Bonding Halogen Directly To Benzene Ring Patents (Class 570/206)
  • Patent number: 8975203
    Abstract: Disclosed are: a diaryliodonium salt mixture which is a precursor of a BF4 salt or the like of a diaryliodonium compound, can be produced in the form of crystals at ambient temperature, can be purified in a simple manner, can be produced with high efficiency, and can be induced into a BF4 salt or the like salt that has excellent solubility in a monomer or the like; and a process for producing the diaryliodonium salt mixture. Also disclosed is a production process which can achieve good yield and can produce reduced amounts of byproducts, and is therefore applicable to the industrial mass production of a diaryliodonium compound. The diaryliodonium salt mixture is characterized by containing at least two specific diaryliodonium salts.
    Type: Grant
    Filed: April 30, 2010
    Date of Patent: March 10, 2015
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Tomoaki Tanaka, Ikuyo Katsumi
  • Patent number: 8933159
    Abstract: Described are a particular group of novel aromatic hydrocarbon telomers that, on bromination, result in the formation of novel flame retardants having a uniquely beneficial combination of properties. The resultant flame retardants and uses thereof are also described. The disclosure includes descriptions of methods for preparing both the aromatic hydrocarbon telomers and the brominated flame retardant polymers.
    Type: Grant
    Filed: November 30, 2009
    Date of Patent: January 13, 2015
    Assignee: Albemarle Corporation
    Inventors: William J. Layman, Jr., Charles H. Kolich, Arthur G. Mack, Jonathan P. McCarney, Govindarajulu Kumar, Jorge Morice, Zhongxin Ge, Bo Liu, Douglas W. Luther, Kimberly M. White, Bruce C. Berris, Junzuo Wang
  • Publication number: 20140303381
    Abstract: In view of the needs of the art, the present invention provides a reaction vessel having two distinct compartments, for separating solid-supported reagents. The present invention also provides a method to perform two step radiochemistry procedures in one reactor in a clean and 10 efficient manner. An example of the chemistry that could benefit from this approach is ‘click’ radiochemistry. The present invention provides a method to form the synthon, and react it with an alkyne without the need to perform a purification step.
    Type: Application
    Filed: October 1, 2012
    Publication date: October 9, 2014
    Applicant: GE HEALTHCARE LIMITED
    Inventor: Alexander Jackson
  • Patent number: 8802787
    Abstract: Described is process technology for producing brominated aromatic polymer compositions from low molecular weight aromatic polymer compositions. The specified conditions used in the process enable the formation of products having superior color and thermal stability properties.
    Type: Grant
    Filed: April 29, 2010
    Date of Patent: August 12, 2014
    Assignee: Albemarle Corporation
    Inventors: William J. Layman, Jr., Zhongxin Ge, Arthur G. Mack, Chi Hung Cheng, Neal J. Colonius, Sarah C. Jones, Steven A. Anderson
  • Patent number: 8680347
    Abstract: A high assay decabromodiphenylalkane product in which the alkylene group contains in the range of about 1-10 carbon atoms and has an occluded free bromine content of <500 ppm is prepared. The process comprises brominating, in a liquid phase reaction mixture, at least one ?,?-diphenylalkane having an alkylene group of 1-10 carbon atoms, with a limited excess of bromine, in the presence of an aluminum, aluminum halide or a ferric halide catalyst in which the original halogen atoms of such halides are chlorine atoms, bromine atoms, or both. The limited excess of bromine is such that the maximum excess amount of bromine used in conducting the reaction is about 20 mole % relative to the stoichiometric amount required to convert the amount of ?,?-diphenylalkane used to decabromodiphenylalkane. Crude high assay decabromodiphenylalkane product is prepared without use of heat treatment, oven ageing, or grinding or other forms of pulverization.
    Type: Grant
    Filed: July 15, 2010
    Date of Patent: March 25, 2014
    Assignee: Albemarle Corporation
    Inventors: Saadat Hussain, Arthur G. Mack
  • Patent number: 8674148
    Abstract: Disclosed is a method for preparing an iodinated aromatic compound. More specifically, disclosed is a method of preparing an iodinated aromatic compound by iodinating an aromatic compound in the presence of oxygen over a zeolite catalyst, in which the aromatic compound and a monoiodo analog of the aromatic compound, or a monoiodo aromatic compound, as raw materials, are allowed to react with iodine. In comparison with a method in which only the aromatic compound is used as a raw material without adding the monoiodo compound, the disclosed method can increase the productivity of diiodo compounds and the selectivity to a p-diiodo compound and, at the same time, suppress side reactions, thus lengthening the life span of the catalyst.
