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21. 发明授权

US06686421B1 Technique for stablizing tin-coupled elastomers 失效
标题翻译：稳定锡偶合弹性体的技术
公开(公告)号：US06686421B1
公开(公告)日：2004-02-03
申请号：US09663057
申请日：2000-09-15
申请人： Wen-Liang Hsu , Adel Farhan Halasa , Edward Lee Johnson , Steven Kristofer Henning
发明人： Wen-Liang Hsu , Adel Farhan Halasa , Edward Lee Johnson , Steven Kristofer Henning
IPC分类号： C08C1900
CPC分类号： C08F297/04 , C08C19/44
摘要： The process of this invention can be utilized to stabilize tin-coupled rubbery polymers. It is particularly useful for stabilizing rubbery polymers that do not contain bound styrene. This invention more specifically discloses a process for improving the stability of a tin-coupled rubbery polymer which comprises (1) adding 0.1 phr to about 4 phr of styrene to a living rubbery polymer to produce a styrene capped rubbery polymer, (2) adding a tin halide to the styrene capped living rubbery polymer to produce the tin-coupled rubbery polymer, and (3) optionally, adding a tertiary chelating alkyl 1,2-ethylene diamine or a metal salt of a cyclic alcohol to the tin-coupled rubbery polymer. The use of metal salts of cyclic alcohols is preferred because they do not lead to recycle stream contamination. This is because cyclic alcohols do not co-distill with hexane or form compounds during steam-stripping which co-distill with hexane. In other words, the boiling points of these metal salts of cyclic alcohols are very high, so they do not co-distill with hexane and contaminate recycle streams. Additionally, metal salts of cyclic alcohols are considered to be environmentally safe. In fact, sodium mentholate is used as a food additive.
摘要翻译：本发明的方法可用于稳定锡偶联的橡胶状聚合物。对于稳定不含结合苯乙烯的橡胶状聚合物是特别有用的。本发明更具体地公开了一种改进锡偶合橡胶状聚合物的稳定性的方法，其包括（1）向活性橡胶状聚合物中加入0.1phr至约4phr的苯乙烯以制备苯乙烯封端的橡胶状聚合物，（2）锡锡卤化物加入到苯乙烯封端的活性橡胶状聚合物中以制备锡偶合的橡胶状聚合物，和（3）任选地，向锡偶合的橡胶状聚合物中加入叔螯合的烷基1,2-乙二胺或环状醇的金属盐。优选使用环状醇的金属盐，因为它们不会导致再循环流污染。这是因为环状醇在蒸汽汽提过程中不与己烷共蒸馏或形成化合物，与己烷共蒸馏。换句话说，这些环状醇的金属盐的沸点非常高，因此它们不与己烷共蒸馏并污染再循环物流。此外，环醇的金属盐被认为是环境安全的。事实上，薄荷酸钠被用作食品添加剂。

