Patents by Inventor Bok Ryul Yoo
Bok Ryul Yoo has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Publication number: 20110098389Abstract: Provided are a functional reinforcing filler and a method of preparing the same, and more particularly, a functional reinforcing filler including inorganic particles having a surface modified by an organic silanepolyol obtained by hydrolyzing an organic alkoxysilane compound and a method of preparing the sane. The functional reinforcing filler has hydrophobicity and reactivity. If the functional reinforcing filler is used to prepare rubber, a coupling agent is not required, and the rubber does not emit volatile organic compounds (VOCs). In particular, a tire prepared using the functional reinforcing filler may have low rolling resistance and excellent wet traction.Type: ApplicationFiled: February 11, 2010Publication date: April 28, 2011Applicant: KOREA INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Bok Ryul YOO, Joon Soo HAN, Dong Euy JUNG, Janghyun YOO
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Publication number: 20090130306Abstract: Disclosed herein are a surface modifier for metal oxide particles and a method of modifying the surface of metal oxide particles using the same. The surface modifier consists either of an alkylsilanepolyol containing a cyclic alkyl group capable of imparting steric hindrance or of a mixture of said alkylsilanepolyol with alkylalkoxysilane, and the method of modifying the surface of metal oxide particles comprises coating the surface modifier on the hydrophilic surface of the metal oxide particles through chemical bonding so as to impart hydrophobicity or amphiphilicity (hydrophilicity and hydrophobicity) and reactivity to the surface of the metal oxide particles.Type: ApplicationFiled: December 28, 2007Publication date: May 21, 2009Applicant: KOREA INSTITUTE OF SCIENCE AND TECHNLOGYInventors: Bok Ryul YOO, Joon Soo HAN, Weon Cheol LIM, Yong Su JUNG
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Patent number: 7314946Abstract: The present invention relates to (2-cyclopentenyl)chlorosilane derivatives and the preparation method thereof. In particular, it relates to a very economical process which reacts cyclopentadiene, which is formed by a cracking of industrially produced low-priced dicyclopentadiene, with a silane compound containing silicon-hydrogen bonds at elevated temperature in a hydrocarbon compound with a boiling point of a predetermined range, thus also enabling to prevent problematic production of dicyclopentadiene polymer by using the hydrocarbon compound. Further, in the presence of a group 10 metal compound catalyst, the process herein is capable of lowering the reaction temperature and increasing the yield in the reaction of sterically hindered alkyl-dichlorosilane. The (2-cyclopentenyl)chlorosilane may be useful in preparing an organic silicon compound containing an unsaturated group or a functional silicone polymer using the same, or in modifying the surface or manufacturing a thin layer.Type: GrantFiled: December 6, 2006Date of Patent: January 1, 2008Assignee: Korea Institute of Science and TechnologyInventors: Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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Patent number: 7259272Abstract: The present invention relates to a ?-[2-(polyalkyleneoxy)ethylthio]alkylalkoxysilane derivative and a preparation method thereof, more particularly to a ?-[2-(polyalkyleneoxy)ethylthio]alkylalkoxysilane derivative prepared by transforming a (?-mercaptoalkyl)alkylalkoxysilane compound into a ?-(alkoxysilyl)alkylthiolate metal salt by treating it with a metallic base and performing dehalometallation at low reaction temperature using a poly(alkyleneoxy)alkyl ether halide or a poly(alkyleneoxy)bis(haloalkyl) ether to form a carbon-sulfur bond and a preparation method thereof. The novel compound of the present invention has not only a Si—OR bond but also contains a sulfur atom in the molecule, so that it can be used as monomer for synthesizing hydrophilic functional silicon polymers, source material of silicon-based surfactants and surface modifier of organic/inorganic materials.Type: GrantFiled: December 20, 2005Date of Patent: August 21, 2007Assignee: Korea Institute of Science and TechnologyInventors: Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim, Joo-hyun Cho, Yoo Kyoung Jeon
