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1. 发明授权

US08815339B2 Surface modifiers and process for surface modifications of particles of metal oxide using the same 有权
标题翻译：表面改性剂和使用其的金属氧化物颗粒的表面改性的方法
公开(公告)号：US08815339B2
公开(公告)日：2014-08-26
申请号：US11966521
申请日：2007-12-28
申请人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Yong Su Jung
发明人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Yong Su Jung
IPC分类号： B05D7/00 , C09D7/00
CPC分类号： C09C3/12 , C01P2004/64 , C01P2004/84 , C09C1/3081 , C09C1/3684
摘要： 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. Through the use of alkylsilane triol having a specific chemical structure, surface-modified metal particles having uniform particle size distribution can be provided not only by inhibiting the condensation and agglomeration of the surface modifier itself during a high-temperature condensation reaction for inducing the chemical bonding between metal oxide and the modifier, but also by stabilizing silicon-hydroxyl (Si—OH) bonds.
摘要翻译：本文公开了一种用于金属氧化物颗粒的表面改性剂和使用其改性金属氧化物颗粒的表面的方法。表面改性剂由含有能够产生空间位阻的环状烷基的烷基硅烷多元醇或所述烷基硅烷多元醇与烷基烷氧基硅烷的混合物组成，修饰金属氧化物颗粒的表面的方法包括将表面改性剂涂覆在金属氧化物颗粒通过化学键合以赋予疏水性或两亲性（亲水性和疏水性）和对金属氧化物颗粒的表面的反应性。通过使用具有特定化学结构的烷基硅烷三醇，不仅可以通过抑制表面改性剂本身在用于诱导化学键合的高温缩合反应中的缩合和凝聚而提供具有均匀粒度分布的表面改性金属颗粒金属氧化物和改性剂之间，而且通过稳定硅羟基（Si-OH）键。

2. 发明授权

US07259272B2 ω-[2-(polyalkyleneoxy)ethylthio]alkylalkoxysilane derivative and preparation method thereof 失效
标题翻译： ω-[2-（聚亚烷基氧基）乙硫基]烷基烷氧基硅烷衍生物及其制备方法
公开(公告)号：US07259272B2
公开(公告)日：2007-08-21
申请号：US11314423
申请日：2005-12-20
申请人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Joo-hyun Cho , Yoo Kyoung Jeon
发明人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Joo-hyun Cho , Yoo Kyoung Jeon
IPC分类号： C07F7/04
CPC分类号： C07F7/1804
摘要： The present invention relates to a ω-[2-(polyalkyleneoxy)ethylthio]alkylalkoxysilane derivative and a preparation method thereof, more particularly to a ω-[2-(polyalkyleneoxy)ethylthio]alkylalkoxysilane derivative prepared by transforming a (ω-mercaptoalkyl)alkylalkoxysilane compound into a ω-(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. In addition, the preparation method of the compound is an economical one as the reaction can be performed at room temperature, the production yield is high and the reaction byproduct (metal halide) can be easily removed by filtration.
摘要翻译：本发明涉及ω-[2-（聚亚烷基氧基）乙硫基]烷基烷氧基硅烷衍生物及其制备方法，更具体地涉及通过转化（ω-巯基烷基）烷基烷氧基硅烷制备的ω-[2-（聚亚烷基氧基）乙硫基]烷基烷氧基硅烷衍生物通过用金属碱处理并在低反应温度下使用聚（亚烷氧基）烷基醚卤化物或聚（亚烷基氧基）双（卤代烷基）醚进行脱卤金属化，形成碳 - （烷氧基甲硅烷基）烷基硫醇盐金属盐，硫键及其制备方法。本发明的新型化合物不仅具有Si-OR键，而且在分子中也含有硫原子，因此可用作合成亲水性官能性硅聚合物的单体，硅类表面活性剂的原料，表面改性剂的有机/无机材料。此外，化合物的制备方法是经济的，因为反应可以在室温下进行，生产率高，反应副产物（金属卤化物）可以通过过滤容易地除去。