    Type: Grant
    Filed: November 14, 2011
    Date of Patent: March 18, 2014
    Assignee: SK Chemicals Co., Ltd.
    Inventors: Han Seok Kim, Jong In Lee, Il Hoon Cha, Yoon Seo Lee
  • Patent number: 8648223
    Abstract: A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.
    Type: Grant
    Filed: January 30, 2013
    Date of Patent: February 11, 2014
    Assignees: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.
    Inventors: Junichi Yoshida, Seiji Suga, Kazuhide Kataoka, Koji Midorikawa, Yuji Hagiwara
  • Patent number: 8614362
    Abstract: The present invention relates to a process for preparing iodinated aromatic compounds. Particularly, the present invention comprises the step of performing the iodination of a non-halogenated aromatic compound, a monoiodo aromatic compound, a diiodo aromatic compound, and iodine in the presence of a zeolite catalyst under oxygen atmosphere. In the process for preparing iodinated aromatic compounds according to the present invention, an iodination and an iodine conversion simultaneously occur, and then prevent side-reactions. Also, the lifetime of an iodination catalyst used therein can be extended by controlling the reaction temperature stably. Therefore, the process can be used for mass production of diiodo compound.
    Type: Grant
    Filed: December 10, 2009
    Date of Patent: December 24, 2013
    Assignee: SK Chemicals Co., Ltd.
    Inventors: Joong-ki Lee, Han-Seok Kim, Jae-Bong Lim, Il-Hoon Cha
  • Publication number: 20130144071
    Abstract: A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.
    Type: Application
    Filed: January 30, 2013
    Publication date: June 6, 2013
    Applicants: NIPPOH CHEMICALS CO., LTD., JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.
  • Patent number: 8309775
    Abstract: The present invention relates to a method of preparing iodinated aromatic compounds, and more preferably a method of preparing iodinated aromatic compounds comprising a step of iodinating a react ant including an aromatic compound, a di-iodo aromatic compound or water, and iodine (I2) in the presence of a zeolite catalyst and oxygen. The method of the present invention has an advantage that by iodination of a reactant including the aromatic compound, and the di˜ iodo aromatic compound or water in the presence of the zeolite catalyst and oxygen, the temperature of the iodinating reactor can be controlled reliably and constantly, thereby resulting in improved productivity per unit weight of catalyst and inhibition of a side reaction in accordance with suppression of producing impurities.
    Type: Grant
    Filed: December 17, 2008
    Date of Patent: November 13, 2012
    Assignee: SK Chemicals Co., Ltd.
    Inventors: Han-Seok Kim, Jae-Bong Lim, Il-Hoon Cha
  • Patent number: 8263693
    Abstract: The present invention provides a flame retardant resin composition comprising (A) 100 weight part of a basic resin comprising acrylonitrile-butadiene-styrene copolymer resin and styrene-acrylonitrile copolymer resin; and (B) 10-30 weight part of a bromine-based organic compound flame retardant, and selectively comprising (C) 1-20 weight part of an antimony-based auxiliary flame retardant and (D) 1-10 weight part of one or more compounds selected from the group consisting of metalstearate and stearamide compounds, wherein the bromine-based organic compound flame retardant (B) is octabromodiphenyl ethane. The flame retardant resin composition of the present invention has excellent flame retardancy, impact strength and melt flow index.
    Type: Grant
    Filed: August 29, 2008
    Date of Patent: September 11, 2012
    Assignee: LG Chem, Ltd.
    Inventors: You-seok Seo, Ki-young Nam, Yong-yeon Hwang, Je-sun Yoo, Hyeon-gook Kim, Myeong-soo Song
  • Publication number: 20120172640
    Abstract: The present invention relates to a cation-exchanged zeolite catalyst for an transiodination and a process for producing mono-iodo benzene by using it. Particularly, the cation-exchanged zeolite catalyst has a molar ratio of Si/Al from 5 to 100 and is ion-exchanged with an alkali metal or an alkaline earth metal in range of 2% to 50% of ion exchange capacity. Further, the process for producing mono-iodo benzene of the present invention comprises the step of performing a transiodination by using the cation-exchanged zeolite catalyst to produce mono-iodo benzene from reactants including benzene and one or more multi-iodo benzenes selected from the group consisting of di-iodo benzene and tri-iodo benzene.
