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71. 发明授权

US07321017B1 Amine containing catalyst system and methods of use thereof 失效
标题翻译：含胺催化剂体系及其使用方法
公开(公告)号：US07321017B1
公开(公告)日：2008-01-22
申请号：US11466920
申请日：2006-08-24
申请人： Adel Farhan Halasa , Wen-Liang Hsu , Chad Aaron Jasiunas , John Robert Zuppo, III , Lauire Elizabeth Austin
发明人： Adel Farhan Halasa , Wen-Liang Hsu , Chad Aaron Jasiunas , John Robert Zuppo, III , Lauire Elizabeth Austin
IPC分类号： C08F4/52 , C08F4/48 , C08F36/04
CPC分类号： C08F36/04 , B60C1/0016 , C08F4/52 , C08F4/50
摘要： The present invention is directed to an amine containing catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber and styrene-butadiene rubber, having a high trans microstructure. The catalyst system, in one embodiment, includes (a) an organolithium compound, (b) a group IIa metal salt, (c) an organoaluminum compound, and (d) an amine compound which can be selected from (1) a heterocyclic aromatic compound which includes a ring structure with one or more nitrogen atoms as part of the ring; (2) a heterocyclic non-aromatic compound which includes a ring structure with two or more nitrogen atoms as part of the ring; (3) an aromatic compound including a ring structure substituted with at least one amine and at least one polar functionality containing group selected from a carboxyl group or a hydroxyl group; (4) a bicyclic chelating diamine compound; or (5) an aliphatic amine which includes a C5-C20 alkyl group.
摘要翻译：本发明涉及一种用于合成橡胶状聚合物的胺类催化剂体系，如聚丁二烯橡胶和苯乙烯 - 丁二烯橡胶，具有高的反相微观结构。在一个实施方案中，催化剂体系包括（a）有机锂化合物，（b）IIa族金属盐，（c）有机铝化合物和（d）胺化合物，其可以选自（1）杂环芳族化合物，其包含具有一个或多个氮原子作为环的一部分的环结构; （2）包含具有两个以上氮原子的环结构作为环的一部分的杂环非芳族化合物; （3）包含被至少一个胺和至少一个选自羧基或羟基的极性官能团的基团取代的环结构的芳族化合物; （4）双环螯合二胺化合物; 或（5）包含C 5 -C 20烷基的脂族胺。

72. 发明授权

US07291687B1 Catalyst system for synthesizing rubbery polymers having a high trans microstructure content 失效
标题翻译：用于合成具有高反式显微组织含量的橡胶状聚合物的催化剂体系
公开(公告)号：US07291687B1
公开(公告)日：2007-11-06
申请号：US11468921
申请日：2006-08-31
申请人： Adel Farhan Halasa , Laurie Elizabeth Austin , Wen-Liang Hsu
发明人： Adel Farhan Halasa , Laurie Elizabeth Austin , Wen-Liang Hsu
IPC分类号： C08F36/04 , C08F4/50
CPC分类号： C08F36/04 , C08F4/54
摘要： The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber and styrene-butadiene rubber, having a high trans microstructure. The catalyst system, in one embodiment, includes (a) a barium salt of an alcohol that is soluble in a hydrocarbon solvent, and (b) an organomagnesium compound. In one example, the alcohol is a primary or secondary alcohol. The catalyst system can further optionally include an alkali metal alkoxide, an organolithium compound, an amine compound, or mixtures thereof.
摘要翻译：本发明涉及一种用于合成橡胶状聚合物的催化剂体系，如聚丁二烯橡胶和苯乙烯 - 丁二烯橡胶，其具有高的反相微观结构。在一个实施方案中，催化剂体系包括（a）可溶于烃溶剂的醇的钡盐和（b）有机镁化合物。在一个实例中，醇是伯醇或仲醇。催化剂体系还可任选地包括碱金属醇盐，有机锂化合物，胺化合物或其混合物。

