Preparation and characterization of cycloolefin polymer based on dicyclopentadiene (DCPD) and dimethanooctahydronaphthalene (DMON)

Widyaya, Vania Tanda; Vo, Huyen Thanh; Putra, Robertus Dhimas Dhewangga; Hwang, Woon Sung; Ahn, Byoung Sung; Lee, Hyunjoo

doi:10.1016/j.eurpolymj.2013.05.022

Cited by 20 publications

(12 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As shown in Scheme 1, 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 Synthetic Rubber (JSR) [20,21]. Scheme 1.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of High Performance Cyclic Olefin Polymers (COPs) with Ester Group via Ring-Opening Metathesis Polymerization

Cui

Yang

et al. 2015

Polymers

View full text Add to dashboard Cite

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 4,4a,9,9a,10(1′, 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.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis of High Performance Cyclic Olefin Polymers (COPs) with Ester Group via Ring-Opening Metathesis Polymerization

Cui

Yang

et al. 2015

Polymers

View full text Add to dashboard Cite

show abstract

“…However, the studies involving DCPD mostly investigated its polymerization [17][18][19] or its isomerization [20][21][22][23][24]. Comparatively, studies reporting the use of DCPD for synthesizing TCPD are rare.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of cyclopentadiene trimer (tricyclopentadiene) over zeolites and Al-MCM-41: The effects of pore size and acidity

Kwak

Kim

Lee

et al. 2014

Fuel

View full text Add to dashboard Cite

“…1 4 − 2 0 For instance, hydrogenated poly-(dicyclopentadiene) exhibits a lower T g (102 vs 146 °C) and a higher thermal decomposition temperature (T d ) (436 vs 381 °C) than its unsaturated precursor. 15 For comparison, poly(norbornene) is amorphous and exhibits a T g at approximately 35 °C, 21−26 whereas its hydrogenated derivative is crystalline with a melting temperature (T m ) of 156 °C. 10 The thermal enhancement has been attributed to increased rotation of the C−C bonds in the polymer backbone which effectively enable the polymer chains to align and aggregate in a relatively ordered fashion.…”

Section: ■ Introductionmentioning

confidence: 99%

“…As outlined in Scheme , many of the aforementioned polymers may be prepared using a tandem ring-opening metathesis polymerization (ROMP)/hydrogenation sequence. ,− Although polymers that are produced using this method often exhibit lower glass transition temperatures upon hydrogenation due to increased backbone flexibility, enhancements in chemical and thermal stability are observed. − For instance, hydrogenated poly(dicyclopentadiene) exhibits a lower T g (102 vs 146 °C) and a higher thermal decomposition temperature ( T d ) (436 vs 381 °C) than its unsaturated precursor . For comparison, poly(norbornene) is amorphous and exhibits a T g at approximately 35 °C, − whereas its hydrogenated derivative is crystalline with a melting temperature ( T m ) of 156 °C .…”

Section: Introductionmentioning

confidence: 99%

Hydrogenated Poly(Dewar benzene): A Compact Cyclic Olefin Polymer with Enhanced Thermomechanical Properties

2020

View full text Add to dashboard Cite

Dihydro Dewar benzene(bicyclo[2.2.0]hex-2-ene) was synthesized and polymerized using the Grubbs third generation catalyst. The corresponding ring-opening metathesis polymerization proceeded in a controlled manner, as determined by a linear relationship between the molecular weight of the polymer produced and the monomer-to-catalyst feed ratio as well as an ability to extend polymer chains through exposure to an additional monomer. Subsequent treatment with tosylhydrazide afforded the corresponding hydrogenated derivative. The hydrogenated polymer was found to exhibit high melting and decomposition temperatures as well as a relatively high Young’s modulus when compared to other polyolefins [e.g., hydrogenated poly(norbornene) and poly(ethylene)]. The enhanced thermal and mechanical properties were found to originate from a relatively low phase transition entropy combined with high polymer crystallinity, features that were attributed to restricted bond rotation within the repeating units of the hydrogenated polymer.

show abstract

Preparation and characterization of cycloolefin polymer based on dicyclopentadiene (DCPD) and dimethanooctahydronaphthalene (DMON)

Cited by 20 publications

References 14 publications

Synthesis of High Performance Cyclic Olefin Polymers (COPs) with Ester Group via Ring-Opening Metathesis Polymerization

Synthesis of High Performance Cyclic Olefin Polymers (COPs) with Ester Group via Ring-Opening Metathesis Polymerization

Synthesis of cyclopentadiene trimer (tricyclopentadiene) over zeolites and Al-MCM-41: The effects of pore size and acidity

Hydrogenated Poly(Dewar benzene): A Compact Cyclic Olefin Polymer with Enhanced Thermomechanical Properties

Contact Info

Product

Resources

About