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60 results about "Quinone methide" patented technology
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A quinone methide is a type of conjugated organic compound that contain a cyclohexadiene with a carbonyl and an exocyclic methylene group or extended alkene unit. It is analogous to a quinone, but having one of the double bonded oxygens replaced with a carbon. The carbonyl and methylene are usually oriented either ortho or para to each other. There are some examples of transient synthetic meta quinone methides.
Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination
ActiveUS7651635B1Other chemical processesDistillation purification/separationHydroxylamineQuinone methide
The invention provides a composition of matter and a method of its use in preventing unwanted polymerization reactions. The composition comprises an inhibitor and a retarder. The inhibitor is highly effective. The retarder is reliable under extreme and emergency situations. The inhibitor can be an alkylhydroxylamine. The retarder can be a 7-cyano-quinone methide. The combination of the inhibitor and retarder has been found to be far more effective than expected.
Owner:ECOLAB USA INC
Process for stabilizing olefinically unsaturated monomers
InactiveUS20090114878A1Low toxicitySynergistic effectOrganic compounds purification/separation/stabilisationOther chemical processesQuinone methideSolvent
An olefinically unsaturated monomer is stabilized by a retarder-containing composition which comprises a solvent and a quinone methide as a retarder.
Owner:EVONIK DEGUSSA GMBH
Process for preparing substituted 7-cyano quinone methides
ActiveUS20090287013A1Organic compound preparationPreparation by cyanide reactionOrganic solventQuinone methide
A one-pot process of preparing a substituted 7-cyano quinone methide in which i) a substituted phenol is chloromethylated to form a substituted 4-chloromethylphenol; ii) converting the substituted 4-chloromethylphenol to a substituted 4-cyanomethylphenol; and iii) oxidizing the substituted 4-cyanomethylphenol to the substituted 7-cyano quinone methide, where steps i)-iii) are carried out in a single reaction vessel in a solvent system comprising water and one or more organic solvents and where after steps i) and ii) the aqueous portion of the reaction mixture is removed and the reagents for the subsequent step are added in aqueous solution. The 7-cyano quinone methides are effective inhibitors of the polymerization of reactive monomers.
Owner:ECOLAB USA INC
Inhibition of viscosity increase and fouling in hydrocarbon streams including unsaturation
A method of inhibiting fouling and viscosity increase in hydrocarbon streams including ethylenically unsaturated monomers is disclosed. The method includes the step of adding to the hydrocarbon stream an effective amount of one or more quinone methides of the formula: wherein R1, R2, and R3 are independently selected from the group consisting of H, —OH, —SH, —NH2, alkyl, cycloalkyl, heterocyclo, and aryl.
Owner:BETZ LAB INC
Polymerization inhibitor for styrene dehydrogenation units
ActiveUS20050027150A1Hydrocarbon purification/separationIsotope separationQuinone methideDehydrogenation
Quinone methide derivatives such as 4-benzylidene-2,6-di-tert-butyl-cyclohexa-2,5 dienone are used to inhibit styrene monomer polymerization in the dehydrogenator portion of a styrene monomer production system. The inhibitor contacts the dehydrogenation effluent and does not partition in substantial amounts to the aqueous phase that is separated in the phase separator.
Owner:BL TECH INC +1
Process for preparing substituted 7-cyano quinone methides
ActiveUS8247593B2Organic compound preparationPreparation by cyanide reactionOrganic solventQuinone methide
A one-pot process of preparing a substituted 7-cyano quinone methide in which i) a substituted phenol is chloromethylated to form a substituted 4-chloromethylphenol; ii) converting the substituted 4-chloromethylphenol to a substituted 4-cyanomethylphenol; and iii) oxidizing the substituted 4-cyanomethylphenol to the substituted 7-cyano quinone methide, where steps i)-iii) are carried out in a single reaction vessel in a solvent system comprising water and one or more organic solvents and where after steps i) and ii) the aqueous portion of the reaction mixture is removed and the reagents for the subsequent step are added in aqueous solution. The 7-cyano quinone methides are effective inhibitors of the polymerization of reactive monomers.
Owner:ECOLAB USA INC
Process for stabilizing olefinically unsaturated monomers
InactiveUS20120101295A1Low toxicitySynergistic effectOrganic compounds purification/separation/stabilisationOrganic compound preparationPolymer scienceMeth-
An olefinically unsaturated monomer is stabilized by a retarder-containing composition which comprises a solvent and a quinone methide as a retarder.
