茂金属聚丙烯产品研究进展及应用
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摘要
综述了茂金属聚丙烯的国内外研究进展、生产工艺以及商业化产品牌号及用途。详细介绍了茂金属聚丙烯相关产品种类、性能及用途。国内茂金属聚丙烯产品开发处于落后状态,茂金属聚丙烯技术开发应加快进度、加大力度,并指出了国内茂金属聚丙烯商业化的瓶颈在于高活性、低成本载体化茂金属催化剂的开发。
The research process,production process,commercial product brand and application of metallocene polypropylene(mPP) at home and abroad were reviewed. The types properties and application of mPP were introduced in detail. Domestic technology development of mPP is still in a backward state,so we should speed up the progress and increase the intensity of technology development of mPP. It was pointed out that the bottleneck of the commercial exploitation of mPP was the development of supported metallocene catalyst with high activity and low cost.
The research process,production process,commercial product brand and application of metallocene polypropylene(mPP) at home and abroad were reviewed. The types properties and application of mPP were introduced in detail. Domestic technology development of mPP is still in a backward state,so we should speed up the progress and increase the intensity of technology development of mPP. It was pointed out that the bottleneck of the commercial exploitation of mPP was the development of supported metallocene catalyst with high activity and low cost.
引文
[1]Scott N D,骆为林.茂金属与聚丙烯--解决纺织用途老问题的新办法[J].国外纺织技术:纺织针织服装化纤染整,1998,25(1):20-22.
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[3]García-Pe?as A,Cerrada M L,Gómez-Elvira J M,et al.Microstructure and thermal stability in metallocene iPP-materials:1-Pentene and 1-hexene copolymers[J].Polym Degrad Stab,2016,124:77-86.
[4]马利福,黄启谷,宋怀河,等.茂金属化合物/Zn/BDGE/MAO催化体系合成aPS-b-P(S-co-E)-b-PE嵌段共聚物的研究[J].高分子学报,2009(7):689-694.
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[6]Dong Jinyong.Design and synthesis of structurally well-defined functional polypropylenes via transition metal-mediated olefin polymerization chemistry[J].Front Chem in China,2006,1(2):145-157.
[7]黄河,刘素丽,李磊,等.聚丙烯催化剂研究进展[J].广东化工,2014,41(23):98-99.
[8]邹盛欧.茂金属催化剂的开发及应用[J].塑料科技,1997,25(4):45-50.
[9]李焉.茂金属聚烯烃的特性和应用[J].塑料,1999,28(3):1-7.
[10]王笑海,张红江,孙艳红,等.含氧限定几何构型茂金属催化剂催化乙烯丙烯共聚合[J].石油化工,2004,33(增刊):463-464.
[11]Wang Xiaoyan,Wang Yongxia,Shi Xincui,et al.Syntheses of well-defined functional isotactic polypropylenes via efficient copolymerization of propylene withω-halo-α-alkenes by post-metallocene hafnium catalyst[J].Macromolecules,2014,47(47):552-559.
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[18]宋莎,刘振宇,钟向宏,等.茂金属聚丙烯催化剂概述[J].化学试剂,2016,38(7):637-640.
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[20]张祖平,孙红光,艾照全,等.透明聚丙烯及其透明剂研究进展[J].现代化工,2019,39(2):65-67.
[21]周一兵,张文静.燕山石化:高端聚丙烯产品提升生活品质[J].中国石化,2018(8):58-59.
[22]Alt H G,K?ppl A.Effect of the nature of metallocene complexes of groupⅣmetals on their performance in catalytic ethylene and propylene polymerization[J].Chem Rev,2000,100(4):1205-1222.
[23]Selg P,Brintzinger H H,Andersen R A,et al.Coordination of CO to the alkaline earth metallocene[(Me5C5)2Ca][J].Angew Chem,Int Ed,1995,34(7):791-793.