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Publication number: 20070191622Abstract: The present invention relates to (2-cyclopentenyl)chlorosilane derivatives and the preparation method thereof. In particular, it relates to a very economical process which reacts cyclopentadiene, which is formed by a cracking of industrially produced low-priced dicyclopentadiene, with a silane compound containing silicon-hydrogen bonds at elevated temperature in a hydrocarbon compound with a boiling point of a predetermined range, thus also enabling to prevent problematic production of dicyclopentadiene polymer by using the hydrocarbon compound. Further, in the presence of a group 10 metal compound catalyst, the process herein is capable of lowering the reaction temperature and increasing the yield in the reaction of sterically hindered alkyl-dichlorosilane. The (2-cyclopentenyl)chlorosilane may be useful in preparing an organic silicon compound containing an unsaturated group or a functional silicone polymer using the same, or in modifying the surface or manufacturing a thin layer.Type: ApplicationFiled: December 6, 2006Publication date: August 16, 2007Inventors: Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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Patent number: 7109367Abstract: This invention relates to (organothiomethyl)chlorosilanes and methods for their preparation by the dehydrohalogenative Si—C coupling reaction of oranothiomethyl halides with Si—H containing chlorosilanes (hydrosilanes), wherein a mixture of oranothiomethyl halide and hydrosilane is heated in the presence of tertiary amine or organic salts (quaternary organoammonium and organophosphonium halides to give (organothiomethyl)chlorosilanes, which is existing a sulfur atom in alkyl chain, (formula: R2SCH2SiCl2R1) in good yield. wherein R1 represents a hydrogen atom, halogen, or C1–C6 alkyl; R2 is selected from the group consisting of C1–C6 alkyl or an aryl group. Especially, this reaction using organic salt as a catalyst provide better economical matter and yield compared with conventional methods, because only catalytic amount of organic salt is required and the catalyst can be separated from the reaction mixture and recycled easily.Type: GrantFiled: October 7, 2005Date of Patent: September 19, 2006Assignee: Korea Institute of Science and TechnologyInventors: Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim, Mi-Kyoung Hong
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Patent number: 6911552Abstract: A method for preparing alkyldichlorosilanes having a Si—H bond by directly reacting metallic silicon with a mixture of alkyl chloride and (i) hydrogen chloride, or (ii) an alkyl chloride which can generate hydrogen chloride at a reaction temperature in the presence of copper catalyst.Type: GrantFiled: December 31, 2002Date of Patent: June 28, 2005Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim, Mu Yeol Kim
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Patent number: 6740766Abstract: The present invention relates to a process for preparing organosilicon compounds by the silylation of conjugated dienes and more particularly, to the process for preparing organosilicon compounds expressed by the following Formulas 1a and 1b in high yield, comprising the steps of heating trichlorosilane in the presence of quaternary organophosphonium salt catalystto generate dichlorosilylene (:SiCl2); and silylating the result with linear or cyclic conjugated dienes, wherein R1, R2, R3, R4, R5 and R6 are independently a hydrogen atom, a C1-C6 alkyl, phenyl group, or two functional groups among R1, R2, R3, R4, R5 and R6 may be covalently bonded to each other to form a cyclic compound of C4-C8.Type: GrantFiled: March 11, 2003Date of Patent: May 25, 2004Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Seung-Hyun Kang
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Publication number: 20040082803Abstract: The present invention provides organosilicon compounds containing two trichlorosilyl groups and their preparation methods. Organosilicon compounds of formula II are prepared by reacting linear chain or cyclic olefins of formula I with trichlorosilane in the presence of quaternary organophosphonium salt as a catalyst.Type: ApplicationFiled: March 28, 2003Publication date: April 29, 2004Applicant: KOREA INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Seung-Hyun Kang