    Type: Application
    Filed: December 24, 2009
    Publication date: July 5, 2012
    Inventors: Yong-Jin Yi, Jae-Bong Lim, Il-Hoon Cha, Han-Seok Kim, Yong-Ki Park, Won-Choon Choi, Da-Young Min
  • Publication number: 20120157691
    Abstract: A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.
    Type: Application
    Filed: February 24, 2012
    Publication date: June 21, 2012
    Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Yanhua ZHANG, Hisashi YAMAMOTO, Kazutaka SHIBATOMI
  • Publication number: 20120116132
    Abstract: A high assay decabromodiphenylalkane product in which the alkylene group contains in the range of about 1-10 carbon atoms and has an occluded free bromine content of <500 ppm is prepared. The process comprises brominating, in a liquid phase reaction mixture, at least one ?,?-diphenylalkane having an alkylene group of 1-10 carbon atoms, with a limited excess of bromine, in the presence of an aluminum, aluminum halide or a ferric halide catalyst in which the original halogen atoms of such halides are chlorine atoms, bromine atoms, or both. The limited excess of bromine is such that the maximum excess amount of bromine used in conducting the reaction is about 20 mole % relative to the stoichiometric amount required to convert the amount of ?,?-diphenylalkane used to decabromodiphenylalkane. Crude high assay decabromodiphenylalkane product is prepared without use of heat treatment, oven ageing, or grinding or other forms of pulverization.
    Type: Application
    Filed: July 15, 2010
    Publication date: May 10, 2012
    Applicant: ALBEMARLE CORPORATION
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20120065438
    Abstract: This invention, which belongs to the field of organic electroluminesent materials synthetic technology, involves synthetic method of 10,10?-Dibromo-9,9?-bianthryl. The synthetic method is to use 9,9?-bianthryl as raw material, chlorinated hydrocarbon as solvent, bromide as bromine agent and react. This method not only produces no environmental pollution, but also enjoys high yield, therefore, it is suitable for industrial production.
    Type: Application
    Filed: May 5, 2010
    Publication date: March 15, 2012
    Inventors: Lifei Cai, Lei Dai, Hongyu Zhao
  • Publication number: 20120059203
    Abstract: Disclosed is a method for preparing an iodinated aromatic compound. More specifically, disclosed is a method of preparing an iodinated aromatic compound by iodinating an aromatic compound in the presence of oxygen over a zeolite catalyst, in which the aromatic compound and a monoiodo analog of the aromatic compound, or a monoiodo aromatic compound, as raw materials, are allowed to react with iodine. In comparison with a method in which only the aromatic compound is used as a raw material without adding the monoiodo compound, the disclosed method can increase the productivity of diiodo compounds and the selectivity to a p-diiodo compound and, at the same time, suppress side reactions, thus lengthening the life span of the catalyst.
    Type: Application
    Filed: November 14, 2011
    Publication date: March 8, 2012
    Inventors: Han Seok Kim, Jong In Lee, Il Hoon Cha, Yoon Seo Lee
  • Publication number: 20120053048
    Abstract: Disclosed are: a diaryliodonium salt mixture which is a precursor of a BF4 salt or the like of a diaryliodonium compound, can be produced in the form of crystals at ambient temperature, can be purified in a simple manner, can be produced with high efficiency, and can be induced into a BF4 salt or the like salt that has excellent solubility in a monomer or the like; and a process for producing the diaryliodonium salt mixture. Also disclosed is a production process which can achieve good yield and can produce reduced amounts of byproducts, and is therefore applicable to the industrial mass production of a diaryliodonium compound. The diaryliodonium salt mixture is characterized by containing at least two specific diaryliodonium salts.
    Type: Application
    Filed: April 30, 2010
    Publication date: March 1, 2012
    Inventors: Tomoaki Tanaka, Ikuyo Katsumi
  • Publication number: 20120053373
    Abstract: Described is process technology for producing brominated aromatic polymer compositions from low molecular weight aromatic polymer compositions. The specified conditions used in the process enable the formation of products having superior color and thermal stability properties.
    Type: Application
    Filed: April 29, 2010
    Publication date: March 1, 2012
    Applicant: ALBEMARLE CORPORATION
    Inventors: William J. Layman, JR., Zhongxin Ge, Arthur G. Mack, Chi Hung Cheng, Neal J. Colonius, Sarah C. Jones, Steven A. Anderson
  • Patent number: 8088960
    Abstract: The present invention relates to a process for the production of compounds of formula (I) wherein X is fluoro, chloro, bromo or iodo and n is 1, 2, 3 or 4, which process comprises reacting a compound of formula (II) wherein the substituents are as defined for formula (I), with inorganic nitrite in an acidic aqueous medium in the presence of bromide and a copper catalyst and wherein the process is carried out as a one-pot reaction.
