• Applied Chemistry for Engineering
• /
• v.27 no.2
• /
• pp.190-194
• /
• 2016

Tricyclopentadiene (TCPD) is one of the important precursors for making tetrahydrotricyclopentadiene, which is well known as a next-generation fuel with high energy density. In this study, TCPD was obtained by polymerization reaction of dicyclopentadiene (DCPD) using an ionic liquid (IL) supported mesoporous silica catalysts. ILs were supported to two kinds of mesoporous silica catalysts with different pore sizes such as MCM-41 and SBA-15. Four different ILs were supported to mesoporous silicas using anionic precursors such as CuCl or $FeCl_3$ and cationic precursors such as triethylamine hydrochloride or 1-butyl-3-methylimidazolium chloride. We proved that IL supported mesoporous silicas showed better catalytic performance than those of using non-supported prestine IL in the aspect of TCPD yield and DCPD conversion. Among four kinds of IL supported mesoporous silica catalysts, CuCl-based IL supported MCM-41 system showed the highest TCPD yield.

• Transactions of the Korean hydrogen and new energy society
• /
• v.30 no.6
• /
• pp.629-634
• /
• 2019

Dicyclopentadiene is a low viscosity resin which forms a poly-dicyclopentadiene rapidly through ring opening metathesis polymerization (ROMP). This poly-dicyclopentadiene has outstanding properties of low-temperature, water and impact resistances. Due to these advantages, military and offshore structures try to apply the DCPD composites by using liquid composite molding process. In this study, 14%, 38% volume fraction fiber glass strand mat reinforced p-DCPD composites processed by structural reaction injection molding (S-RIM) which has resin-catalsyt mixing head and glass fiber preform in the mold. Additionally, S-RIM numerical analysis was conducted to predict the process time depending on fiber volume fraction and mold temperature. The process time is shorter when it has the lower fiber volume fraction or the higher mold temperature. At higher mold temperature, it is necessary to set the maximum mold temperature considering the resin curing time.

• Elastomers and Composites
• /
• v.58 no.3
• /
• pp.103-111
• /
• 2023

The abrasion resistances of silica-filled styrene-butadiene rubber (SBR) compounds prepared with and without dicyclopentadiene resin (SBR-R and SBR-0, respectively) were studied using four different abrasion testers, namely cut and chip (CC), Lambourn, DIN, and laboratory abrasion tester (LAT100). The effect of the resin on the abrasion behavior was elucidated by analyzing the morphologies and size distributions of wear particles. All the wear particles had rough surfaces, but those obtained in the Lambourn abrasion test exhibited relatively smooth surfaces. The size distributions of the wear particles showed different trends depending on the abrasion tester and the rubber compound; however, most of the wear particles were larger than 1000 ㎛. The SBR-R sample showed a wide range of particle sizes (from 63 ㎛) in the LAT100 abrasion test and majority of the wear particles were 500-1000 ㎛, whereas the SBR-0 sample had the most distribution of larger than 1000 ㎛. The abrasion rates of SBR-0 sample were lower than those of the SBR-R sample for the CC and LAT100 abrasion tests, but the Lambourn abrasion test result showed the opposite trend. Addition of the resin influenced the abrasion behavior, however the effect varied depending on the type of abrasion tests.

• Polymer(Korea)
• /
• v.39 no.3
• /
• pp.506-513
• /
• 2015

Ethylidene norbornene (ENB) and its blends with endo-dicyclopentadiene (endo-DCPD) were prepared and reacted via the ring-opening metathesis polymerization (ROMP) reaction with the $1^{st}$ and $2^{nd}$ generation Grubbs' catalysts. Dynamic exothermic behaviors during ROMP and tensile properties after ROMP were evaluated using a differential scanning calorimeter (DSC) and a universal testing machine (UTM) for the samples, respectively. It revealed that the ROMP rate was accelerated with the less contents of endo-DCPD and under the $2^{nd}$ generation catalyst. Also, the addition of endo-DCPD and the $1^{st}$ generation catalyst resulted in higher tensile modulus and strength but lower toughness. Gel fraction measurement and fracture surface observation were made to understand the tensile properties.

• Journal of Adhesion and Interface
• /
• v.15 no.4
• /
• pp.145-150
• /
• 2014

Dicyclopentadiene (DCPD)-based hydrocarbon resins are widely used as tackifiers in many applications. In particular, hydrogenated DCPD-based hydrocarbon resins are widely used in premium hot-melt-type adhesives such as hot melt adhesives (HMAs) and/or hot melt pressure-sensitive adhesives (HMPSAs), because are water-white in color and possess excellent stability to light and heat. This article discusses the adhesive performance of various hydrogenated DCPD resins when they are used as tackifiers in styrene-block-copolymer (SBC)-based HMPSAs. This article shows the correlation between the characteristics of tackifiers and the adhesive performance of SBC-based HMPSAs. The higher the softening point of the tackifier, the higher is the $T_g$, softening point, and crossover temperature of the PSAs. High aromatic H wt% content reduces the high-temperature resistance of PSAs, as suggested by the decrease in the crossover temperature and softening point of the PSAs.