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Publication number: 20040063983Abstract: The present invention relates to a process for preparing organosilicon compounds by the silylation of conjugated dienes and more particularly, to the process for preparing organosilicon compounds expressed by the following Formulas 1a and 1b in high yield, comprising the steps of heating trichlorosilane in the presence of quaternary organophosphonium salt catalyst to generate dichlorosilylene (:SiCl2); and silylating the result with linear or cyclic conjugated dienes, 1Type: ApplicationFiled: March 11, 2003Publication date: April 1, 2004Inventors: II Nam Jung, Bok Ryul Yoo, Joon Soo Han, Seung-Hyun Kang
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Publication number: 20030166958Abstract: A method for preparing alkyldichlorosilanes having a Si—H bond by directly reacting metallic silicon with a mixture of alkyl chloride and hydrogen chloride or alkyl chloride which generates hydrogen chloride at a reaction temperature in the presence of copper catalyst.Type: ApplicationFiled: December 31, 2002Publication date: September 4, 2003Applicant: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim, Mu Yeol Kim
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Publication number: 20020082438Abstract: The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of formula I by a dehydrohalogenative coupling of hydrochlorosilanes of formula II with organic halides of formula III in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily, 1Type: ApplicationFiled: August 1, 2001Publication date: June 27, 2002Inventors: Il-Nam Jung, Bok-Ryul Yoo, Joon-Soo Han, Seung-Hyun Kang
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Patent number: 6392077Abstract: The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of R4R3CHSiR1Cl2 (I) by a dehydrohalogenative coupling of hydrochlorosilanes of HSiR1Cl2 (II) with organic halides of R2R3 CHX (III) in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only a catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily.Type: GrantFiled: August 1, 2001Date of Patent: May 21, 2002Assignee: Korea Institute of Science and TechnologyInventors: Il-Nam Jung, Bok-Ryul Yoo, Joon-Soo Han, Seung-Hyun Kang
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Patent number: 6251057Abstract: The present invention relates to methods for making the compounds of formula I which is a dehydrohalogenative coupling of hydrochlorosilanes of formula II with organic halides of formula III in the presence of a Lewis base catalyst. R3CH2SiR1Cl2 (I) HSiR1Cl2 (II) R2CH2X (III) In formulas I and II, R1 represents a hydrogen, chloro, or methyl; in formula III, X represents a chloro or bromo; in formula III, R2 can be selected from the group consisting of a C1-17 alkyl, a C1-10 fluorinated alkyl with partial or full fluorination, a C1-5 alkenyl groups, a silyl group containing alkyls, (CH2)nSiMe3-mClm wherein n is 0 to 2 and m is 0 to 3, aromatic groups, Ar(R′)1 wherein Ar is C6-14 aromatic hydrocarbon, R′ is a C1-4 alkyl, halogen, alkoxy, or vinyl, and q is 0 to 5, a haloalkyl group, (CH2)pX wherein p is 1 to 9 and X is a chloro or bromo; or an aromatic hydrocarbon, Ar CH2X wherein Ar is C6-14 aromatic hydrocarbon and X is a chloro or bromo.Type: GrantFiled: April 5, 2000Date of Patent: June 26, 2001Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Seung-Hyun Kang, Yeon Seok Cho
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Patent number: 6087521Abstract: The present invention is organosilicon compounds described by formula (1) ##STR1## and formula (2) ##STR2## were R.sup.1 is selected from the group consisting of hydrogen, dichlorosilyl, trichlorosilyl, methyldichlorosilyl, dimethylchlorosilyl, and trimethylsilyl, each R.sup.2, R.sup.3, and R.sup.4 are independently selected from the group consisting of hydrogen, chlorine, alkoxy radicals comprising 1 to about 12 carbon atoms, aryloxy radicals comprising up to about 12 carbon atoms, aryl radicals comprising up to about 12 carbon atoms, and saturated hydrocarbon radicals comprising 1 to about 12 carbon atoms, and n=2 to 6; and methods for the making of organosilicon compounds described by formulas (1) and (2).Type: GrantFiled: May 17, 1999Date of Patent: July 11, 2000Inventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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Patent number: 