Elemental Halogen Reactant Patents (Class 570/252)
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Patent number: 11958801Abstract: A process for process for preparing 6-isopropenyl-3-methyl-9-decenyl acetate of the following formula (3), wherein Ac represents an acetyl group, the process comprising steps of: preparing a nucleophilic reagent, 5-isopropenyl-2-methyl-8-nonenyl compound, of the following general formula (1): wherein M1 represents Li, MgZ1, ZnZ1, Cu, CuZ1, or CuLiZ1, wherein Z1 represents a halogen atom or a 5-isopropenyl-2-methyl-8-nonenyl group, from a 5-isopropenyl-2-methyl-8-nonenyl halide compound of the following general formula (4): wherein X1 represents a halogen atom; subjecting the nucleophilic reagent (1), 5-isopropenyl-2-methyl-8-nonenyl compound, to an addition reaction with at least one electrophilic reagent selected from the group consisting of formaldehyde, paraformaldehyde, and 1,3,5-trioxane, followed by a hydrolysis reaction to form 6-isopropenyl-3-methyl-9-decenol of the following formula (2); and acetylating 6-isopropenyl-3-methyl-9-decenol (2) to form 6-isopropenyl-3-methyl-9-decenyl acetate (3).Type: GrantFiled: January 13, 2023Date of Patent: April 16, 2024Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akihiro Baba, Takeshi Kinsho, Yusuke Nagae
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Patent number: 9012704Abstract: A method for preparing 13C labeled iodotridecane represented by Formula A: The method comprises the conversion of 13C labeled propargyl alcohol to 13C labeled iodotridecane via alkylation of propargyl alcohol with iododecane.Type: GrantFiled: November 16, 2012Date of Patent: April 21, 2015Assignee: Phenomenome Discoveries Inc.Inventors: M. Amin Khan, Paul L. Wood, Dayan Goodenowe
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Patent number: 8912372Abstract: Methods for the manufacture of 1,1,1,2,3-pentachloropropane from 1,1,1,3-tetrachloropropane and chlorine are disclosed. Improved methods are provided for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,2,3-pentachloropropane. Methods are also disclosed for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,3-tetrachloropropane and chlorine and for the manufacture of 1,1,2,3-tetrachloropropene from carbon tetrachloride, ethylene, and chlorine.Type: GrantFiled: November 15, 2013Date of Patent: December 16, 2014Assignee: Occidental Chemical CorporationInventors: Richard L. Wilson, Rodney L. Klausmeyer, John Lee Dawkins, Daniel D. Rohrback, James S. Strathe, Lloyd B. Branam
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Patent number: 8912371Abstract: A method of producing a chlorinated hydrocarbon having 3 carbon atoms, comprising a conversion step for converting a chloropropane represented by the following formula (1) into a chloropropane represented by the following formula (2) by reacting it with chlorine in the presence of anhydrous aluminum chloride. CCl3—CCl(2-m)Hm—CCl(3-n)Hn??(1) (In the above formula (1), m is 1 or 2, and n is an integer of 0 to 3.) CCl3—CCl(3-m)H(m-1)—CCl(3-n)Hn??(2) (In the above formula (2), m and n are the same integers as in the formula (1), respectively.Type: GrantFiled: December 1, 2011Date of Patent: December 16, 2014Assignee: Tokuyama CorporationInventors: Shunsuke Hosaka, Yasutaka Komatsu, Masayuki Moriwaki, Kikuo Yamamoto, Naoya Okada
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Publication number: 20140309464Abstract: A method for preparing 13C labeled iodotridecane represented by Formula A. The method comprises the conversion of 13C labeled propargyl alcohol to 13C labeled iodotridecane via alkylation of propargyl alcohol with iododecane.Type: ApplicationFiled: November 16, 2012Publication date: October 16, 2014Inventors: M. Amin Khan, Paul L. Wood, Dayan Goodenowe
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Patent number: 8822741Abstract: A process for the fluorination of haloolefins with elemental fluorine in the presence of anhydrous HF proceeds with high yield and selectivity in the product deriving from the addition of fluorine to the carbon-carbon double bond.Type: GrantFiled: July 5, 2011Date of Patent: September 2, 2014Assignee: Solvay Specialty Polymers Italy S.p.A.Inventors: Vito Tortelli, Marco Galimberti
