Abstract
Novel ester group functionalized cyclic olefin polymers (COPs) with high glass transition temperature, high transparency, good mechanical performance and excellent film forming ability have been achieved in this work via efficient ring-opening metathesis copolymerization of exo-1,4,4a,9,9a,10-hexahydro-9,10(1′,2′)-benzeno-l,4-methanoanthracene (HBM) and comonomers (5-norbornene-2-yl methylacetate (NMA), 5-norbornene-2-yl methyl 2-ethylhexanoate (NME) or 5-norbornene-2-yl methyldodecanoate (NMD)) utilizing the Grubbs first generation catalyst, Ru(CHPh)(Cl)2(PCy3)2 (Cy = cyclohexyl, G1), followed by hydrogenation of double bonds in the main chain. The fully hydrogenated copolymers were characterized by nuclear magnetic resonance, FT-IR spectroscopy analysis, gel permeation chromatography, and thermo gravimetric analysis. Differential scanning calorimetry curves showed that the glass transition temperatures (Tg) linearly decreased with the increasing of comonomers content, which was easily controlled by changing feed ratios of HBM and comonomers. Static water contact angles tests indicate that hydrophilicity of copolymers can also be modulated by changing the comonomers incorporation. Additionally, the mechanical performances of copolymers were also investigated.
Highlights
Cyclic olefin copolymers (COCs) and cyclic olefin polymers (COPs) are very attractive thermoplastic resins with potential enhanced properties such as outstanding transparency, good heat resistance, low moisture absorption, good chemical resistance, and low double refraction [1,2,3]
COPs are prepared via ring-opening metathesis polymerization (ROMP) of cycloolefin followed by hydrogenation [17,18,19,20,21,22,23,24], and commercialized under the trade names Zeonex® and Zeonor® by Zeon [25] and Arton® by Japan
The typical data including the molecular weights (MWs) and molecular weight distributions (MWDs) of the resultant COPs are summarized in Catalyst G1 a
Summary
Cyclic olefin copolymers (COCs) and cyclic olefin polymers (COPs) are very attractive thermoplastic resins with potential enhanced properties such as outstanding transparency, good heat resistance, low moisture absorption, good chemical resistance, and low double refraction [1,2,3]. COCs are obtained through copolymerization of cycloolefin with ethylene or α-olefin [5,6,7,8,9,10,11,12,13,14], and commercialized under the trade names APEL® by Mitsui and TOPAS® by TOPAS advanced polymers (TAP: formerly Ticona and Hoechst) [15,16]. COPs are prepared via ring-opening metathesis polymerization (ROMP) of cycloolefin followed by hydrogenation [17,18,19,20,21,22,23,24], and commercialized under the trade names Zeonex® and Zeonor® by Zeon [25] and Arton® by Japan. Typical polymerization routes for COCs (Cyclic olefin copolymers) and COPs (cyclic olefin polymers)
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