22. 发明授权

US06515087B2 Synthesis of elastomers having low hysteresis 失效
标题翻译：具有低滞后性的弹性体的合成
公开(公告)号：US06515087B2
公开(公告)日：2003-02-04
申请号：US10016069
申请日：2001-12-06
申请人： Wen-Liang Hsu , Adel Farhan Halasa , Scott McDowell Christian , Michael Lester Kerns
发明人： Wen-Liang Hsu , Adel Farhan Halasa , Scott McDowell Christian , Michael Lester Kerns
IPC分类号： C08F448
CPC分类号： C08F36/04 , C08F4/48
摘要： It is important for rubbery polymers that are used in tires, hoses, power transmission belts and other industrial products to have good compatibility with fillers, such as carbon black, silica, clay (including organoclays), and mixtures thereof. To attain improved interaction with fillers such rubbery polymers can be functionalized with various compounds, such as amines. The present invention discloses a process for synthesizing a rubbery polymer that is functionalized to attain improved compatibility with fillers. The present invention more specifically disclosed a process for synthesizing a rubbery polymer that comprises (1) continuously charging (a) a conjugated diolefin monomer, (b) an organolithium compound, and (c) an amine compound into a polymerization zone, wherein the amine compound is selected from the group consisting of alkyl, dialkyl, cycloalkyl or dicycloalkyl amine compounds of the general formula: wherein R represents an alkyl group, a cycloalkyl group, or an alkaryl group containing from 1 to about 12 carbon atoms, and cyclic amine compounds of the general formula: wherein R2 represents a divalent alkylene, bicycloalkane, substituted alkylene, oxy- or N-alkylamino-alkylene group containing from about 3 to about 16 methylene groups; (2) allowing the conjugated diolefin monomer to polymerize in the polymerization zone to produce the rubbery polymer; and (3) continuously withdrawing the rubbery polymer from the polymerization zone.
摘要翻译：用于轮胎，软管，动力传动带和其他工业产品中的橡胶状聚合物与炭黑，二氧化硅，粘土（包括有机粘土）等填料具有良好的相容性是重要的，以及它们的混合物。为了获得与填料的改善的相互作用，这种橡胶状聚合物可以用各种化合物如胺官能化。本发明公开了一种合成橡胶状聚合物的方法，其被官能化以获得与填料相容性的改善。本发明更具体地公开了一种合成橡胶状聚合物的方法，其包括（1）将共轭二烯烃单体，（b）有机锂化合物和（c）胺化合物连续地加入到聚合区中，其中胺化合物选自以下通式的烷基，二烷基，环烷基或二环烷基胺化合物：其中R表示烷基，环烷基或含有1至约12个碳原子的烷芳基，以及环胺化合物其中R2表示含有约3至约16个亚甲基的二价亚烷基，双环烷烃，取代的亚烷基，氧基或N-烷基氨基 - 亚烷基; （2）使共轭二烯烃单体在聚合区中聚合以产生橡胶状聚合物; 和（3）从聚合区域连续取出橡胶状聚合物。

23. 发明授权

US06350807B1 Silica-reinforced tire tread rubber 失效
标题翻译：二氧化硅增强轮胎胎面橡胶
公开(公告)号：US06350807B1
公开(公告)日：2002-02-26
申请号：US09616270
申请日：2000-07-14
申请人： Edward John Blok , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa , John Joseph Andre Verthe , Raymond Robert DiRossi
发明人： Edward John Blok , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa , John Joseph Andre Verthe , Raymond Robert DiRossi
IPC分类号： C08K334
CPC分类号： C08L9/00 , B60C1/0016 , C08K3/04 , C08K3/36 , C08K5/0016 , C08L7/00 , C08L15/00 , Y02T10/862 , C08L2666/08
摘要： The present invention relates to a tire tread compound that is highly loaded with silica. This compound offers the advantages of silica compounding without the need for solution SBR. More specifically, the tire tread rubber formulations of this invention offer an excellent combination of traction, treadwear and rolling resistance characteristics. The subject invention discloses a tire which is comprised of a generally toroidal-shaped carcass with an outer circumferential tread, two spaced beads, at least one ply extending from bead to bead and sidewalls extending radially from and connecting said tread to said beads; wherein said tread is adapted to be ground-contacting; wherein the tread is comprised of (1) 5 phr to 40 phr of a polyisoprene rubber selected from the group consisting of natural rubber and synthetic polyisoprene, (2) 20 phr to 60 phr of high vinyl polybutadiene rubber having a glass transition temperature which is within the range of −40° C. to 10° C., (3) 20 phr to 60 phr of tin-coupled isoprene-butadiene rubber having a glass transition temperature which is within the range of −90° C. to −70° C., (4) 30 phr to 90 phr of silica, (5) 5 phr to 50 phr of carbon black, (6) 2 phr to 50 phr of processing oil and (7) 0.5 phr to 15 phr of a silica coupling agent.
摘要翻译：本发明涉及高度负载二氧化硅的轮胎胎面胶。该化合物具有二氧化硅复合的优点，无需溶液SBR。更具体地，本发明的轮胎胎面橡胶配方提供牵引力，胎面磨损和滚动阻力特性的优异组合。本发明公开了一种轮胎，其由具有外圆周胎面的大致环形胎体，两个间隔开的胎圈，从胎圈到胎圈延伸的至少一个帘布层以及从所述胎面径向延伸并将所述胎面连接到所述胎圈的侧壁构成; 其中所述胎面适于与地面接触; 其中胎面由（1）5phr至40phr的选自天然橡胶和合成聚异戊二烯的聚异戊二烯橡胶，（2）20phr至60phr的玻璃化转变温度为20phr至60phr的高乙烯基聚丁二烯橡胶在-40℃至10℃的范围内，（3）20phr至60phr的锡偶合异戊二烯 - 丁二烯橡胶，其玻璃化转变温度在-90℃至-70℃的范围内（4）30phr至90phr的二氧化硅，（5）5phr至50phr的炭黑，（6）2phr至50phr的加工油和（7）0.5phr至15phr的二氧化硅偶联剂。