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Patent number: 8692019Abstract: The present disclosure includes a system and method for co-producing a first product and a second product. The system may include a first electrochemical cell, at least one second reactor, and an acidification chamber. The method and system for co-producing a first product and a second product may include co-producing a carboxylic acid and at least one of an alkene, alkyne, aldehyde, ketone, or an alcohol while employing a recycled halide salt.Type: GrantFiled: December 21, 2012Date of Patent: April 8, 2014Assignee: Liquid Light, Inc.Inventors: Kyle Tearney, Jerry J. Kaczur
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Patent number: 8642821Abstract: This invention relates to novel and useful toluene and styrene derived telomer distributions, such distributions being desirable substrates for the preparation of brominated flame retardants.Type: GrantFiled: November 30, 2009Date of Patent: February 4, 2014Assignee: Albemarle CorporationInventors: William J. Layman, Jr., Charles H. Kolich, Arthur G. Mack, Steven A. Anderson, Jonathan P. McCarney, Jorge Morice, Zhongxin Ge, Junzuo Wang
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Publication number: 20140031598Abstract: A process comprising feeding bromine into a first reactor; feeding low molecular weight alkanes into the first reactor; and withdrawing alkyl bromides from the first reactor wherein the bromine and low molecular weight alkanes are fed through an apparatus that rapidly mixes the bromine and low molecular weight alkanes. A process is disclosed further comprising reacting the alkyl bromides to form aromatic hydrocarbons.Type: ApplicationFiled: November 21, 2011Publication date: January 30, 2014Inventors: Sujata Degaleesan, Glenn Charles Komplin, Vishwanath Subramaniam, Kuochen Tsai
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Publication number: 20140011973Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.Type: ApplicationFiled: July 5, 2013Publication date: January 9, 2014Inventors: Jian PEI, Ting LEI, Jinhu DOU
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Publication number: 20130079564Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereof wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.Type: ApplicationFiled: November 16, 2012Publication date: March 28, 2013Applicant: MARATHON GTF TECHNOLOGY, LTD.Inventor: Marathon GTF Technology, Ltd.
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Patent number: 8395001Abstract: To provide processes for efficiently and economically producing 2-chloro-1,1,1,2-tetrafluoropropane (R244bb) and 2,3,3,3-tetrafluoropropene (R1234yf) in an industrially practical manner. A process for producing 2-chloro-1,1,1,2-tetrafluoropropane, which comprises a chlorination step of reacting 1,2-dichloro-2-fluoropropane and chlorine in the presence of a solvent under irradiation with light to obtain 1,1,1,2-tetrachloro-2-fluoropropane, and a fluorination step of reacting the 1,1,1,2-tetrachloro-2-fluoropropane obtained in the chlorination step and hydrogen fluoride in the presence of a catalyst to obtain 2-chloro-1,1,1,2-tetrafluoropropane, and a process for producing 2,3,3,3-tetrafluoropropene, which comprises dehydrochlorinating it in the presence of a catalyst.Type: GrantFiled: June 10, 2011Date of Patent: March 12, 2013Assignee: Asahi Glass Company, LimitedInventors: Satoshi Kawaguchi, Takashi Okazoe, Hidekazu Okamoto
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Patent number: 8362127Abstract: A halogenated non-polymeric phenyl ether flame retardant is described having the general formula (I): wherein each X is independently Cl or Br, n is an integer of 1 or 2, and each p is independently an integer of 1 to 4, provided that, when each X is Cl, the total amount halogen in the ether is from about 50 to about 65 wt % and when each X is Br, the total amount halogen in the ether is from at least 70 wt % to about 79 wt % and wherein from about 30% to about 80%, for example from about 35% to about 75% of the halogenated ethers are fully halogenated the remainder being partially halogenated. The present flame retardant provides superior mechanical properties when incorporated into a polymer than similar flame retardants which contain a higher amount of fully halogenated species.Type: GrantFiled: September 29, 2011Date of Patent: January 29, 2013Assignee: Chemtura CorporationInventors: Larry D. Timberlake, James D. Siebecker, Subramaniam Narayan
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Patent number: 8357738Abstract: A flame retardant blend comprises at least first and second halogenated non-polymeric phenyl ethers having the general formula (I): wherein each X is independently Cl or Br, each m is independently an integer of 1 to 5, each p is independently an integer of 1 to 4, n is an integer of 1 to 5 and wherein the values of n for the first and second ethers are different.Type: GrantFiled: November 24, 2009Date of Patent: January 22, 2013Assignee: Chemtura CorporationInventors: Larry D. Timberlake, James D. Siebecker
