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427 results about "Olefin metathesis" patented technology
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Jump to navigation Jump to search. Olefin metathesis is an organic reaction that entails the redistribution of fragments of alkenes (olefins) by the scission and regeneration of carbon-carbon double bonds.
Olefin metathesis reaction catalyst and preparation method therefor
ActiveUS20190217277A1Separated/recovered readilyEasy to useMolecular sieve catalystsOrganic-compounds/hydrides/coordination-complexes catalystsRheniumUnsaturated hydrocarbon
The present invention relates to an olefin metathesis reaction catalyst where rhenium (Re) oxide or molybdenum (Mo) oxide is supported, as a catalyst main component, on a surface-modified mesoporous silica or mesoporous alumina support, and a preparation method therefor. The olefin metathesis reaction catalyst of the present invention allows highly efficient metathesis of long-chain unsaturated hydrocarbons having at least eight carbons at a low temperature of 150° C. or lower. The catalyst can be separated readily from reaction solution, regenerated at a low temperature of 400° C. or lower by removing toxins accumulated on it during the metathesis reaction, and used repeatedly in metathesis reaction many times, thereby being made good use in commercial olefin metathesis processes.
Owner:KOREA RES INST OF CHEM TECH
Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
InactiveUS7026495B1High yieldImprove isolationRuthenium organic compoundsGroup 5/15 element organic compoundsHigh concentrationCarbene
Chelating ligand precursors for the preparation of olefin metathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various metathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene metathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type metathesis catalysts. The invention provides an efficient method for preparing chelating-carbene metathesis catalysts by reacting a suitable ruthenium complex in high concentrations of the ligand precursors followed by crystallization from an organic solvent.
Owner:UMICORE AG & CO KG
Recyclable ruthenium catalysts for metathesis reactions
ActiveUS20070043180A1Utility and advantageWide applicationRuthenium organic compoundsOrganic compound preparationAlkeneEfficient catalyst
The invention relates to novel carbene ligands and their incorporated monomeric and resin / polymer linked ruthenium catalysts, which are recyclable and highly active for olefin metathesis reactions. It is disclosed that significant electronic effect of different substituted 2-alkoxybenzylidene ligands on the catalytic activity and stability of corresponding carbene ruthenium complexes, some of novel ruthenium complexes in the invention can be broadly used as catalysts highly efficient for olefin metathesis reactions, particularly in ring-closing (RCM), ring-opening (ROM), ring-opening metathesis polymerization (ROMP) and cross metathesis (CM) in high yield. The invention also relates to preparation of new ruthenium complexes and the use in metathesis.
Owner:ZANNAN SCITECH
Latent, high-activity olefin metathesis catalysts containing an N-heterocyclic carbene ligand
InactiveUS20050261451A1Ruthenium organic compoundsOrganic compound preparationRing-closing metathesisAlkene
The invention provides novel organometallic complexes useful as olefin metathesis catalysts. The complexes have an N-heterocyclic carbene ligand and a chelating carbene ligand associated with a Group 8 transition metal center. The molecular structure of the complexes can be altered so as to provide a substantial latency period. The complexes are particularly useful in catalyzing ring closing metathesis of acyclic olefins and ring opening metathesis polymerization of cyclic olefins.
Owner:CALIFORNIA INST OF TECH +1
Ring opening cross-metathesis reaction of cyclic olefins with seed oils and the like
ActiveUS20080064891A1Fatty acid esterificationOrganic compound preparationOrganic synthesisRuthenium
This invention relates generally to olefin metathesis, and more particularly relates to the ring-opening, ring insertion cross-metathesis of cyclic olefins with internal olefins such as seed oils and the like. In one embodiment, a method is provided for carrying out a catalytic ring-opening cross-metathesis reaction, comprising contacting at least one olefinic substrate with at least one cyclic olefin as a cross metathesis partner, in the presence of a ruthenium alkylidene olefin metathesis catalyst under conditions effective to allow ring insertion cross metathesis whereby the cyclic olefin is simultaneously opened and inserted into the olefinic substrate. The invention has utility in the fields of catalysis, organic synthesis, and industrial chemistry.