24. 发明授权

US6140434A Synthesis of high vinyl rubber 有权
标题翻译：高乙烯基橡胶的合成
公开(公告)号：US6140434A
公开(公告)日：2000-10-31
申请号：US227367
申请日：1999-01-08
申请人： Adel Farhan Halasa , Wen-Liang Hsu
发明人： Adel Farhan Halasa , Wen-Liang Hsu
IPC分类号： C08F2/38 , C08F4/46 , C08F4/48 , C08F36/04 , C08F136/04
CPC分类号： C08F36/04
摘要： Metal salts of saturated aliphatic alcohols can be used as modifiers in lithium initiated solution polymerizations of diene monomers into rubbery polymers. Sodium t-amylate is a preferred modifiers because of its exceptional solubility in non-polar aliphatic hydrocarbon solvents that are employed as the medium for such solution polymerizations. However, using sodium t-amylate as the polymerization modifier in commercial operations where recycle is required can lead to certain problems. These problems arise due to the fact that sodium t-amylate reacts with water to form t-amyl alcohol during steam stripping in the polymer finishing step. Since t-amyl alcohol forms an azeotrope with hexane, it co-distills with hexane and thus contaminates the feed stream. The present invention solves the problem of recycle stream contamination. This invention is based upon the discovery of highly effective modifiers that do not co-distill with hexane or-form-compounds during steam stripping which co-distill with hexane. The modifiers of this invention are metal salts of cyclic alcohols. Since the boiling points of these metal salts of cyclic alcohols are very high, they do not co-distill with hexane and contaminate recycle streams. Additionally, metal salts of cyclic alcohols are considered to be environmentally safe. The, subject invention more specifically discloses an initiator system which is comprised of (a) a lithium initiator, (b) a metal salt of a cyclic alcohol, and (c) a polar modifier.
摘要翻译：饱和脂族醇的金属盐可用作二烯单体进入橡胶状聚合物的锂引发溶液聚合中的改性剂。由于在用于这种溶液聚合的介质的非极性脂族烃溶剂中具有优异的溶解度，因此，叔戊醇钠是优选的改性剂。然而，在需要再循环的商业操作中使用叔戊醇钠作为聚合改性剂可能导致某些问题。这些问题是由于在聚合物整理步骤中的蒸汽汽提期间，叔戊醇钠与水反应形成叔戊醇的事实。由于叔戊醇与己烷形成共沸物，因此与己烷共蒸馏，从而污染进料流。本发明解决了循环流污染的问题。本发明基于在蒸汽汽提过程中与己烷共沸蒸馏而不与己烷或形式化合物共蒸馏的高效改性剂的发现。本发明的改性剂是环醇的金属盐。由于这些环状醇的金属盐的沸点非常高，因此它们不与己烷共蒸馏并污染再循环物流。此外，环醇的金属盐被认为是环境安全的。本发明更具体地公开了一种引发剂体系，其包括（a）锂引发剂，（b）环状醇的金属盐和（c）极性改性剂。