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Publication number: 20130006024Abstract: Process and systems for converting lower molecular weight alkanes to higher molecular weight hydrocarbons that include fractionation of brominated hydrocarbons, wherein the brominated hydrocarbons are formed by reaction of the lower molecular weight alkanes with bromine.Type: ApplicationFiled: June 30, 2011Publication date: January 3, 2013Applicant: MARATHON GTF TECHNOLOGY, LTD.Inventors: Sabah A. Kurukchi, Yijun Liu
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Publication number: 20120141356Abstract: A process for converting gaseous alkanes to olefins, higher molecular weight hydrocarbons or mixtures thereof wherein a gaseous feed containing alkanes may be thermally or catalytically reacted with a dry bromine vapor to form alkyl bromides and hydrogen bromide. Poly-brominated alkanes present in the alkyl bromides may be further reacted with methane over a suitable catalyst to form mono-brominated species. The mixture of alkyl bromides and hydrogen bromide may then be reacted over a suitable catalyst at a temperature sufficient to form olefins, higher molecular weight hydrocarbons or mixtures thereof and hydrogen bromide. Various methods and reactions are disclosed to remove the hydrogen bromide from the higher molecular weight hydrocarbons, to generate bromine from the hydrogen bromide for use in the process, to store and subsequently release bromine for use in the process, and to selectively form mono-brominated alkanes in the bromination step.Type: ApplicationFiled: May 27, 2011Publication date: June 7, 2012Applicant: MARATHON GTF TECHNOLOGY, LTD.Inventors: Raymond T. Brickey, Greg A. Lisewsky, John J. Waycuilis, Stephen D. York
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Publication number: 20110269989Abstract: A method for halogenating, sulfonating, or sulfo-halogenating a feed comprising paraffin, by subjecting a mixture comprising the feed and a reagent selected from the group consisting of sulfonating agents, halogenating agents, and combinations thereof to a shear rate of at least 20,000 s?1 to produce a high-shear treated product; cooling the high shear-treated product by heat exchange with a heat transfer medium, to produce a cooled product; and separating the high shear-treated product into an offgas and a liquid product comprising at least one selected from the group consisting of sulfonated paraffins, halogenated paraffins, and sulfo-halogenated paraffins. A high shear system for the production of halogenated, sulfonated, or sulfo-halogenated paraffin is also provided.Type: ApplicationFiled: March 2, 2011Publication date: November 3, 2011Applicant: H R D CorporationInventors: Abbas HASSAN, Krishnan Viswanathan, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7994373Abstract: High assay, reaction-derived decabromodiphenylethane product is prepared by feeding (i) diphenylethane or (ii) partially brominated diphenylethane having an average bromine number less than about two, or (iii) both of (i) and (ii), into the liquid confines of a reaction mixture. Such reaction mixture is (a) formed from components comprised of excess liquid bromine and aluminum-based Lewis acid bromination catalyst, and (b) maintained at one or more elevated reaction temperatures of from about 45°-90° C., and at least when elevated pressure is needed to keep a liquid state in the reaction mixture at the temperature(s) used, the reaction mixture is at such an elevated pressure, whereby ar-bromination occurs. The feeding is conducted at a rate slow enough to form high assay reaction-derived decabromodiphenylethane product, which is an effective flame retardant.Type: GrantFiled: August 17, 2007Date of Patent: August 9, 2011Assignee: Albemarie CorporationInventors: Saadat Hussain, Arthur G. Mack
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Publication number: 20110071326Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereofs wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.Type: ApplicationFiled: November 30, 2010Publication date: March 24, 2011Applicant: MARATHON GTF TECHNOLOGY, LTD.Inventor: John J. Waycuilis
