Production of Linear Octenes from Oligomerization of 1-Butene over Carbon-Supported Cobalt Catalysts

Xu, Zhuoran; Chada, Joseph P.; Zhao, Dongting; Carrero, Carlos A.; Kim, Yong Tae; Rosenfeld, Devon C.; Rogers, Jessica L.; Rozeveld, Steven J.; Hermans, Ive; Huber, George W.

doi:10.1021/acscatal.6b00655

Title: Production of Linear Octenes from Oligomerization of 1-Butene over Carbon-Supported Cobalt Catalysts

Journal Article · Wed May 04 00:00:00 EDT 2016 · ACS Catalysis

DOI:https://doi.org/10.1021/acscatal.6b00655· OSTI ID:1257483

Xu, Zhuoran ^[1]; Chada, Joseph P. ^[1]; Zhao, Dongting ^[1]; Carrero, Carlos A. ^[1]; Kim, Yong Tae ^[1]; Rosenfeld, Devon C. ^[2]; Rogers, Jessica L. ^[2]; Rozeveld, Steven J. ^[2]; Hermans, Ive ^[1]; Huber, George W. ^[1]

Univ. of Wisconsin, Madison, WI (United States)
The Dow Chemical Company, Freeport, TX (United States)

Here, linear octenes were produced in high (70–85%) selectivity from oligomerization of liquid 1-butene using carbon-supported cobalt oxide catalysts in a continuous flow reactor. The liquid products were characterized by two-dimensional gas chromatography–mass spectrometry. Above 95% of the oligomers were C8 olefins, with the other products primarily being branched C12 olefins. The linear octene products at a conversion of 9.77% decreased in selectivity according to 3-octene > trans-2-octene > cis-2-octene > 4-octene. Methyl-heptenes including trans/cis-5-methyl-2-heptene > trans/cis-5-methyl-3-heptene > trans-3-methyl-2-heptene (at the lowest conversion) were the other major products summing to 15.6%. The selectivity of linear octenes decreased from 84 to 78% as the conversion increased from 10% to 29%. The product distribution suggests the reaction pathway involves a head-to-head coupling of two 1-butene molecules to form internal linear octenes. Head-to-tail coupling of two 1-butene molecules or a coupling between 1-butene and 2-butene forms the observed methyl-heptenes. The rate of head-to-head coupling is higher than the rate of head-to-tail or the rate of 1-butene to 2-butene coupling as indicated by the higher selectivity of linear octenes. The activated catalyst contained both Co₃O₄ and CoO as confirmed by X-ray diffraction (XRD), in situ Raman spectroscopy, and X-ray absorption spectroscopy. The cobalt oxide particle size was estimated to be between 5 and 10 nm by high-resolution transmission electron microscopy and XRD. The Co₃O₄/CoO ratio decreased with increasing pretreatment temperature. Metallic cobalt, which has a low catalytic activity, formed at 550 °C.

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Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: The Dow Chemical Company

OSTI ID:: 1257483

Journal Information:: ACS Catalysis, Vol. 6, Issue 6; ISSN 2155-5435

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: ENGLISH

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Cited by: 24 works

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
heterogeneous catalysis
selectivity
oligomerization
linear octene
pretreatment temperature

Title: Production of Linear Octenes from Oligomerization of 1-Butene over Carbon-Supported Cobalt Catalysts

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