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    • 4. 发明授权
    • Composition curable by metathesis reaction
    • 通过复分解反应可固化的组合物
    • US06844409B2
    • 2005-01-18
    • US10430953
    • 2003-05-06
    • Christos AngeletakisMingfei Chen
    • Christos AngeletakisMingfei Chen
    • C07F15/00A61K6/10C08G61/08C08G77/20C08G77/38C08L83/07C08G77/08
    • C08L83/04A61K6/10C08G61/08C08G77/045C08G77/20C08K5/56
    • A composition curable by a metathesis reaction and comprising an olefin-containing resin system and metathesis catalyst. The resin system comprises siloxane-based oligomers or polymers end-capped and/or tethered with olefin functional groups that are capable of undergoing a metathesis reaction. The composition also includes a ruthenium carbene complex catalyst, whereby the catalyst initiates the metathesis reaction of the composition. The oligomer or polymer may be, for example, one or a combination of a telechelic polydimethylsiloxane end-capped with norbornenylethyl groups, a polydimethylsiloxane tethered and end-capped with norbornenylethyl groups, a tri-functional polydimethylsiloxane end-capped with norbornenylethyl groups, or a quadri-functional polydimethylsiloxane end-capped with norbornenylethyl groups. The catalyst may be, for example, a ruthenium carbene complex, such as 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene) dichloro(o-isopropoxyphenylmethylene) ruthenium.
    • 通过复分解反应可固化的组合物,其包含含烯烃的树脂体系和复分解催化剂。 树脂体系包含硅氧烷基低聚物或端基和/或与能够进行复分解反应的烯烃官能团连接的聚合物。 该组合物还包括钌卡宾络合物催化剂,由此催化剂引发组合物的复分解反应。 低聚物或聚合物可以是例如一种或其末端封端有降冰片烯乙基的遥爪聚二甲基硅氧烷,连接并用降冰片烯基乙基封端的聚二甲基硅氧烷,用降冰片烯乙基封端的三官能聚二甲基硅氧烷,或 用降冰片烯乙基封端的四官能聚二甲基硅氧烷。 催化剂可以是例如钌卡宾络合物,例如1,3-双 - (2,4,6-三甲基苯基)-2-(咪唑烷亚基)二氯(邻异丙氧基苯基亚甲基)钌。
    • 5. 发明授权
    • Dental impression material utilizing ruthenium metathesis catalyst
    • US06649146B2
    • 2003-11-18
    • US10010777
    • 2001-12-06
    • Christos AngeletakisMingfei Chen
    • Christos AngeletakisMingfei Chen
    • A61K716
    • A61K6/10C08L51/085
    • A composition for use as a dental impression material including a polymerizable resin consisting of oligomers or polymers functionalized with groups curable by ring opening metathesis polymerization. These oligomers or polymers are end-capped and/or tethered with said functional groups. The composition also includes a ruthenium carbene complex catalyst, whereby the catalyst initiates ring-opening metathesis polymerization of the composition. The invention includes a paste/paste system in which a base paste includes the polymerizable oligomer or polymer and an inorganic dental filler system and in which a catalyst paste includes the catalyst dissolved in an inert solvent and an inorganic dental filler system. The oligomer or polymer may be, for example, one or a combination of a telechelic polydimethylsiloxane end-capped with norbornenyl groups, a polydimethylsiloxane tethered and end-capped with norbornenyl groups, a tri-functional polydimethylsiloxane end-capped with norbornenyl groups, or a quadri-functional polydimethylsiloxane end-capped with norbornenyl groups. The catalyst may be, for example, a ruthenium carbene complex with a ligand having a basicity higher than tricyclohexylphosphine. The composition of the present invention exhibits reduced sensitivity to sulfur impurities.
    • 7. 发明授权
    • Metathesis-curable composition with a reaction control agent
    • 具有反应控制剂的易位固化组合物
    • US07683148B2
    • 2010-03-23
    • US11428105
    • 2006-06-30
    • Christos Angeletakis
    • Christos Angeletakis
    • C08F4/80
    • A61K6/10B01J31/2265B01J31/2273B01J2231/122B01J2231/54B01J2531/821B01J2531/825C08G61/08C08G77/20
    • A composition curable by a metathesis reaction upon mixing its components and comprising an olefin-containing substrate, a metathesis catalyst, and a reaction control agent for slowing the progress of the metathesis reaction. The metathesis catalyst is a ruthenium or osmium carbene complex catalyst having high activity and good air stability. In one embodiment, the catalyst is free of phosphine ligands. The reaction control agent is an organic compound that contains carbon-carbon double and/or triple bonds and one or more Group 14 atoms and is present in an amount effective to slow the progress of the metathesis reaction. In one embodiment, the olefin-containing substrate may comprise one or more oligomers or polymers having a >20 wt. % linear siloxane (Si—O—Si) backbone tethered and/or end-capped with functional olefin groups, such as cycloalkenyl group.