    Type: Grant
    Filed: October 8, 2007
    Date of Patent: January 3, 2012
    Assignee: Syngenta Crop Protection LLC
    Inventors: Beat Jau, Colin Ellis, Linhua Wang
  • Patent number: 8084654
    Abstract: Disclosed is a method for preparing an iodinated aromatic compound. More specifically, disclosed is a method of preparing an iodinated aromatic compound by iodinating an aromatic compound in the presence of oxygen over a zeolite catalyst, in which the aromatic compound and its monoiodo compound, as raw materials, are allowed to react with iodine. In comparison with a method in which only the aromatic compound is used as a raw material without adding the monoiodo compound, the disclosed method can increase the productivity of diiodo compounds and the selectivity to a p-diiodo compound and, at the same time, suppress side reactions, thus lengthening the life span of the catalyst.
    Type: Grant
    Filed: October 23, 2007
    Date of Patent: December 27, 2011
    Assignee: SK Chemicals Co., Ltd.
    Inventors: Han Seok Kim, Jong In Lee, Il Hoon Cha, Yoon Seo Lee
  • Patent number: 8034986
    Abstract: Solid-state highly brominated compounds such as solid brominated flame retardants with bromine contents of at least about 60 wt % often contain occluded bromine. Because of their high bromine contents, such compounds have relatively low solubility in common organic solvents. Despite this low solubility, the content of occluded bromine in such solid brominated compounds is effectively reduced by agitating a concentrated agitated slurry of the compound in an inert solvent at a suitable temperature for at least about 1 hour. Thereafter, solids with reduced content of occluded bromine are isolated or recovered from the slurry. Novel products having substantially reduced or eliminated occluded bromine contents and other very desirable characteristics are also provided.
    Type: Grant
    Filed: August 17, 2007
    Date of Patent: October 11, 2011
    Assignee: Albemarle Corporation
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20110245550
    Abstract: The present invention relates to a process for preparing iodinated aromatic compounds. Particularly, the present invention comprises the step of performing the iodination of a non-halogenated aromatic compound, a monoiodo aromatic compound, a diiodo aromatic compound, and iodine in the presence of a zeolite catalyst under oxygen atmosphere. In the process for preparing iodinated aromatic compounds according to the present invention, an iodination and an iodine conversion simultaneously occur, and then prevent side-reactions. Also, the lifetime of an iodination catalyst used therein can be extended by controlling the reaction temperature stably. Therefore, the process can be used for mass production of diiodo compound.
    Type: Application
    Filed: December 10, 2009
    Publication date: October 6, 2011
    Applicant: SK CHEMICALS CO., LTD.
    Inventors: Joong-Ki Lee, Han-Seok Kim, Jae-Bong Lim, Il-Hoon Cha
  • Patent number: 8030529
    Abstract: The present invention provides a process for the production of intermediate compounds of formula (I), wherein the substituents are as defined herein. The process comprises reacting a substituted aniline with aqueous HX, followed by removal of water by azeotropic distillation and diazotization and pyrolysis with an organic nitrite at elevated temperatures in the absence of a copper catalyst. Alternatively, gaseous HX can be used to substitute aqueous HX in the process. Consequently, a step of water removal by azeotropic distillation can be eliminated. The intermediate compounds of formula I are suitable as intermediates in the preparation of herbicidally active 3-hydroxy-4-aryl-5-oxopyrazoline derivatives.
    Type: Grant
    Filed: February 7, 2006
    Date of Patent: October 4, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Linhua Wang, Kristine Anderson Dolbeare, Frankie Lee Odom
  • Publication number: 20110224353
    Abstract: Described are a particular group of novel aromatic hydrocarbon telomers that, on bromination, result in the formation of novel flame retardants having a uniquely beneficial combination of properties. The resultant flame retardants and uses thereof are also described. The disclosure includes descriptions of methods for preparing both the aromatic hydrocarbon telomers and the brominated flame retardant polymers.