Owner:WILMAR TRADING PTE LTD
Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis
This invention relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by a selected olefin metathesis catalyst. In one embodiment of the invention, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting an olefinic substrate comprised of at least one internal olefin with ethylene, in the presence of a metathesis catalyst, wherein the catalyst is present in an amount that is less than about 1000 ppm relative to the olefinic substrate, and wherein the metathesis catalyst has the structure of formula (II) wherein the various substituents are as defined herein. The invention has utility, for example, in the fields of catalysis, organic synthesis, and industrial chemistry.
Owner:MATERIA
Catalysts for metathesis reactions including enantioselective olefin metathesis, and related methods
ActiveUS20110065915A1Silicon organic compoundsOrganic-compounds/hydrides/coordination-complexes catalystsChemical reactionEnantio selectivity
The present invention provides compositions comprising metal complexes, and related methods. In some embodiments, metal complexes of the invention may be useful as catalysts for chemical reactions, including metathesis reactions, wherein the catalysts exhibit enhanced activity and stereoselectivity. In some embodiments, the invention may advantageously provide metal complexes comprising a stereogenic metal atom. Such metal complexes may be useful in enantioselective catalysis.
Owner:BOSTON COLLEGE +1
Metal complexes for use in olefin metathesis and atom group transfer reactions
InactiveUS20070185343A1Promote catalysisRuthenium organic compoundsCopper organic compoundsOrganic synthesisAlkene
Improved catalysts useful in a number of organic synthesis reactions such as olefin metathesis and atom or group transfer reactions are made by bringing into contact a multi-coordinated metal complex comprising a multidentate Schiff base ligand, and one or more other ligands, with an acid under conditions such that said acid is able to at least partly cleave a bond between the metal and the multidentate Schiff base ligand of said metal complex, optionally through intermediate protonation of said Schiff base ligand.
Owner:TELENE SAS
Olefin Functionalization By Metathesis Reaction
This invention relates to a process to functionalize propylene co-oligomer comprising contacting an alkene metathesis catalyst with a heteroatom containing alkene, and a propylene a co-oligomer having an Mn of 300 to 30,000 g / mol comprising 10 to 90 mol % propylene and 10 to 90 mol % of ethylene, wherein the oligomer has at least X % allyl chain ends, where: 1) X=(−0.94 (mol % ethylene incorporated)+100), when 10 to 60 mol % ethylene is present in the co-oligomer, and 2) X=45, when greater than 60 and less than 70 mol % ethylene is present in the co-oligomer, and 3) X=(1.83*(mol % ethylene incorporated)−83), when 70 to 90 mol % ethylene is present in the co-oligomer. This invention also relates to a process to functionalize propylene homo-oligomer comprising contacting an alkene metathesis catalyst with a heteroatom containing alkene, and a propylene homo-oligomer, comprising propylene, wherein the oligomer has: at least 93% allyl chain ends, an Mn of about 500 to about 20,000 g / mol, an isobutyl chain end to allylic vinyl group ratio of 0.8:1 to 1.2:1.0, and less than 100 ppm aluminum.
Owner:EXXONMOBIL CHEM PAT INC
Olefin metathesis catalysts and related methods
ActiveUS7932397B2Group 5/15 element organic compoundsGroup 8/9/10/18 element organic compoundsChemical reactionAlkene
The present invention provides methods for the synthesis of catalysts and precursors thereof. Methods of the invention may comprise combining a catalyst precursor and at least one ligand to generate a catalytically active species, often under mild conditions and in high yields. In some cases, a wide variety of catalysts may be synthesized from a single catalyst precursor. Methods of the invention may also include the preparation of catalysts which, under reaction conditions known in the art, may have been difficult or impossible to prepare and / or isolate due to, for example, steric crowding at the metal center. The present invention also provides catalyst compositions, and precursors thereof, which may be useful in various chemical reactions including olefin metathesis. In some cases, methods of the invention may reduce the number of synthetic and purification steps required to produce catalysts and / or other reaction products, as well as reducing time, cost, and waste production.
Owner:MASSACHUSETTS INST OF TECH
Process for producing a renewable fuel in the gasoline or jet fuel range
ActiveUS7928273B2Yield maximizationFatty acid isomerisationFatty acid oxidationVegetable oilGasoline
Processes for producing hydrocarbons in the gasoline and jet fuel range. The processes involve the thermal decarboxylation of fatty acids, which can be derived from the hydrolysis of triglycerides, which triglycerides can be vegetable oils, animal fats, or combinations thereof. The resulting hydrocarbons can be hydrocracked, and, optionally, isomerized and / or hydrotreated, to yield hydrocarbons in the jet fuel or gasoline range. Where the resulting hydrocarbons include olefinic double bonds, they can alternatively be combined with low molecular weight olefins, and subjected to olefin metathesis to yield hydrocarbons in the jet fuel or gasoline range.