3. 发明申请

US20070191622A1 (2-Cyclopentenyl)chlorosilanes and their preparation methods 失效
标题翻译：（2-环戊烯基）氯硅烷及其制备方法
公开(公告)号：US20070191622A1
公开(公告)日：2007-08-16
申请号：US11634732
申请日：2006-12-06
申请人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
发明人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
IPC分类号： C07F7/04
CPC分类号： C07F7/12
摘要： 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.
摘要翻译：本发明涉及（2-环戊烯基）氯硅烷衍生物及其制备方法。特别涉及一种非常经济的方法，其通过工业生产的低价二环戊二烯的裂解形成的环戊二烯与在高温下含有硅氢键的硅烷化合物在沸点为从而能够通过使用烃化合物来防止二环戊二烯聚合物的有问题的生产。此外，在第10族金属化合物催化剂的存在下，本发明的方法能够降低空间位阻烷基二氯硅烷的反应温度并提高其反应产率。（2-环戊烯基）氯硅烷可用于制备含有不饱和基团的有机硅化合物或使用其的官能硅氧烷聚合物，或用于改性表面或制造薄层。

4. 发明授权

US6087521A Silicon compounds containing silamethylene bonds and method for their preparation 失效
标题翻译：含有亚甲基键的硅化合物及其制备方法
公开(公告)号：US6087521A
公开(公告)日：2000-07-11
申请号：US312899
申请日：1999-05-17
申请人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
发明人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
IPC分类号： B01J27/13 , C07B61/00 , C07F7/12 , C07F7/18 , C07F7/08
CPC分类号： C07F7/12
摘要： 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).
摘要翻译：本发明是由式（1）和式（2）所述的有机硅化合物，其中R 1选自氢，二氯甲硅烷基，三氯甲硅烷基，甲基二氯甲硅烷基，二甲基氯甲硅烷基和三甲基甲硅烷基，每个R 2，R 3和R 4独立地选自包括氢，氯，包含1至约12个碳原子的烷氧基，包含至多约12个碳原子的芳氧基，包含至多约12个碳原子的芳基，以及包含1至约12个碳原子的饱和烃基， n = 2〜6; 和由式（1）和（2）描述的制备有机硅化合物的方法。

5. 发明授权

US07314946B2 (2-cyclopentenyl)chlorosilanes and their preparation methods 失效
标题翻译：（2-环戊烯基）氯硅烷及其制备方法
公开(公告)号：US07314946B2
公开(公告)日：2008-01-01
申请号：US11634732
申请日：2006-12-06
申请人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
发明人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
IPC分类号： C07F7/08
CPC分类号： C07F7/12
摘要： 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.
摘要翻译：本发明涉及（2-环戊烯基）氯硅烷衍生物及其制备方法。特别涉及一种非常经济的方法，其通过工业生产的低价二环戊二烯的裂解形成的环戊二烯与在高温下含有硅氢键的硅烷化合物在沸点为从而能够通过使用烃化合物来防止二环戊二烯聚合物的有问题的生产。此外，在第10族金属化合物催化剂的存在下，本发明的方法能够降低空间位阻烷基二氯硅烷的反应温度并提高其反应产率。（2-环戊烯基）氯硅烷可用于制备含有不饱和基团的有机硅化合物或使用其的官能硅氧烷聚合物，或用于改性表面或制造薄层。

6. 发明授权

US07109367B1 (Organothiomethyl)chlorosilanes and their preparation methods 失效
标题翻译：（有硫代甲基）氯硅烷及其制备方法
公开(公告)号：US07109367B1
公开(公告)日：2006-09-19
申请号：US11245786
申请日：2005-10-07
申请人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Mi-Kyoung Hong
发明人： Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Mi-Kyoung Hong
IPC分类号： C07F7/08
CPC分类号： C07F7/12
摘要： 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.
摘要翻译：本发明涉及（有机硫代甲基）氯硅烷及其制备方法，其通过硫代卤代甲基卤化物与含有Si-H的氯硅烷（氢化硅烷）的脱卤化氢Si-C偶合反应制备，其中将甲硫基甲基卤化物与氢硅烷的混合物在叔胺存在下加热或有机盐（季有机铵和有机鏻卤化物，得到在烷基链中存在硫原子的（有机硫代甲基）氯硅烷（式：R 2 S 2 S 2 SiCl