Owner:EVONIK DEGUSSA GMBH
Polymerization inhibitor for aromatic vinyl compounds and method for inhibiting the polymerization of the compounds
InactiveUS20060163539A1Easy to handleSmall toxicityHydrocarbon purification/separationHydrocarbonsOrganic sulfonic acidPolymer science
According to the present invention, there are provided a polymerization inhibitor which is easy to handle and which has a little toxicity and a high polymerization-inhibitory effect toward an aromatic vinyl compound and a process for inhibiting the polymerization of the aromatic vinyl compound. The present invention relates to a polymerization inhibitor for the aromatic vinyl compound which comprises contain two ingredients of a specific quinone methide compound and a specific organic sulfonic acid compound, and to a process for inhibiting polymerization of the aromatic vinyl compound which comprises adding a specific quinone methide compound and a specific organic sulfonic acid compound simultaneously or further a specific quinone methide compound, a specific organic sulfonic acid compound and a specific N-oxyl compound simultaneously in the stage of producing, purifying, storing or transporting the aromatic vinyl compound.
Owner:HAKUTO CHEMICAL CO LTD
Polymerization inhibitor for styrene dehydrogenation units
ActiveUS7128826B2Thermal non-catalytic crackingDistillation purification/separationQuinone methideDehydrogenation
Quinone methide derivatives such as 4-benzylidene-2,6-di-tert-butyl-cyclohexa-2,5 dienone are used to inhibit styrene monomer polymerization in the dehydrogenator portion of a styrene monomer production system. The inhibitor contacts the dehydrogenation effluent and does not partition in substantial amounts to the aqueous phase that is separated in the phase separator.
Owner:BL TECH INC +1
Additive composition for control and inhibition of polymerization of styrene, and method of preparation and use thereof
Owner:DORF KETAL CHEM (I) PTE LTD
Biocompatible polymeric nanoparticles degrade and release cargo in response to biologically relevant levels of hydrogen peroxide
ActiveUS20140255311A1Easy to removeImprove accessibilityPowder deliveryBiocidePolyesterSynthesis methods
Disclosed are compositions and synthesis methods that pertain to biocompatible polymeric capsules capable of undergoing backbone degradation and cargo release upon exposure to biologically relevant concentrations of hydrogen peroxide (50-100 μM of H2O2). In the invention, bio-responsive polyester bearing boronic ester triggers groups that degrade upon exposure to low concentrations of H2O2. The degradation is induced by transformation of a boronic ester to a phenol, which undergoes a quinone methide rearrangement to break down the polyester backbone.
Owner:RGT UNIV OF CALIFORNIA
Flame retardant compositions
Polymeric substrates, for example polyolefins such as polypropylene, can be made flame retardant by the incorporation therein of a synergistic mixture of (i.) at least one compound selected from the group consisting of nitroxyl stabilizers, hydroxylamine stabilizers, nitrone stabilizers, substituted hydroxylamine stabilizers, amine oxide stabilizers, benzofuranone stabilizers phosphite and phosphonite stabilizers, quinone methide stabilizers and monoacrylate esters of 2,2′-alkylidenebisphenol stabilizers and (ii.) at least one compound selected from the group consisting of brominated flame retardants, phosphorus containing flame retardants and inorganic flame retardants such as ammonium polyphosphate or decabromodiphenyl oxide; wherein the amount of organic or inorganic flame retardant of component (ii.) required to achieve an acceptable level of flame retardancy is significantly reduced compared to that needed when component (i.) is not present.
Owner:CIBA SPECIALTY CHEM CORP
Additive composition for control and inhibition of polymerization of styrene, and method of preparation and use thereof
ActiveUS8766027B1Reduce dosageSame and good levelDistillation purification/separationHydrocarbonsQuinone methidePhotochemistry
Owner:DORF KETAL CHEM (I) PTE LTD
Process for the production of quinone methide
InactiveUS20080132726A1Reduction potential eliminationAvoid economic wasteOrganic compound preparationCarbonyl compound preparation by condensationQuinone methideTert butyl
Owner:GENERAL ELECTRIC CO
Process for stabilizing olefinically unsaturated monomers
InactiveUS8128804B2Low toxicitySynergistic effectThermal non-catalytic crackingOrganic compounds purification/separation/stabilisationQuinone methideSolvent
An olefinically unsaturated monomer is stabilized by a retarder-containing composition which comprises a solvent and a quinone methide as a retarder.