    • 通过复分解反应混合其组分可固化的组合物,其包含含烯烃的底物,复分解催化剂和用于减缓复分解反应进程的反应控制剂。 复分解催化剂是具有高活性和良好的空气稳定性的钌或咔啉络合物催化剂。 在一个实施方案中,催化剂不含膦配​​体。 反应控制剂是含有碳 - 碳双键和/或三键和一个或多个第14族原子并且以有效减缓复分解反应进程的量存在的有机化合物。 在一个实施方案中,含烯烃的底物可以包含一种或多种低聚物或具有> 20wt。 用线性硅氧烷(Si-O-Si)骨架连接和/或用功能烯烃基团例如环烯基封端的(或)封端的直链硅氧烷(Si-O-Si)骨架。
    • 9. 发明授权
    • Method of curing composition by metathesis reaction using reaction control agent
    • 使用反应控制剂通过复分解反应固化组合物的方法
    • US07060769B2
    • 2006-06-13
    • US10430590
    • 2003-05-06
    • Christos Angeletakis
    • Christos Angeletakis
    • C08F4/80
    • C08G61/06
    • A method of controlled curing by a metathesis reaction upon mixing its components, the method including the step of mixing an olefin-containing substrate, a metathesis catalyst, and a reaction control agent. The metathesis catalyst is a ruthenium or osmium carbene complex catalyst, such as one containing an alkylidene ligand with basicity higher than that of tricyclohexylphosphine (PCy3) and a neutral electron donor ligand with a basicity lower than that of PCy3, whereby the catalyst initiates the metathesis reaction of the composition upon mixing with the substrate. The reaction control agent is effective to slow the progress of the metathesis reaction and prevent its completion in the absence of an elevated temperature. The control agent may be a hydrocarbon containing carbon-carbon double bonds and/or triple bonds, or maybe a modified hydrocarbon with one or more Group 14 or 15 atoms. Prior to catalyst deactivation, the mixture is exposed to an elevated temperature to accelerate the catalyst and allow the metathesis reaction to proceed toward completion.
    • 在混合其组分时通过复分解反应控制固化的方法,所述方法包括混合含烯烃底物,复分解催化剂和反应控制剂的步骤。 复分解催化剂是钌或锇卡宾络合物催化剂,例如含有碱性高于三环己基膦(PCY 3 N 3)的亚烷基配体的碱金属配合物催化剂,和碱性低于 PCy 3,由此催化剂在与基材混合时引发组合物的复分解反应。 反应控制剂有效地减缓复分解反应的进行并防止其在没有升高的温度下完成。 控制剂可以是含有碳 - 碳双键和/或三键的烃,或者可以是具有一个或多个14或15族原子的改性烃。 在催化剂失活之前,将混合物暴露于升高的温度以加速催化剂并允许复分解反应进行到完成。
    • 10. 发明授权
    • Accelerator for metathesis catalyst
    • 复分解催化剂加速剂
    • US06861386B2
    • 2005-03-01
    • US10313359
    • 2002-12-06
    • Christos AngeletakisMingfei Chen
    • Christos AngeletakisMingfei Chen
    • C08G61/02C08G61/06B01J31/00
    • C08G61/06
    • A polymerizable composition including a resin system comprising oligomers or polymers functionalized with groups curable by ring opening metathesis polymerization, a metathesis catalyst, and a catalyst accelerator. In examples of the present invention, the composition includes a ruthenium carbene complex catalyst capable of initiating ring-opening metathesis polymerization of the composition and a silicone-based sulfosuccinate salt capable of accelerating the polymerization initiated by the catalyst. In another example, the invention includes a paste/paste system in which a base paste includes the polymerizable oligomer or polymer and the catalyst accelerator and in which a catalyst paste includes the catalyst dissolved in an inert solvent.
    • 一种可聚合组合物,其包含含有通过开环易位聚合可固化的基团官能化的低聚物或聚合物的树脂体系,复分解催化剂和催化剂促进剂。 在本发明的实施例中,组合物包括能够引发组合物的开环易位聚合的钌卡宾络合物催化剂和能够促进由催化剂引发的聚合的硅氧烷基磺基琥珀酸盐。 在另一个实例中,本发明包括糊状物/糊剂系统,其中基质糊料包括可聚合低聚物或聚合物和催化促进剂,其中催化剂浆料包含溶解在惰性溶剂中的催化剂。