6022987Abstract: Aryl substituted alkylsilanes represented by the formula I and a preparation method thereof by reacting substituted benzenes represented by the formula II with aryl substituted alkylsilanes represented by the formula III in the presence of Lewis acid catalysts such as aluminum chloride: ##STR1## wherein m, p, and q are 0 or 1, respectively; n and y are 0, 1, or 2, respectively; X.sup.1, X.sup.2, X.sup.3, X.sup.4, and X.sup.5 which are same or different represent hydrogen, fluoro, chloro; R represents C.sub.1 -C.sub.12 alkyl group; provided that if n is 0, m is 0 and if n is 1 or 2, at least two of X.sup.1, X.sup.2, X.sup.3, X.sup.4, and X.sup.5 represent chloro or fluoro group.Type: GrantFiled: December 23, 1997Date of Patent: February 8, 2000Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Yeon Seok Cho
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Patent number: 5998649Abstract: The invention is cyclic organosilicon compounds described by formula ##STR1## and by formula ##STR2## and linear organosilicon compounds by formula ##STR3## and by formula ##STR4## where R.sup.1 is selected from the group consisting of hydrogen, dichlorosilyl, trichlorosilyl, methyldichlorosilyl, dimethylchlorosilyl, and trimethylsilyl, and each R.sup.2 is independently selected from the group consisting of hydrogen, alkyls comprising one to about 6 carbon atoms, and aryls; and methods for making the described cyclic organosilicon compounds and linear organosilicon compounds.Type: GrantFiled: May 17, 1999Date of Patent: December 7, 1999Inventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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Patent number: 5965762Abstract: New chlorohydrosilane derivatives having the general formula (I) and preparation method thereof. The chlorohydrosilane derivatives (I) of the present invention which have both Si--Cl and Si--H bonds are prepared by partially reducing chlorosilane of the formula (II) which have at least two Si--Cl bonds with lithiumaluminum hydride. The chlorohydrosilane derivatives (I) of the present invention, which have both Si--H and Si--Cl bonds in a molecule can be advantageously used in preparing various compounds because a Si--H bond enables the hydrosilylation with unsaturated organic compounds, while a Si--Cl bond can participate in hydrolysis or in a reaction with a nucleophilic compound such as Grignard reatent: ##STR1## wherein R.sup.1 is straight, branched, or cyclic alkyl group having 1 to 30 carbon atoms, which can include an aromatic group or heterocyclic group, and R.sup.Type: GrantFiled: July 9, 1998Date of Patent: October 12, 1999Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon-Cheol Lim
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Patent number: 5847182Abstract: The present invention relates to fluorenyl substituted organosilanes represented by the formula I and preparation methods thereof by reacting substituted biphenyls represented by the formul II with (dichloroalkyl)silanes represented by the formul III in the presence of Lewis acid catalysts such as aluminum chloride: ##STR1## (wherein m is 0 or 1 and n is 0, 1, or 2. y1 and y2 represent hydrogen, bromo, phenyl and they can be same or different. R represents hydrogen or methyl group. R.sub.j.sup.- can be dichloromethyl, 2,2-dichloroethyl, 3,3-dichloropropyl, 1,2-dichloroethyl, 2,3-dichloropropyl, 2,3-dichlorobutyl).Type: GrantFiled: March 19, 1998Date of Patent: December 8, 1998Assignee: Korea Institue of Science and TechnologyInventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Yeon Seok Cho
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Patent number: 5760263Abstract: The present invention relates to ferrocenes containing silylalkyl groups, represented by formula(I) and their preparation methods by reacting ferrocene with allylchlorosilanes represented by formula(II) in the presence of Lewis acid catalysts such as aluminum chloride: ##STR1## wherein R.sup.1 represents hydrogen, C.sub.1 -C.sub.12 alkyl, or C.sub.1 -C.sub.12 alkyl containing phenyl group; R.sup.2 represents chloro, C.sub.1 -C.sub.12 alkyl, or C.sub.1 -C.sub.12 alkyl containing phenyl group; and n and m are 0, 1 or 2, respectively, and at least one of n and m is not zero.Type: GrantFiled: June 23, 1997Date of Patent: June 2, 1998Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Sam Young Ahn, Bok Ryul Yoo, Joon Soo Han