    Type: Application
    Filed: November 30, 2009
    Publication date: September 15, 2011
    Applicant: ALBEMARLE CORPORATION
    Inventors: William J. Layman Jr., Charles H. Kolich, Arthur G. Mack, Jonathan P. McCarney, Govindarajulu Kumar, Junzuo Wang, Jorge Morice, Zhongxin Ge, Bo Liu, Douglas W. Luther, Kimberly M. White, Bruce C. Berris
  • Patent number: 7994373
    Abstract: 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: Grant
    Filed: August 17, 2007
    Date of Patent: August 9, 2011
    Assignee: Albemarie Corporation
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20110178199
    Abstract: Disclosed herein are a reaction method and a production method of an organic compound which are capable of achieving high reaction selectivity according to the purpose and a high production rate of a target substance. The methods include at least two fluids, wherein at least one kind of the fluids is a fluid containing at least one organic compound and at least one kind of the fluids other than the above fluid is a fluid containing at least one reactant in the form of a liquid or solution, and the respective fluids join together in a thin film fluid foamed between processing surfaces arranged to be opposite to each other so as to be able to approach to and separate from each other, at least one of which rotates relative to the other, whereby an organic reaction is performed in the thin film fluid.
    Type: Application
    Filed: September 11, 2008
    Publication date: July 21, 2011
    Applicant: M. Technique Co., Ltd.
    Inventor: Masakazu Enomura
  • Publication number: 20110112275
    Abstract: The present invention relates to condensed aromatic compounds with multiple ring bridging of the general formulae (1), (2), (3), (4) and (5). The invention furthermore relates to the use of the compounds according to the invention in an organic electronic device and to a process for the preparation of the compounds according to the invention. The invention furthermore relates to an electronic device which comprises the compounds according to the invention.
    Type: Application
    Filed: October 1, 2009
    Publication date: May 12, 2011
    Applicant: Merck Patent GmbH
    Inventors: Amir Hossain Parham, Christof Pflumm, Holger Heil, Arne Buesing
  • Publication number: 20110065968
    Abstract: The present invention relates to a process for the production of compounds of formula (I) wherein X is fluoro, chloro, bromo or iodo and n is 1, 2, 3 or 4, which process comprises reacting a compound of formula (II) wherein the substituents are as defined for formula (I), with inorganic nitrite in an acidic aqueous medium in the presence of bromide and a copper catalyst and wherein the process is carried out as a one-pot reaction.
    Type: Application
    Filed: October 8, 2007
    Publication date: March 17, 2011
    Applicants: SYNGENTA LIMITED, SYNGENTA CROP PROTECTION, INC.
    Inventors: Beat Jau, Colin Ellis, Linhua Wang
  • Patent number: 7906694
    Abstract: The present invention relates to a method of preparing mono-iodo benzene with a transiodination reaction, and more preferably a method of preparing mono-iodo benzene including a step of performing transiodination of a reactant including benzene and at least a multi-iodo benzene selected from the group consisting of di-iodo benzene and tri-iodo benzene with an HY or HBeta type of zeolite having a Si/Al molar ratio of 10 to 100 as a catalyst. The method of the present invention has an advantage that iodine is recovered from by-products including m-di-iodo benzene, o-di-iodo benzene, and tri-iodo benzene obtained in the process of preparing p-di-iodo benzene, thereby resulting in minimizing the loss of iodine.
    Type: Grant
    Filed: November 23, 2007
    Date of Patent: March 15, 2011
    Assignee: SK Chemicals Co., Ltd.
    Inventors: Han-Seok Kim, Jong-In Lee, Il-Hoon Cha, Yong-Ki Park, Won-Choon Choi, Bu-Sub Song
  • Publication number: 20100234652
    Abstract: The present invention relates to a novel process for preparing chloro- or bromoaromatics of the formula (II) by diazotizing the formula (I) by means of sodium nitrite or potassium nitrite in the presence of aqueous hydrochloric or hydrobromic acids and then reacting with an iron(II) or iron(III) compound, optionally in the presence of additional amounts of hydrogen chloride or hydrogen bromide or alkali metal or alkaline earth metal chlorides or bromides.
    Type: Application
    Filed: March 9, 2010
    Publication date: September 16, 2010
    Applicant: Bayer CropScience AG
    Inventor: Thomas HIMMLER
  • Publication number: 20100222617
    Abstract: The present invention relates to a method of preparing iodinated aromatic compounds, and more preferably a method of preparing iodinated aromatic compounds comprising a step of iodinating a reactant including an aromatic compound, a di-iodo aromatic compound or water, and iodine (I2) in the presence of a zeolite catalyst and oxygen. The method of the present invention has an advantage that by iodination of a reactant including the aromatic compound, and the di-iodo aromatic compound or water in the presence of the zeolite catalyst and oxygen, the temperature of the iodinating reactor can be controlled reliably and constantly, thereby resulting in improved productivity per unit weight of catalyst and inhibition of a side reaction in accordance with suppression of producing impurities.
