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Conflict of Interest: In relation to this article, we declare that there is no conflict of interest.

Publication history: Received July 25, 2005
Accepted September 22, 2005

This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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디메틸시클로펜타디엔의 수소화 및 이성화반응 연구

Study on the Hydrogenation and Isomerization Reaction of Dimethylcyclopentadiene

정병훈 한정식 이정호¹ 김성보¹ 이범재^2†

Byung Hun Jeong Jeong Sik Han Jeong Ho Lee¹ Seong Bo Kim¹ Bum Jae Lee^2†

국방과학연구소, 305-600 대전시 유성구 유성우체국 사서함 35-1 ¹한국화학연구원 화학기술부, 305-600 대전시 유성구 장동 100 ²충남대학교 정밀공업화학과, 305-764 대전시 유성구 궁동 220

Agency for Defense Development, P.O. Box 35-1, Yuseong-gu, Daejeon 305-600, Korea ¹Advanced Chemical Technology Division, Korea Research Institute of Chemical Technology, 100, Jang-dong, Yuseong-gu, Daejeon 305-600, Korea ²Department of Fine Chemical Engineering, ChungNam National University, 220, Gung-dong, Yuseong-gu, Daejeon 305-764, Korea

bjlee@cnu.ac.kr

Korean Chemical Engineering Research, October 2005, 43(5), 566-570(5), NONE Epub 2 November 2005

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Abstract

이중고리형 불포화탄화수소 화합물인 methylcyclopentadiene dimer(MCPD)의 수소화 및 이성화반응에 관한 연구를 행하였다. Exo 화합물은 2단계의 수소화반응 후에 이성화반응에 의해 제조되었다. 수소 1몰이 첨가되는 1차 수소화 반응은 100 ℃이상의 반응온도에서는 다이머가 분해되어 모노머가 생성이 증가되었다. 1차 수소화 반응에 의하여 DHDMCPD[dihydrodi(methylcyclopentadiene)]가 생성된 후 2차 수소화반응을 진행하여 THDMCPD[tetrahydrodi (methylcyclopentadiene)]를 제조하였는데, 2차 반응온도조절에 의해 exo와 endo 비율이 변화되었다. 공정개선을 위하여 2단 가열반응기를 사용함으로 연속식 1, 2차 수소화 조건을 확립하였고 또한 endo THDMCPD로부터 exo 형태로 의 이성화반응에 할로겐화 알루미늄과 같은 할로겐화 금속촉매와 고체산 촉매를 사용하여 촉매의 활성을 비교하였다.

The study on the hydrogenation and isomerization of unsaturated bicyclic hydrcarbon compounds using methylcyclopentadiene dimer (MCPD) was carried out. Exo compound was prepared through isomerization reaction after two hydrogenation reaction steps. In the first hydrogenation reaction which needs one mole of hydrogen, the formation rate of monomer was increased as dimer was decomposed at reaction temperature above 100℃. At first hydrogenation, DHDMCPD [dihydrodi(methylcyclopentadiene)] was formed and second hydrogenation was proceeded to produce THDMCPD [tetrahydrodi(methylcyclopentadiene)], the ratio of exo to endo THDMCPD was varied by the control of 2nd hydrogenation temperature. To improve the process, continuous 1st and 2nd hydrogenation conditions were established by using the 2nd stage heat controllable reactor. Also, catalytic activities were compared by the use of halogenized aluminum, metal halides and solid acids catalysts on the isomerization reaction from endo to exo THDMCPD.

Keywords

Dimethylcyclopentadiene Hydrogenation Isomerization Second Stage Heat Controllable Reactor Halogenized Aluminum

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