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Erschienen in: Polymer Bulletin 6/2013

01.06.2013 | Original Paper

Polymerization of propylene catalyzed by α-diimine nickel complexes/methylaluminoxane: catalytic behavior and polymer properties

verfasst von: Hamid Pourtaghi-Zahed, Gholam Hossein Zohuri

Erschienen in: Polymer Bulletin | Ausgabe 6/2013

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Abstract

α-Diimine nickel dibromide complexes of dibromo[N,N’-bis(2,6-diisopropylphenyl)-2,3-butanediimine]nickel(II) (A) and dibromo[N,N’-(phenanthrene-9,10-diylidene)bis(2,6-diisopropylaniline)]nickel(II) (B) were synthesized under controlled conditions. The catalysts A, B and mixed of 1:1 weight ratio of them (C) were activated by methylaluminoxane and were used for propylene polymerization in a semi-batch reactor. In study of the catalytic systems behavior, activities, glass transition temperature (T g) and viscosity average molecular weight (M v) values related to the catalyst C were between those related to the catalysts A and B under same conditions. The highest and the lowest molecular weights of the obtained polymers were produced by the catalysts B and A which were about 80,000 and 70,000 (g/mol) under same conditions, respectively. The T g of polypropylenes produced by the catalysts was about −34 °C. The resulting polymers had similar behavior with ethylene-propylene copolymer which it could be due to formation of ethylene-type units in the polymer chain.