• Journal of Adhesion and Interface
• /
• v.16 no.1
• /
• pp.29-34
• /
• 2015

Hydrocarbon resins, which are defined as low molecular weight, amorphous, and thermoplastic polymers, are widely used as tackifier for various types of adhesives, as processing aids in rubber compounds, and as modifiers for plastics polymers such as isotactic polypropylene. Typically, hydrocarbon resins are non-polar, and thus highly compatible with non-polar rubbers and polymer. However, they are poorly compatible with polar system, such as acrylic copolymer, polyurethanes, and polyamides. Moreover, recently the raw materials of hydrocarbon resin from naphtha cracking had been decreased because of light feed cracking such as gas cracking. To overcome this problem, in this study, novel hydrocarbon resins were designed to have a highly polar chemical structure which material is sustainable. And, it was successfully synthesized by Diels-Alder reaction of dicyclopentadiene monomer and sorbic acid from blueberry as renewable resources. Acrylic resins were formulated with various tackifiers solution including sorbic acid grafted hydrogenated dicyclopentadiene hydrocarbon resins in acrylic adhesive and rolling ball tack, loop tack, $180^{\circ}$ peel adhesion strength, and shear adhesion strength were measured. The properties depend on the softening point and polar content of tackifiers.

• Journal of Power System Engineering
• /
• v.19 no.5
• /
• pp.86-92
• /
• 2015

p-DCPD were prepared by in-suit ROMP polymerization using $MoCl_5$ and $Et_2AlCl$. The results showed that $MoCl_5:Et_2AlCl:DCPD$ mole ratio of 1:2.0:350 had the curing-time of 60sec and crosslinking degree of 90.44%. The curing time of DCPD polymerization by $MoCl_5/Et_2AlCl$ was shortened, and monomer conversion and crosslinking degree were decreased with temperature and the number of moles of $MoCl_5$ and $Et_2AlCl$. $MoCl_5$ and $Et_2AlCl$ is damaged its function by the reaction with the air in the atmosphere and did't proceed the polymerization properly.

• Journal of the Korean Chemical Society
• /
• v.18 no.6
• /
• pp.437-442
• /
• 1974

Pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione was synthesized from the cyclopentanone in good overall yield(60%). Cyclopentanone ethylene ketal(Ⅰ) was brominated with pyridinium bromide perbromide, and the brominated ketal(Ⅱ) was converted to the dimer of cyclopentadienone ethylene ketal(Ⅲ). The ethylene ketal(Ⅲ) was again converted to the dicyclopentadiene-1,8-dione(Ⅳ). Finally, the pentacyclo ($5,3,0,0^{2,5},06{3,9},0^{4,8})-decane-6,10-dione(Ⅴ) was synthesized from the dicyclopentadilene-1,8-dione(Ⅳ) by photochemical cyclization.

• Macromolecular Research
• /
• v.12 no.5
• /
• pp.478-483
• /
• 2004

Two different diene monomers [dicyclopentadiene (DCPD) and 5-ethylidene-2-norbornene (ENB)] as self-healing agents for polymeric composites were microencapsuled by in situ polymerization of urea and formaldehyde. We obtained plots of the storage modulus (G') and tan $\delta$ as a function of cure time by using dynamic mechanical analysis to investigate the cure behavior of the unreacted self-healing agent mixture in the presence of a catalyst. Glass transition temperatures (T$\_$g/) and exothermic reactions of samples cured for 5 and 120 min in the presence of different amounts of the catalyst were analyzed by differential scanning calorimetry. Of the two dienes, ENB may have advantages as a self-healing agent because, when cured under same conditions as DCPD, it reacts much faster in the presence of a much lower amount of catalyst, has no melting point, and produces a resin that has a higher value of T$\_$g/. Microcapsules containing the healing agent were successfully formed from both of the diene monomers and were characterized by thermogravimetric analysis. Optical microscopy and a particle size analyzer were employed to observe the morphology and size distribution, respectively, of the microcapsules. The microcapsules exhibited similar thermal properties as well as particle shapes and sizes.

• Composites Research
• /
• v.29 no.4
• /
• pp.216-222
• /
• 2016

Ring-opening metathesis polymerization of p-dicyclopentadiene (DCPD) can be performed using the tungsten type catalyst. This reaction usually progresses in nitrogen condition, because the catalysts are extremely sensitive in air condition. To solve this problem, DCPD resin with tungsten (W) was cured using hot press after stirring of DCPD A and B liquid in air condition. Mechanical properties of DCPD were improved by reducing microvoid occurrence successfully by using hot press method. It might be because hot press could provide sufficient press on DCPD specimen. Addition of catalyst was not effective for the curing of resin in a short time. During polymerization, pressure and temperature had a great influence on the mechanical properties of DCPD.