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    • 2. 发明申请
    • DENDRIMERS OF RUBBERY POLYMERS
    • 橡胶聚合物胶粘剂
    • US20100043938A1
    • 2010-02-25
    • US12611807
    • 2009-11-03
    • Adel Farhan HalasaWen-Liang HsuChad Aaron Jasiunas
    • Adel Farhan HalasaWen-Liang HsuChad Aaron Jasiunas
    • B60C1/00C08G77/06C08G79/12
    • C08C19/44B60C1/0016C08G83/003C08L15/00C08L101/005Y10T152/10Y10T152/10495
    • This invention discloses a process for synthesizing a dendrimer of a rubbery polymer comprising: (a) reacting a lithium terminated rubbery polymer with a halogenated silicon containing compound to produce a polymer which is terminated with halogenated silicon moieties, wherein the halogenated silicon contain compound has at least four halogen atoms which are bonded directly to silicon atoms, wherein the ratio of the lithium terminated rubbery polymer to halogen atoms in the halogenated silicon containing compound is within the range of 2:n to (n-1):n, wherein n represents the number of halogen atoms that are bonded directly to silicon atoms in the halogenated silicon containing compound, wherein the halogenated silicon containing compound contains at least three halogen atoms which are bonded directly to a silicon atom; (b) reacting the polymer which is terminated with halogenated silicon moieties with a molar excess of a tertiary alcohol to produce a polymer which is terminated with hydroxy silyl moieties; and (c) allowing the polymer which is terminated with the hydroxy silyl moieties to couple under conditions sufficient to produce a dendrimer containing siloxane linkages. It has also be found that similar dendrimers having improved processability can be make utilizing halogenated tin containing compounds in stead of the halogenated silicon containing compound.
    • 本发明公开了一种用于合成橡胶状聚合物树枝状聚合物的方法,包括:(a)使锂封端的橡胶状聚合物与含卤化硅的化合物反应以制备用卤化硅部分封端的聚合物,其中卤化硅含有化合物在 至少四个与硅原子直接键合的卤素原子,其中锂封端的橡胶状聚合物与含卤化硅化合物中的卤素原子的比例在2:n至(n-1):n的范围内,其中n表示 与卤代硅化合物中的硅原子直接键合的卤素原子数,其中含卤化硅的化合物含有至少三个与硅原子直接键合的卤素原子; (b)将用卤代硅部分封端的聚合物与摩尔过量的叔醇反应,以产生用羟基甲硅烷基部分封端的聚合物; 和(c)使在羟基甲硅烷基部分封端的聚合物在足以产生含有硅氧烷键的树枝状聚合物的条件下偶联。 还可以发现,具有改进加工性能的类似树枝状大分子可以利用含卤化锡的化合物代替含卤化硅的化合物。
    • 4. 发明授权
    • Group III-B metal catalyst system
    • III-B族金属催化剂体系
    • US07022783B2
    • 2006-04-04
    • US10765485
    • 2004-01-27
    • Wen-Liang HsuAdel Farhan HalasaChad Aaron Jasiunas
    • Wen-Liang HsuAdel Farhan HalasaChad Aaron Jasiunas
    • C08F4/52C08F236/06C08F236/08
    • C08F36/04C08F136/06C08F136/08C08F4/58C08F4/545C08F236/06C08F236/08
    • The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics. This invention more specifically discloses a process for the synthesis of isoprene-butadiene rubber which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a Group III-B metal containing catalyst system that is made by the sequential steps of (I) reacting an organometalic compound that contains a metal from Group III-B of the Periodic System with an organoaluminum compound at a temperature which is within the range of 50° C. to 100° C. to produce an aluminum modified Group III-B metal containing catalyst component, and (II) mixing the aluminum modified Group III-B metal containing catalyst component with a halogen containing compound, wherein the catalyst system is void of compounds selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols, aliphatic thiols, cycloaliphatic thiols, trialkyl silanols, and triaryl silanols.