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Patent number: 7872164Abstract: A process for selectively producing 4,9-dibromodiamantane includes a step of reacting diamantane with bromine in the presence of a Lewis acid and a solvent, wherein the solvent comprises a substituted or unsubstituted, straight-chain, branched-chain or cyclic saturated hydrocarbon containing from 3 to 10 carbon atoms, and a reaction solution after the step satisfies Formula (1): A/(A+B+C+D+E)>0.80 ??Formula (1) wherein A represents an area ratio (%) of 4,9-dibromodiamantane obtained by gas chromatography of the reaction solution, B represents an area ratio of diamantane, C represents a sum of an area ratio of 1-bromodiamantane and an area ratio of 4-bromodiamantane, D represents an area ratio of tribromodiamantane, and E represents a sum of an area ratio of 1,6-dibromodiamantane and an area ratio of 1,4-dibromodiamantane.Type: GrantFiled: September 25, 2007Date of Patent: January 18, 2011Assignee: Fujifilm CorporationInventors: Katsuyuki Watanabe, Kensuke Morita, Masaya Nakayama
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Patent number: 7671244Abstract: The invention relates to a method for producing high-purity 1,2-dichloroethane from dissolved chlorine and dissolved ethylene which are brought into contact with each other using a circulating liquid reaction medium which essentially consists of 1,2-dichloroethane and a catalyst and passes through at least one reaction loop. The two limbs of the loop are connected to a gas-phase stripping container which is arranged at the top and from which the reaction product is outwardly transferred either in a gaseous or liquid form or both in a gaseous form and in a liquid form. The addition points for the addition of chlorine and dissolved ethylene are arranged in the limb of the loop in which the liquid rises. The addition point for dissolved chlorine is always arranged downstream of the ethylene addition point.Type: GrantFiled: December 15, 2005Date of Patent: March 2, 2010Assignee: UHDE GmbHInventors: Harald Hafenscher, Reinhold Weis, Michael Benje
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Publication number: 20100048962Abstract: A process for selectively producing 4,9-dibromodiamantane includes a step of reacting diamantane with bromine in the presence of a Lewis acid and a solvent, wherein the solvent comprises a substituted or unsubstituted, straight-chain, branched-chain or cyclic saturated hydrocarbon containing from 3 to 10 carbon atoms, and a reaction solution after the step satisfies Formula (1): A/(A+B+C+D+E)>0.80 ??Formula (1) wherein A represents an area ratio (%) of 4,9-dibromodiamantane obtained by gas chromatography of the reaction solution, B represents an area ratio of diamantane, C represents a sum of an area ratio of 1-bromodiamantane and an area ratio of 4-bromodiamantane, D represents an area ratio of tribromodiamantane, and E represents a sum of an area ratio of 1,6-dibromodiamantane and an area ratio of 1,4-dibromodiamantane.Type: ApplicationFiled: September 25, 2007Publication date: February 25, 2010Applicant: FUJIFILM CorporationInventors: Katsuyuki Watanabe, Kensuke Morita, Masaya Nakayama
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Patent number: 7605207Abstract: Polybrominated bisaryl compounds containing bromomethyl or bromomethylene groups are provided, as well as flameproof polymeric formulations comprising the compounds. The novel compounds exhibit a good thermal stability, and are particularly suitable for flame-retarding polystyrene thermoplastic foams. A process for making the polybrominated bisaryl compounds is also provided.Type: GrantFiled: November 16, 2006Date of Patent: October 20, 2009Assignee: Bromine Compounds Ltd.Inventors: Jakob Oren, Nasif Yassin, Joseph Zilberman, Dorit Canfi, Ron Frim, Dov Beruben
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Publication number: 20090216055Abstract: Methods for the manufacture of 1,1,1,2,3-pentachloropropane from 1,1,1,3-tetrachloropropane and chlorine are disclosed. Improved methods are provided for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,2,3-pentachloropropane. Methods are also disclosed for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,3-tetrachloropropane and chlorine and for the manufacture of 1,1,2,3-tetrachloropropene from carbon tetrachloride ethylene, and chlorine.Type: ApplicationFiled: December 17, 2008Publication date: August 27, 2009Inventors: Richard L. Wilson, Rodney D. Klausmeyer, John Lee Dawkins, Daniel D. Rohrback, James S. Strathe, Lloyd B. Branam