73. 发明授权

US06884835B2 Process for making light weight rubber composition containing clay 失效
标题翻译：制造含有粘土的轻质橡胶组合物的方法
公开(公告)号：US06884835B2
公开(公告)日：2005-04-26
申请号：US10783135
申请日：2004-02-20
申请人： Manoj Ajbani , Wen-Liang Hsu , Adel Farhan Halasa , Ginger Lee , Eric Sean Castner
发明人： Manoj Ajbani , Wen-Liang Hsu , Adel Farhan Halasa , Ginger Lee , Eric Sean Castner
IPC分类号： B60C1/00 , C08K3/04 , C08K3/34 , C08K5/54 , C08K7/00 , C08K9/04 , C08L21/00 , C08K3/36
CPC分类号： C08K3/346 , C08K9/04 , Y10S152/905 , C08L19/006
摘要： This invention relates to a process for making a vulcanized rubber article comprising the steps of (1) kneading at a temperature within the range of about 70° C. to about 190° C. in a bulk thermomechanical mixer (a) an amino group containing rubbery polymer, wherein said amino group containing rubbery polymer contains from about 0.1 weight percent to about 20 weight percent monomer units containing an amino group, (b) from 0.1 to about 25 phr of an organophilic 2:1 layered silicate clay selected from the group consisting of montmorillonite clays, bentonite clays, hectorite clays, saponite clays, nontronite clays, beidellite clays, fluorohectorite clays, stevensite clays, volkonskoite clays, sauconite clays, and laponite clays, and (c) at least one conventional rubber compounding ingredient selected from the group consisting of curing agents, cure accelerators, cure activators, processing aids, reinforcing fillers, oils, cure retarders, resins, and antidegradants, to produce a mixed compound; (2) discharging the said mixed compound from the bulk thermomechanical mixer; (3) forming the mixed compound into an article; and (4) vulcanizing the article.
摘要翻译：本发明涉及一种硫化橡胶制品的制造方法，其包括以下步骤：（1）在体积热机械混合器（a）中在约70℃至约190℃的温度范围内捏合含氨基橡胶质聚合物，其中所述含氨基的橡胶状聚合物含有约0.1重量％至约20重量％的含氨基的单体单元，（b）0.1至约25phr的有机亲水性2:1层状硅酸盐粘土，其选自由蒙脱石粘土，膨润土，锂蒙脱石粘土，皂石粘土，白云石粘土，白垩纪粘土，氟代锂蒙脱石粘土，滑石岩粘土，膨润土粘土，松香石粘土和锂皂石粘土组成，和（c）至少一种常规的橡胶配混成分，由固化剂，固化促进剂，固化活化剂，加工助剂，增强填料，油，固化缓凝剂，树脂和抗降解剂组成的组，以产生混合c ; （2）从本体热机械混合器排出所述混合化合物; （3）将混合的化合物形成制品; 和（4）硫化该制品。

74. 发明授权

US06670435B2 Process for synthesizing trans-1,4-polybutadiene 失效
标题翻译：合成反式-1,4-聚丁二烯的方法
公开(公告)号：US06670435B2
公开(公告)日：2003-12-30
申请号：US10308253
申请日：2002-12-02
申请人： Wen-Liang Hsu , Adel Farhan Halasa
发明人： Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： C08F446
CPC分类号： C08F136/06 , C08F4/50 , C08F4/48
摘要： The process and catalyst system of this invention can be utilized to synthesize polybutadiene rubber having a high trans content and a low melting point by solution polymerization. The trans-polybutadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit outstanding wear characteristics. More importantly, the trans-polybutadiene rubber of this invention can be easily processed because of its low level of crystallinity. In fact, the trans-polybutadiene made by the process of this invention does not need to be heated in a “hot-house” before being used in making rubber compounds. This invention more specifically reveals a process for synthesizing trans-polybutadiene rubber which comprises polymerizing 1,3-butadiene in an organic solvent in the presence of a catalyst system which comprises (a) an organolithium compound, (b) a barium compound selected from the group consisting of (i) barium salts of cyclic alcohols, such as barium mentholate, and (ii) barium thymol, and (c) an organoaluminum compound. The trans-polybutadiene made with the catalyst system of this invention typically has a glass transition temperature that is within the range of about −97° C. to about −90° C., a melting point that is within the range of about −30° C. to about 30° C., and a number average molecular weight that is within the range of about 50,000 to about 200,000.
摘要翻译：本发明的方法和催化剂体系可用于通过溶液聚合合成具有高反式含量和低熔点的聚丁二烯橡胶。通过本发明方法制备的反式聚丁二烯橡胶可以用于表现出优异的磨损特性的轮胎胎面橡胶。更重要的是，本发明的反式聚丁二烯橡胶由于其低结晶度而易于加工。事实上，本发明方法制造的反式聚丁二烯在用于制造橡胶化合物之前不需要在“热房”中加热。本发明更具体地揭示了一种合成反式聚丁二烯橡胶的方法，该方法包括在催化剂体系存在下在有机溶剂中聚合1,3-丁二烯，所述催化剂体系包含（a）有机锂化合物，（b）选自包括（i）环状醇的钡盐，例如薄荷醇钡，和（ii）钡百里酚，和（c）有机铝化合物。用本发明的催化剂体系制备的反式聚丁二烯通常具有在约-97℃至约-90℃范围内的玻璃化转变温度，熔点在约-30℃ 约30℃，数均分子量在约50,000至约200,000的范围内。

