acid and diol to obtain corresponding unsaturated diester; the bio-based unsaturated diester is prepared into a bio-based unsaturated cyclic ester monomer and a saturated cyclic ester monomer through a reaction based on olefin metathesis in combination with a depolymerization cyclization method and a catalytic hydrogenation method. The method specifically comprises the following steps: preparing a bio-based unsaturated polyester precursor through a polymerization reaction based on olefin metathesis, and preparing a bio-based unsaturated cyclic ester monomer through a depolymerization cyclization method; carrying out catalytic hydrogenation on the bio-based unsaturated polyester precursor to prepare a bio-based saturated polyester precursor, and preparing a bio-based saturated cyclic ester monomer through a depolymerization cyclization method; the bio-based unsaturated cyclic ester monomer can be subjected to catalytic hydrogenation to obtain a bio-based saturated cyclic ester monomer. The bio-based unsaturated cyclic ester monomer and the bio-based saturated cyclic ester monomer synthesized by the invention can be polymerized to synthesize bio-based polyester with good regularity, and the bio-based polyester is an ecological environment-friendly high polymer material.

The present invention relates to cationic molybdenum and tungsten complexes containing a heterocyclic nitrogen carbene (NHC) and preferably a halogen-containing aryloxy ligand. The catalysts are active in olefin metathesis reactions and provide for E-selectivity.

The application discloses a kind of S-delta-substituted caprolactam chemical / enzyme series preparation method, and the specific preparation method is: 1-substituted high allyl amine occurs dynamic kinetic resolution reaction with acrylic ester compound under the catalysis of alkaline protease (special treatment) and generates S-acryl (1-substituted high allyl) amine, then the product occurs intramolecular olefin metathesis under the catalysis of Grubbs reagent and finally generates S-delta-substituted caprolactam shown in formula (1), wherein, substituent R is phenyl, halogenated phenyl or C2-C12 alkyl.The application has mild reaction condition, is conducive to reducing the equipment requirement of preparation process, improves synthesis safety and economy;Secondly, the reaction course of the method is simple, and single configuration S-delta-substituted caprolactam can be obtained by one-pot reaction, with very high atom economy.

The invention discloses a carbazole derivative embedded with a boron-nitrogen unit, a synthesis method and application. The synthesis method comprises the following steps: respectively carrying out nucleophilic substitution reaction on a raw material 1 or 6 and 4-bromo-1-butene, and separating and purifying to obtain a corresponding intermediate 2 or 7; further adding the intermediate 7, reduced iron powder and ammonium chloride into a solvent for reduction reaction, and quenching, separating and purifying to obtain an intermediate 8; respectively adding the intermediate 2 or 8 and a boronizing reagent into a solvent to carry out electrophilic boronizing reaction, and separating and purifying to obtain a corresponding intermediate 3 or 9; respectively adding the intermediate 3 or 9 and a Grubbs catalyst into a solvent for olefin metathesis reaction, and separating and purifying to obtain a corresponding intermediate 4 or 10; the intermediate 4 or 10, a dehydrogenation reagent and a sacrificial reagent are added into a solvent for an oxidative dehydrogenation reaction, separation and purification are performed to obtain a corresponding compound 5 or 11, and the carbazole derivative embedded with the boron-nitrogen unit has good fluorescence and can be efficiently applied to the fields of OLED and OPD.

The invention relates to a process for preparing a mixture of linear alkanes of natural origin, preferably of plant origin, comprising the steps of: Metathesis of at least one terminal linear olefin, comprising between 5 and 24 carbon atoms, derived from at least one fatty acid or fatty acid ester of natural origin, preferably of plant origin, in the presence of a non-isomerizing olefin metathesis catalyst, whereby a first mixture of internal olefins (I) is obtained; Isomerizing metathesis of the mixture of internal olefins (I) obtained in step i) in the presence of a catalyst or a mixture of catalysts, whereby a second mixture of internal olefins (II) is obtained, and Hydrogenation of the mixture of internal olefins (II) in the presence of a catalyst, whereby a mixture (III) of linear alkanes of natural origin is obtained.

Certain embodiments of the invention provide a supported cationic Ru catalyst that is highly active in catalyzing olefin metathesis. Certain embodiments of the invention also provide a method of making a supported cationic Ru catalyst described herein, comprising contacting a Ru catalyst with a silylium-capped support.