Owner:EVONIK DEGUSSA GMBH
Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders
ActiveUS20120313036A1Organic compounds purification/separation/stabilisationOrganic compound preparationReaction temperatureTert butyl
The invention provides a method for synthesizing 7-Acetyleno quinone methide compounds that is safe and inexpensive. The method avoids the need for extremely cold reaction temperatures and unlike the prior art does not require any highly explosive materials. The method comprises the steps ofa) performing a condensation reaction between 3,5-di-tert-butyl-4-hydroxybenzaldehyde and a secondary amine thereby forming a secondary amine quinone methide intermediate;b) removing water from the secondary amine quinone methide intermediate by azeotropic distillation;c) adding the dehydrated secondary amine quinone methide intermediate to an organic medium containing a metal acetylide to form a Mannich base intermediate; andd) adding a release agent to the Mannich base intermediate to yield a 7-Acetyleno quinone methide.
Owner:NALCO CO
Process for the production of quinone methide
InactiveCN101541726AReduce usageCarbonyl compound preparation by condensationQuinone methidePhotochemistry
Owner:GENERAL ELECTRIC CO
Water-soluble triterpenephenol compounds having antitumor activity and the preparation thereof
InactiveUS20100267983A1Good water solubilityGood antitumor activityBiocideOrganic compound preparationTriterpeneQuinone methide
The invention discloses water-soluble triterpenephenol compounds having antitumor activity represented by formula (I), wherein the substituents R1˜R4 and M are defined as in the description. The invention also discloses a method for preparing the compounds of formula (I) used quinone methide triterpene compounds as starting materials. The water-soluble triterpenephenol compounds disclosed in the invention can be made into various dosage forms including injection, tablet, capsule, granule and liniment, particularly suitable for making into injection.
Owner:SHANGHAI HUATUO MEDICAL SCI CO LTD
Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders
ActiveUS8884038B2Organic compounds purification/separation/stabilisationOrganic compound preparationReaction temperatureTert butyl
The invention provides a method for synthesizing 7-Acetyleno quinone methide compounds that is safe and inexpensive. The method avoids the need for extremely cold reaction temperatures and unlike the prior art does not require any highly explosive materials. The method comprises the steps of:a) performing a condensation reaction between 3,5-di-tert-butyl-4-hydroxybenzaldehyde and a secondary amine thereby forming a secondary amine quinone methide intermediate;b) removing water from the secondary amine quinone methide intermediate by azeotropic distillation;c) adding the dehydrated secondary amine quinone methide intermediate to an organic medium containing a metal acetylide to form a Mannich base intermediate; andd) adding a release agent to the Mannich base intermediate to yield a 7-Acetyleno quinone methide.
Owner:NALCO CO
Flame retardant compositions
Polymeric substrates, for example polyolefins such as polypropylene, can be made flame retardant by the incorporation therein of a synergistic mixture of (i.) at least one compound selected from the group consisting of nitroxyl stabilizers, hydroxylamine stabilizers, nitrone stabilizers, substituted hydroxylamine stabilizers, amine oxide stabilizers, benzofuranone stabilizers, phosphite and phosphonite stabilizers, quinone methide stabilizers and monoacrylate esters of 2,2′-alkylidenebisphenol stabilizers and (ii.) at least one compound selected from the group consisting of brominated flame retardants, phosphorus containing flame retardants and inorganic flame retardants such as ammonium polyphosphate or decabromodiphenyl oxide; wherein the amount of organic or inorganic flame retardant of component (ii.) required to achieve an acceptable level of flame retardancy is significantly reduced compared to that needed when component (i.) is not present.
Owner:CIBA SPECIALTY CHEM CORP
Use of quinone methides as antipolymerants for vinylic monomers
The present invention generally relates to compounds and methods for inhibiting the radical polymerization of unsaturated compounds, particularly vinyl monomers. More particularly, it relates to the use of cinnamyl quinone methides to inhibit the polymerization of unsaturated hydrocarbon compounds (e.g., vinyl monomers) soluble in organic solvents, particularly hydrocarbon streams.
Owner:ECOLAB USA INC
Process and composition for inhibiting the polymerization of cyclopentadiene compounds
ActiveUS20140288337A1Outstanding inhibitory propertyEnhanced inhibitory effectDistillation purification/separationLiquid carbonaceous fuelsCompound aQuinone methide
A process for inhibiting the polymerization of cyclopentadiene compounds (B) by contacting the cyclopentadiene compound with a quinone methide compound (A) of structure (I),Compositions (AB) comprising (A) and (B) are also provided.