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Patent number: 7579509Abstract: The invention refers to a process for the production of high-purity 1,2-dichloroethane from dissolved chlorine and dissolved ethylene, which are brought into contact with each other in a circulating liquid reaction fluid, which mainly consists of 1,2-dichlorethane and a catalyst and flows through at least one vertically arranged loop-type reaction section, both legs of the loop being connected to an overhead degassing vessel from where the reaction product is withdrawn either in gaseous or in liquid state or in both gaseous and liquid state, and numerous admixing sections being arranged in the leg of the loop in which the liquid rises, and each of these admixing sections having one upstream feed point for dissolved or gaseous ethylene and one downstream feed point for dissolved chlorine and, if required, the admixing sections featuring static mixers.Type: GrantFiled: June 15, 2005Date of Patent: August 25, 2009Assignees: Uhde GmbH, Vinnolit GmbH & Co. KGInventors: Michael Benje, Harald Hafenscher
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Publication number: 20090187052Abstract: A reactor for reacting at least two gases in the presence of a liquid phase, provided with an external liquid phase circulation device and including at least one injector for injecting the gases and the externally circulated liquid phase. In the injector the mixing of the gases together and with the externally circulated liquid phase only begins at the outlet of the injector.Type: ApplicationFiled: November 18, 2005Publication date: July 23, 2009Applicant: SOLVAY (SOCIETE ANONYME)Inventors: Michel Strebelle, Michel Lempereur
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Publication number: 20080275284Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereofs wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.Type: ApplicationFiled: May 20, 2008Publication date: November 6, 2008Applicant: MARATHON OIL COMPANYInventor: John J. Waycuilis
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Patent number: 7378449Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.Type: GrantFiled: October 23, 2006Date of Patent: May 27, 2008Assignee: Albemarle CorporationInventors: Raymond B. Dawson, Saadat Hussain
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Patent number: 7253303Abstract: The invention provides a method for the preparation of a dicarbonyl compound of formula (I) R1COCFR2COR3 wherein R1 is selected from alkyl, substituted alkyl, cycloalkyl, aryl, substituted aryl and acetoxy, R2 is selected from hydrogen, halogen, nitro, cyano, alkyl, substituted alkyl, cycloalkyl, acetoxy, aryl and substituted aryl, and R3 is selected from alkyl, substitued alkyl, oxyalkyl and substituted oxyalkyl, the method comprising treating a dicarbonyl compound of formula (II) R1COCHR2COR3 with elemental fluorine in a solvent which consists of methanol or aqueous methanol. The method provides an inexpensive and convenient synthetic route to 2-fluoro- and 2,2-difluoro-1,3-diketones and -1,3-ketoesters.Type: GrantFiled: February 19, 2003Date of Patent: August 7, 2007Assignee: F2 Chemicals LimitedInventor: John Stewart Moilliet
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Patent number: 7112709Abstract: A method for recovering much of the carbon and chlorine value in the heavy ends and other undesired by-products formed during the production of a C3 or higher polychlorinated alkane through the reaction of carbon tetrachloride with an olefine or chlorinated olefine, the improvement comprising the step of first separating the heavy ends and any other higher or lower boiling chlorohydrocarbon impurities from most of the desired product, and subjecting the separated heavy ends and impurities therewith to a high temperature exhaustive chlorination to produce carbon tetrachloride, tetrachloroethene, and minor amounts of hexachlorobutadiene and hexachlorobenzene by-products.Type: GrantFiled: September 9, 2003Date of Patent: September 26, 2006Assignee: Vulcan ChemicalsInventor: Rodney L. Klausmeyer
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Patent number: 7102042Abstract: A method for preparing a composition of the formula in a yield greater than 50% where R1 is C 1-20 comprising the steps of combining fluorene or dibromo flourene, an excess of alkali metal hydroxide and a halogenated alkyl in the presence of a phase transfer catalyst but in the absence of a polar aprotic solvent; heating the combination; and separating the dialkylated fluorene or dialylated dibromo fluorene. If the flourene is not brominated prior to alkylation, the dialkylated fluorene is then brominated.Type: GrantFiled: December 19, 2002Date of Patent: September 5, 2006Assignee: Dow Global Technologies Inc.Inventors: Timothy J. Adaway, Michael A. Gonzalez, Weishi Wu