    Type: Application
    Filed: December 17, 2008
    Publication date: September 2, 2010
    Applicant: SK CHEMICALS CO., LTD.
    Inventors: Han-Seok Kim, Jae-Bong Lim, Il-Hoon Cha
  • Patent number: 7776289
    Abstract: 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: Grant
    Filed: December 30, 2004
    Date of Patent: August 17, 2010
    Assignee: Chemtura Corporation
    Inventors: Stephen B Falloon, Samuel U Mulligan, Donavon M McElveen, Ray W Atwell
  • Publication number: 20100185031
    Abstract: Disclosed is a method for preparing an iodinated aromatic compound. More specifically, disclosed is a method of preparing an iodinated aromatic compound by iodinating an aromatic compound in the presence of oxygen over a zeolite catalyst, in which the aromatic compound and its monoiodo compound, as raw materials, are allowed to react with iodine. In comparison with a method in which only the aromatic compound is used as a raw material without adding the monoiodo compound, the disclosed method can increase the productivity of diiodo compounds and the selectivity to a p-diiodo compound and, at the same time, suppress side reactions, thus lengthening the life span of the catalyst.
    Type: Application
    Filed: October 23, 2007
    Publication date: July 22, 2010
    Applicant: SK CHEMICALS CO., LTD.
    Inventors: Han Seok Kim, Jong In Lee, Il Hoon Cha, Yoon Seo Lee
  • Publication number: 20090227816
    Abstract: A process for preparing a polybrominated product such as decabromodiphenyl ether and decabromodiphenyl ethane, which comprises brominating a reduced particle size precursor of said polybrominated product in an organic solvent or in bromine as a solvent, wherein the bromination is carried out either concurrently with or subsequent to said particle size reduction, forming the polybrominated product and separating the same from the reaction mixture.
    Type: Application
    Filed: February 26, 2009
    Publication date: September 10, 2009
    Applicant: BROMINE COMPOUNDS LTD.
    Inventors: Haim Stollar, Gershon Miaskovski, Aharon Meirom, Michael Peled, Jie Yu, Iris Ben David
  • Publication number: 20090162693
    Abstract: This invention relates to electroluminescent 3,6,9,12-tetrasubstituted chrysenes that are useful in electroluminescent applications. It also relates to electronic devices in which the active layer includes such a chrysene composition.
    Type: Application
    Filed: December 20, 2007
    Publication date: June 25, 2009
    Inventor: Alex Sergey Ionkin
  • Publication number: 20090131660
    Abstract: 3-[4-(1,1-Dimethyl-propyl)-phenyl]-2-methyl-propionaldehyde and cis-4-{3-[4-(1,1-dimethyl-propyl)-phenyl]-2-methyl-propyl}-2,6-dimethyl-morpholine (Amorolfine) are synthesized, first by Heck reacting a compound of general formula (VI): with 2-methyl-prop-2-en-1-ol of formula (VII): in the presence of a palladium catalyst and a base, in a solvent selected from among N,N-dimethylformamide, polar protic and non-polar organic solvents, and at a temperature ranging from 60° C. to 150° C., and then conducting an amino reduction by reacting the 3-[4-(1,1-dimethyl-propyl)-phenyl]-2-methyl-propionaldehyde of formula (II) with cis-2,6-dimethyl morpholine of formula (IV): in the presence of a reducing agent and in a solvent.
    Type: Application
    Filed: October 3, 2008
    Publication date: May 21, 2009
    Applicant: GALDERMA S.A.
    Inventors: JEAN-GUY BOITEAU, BRANISLAV MUSICKI
  • Patent number: 7514589
    Abstract: The present invention is directed to provide a means, which enables production of a product superior in color tone in high yield by using an easy-to-handle and highly safe technique, in a method for producing an aromatic iodide. The present invention relates to a method for producing an aromatic iodide, characterized in that an aromatic compound and an active iodinating agent are fed into a flow reactor equipped with a high-speed mixer and hydrogen atom on the aromatic ring of said aromatic compound is continuously substituted by iodine atom.
