硅烷类外给电子体在聚烯烃中的应用进展
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摘要
综述了硅烷类化合物作为外给电子体在Ziegler-Natta催化体系中的应用及其对聚烯烃性能的影响,讨论了硅烷化合物的分子结构和取代基空间位阻对聚烯烃立体规整度和相对分子质量分布的影响,在总结近期硅烷类外给电子体研究进展的基础上,对未来硅烷类外给电子体的发展趋势进行了展望。
The application of silane compounds as external electron donor in Ziegler-Natta catalytic system and its influence on the properties of polyolefins were reviewed,together with a discussion was conducted on the influence of the molecular structure of silane compounds and steric hindrance of substituents on the tacticity and molecular weight distribution of polyolefins.Based on the summarization of the recent research progress of silane-based electron-donors,the prospect of silane-based electron donor in the future was also presented.
The application of silane compounds as external electron donor in Ziegler-Natta catalytic system and its influence on the properties of polyolefins were reviewed,together with a discussion was conducted on the influence of the molecular structure of silane compounds and steric hindrance of substituents on the tacticity and molecular weight distribution of polyolefins.Based on the summarization of the recent research progress of silane-based electron-donors,the prospect of silane-based electron donor in the future was also presented.
引文
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[2]胡友良,常贺飞,李化毅,等.内外给电子体在丙烯聚合Ziegler-Natta催化体系中作用的研究进展(上)[J].石油化工,2013,42(11):1189-1196.
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[11]袁春海,李化毅,胡友良.外给电子体对聚丙烯性能的影响[J].高分子通报,2009(10):38-42.
[12]Seth M,Ziegler T.Polymerization properties of a heterogeneous Ziegler-Natta catalyst modified by a base:a theoretical study[J].Macromolecules,2003,36(17):6613-6623.
[13]Stukalov D V,Zakharov V A.Active site formation in MgCl2-supported Ziegler-Natta catalysts.A density functional theory study[J].J Phys Chem C,2009,113(51):21376-21382.
[14]于诗宇,王淑英.烷氧基硅烷类外给电子体的专利分析[J].广州化工,2017,45(9):1-2.
[15]袁炜,黄河,焦洪桥,等.聚丙烯制备中的外给电子体技术[J].高分子通报,2012(9):15-28.
[16]杨光,毕福勇,宋文波,等.硅烷类外给电子体对Ziegler-Natta催化剂催化丙烯聚合的影响[J].石油化工,2013,42(2):152-157.
[17]Harkonen M,SeppalaJ V.External silane donors in ZieglerNatta catalysis.An approach to the optimum structure of the donor[J].Die Makromolekulare Chemie,1991,192(12):2857-2863.
[18]Zhou Q,Zheng T,Li H,et al.The effects of some new alkoxysilane external donors on propylene polymerization in MgCl2-supported Ziegler-Natta[J].Ind Eng Chem Res,2014,53(46):17929-17936.
[19]谭魁龙,李振昊,李志飞,等.丙烯聚合中硅烷类外给电子体及其复配技术研究进展[J].高分子通报,2013(6):12-18.
[20]Wondimagegn T,Ziegler T.The role of external alkoxysilane donors on stereoselectivity and molecular weight in MgCl2-supported Ziegler-Natta propylene polymerization:a density functional theory study[J].Journal of Physical Chemistry C,2012,116(1):1027-1033.
[21]Yan Y,Ren H,Li L,et al.Effect of aminosilane compounds as external donors on isospecific polymerizations of 1-butene with MgCl2/TiCl4/DIBP catalyst[J].Catalysis Letters,2017,147(1):221-227.
[22]李化毅,胡友良.丙烯聚合用Ziegler-Natta催化剂内、外给电子体研究的最新进展[J].高分子通报,2011(10):94-98.
[23]Ikeuchi H,Yano T,Ikai S,et al.Study on aminosilane compounds as external electron donors in isospecific propylene polymerization[J].Journal of Molecular Catalysis A Chemical,2003,193(1/2):207-215.
[24]Chang H F,Ren S T,Zheng T,et al.Study on the influence of different substituted groups of the external donors on propylene polymerization[J].Acta Polymerica Sinica,2013,13(2):199-207.
[25]Ren H,Yang M,Li H,et al.Studies on aminosilane compounds as external electron donors in 1-butene polymerization[J].Acta Polymerica Sinica,2011,11(12):1412-1418.
