Method for producing carbonate compound
A manufacturing method and compound technology, applied in the new manufacturing field of carbonate compounds, can solve the problems that various carbonate compounds cannot be manufactured separately, hydrogen chloride corrodes manufacturing equipment, phosgene is toxic, etc.
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[0219] Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples.
[0220] Examples 1 to 16 are examples, and examples 17 and 18 are comparative examples.
[0221] (Gas chromatography)
[0222] Gas chromatography (hereinafter referred to as GC) analysis was performed using 6890 series manufactured by Agilent.
[0223] (molecular weight)
[0224] The measurement of the number average molecular weight (hereinafter referred to as Mn) and the weight average molecular weight (hereinafter referred to as Mw) was performed using gel permeation chromatography (manufactured by Tosoh Corporation, HLC-8220 GPC) (hereinafter referred to as GPC). Mn and Mw are molecular weights based on polystyrene.
example 1
[0226] In a 500 mL glass reactor with a stirrer, a reflux condenser at 20°C and a distillation line, add 262 g (0.99 mol) of hexachloroacetone, 150 g (1.97 mol) of 1,2-propanediol and 4 g of tetrabutylammonium bromide (hereinafter referred to as TBAB), the temperature was gradually raised while stirring, and the reaction was performed at an internal temperature of 120°C. The reaction was performed for 10 hours while distilling off chloroform generated by the reaction from a distillation line. After completion of the reaction, the fraction distilled off from the distillation line and the crude reaction liquid present in the reactor were collected to obtain 407.8 g of the recovered crude liquid (recovery rate: 98%). The organic components recovered by simple distillation of the recovered crude liquid under vacuum were analyzed by GC. As a result, it was confirmed that the compounds shown in Table 1 were produced in the yields shown in Table 1.
[0227] As can be seen from the r...
example 2
[0231] The reaction was carried out in the same manner as in Example 1 except that the amount of 1,2-propanediol was changed to 75 g (0.99 mol). After completion of the reaction, the distilled fraction from the distillation line and the crude reaction liquid present in the reactor were recovered to obtain 328.6 g of the recovered crude liquid (recovery rate: 96.36%). The organic components recovered by simple distillation of the recovered crude liquid under vacuum were analyzed by GC. As a result, it was confirmed that the compounds shown in Table 2 were produced in the yields shown in Table 2.
[0232] As can be seen from the results in Table 2, the conversion rate of hexachloroacetone is 100%, the yield of 1,2-propylene carbonate based on hexachloroacetone is 94%, and the yield of chloroform is 95%.
[0233] Table 2
[0234] compound
PUM
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