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Patent number: 6977316Abstract: A catalytic one-step process for the production of CF3I by reacting, preferably in the presence of a source of oxygen, a source of iodine with a reactant of the formula: CF3R where R is —SH, —S—S—CF3, —S-phenyl, or —S—Si—(CH3)3. The catalyst may be a metal salt such as salts of Cu, Hg, Pt, Pd, Co, Mn, Rh, Ni, V, TI, Ba, Cs, Ca, K and Ge and mixtures thereof, preferably on a support such as MgO, BaO and CaO, BaCO3, CsNO3, Ba (NO3)2, activated carbon, basic alumina, and ZrO2.Type: GrantFiled: December 8, 2004Date of Patent: December 20, 2005Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, HsuehSung Tung
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Patent number: 6956143Abstract: The invention relates to a process and a device for the dissolution of salt that is hardly soluble, especially sodium chloride and other poorly soluble salts in 1,2 dichloroethane, which primarily are to be used in direct chlorination plants for the production of 1,2 dichloroethane. This aim is achieved by mounting an ultrasonic transducer (sonotrode) in the dissolution chamber which is filled with a suspension of salt crystals and 1,2 dichloroethane. The suspension is sent through a filter upon dissolution of the salt.Type: GrantFiled: September 27, 2001Date of Patent: October 18, 2005Assignee: Uhde GmbHInventor: Michael Benje
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Patent number: 6841708Abstract: With a method or a device for producing 1,2-dichloroethane or ethylene (di)chloride (EDC) with the use of a circulating reaction medium and a catalyst, whereby ethylene and chlorine are supplied to the reaction medium, the goal is to permit the catalytic chlorination of ethylene in a manner that is particularly gentle to the product. This is achieved in terms of the method and by other means in that the ethylene or chlorine gas are introduced into the reaction medium by means of microporous gas diffuser elements for producing gas bubbles with a diameter of 0.3 to 3 mm.Type: GrantFiled: October 12, 1999Date of Patent: January 11, 2005Assignees: Vinnolit Technologie GmbH & Co., Uhde GmbHInventor: Michael Benje
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Patent number: 6743825Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.Type: GrantFiled: August 5, 2002Date of Patent: June 1, 2004Assignee: Albemarle CorporationInventors: Raymond B. Dawson, Saadat Hussain
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Publication number: 20030144563Abstract: A method of producing decabromodiphenyl alkanes includes the steps of charging a reaction vessel with bromine and a bromination catalyst and introducing a diphenyl alkane into the vessel at a location above the level of the charge bromine and catalyst. A dip tube apparatus for introducing the diphenyl alkane includes an inner tube and an outer tube, each of which are disposed above the surface of the bromine reaction vessel. The inner tube is fitted with a plug having an opening. Diphenyl alkane flows through the inner tube, out the opening in the plug, and into the reactor. The outer tube is disposed around and along the inner tube. Reaction mass from the vessel is recirculated from the vessel, through the outer tube and back to the vessel so as to form a curtain of reaction mass around the stream of diphenyl alkane being simultaneously fed into the reaction vessel.Type: ApplicationFiled: December 18, 2002Publication date: July 31, 2003Inventors: Stephen B. Falloon, Samuel Mulligan, Donavon W. McElveen, Ray W. Atwell
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Patent number: 6150573Abstract: 1,1,1-Trichloroethane (viz., methylchloroform) and 1,1,2-trichloroethane are produced in the same reactor by feeding molecular chlorine and chloroethene (viz., vinyl chloride) as well as 1,1-dichloroethane to the reactor. The ratios at which the two trichloroethanes are produced can be easily controlled by controlling the relative ratios of 1,1-dichloroethane and chloroethene introduced to the reactor. The reactions are conducted in the liquid phase in the presence of free radical initiator.Type: GrantFiled: January 5, 1995Date of Patent: November 21, 2000Assignee: PPG Industries Ohio, Inc.Inventors: Tommy G. Taylor, J. Douglas Mansell, John P. Shamburger, Mark E. Woodyear
