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Process for the production of chlorohydrins from glycerol and acid chlorides

A technology of acyl chloride and glycerol, applied in organic chemistry, introduction of halogen preparation, etc., can solve the problems of negative effect of ester and influence on reaction rate, etc.

Inactive Publication Date: 2019-07-23
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Then a high concentration of carboxylic acid is formed which is a good catalyst for the reaction instead of water, which has a negative effect on the formation of the ester and thus affects the rate of the reaction

Method used

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  • Process for the production of chlorohydrins from glycerol and acid chlorides
  • Process for the production of chlorohydrins from glycerol and acid chlorides
  • Process for the production of chlorohydrins from glycerol and acid chlorides

Examples

Experimental program
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Effect test

Embodiment 1

[0054] The description in Example 1 is through figure 1 The reactor containing 100g of glycerol in 1cm 3 The flow rate of acetyl chloride per minute is supplied for 154 minutes to obtain the behavior of the system. The supply of acetyl chloride meets the stoichiometric ratio 2 of acetyl chloride / glycerin. The reaction temperature was maintained at 100°C. The test lasted a total of 4 hours.

Embodiment 2

[0055] The description in Example 2 is through figure 1 The reactor containing 100g of glycerol in 2cm 3 The behavior of the system is obtained by supplying acetyl chloride at a flow rate of 80 minutes per minute. The supply of acetyl chloride meets the stoichiometric ratio 2 of acetyl chloride / glycerin. The reaction temperature was maintained at 100°C. The test lasted for 4 hours.

[0056] In Example 3, the reaction mixture obtained at the end of the previous two examples was distilled and separated in order: residual hydrochloric acid, formed acetic acid and possible traces of water. Chemical analysis of the residue from the distillation showed that the desired product α,γ-dichloropropanol was mainly formed.

Embodiment

[0058] Example 1 -Pass to 1cm 3 The reaction between glycerol and acetyl chloride supplying acetyl chloride at a constant flow rate per minute

[0059] Test at figure 1 The following conditions are maintained: the initial amount of glycerol is 100g; the flow rate of acetyl chloride is 1cm 3 / Min (supplied at room temperature), duration of supply: 154 minutes; duration of test: 4h; operating temperature 100°C.

[0060] In these conditions, the pressure set in the reactor due to the formation of hydrochloric acid is the result of the kinetic equilibrium between the reaction of ester formation and subsequent formation of HCl and the reaction of consuming HCl to form chlorohydrin. When the supply of acetyl chloride was stopped, the reaction continued for another 86 minutes. The residual pressure remaining in the reactor corresponds to a small amount of unreacted HCl. The HCl is released and weakened by a trap, and the liquid obtained after analysis of a small sample is retained for p...

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Abstract

The present invention relates to a process for the preparation of α,γ-dichloropropanols starting directly from glycerol and stoichiometrically added acid chlorides. This reaction takes place without supplying gaseous hydrochloric acid (which is generated in situ). In this case, the acid chloride plays the dual role of reactant and catalyst. The corresponding carboxylic acids are obtained as by-products, which can subsequently be chlorinated and reused.

Description

Technical field [0001] The present invention relates to a new method for producing chlorohydrin directly from glycerol and acid chloride. The acid chloride acts as a reactant and a catalyst at the same time. Once the acid chloride is introduced in stoichiometric amout, it reacts with glycerol to form esters and gaseous hydrochloric acid in an amount sufficient for the production of α,γ-dichlorohydrin (α,γ-dichlorohydrin). Background technique [0002] Glycerin is used in the field of fine chemistry, and its use is particularly important for the production of α,γ-dichloropropanol, which constitutes an intermediate product in the method of producing epichlorohydrin, The epichlorohydrin is then used to synthesize epoxy resin [1-7]. In the recently developed method [8-11], in order to obtain α,γ-dichloropropanol from glycerol, glycerol is reacted with gaseous hydrochloric acid in the presence of a carboxylic acid as a catalyst according to the following reaction: [0003] [0004] A...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/62C07C31/36
CPCC07C29/62C07C31/36
Inventor 埃利奥·圣切萨里亚马蒂诺·迪塞里奥里卡尔多·泰塞尔罗萨·维蒂耶洛
Owner CONSER