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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. 发明申请

US20110130585A1 METHOD OF PREPARING ALLYLCHLOROSILANE DERIVATIVE 有权
标题翻译：制备全氯苯胺衍生物的方法
公开(公告)号：US20110130585A1
公开(公告)日：2011-06-02
申请号：US12694723
申请日：2010-01-27
申请人： Bok Ryul YOO , Joon Soo HAN , Dong Won LEE
发明人： Bok Ryul YOO , Joon Soo HAN , Dong Won LEE
IPC分类号： C07F7/08
CPC分类号： C07F7/14
摘要： Provided is a method of preparing allylchlorosilane, and more particularly, a method of preparing allylchlorosilane with high yield by Si—C coupling reaction of an allyl chloride derivativce with a hydrosilane derivative under specific reaction conditions without using a catalyst.
摘要翻译：提供了制备烯丙基氯硅烷的方法，更具体地说，提供了一种通过烯丙基氯衍生物与氢硅烷衍生物在特定反应条件下的Si-C偶联反应而不使用催化剂以高产率制备烯丙基氯硅烷的方法。

3. 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。

4. 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.

5. 发明申请

US20090130306A1 SURFACE MODIFIERS AND PROCESS FOR SURFACE MODIFICATIONS OF PARTICLES OF METAL OXIDE USING THE SAME 有权
标题翻译：表面改性剂及使用其的金属氧化物颗粒的表面改性方法
公开(公告)号：US20090130306A1
公开(公告)日：2009-05-21
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。

6. 发明授权

US06740766B2 Preparation of organochlorosilanes by the silylation of conjugated dienes with trichlorosilane 失效
标题翻译：通过用三氯硅烷甲硅烷基化共轭二烯制备有机氯硅烷
公开(公告)号：US06740766B2
公开(公告)日：2004-05-25
申请号：US10385538
申请日：2003-03-11
申请人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Seung-Hyun Kang
发明人： Il Nam Jung , Bok Ryul Yoo , Joon Soo Han , Seung-Hyun Kang
IPC分类号： C07F708
CPC分类号： C07F7/14 , Y02P20/584
摘要： 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.
摘要翻译：本发明涉及通过共轭二烯的甲硅烷基化制备有机硅化合物的方法，更具体地说，涉及以高产率由下式1a和1b表示的制备有机硅化合物的方法，包括以下步骤：在存在下加热三氯硅烷季铵有机鏻盐催化剂生成二氯二甲苯（（SiCl2））; 并用线性或环状共轭二烯甲硅烷基化，其中R 1，R 2，R 3，R 4，R 5和R 6独立地是氢原子， R 1，R 2，R 3，R 4，R 5和R 6中的C 6烷基，苯基或两个官能团可以彼此共价键合形成 C4-C8的环状化合物。

7. 发明授权

US06392077B1 Process for preparing organochlorosilanes by dehydrohalogenative coupling reaction of alkyl halides with chlorosilanes 失效
标题翻译：通过烷基卤与氯硅烷的脱卤化氢偶联反应来制备有机氯硅烷的方法
公开(公告)号：US06392077B1
公开(公告)日：2002-05-21
申请号：US09918446
申请日：2001-08-01
申请人： Il-Nam Jung , Bok-Ryul Yoo , Joon-Soo Han , Seung-Hyun Kang
发明人： Il-Nam Jung , Bok-Ryul Yoo , Joon-Soo Han , Seung-Hyun Kang
IPC分类号： C07F708
CPC分类号： C07F7/122
摘要： 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.
摘要翻译：本发明涉及一种制备有机氯代硅烷的方法，更具体地说，涉及通过在季铵盐存在下，将HSiR1Cl2（Ⅱ）的氢氯代硅烷与R2R3CHX（Ⅲ）的有机卤化物脱卤化氢偶合制备R4R3CHSiR1Cl2（Ⅰ）的有机氯硅烷的方法。鏻盐作为催化剂，与常规方法相比提供更好的经济的物质和产率，因为仅需要催化量的氯化鏻，并且可以将催化剂与反应混合物分离并容易回收。

8. 发明申请

US20120277361A1 FUNCTIONAL REINFORCING FILLERS MODIFIED WITH ALKENYLALKOXYSILANE AND PREPARING METHOD OF THE SAME 有权
标题翻译：功能性增强填料，用碱性烷氧基硅烷改性及其制备方法
公开(公告)号：US20120277361A1
公开(公告)日：2012-11-01
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： C08K5/548 , B05D7/00 , C08K5/5419
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.
摘要翻译：公开了包含通过水解烯基烷氧基硅烷化合物而获得的烯基硅烷醇表面改性的无机粒子的功能性增强填料及其制备方法。由于所公开的功能性增强填料具有双键的官能团，因此对苯乙烯 - 丁二烯橡胶和硫具有良好的反应性。因此，当在橡胶制造中用作功能性增强填料时，其可以通过调节硫的添加量来改善物理性能，而不需要额外使用偶联剂。此外，由于优异的水解反应性，可以解决醇的问题，并且可以制备具有长焦烧时间的橡胶混合物。特别地，当本发明的功能性增强填料用于轮胎的制造中时，可以预期模量，拉伸强度，旋转阻力和湿牵引性能的提高。

9. 发明授权

US08129458B2 Functional reinforcing filler and method of preparing the same 有权
标题翻译：功能性增强填料及其制备方法
公开(公告)号：US08129458B2
公开(公告)日：2012-03-06
申请号：US12704359
申请日：2010-02-11
申请人： Bok Ryul Yoo , Joon Soo Han , Dong Euy Jung , Janghyun Yoo
发明人： Bok Ryul Yoo , Joon Soo Han , Dong Euy Jung , Janghyun Yoo
IPC分类号： B60C1/00 , B32B25/00
CPC分类号： C08K9/06 , B60C1/00 , C08K5/548 , Y02T10/862 , Y10T428/2995 , C08L21/00
摘要： 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.
摘要翻译：提供功能性增强填料及其制备方法，更具体地，涉及包含通过水解有机烷氧基硅烷化合物而得到的有机硅烷多元醇表面改性的无机粒子的功能性增强填料及其制备方法。功能性增强填料具有疏水性和反应性。如果使用功能性增强填料来制备橡胶，则不需要偶联剂，并且橡胶不会挥发挥发性有机化合物（VOC）。特别地，使用功能性增强填料制备的轮胎可以具有低滚动阻力和优异的湿牵引力。

10. 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。

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