[24]Resconi L,Jones R L,Rheingold A L,et al.High-molecularweight atactic polypropylene from metallocene catalysts:1.Me2Si(9-Flu)2ZrX2(X=Cl,Me)[J].Organometallics,1996,15(3):998-1055.
[25]Thomas E J,Chien J C W,Rausch M D.Influence of alkyl substituents on the polymerization behavior of asymmetric ethylene-bridged zirconocene catalysts[J].Organometallics,1999,18(8):1439-1443.
[26]Wu Qing,Ye Zhong,Gao Qinghai,et al.Atactic polymerization of propylene catalyzed by mono(η5-cyclopentadienyl)titanium tribenzyloxide combined with methylaluminoxane[J].J Polym Sci,Part A:Polym Chem,1998,36(12):2051-2057.
[27]Wang Qinyan,Gillis D J,Quyoum R,et al.The formation and structures of the methyl-bridged complexes Cp*TiMe2(μ-Me)B(C6F5)3 and[Cp*TiMe2(μ-Me)TiMe2Cp*][MeB(C6F5)3][J].J Organomet Chem,1997,527(1/2):7-14.
[28]Nomura K,Naga N,Miki M,et al.Synthesis of various nonbridged titanium(Ⅳ)cyclopentadienyl-aryloxy complexes of the type CpTi(OAr)X2 and their use in the catalysis of alkene polymerization.Important roles of substituents on both aryloxy and cyclopentadienyl groups[J].Organometallics,1998,17(11):2152-2154.
[29]张颂富.双轴拉伸聚丙烯(BOPP)薄膜工业技术应用和发展[J].塑料,2005,34(6):92-96.
[30]张瑜,闫卫东,朱美芳,等.茂金属聚丙烯的发展及应用[J].纺织导报,1999,18(3):10-14.
[31]Chien J C W,Gong Benmin.Hexene-1 polymerization by homogeneous zirconocene and heterogeneous-supported TiCl3catalysts[J].J Polym Sci,Part A:Polym Chem,1993,31(7):1747-1754.
[32]Brintzinger H H,Fischer D,Mülhaupt R,et al.Stereospecific olefin polymerization with chiral metallocene catalysts[J].Angew Chem,Int Ed,1995,34(11):1143-1170.
[33]费建奇,刘伟,孙春燕,等.茂金属间规聚丙烯的研发新进展[J].合成树脂及塑料,2004,21(2):64-66.
[34]郎笑梅,母瀛.新型茂金属催化剂在聚丙烯新产品开发中的应用[J].石油化工,2003,32(增刊):551-553..
[35]Ewen J A,Jones R L,Razavi A,et al.Syndiospecific propylene polymerizations with groupⅣB metallocenes[J].JAm Chem Soc,1988,110(18):6255-6256.
[36]Herzog T,Zubris D L,Bercaw J E.A new class of zirconocene catalysts for the syndiospecific polymerization of propylene and its modification for varying polypropylene from isotactic to syndiotactic[J].J Am Chem Soc,1996,118(47):11988-11989.
[37]Kaminsky W,Külper K,Brintzinger H H,et al.Polymerization of propene and butene with a chiral zirconocene and methylalumoxane as cocatalyst[J].Angew Chem,Int Ed,1985,24(6):507-508.
[38]高歌.间规聚丙烯树脂实现商业化生产[J].工程塑料应用,2003,31(3):26.
[39]谢美然,伍青.用茂金属催化体系合成聚丙烯弹性体研究的进展[J].高分子通报,1999,12(1):44-50.
[40]杨敏,胡博文,李波,等.异双桥联茂金属催化剂催化丙烯聚合制备高分子量无规聚丙烯[J].高分子学报,2016(1):25-30.
[41]郝飞.共聚聚丙烯应用前景好[J].工程塑料应用,2003,31(3):52.
[42]王玫瑰.茂金属聚合物研究新进展[J].韶关学院学报,2001,22(6):52-58.