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Patent number: 6114591Abstract: The chlorination of paraffins is carried out in the presence of water and in the absence of an organic solvent. In this way, it is possible to prepare highly chlorinated paraffins in a simple manner. The presence of hydrochloric acid even at high temperatures, has no deleterious effect on the quality of the product. The separation of the chloroparaffin from the hydrochloric acid is very good. An emulsion layer which hinders the transport of the chloroparaffin into downstream equipment does not occur.Type: GrantFiled: July 14, 1998Date of Patent: September 5, 2000Assignee: Dover Chemical CorporationInventors: Dietmar Bewart, Walter Freyer
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Patent number: 5789580Abstract: A process for the preparation of a selectively fluorinated organic compound, which process includes reaction of a precursor of said organic compound, the precursor containing at least one Group VI element selected from sulfur, selenium and tellurium, with a fluorinating agent and another halogenating agent and characterized in that the fluorinating agent is elemental fluorine.Type: GrantFiled: April 25, 1996Date of Patent: August 4, 1998Assignee: British Nuclear Fuels plcInventors: Richard Dickinson Chambers, Graham Sandford
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Patent number: 5773673Abstract: Disclosed is a method of making chlorinated hydrocarbons. A mixture is prepared of a hydrocarbon or partially chlorinated hydrocarbon from C.sub.18 to C.sub.30 and either benzotrifluoride or parachlorobenzotrifluoride in an amount sufficient to liquefy the mixture at the chlorination temperature. The mixture is heated to a temperature of about 50.degree. to 100.degree. C. and sufficient chlorine gas is passed therethrough in the presence of UV light to form a chlorinated hydrocarbon that is about 60 to about 80 wt. % chlorine. One part by weight of the composition is added to at least two parts by weight per part of a C.sub.1 to C.sub.6 monohydric alcohol, which results in the precipitation of the chlorinated hydrocarbon. The precipitated chlorinated hydrocarbon can be removed from the composition by, for example, filtration.Type: GrantFiled: July 1, 1997Date of Patent: June 30, 1998Assignee: Occidental Chemical CorporationInventors: Pravin M. Khandare, Edward A. Rowe
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Patent number: 5495058Abstract: A process for the chlorination of a paraffin wax is described which includes the steps of contacting the paraffin wax or partially chlorinated paraffin wax with chlorine wherein the improvement is the use of a non-ozone depleting aromatic solvent with a boiling point less than 180.degree. C., preferably less than 160.degree. C. and which is non-reactive to chlorine in a free radical chlorination environment, in contrast to typical C.sub.1 -C.sub.2 aliphatic solvents.Type: GrantFiled: May 25, 1994Date of Patent: February 27, 1996Assignee: Dover Chemical CorporationInventors: Donald R. Stevenson, Satyanarayana Kodali
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Patent number: 5449801Abstract: A process for the selective high yield halogenation R--CH.sub.3 wherein R is ##STR1## Si(Cl).sub.m (CH.sub.3).sub.n, wherein m is 1 to 3, n is 1 to 3 and m+n is 3; phenyl; or phenyl substituted with Cl, Br, F, OR.sup.1, SR.sup.1 or NO.sub.2 ; R.sup.1 is C.sub.1 -C.sub.3 alkyl; and X is chlorine or bromine; under reactive distillation conditions which continuously and selectively separate the mono, di, or trihalogenated product from the reaction zone and which does not require recycling of the starting materials is disclosed.Type: GrantFiled: July 14, 1993Date of Patent: September 12, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Chris S. Barnum, Charles T. Blaisdell
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Patent number: 5436378Abstract: Water-containing mixtures of at least one hydrocarbon/halocarbon and hydrochloric acid, e.g., the methyl chloride feedstream in conventional process for the synthesis of chloromethanes, are desiccated by intimately contacting such mixtures with an effective drying amount of an essentially anhydrous drying agent that includes (i) a metal sulfate, chloride or perchlorate, or (ii) phosphorus pentoxide.Type: GrantFiled: June 21, 1994Date of Patent: July 25, 1995Assignee: AtochemInventors: Jean-Jacques Masini, Elie Ghenassia, Raymond Commandeur, Rene Clair, Jean-Louis Guillaumenq
