Copolymerization of vinylcyclohexane with ethene and propene using zirconocene catalysts

E. Aitola, A. Puranen, Harri Setälä, S. Lipponen, M. Leskelä, T. Repo (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

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Abstract

Vinylcyclohexane (VCH) was copolymerized with ethene and propene using methylaluminoxane‐activated metallocene catalysts. The catalyst precursor for the ethene copolymerization was rac‐ethylenebis(indenyl)ZrCl2 (1). Propene copolymerizations were further studied with Cs‐symmetric isopropylidene(cyclopentadienyl)(fluorenyl)ZrCl2 (2), C1‐symmetric ethylene(1‐indenyl‐2‐phenyl‐2‐fluorenyl)ZrCl2 (3), and “meso”‐dimethylsilyl[3‐benzylindenyl)(2‐methylbenz[e]indenyl)]ZrCl2 (4). Catalyst 1 produced a random ethene–VCH copolymer with very high activity and moderate VCH incorporation. The highest comonomer content in the copolymer was 3.5 mol %. Catalysts 1 and 4 produced poly(propene‐co‐vinylcyclohexane) with moderate to good activities [up to 4900 and 15,400 kg of polymer/(mol of catalyst × h) for 1 and 4, respectively] under similar reaction conditions but with fairly low comonomer contents (up to 1.0 and 2.0% for 1 and 4, respectively). Catalysts 2 and 3, both bearing a fluorenyl moiety, gave propene–VCH copolymers with only negligible amounts of the comonomer. The homopolymerization of VCH was performed with 1 as a reference, and low‐molar‐mass isotactic polyvinylcyclohexane with a low activity was obtained.
Original languageEnglish
Pages (from-to)6569-6574
Number of pages6
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume44
Issue number22
DOIs
Publication statusPublished - 2006
MoE publication typeA1 Journal article-refereed

Fingerprint

Copolymerization
Propylene
Catalysts
Copolymers
Bearings (structural)
Homopolymerization
Zirconocene dichloride
ethylene
propylene
Polymers
Ethylene

Keywords

  • copolymerization
  • ethene
  • isotactic
  • olefins
  • metallocene catalysts
  • polymerization
  • polyolefins
  • propene
  • VCH
  • vinylcyclohexane
  • zirconocene

Cite this

Aitola, E. ; Puranen, A. ; Setälä, Harri ; Lipponen, S. ; Leskelä, M. ; Repo, T. / Copolymerization of vinylcyclohexane with ethene and propene using zirconocene catalysts. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2006 ; Vol. 44, No. 22. pp. 6569-6574.
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title = "Copolymerization of vinylcyclohexane with ethene and propene using zirconocene catalysts",
abstract = "Vinylcyclohexane (VCH) was copolymerized with ethene and propene using methylaluminoxane‐activated metallocene catalysts. The catalyst precursor for the ethene copolymerization was rac‐ethylenebis(indenyl)ZrCl2 (1). Propene copolymerizations were further studied with Cs‐symmetric isopropylidene(cyclopentadienyl)(fluorenyl)ZrCl2 (2), C1‐symmetric ethylene(1‐indenyl‐2‐phenyl‐2‐fluorenyl)ZrCl2 (3), and “meso”‐dimethylsilyl[3‐benzylindenyl)(2‐methylbenz[e]indenyl)]ZrCl2 (4). Catalyst 1 produced a random ethene–VCH copolymer with very high activity and moderate VCH incorporation. The highest comonomer content in the copolymer was 3.5 mol {\%}. Catalysts 1 and 4 produced poly(propene‐co‐vinylcyclohexane) with moderate to good activities [up to 4900 and 15,400 kg of polymer/(mol of catalyst × h) for 1 and 4, respectively] under similar reaction conditions but with fairly low comonomer contents (up to 1.0 and 2.0{\%} for 1 and 4, respectively). Catalysts 2 and 3, both bearing a fluorenyl moiety, gave propene–VCH copolymers with only negligible amounts of the comonomer. The homopolymerization of VCH was performed with 1 as a reference, and low‐molar‐mass isotactic polyvinylcyclohexane with a low activity was obtained.",
keywords = "copolymerization, ethene, isotactic, olefins, metallocene catalysts, polymerization, polyolefins, propene, VCH, vinylcyclohexane, zirconocene",
author = "E. Aitola and A. Puranen and Harri Set{\"a}l{\"a} and S. Lipponen and M. Leskel{\"a} and T. Repo",
year = "2006",
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language = "English",
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Copolymerization of vinylcyclohexane with ethene and propene using zirconocene catalysts. / Aitola, E.; Puranen, A.; Setälä, Harri; Lipponen, S.; Leskelä, M.; Repo, T. (Corresponding Author).

