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High performance catalyst systems for the synthesis of alkylenecarbonates

a catalyst system and high-performance technology, applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, metal/metal-oxide/metal-hydroxide catalyst, etc., can solve the problem of high catalyst cost, longer reaction time and higher reaction temperature, and alkylene oxide decomposing or polymerizing at higher reaction temperatures. , to achieve the effect of short reaction time and high yield and selectivity

Inactive Publication Date: 2001-09-06
KOREA INST OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0013] Therefore the object of the present invention is to provide catalysts for the synthesis of alkylene carbonates from alkylene oxide and carbon dioxide with a high yield and selectivity in a short reaction time under a mild reaction condition

Problems solved by technology

In the above reaction, however, there is a limitation that alkylene oxide either decomposes or polymerizes at higher reaction temperatures.
However, in order to achieve a high yield, longer reaction time and higher reaction temperature are required.
H7-206547, a catalyst system using a heteropolyacid whose hydrogen ion is substituted by Rubidium or Cesium ion was introduced These two cases, however, require expensive catalysts with low yield of 30-90% at relatively high reaction temperature of 120-180.degree. C.
As mentioned above, the catalysts disclosed in the above arts have one or more problems in terms of activity, reaction condition, cost, water sensitivity, etc.

Method used

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  • High performance catalyst systems for the synthesis of alkylenecarbonates
  • High performance catalyst systems for the synthesis of alkylenecarbonates
  • High performance catalyst systems for the synthesis of alkylenecarbonates

Examples

Experimental program
Comparison scheme
Effect test

example 2

[0035] A 200 ml high pressure reactor was loaded with ethylene oxide (16.80 g, 380 mmol) and (C.sub.5H.sub.5N).sub.2ZnBr.sub.2 (383 mg, 1.0 mmol) and pressurized with 10 atm of carbon dioxide After increasing the temperature to 100.degree. C., carbon dioxide was introduced again to increase the pressure to 30 atm. During the course of reaction, carbon dioxide was continuously supplied from a reservoir tank to maintain the pressure at 30 atm.

[0036] After the reaction at 100.degree. C. for 1 hour, the reactor was cooled to room temperature. Volatiles were removed and the solid product was separated and weighed to be 31.5 g The yield analyzed was 93.8% by gas-liquid chromatography and mass analysis.

examples 3-9

[0037] The process of Example 2 was repeated by the metal (M) and halogen atoms (X) in L.sub.mMX.sub.n. The results are shown in Table 1

1TABLE 1 Example Metal halide compound Product weight (g) Yield (%) 3 (C.sub.5H.sub.5N).sub.2ZnCl.sub.2 20.4 60.7 4 (C.sub.5H.sub.5N).sub.2ZnI.sub.2 27.0 95.8 5 (C.sub.5H.sub.5N).sub.2FeBr.sub.2 26.5 78.9 6 (C.sub.5H.sub.5N).sub.2FeBr.sub.3 27.0 80.3 7 (C.sub.5H.sub.5N).sub.2PbI.sub.2 23.7 70.5 8 (C.sub.5H.sub.5N).sub.2MnBr.sub.2 26.7 79.5 9 (C.sub.5H.sub.5N).sub.2InCl.sub.3 24.6 73.1

examples 10-17

[0038] The process of Example 2 was repeated by varying pyridine ligands (L) in L.sub.mZnBr.sub.2 The results are shown in Table 2.

2TABLE 2 Example Pyridine ligand (L) Product weight (g) Yield (%) 10 2-methyl pyridine 32.2 95.8 11 2-ethyl pyridine 32.3 96.2 12 2-propyl pyridine 31.2 93.0 13 2-n-butyl pyridine 30.3 90.1 14 2-phenyl pyridine 30.1 89.5 15 1,2-bis(4-pyridyl) 31.6 94.1 ethane 16 1,2-bis(2-pyridyl) 30.5 90.7 ethane 17 Polyvinylpyridine 31.3 93.1

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Abstract

A catalyst of the formula (1) for the synthesis of alkylene carbonate by reacting alkylene oxide and carbon dioxide <paragraph lvl="0"><in-line-formula>LmMXn (1) < / in-line-formula>wherein L is selected from a group of pyridines; M is a metal atom selected from Zn, Fe, Mn, Pb and In; X is a halogen atom selected from Cl, Br and I; m is 1 or 2, and n is 2 or 3

Description

[0001] 1. Field of the Invention[0002] The present invention relates to catalysts for the synthesis of alkylene carbonates by reacting alkylene oxide and carbon dioxide.[0003] 2. Description of the Background Art[0004] Alkylene carbonates are used in polycarbonate synthesis, as a solvent for polymer electrolyte, an intermediate in pharmaceutical process, an oxyalkylation agent in dyestuff synthesis, a protectant in processing plant and a solvent in textile production process.[0005] Alkylene carbonate has been prepared by reacting carbon dioxide and alkylene oxide in the presence of a catalyst, represented in Scheme 1. 1[0006] wherein, R.sup.1 and R.sup.2 are each independently H, C.sub.1-C.sub.4 alkyl or phenyl group.[0007] In the above reaction, however, there is a limitation that alkylene oxide either decomposes or polymerizes at higher reaction temperatures.[0008] Many catalysts have been developed including inorganic salts, phosphonium halide and ammonium halides. For instance, ...

Claims

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Application Information

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IPC IPC(8): B01J27/06B01J23/06B01J23/08B01J23/14B01J23/34B01J23/745B01J27/125B01J27/128B01J31/16B01J31/18C07D317/36
CPCB01J23/06B01J23/08B01J23/14B01J23/34B01J23/745B01J31/1658B01J31/181B01J2531/26B01J2531/33B01J2531/72B01J2531/842C07D317/36B01J27/06B01J27/125B01J27/128
Inventor KIM, HOON SIKLEE, BYUNG GWONLEE, SANG DEUK
Owner KOREA INST OF SCI & TECH