Synthesis of Pure Butene-1 through Hydro-isomerization of Butene-2 and Distillation

2-부텐의 수첨이성화반응 및 증류공정을 통한 고순도 1-부텐의 제조

  • Cho, Jungho (Department of Chemical Engineering, Dong Yang University) ;
  • Jeon, Jong-Ki (Department of Chemical Engineering, Kongju National University) ;
  • Song, Youngha (Department of Chemical Engineering, Kongju National University) ;
  • Lee, Seong Jun (Chemicals R&D Center, SK Corporation) ;
  • Lee, Jae Ho (Chemicals R&D Center, SK Corporation)
  • Received : 2007.04.20
  • Accepted : 2007.04.28
  • Published : 2007.08.31

Abstract

It is necessary to convert butene-2 into butene-1 with higher added-values through positional isomerization. In this study, hydro-isomerization of butene-2 with hydrogen over Pd/alumina catalysts was investigated in a fixed bed reactor. The yield of butene-1 over Ld-265 catalyst was higher than that over other catalysts. The yield of butene-1 was highest (5.3%) under the conditions of reaction temperature of $75^{\circ}C$, reaction pressure of 150 psig, 2-butene flow rate of 48 cc/h and hydrogen flow rate of 3 cc/min. We conducted simulation for the process composed of a hydro-isomerization reactor and a distillation tower. In the case of 78% of tray efficiency, we obtained over 99% pure butene-1 through a distillation tower with 171 steps (R=120).

$C_4$ 잔사유에 포함되어 있는 2-부텐을 부가가치가 더 높은 1-부텐으로 위치 이성화하는 공정의 개발이 필요하다. 본 연구에서는 2-부텐을 1-부텐으로 전환하기 위하여 상업용 Pd/alumina 촉매를 사용하여 수첨이성화반응 실험을 수행하였다. 상업용 Pd 촉매인 LD-265 촉매가 같은 반응조건에서 다른 상업용 촉매들보다 1-부텐 수율이 높았다. 1-부텐의 최적반응조건은 반응온도 $75^{\circ}C$, 반응압력 150 psig, 2-부텐의 유량 48 cc/h, $H_2$ 유량 48 cc/h이었으며, 이 조건하에서 1-부텐의 수율이 5.3%로 최대임을 알 수 있었다. 수첨이성화 반응기와 증류탑으로 구성된 공정의 모사를 수행하였다. 순도 99.0% 이상의 1-부텐을 얻기 위해서 단 효율이 78% 일 때 환류비가 120이고 171 단의 증류탑이 필요한 것으로 나타났다.

Keywords

Acknowledgement

Supported by : 에너지관리공단

References

  1. Kim, M. Y. and Seo, G., 'Skeletal Isomerization of n-butene Over Acid Catalyst,' J. Kor. Ind. Eng. Chem., 15(6), 581-593(2004)
  2. Jeon, J. K., Ihm, J. H., Lee, J. H. and Kim, Y. S., 'Development of Catalysts for 2-butene Isomerization,' Catalysis, 21(2), 13-19(2005) https://doi.org/10.1039/b712664f
  3. Myers, J. W., 'Catalytic Isomerization of An Internal Double Bond Aliphatic Mono-olefin to Produce Terminal Bond Olefin,' U.S. Patent No. 4,289,919(1981)
  4. Ancillotti, F., Forlani, O., Jover, B., Resofski, G. and Gati, G.,'Industrial Scale Selective High-temperature Conversion of 2-butene to 1-butene: I. Development of Catalysts,' Appl. Catal., 67(1), 237-247(1990) https://doi.org/10.1016/S0166-9834(00)84447-4
  5. Forlani, F., Ancillotti, O., Jover, B., Resofski, G. and Gati, G., 'Industrial Scale Selective High-temperature Conversion of 2-butene to 1-butene: II. Comparison of Catalysts,' Appl. Catal., 67(1), 249-255(1990) https://doi.org/10.1016/S0166-9834(00)84448-6
  6. Hsing, H. H., 'Al2O3 Alkene Isomerization Process and Catalyst,' U.S. Patent No. 5,043,523(1991)
  7. Moronta, A., Luengo, J., Ramírez, Y., Quinonez, J., González, E. and Sánchez, J., 'Isomerization of cis-2-butene and trans-2-butene Catalyzed by acid- and ion-exchanged Smectite-type Clays,' Applied Clay Science, 29(2), 117-123(2005) https://doi.org/10.1016/j.clay.2004.12.002
  8. Powers, D. H., 'Alpha Olefin Production,' US Patent No. 6,768,038 (2004)
  9. Seo, G., 'Skeletal Isomerization of n-butenes Over Solid Acid Catalysts,' Catalysis Surveys from Asia, 9(3), 139-146(2005) https://doi.org/10.1007/s10563-005-7550-3
  10. Arganbright, R. P., 'Hydroisomerization Process,' US Patent No. 5,087,780(1992)
  11. Dorbon, M., Hugues, F., Viltard, J., Didillon, B. and Forestiere, A., 'Process for Obtaining Butene-1,' US Patent No. 6,242,662(2001)
  12. Bradford, J. R. and Drickamer, H. G., 'Overall Plate Efficiency of Commercial Hydrocarbon Fractionating Columns as a Function of Viscosity,' AIChE, 39, 319-360(1943)