75. 发明授权

US06608154B2 Process for synthesizing trans polydiene rubber 失效
公开(公告)号：US06608154B2
公开(公告)日：2003-08-19
申请号：US10178493
申请日：2002-06-24
申请人： Adel Farhan Halasa , Wen-Liang Hsu , Laurie Elizabeth Austin , Chad Aaron Jasiunas
发明人： Adel Farhan Halasa , Wen-Liang Hsu , Laurie Elizabeth Austin , Chad Aaron Jasiunas
IPC分类号： C08F450
CPC分类号： C08F136/06 , C08F4/50 , C08F4/48
摘要： The process and catalyst system of this invention can be utilized to synthesize polybutadiene rubber having a high trans content and a low melting point by solution polymerization. The trans-polybutadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit outstanding wear characteristics. More importantly, the trans-polybutadiene rubber of this invention can be easily processed because of its low level of crystallinity. In fact, the trans-polybutadiene made by the process of this invention does not need to be heated in a “hot-house” before being used in making rubber compounds. The process and catalyst system of this invention can also be used in the synthesis of trans-styrene-butadiene rubber (SBR). This invention more specifically reveals a process for synthesizing trans-polybutadiene rubber which comprises polymerizing 1,3-butadiene in an organic solvent in the presence of a catalyst system which comprises (a) an organolithium compound, (b) a barium compound selected from the group consisting of (i) barium salts of cyclic alcohols, such as barium mentholate, and (ii) barium thymol, and (c) an organoaluminum compound.

76. 发明授权

US06420484B1 Asymmetrical tin-coupled rubbery polymers 失效
标题翻译：不对称锡偶联橡胶聚合物
公开(公告)号：US06420484B1
公开(公告)日：2002-07-16
申请号：US09968464
申请日：2001-10-01
申请人： Wen-Liang Hsu , Adel Farhan Halasa , Barry Allen Matrana
发明人： Wen-Liang Hsu , Adel Farhan Halasa , Barry Allen Matrana
IPC分类号： C08F842
CPC分类号： C08C19/44
摘要： Tire rubbers which are prepared by anionic polymerization are frequently coupled with a suitable coupling agent, such as a tin halide, to improve desired properties. It has been unexpectedly found that greatly improved properties for tire rubbers, such as lower hysteresis, can be attained by asymmetrically coupling the rubber. This invention more specifically discloses an asymmetrical tin-coupled rubbery polymer which is particularly valuable for use in manufacturing tire tread compounds, said asymmetrical tin-coupled rubbery polymer being comprised of a tin atom having at least three polydiene arms covalently bonded thereto, wherein said polydiene arms have a weight average molecular weight which is within the range of about 80,000 to about 300,000, wherein the polydiene arms do not contain blocks of more than about 4 repeat units of vinyl aromatic monomers, and wherein the ratio of the weight average molecular weight to the number average molecular weight of the asymmetrical tin-coupled rubbery polymer is within the range of about 1.4 to about 2.0.
摘要翻译：通过阴离子聚合制备的轮胎橡胶通常与合适的偶合剂如卤化锡偶联，以改善所需的性能。已经意外地发现，通过不对称地连接橡胶，可以获得轮胎橡胶的较大改善的性能，例如较低的滞后。本发明更具体地公开了一种非对称锡 - 偶联橡胶状聚合物，其特别有价值地用于制造轮胎胎面胶料，所述不对称锡 - 偶联橡胶状聚合物由具有共价键合至少三个聚二烯臂的锡原子组成，其中所述聚二烯臂的重均分子量在约80,000至约300,000的范围内，其中聚二烯臂不含有大于约4个重复单元的乙烯基芳族单体的嵌段，并且其中重均分子量与不对称锡偶联橡胶状聚合物的数均分子量在约1.4至约2.0的范围内。

77. 发明授权

US06410624B1 Tire with tread of novel polymer blend including styrene-rich styrene/isoprene/butadiene segmented terpolymer 失效
标题翻译：轮胎具有新型聚合物共混物的胎面，包括富含苯乙烯的苯乙烯/异戊二烯/丁二烯分段三元共聚物
公开(公告)号：US06410624B1
公开(公告)日：2002-06-25
申请号：US09395446
申请日：1999-09-14
申请人： Neil Arthur Maly , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa
发明人： Neil Arthur Maly , Paul Harry Sandstrom , Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： C08K524
CPC分类号： C08K5/548 , B60C1/0016 , C08K3/04 , C08L9/00 , C08L9/06 , C08L2205/02 , Y02T10/862 , C08L21/00 , C08L2666/08
摘要： Rubber compositions comprised of novel blends of segmented styrene-rich styrene/isoprene/butadiene terpolymer elastomer and at least one additional elastomer and tires with treads comprised of such rubber composition. Such tires may exhibit increased traction and reduced rolling resistance.
摘要翻译：橡胶组合物由分段富含苯乙烯的苯乙烯/异戊二烯/丁二烯三元共聚物弹性体的新共混物和至少一种另外的弹性体和具有由这种橡胶组合物构成的胎面的轮胎组成。这种轮胎可能表现出增加的牵引力和降低的滚动阻力。