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Literatur
1.
Zurück zum Zitat Li L, Jeon M, Kim SY (2009) Synthesis, characterization and ethylene polymerisation of 9,10-phenanthrenequinone-based nickel(II)-α-diimine complexes. J Mol Catal A 303:110–116CrossRef Li L, Jeon M, Kim SY (2009) Synthesis, characterization and ethylene polymerisation of 9,10-phenanthrenequinone-based nickel(II)-α-diimine complexes. J Mol Catal A 303:110–116CrossRef
2.
Zurück zum Zitat Johnson LK, Killian CM, Brookhart M (1995) New Pd(II)- and Ni(II)-based catalysts for polymerization of ethylene and α-olefins. J Am Chem Soc 117:6414–6415CrossRef Johnson LK, Killian CM, Brookhart M (1995) New Pd(II)- and Ni(II)-based catalysts for polymerization of ethylene and α-olefins. J Am Chem Soc 117:6414–6415CrossRef
3.
Zurück zum Zitat Ittel SD, Johnson LK, Brookhart M (2000) Late-metal catalysts for ethylene homo- and copolymerization. Chem Rev 100:1169–1204CrossRef Ittel SD, Johnson LK, Brookhart M (2000) Late-metal catalysts for ethylene homo- and copolymerization. Chem Rev 100:1169–1204CrossRef
4.
Zurück zum Zitat Yang H, Wang Q, Fan Z, Lou W, Feng L (2003) Ethylene polymerization catalyzed by nickel-based complex combined with various modified EBAOs. Eur Polym J 39:275–279CrossRef Yang H, Wang Q, Fan Z, Lou W, Feng L (2003) Ethylene polymerization catalyzed by nickel-based complex combined with various modified EBAOs. Eur Polym J 39:275–279CrossRef
5.
Zurück zum Zitat Junges F, De Souza RF, Dos Santos JHZ, Casagrande OL Jr (2005) Ethylene polymerization using combined Ni and Ti catalysts supported in situ on MAO-modified silica. Macromol Mater Eng 290:72–77CrossRef Junges F, De Souza RF, Dos Santos JHZ, Casagrande OL Jr (2005) Ethylene polymerization using combined Ni and Ti catalysts supported in situ on MAO-modified silica. Macromol Mater Eng 290:72–77CrossRef
6.
Zurück zum Zitat Cherkasov VK, Druzhkov NO, Kocherova TN, Shavyrin AS, Fukin GK (2012) N,N′-Disubstituted phenanthrene-9,10-diimines: synthesis and NMR spectroscopic study. Tetrahedron 68:1422–1426CrossRef Cherkasov VK, Druzhkov NO, Kocherova TN, Shavyrin AS, Fukin GK (2012) N,N′-Disubstituted phenanthrene-9,10-diimines: synthesis and NMR spectroscopic study. Tetrahedron 68:1422–1426CrossRef
7.
Zurück zum Zitat Li XF, Li YG, Li YS, Chen YX, Hu NH (2005) Copolymerization of ethylene with methyl methacrylate with neutral nickel(II) complexes bearing β-ketoiminato chelate ligands. Organometallics 24:2502–2510CrossRef Li XF, Li YG, Li YS, Chen YX, Hu NH (2005) Copolymerization of ethylene with methyl methacrylate with neutral nickel(II) complexes bearing β-ketoiminato chelate ligands. Organometallics 24:2502–2510CrossRef
8.
Zurück zum Zitat Warwel S, Wiege B, Fehling E, Kunz M (2001) Copolymerization of ethylene with ω-unsaturated fatty acid methyl esters using cationic palladium complex. Macromol Chem Phys 202:849–855CrossRef Warwel S, Wiege B, Fehling E, Kunz M (2001) Copolymerization of ethylene with ω-unsaturated fatty acid methyl esters using cationic palladium complex. Macromol Chem Phys 202:849–855CrossRef
9.
Zurück zum Zitat Galland GB, Silva LPD, Dias ML, Crossetti GL, Ziglio CM, Filgueiras CAL (2004) 13C NMR determination of the microstructure of polypropylene obtained with the DADNi(NCS)2/methylaluminoxane catalyst system. J Polym Sci A 42:2171–2178CrossRef Galland GB, Silva LPD, Dias ML, Crossetti GL, Ziglio CM, Filgueiras CAL (2004) 13C NMR determination of the microstructure of polypropylene obtained with the DADNi(NCS)2/methylaluminoxane catalyst system. J Polym Sci A 42:2171–2178CrossRef
10.
Zurück zum Zitat Guan ZJ (2003) Control of polymer topology through late-transition-metal catalysis. J Polym Sci A 41:3680–3692CrossRef Guan ZJ (2003) Control of polymer topology through late-transition-metal catalysis. J Polym Sci A 41:3680–3692CrossRef
11.