The invention relates to a preparation method of an antibacterial high-temperature-resistant PE plastic product, and belongs to the technical field of high polymer materials. The antibacterial high-temperature-resistant PE plastic product is prepared by blending, melting and extruding the heat-resistant antibacterial additive and the ultra-high molecular weight polyethylene, and has good mechanical properties, heat resistance, flame retardance and antibacterial property. Wherein the heat-resistant antibacterial additive contains a triazine chain segment, a pyrazine chain segment, a heterocyclic amine side chain and a metronidazole side chain, and the group chain segments have a synergistic effect. After the polybutadiene chain segment in the heat-resistant antibacterial additive and the propylene metronidazole are subjected to olefin metathesis reaction, double bonds in the polybutadiene chain segment are changed into carbon-carbon single bonds to form a carbon-carbon single bond structure which is the same as that of polypropylene, so that the affinity of the heat-resistant antibacterial additive and the ultra-high molecular weight polyethylene is improved; the heat-resistant antibacterial additive is prevented from being non-uniformly dispersed in the PE plastic product, so that the improvement of the heat-resistant flame-retardant property and the antibacterial property is influenced.

The invention relates to the field of olefin conversion, and discloses an olefin metathesis reaction system and method. The system comprises a first double decomposition reactor, a first bed layer area used for fixing a double decomposition catalyst I is arranged in a cavity of the first double decomposition reactor, a first gas-liquid separation area is arranged at the top of the cavity, and a first gas phase outlet is formed in the first gas-liquid separation area; the first bed layer area is provided with a liquid-phase overflow port positioned above the first bed layer area, a first liquid-phase inlet and a first gas-phase inlet positioned below the first bed layer area, and a first liquid-phase outlet positioned at the bottom; a second bed layer area used for fixing a metathesis catalyst II is arranged in a cavity of the second metathesis reactor, a second gas-liquid separation area is arranged at the top of the cavity, and a second gas phase outlet is formed in the second gas-liquid separation area; a second liquid phase inlet positioned above the second bed layer area, a second gas phase inlet positioned below the second bed layer area and a second liquid phase outlet positioned at the bottom are formed in the second bed layer area; the liquid phase overflow port is communicated with the second liquid phase inlet; and the first gas phase outlet is communicated with the second gas phase inlet.

The invention discloses an imidazole coordinated ruthenium carbene olefin metathesis catalyst, which is shown as a formula (I): # imgabs0 #, in which R is selected from benzyl, 2, 4, 6-trimethylphenyl or methyl. The invention also discloses a preparation method and application thereof. The method provided by the invention is simple in steps and mild in required conditions.

This invention is directed to iron-based complexes, and uses thereof for catalytic olefin metathesis reaction, including ring opening metathesis polymerization of olefins.

A process for the manufacture of acrylic acid in combination with generation of heated steam, the process comprising subjecting a feedstock comprising ethanol of a renewable source to dehydration to produce a stream of ethylene of a renewable source, the stream of ethylene of a renewable source to mutual olefin conversion to obtain propylene of a renewable source. Further, the propylene of renewable origin is subjected to an oxidation reaction to obtain acrylic acid. At least a portion of the heat generated by the oxidation reaction is removed, and at least a portion of the heat is transferred to the water stream to generate a heated steam stream. The process provides a reaction scheme that provides acrylic acid of a renewable source while minimizing both non-renewable fossil energy input and consumption of raw materials of a renewable source.

Disclosed herein is a method for synthesizing aliphatic olefin metathesis products of high Z-isomer purity from olefin feedstocks of low Z-isomer purity. The method includes contacting an olefin metathesis reaction partner, such as an acylated alkenol or alkenal acetal, with an internal olefin in the presence of a Z-selective metathesis catalyst to form an aliphatic olefin metathesis product. In various embodiments, the aliphatic olefin metathesis product is an insect pheromone. Pheromone compositions and methods for their use are also described. TIFF2023527882000101.tif118157

Plasmonic ROM polymer composites optionally comprising a latent catalyst, precursors thereof and uses thereof as a catalyst, are disclosed.