    • 本发明涉及一种用于合成1,3-丁二烯和异戊二烯橡胶状非渐变,无规共聚物的技术。 这些橡胶状共聚物表现出用于卡车轮胎的轮胎胎侧橡胶化合物中的优异的性能组合。 通过在轮胎侧壁中使用这些异戊二烯 - 丁二烯橡胶,可以在不牺牲滚动阻力的情况下构建具有改善的耐切割生长性的轮胎。 这种橡胶也可以用在轮胎胎面胶料中以改善胎面磨损特性并降低滚动阻力而不牺牲牵引特性。 本发明更具体地公开了一种用于合成异戊二烯 - 丁二烯橡胶的方法,该方法包括在含有III-B族金属的催化剂体系存在下,将异戊二烯单体和1,3-丁二烯单体在有机溶剂中共聚, 步骤(I)使含有周期性体系的III-B族金属的有机金属化合物与有机铝化合物在50℃至100℃的温度范围内反应,生成铝改性基团 含有III-B族金属的催化剂组分,和(II)将含有铝的改性的含III-B族金属的催化剂组分与含卤素化合物混合,其中催化剂体系没有选自脂族醇,脂环族醇, 脂族硫醇,脂环族硫醇,三烷基硅烷醇和三芳基硅烷醇。
    • 5. 发明授权
    • Synthesis of rubber having a low vinyl content
    • 低乙烯基含量的橡胶的合成
    • US06583244B1
    • 2003-06-24
    • US09999854
    • 2001-10-31
    • Chad Aaron JasiunasJohn Robert Zuppo, IIIAdel Farhan HalasaWen-Liang Hsu
    • Chad Aaron JasiunasJohn Robert Zuppo, IIIAdel Farhan HalasaWen-Liang Hsu
    • C08F446
    • C08F4/48C08C19/44C08F36/04
    • Metal salts of cyclic alcohols can be used as modifiers in lithium initiated solution polymerizations of diene monomers into rubbery polymers having a low vinyl content. For instance, such initiator systems can be used in the copolymerization of styrene and isoprene to produce low vinyl styrene-isoprene rubber having a random distribution of repeat units that are derived from styrene. It is important for such polymerizations to be conducted in the absence of polar modifiers, such as Lewis bases. The subject invention more specifically discloses an initiator system which is comprised of (a) a lithium initiator and (b) a metal salt of a cyclic alcohol, wherein said initiator system is void of polar modifiers. The present invention also discloses a process for preparing a rubbery polymer having a low vinyl content which comprises: polymerizing at least one diene monomer with a lithium initiator at a temperature which is within the range of about 5° C. to about 100° C. in the presence of a metal salt of a cyclic alcohol, wherein the molar ratio of the metal salt of the cyclic alcohol to the lithium initiator is within the range of about 0.05:1 to about 10:1, and wherein the process is conducted in the absence of polar modifiers.
    • 环醇的金属盐可以用作二烯单体的锂引发溶液聚合成具有低乙烯基含量的橡胶状聚合物中的改性剂。 例如,这种引发剂体系可以用于苯乙烯和异戊二烯的共聚合以制备具有衍生自苯乙烯的重复单元的随机分布的低乙烯基苯乙烯 - 异戊二烯橡胶。 在没有极性改性剂如路易斯碱的情况下进行这种聚合是重要的。 本发明更具体地公开了一种引发剂体系,其包括(a)锂引发剂和(b)环状醇的金属盐,其中所述引发剂体系没有极性改性剂。 本发明还公开了一种制备低乙烯基含量的橡胶状聚合物的方法,该方法包括:在约5℃至约100℃范围内的温度下,用锂引发剂聚合至少一种二烯单体。 在环醇的金属盐的存在下,其中环醇与锂引发剂的金属盐的摩尔比在约0.05:1至约10:1的范围内,并且其中所述方法在 没有极性改性剂。
    • 8. 发明授权
    • Dendrimers of rubbery polymers
    • 橡胶聚合物的树枝状聚合物
    • US07612147B2
    • 2009-11-03
    • US11176457
    • 2005-07-07
    • Adel Farhan HalasaWen-Liang HsuChad Aaron Jasiunas
    • Adel Farhan HalasaWen-Liang HsuChad Aaron Jasiunas
    • C08C19/25C08F8/18C08F36/04C08J3/24
    • C08C19/44B60C1/0016C08G83/003C08L15/00C08L101/005Y10T152/10Y10T152/10495
    • This invention discloses a process for synthesizing a dendrimer of a rubbery polymer comprising: (a) reacting a lithium terminated rubbery polymer with a halogenated silicon containing compound to produce a polymer which is terminated with halogenated silicon moieties, wherein the halogenated silicon contain compound has at least four halogen atoms which are bonded directly to silicon atoms, wherein the ratio of the lithium terminated rubbery polymer to halogen atoms in the halogenated silicon containing compound is within the range of 2:n to (n−1):n, wherein n represents the number of halogen atoms that are bonded directly to silicon atoms in the halogenated silicon containing compound, wherein the halogenated silicon containing compound contains at least three halogen atoms which are bonded directly to a silicon atom; (b) reacting the polymer which is terminated with halogenated silicon moieties with a molar excess of a tertiary alcohol to produce a polymer which is terminated with hydroxy silyl moieties; and (c) allowing the polymer which is terminated with the hydroxy silyl moieties to couple under conditions sufficient to produce a dendrimer containing siloxane linkages. It has also be found that similar dendrimers having improved processability can be make utilizing halogenated tin containing compounds in stead of the halogenated silicon containing compound.