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 44, No. 22, 2006, p. 6569-6574.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Copolymerization of vinylcyclohexane with ethene and propene using zirconocene catalysts

AU - Aitola, E.

AU - Puranen, A.

AU - Setälä, Harri

AU - Lipponen, S.

AU - Leskelä, M.

AU - Repo, T.

PY - 2006

Y1 - 2006

N2 - Vinylcyclohexane (VCH) was copolymerized with ethene and propene using methylaluminoxane‐activated metallocene catalysts. The catalyst precursor for the ethene copolymerization was rac‐ethylenebis(indenyl)ZrCl2 (1). Propene copolymerizations were further studied with Cs‐symmetric isopropylidene(cyclopentadienyl)(fluorenyl)ZrCl2 (2), C1‐symmetric ethylene(1‐indenyl‐2‐phenyl‐2‐fluorenyl)ZrCl2 (3), and “meso”‐dimethylsilyl[3‐benzylindenyl)(2‐methylbenz[e]indenyl)]ZrCl2 (4). Catalyst 1 produced a random ethene–VCH copolymer with very high activity and moderate VCH incorporation. The highest comonomer content in the copolymer was 3.5 mol %. Catalysts 1 and 4 produced poly(propene‐co‐vinylcyclohexane) with moderate to good activities [up to 4900 and 15,400 kg of polymer/(mol of catalyst × h) for 1 and 4, respectively] under similar reaction conditions but with fairly low comonomer contents (up to 1.0 and 2.0% for 1 and 4, respectively). Catalysts 2 and 3, both bearing a fluorenyl moiety, gave propene–VCH copolymers with only negligible amounts of the comonomer. The homopolymerization of VCH was performed with 1 as a reference, and low‐molar‐mass isotactic polyvinylcyclohexane with a low activity was obtained.

AB - Vinylcyclohexane (VCH) was copolymerized with ethene and propene using methylaluminoxane‐activated metallocene catalysts. The catalyst precursor for the ethene copolymerization was rac‐ethylenebis(indenyl)ZrCl2 (1). Propene copolymerizations were further studied with Cs‐symmetric isopropylidene(cyclopentadienyl)(fluorenyl)ZrCl2 (2), C1‐symmetric ethylene(1‐indenyl‐2‐phenyl‐2‐fluorenyl)ZrCl2 (3), and “meso”‐dimethylsilyl[3‐benzylindenyl)(2‐methylbenz[e]indenyl)]ZrCl2 (4). Catalyst 1 produced a random ethene–VCH copolymer with very high activity and moderate VCH incorporation. The highest comonomer content in the copolymer was 3.5 mol %. Catalysts 1 and 4 produced poly(propene‐co‐vinylcyclohexane) with moderate to good activities [up to 4900 and 15,400 kg of polymer/(mol of catalyst × h) for 1 and 4, respectively] under similar reaction conditions but with fairly low comonomer contents (up to 1.0 and 2.0% for 1 and 4, respectively). Catalysts 2 and 3, both bearing a fluorenyl moiety, gave propene–VCH copolymers with only negligible amounts of the comonomer. The homopolymerization of VCH was performed with 1 as a reference, and low‐molar‐mass isotactic polyvinylcyclohexane with a low activity was obtained.

KW - copolymerization

KW - ethene

KW - isotactic

KW - olefins

KW - metallocene catalysts

KW - polymerization

KW - polyolefins

KW - propene

KW - VCH

KW - vinylcyclohexane

KW - zirconocene

U2 - 10.1002/pola.21722

DO - 10.1002/pola.21722

M3 - Article

VL - 44

SP - 6569

EP - 6574

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

SN - 0887-624X

IS - 22

ER -