Owner:EVONIK OPERATIONS GMBH
Colors for chromogenic ihc and ish staining with multi-dye quinone methide and tyramide conjugates
ActiveUS20190187130A1Enhanced signalReduces overall staining concentrationMethine/polymethine dyesBiological testingQuinone methideChromogenic
Disclosed herein are novel chromogenic conjugates, the conjugates comprising at least two detectable moieties.
Owner:VENTANA MEDICAL SYST INC
Synergistic combination for inhibiting polymerization of vinyl monomers
ActiveUS9090526B2Organic compounds purification/separation/stabilisationHydrocarbon purification/separationQuinone methideSynergistic combination
The present invention provides a method for inhibiting unwanted polymerization of reactive monomers within a liquid. The method comprises the combined usage of a quinone methide with a quinone diimide to the liquid monomer. This combination has an unexpected synergistic effect. Thus, in some ratios, the combination results in practically 100% inhibition.
Owner:ECOLAB USA INC
Water-soluble triterpenephenol compounds having antitumor activity and the preparation thereof
InactiveUS8299125B2Good water solubilityGood antitumor activityBiocideOrganic compound preparationTriterpeneChemical compound
The invention discloses water-soluble triterpenephenol compounds having antitumor activity represented by formula (I), wherein the substituents R1˜R4 and M are defined as in the description. The invention also discloses a method for preparing the compounds of formula (I) used quinone methide triterpene compounds as starting materials. The water-soluble triterpenephenol compounds disclosed in the invention can be made into various dosage forms including injection, tablet, capsule, granule and liniment, particularly suitable for making into injection.
Owner:SHANGHAI HUATUO MEDICAL SCI CO LTD
Synergistic combination for inhiibiting polymerization of vinyl monomers
ActiveUS20120316369A1Hydrocarbon purification/separationHydrocarbonsQuinone methideSynergistic combination
The present invention provides a method for inhibiting unwanted polymerization of reactive monomers within a liquid. The method comprises the combined usage of a quinone methide with a quinone diimide to the liquid monomer. This combination has an unexpected synergistic effect. Thus, in some ratios, the combination results in practically 100% inhibition.
Owner:ECOLAB USA INC
Methods and compositions for inhibiting vinyl aromatic monomer polymerization
InactiveUS20130030225A1Organic compounds purification/separation/stabilisationHydrocarbon purification/separationPolymer scienceQuinone methide
Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.
Owner:GENERAL ELECTRIC CO
Efficient scalable syntheses of abscisic acid, 8'-acetylene abscisic acid and 8'-cyclopropyl abscisic acid
ActiveUS20170057899A1Reduce the amount requiredImprove consistencyOrganic compound preparationQuinone preparation by oxidation2,6-XylenolAbscisic acid
Methods are provided for synthesis of abscisic acid and 8′ analogues thereof (including an enantiopure 8′-acetylene analogue) including methods wherein the previously reported first step of oxidation of 2,6-dimethylphenol (VI) to 2,6-dimethylbenzoquinone, mono ketal (VII) is replaced by a novel two step process comprising (i) oxidation of 2,6-dimethylphenol (VI) using potassium peroxymonosulfate with a catalytic amount of iodobenzene to produce 2,6-dimethylbenzoquinone (XVI) and (ii) ketalization of 2,6-dimethylbenzoquinone (XVI) using ethylene glycol, trimethylorthoformate with a catalytic amount of p-toluenesulfonic acid to produce 2,6-dimethylbenzoquinone, mono ketal (VII).
Owner:NAT RES COUNCIL OF CANADA
Oxa-Michael addition reaction method to generate o-quinone methides in situ by Sc(III) catalysis of alcohols
InactiveCN109438192AAvoid expensiveAvoid conditionsEther preparation by compound dehydrationMethyl groupO quinones
The invention provides an oxa-Michael addition reaction method to generate o-quinone methides by Sc(III) catalysis of alcohols. 2-(Hydroxy(phenyl)methyl)phenol compounds and alcohol compounds are catalyzed by Sc(III) to generate o-quinone methides in situ and cause oxa-Michael addition reaction; product yield reaches 88-98%. The method herein is simple to perform; the materials and reagents are simple; the reaction product yield is high; the defect that the traditional methods employ expensive catalysts and have strict conditions is avoided; the product is easy to separate and purify; the method herein is important to the methodological study on o-quinone methides and is important to total synthesis of natural products and discovery of drugs.
Owner:NEW MATERIAL INST OF SHANDONG ACADEMY OF SCI
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