[43]Mitsui Petrochemical Ind.Ethylene random copolymers:US5218071[P].1993-06-08.
[44]李玉芳,伍小明.国外聚丙烯生产工艺及催化剂技术进展[J].化工文摘,2004,23(6):43-45.
[45]林立意.茂金属聚丙烯的物性及其应用[J].现代塑料加工应用,2000,12(4):45-49.
[46]黄福堂,金荣波,姜兴剑,等.国内外聚丙烯技术发展概况[J].国外油田工程,2001,17(8):47-50.
[47]邢强,朱美芳,陆琰,等.miPP与ziPP的可纺性比较[J].合成纤维工业,2001,24(5):5-7.
[48]朱美芳,陆琰,邢强,等.茂金属聚丙烯的纺丝流变行为[J].合成纤维,2001,30(5):3-5.
[49]王艳,徐玲,赵建,等.注塑成型二亚苄基山梨糖醇/茂金属等规聚丙烯的结晶结构及力学性能[J].高分子材料科学与工程,2016,32(7):89-95.
[50]张世宽,苗丽萱,曹福林.茂金属弹性体在聚丙烯薄膜中的应用[J].塑料科技,2007,35(7):68-70.
[51]姜斌.聚丙烯的应用与发展[J].中国塑料,1999,13(1):1-9.
[52]范国强.大力开发茂金属聚丙烯产品应用领域[J].中国石化,2009(12):29-32.
[53]杨小红,刘艳霞,纪卿.茂金属聚丙烯国内外技术进展及应用[J].合成树脂及塑料,2015,32(6):78-81.
[54]董金勇,牛慧.新一代功能性聚丙烯催化剂的研发进展[J].石油化工,2010,39(2):116-124.
[55]Coates G W,Waymouth R M.Oscillating stereocontrol:A strategy for the synthesis of thermoplastic elastomeric polypropylene[J].Science,1995,267(5195):217-219.
[56]班青.茂金属催化剂相关技术中国专利分析[J].山东科技大学学报:自然科学版,2011,30(6):103-107.
[2]Milani M A,González D,Quijada R,et al.Synthesis,characterization and properties of poly(propylene-1-octene)/graphite nanosheet nanocomposites obtained by in situ polymerization[J].Polymer,2015,65:134-142.
[3]García-Pe?as A,Cerrada M L,Gómez-Elvira J M,et al.Microstructure and thermal stability in metallocene iPP-materials:1-Pentene and 1-hexene copolymers[J].Polym Degrad Stab,2016,124:77-86.
[4]马利福,黄启谷,宋怀河,等.茂金属化合物/Zn/BDGE/MAO催化体系合成aPS-b-P(S-co-E)-b-PE嵌段共聚物的研究[J].高分子学报,2009(7):689-694.
[5]Rishina L A,Lalayan S S,Gagieva S C,et al.Polymers of propylene and higher 1-alkenes produced with post-metallocene complexes containing a saligenin-type ligand[J].Polymer,2013,54(24):6526-6535.
[6]Dong Jinyong.Design and synthesis of structurally well-defined functional polypropylenes via transition metal-mediated olefin polymerization chemistry[J].Front Chem in China,2006,1(2):145-157.
[7]黄河,刘素丽,李磊,等.聚丙烯催化剂研究进展[J].广东化工,2014,41(23):98-99.
[8]邹盛欧.茂金属催化剂的开发及应用[J].塑料科技,1997,25(4):45-50.
[9]李焉.茂金属聚烯烃的特性和应用[J].塑料,1999,28(3):1-7.
[10]王笑海,张红江,孙艳红,等.含氧限定几何构型茂金属催化剂催化乙烯丙烯共聚合[J].石油化工,2004,33(增刊):463-464.
[11]Wang Xiaoyan,Wang Yongxia,Shi Xincui,et al.Syntheses of well-defined functional isotactic polypropylenes via efficient copolymerization of propylene withω-halo-α-alkenes by post-metallocene hafnium catalyst[J].Macromolecules,2014,47(47):552-559.
