Olefin Conversion Technology, also called the Phillips Triolefin Process, is the industrial process that interconverts

propylene Propylene, also known as propene, is an unsaturated organic compound with the chemical formula CH3CH=CH2. It has one double bond, and is the second simplest member of the alkene class of hydrocarbons. It is a colorless gas with a faint petrole ...

with

ethylene Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon-carbon double bonds). Ethylene i ...

and

2-butene But-2-ene is an acyclic alkene with four carbon atoms. It is the simplest alkene exhibiting ''cis''/''trans''-isomerism (also known as (''E''/''Z'')-isomerism); that is, it exists as two geometric isomers ''cis''-but-2-ene ((''Z'')-but-2-ene) and ...

s. The process is also called the ethylene to propylene (ETP) process. In ETP, ethylene is dimerized to

1-butene 1-Butene (or 1-Butylene) is the organic compound with the formula CH3CH2CH=CH2. It is a colorless gas that is easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin. It is one of the isomers of butene (butylene). I ...

, which is isomerized to

s. The 2-butenes are then subjected to metathesis with ethylene. Rhenium- and molybdenum-containing

heterogeneous catalysis In chemistry, heterogeneous catalysis is catalysis where the phase of catalysts differs from that of the reactants or products. The process contrasts with homogeneous catalysis where the reactants, products and catalyst exist in the same phase. Ph ...

are used. Nowadays, only the reverse reaction is practiced, i.e., the conversion of ethylene and 2-butene to propylene: :CH₂=CH₂ + CH₃CH=CHCH₃ → 2 CH₂=CHCH₃ The technology is founded on an

olefin metathesis Olefin metathesis is an organic reaction that entails the redistribution of fragments of alkenes (olefins) by the scission and regeneration of carbon-carbon double bonds. Because of the relative simplicity of olefin metathesis, it often create ...

reaction discovered at

Phillips Petroleum Company Phillips Petroleum Company was an American oil company incorporated in 1917 that expanded into petroleum refining, marketing and transportation, natural gas gathering and the chemicals sectors. It was Phillips Petroleum that first found oil in the ...

. The originally described process employed

catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...

molybdenum hexacarbonyl Molybdenum hexacarbonyl (also called molybdenum carbonyl) is the chemical compound with the formula Mo(CO)6. This colorless solid, like its chromium and tungsten analogues, is noteworthy as a volatile, air-stable derivative of a metal in its zero ...

tungsten hexacarbonyl Tungsten hexacarbonyl (also called tungsten carbonyl) is the chemical compound with the formula W(CO)6. This complex gave rise to the first example of a dihydrogen complex.Kubas, G. J., Metal Dihydrogen and σ-Bond Complexes, Kluwer Academic/Plenu ...

, and

molybdenum oxide Molybdenum oxide may refer to: * Molybdenum(IV) oxide (molybdenum dioxide, ) * Molybdenum(VI) oxide Molybdenum trioxide describes a family of inorganic compounds with the formula MoO3(H2O)n where n = 0, 1, 2. These compounds are produced on the ...

supported on alumina.

References

{{Organometallics Carbon-carbon bond forming reactions Industrial processes