7. 发明授权

US06911552B2 Preparation method of alkyldichlorosilanes 失效
标题翻译：烷基二氯硅烷的制备方法
公开(公告)号：US06911552B2
公开(公告)日：2005-06-28
申请号：US10335084
申请日：2002-12-31
申请人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Mu Yeol Kim
发明人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim , Mu Yeol Kim
IPC分类号： C07F7/12 , C07F7/16 , A07F7/16
CPC分类号： C07F7/16 , C07F7/126
摘要： 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.
摘要翻译：通过直接使金属硅与烷基氯和（i）氯化氢的混合物直接反应来制备具有Si-H键的烷基二氯硅烷的方法，或（ii）在铜存在下在反应温度下可产生氯化氢的烷基氯催化剂。

8. 发明授权

US5998649A Organosilicon compounds and method for preparation 失效
标题翻译：有机硅化合物及其制备方法
公开(公告)号：US5998649A
公开(公告)日：1999-12-07
申请号：US312900
申请日：1999-05-17
申请人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
发明人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon Cheol Lim
IPC分类号： B01J27/13 , B01J31/12 , B01J31/24 , C07B61/00 , C07F7/12 , C07F7/14 , C07F7/08
CPC分类号： C07F7/12
摘要： 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.
摘要翻译：本发明是由式和式所示的环状有机硅化合物及其直链有机硅化合物，其中R 1选自氢，二氯甲硅烷基，三氯甲硅烷基，甲基二氯甲硅烷基，二甲基氯甲硅烷基和三甲基甲硅烷基，每个R 2独立地选自由氢组成的组，包含1至约6个碳原子的烷基和芳基; 以及制备所述环状有机硅化合物和线性有机硅化合物的方法。

9. 发明授权

US5965762A Chlorohydrosilane derivatives and their preparation method 失效
标题翻译：氯代氢硅烷衍生物及其制备方法
公开(公告)号：US5965762A
公开(公告)日：1999-10-12
申请号：US112590
申请日：1998-07-09
申请人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon-Cheol Lim
发明人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Weon-Cheol Lim
IPC分类号： C07F7/12 , C07F7/08
CPC分类号： C07F7/12
摘要： 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.2 represents chloro group, or straight, branched, or cyclic alkyl group having 1 to 30 carbon atoms, which can include an aromatic group or heterocyclic group.
摘要翻译：具有通式（I）的新氯氢硅烷衍生物及其制备方法。具有Si-Cl和Si-H键的本发明的氯氢硅烷衍生物（I）通过部分还原与氢化锂铝具有至少两个Si-Cl键的式（II）的氯代硅烷来制备。在分子中具有Si-H和Si-Cl键的本发明的氯氢硅烷衍生物（I）可以有利地用于制备各种化合物，因为Si-H键能够使用不饱和有机化合物进行氢化硅烷化，而Si -Cl键可以参与水解或与诸如Grignard的亲核化合物的反应：其中R1是可以包括芳族基团或杂环基团的具有1至30个碳原子的直链，支链或环状烷基，R 2 代表氯基或具有1至30个碳原子的直链，支链或环状烷基，其可以包括芳族基团或杂环基团。

10. 发明授权

US08563089B2 Functional reinforcing fillers modified with alkenylalkoxysilane and preparing method of the same 有权
公开(公告)号：US08563089B2
公开(公告)日：2013-10-22
申请号：US13178593
申请日：2011-07-08
申请人： Bok Ryul Yoo , Joon Soo Han , Dong Euy Jung
发明人： Bok Ryul Yoo , Joon Soo Han , Dong Euy Jung
IPC分类号： B32B5/16
CPC分类号： B32B5/16 , C08K5/5425 , C08K9/06 , Y10T428/2982 , Y10T428/2991 , Y10T428/2995 , C08L21/00 , C08L9/00 , C08L9/06
摘要： Disclosed are a functional reinforcing filler including inorganic particles surface-modified with an alkenylsilanol obtained by hydrolyzing an alkenylalkoxysilane compound, and a method for preparing the same.Since the disclosed functional reinforcing filler has a functional group having a double bond, it has good reactivity for styrene-butadiene rubber and sulfur. Thus, when used as a functional reinforcing filler in the manufacture of rubber, it allows improvement of physical properties through adjustment of the addition amount of sulfur without additional use of the coupling agent. In addition, because of superior hydrolysis reactivity, the problem of alcohol can be solved and a rubber mixture with long scorch time can be prepared. In particular, when the functional reinforcing filler of the present invention is used in the manufacture of tires, improvement in modulus, tensile strength, rotational resistance and wet traction performance can be expected.

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