[12]García-Pe?as A,Gómez-Elvira J M,Pérez E,et al.Isotactic poly(propylene-co-1-pentene-co-1-hexene)terpolymers:Synthesis,molecular characterization,and evidence of the trigonal polymorph[J].J Polym Sci,Part A:Polym Chem,2013,51(15):3251-3259.
[13]贾军纪,姜明,朱博超,等.Z-N/茂金属复合聚丙烯催化剂的制备及聚合性能评价[J].石化技术与应用,2013,31(2):105-109.
[14]牛慧,董诚,董金勇.Ziegler-Natta/茂金属复合催化剂一步法制备新型聚丙烯抗冲共聚树脂[J].石油化工,2014,43(10):1115-1122.
[15]张晓秋,曹胜先.茂金属催化剂聚烯烃生产工艺新进展[J].中外能源,2008,13(6):62-66.
[16]郝林.浅谈我国聚丙烯催化剂技术和工艺技术的发展[J].中国化工贸易,2013,3(6):355.
[17]张爱华,王雪梅,陈星.茂金属共聚聚丙烯的国内外技术进展[J].齐鲁石油化工,2001,29(4):325-327.
[18]宋莎,刘振宇,钟向宏,等.茂金属聚丙烯催化剂概述[J].化学试剂,2016,38(7):637-640.
[19]段晓芳,夏先知,高明智.聚丙烯催化剂的开发进展及展望[J].石油化工,2010,39(8):834-843.
[20]张祖平,孙红光,艾照全,等.透明聚丙烯及其透明剂研究进展[J].现代化工,2019,39(2):65-67.
[21]周一兵,张文静.燕山石化:高端聚丙烯产品提升生活品质[J].中国石化,2018(8):58-59.
[22]Alt H G,K?ppl A.Effect of the nature of metallocene complexes of groupⅣmetals on their performance in catalytic ethylene and propylene polymerization[J].Chem Rev,2000,100(4):1205-1222.
[23]Selg P,Brintzinger H H,Andersen R A,et al.Coordination of CO to the alkaline earth metallocene[(Me5C5)2Ca][J].Angew Chem,Int Ed,1995,34(7):791-793.
[24]Resconi L,Jones R L,Rheingold A L,et al.High-molecularweight atactic polypropylene from metallocene catalysts:1.Me2Si(9-Flu)2ZrX2(X=Cl,Me)[J].Organometallics,1996,15(3):998-1055.
[25]Thomas E J,Chien J C W,Rausch M D.Influence of alkyl substituents on the polymerization behavior of asymmetric ethylene-bridged zirconocene catalysts[J].Organometallics,1999,18(8):1439-1443.
[26]Wu Qing,Ye Zhong,Gao Qinghai,et al.Atactic polymerization of propylene catalyzed by mono(η5-cyclopentadienyl)titanium tribenzyloxide combined with methylaluminoxane[J].J Polym Sci,Part A:Polym Chem,1998,36(12):2051-2057.
[27]Wang Qinyan,Gillis D J,Quyoum R,et al.The formation and structures of the methyl-bridged complexes Cp*TiMe2(μ-Me)B(C6F5)3 and[Cp*TiMe2(μ-Me)TiMe2Cp*][MeB(C6F5)3][J].J Organomet Chem,1997,527(1/2):7-14.
[28]Nomura K,Naga N,Miki M,et al.Synthesis of various nonbridged titanium(Ⅳ)cyclopentadienyl-aryloxy complexes of the type CpTi(OAr)X2 and their use in the catalysis of alkene polymerization.Important roles of substituents on both aryloxy and cyclopentadienyl groups[J].Organometallics,1998,17(11):2152-2154.
[29]张颂富.双轴拉伸聚丙烯(BOPP)薄膜工业技术应用和发展[J].塑料,2005,34(6):92-96.