Zurück zum Zitat Rose JM, Cherian AE, Coates GW (2006) Living polymerization of α-olefins with an α-diimine Ni(II) catalyst: formation of well-defined ethylene-propylene copolymers through controlled chain-walking. J Am Chem Soc 128:4186–4187CrossRef Rose JM, Cherian AE, Coates GW (2006) Living polymerization of α-olefins with an α-diimine Ni(II) catalyst: formation of well-defined ethylene-propylene copolymers through controlled chain-walking. J Am Chem Soc 128:4186–4187CrossRef
12.
Zurück zum Zitat McCord EF, McLain SJ, Nelson LTJ, Arthur SD, Coughlin EB, Ittel SD, Johnson LK, Tempel D, Killian CM, Brookhart M (2001) 13C and 2D NMR analysis of propylene polymers made with α-diimine late metal catalysts. Macromolecules 34:362–371CrossRef McCord EF, McLain SJ, Nelson LTJ, Arthur SD, Coughlin EB, Ittel SD, Johnson LK, Tempel D, Killian CM, Brookhart M (2001) 13C and 2D NMR analysis of propylene polymers made with α-diimine late metal catalysts. Macromolecules 34:362–371CrossRef
13.
Zurück zum Zitat Ruiz-Orta C, Fernandez-Blazquez JP, Anderson-Wile AM, Coates GW, Alamo RG (2011) Isotactic polypropylene with (3,1) chain-walking defects: characterization, crystallization, and melting behaviors. Macromolecules 44:3436–3451CrossRef Ruiz-Orta C, Fernandez-Blazquez JP, Anderson-Wile AM, Coates GW, Alamo RG (2011) Isotactic polypropylene with (3,1) chain-walking defects: characterization, crystallization, and melting behaviors. Macromolecules 44:3436–3451CrossRef
14.
Zurück zum Zitat Brandrup J, Immergut EH, Grulke EA, Abe A, Bloch DR (1999) Polymer handbook. Wiley, New York Brandrup J, Immergut EH, Grulke EA, Abe A, Bloch DR (1999) Polymer handbook. Wiley, New York
15.
Zurück zum Zitat Sobhanmanesh K, Hajizadeh A (2005) Ethylene/propylene copolymerization using Cp2ZrCl2/MAO catalyst: effects of copolymerization conditions on viscosity average molecular weight. Iran Polym J 14:15–21 Sobhanmanesh K, Hajizadeh A (2005) Ethylene/propylene copolymerization using Cp2ZrCl2/MAO catalyst: effects of copolymerization conditions on viscosity average molecular weight. Iran Polym J 14:15–21
16.
Zurück zum Zitat Dos Santos JHZ, Da Rosa MB, Krug C, Stedile FC, Haag MC, Dupont J, Forte MDC (1999) Effects of ethylene polymerization conditions on the activity of SiO2-supported zirconocene and on polymer properties. J Polym Sci A 37:1987–1996CrossRef Dos Santos JHZ, Da Rosa MB, Krug C, Stedile FC, Haag MC, Dupont J, Forte MDC (1999) Effects of ethylene polymerization conditions on the activity of SiO2-supported zirconocene and on polymer properties. J Polym Sci A 37:1987–1996CrossRef
17.
Zurück zum Zitat Dias ML, Silva LPD, Crossetti GL, Galland GB, Filgueiras CAL, Ziglio CM (2006) Propylene polymerization with nickel-diimine complexes containing pseudohalides. J Polym Sci A 44:458–466CrossRef Dias ML, Silva LPD, Crossetti GL, Galland GB, Filgueiras CAL, Ziglio CM (2006) Propylene polymerization with nickel-diimine complexes containing pseudohalides. J Polym Sci A 44:458–466CrossRef
18.
Zurück zum Zitat Mortazavi MM, Arabi H, Zohuri GH, Ahmadjo S, Nekoomanesh M, Ahmadi M (2009) Ethylene homo- and copolymerization using a bis-IndZrCl2 metallocene catalyst: structural composition distribution of the copolymer. Macromol React Eng 3:263–270CrossRef Mortazavi MM, Arabi H, Zohuri GH, Ahmadjo S, Nekoomanesh M, Ahmadi M (2009) Ethylene homo- and copolymerization using a bis-IndZrCl2 metallocene catalyst: structural composition distribution of the copolymer. Macromol React Eng 3:263–270CrossRef
19.
Zurück zum Zitat Sandaroos R, Damavandi S, Farhadipour A (2010) A new family of high-performance Ti catalysts for olefin polymerization. Macromol Chem Phys 211:2339–2346CrossRef Sandaroos R, Damavandi S, Farhadipour A (2010) A new family of high-performance Ti catalysts for olefin polymerization. Macromol Chem Phys 211:2339–2346CrossRef
20.
Zurück zum Zitat Jiang H, Lu J, Wang F (2010) Polymerization of ethylene using a nickel α-diimine complex covalently supported on SiO2–MgCl2 bisupport. Polym Bull 65:767–777CrossRef Jiang H, Lu J, Wang F (2010) Polymerization of ethylene using a nickel α-diimine complex covalently supported on SiO2–MgCl2 bisupport. Polym Bull 65:767–777CrossRef
21.