Owner:BRADIN DAVID
Catalytic compositions for the metathesis of unsaturated fatty bodies with olefins and metathesis methods using catalytic compositions
InactiveUS20100022789A1High conversion levelSignificant selectivityFatty acid chemical modificationOrganic compound preparationPtru catalystUnsaturated fat
Catalytic compositions useful for carrying out the metathesis of unsaturated fatty bodies, in particular unsaturated fatty bodies comprising oleic acid or oleic acid esters, contain a ruthenium-based catalyst which can be isolated and which has the formula (I) below:
Owner:RHODIA OPERATIONS SAS +1
Transition metal carbene complexes containing a cationic substituent as catalysts of olefin metathesis reactions
InactiveUS7365140B2Shorten the incubation periodIncrease the rate at which the reaction occursRuthenium organic compoundsGroup 4/14 element organic compoundsPolymer sciencePtru catalyst
Organometallic complexes suitable as olefin metathesis catalysts are provided. The complexes are Group 8 transition metal carbenes bearing a cationic substituent and having the general structure (I)wherein M is a Group 8 transition metal, L1 and L2 are neutral electron donor ligands, X1 and X2 are anionic ligands, m is zero or 1, n is zero or 1, and R1, W, Y, and Z are as defined herein. Methods for synthesizing the complexes are also provided, as are methods for using the complexes as olefin metathesis catalysts.
Owner:UTI LLP
Olefin metathesis catalysts and related methods
ActiveUS20080119678A1Group 5/15 element organic compoundsGroup 8/9/10/18 element organic compoundsChemical reactionAlkene
The present invention provides methods for the synthesis of catalysts and precursors thereof. Methods of the invention may comprise combining a catalyst precursor and at least one ligand to generate a catalytically active species, often under mild conditions and in high yields. In some cases, a wide variety of catalysts may be synthesized from a single catalyst precursor. Methods of the invention may also include the preparation of catalysts which, under reaction conditions known in the art, may have been difficult or impossible to prepare and / or isolate due to, for example, steric crowding at the metal center. The present invention also provides catalyst compositions, and precursors thereof, which may be useful in various chemical reactions including olefin metathesis. In some cases, methods of the invention may reduce the number of synthetic and purification steps required to produce catalysts and / or other reaction products, as well as reducing time, cost, and waste production.
Owner:MASSACHUSETTS INST OF TECH
Highly z-selective olefins metathesis
ActiveUS20110077421A1Organic chemistry methodsCarboxylic acid esters preparationOrganic chemistryOlefin metathesis
Owner:MASSACHUSETTS INST OF TECH +1
Synthesis of A,B-alternating copolymers by olefin metathesis reactions of cyclic olefins or olefinic polymers with an acyclic diene
InactiveUS6987154B2Limited utilityImproves inventionGroup 4/14 element organic compoundsOrganic-compounds/hydrides/coordination-complexes catalystsPolymer scienceOlefin polymerization
This invention relates generally to synthetic procedures that include the step of ring-opening metathesis of cyclic olefins and reaction with an acyclic diene co-reactant to produce regularly repeating A,B-alternating olefin polymers. The A,B-alternating polymers are produced by varying reaction conditions and / or reactant proportions and using only two types of olefin metathesis (ring-opening and cross) to provide regularly repeating ABAB . . . etc. polymers via ring-opening metathesis polymerization (ROMP). More particularly, the invention pertains to synthesis of A,B-alternating olefin polymers via olefin metathesis reactions using a Group 8 transition metal complex as the metathesis catalyst. Polymers provided herein have utility in a variety of fields, including not only polymer chemistry per se, but also in the pharmaceutical, biomedical, and packaging industries where the structure and properties of polymers need to be tightly controlled.