[30]张瑜,闫卫东,朱美芳,等.茂金属聚丙烯的发展及应用[J].纺织导报,1999,18(3):10-14.
[31]Chien J C W,Gong Benmin.Hexene-1 polymerization by homogeneous zirconocene and heterogeneous-supported TiCl3catalysts[J].J Polym Sci,Part A:Polym Chem,1993,31(7):1747-1754.
[32]Brintzinger H H,Fischer D,Mülhaupt R,et al.Stereospecific olefin polymerization with chiral metallocene catalysts[J].Angew Chem,Int Ed,1995,34(11):1143-1170.
[33]费建奇,刘伟,孙春燕,等.茂金属间规聚丙烯的研发新进展[J].合成树脂及塑料,2004,21(2):64-66.
[34]郎笑梅,母瀛.新型茂金属催化剂在聚丙烯新产品开发中的应用[J].石油化工,2003,32(增刊):551-553..
[35]Ewen J A,Jones R L,Razavi A,et al.Syndiospecific propylene polymerizations with groupⅣB metallocenes[J].JAm Chem Soc,1988,110(18):6255-6256.
[36]Herzog T,Zubris D L,Bercaw J E.A new class of zirconocene catalysts for the syndiospecific polymerization of propylene and its modification for varying polypropylene from isotactic to syndiotactic[J].J Am Chem Soc,1996,118(47):11988-11989.
[37]Kaminsky W,Külper K,Brintzinger H H,et al.Polymerization of propene and butene with a chiral zirconocene and methylalumoxane as cocatalyst[J].Angew Chem,Int Ed,1985,24(6):507-508.
[38]高歌.间规聚丙烯树脂实现商业化生产[J].工程塑料应用,2003,31(3):26.
[39]谢美然,伍青.用茂金属催化体系合成聚丙烯弹性体研究的进展[J].高分子通报,1999,12(1):44-50.
[40]杨敏,胡博文,李波,等.异双桥联茂金属催化剂催化丙烯聚合制备高分子量无规聚丙烯[J].高分子学报,2016(1):25-30.
[41]郝飞.共聚聚丙烯应用前景好[J].工程塑料应用,2003,31(3):52.
[42]王玫瑰.茂金属聚合物研究新进展[J].韶关学院学报,2001,22(6):52-58.
[43]Mitsui Petrochemical Ind.Ethylene random copolymers:US5218071[P].1993-06-08.
[44]李玉芳,伍小明.国外聚丙烯生产工艺及催化剂技术进展[J].化工文摘,2004,23(6):43-45.
[45]林立意.茂金属聚丙烯的物性及其应用[J].现代塑料加工应用,2000,12(4):45-49.
[46]黄福堂,金荣波,姜兴剑,等.国内外聚丙烯技术发展概况[J].国外油田工程,2001,17(8):47-50.
[47]邢强,朱美芳,陆琰,等.miPP与ziPP的可纺性比较[J].合成纤维工业,2001,24(5):5-7.
[48]朱美芳,陆琰,邢强,等.茂金属聚丙烯的纺丝流变行为[J].合成纤维,2001,30(5):3-5.
[49]王艳,徐玲,赵建,等.注塑成型二亚苄基山梨糖醇/茂金属等规聚丙烯的结晶结构及力学性能[J].高分子材料科学与工程,2016,32(7):89-95.
[50]张世宽,苗丽萱,曹福林.茂金属弹性体在聚丙烯薄膜中的应用[J].塑料科技,2007,35(7):68-70.
[51]姜斌.聚丙烯的应用与发展[J].中国塑料,1999,13(1):1-9.
[52]范国强.大力开发茂金属聚丙烯产品应用领域[J].中国石化,2009(12):29-32.
[53]杨小红,刘艳霞,纪卿.茂金属聚丙烯国内外技术进展及应用[J].合成树脂及塑料,2015,32(6):78-81.
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