Polymerization of norbornene using novel palladium carboxylate/boron trifluoride etherate catalyst system

Myagmarsuren, G.; Park, Joo-Il; Ihm, Son Ki

doi:10.1016/j.polymer.2006.10.009

Cited by 17 publications

(7 citation statements)

References 37 publications

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“…A higher concentration of precatalyst led to higher monomer conversion and activities but the average molecular masses of the polymer decreased. The monomer conversion was not affected by the nature of the carboxylate ligand, whereas the PNB molecular weight showed a linear decrease with increasing acidity of the carboxylate ligands [195][196][197].…”

Section: Oo-chelate Ligandsmentioning

confidence: 90%

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Metal catalysts for the vinyl/addition polymerization of norbornene

Blank

Janiak

2009

Coordination Chemistry Reviews

326

208

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Section: Oo-chelate Ligandsmentioning

confidence: 90%

“…Palladium(II) carboxylates Pd-40 to Pd-44, in particular Pd(OAc) 2 , and BF 3 ·OEt 2 , gave high activities of more than 10 6 g PNB /mol Pd h [195].…”

Section: Oo-chelate Ligandsmentioning

confidence: 99%

Metal catalysts for the vinyl/addition polymerization of norbornene

Blank

Janiak

2009

Coordination Chemistry Reviews

326

208

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“…Incorporation of functional groups into the polymer chains has proved to be an effective strategy for overcoming these drawbacks . A series of copolymers of norbornene (NB) with polar monomers, NB derivatives, have been studied. Among the family of cyclo‐olefin copolymers, some of the versatile and interesting ones are the copolymers of NB with functionalized NB derivatives.…”

Section: Introductionmentioning

confidence: 99%

Pd(II) complexes bearing di‐ and monochelate fluorinated β‐ketonaphthyliminato ligand and their catalytic properties towards vinyl‐addition polymerization and copolymerization of norbornene and ester‐functionalized norbornene derivative

Tian

Zhu

Liu

et al. 2014

Applied Organom Chemis

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Fluorinated β-ketonaphthyliminate ligand CF 3 C(O)CHC[HN(naphthyl)]CH 3 (L1) and Pd(II) complexes with dichelate fluorinated β-ketonaphthyliminato ligand, {CF 3 C(O)CHC[N(naphthyl)]CH 3 } 2 Pd (C1), as well as with monochelate fluorinated β-ketonaphthyliminato ligand, {CF 3 C(O)CHC[N(naphthyl)]CH 3 }Pd(CH 3 )(PPh 3 ) (C2), were synthesized and their solid-state structures were confirmed using X-ray crystallographic analysis. The Pd(II) complexes were employed as precursors to catalyze norbornene (NB) homo-and copolymerization with ester-functionalized NB derivative using B(C 6 F 5 ) 3 as a co-catalyst. High activity up to 2.3 × 10 5 g polymer mol Pd À1 h À1 for the C1/B(C 6 F 5 ) 3 system and 3.4 × 10 6 g polymer mol Pd À1 h À1 for the C2/B(C 6 F 5 ) 3 system was exhibited in NB homopolymerization. Moreover, the Pd(II) complexes exhibited a high level of tolerance towards the ester-functionalized MB monomer. In comparison with the C1/B(C 6 F 5 ) 3 system, the C2/B (C 6 F 5 ) 3 system exhibited better catalytic property towards the copolymerization of NB with 5-norbornene-2-carboxylic acid methyl ester (NB-COOCH 3 ), and soluble vinyl-addition-type copolymers were obtained with relatively high molecular weights (3.6 × 10 4 -7.5 × 10 4 g mol À1 ) as well as narrow molecular weight distributions (1.49-2.15) depending on the variation of monomer feed ratios. The NB-COOCH 3 insertion ratio in all copolymers could be controlled in the range 2.8-21.0 mol% by tuning a content of 10-50 mol% NB-COOCH 3 in the monomer feed ratios. Copolymerization kinetics were expressed by the NB and NB-COOCH 3 monomer reactivity ratios: r NB-COOCH3 = 0.18, r NB = 1.28 were determined for the C1/B(C 6 F 5 ) 3 system and r NB-COOCH3 = 0.19, r NB = 3.57 for the C2/B(C 6 F 5 ) 3 system using the Kelen-Tüdõs method.

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“…Recently, vinyl polymerization of norbornene (NB) has attracted more and more attention,1, 2 because the resulting polynorbornene (PNB) is well‐known for its unique physical properties, such as high chemical resistance, good UV resistance, low dielectric constant, high glass transition temperature, excellent transparency, high refractive index, and low birefringence 3–6. Vinyl‐type PNBs can be prepared by transition metal catalysts based on titanium,6–10 zirconium,11, 12 chromium,13, 14 cobalt,14 nickel,15–30 palladium,30–35 and copper14, 36, 37 complexes. Neutral nickel and cationic palladium complexes are two important types of catalysts for vinylic polymerization of NB.…”

Section: Introductionmentioning

confidence: 99%

Functionalization of vinylic addition polynorbornenes via efficient copolymerization of norbornene using Ni(II)‐Me complexes

Song

Shi

et al. 2011

J. Polym. Sci. A Polym. Chem.

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The facile and efficient functionalization of polynorbornene has been achieved through direct copolymerization of norbornene (NB) with 5-norbornene-2-yl acetate (NBA) or 5-norbornene-2-methanol (NBM) using a series of b-ketiminato Ni(II)-Me pyridine complexes 1-4 (Scheme 2) in the presence of B(C 6 F 5 ) 3 . Remarkably, the monomer conversion could reach up to about 96% in 10 min in the NB/NBA copolymerization. The copolymers with wide NBA contents (3.3-38.4 mol %) were obtained by variation of reaction conditions. These copolymers have high molecular weights (MWs) (M n ¼ 41.8-144 kg/mol) and narrow MW distributions (M w /M n ¼ 1.80-2.27). In the absence of alkyl aluminum compounds, a monomer conversion of 81% was observed in the NB/NBM copolymerization, and copolymers with NBM content in the range of 11.2-21.8 mol % were obtained by variation of reaction conditions. In addition, Ni(II)-Me pyridine complexes 2 was very active at a low B/Ni molar ratio of 6, while bisligand complex 6 bearing the same ligand just showed moderate efficiency at a high B/Ni molar ratio of 20. V C 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: 562-570, 2012

show abstract

Polymerization of norbornene using novel palladium carboxylate/boron trifluoride etherate catalyst system

Cited by 17 publications

References 37 publications

Metal catalysts for the vinyl/addition polymerization of norbornene

Metal catalysts for the vinyl/addition polymerization of norbornene

Pd(II) complexes bearing di‐ and monochelate fluorinated β‐ketonaphthyliminato ligand and their catalytic properties towards vinyl‐addition polymerization and copolymerization of norbornene and ester‐functionalized norbornene derivative

Functionalization of vinylic addition polynorbornenes via efficient copolymerization of norbornene using Ni(II)‐Me complexes

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