25. 发明授权

US5994448A High performance tire tread rubber composition 失效
标题翻译：高性能轮胎胎面胶组成
公开(公告)号：US5994448A
公开(公告)日：1999-11-30
申请号：US133503
申请日：1998-08-12
申请人： Edward John Blok , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa
发明人： Edward John Blok , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： B60C1/00 , C08C19/44 , C08L9/00 , C08K3/00
CPC分类号： C08C19/44 , B60C1/0016 , C08L9/00 , C08K3/36 , C08L7/00 , C08L9/06
摘要： This invention relates to a tire tread compound that can be used in manufacturing tires having outstanding traction characteristics without compromising treadwear and rolling resistance. The tire tread compounds of this invention are made utilizing an isoprene-butadiene rubber having a high glass transition temperature and having SnR.sub.3 end groups, wherein R represents an alkyl group, such as a tertiary-butyl group. These isoprene-butadiene rubbers are made by reacting an isoprene-butadiene rubber having a glass transition temperature which is within the range of about -50.degree. C. to about 0.degree. C. with a tin compound of the formula SnR.sub.3 X, wherein R represents an alkyl group and wherein X represents a halogen. This invention more specifically discloses a tire tread rubber composition which is comprised of (1) about 60 phr to about 95 phr of an isoprene-butadiene rubber having a glass transition temperature which is within the range of about -50.degree. C. to about 0.degree. C. and having --SnR.sub.3 end groups, (2) about 5 phr to about 30 phr of natural rubber and (3) up to about 25 phr of a rubbery polymer having a low glass transition temperature which is within the range of about -85.degree. C. to about -55.degree. C., with the proviso that the total amount of the natural rubber and the rubbery polymer having a low glass transition temperature does not exceed about 40 phr. The rubbery polymer having a low glass transition temperature will typically be high cis-1,4-polybutadiene, isoprene-butadiene rubber, styrene-butadiene rubber or styrene-isoprene-butadiene rubber.
摘要翻译：本发明涉及一种轮胎胎面胶，其可用于制造具有优异牵引特性的轮胎，而不损害胎面和滚动阻力。本发明的轮胎胎面胶料采用高玻璃化转变温度的异戊二烯 - 丁二烯橡胶制成，并具有SnR 3端基，其中R表示烷基，如叔丁基。这些异戊二烯 - 丁二烯橡胶通过使玻璃化转变温度在约-50℃至约0℃范围内的异戊二烯 - 丁二烯橡胶与式SnR 3 X的锡化合物反应制备，其中R表示烷基，其中X表示卤素。本发明更具体地公开了一种轮胎胎面橡胶组合物，其包含（1）约60phr至约95phr的玻璃化转变温度在约-50℃至约0的范围内的异戊二烯 - 丁二烯橡胶具有-SnR 3端基，（2）约5phr至约30phr的天然橡胶和（3）至多约25phr的玻璃化转变温度低于约 - 约25phr的橡胶状聚合物， 85℃至约-55℃，条件是具有低玻璃化转变温度的天然橡胶和橡胶状聚合物的总量不超过约40phr。具有低玻璃化转变温度的橡胶状聚合物通常是高顺式-1,4-聚丁二烯，异戊二烯 - 丁二烯橡胶，苯乙烯 - 丁二烯橡胶或苯乙烯 - 异戊二烯 - 丁二烯橡胶。

