:Hydrogenation of Copolymer Resins
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概要
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Hydrogenation of Dicyclopentadiene (DCPD) resin was studied. The distilled fraction obtained from naphtha cracking, which contained indene as its main component, was copolymerized with DCPD. Thus copolymerized resins were hydrogenated with Ni and Pd catalysts. Hydrogenation with Pd catalyst was accompanied by little falling of the softening of resins. Hydrogenation with Ni catalyst seems to cause decrease in the softening point of the resins. Especially in case of Ni-NiO type catalyst softening point of resins fell violent (Table 1). Selective hydrogenation of the double bonds of carboncarbon and aromatic rings was also studied. The selectivity for hydrogenation of the carbon-carbon double bond was higher with Pd catalyst than with Ni catalyst (Fig. 2). The selectivity of the Ni-NiO type catalyst was very low. Copolymer resins of DCPD/Allyl Alcohol were hydrogenated with Ni catalysts at various temperatures.Above 220°C the content of the hydroxyl group and the softening point of the resins decreased markedly, and it suggested that degradation reaction had occurred (Fig. 3) based on the decrease in the number of hydroxyl groups and the generation of water. Comparing the FDMS spectra of the resins before and after hydrogenation, it was found that the number of peaks of the hydrogenated resins became more than that of the original resins, because there were many structural isomers of molecules of resins as shown in structures (3) and (4); in addition, there were some peaks produced by dehydration (Fig. 4). From these facts, dehydration was confirmed. When hydrogenation proceeded with a Ni catalyst, dehydration occurred before the softening point of the resin dropped (Fig. 5).On the other hand, it was difficult to confirm the occurrence of dehydration with the Pd catalyst (Table 2). When the resins containing phenolic hydroxyl radicals derived from copolymerization of DCPD and phenol were hydrogenated, resins containing ketone radicals were obtained (Fig. 4). When the resins containing succinic anhydride radicals were hydrogenated, the succinic anhydride radical was reduced and converted to a lactone ring or to a tetrahydrofuran ring (Table 4, Fig. 7). These reactions are useful for introducing these radicals into resins.
- 公益社団法人 石油学会の論文
公益社団法人 石油学会 | 論文
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