Owner:CALIFORNIA INST OF TECH
Multicoordinated metal complexes for use in metathesis reactions
InactiveUS20080293905A9Ruthenium organic compoundsOrganic-compounds/hydrides/coordination-complexes catalystsAlkyneAlkene
Owner:RIMTEC CORP
Impurity reduction in Olefin metathesis reactions
InactiveUS7507854B2Reduced responseIncrease productionOrganic compound preparationCarboxylic acid esters preparationAcetic acidBenzoic acid
The present invention relates to the use of isomerization inhibitors in olefin metathesis reactions. The inhibitors are low molecular weight organic acids such as formic acid, acetic acid, benzoic acid, and the like.
Owner:MATERIA
Ring-opening metathesis polymerization of bridged bicyclic and polycyclic olefins containing two or more heteroatoms
InactiveUS6884859B2Limited utilityImproves inventionOrganic-compounds/hydrides/coordination-complexes catalystsGroup 8/9/10/18 element organic compoundsHeteroatomRuthenium
A method is provided for synthesizing a polymer in a controlled fashion using a ring-opening metathesis polymerization (ROMP) reaction, wherein polymerization is carried out using a catalytically effective amount of an olefin metathesis catalyst and a bridged bicyclic or polycyclic olefin monomer that contains at least two heteroatoms directly or indirectly linked to each other. Preferred catalysts are Group 8 transition metal complexes, particularly complexes of Ru and Os. Such complexes include the ruthenium bisphosphine complex (PCy3)2(Cl)2Ru═CHPh (1) and the ruthenium carbene complex (IMesH2)(PCy3)(Cl)2Ru═CHPh (2). The invention also provides novel regioregular polymers synthesized using the aforementioned methodology, wherein the polymers may be saturated, unsaturated, protected, and / or telechelic. An exemplary polymer is poly((vinyl alcohol)2-alt-methylene)(MVOH).
Owner:CALIFORNIA INST OF TECH
Acid Washed Silica Supported Catalysts and Their Use in Olefin Metathesis
ActiveUS20110196185A1High activitySelectivity is compromisedCatalystsHydrocarbon preparation catalystsButeneAcid washing
Acid washing of silica supports, used for supported tungsten catalysts, improves the activity of the resulting catalyst (i.e., its conversion level at a given temperature) for the metathesis of olefins, without compromising its selectivity to the desired conversion product(s). Exemplary catalysts and processes include those for the production of valuable light olefins such as propylene from a hydrocarbon feedstock comprising ethylene and butylene.
Owner:UOP LLC
Catalyst complex with carbene ligand
InactiveUS7622590B1Increase response rateEasy to synthesizeHydrocarbon by isomerisationGroup 5/15 element organic compoundsCarbeneAlkene
Catalytic complexes including a metal atom having anionic ligands, at least one nucleophilic carbene ligand, and an alkylidene, vinylidene, or allenylidene ligand. The complexes are highly stable to air, moisture and thermal degradation. The complexes are designed to efficiently carry out a variety of olefin metathesis reactions.
Owner:MATERIA +1
Olefin metathesis
InactiveUS20060089517A1Solution to short lifeHydrocarbon by metathesis reactionHydrocarbonsIsomerizationThiol
A process for the production of propylene from the metathesis of ethylene and 2-butene is disclosed wherein a mixed C4 stream is first treated to enrich and separate the 2-butene from 1-butene and isobutene by isomerization of 1-butene and concurrent fractional distillation of the 2-butene and isobutene to provide the 2-butene feed the metathesis with ethylene. In addition the mixed C4 stream may be treated to remove mercaptans and dienes prior to 2-butene enrichment.
Owner:CHEM RES & LICENSING CO
Impurity reduction in Olefin metathesis reactions
InactiveUS20050203324A1Increase productionReduced responseOrganic compound preparationCarboxylic acid esters preparationOrganic acidBenzoic acid
The present invention relates to the use of isomerization inhibitors in olefin metathesis reactions. The inhibitors are low molecular weight organic acids such as formic acid, acetic acid, benzoic acid, and the like.
