2-hydroxyethyl 2-oxo-1,3-dioxolane-4-carboxylates, their preparation and use
US-10059685-B2 · Aug 28, 2018 · US
US9586927B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9586927-B2 |
| Application number | US-201414903225-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 18, 2014 |
| Priority date | Jul 19, 2013 |
| Publication date | Mar 7, 2017 |
| Grant date | Mar 7, 2017 |
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Provided is a method for continuously producing a cyclic carbonate, by which generation of a glycol in a reaction for synthesizing a cyclic carbonate is suppressed, and a cyclic carbonate having a high purity can be efficiently obtained even by simple purification. A method for continuously producing a cyclic carbonate, including filling a catalyst in a fixed-bed tube reactor, and continuously feeding carbon dioxide and an epoxide to the fixed-bed tube reactor to thereby bringing the carbon dioxide and the epoxide into contact with the catalyst, while continuously withdrawing the reaction liquid in the fixed-bed tube reactor, wherein the method includes a pre-treatment step in which a pre-treatment liquid containing a cyclic carbonate is brought into contact with the catalyst before feeding the carbon dioxide and the epoxide to the fixed-bed tube reactor, and the generated glycol is removed out of the system.
Opening claim text (preview).
The invention claimed is: 1. A method for continuously producing a cyclic carbonate, the method comprising: filling a tributylphosphonium bromide surface-modified silica gel catalyst in a fixed bed tube reactor, contacting a pre-treatment liquid comprising a sacrificial cyclic carbonate with the catalyst to form a glycol, removing the glycol from the fixed-bed tube reactor, and continuously feeding carbon dioxide, 2-bromoethanol and ethylene oxide to the fixed-bed tube reactor to thereby bring the carbon dioxide and the ethylene oxide into contact with the tributylphosphonium bromide surface-modified silica gel catalyst to form a reaction liquid comprising the cyclic carbonate, while continuously withdrawing the reaction liquid from the fixed-bed tube reactor, wherein the sacrificial cyclic carbonate and the cyclic carbonate in the reaction liquid are identical. 2. The method according to claim 1 , wherein the pre-treatment liquid and the catalyst are brought into contact until a total amount of the glycol in an effluent from the fixed-bed tube reactor is 100 ppm or lower. 3. The method according to claim 1 , wherein the pre-treatment liquid and the catalyst are brought into contact at a temperature in a range of 20° C. to 140° C. 4. The method according to claim 1 , further comprising feeding a part of the reaction liquid that has been withdrawn to the fixed-bed tube reactor. 5. The method according to claim 1 , further comprising drying said tributylphosphonium bromide surface-modified silica gel catalyst in said fixed-bed tube reactor by vacuum exhausting and/or by contact with an inert gas prior to said contacting said pre-treatment liquid with the catalyst.
Phosphonium compounds, i.e. phosphine with an additional hydrogen or carbon atom bonded to phosphorous so as to result in a formal positive charge on phosphorous · CPC title
Halogen-containing compounds · CPC title
Quaternary ammonium compounds · CPC title
Ethylene carbonate · CPC title
1,2-additions, e.g. aldol or Knoevenagel condensations · CPC title
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