[26]Chang H,Li H,Zheng T,et al.The effects of new aminosilane compounds as external donors on propylene polymerization[J].Journal of Polymer Research,2014,21(9):554.
[27]Grison C,Batt-Coutrot D,Malinge J,et al.Synthesis and evaluation of 1,3-diethyl-2,2-dimethoxymethylcyclohexane,an external electron donor in Ziegler-Natta catalysis[J].Comptes Rendus de l'Académie des Sciences-Series IIC-Chemistry,2001,4(12):893-898.
[28]Batt-Coutrot D,Wolf V,Malinge J,et al.Study of dimethoxysilacycloalkanes as external donors in Ziegler-Natta stereospecific propylene polymerisation[J].Polymer Bulletin,2005,54(6):377-385.
[29]Kemp R A,Brown D S,Lattman M,et al.Calixarenes as a new class of external electron donors in Ziegler-Natta polypropylene catalysts[J].Journal of Molecular Catalysis A Chemical,1999,149(1):125-133.
[30]魏鹍,霍晓剑,鲍筠,等.格氏法一步合成二环己基二甲氧基硅烷[J].化学与生物工程,2011,28(12):59-61.
[31]陈发德,辛小乐,姜振华.格氏法合成二苯基二甲氧基硅烷[J].有机硅材料,2014,28(2):84-86.
[32]Blandez J F,Primo A,Asiri A M,et al.Copper nanoparticles supported on doped graphenes as catalyst for the dehydrogenative coupling of silanes and alcohols[J].Angewandte Chemie,2014,53(46):12581-12586.
[33]曾小君,华巍.二环戊基二甲氧基硅烷的合成工艺研究[J].石油炼制与化工,2007,38(12):28-32.
[2]胡友良,常贺飞,李化毅,等.内外给电子体在丙烯聚合Ziegler-Natta催化体系中作用的研究进展(上)[J].石油化工,2013,42(11):1189-1196.
[3]Fu Z,Tu S,Fan Z.Effect of the combined external electron donors on the structure and properties of polypropylene/poly(ethylene-co-propylene)in-reactor alloys prepared by high-efficiency industrial Ziegler-Natta catalyst[J].Industrial &Engineering Chemistry Research,2013,52(17):5887-5894.
[4]Zhou Q,Xu H,Wang A,et al.Polypropylene with high melt flow rate and high isotacticity prepared by phosphate-mixed external donors[J].Journal of Applied Polymer Science,2017,134(15).DOI:10.1002/APP.44704.
[5]Patil H,Vyas P,Bhajiwala H,et al.Alkoxy silanes as external donors for polypropylene procatalyst:study on polymerization performance and effect on resin properties[J].Journal of Macromolecular Science:Part D-Reviews in Polymer Processing,2012,51(5):466-472.
[6]Zakirov M I,Kleiner V I,Adrov O I,et al.Effect of electron donors on polymerization of propylene in the presence of titanium-magnesium catalysts[J].Polymer Science,2010,52(9/10):584-588.
[7]SeppalaJ V,Harkonen M,Luciani L.Effect of the structure of external alkoxysilane donors on the polymerization of propene with high activity Ziegler-Natta catalysts[J].Die Makromolekulare Chemie,1989,190(190):2535-2550.
[8]Bukatov G D,Zakharov V A,Barabanov A A.Mechanism of olefin polymerization on supported Ziegler-Natta catalysts based on data on the number of active centers and propagation rate constants[J].Kinetics &Catalysis,2005,46(2):166-176.
[9]Sacchi M C,Forlini F,Tritto I,et al.Activation effect of alkoxysilanes as external donors in magnesium chloride-supported Ziegler-Natta catalysts[J].Macromolecules,1992,25(22):5914-5918.
[10]Forte M C,Coutinho F M B.The influence of catalyst system and polymerization conditions on polypropylene properties[J].European Polymer Journal,1996,32(5):605-611.
[11]袁春海,李化毅,胡友良.外给电子体对聚丙烯性能的影响[J].高分子通报,2009(10):38-42.
[12]Seth M,Ziegler T.Polymerization properties of a heterogeneous Ziegler-Natta catalyst modified by a base:a theoretical study[J].Macromolecules,2003,36(17):6613-6623.