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Patent number: 5276226Abstract: The invention relates to a process for selectively producing alkyl halides from alkanes, such as methane and ethane at relatively mild temperatures and pressures in an organic liquid phase in the presence of halogen and transition metal complex. The alkane may be neat if in a liquid form, or may be solubilized with a suitable organic solvent, if the alkane not a liquid at reaction conditions. The reaction is for a time, under conditions of temperature and pressure and in effective amounts that will permit the formation of alkyl halides. Optional hydrolysis to the corresponding alcohols may follow. The alkyl halides have utility as precursors for alternative fuels, such as methanol.Type: GrantFiled: October 5, 1992Date of Patent: January 4, 1994Assignee: Exxon Research & Engineering CompanyInventors: Istvan T. Horvath, Raymond A. Cook, Gabor Kiss
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Patent number: 5268518Abstract: Process and apparatus for enhancing entrainment and self-stirring adjacent the entry of a reactor vessel of at least partly-reacted materials in an incoming stream of reactants.Type: GrantFiled: March 17, 1993Date of Patent: December 7, 1993Assignee: The Dow Chemical CompanyInventors: David H. West, Lawrence A. Hebert, Stanford S. Kirsch
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Patent number: 5144067Abstract: Disclosed is a process for the coproduction of (1) an alkyl iodide and (2) an .alpha.-iodocarboxylic acid, a mono-.alpha.-iodocarboxylic anhydride or a mixture thereof which comprises contacting a mixture of an iodine compound and a carboxylic anhydride with a peroxide at an elevated temperature.Type: GrantFiled: September 29, 1989Date of Patent: September 1, 1992Assignee: Eastman Kodak CompanyInventors: Joseph R. Zoeller, Michael R. Cushman, Regina M. Moncier, Brent A. Tennant
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Patent number: 5113028Abstract: A process for mixing hot ethane with chlorine gas using a mixer consisting of a main pipe through which ethane is conducted, and four or more jets through which chlorine gas is introduced into the main pipe. The angle between the axis of each jet and the line from the center point to the point where the axis of each jet makes contact with the inside surface of the main pipe ranges between about 30.degree. to 45.degree..Type: GrantFiled: August 1, 1991Date of Patent: May 12, 1992Inventors: Hang-Chang B. Chen, Gerald F. Achee
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Patent number: 5023387Abstract: An adiabatic vapor phase chlorination of methylene chloride, methyl chloride or a mixture thereof is improved by the injection of a portion of the methylene chloride, methyl chloride or mixture thereof into the reactor in the liquid state under conditions such that the temperature throughout the reaction zone is maintained at less than about 500.degree. C.Type: GrantFiled: April 30, 1990Date of Patent: June 11, 1991Assignee: The Dow Chemical CompanyInventors: David H. West, Lawrence A. Hebert, Roger L. Bowlin, Michael T. Holbrook
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Patent number: 4990708Abstract: A process for the preparation of dibromomethane is described, in which gaseous methyl bromide and bromide are reacted as temperatures of 300.degree. C. or higher. The reaction is highly selective to DBM and almost quantitative Br.sub.2 conversion is obtained in the absence of catalysts.Type: GrantFiled: May 11, 1989Date of Patent: February 5, 1991Assignee: Bromine Compounds LimitedInventors: Jeane Segall, Leonard M. Shorr, Michel Adda
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Patent number: 4765876Abstract: The higher chloromethanes, i.e., CH.sub.2 Cl.sub.2, CHCl.sub.3 and CCl.sub.4, are simultaneously produced by chlorinating methyl chloride with chlorine in a first reaction zone A, chlorinating at least one of the higher chloromethanes CH.sub.2 Cl.sub.2 and CHCl.sub.3 with chlorine in a parallel second reaction zone B, combining the reaction products from said first and said second reaction zones A and B, separating higher chloromethanes from said combined reaction products, and recycling at least one of said separated higher chloromethanes CH.sub.2 Cl.sub.2 and CHCl.sub.3 as chlorination feed to said second reaction zone B.Type: GrantFiled: September 22, 1987Date of Patent: August 23, 1988Assignee: AtochemInventors: Jean-Jacques Masini, Yvan Verot