Catalyst compositions for selective dimerization and polymerization of ethylene
US-2018133703-A1 · May 17, 2018 · US
US9255041B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9255041-B2 |
| Application number | US-201214118166-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 9, 2012 |
| Priority date | May 19, 2011 |
| Publication date | Feb 9, 2016 |
| Grant date | Feb 9, 2016 |
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A method for producing a conjugated diolefin that can suppress reaction byproducts with high boiling point from remaining in steps following a quenching step by a quenching tower, and producing a conjugated diolefin (e.g., 1,3-butadiene) that can be used as a raw material for synthetic rubber, resin and the like, even when using an industrial grade mixed hydrocarbon that may not necessarily have a high purity as a raw material to produce the conjugated diolefin (e.g., butadiene). The method includes a step of producing a product gas by reaction containing a conjugated diolefin by feeding a hydrocarbon containing a monoolefin having 4 or more carbon atoms and oxygen to a reactor accommodated with a catalyst containing a metal oxide and a carrier, and a step of sending the product gas by reaction to a quenching tower and washing with a quenching agent (e.g., an organic amine aqueous solution).
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What is claimed is: 1. A method for producing a conjugated diolefin, comprising: a step of feeding a hydrocarbon containing a monoolefin having 4 or more carbon atoms and oxygen to a reactor accommodated with a catalyst which comprises a metal oxide and a carrier to produce a product gas by reaction containing a conjugated diolefin; and a step of sending the product gas by reaction to a quenching tower and washing the gas with a quenching agent, wherein an organic amine aqueous solution is used as the quenching agent. 2. The method for producing the conjugated diolefin according to claim 1 , wherein an aromatic organic solvent is used in combination as the quenching agent. 3. The method for producing the conjugated diolefin according to claim 1 or 2 , wherein a withdrawn liquid from the quenching tower contains at least one compound selected from the group consisting of 4-methyl-4-formyl-1-cyclohexene, methacrolein, methacrylic acid, benzoic acid, acetic acid, acrylic acid, and an organic amine salt thereof. 4. The method for producing the conjugated diolefin according to claim 1 or 2 , wherein the quenching tower has a plurality of vertical sections, an aromatic organic solvent is used as the quenching agent at a lowest section among the plurality of sections, and an organic amine aqueous solution is used as the quenching agent at a section above the lowest section. 5. The method for producing the conjugated diolefin according to claim 1 or 2 , wherein the organic amine contains at least one compound selected from the group consisting of monoethanolamine, diethanolamine, and triethanolamine. 6. The method for producing the conjugated diolefin according to claim 2 , wherein the aromatic organic solvent contains at least one compound selected from the group consisting of o-xylene, m-xylene, p-xylene, and a mixed xylene. 7. The method for producing the conjugated diolefin according to claim 1 or 2 , wherein the metal oxide is represented by the following experimental formula (1): Mo 12 Bi p Fe q A a B b C c D d E e O x (1) wherein A represents at least one element selected from the group consisting of nickel and cobalt; B represents at least one element selected from the group consisting of alkali metal elements; C represents at least one element selected from the group consisting of magnesium, calcium, strontium, barium, zinc, and manganese; D represents at least one element selected from the group consisting of rare earth elements; E represents at least one element selected from the group consisting of chromium, indium, and gallium; O represents oxygen; p, q, a, b, c, d, e, and x denote an atomic ratio of bismuth, iron, A, B, C, D, E, and O, respectively, to 12 molybdenum atoms, where 0.1≦p≦5, 0.5≦q≦8, 0≦a≦10, 0.02≦b≦2, 0≦c≦5, 0≦d≦5, and 0≦e≦5; and x denotes the number of oxygen atoms required to satisfy valence requirements of other elements that are present. 8. The method for producing the conjugated diolefin according to claim 1 or 2 , wherein the reactor is a fluidized bed reactor.
of the alkali- or alkaline earth metals or beryllium · CPC title
Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof · CPC title
Magnesium · CPC title
and nickel · CPC title
Butadiene · CPC title
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