    Type: Grant
    Filed: December 28, 2005
    Date of Patent: April 7, 2009
    Assignees: Nippoh Chemicals Co., Ltd., Kyoto University
    Inventors: Koji Midorikawa, Hiroshi Takahoso, Junichi Yoshida, Seiji Suga
  • Publication number: 20090043139
    Abstract: A process is provided for the synthesis of a compound of formula (I): wherein: M=0 or 1; N and p are 0 or 1 to 4; X is a single bond, O, S or NH; And R1-R4 are as defined in claim 1
    Type: Application
    Filed: December 22, 2005
    Publication date: February 12, 2009
    Applicant: CDT Oxford Limited
    Inventor: Sophie Heidenhain
  • Publication number: 20090023964
    Abstract: The present invention provides a process for the production of intermediate compounds of formula (I), wherein the substituents are as defined herein. The process comprises reacting a substituted aniline with aqueous HX, followed by removal of water by azeotropic distillation and diazotization and pyrolysis with an organic nitrite at elevated temperatures in the absence of a copper catalyst. Alternatively, gaseous HX can be used to substitute aqueous HX in the process. Consequently, a step of water removal by azeotropic distillation can be eliminated. The intermediate compounds of formula I are suitable as intermediates in the preparation of herbicidally active 3-hydroxy-4-aryl-5-oxopyrazoline derivatives.
    Type: Application
    Filed: February 7, 2006
    Publication date: January 22, 2009
    Applicants: SYNGENTA CROP PROTECTION, INC., SYNGENTA LIMITED
    Inventors: Linhua Wang, Kristine Anderson Dolbeare, Frankie Lee Odom
  • Publication number: 20080228015
    Abstract: High assay reaction-derived decabromodiphenylethane product is produced and provided. The process comprises feeding diphenylethane, a partially brominated diphenylethane, or both subsurface into the liquid phase of a reaction mixture formed from components comprising excess liquid bromine and aluminum-based Lewis acid bromination catalyst. The temperature of the reaction mixture, the catalyst concentration in the excess bromine in the reaction mixture, and the feed time are coordinated in the processes to produce high assay reaction-derived decabromodiphenylethane product. Ways of effecting such coordination are described.
    Type: Application
    Filed: August 17, 2007
    Publication date: September 18, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventor: Bonnie Gary McKinnie
  • Publication number: 20080227903
    Abstract: 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: Application
    Filed: August 17, 2007
    Publication date: September 18, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20080194889
    Abstract: Bromine is scrubbed from a gaseous mixture of bromine and hydrogen bromide by passing the mixture into a mixture formed from (i) diphenylethane and/or partially brominated diphenylethane with average bromine number less than about 2 and (ii) a catalytic quantity of iron and/or iron halide in which the halogen atoms are bromine atoms and/or chlorine atoms. Component (i) is brominated, and during such bromination, the mixture is kept hot enough to melt the organics to provide a liquid phase in the scrubber. Gaseous mixtures of bromine and hydrogen bromide are formed in processes of the invention in which decabromodiphenylethane products are produced using the partially brominated diphenylethane as feed to the bromination, which is conducted using an aluminum-based catalyst. Effective ways of removing iron catalyst residues from partially brominated diphenylethane or from decabromodiphenylethane product are also described.
    Type: Application
    Filed: August 17, 2007
    Publication date: August 14, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventor: Bonnie Gary McKinnie
  • Patent number: 7408088
    Abstract: Bromine is scrubbed from a gaseous mixture of bromine and hydrogen bromide by passing the mixture into a mixture formed from (i) diphenylethane and/or partially brominated diphenylethane with average bromine number less than about 2 and (ii) a catalytic quantity of iron and/or iron halide in which the halogen atoms are bromine atoms and/or chlorine atoms. Component (i) is brominated, and during such bromination, the mixture is kept hot enough to melt the organics to provide a liquid phase in the scrubber. Gaseous mixtures of bromine and hydrogen bromide are formed in processes of the invention in which decabromodiphenylethane products are produced using the partially brominated diphenylethane as feed to the bromination, which is conducted using an aluminum-based catalyst. Effective ways of removing iron catalyst residues from partially brominated diphenylethane or from decabromodiphenylethane product are also described.
    Type: Grant
    Filed: August 17, 2007
    Date of Patent: August 5, 2008
    Assignee: Albemarle Corporation
    Inventor: Bonnie Gary McKinnie
  • Publication number: 20080146853
    Abstract: The present invention is directed to provide a means, which enables production of a product superior in color tone in high yield by using an easy-to-handle and highly safe technique, in a method for producing an aromatic iodide. The present invention relates to a method for producing an aromatic iodide, characterized in that an aromatic compound and an active iodinating agent are fed into a flow reactor equipped with a high-speed mixer and hydrogen atom on the aromatic ring of said aromatic compound is continuously substituted by iodine atom.