an olefin metathesis catalyst represented by the structure of Formula (I)wherein:R1 is hydrogen or alkyl;R2 is selected from hydrogen, straight chain alkyl, branched chain alkyl, cycloalkyl, alkoxy, alkylthio, silyloxy, alkylamino, dialkylamino, aryl, aryloxy, heterocyclic or an electron-withdrawing group;X1 and X2 are the same or different anionic ligands and / or are linked together to form a ring or a ring system;R3 is adamantyl, unsubstituted phenyl or substituted phenyl;R3a is alkyl or aryl; or together with R4 can form a cycloalkyl or heterocyclic ring; andR4 is alkyl or aryl; or together with R3a can form a cycloalkyl or heterocyclic ring;R11, R12, R13 and R14 are independently hydrogen, unsubstituted alkyl, substituted alkyl, unsubstituted cycloalkyl, substituted cycloalkyl, unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, substituted heteroaryl, unsubstituted aralkyl, substituted aralkyl, unsubstituted heteroaralkyl or substituted heteroaralkyl;R5, R6, R7 and R8 are, independently from each other, selected from hydrogen, straight chain or branched alkyl groups, alkoxy, alkylthio, silyloxy, alkylamino, or electron-withdrawing groups.

The invention provides a ferrocene modified ruthenium carbene olefin metathesis catalyst as well as a preparation method and application thereof. The ferrocene-modified ruthenium carbene olefin metathesis catalyst has a structure as shown in a formula I: # imgabs0 #, in the formula I, Fc is a ferrocene structure, m is 0-2, n is 1-3, and m + n is 3; x is a solvent ligand, and a is 0 or 1. The ferrocene modified ruthenium carbene olefin metathesis catalyst has the characteristic of high catalytic activity, and can be applied to olefin metathesis reactions including selective synthesis of unsaturated dimethyl octadecanedioate.

Contemplated subject matter disclosed herein relates generally to organometallic olefin metathesis catalysts, and more particularly to longer-lived olefin metathesis catalysts supported by hemi-labile carbene ligands that bear an arm with one or more donor ligands, as well as the use of such catalysts in metathesis reactions of olefins and olefin compounds. The contemplated subject matter has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry. This contemplated subject matter serves to reduce the cost of olefin metathesis (OM) processes including in olefin metathesis polymerizations, conversion of vegetable oils into chemicals, and processes in the petrochemical industry. This contemplated subject matter reduces the cost of OM processes by providing OM catalysts that are longer-lived and lead to higher turnover numbers, hence requiring less catalyst to convert a given amount of substrate(s). Considering that the OM catalyst is the most expensive part of some OM processes, longer-lived OM catalysts have the benefit of reducing the overall cost of the OM processes.

The present invention relates to cationic molybdenum and tungsten complexes containing heterocyclic nitrogen carbene (NHC) and preferably halogen-containing aryloxy ligands. Such catalysts are active in olefin metathesis reactions and can provide E-selectivity.

A process for making an acrylate selected from n-butyl acrylate and 2-ethylhexyl acrylate includes subjecting a feedstock comprising ethanol of a renewable source to dehydration to produce an ethylene stream of a renewable source. Mutually converting the ethylene stream of renewable source with olefins to obtain propylene of renewable source; the interconversion of olefins comprises dimerization of ethylene to obtain n-butene; and obtaining propylene according to (i) a metathesis reaction between the obtained n-butenes and ethylene. Subjecting the propylene of renewable origin to a series of chemical conversions including alpha), beta), delta) and epsilon) or alpha), gamma), delta) and epsilon) to obtain an acrylate selected from n-butyl acrylate and 2-ethylhexyl acrylate: alpha) hydroformylation of the propylene to produce n-butyraldehyde; beta) a hydrogenation reaction of the n-butyraldehyde obtained in alpha) to produce n-butanol; gamma) condensation of the n-butyraldehyde obtained in alpha) to produce 2-ethyl-3-hydroxyhexanal, and subjecting the 2-ethyl-3-hydroxyhexanal to a hydrogenation reaction to produce 2-ethylhexanol; delta) an oxidation reaction of the propylene to produce acrylic acid; epsilon) the esterification reaction of the acrylic acid with one of the n-butanol obtained in beta) or the 2-ethylhexanol obtained in gamma) to produce an acrylate. The process provides a reaction scheme for n-butyl acrylate and 2-ethylhexyl acrylate of renewable sources.