26. 发明授权

US5981639A Stabilization of tin-coupled polymers 失效
标题翻译：锡偶合聚合物的稳定化
公开(公告)号：US5981639A
公开(公告)日：1999-11-09
申请号：US58572
申请日：1998-04-10
申请人： Wen-Liang Hsu , Adel Farhan Halasa
发明人： Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： C08C19/44 , C08K5/04 , C08K5/17 , C08K5/34 , C08K5/35 , C08K5/09
CPC分类号： C08C19/44 , C08K5/17 , C08K5/34
摘要： The process of this invention can be utilized to stabilize tin-coupled rubbery polymers. This process involves adding a chelating diamine or a sodium alkoxide to the rubbery polymer after the tin coupling has been carried out. This invention more specifically discloses a process for improving the stability of a tin-coupled rubbery polymer which comprises adding a sodium alkoxide to the tin-coupled rubbery polymer subsequent to the time at which the tin-coupled rubbery polymer is coupled. Sodium alkoxide is a representative example of a sodium alkoxide that can be used to stabilize the tin-coupled rubbery polymer.
摘要翻译：本发明的方法可用于稳定锡偶联的橡胶状聚合物。该方法包括在进行锡偶合之后向橡胶状聚合物中加入螯合二胺或醇钠。本发明更具体地公开了一种改进锡偶合橡胶状聚合物的稳定性的方法，该方法包括在锡偶合的橡胶状聚合物偶合的时间之后向锡偶联的橡胶状聚合物中加入醇钠。烷氧基钠是可用于稳定锡偶联橡胶状聚合物的烷醇钠的代表性实例。

27. 发明授权

US5798408A Tire tread of coupled SIBR 失效
标题翻译：耦合SIBR轮胎胎面
公开(公告)号：US5798408A
公开(公告)日：1998-08-25
申请号：US811629
申请日：1997-03-05
申请人： David John Zanzig , Wen-Liang Hsu , Adel Farhan Halasa , Barry Allen Matrana
发明人： David John Zanzig , Wen-Liang Hsu , Adel Farhan Halasa , Barry Allen Matrana
IPC分类号： B60C1/00 , C08F236/10 , C08L9/00 , C08L53/00
CPC分类号： C08F236/10 , B60C1/0016 , C08L9/00 , C08K3/36 , C08L7/00 , C08L9/06 , Y10S156/91 , Y10T152/10495
摘要： This invention relates to a tire having a tread composed of quantitatively silica reinforced rubber composition, with a minor amount, if any, of carbon black where the tread elastomers are primarily composed of coupled styrene/isoprene/butadiene terpolymer with tin or silicon in combination with selected diene-based elastomers.
摘要翻译：本发明涉及一种具有由定量二氧化硅增强橡胶组合物构成的胎面的轮胎，其中少量（如果有的话）为炭黑，其中胎面弹性体主要由与锡或硅组合的苯乙烯/异戊二烯/丁二烯三元共聚物组合，选择的二烯基弹性体。

28. 发明授权

US5739182A Stabilization of tin-coupled polymers 失效
标题翻译：锡偶合聚合物的稳定化
公开(公告)号：US5739182A
公开(公告)日：1998-04-14
申请号：US791929
申请日：1997-01-31
申请人： Wen-Liang Hsu , Adel Farhan Halasa
发明人： Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： C08C19/44 , C08K5/04 , C08K5/17 , C08K5/34 , C08K5/35 , C08K5/3495
CPC分类号： C08K5/17 , C08C19/44 , C08K5/34
摘要： The process of this invention can be utilized to stabilize tin-coupled rubbery polymers. This process involves adding a chelating diamine to the rubbery polymer after the tin coupling has been carried out. This invention more specifically discloses a process for improving the stability of a tin-coupled rubbery polymer which comprises adding a tertiary chelating amine to the tin-coupled rubbery polymer subsequent to the time at which the tin-coupled rubbery polymer is coupled. The tertiary chelating amine will preferably be a tertiary chelating alkyl 1,2-ethylene diamine, such as N,N,N',N'-tetramethylethylenediamine.
摘要翻译：本发明的方法可用于稳定锡偶联的橡胶状聚合物。该方法包括在进行锡偶合之后将螯合二胺加入到橡胶状聚合物中。本发明更具体地公开了一种改进锡 - 偶联橡胶状聚合物稳定性的方法，该方法包括在锡 - 偶联的橡胶状聚合物偶合的时间之后向锡偶合的橡胶状聚合物中加入叔螯合胺。叔螯合胺优选为叔螯合烷基1,2-乙二胺，例如N，N，N'，N'-四甲基乙二胺。