    • 本发明公开了一种用于合成橡胶状聚合物树枝状聚合物的方法,其包括:(a)使锂封端的橡胶状聚合物与含卤化硅的化合物反应以制备用卤化硅部分封端的聚合物,其中卤化硅含有化合物在 至少四个与硅原子直接键合的卤素原子,其中锂封端的橡胶状聚合物与含卤化硅化合物中的卤素原子的比例在2:n至(n-1):n的范围内,其中n表示 与卤代硅化合物中的硅原子直接键合的卤素原子数,其中含卤化硅的化合物含有至少三个与硅原子直接键合的卤素原子; (b)将用卤代硅部分封端的聚合物与摩尔过量的叔醇反应,以产生用羟基甲硅烷基部分封端的聚合物; 和(c)使在羟基甲硅烷基部分封端的聚合物在足以产生含有硅氧烷键的树枝状聚合物的条件下偶联。 还可以发现,具有改进加工性能的类似树枝状大分子可以利用含卤化锡的化合物代替含卤化硅的化合物。
    • 9. 发明授权
    • Catalyst for synthesizing high trans polymers
    • 用于合成高反式聚合物的催化剂
    • US07189792B2
    • 2007-03-13
    • US11311495
    • 2005-12-19
    • Adel Farhan HalasaWen-Liang HsuChad Aaron JasiunasLaurie Elizabeth Austin
    • Adel Farhan HalasaWen-Liang HsuChad Aaron JasiunasLaurie Elizabeth Austin
    • C08F4/50C08F36/06
    • C08F36/06C08F4/484C08F4/52C08F4/48C08F4/50
    • The process and catalyst of this invention can be utilized to synthesize homo and copolymers of conjugated diene monomers and vinyl aromatic monomers having high trans contents of greater than 60% with low melting points. These homo and copolymers of conjugated diene monomers and vinyl aromatic monomers can be utilized in tire tread and sidewall rubbers that exhibit outstanding wear and tear characteristics in the tread and excellent flexing properties in the sidewall. The rubber polymers of this invention are made utilizing an improved catalyst system. This catalyst system is comprised of (a) organo aluminum compounds, (b) organo lithium compounds, (c) a barium compound selected from barium salts of (i) di(ethylene glycol) ethyl ether, (ii) di(ethylene glycol) propyl ether, (iii) di(ethylene glycol) hexyl ether, (iv) di(N,N-dimethyl amino glycol) ethyl ether, (v) menthol and thymol in the presence of polar modifier consisting of water, alcohols, amines, thiols, phosphates and phosphites. The trans polymers and copolymers of this invention made with the above catalyst system typically have a glass transition temperature ranging from −97° C. to −40° C., a melt temperature ranging from −30° C. to +30° C., and a number average molecular weight from 20,000 to 250,000. The inclusion of such polar modifiers in the barium catalyst system results in a high styrene content in copolymerization, a high trans content, and high molecular weight. Copolymers of conjugated diolefin monomers and vinyl aromatic monomers made with the catalyst system of this invention also have a tapered macrostructure.
    • 本发明的方法和催化剂可用于合成共轭二烯单体和具有高反式含量大于60%的低熔点的乙烯基芳族单体的均聚物和共聚物。 共轭二烯单体和乙烯基芳族单体的这些均聚物和共聚物可以用于轮胎胎面和侧壁橡胶,其在胎面中表现出优异的耐磨性和优异的弯曲性能。 使用改进的催化剂体系制备本发明的橡胶聚合物。 该催化剂体系包括(a)有机铝化合物,(b)有机锂化合物,(c)选自(i)二(乙二醇)乙醚的钡盐,(ii)二(乙二醇) 丙基醚,(iii)二(乙二醇)己基醚,(iv)二(N,N-二甲基氨基乙二醇)乙醚,(v)薄荷醇和百里酚在由水,醇,胺, 硫醇,磷酸盐和亚磷酸盐。 用上述催化剂体系制备的本发明的反式聚合物和共聚物通常具有-97℃至-40℃的熔融温度范围为-30℃至+ 30℃的玻璃化转变温度。 ,数均分子量为20,000〜250,000。 在钡催化剂体系中包含这种极性改性剂导致共聚反应中苯乙烯含量高,反式含量高,分子量高。 用本发明的催化剂体系制得的共轭二烯烃单体和乙烯基芳族单体的共聚物也具有锥形宏观结构。