Embodiments according to the present invention include organoruthenium compounds of formula I: [Formula 1] TIFF2024510064000073.tif28167, where X, Y, L1, L2, L3, R1 and R2 are as defined herein. Also disclosed herein is the use of organoruthenium compounds of formula I as catalysts (precursors) for olefin metathesis reactions, as well as methods for carrying out olefin metathesis reactions.

The present invention relates to Schrock-alkylidene complexes containing phenanthroline ligands that dissociate upon exposure to solvent, releasing catalytically active complexes in olefin metathesis reactions without the need for a Lewis acid, such as zinc chloride, to remove the ligand. Thus, the phenanthroline complexes are self-activating.

The invention relates to the technical field of fused deposition 3D printing wire preparation, in particular to a cycloolefin polymer-based flexible printing wire material, a preparation method and a solar interface evaporator. The method comprises the following steps: catalyzing a cycloolefin monomer to generate olefin metathesis ring-opening polymerization reaction by utilizing a Grubby catalyst to form a cycloolefin polymer; under the action of a photoinitiator, a mixture formed by the cycloolefin polymer and a filling material is subjected to ultraviolet light curing, and a cycloolefin compound is obtained; and extruding the cycloolefin compound through a screw to prepare the cycloolefin polymer-based flexible printing wire material. By regulating the crosslinking density of the cycloolefin compound, on the basis of keeping flexibility, the mechanical property is improved, and the problem of contradiction between high elasticity and dimensional stability of a flexible device material is solved. The solar interface evaporator with high water evaporation efficiency is prepared by developing a cycloolefin polymer material capable of FDM printing and constructing a bionic gradient pore structure.

The invention relates to compositions comprising at least one cyclic olefin monomer, optionally at least one linear olefin monomer, at least one thermoplastic hydrocarbon resin, and at least one olefin metathesis catalyst. The invention also relates to articles of manufacture made from the compositions of the invention, and methods of making the articles. The invention also relates to coating compositions comprising the compositions of the invention, and to objects or substrates coated with the coating compositions of the invention, which may then be cured. The invention also relates to methods of coating the objects or substrates with the coating compositions of the invention. The invention further relates to the use of the compositions of the invention as adhesives.

The application discloses a preparation method and application of royal jelly acid, and belongs to the technical field of chemical synthesis, and solves the problem that the preparation of royal jelly acid in the prior art cannot have simple steps and mild conditions. The method comprises the following steps: 9-bromo-1 nonene and acrylic acid are subjected to esterification reaction under the action of an organic solvent and an alkali, so that acrylic acid-8-nonene-1-yl ester is obtained, and the structural formula is shown as formula I; under the action of a catalyst, the acrylic acid-8-nonene-1-yl ester is subjected to olefin metathesis reaction, so that a compound with a structural formula shown as formula II is obtained; after hydrolysis reaction under alkaline conditions, acidification is performed, so that royal jelly acid is obtained. The method provided by the application has the advantages of wide raw material sources, relatively low price, improved synthesis efficiency and product yield, reduced equipment cost and production risk, and is beneficial to the implementation of industrialized production.

This invention discloses an imidazole-coordinated ruthenium carbene olefin metathesis catalyst, as shown in formula (I): wherein R is selected from benzyl, 2,4,6-trimethylphenyl, or methyl. This invention also discloses its preparation and application. The method provided by this invention is simple in procedure and requires mild conditions.

Disclosed is an olefin metathesis polymerization catalyst system. The catalyst system comprises a metalate as pre-catalyst and an aluminum complex as co-catalyst, wherein the aluminum complex is an alkoxyalkylaluminum halide complex [(OR1)(R2)AlX1]n wherein OR1 is an alkoxy ligand derivable from an alcohol with a pKa in the range of from 18-30, wherein the alkoxy is optionally functionalized and wherein further n is an integer in the range of from 1-3, R2 is an alkyl, and X1 is an halide. Also disclosed is a method of manufacturing a molded article of a curable composition comprising the catalyst system. The method comprises providing the curable composition by combining the cyclic olefin and the olefin metathesis polymerization catalyst system in a mold; subjecting the composition to conditions effective to promote an olefin metathesis reaction of the cyclic olefin in the closed mold; and taking the reacted composition out of the mold to obtain the molded article. With the method a thin-walled article of a cyclic olefin polymer may be obtained having a glass transition temperature Tg above 60° C.