Olefin conversion technology

Olefin Conversion Technology, also called the Phillips Triolefin Process, is the industrial process that interconverts propylene with ethylene and 2-butenes.^[1] The process is also called the ethylene to propylene (ETP) process. In ETP, ethylene is dimerized to 1-butene, which is isomerized to 2-butenes. The 2-butenes are then subjected to metathesis with ethylene.

Rhenium- and molybdenum-containing heterogeneous catalysis are used. Nowadays, only the reverse reaction is practiced, i.e., the conversion of ethylene and 2-butene to propylene:^[2]

CH₂=CH₂ + CH₃CH=CHCH₃ → 2 CH₂=CHCH₃

The technology is founded on an olefin metathesis reaction discovered at Phillips Petroleum Company.^[3] The originally described process employed catalysts molybdenum hexacarbonyl, tungsten hexacarbonyl, and molybdenum oxide supported on alumina.

References

^ Blay, Vincent; Epelde, Eva; Miravalles, Rubén; Perea, Leo Alvarado (2018). "Converting Olefins to Propene: Ethene to Propene and Olefin Cracking". Catalysis Reviews Science and Engineering. 60: 278. doi:10.1080/01614940.2018.1432017.
^ Ghashghaee, Mohammad (2018). "Heterogeneous catalysts for gas-phase conversion of ethylene to higher olefins". Rev. Chem. Eng. 34: 595-655. doi:10.1515/revce-2017-0003.
^ Banks, R. L.; Bailey, G. C. (1964). "Olefin Disproportionation. A New Catalytic Process". Industrial & Engineering Chemistry Product Research and Development. 3 (3): 170–173. doi:10.1021/i360011a002.

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[1] Blay, Vincent; Epelde, Eva; Miravalles, Rubén; Perea, Leo Alvarado (2018). "Converting Olefins to Propene: Ethene to Propene and Olefin Cracking". Catalysis Reviews Science and Engineering. 60: 278. doi:10.1080/01614940.2018.1432017.

[MG-2] Ghashghaee, Mohammad (2018). "Heterogeneous catalysts for gas-phase conversion of ethylene to higher olefins". Rev. Chem. Eng. 34: 595-655. doi:10.1515/revce-2017-0003.

[3] Banks, R. L.; Bailey, G. C. (1964). "Olefin Disproportionation. A New Catalytic Process". Industrial & Engineering Chemistry Product Research and Development. 3 (3): 170–173. doi:10.1021/i360011a002.

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v t e Organometallic chemistry
Principles	Crystal field theory Ligand field theory 18-electron rule d electron count Polyhedral skeletal electron pair theory Isolobal principle π backbonding Dewar–Chatt–Duncanson model Hapticity spin states Agostic interaction Metal–ligand multiple bond
Reactions	Oxidative addition / reductive elimination Migratory insertion β-hydride elimination Transmetalation Carbometalation
Types of compounds	Gilman reagents Grignard reagents Cyclopentadienyl complexes Transition metal indenyl complexes Transition metal fullerene complexes Metallocenes Metal tetranorbornyls Sandwich compounds Half sandwich compounds Transition metal acyl complexes Transition metal carbene complexes Transition metal carbyne complexes Transition metal alkene complexes Transition metal alkyne complexes Transition-metal allyl complexes Transition metal carbides
Applications	Carbonylation Cativa process Grignard reaction Monsanto process Olefin metathesis Shell higher olefin process Ziegler–Natta process
Related branches of chemistry	Organic chemistry Inorganic chemistry Bioinorganic chemistry