Zurück zum Zitat Zohuri GH, Mortazavi MM, Jamjah R, Ahmadjo S (2004) Copolymerization of ethylene-propylene using high-activity bi-supported Ziegler–Natta TiCl4 catalyst. J Appl Polym Sci 93:2597–2605CrossRef Zohuri GH, Mortazavi MM, Jamjah R, Ahmadjo S (2004) Copolymerization of ethylene-propylene using high-activity bi-supported Ziegler–Natta TiCl4 catalyst. J Appl Polym Sci 93:2597–2605CrossRef
22.
Zurück zum Zitat Zohuri GH, Damavandi S, Sandaroos R, Ahmadjo S (2011) Ethylene polymerization using fluorinated FI Zr-based catalyst. Polym Bull 66:1051–1062CrossRef Zohuri GH, Damavandi S, Sandaroos R, Ahmadjo S (2011) Ethylene polymerization using fluorinated FI Zr-based catalyst. Polym Bull 66:1051–1062CrossRef
23.
Zurück zum Zitat Mortazavi SMM, Arabi H, Zohuri GH, Ahmadjo S, Nekoomanesh M, Ahmadia M (2010) Copolymerization of ethylene/α-olefins using bis(2-phenylindenyl)zirconium dichloride metallocene catalyst: structural study of comonomer distribution. Polym Int 59:1258–1265CrossRef Mortazavi SMM, Arabi H, Zohuri GH, Ahmadjo S, Nekoomanesh M, Ahmadia M (2010) Copolymerization of ethylene/α-olefins using bis(2-phenylindenyl)zirconium dichloride metallocene catalyst: structural study of comonomer distribution. Polym Int 59:1258–1265CrossRef
24.
Zurück zum Zitat Damavandi S, Zohuri GH, Sandaroos R, Ahmadjo S (2012) Novel functionalized bis(imino)pyridine cobalt(II) catalysts for ethylene polymerization. J Polym Res 19:9796–9801CrossRef Damavandi S, Zohuri GH, Sandaroos R, Ahmadjo S (2012) Novel functionalized bis(imino)pyridine cobalt(II) catalysts for ethylene polymerization. J Polym Res 19:9796–9801CrossRef
25.
Zurück zum Zitat Chadwick JC, Miedema A, Sudmeijer O (1994) Hydrogen activation in propene polymerization with MgCl2-supported Ziegler–Natta catalysts: the effect of the external donor. Macromol Chem Phys 195:167–172CrossRef Chadwick JC, Miedema A, Sudmeijer O (1994) Hydrogen activation in propene polymerization with MgCl2-supported Ziegler–Natta catalysts: the effect of the external donor. Macromol Chem Phys 195:167–172CrossRef
26.
Zurück zum Zitat Zhang T, Guo D, Jie S, Sun WH, Li T, Yang X (2004) Influence of electronic effect on catalytic activity of salicylaldiminato nickel(II) complexes. J Polym Sci A 42:4765–4774CrossRef Zhang T, Guo D, Jie S, Sun WH, Li T, Yang X (2004) Influence of electronic effect on catalytic activity of salicylaldiminato nickel(II) complexes. J Polym Sci A 42:4765–4774CrossRef
27.
Zurück zum Zitat Gao H, Pei L, Li Y, Zhang J, Wu Q (2008) Vinyl polymerization of norbornene with nickel catalysts bearing [N,N] six-membered chelate ring: important influence of ligand structure on activity. J Mol Catal A 280:81–86CrossRef Gao H, Pei L, Li Y, Zhang J, Wu Q (2008) Vinyl polymerization of norbornene with nickel catalysts bearing [N,N] six-membered chelate ring: important influence of ligand structure on activity. J Mol Catal A 280:81–86CrossRef
28.
Zurück zum Zitat Zohuri GH, Sadegvandi F, Jamjah R, Ahmadjo S, Nekoomanesh M, Bigdelli E (2002) Copolymerization of ethylene/propylene elastomer using high-activity Ziegler–Natta catalyst system of MgCl2 (ethoxide type)/EB/PDMS/TiCl4/PMT. J Appl Polym Sci 84:785–790CrossRef Zohuri GH, Sadegvandi F, Jamjah R, Ahmadjo S, Nekoomanesh M, Bigdelli E (2002) Copolymerization of ethylene/propylene elastomer using high-activity Ziegler–Natta catalyst system of MgCl2 (ethoxide type)/EB/PDMS/TiCl4/PMT. J Appl Polym Sci 84:785–790CrossRef
29.
Zurück zum Zitat Jeon M, Han CJ, Kim SY (2006) Polymerizations of propylene with unsymmetrical (α-diimine)nickel(II) catalysts. Macromol Res 14:306–311CrossRef Jeon M, Han CJ, Kim SY (2006) Polymerizations of propylene with unsymmetrical (α-diimine)nickel(II) catalysts. Macromol Res 14:306–311CrossRef
Metadaten
Titel
Polymerization of propylene catalyzed by α-diimine nickel complexes/methylaluminoxane: catalytic behavior and polymer properties
verfasst von
Hamid Pourtaghi-Zahed
Gholam Hossein Zohuri
Publikationsdatum
01.06.2013
Verlag
Springer-Verlag
Erschienen in
Polymer Bulletin / Ausgabe 6/2013
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-013-0920-5

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