[13]Stukalov D V,Zakharov V A.Active site formation in MgCl2-supported Ziegler-Natta catalysts.A density functional theory study[J].J Phys Chem C,2009,113(51):21376-21382.
[14]于诗宇,王淑英.烷氧基硅烷类外给电子体的专利分析[J].广州化工,2017,45(9):1-2.
[15]袁炜,黄河,焦洪桥,等.聚丙烯制备中的外给电子体技术[J].高分子通报,2012(9):15-28.
[16]杨光,毕福勇,宋文波,等.硅烷类外给电子体对Ziegler-Natta催化剂催化丙烯聚合的影响[J].石油化工,2013,42(2):152-157.
[17]Harkonen M,SeppalaJ V.External silane donors in ZieglerNatta catalysis.An approach to the optimum structure of the donor[J].Die Makromolekulare Chemie,1991,192(12):2857-2863.
[18]Zhou Q,Zheng T,Li H,et al.The effects of some new alkoxysilane external donors on propylene polymerization in MgCl2-supported Ziegler-Natta[J].Ind Eng Chem Res,2014,53(46):17929-17936.
[19]谭魁龙,李振昊,李志飞,等.丙烯聚合中硅烷类外给电子体及其复配技术研究进展[J].高分子通报,2013(6):12-18.
[20]Wondimagegn T,Ziegler T.The role of external alkoxysilane donors on stereoselectivity and molecular weight in MgCl2-supported Ziegler-Natta propylene polymerization:a density functional theory study[J].Journal of Physical Chemistry C,2012,116(1):1027-1033.
[21]Yan Y,Ren H,Li L,et al.Effect of aminosilane compounds as external donors on isospecific polymerizations of 1-butene with MgCl2/TiCl4/DIBP catalyst[J].Catalysis Letters,2017,147(1):221-227.
[22]李化毅,胡友良.丙烯聚合用Ziegler-Natta催化剂内、外给电子体研究的最新进展[J].高分子通报,2011(10):94-98.
[23]Ikeuchi H,Yano T,Ikai S,et al.Study on aminosilane compounds as external electron donors in isospecific propylene polymerization[J].Journal of Molecular Catalysis A Chemical,2003,193(1/2):207-215.
[24]Chang H F,Ren S T,Zheng T,et al.Study on the influence of different substituted groups of the external donors on propylene polymerization[J].Acta Polymerica Sinica,2013,13(2):199-207.
[25]Ren H,Yang M,Li H,et al.Studies on aminosilane compounds as external electron donors in 1-butene polymerization[J].Acta Polymerica Sinica,2011,11(12):1412-1418.
[26]Chang H,Li H,Zheng T,et al.The effects of new aminosilane compounds as external donors on propylene polymerization[J].Journal of Polymer Research,2014,21(9):554.
[27]Grison C,Batt-Coutrot D,Malinge J,et al.Synthesis and evaluation of 1,3-diethyl-2,2-dimethoxymethylcyclohexane,an external electron donor in Ziegler-Natta catalysis[J].Comptes Rendus de l'Académie des Sciences-Series IIC-Chemistry,2001,4(12):893-898.
[28]Batt-Coutrot D,Wolf V,Malinge J,et al.Study of dimethoxysilacycloalkanes as external donors in Ziegler-Natta stereospecific propylene polymerisation[J].Polymer Bulletin,2005,54(6):377-385.
[29]Kemp R A,Brown D S,Lattman M,et al.Calixarenes as a new class of external electron donors in Ziegler-Natta polypropylene catalysts[J].Journal of Molecular Catalysis A Chemical,1999,149(1):125-133.
[30]魏鹍,霍晓剑,鲍筠,等.格氏法一步合成二环己基二甲氧基硅烷[J].化学与生物工程,2011,28(12):59-61.
[31]陈发德,辛小乐,姜振华.格氏法合成二苯基二甲氧基硅烷[J].有机硅材料,2014,28(2):84-86.
[32]Blandez J F,Primo A,Asiri A M,et al.Copper nanoparticles supported on doped graphenes as catalyst for the dehydrogenative coupling of silanes and alcohols[J].Angewandte Chemie,2014,53(46):12581-12586.
[33]曾小君,华巍.二环戊基二甲氧基硅烷的合成工艺研究[J].石油炼制与化工,2007,38(12):28-32.