29. 发明授权

US5677402A Process for preparing 3,4-polyisoprene rubber 失效
标题翻译：制备3,4-聚异戊二烯橡胶的方法
公开(公告)号：US5677402A
公开(公告)日：1997-10-14
申请号：US685762
申请日：1996-07-24
申请人： Adel Farhan Halasa , Wen-Liang Hsu
发明人： Adel Farhan Halasa , Wen-Liang Hsu
IPC分类号： C08F4/48 , C08F136/06 , C08F136/08
CPC分类号： C08F136/08 , C08F136/06
摘要： This invention reveals an initiator system which is comprised of (a) a lithium initiator, (b) a sodium alkoxide and (c) a polar modifier; wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1. The subject invention also discloses a process for preparing 3,4-polyisoprene rubber which comprises polymerizing isoprene monomer with a lithium initiator at a temperature which is within the range of about 30.degree. C. to about 100.degree. C. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1.
摘要翻译：本发明揭示了一种引发剂体系，其包括（a）锂引发剂，（b）醇钠和（c）极性改性剂; 其中所述醇钠与所述锂引发剂的摩尔比在约0.05:1至约3:1的范围内; 并且其中极性改性剂与锂引发剂的摩尔比在约0.25:1至约5:1的范围内。本发明还公开了一种制备3,4-聚异戊二烯橡胶的方法，该方法包括在钠存在下，在约30℃至约100℃的温度范围内用锂引发剂聚合异戊二烯单体醇盐和极性改性剂，其中烷氧基钠与锂引发剂的摩尔比在约0.05:1至约3:1的范围内; 并且其中极性改性剂与锂引发剂的摩尔比在约0.25:1至约5:1的范围内。

30. 发明授权

US5654384A Process for preparing high vinyl polbutadiene rubber 失效
标题翻译：制备高乙烯基聚丁二烯橡胶的方法
公开(公告)号：US5654384A
公开(公告)日：1997-08-05
申请号：US622272
申请日：1996-03-27
申请人： Adel Farhan Halasa , Wen-Liang Hsu , David John Zanzig , Paul Harry Sandstrom , Steven Kristofer Henning , Danielle Lucas
发明人： Adel Farhan Halasa , Wen-Liang Hsu , David John Zanzig , Paul Harry Sandstrom , Steven Kristofer Henning , Danielle Lucas
IPC分类号： B60C1/00 , C08F2/38 , C08F2/44 , C08F4/48 , C08F36/00 , C08F36/04 , C08F36/06 , C08F136/06 , C08L9/00 , C08L21/00
CPC分类号： C08F36/04 , C08F136/06 , C08L9/00 , C08K5/06 , C08K5/17 , Y10S152/905
摘要： This invention reveals a process for preparing high vinyl polybutadiene rubber which comprises polymerizing 1,3-butadiene monomer with a lithium initiator at a temperature which is within the range of about 5.degree. C. to about 100.degree. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the polar modifier is within the range of about 0.1:1 to about 10:1; and wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 10:1.
摘要翻译：本发明揭示了一种制备高乙烯基聚丁二烯橡胶的方法，其包括在醇钠存在下，在约5℃至约100℃的温度范围内使锂引发剂聚合1,3-丁二烯单体，以及极性改性剂，其中烷氧基钠与极性改性剂的摩尔比在约0.1:1至约10:1的范围内; 并且其中所述醇钠与所述锂引发剂的摩尔比在约0.05:1至约10:1的范围内。

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