Synthesis of cyclopentadiene trimer (tricyclopentadiene) over various zeolites: A feasibility study for scale-up reactions and comparative economic analysis between two-step and one-pot processes using an engineering estimation

Chul Hae Ryu, Young Hoon Cho, Jeongsik Han, Chang Sun Park, Hyeong Uk Joo, Kwan Young Lee

Research output: Contribution to journalArticle

Abstract

Several researchers have continuously studied the development of HEDFs using tricyclopentadiene (TCPD) as a raw material. However, the production of high-energy-density fuels (HEDFs) using the TCPD raw material has been performed mainly in a laboratory-scale process, and there is no clear standard to judge the value of commercialization. Therefore, in this study, the scale-up effects were investigated for four reaction cases (1. cycloaddition of endo-dicyclopentadiene (DCPD) over Al-MCM-41; 2. isomerization of endo-tetrahydrotricyclopentadiene (THTCPD) over HY(30); 3. one-pot DCPD oligomerization and TCPD isomerization over MMZ-Hβ(300); 4. one-pot DCPD oligomerization and TCPD isomerization over Hβ(25)) for manufacturing highly valuable TCPD. These four cases were analyzed and compared with the results of corresponding laboratory-scale tests for checking the reproducibility of each reaction to some degree. Additionally, the measurement and analysis of the important major physical properties of the final products from each reaction case were carried out according to ASTM (American Society for Testing and Materials) methods such as specific gravity, heat of combustion, viscosity and freezing point. Finally, the comparative economic analysis was performed between two-step process of the separate oligomerization/isomerization and one-pot oligomerization/isomerization considering the regeneration of catalysts through the estimation of the unit manufacturing cost for each pilot scale production using an engineering estimate method based on the reaction conditions for the scale-up test results. As a result, the two-step process has a strong point in the relatively higher TCPD yield despite the disadvantage of the relatively longer process step.

Original languageEnglish
Article number116688
JournalFuel
Volume263
DOIs
Publication statusPublished - 2020 Mar 1

Fingerprint

dicyclopentadiene
Cyclopentanes
Zeolites
Economic analysis
Isomerization
Oligomerization
Raw materials
Cycloaddition
Multicarrier modulation
Freezing
Density (specific gravity)
Physical properties
Viscosity
Catalysts
Testing
Costs

Keywords

  • Engineering estimate method
  • High-energy-density fuel
  • Isomerization
  • Oligomerization
  • Scale-up reaction
  • Tetrahydrodicyclopentadiene

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Fuel Technology
  • Energy Engineering and Power Technology
  • Organic Chemistry

Cite this

Synthesis of cyclopentadiene trimer (tricyclopentadiene) over various zeolites : A feasibility study for scale-up reactions and comparative economic analysis between two-step and one-pot processes using an engineering estimation. / Ryu, Chul Hae; Cho, Young Hoon; Han, Jeongsik; Park, Chang Sun; Joo, Hyeong Uk; Lee, Kwan Young.

In: Fuel, Vol. 263, 116688, 01.03.2020.

Research output: Contribution to journalArticle

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abstract = "Several researchers have continuously studied the development of HEDFs using tricyclopentadiene (TCPD) as a raw material. However, the production of high-energy-density fuels (HEDFs) using the TCPD raw material has been performed mainly in a laboratory-scale process, and there is no clear standard to judge the value of commercialization. Therefore, in this study, the scale-up effects were investigated for four reaction cases (1. cycloaddition of endo-dicyclopentadiene (DCPD) over Al-MCM-41; 2. isomerization of endo-tetrahydrotricyclopentadiene (THTCPD) over HY(30); 3. one-pot DCPD oligomerization and TCPD isomerization over MMZ-Hβ(300); 4. one-pot DCPD oligomerization and TCPD isomerization over Hβ(25)) for manufacturing highly valuable TCPD. These four cases were analyzed and compared with the results of corresponding laboratory-scale tests for checking the reproducibility of each reaction to some degree. Additionally, the measurement and analysis of the important major physical properties of the final products from each reaction case were carried out according to ASTM (American Society for Testing and Materials) methods such as specific gravity, heat of combustion, viscosity and freezing point. Finally, the comparative economic analysis was performed between two-step process of the separate oligomerization/isomerization and one-pot oligomerization/isomerization considering the regeneration of catalysts through the estimation of the unit manufacturing cost for each pilot scale production using an engineering estimate method based on the reaction conditions for the scale-up test results. As a result, the two-step process has a strong point in the relatively higher TCPD yield despite the disadvantage of the relatively longer process step.",
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