Method for manufacturing carboxylic acid
US-2015368176-A1 · Dec 24, 2015 · US
US2016130207A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016130207-A1 |
| Application number | US-201414896286-A |
| Country | US |
| Kind code | A1 |
| Filing date | Jun 3, 2014 |
| Priority date | Jun 5, 2013 |
| Publication date | May 12, 2016 |
| Grant date | — |
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To provide a production method for suppressing the reduction in production rate of a carbonyl compound due to transferring a noble metal component into liquid phase. A method for producing a carbonyl compound, including: a reaction step of reacting a carbonylation raw material with CO in liquid phase including a solid catalyst having noble metal complex on a resin carrier containing quaternized nitrogen to produce a carbonyl compound; a distillation step of distilling a reaction product liquid to recover gas phase distillate including the carbonyl compound; and a circulation step of circulating a bottom product from the distillation to reaction step. After part of the bottom product contacts with an acidic cation-exchange resin to remove nitrogen compound, liquid having higher moisture concentration than the bottom product contacts with the resin to extract noble metal complex captured by oligomer adsorbing the resin, and the complex is returned to the reaction step.
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1 . A method for producing a carbonyl compound, comprising: a reaction step of reacting a carbonylation raw material with, carbon monoxide in a liquid phase including a solid catalyst having a noble metal complex supported on a resin carrier containing quaternized nitrogen to produce a carbonyl compound; a distillation step of distilling a reaction product liquid from the reaction step to recover a gas phase distillate including the carbonyl compound; and a circulation step of circulating a bottom product from the distillation step to the reaction step, wherein, alter at least a part of the bottom product is brought into contact with an acidic cation-exchange resin to remove a nitrogen compound included in the bottom product, a liquid having a higher moisture concentration than the bottom product is brought into contact with the acidic cation-exchange resin to extract a noble metal complex captured by an oligomer adsorbed to the acidic cation-exchange resin, and the extracted noble metal complex is returned to the reaction step. 2 . The method for producing a carbonyl compound according to claim 1 , wherein a moisture concentration in the liquid is at least 10% by weight or more. 3 . The method for producing a carbonyl compound according to claim 1 , wherein the distillation step includes a flash evaporation step and a light ends separation step. 4 . The method for producing a carbonyl compound according to claim 3 , wherein the liquid is an aqueous phase obtained by separating at least a part of methyl iodide included in a liquid flown out from a column top of a light ends distillation column by a decanter. 5 . The method for producing a carbonyl compound according to claim 1 , wherein the resin carrier containing quaternized nitrogen is made of a pyridine resin. 6 . The method for producing a carbonyl compound according to claim 1 , wherein the noble metal complex is a complex of rhodium. 7 . The method for producing a carbonyl compound according to claim 6 , wherein the complex of rhodium is [Rh(CO) 2 I 2 ] − . 8 . The method for producing a carbonyl compound according to claim 1 , wherein in the reaction step, acetic acid is used as a solvent. 9 . The method for producing a carbonyl compound according to claim 1 , wherein the acidic cation-exchange resin is a strongly acidic resin.
Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine · CPC title
on an oxygen-containing group in organic compounds, e.g. alcohols · CPC title
Ruthenium · CPC title
Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title
containing polymers {(organometallic polymers B01J31/123; polymer-bound organometallic complexes B01J31/165; coordination polymers B01J31/1691)} · CPC title
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