78. 发明授权

US06378582B1 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：US06378582B1
公开(公告)日：2002-04-30
申请号：US09665863
申请日：2000-09-20
申请人： Paul Harry Sandstrom , Adel Farhan Halasa , Wen-Liang Hsu , Edward John Blok
发明人： Paul Harry Sandstrom , Adel Farhan Halasa , Wen-Liang Hsu , Edward John Blok
IPC分类号： B60C1100
CPC分类号： B60C1/0016 , Y02T10/862
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) 10 phr to 35 phr of high vinyl polybutadiene rubber having a glass transition temperature which is within the range of −40° C. to 10° C., (2) 65 phr to 90 phr of tin-coupled isoprene-butadiene rubber having a glass transition temperature which is within the range of −90° C. to −70° C., (3) 30 phr to 90 phr of silica, (4) 5 phr to 50 phr of carbon black, (5) 2 phr to 50 phr of processing oil and (6) 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; 其中所述胎面由（1）10phr至35phr的玻璃化转变温度在-40℃至10℃范围内的高乙烯基聚丁二烯橡胶组成，（2）65phr至90phr至具有玻璃化转变温度在-90℃至-70℃范围内的锡偶联异戊二烯 - 丁二烯橡胶，（3）30phr至90phr二氧化硅，（4）5phr至50phr的炭黑，（5）2phr至50phr的加工油和（6）0.5phr至15phr的二氧化硅偶联剂。

79. 发明授权

US06180707B2 Stabilizer for tin-coupled elastomers 有权
标题翻译：锡偶合弹性体稳定剂
公开(公告)号：US06180707B2
公开(公告)日：2001-01-30
申请号：US09452228
申请日：1999-12-01
申请人： Wen-Liang Hsu , Adel Farhan Halasa
发明人： Wen-Liang Hsu , Adel Farhan Halasa
IPC分类号： C08K505
CPC分类号： C08K5/057 , C08L15/00
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 metal salt of a cyclic alcohol 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 metal salt of a cyclic alcohol to the tin-coupled rubbery polymer subsequent to the time at which the tin-coupled rubbery polymer is coupled. The use of metal salts of cyclic alcohols does not lead to recycle stream contamination because they 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。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环状醇的金属盐。本发明更具体地公开了一种改善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，向锡偶合的橡胶状聚合物中加入环状醇的金属盐。使用环醇的金属盐不会导致再循环流污染，因为它们在与己烷共蒸馏的蒸汽汽提过程中不与己烷共蒸馏或形成化合物。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。

80. 发明授权

US6103842A Process and catalyst system for synthesizing random trans SBR with low vinyl microstructure 失效
标题翻译：用于合成具有低乙烯基显微组织的随机反式SBR的工艺和催化剂体系
公开(公告)号：US6103842A
公开(公告)日：2000-08-15
申请号：US72492
申请日：1998-05-04
申请人： Adel Farhan Halasa , Wen-Liang Hsu , Laurie Elizabeth Austin
发明人： Adel Farhan Halasa , Wen-Liang Hsu , Laurie Elizabeth Austin
IPC分类号： B60C1/00 , C08F4/54 , C08F4/56 , C08F236/10 , C08F4/50 , C08F36/06
CPC分类号： C08F236/10 , C08F4/565
摘要： The process and catalyst system of this invention can be utilized to synthesize a highly random styrene-butadiene rubber having a high trans content by solution polymerization. The styrene-butadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit improved wear characteristics. This invention more specifically reveals a catalyst system for use in exothermal polymerizations which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide. The subject invention further discloses a process for synthesizing a random styrene-butadiene rubber having a low vinyl content by a process which comprises copolymerizing styrene and 1,3-butadiene under isothermal conditions in an organic solvent in the presence of a catalyst system which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide.
摘要翻译：本发明的方法和催化剂体系可用于通过溶液聚合合成具有高反式含量的高度无规的苯乙烯 - 丁二烯橡胶。通过本发明方法制备的苯乙烯 - 丁二烯橡胶可用于表现出改善的磨损特性的轮胎胎面橡胶。本发明更具体地揭示了一种用于放热聚合的催化剂体系，其基本上由（a）有机锂化合物，（b）烷氧基钡和（c）醇盐锂组成。本发明还公开了一种合成具有低乙烯基含量的无规苯乙烯 - 丁二烯橡胶的方法，该方法包括在等温条件下在有机溶剂中在催化剂体系存在下共聚苯乙烯和1,3-丁二烯的方法，所述催化剂体系基本上组成（a）有机锂化合物，（b）钡醇盐和（c）醇锂。

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