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Method and system for preparing glycerol alkyl ether in two steps

A technology of glycerol alkyl ether and glycerol, which is applied in the field of preparing glycerol alkyl ether by two-step method, can solve the problems of long reaction time and the like, and achieve the effect of improving selectivity and reducing olefin polymerization reaction.

Active Publication Date: 2022-01-04
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] In the process of preparing glycerol alkyl ether from isobutene and glycerin, isobutene is easy to polymerize to form isobutene dimer, there are a lot of monosubstituted glycerol alkyl ethers in the product, and the problem that the reaction time is too long, proposes a two-step method Method for preparing glycerol alkyl ethers

Method used

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  • Method and system for preparing glycerol alkyl ether in two steps
  • Method and system for preparing glycerol alkyl ether in two steps

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] This example illustrates that the present invention can prepare glycerol tert-butyl ether with isobutylene and glycerol in a two-step process.

[0048] (1) The first step reaction: 10.0 g of glycerin, 0.50 g of macroporous sulfonic acid catalyst KC111 agent (Hebei Kairui Company) and 12.5 g of isobutylene (analytical purity, content 99.5%) were added to a 100 mL reactor, and olefin oil The molar ratio is 2:1. The reaction temperature is 70° C., the reaction pressure is 1.3 MPa, and the reaction is performed for 4.0 hours with electric stirring.

[0049] Gas chromatography analysis shows that the conversion rate of glycerol is 82.9%, the selectivity of monosubstituted tert-butyl glyceryl ether is 23.3%, the selectivity of disubstituted tert-butyl glyceryl ether is 71.4%, the selectivity of trisubstituted tert-butyl glyceryl ether The specificity is 5.3%, and the selectivity of isobutylene dimer is 1.4%.

[0050] (2) The second step reaction: Based on the first step rea...

Embodiment 2

[0072] This example illustrates that the present invention can prepare glycerol tert-butyl ether with isobutylene and glycerol in a two-step process.

[0073] (1) The first step reaction: 10.0 g of glycerin, 0.50 g of macroporous sulfonic acid catalyst KC111 agent (Hebei Kairui Company) and 10.0 g of isobutylene (analytical purity, content 99.5%) were added to a 100 mL reactor, and olefin oil The molar ratio is 1.6:1. The reaction temperature is 75° C., the reaction pressure is 1.3 MPa, and the reaction is performed for 4.0 hours with electric stirring.

[0074] Gas chromatography analysis shows that the conversion rate of glycerol is 76.6%, the selectivity of monosubstituted tert-butyl glyceryl ether is 18.5%, the selectivity of disubstituted tert-butyl glyceryl ether is 78.0%, and the selectivity of trisubstituted tert-butyl glyceryl ether is 78.0%. The specificity is 3.5%, and the selectivity of isobutylene dimer is 2.6%.

[0075] (2) The second step reaction: on the basi...

Embodiment 3

[0079] This example illustrates that the present invention can use a two-step method to prepare glycerol tert-butyl ether using a fixed-bed reactor.

[0080] 10.0 g of macroporous sulfonic acid catalyst KC111 agent (Hebei Kairui Chemical Co., Ltd.) was filled in the fixed-bed reactor on the high-pressure micro-reactor test device (catalyst bed height 22 cm).

[0081] (1) The first step reaction: glycerol feed rate 6.7g / h, isobutene feed rate 8.3g / h (n isobutene:n glycerol=2:1), liquid hourly space velocity is 0.67h -1 , the residence time is 1.5h, the temperature of the fixed bed reactor is 70°C, and the nitrogen back pressure is 2.0MPa.

[0082] Gas chromatography analysis shows that the conversion rate of glycerol is 85.0%, the selectivity of monosubstituted tert-butyl glyceryl ether is 12.8%, the selectivity of disubstituted tert-butyl glyceryl ether is 70.4%, the selectivity of trisubstituted tert-butyl glyceryl ether The specificity is 16.8%, and the selectivity of isobu...

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Abstract

The invention provides a two-step method for preparing glycerol alkyl ether, comprising: (1) the first step reaction: under the action of an acidic resin catalyst, under the condition of a lower enol molar ratio (<2.5:1), Isobutene reacts with glycerol to prepare glycerol alkyl ether; (2) second step reaction: add isobutene to the system, and continue to react with the first step reaction product to prepare glycerol alkyl ether. (3) Product separation. The present invention also provides a system for preparing glycerol alkyl ether in two steps. The method has the following advantages: (1) can greatly improve the selectivity of disubstituted glycerol alkyl ethers and trisubstituted glycerol alkyl ethers; (2) can greatly reduce the occurrence of olefin polymerization; (3) the two-step process The total reaction time is substantially reduced compared to the one-step method.

Description

technical field [0001] The present invention relates to a method and system for preparing glycerin alkyl ether in two steps. Background technique [0002] The development of the biodiesel industry has resulted in a large global surplus of glycerin and a sharp drop in prices. How to make full and reasonable use of these cheap glycerin has become an important and important issue. In recent years, research hotspots have focused on the synthesis of glycerol ethers from glycerol as fuel additives. The main reason is that cheap glycerin and alkylating reagents are used as raw materials for etherification reaction, that is, the by-product glycerin of biodiesel is used to reduce production costs, and the product glycerol ether can also be used as a diesel additive to improve diesel performance. In short, it will become a trend to actively carry out research on glycerol alkyl ethers, and it is in line with my country's national conditions. [0003] Glycerin tert-butyl ether is a v...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/06C07C43/13C07C43/10
CPCC07C41/06C07C43/135C07C43/10
Inventor 刘明斌张伟刘晓曦陈艳凤杜泽学
Owner CHINA PETROLEUM & CHEM CORP
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