    Type: Application
    Filed: December 28, 2005
    Publication date: June 19, 2008
    Applicants: NIPPOH CHEMICALS CO., LTD., KYOTO UNIVERSITY
    Inventors: Koji Midorikawa, Hiroshi Takahoso, Junichi Yoshida, Seiji Suga
  • Publication number: 20080132743
    Abstract: Reaction-derived decabromodiphenylalkane product, especially decabromodiphenylethane product, of high purity is formed by (A) maintaining in a loop reactor a circulating inventory comprising at least Lewis acid bromination catalyst and excess liquid bromine; (B) introducing diphenylalkane and/or partially brominated diphenylalkane into the reactor so that bromination can occur; and (C) after a period of travel in the reactor during which solids of reaction-derived decabromodiphenylalkane product of high purity is formed, removing such solids from the reactor.
    Type: Application
    Filed: August 17, 2007
    Publication date: June 5, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Arthur G. Mack, Saadat Hussain
  • Publication number: 20080108855
    Abstract: A process for producing reaction-derived decabromodiphenylalkane product, especially decabromodiphenylethane product, of high assay is described. Diphenylalkane, preferably diphenylethane, is brominated by introducing the selected diphenylalkane in the form of a mist or spray into a reaction zone containing a reaction mixture having a liquid phase comprised of excess bromine and Lewis acid bromination catalyst, so that mist or spray of diphenylalkane descends onto and contacts the liquid phase of the reaction mixture and bromination of the diphenylalkane occurs to produce reaction-derived decabromodiphenylalkane product of high assay. Preferably, the reaction mixture is maintained under reflux and optionally is also stirred.
    Type: Application
    Filed: August 17, 2007
    Publication date: May 8, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Arthur G. Mack, Saadat Hussain
  • Patent number: 7358407
    Abstract: This invention relates to a novel process which comprises feeding a mixture formed from diphenylethane and bromine to a stirrable reaction mass comprised of bromine and a bromination catalyst to yield a decabromodiphenylethane wet cake which can be most economically treated to provide a high quality decabromodiphenylethane product.
    Type: Grant
    Filed: October 17, 2006
    Date of Patent: April 15, 2008
    Assignee: Albemarle Corporation
    Inventors: John C. Parks, David H. Knoebel, Lawrence M. Jenkins, George H. Ransford, Gary L. Bowman, Jr., Saadat Hussain
  • Patent number: 7255927
    Abstract: This invention concerns a thermosetting resin system that is useful in the manufacture of high performance prepreg, laminate and composite materials as well as, prepregs, laminates and composites made from the thermosetting resin composition.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: August 14, 2007
    Assignee: Isola USA Corp.
    Inventors: Martin Choate, Gregory J. Libke, Peggy Conn, Steve Peters
  • Patent number: 7202324
    Abstract: Disclosed is a fluorine compound having perfluorostyrene introduced at a terminal thereof, as represented in the following Formula 1, and a coating solution and an optical waveguide device using the same, characterized in that the introduction of perfluorostyrene results in a facile fabrication of thin films by a UV curing or a thermal curing, high thermal stability and chemical resistance, and low optical propagation loss and birefringence: Wherein Z is O or S; RF is an aliphatic or aromatic group; y is a natural number of 1–10; y? is an integer of 0–1; x is an integer of 0–200; and Wherein B is a single bond or selected from the group consisting of —CO—, —SO2—, —S— and —O—, and Hal is selected from the group consisting of F, Cl, Br and I.
    Type: Grant
    Filed: January 13, 2005
    Date of Patent: April 10, 2007
    Assignee: Chemoptics Inc.
    Inventors: Ji-Hyang Kim, Jae-II Kim, Tae-Kyun Kim, Hyung Jong Lee, Seon Gyu Han
  • Patent number: 7179950
    Abstract: This invention relates to a novel process which comprises feeding a mixture formed from diphenylethane and bromine to a stirrable reaction mass comprised of bromine and a bromination catalyst to yield a decabromodiphenylethane wet cake which can be most economically treated to provide a high quality decabromodiphenylethane product.
    Type: Grant
    Filed: June 20, 2005
    Date of Patent: February 20, 2007
    Assignee: Albemarle Corporation
    Inventors: John C. Parks, David H. Knoebel, Lawrence M. Jenkins, George H. Ransford, Gary L. Bowman, Jr., Saadat Hussain