Owner:MATERIA
Membrane Separation Of A Metathesis Reaction Mixture
InactiveUS20080103346A1Reduces possibility of undesirableImprove efficiencySemi-permeable membranesCatalystsPolymer scienceCatalyst degradation
A process for separating a homogeneous metathesis catalyst and, optionally, one or more homogeneous metathesis catalyst degradation products from a metathesis reaction mixture containing in addition to said metathesis catalyst and said metathesis catalyst degradation product(s), one or more olefin metathesis products, one or more unconverted reactant olefins, and optionally, a solvent. The process involves contacting the metathesis reaction mixture with a nanofiltration membrane, such as a polyimide nanofiltration membrane, so as to recover a permeate containing a substantial portion of the olefin reaction products, the unconverted reactant olefins, and optional solvent, and a retentate containing the metathesis catalyst, and optionally, metathesis catalyst degradation product(s). In another aspect, this invention pertains to a continuous metathesis reaction-catalyst separation process, preferably, conducted in a nanofiltration membrane reactor.
Owner:DOW GLOBAL TECH LLC
Propylene production
ActiveUS20100168487A1Save energySave equipmentHydrocarbon by isomerisationHydrocarbon by metathesis reactionIsomerizationEthylene
A propylene production process is disclosed. The process comprises (a) reacting a feed stream comprising isobutene in the presence of a skeletal isomerization catalyst to obtain an isomerized stream comprising C4 olefins; and (b) reacting the isomerized stream with ethylene in the presence of a metathesis catalyst to form a metathesis product stream comprising propylene, C4 olefins, and C5+ olefins. The metathesis reaction pressure is equal to or lower than that of the skeletal isomerization.
Owner:LYONDELL CHEM TECH LP
Olefin metathesis catalysts and related methods
ActiveUS20110237815A1Organic-compounds/hydrides/coordination-complexes catalystsCatalystsChemical reactionAlkene
Owner:MASSACHUSETTS INST OF TECH
Olefin functionalization by metathesis reaction
This invention relates to a process to functionalize propylene co-oligomer comprising contacting an alkene metathesis catalyst with a heteroatom containing alkene, and a propylene a co-oligomer having an Mn of 300 to 30,000 g / mol comprising 10 to 90 mol % propylene and 10 to 90 mol % of ethylene, wherein the oligomer has at least X % allyl chain ends, where: 1) X=(−0.94 (mol % ethylene incorporated)+100), when 10 to 60 mol % ethylene is present in the co-oligomer, and 2) X=45, when greater than 60 and less than 70 mol % ethylene is present in the co-oligomer, and 3) X=(1.83*(mol % ethylene incorporated)−83), when 70 to 90 mol % ethylene is present in the co-oligomer. This invention also relates to a process to functionalize propylene homo-oligomer comprising contacting an alkene metathesis catalyst with a heteroatom containing alkene, and a propylene homo-oligomer, comprising propylene, wherein the oligomer has: at least 93% allyl chain ends, an Mn of about 500 to about 20,000 g / mol, an isobutyl chain end to allylic vinyl group ratio of 0.8:1 to 1.2:1.0, and less than 100 ppm aluminum.
Owner:EXXONMOBIL CHEM PAT INC
Proline-locked stapled peptides and uses thereof
ActiveUS20150239937A1Oral bioavailabilityImprove stabilitySenses disorderNervous disorderCross-linkSide chain
Owner:PRESIDENT & FELLOWS OF HARVARD COLLEGE
Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis
This invention relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by a selected olefin metathesis catalyst. In one embodiment of the invention, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting an olefinic substrate comprised of at least one internal olefin with ethylene, in the presence of a metathesis catalyst, wherein the catalyst is present in an amount that is less than about 1000 ppm relative to the olefinic substrate, and wherein the metathesis catalyst has the structure of formula (II)wherein the various substituents are as defined herein. The invention has utility, for example, in the fields of catalysis, organic synthesis, and industrial chemistry.
Owner:MATERIA
Immobilizable ruthenium catalysts having n-heterocyclic carbene ligands
InactiveUS20060287450A1Ruthenium organic compoundsOrganic-compounds/hydrides/coordination-complexes catalystsNitrogenCarbene
The invention relates to immobilisable ruthenium catalysts containing N-heterocyclic carbene ligands of the general formulae (I) and (II) which contain an SiR′n(OR′)3 -carrying group on one of the two nitrogen atoms of the NHC ligand, and to the use thereof as homogeneous catalysts in C-C coupling reactions, in particular olefin metathesis. The invention furthermore relates to the use of the compounds as starting materials for the preparation of analogous immobilised ruthenium catalysts containing N-heterocyclic carbene ligands.
Owner:MERCK PATENT GMBH
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