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Method for preparing beta-ionone from modified acidic functionalized ionic liquid

A pseudo-ionone, ionic liquid technology, applied in the preparation of carbon-based compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of weak catalyst acidity, low yield, weak acidity of acidic ionic liquids, etc. Achieve the effect of acid enhancement and high catalytic activity

Active Publication Date: 2017-03-15
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst used in this technology is methanesulfonic acid, methanedisulfonic acid, methanetrisulfonic acid, or imidazole or pyridine ionic liquid with one of the above three as anion, although α-ionone and β - The total selectivity of ionone is higher, but the acidity of the catalyst is weaker than that of concentrated sulfuric acid, and the selectivity of β-ionone is relatively low, which is not conducive to the production of high-purity β-ionone
[0006] Therefore, it is necessary to improve the existing method for preparing β-ionone, overcome the shortcomings of the existing solid superacid catalyst, such as low yield, large catalyst usage, weak acidity of acidic ionic liquid, and low selectivity of β-ionone, in order to It can greatly improve the selectivity of β-ionone, reduce production cost and improve production efficiency

Method used

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  • Method for preparing beta-ionone from modified acidic functionalized ionic liquid
  • Method for preparing beta-ionone from modified acidic functionalized ionic liquid
  • Method for preparing beta-ionone from modified acidic functionalized ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Preparation of modified acidic functional ionic liquids [C 3 SO 3 HPy]HSO 4 0.2MgCl 2

[0036] 1. Under rapid stirring, dissolve (124.6g, 1.0mol) l,3-propane sultone in 500mL toluene, and after it is completely dissolved, put the system in an ice-water bath; slowly drop (79.1g, 1.0mol) pyridine, after the reaction system was reacted in an ice bath for 2h, it was transferred to another 2h at room temperature;

[0037]2. After the reaction, the resulting white solid was filtered under reduced pressure and washed three times with anhydrous ether; the solid was put into a vacuum drying oven and dried under vacuum at 80°C for 24 hours. get C 3 SO 3 -py-solid;

[0038] 3. Put C 3 SO 3 -Py solid (204.2g, 1.0mol) was dissolved in 500ml distilled water and slowly added (100.1g, 1.0mol) 98% concentrated sulfuric acid dropwise at room temperature, then the system was heated to 60°C for 2h;

[0039] 4. After the reaction was completed, (18.9 g, 0.2 mol) magnesium chloride...

Embodiment 2-7

[0041] Change the feeding ratio and synthesize modified acidic functional ionic liquid catalysts 2-7 in a similar way: [C 3 SO 3 HNhp]HSO 4 0.4BaCl 2 , [C 3 SO 3 HMim] HSO 4 0.3NdCl 3 , [C 3 SO 3 HNhp]HSO 4 0.1 LaCl 3 , [C 3 SO 3 HPy]HSO 4 ·ScCl 3 , [C 3 SO 3 HMim] HSO 4 0.2GdCl 3 and [C 3 SO 3 HMim] HSO 4 0.4LuCl 3 , the reaction conditions are shown in Table 1.

Embodiment 1-7

[0042] Table 1 embodiment 1-7 reaction conditions

[0043]

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Abstract

The invention relates to a method for preparing beta-ionone from modified acidic functionalized ionic liquid. The method includes the following steps that the modified acidic functionalized ionic liquid serves as a catalyst, and pseudo ionone is cyclized into beta-ionone. The modified acidic functionalized ionic liquid serves as the catalyst, the high reactive transformation rate and beta-ionone yield are achieved, the reactive transformation rate reaches 99% or above, and the beta-ionone yield reaches 94% or above. The catalyst can still keep the high transformation rate and yield after being separated and applied mechanically multiple times, the reactive transformation rate still reaches 99% or above, and the reaction yield is still kept at 90% or above.

Description

technical field [0001] The invention relates to a synthesis method of β-ionone, in particular to using a modified acidic functionalized ionic liquid as a catalyst to catalyze pseudo-ionone to synthesize β-ionone. Background technique [0002] β-ionone is one of the isomers of ionone, a yellow liquid, mainly used as soap fragrance. High-purity β-ionone is an important raw material for the synthesis of vitamin A and β-carotene. With the development of vitamin A and beta-carotene industry, the demand for beta-ionone is increasing day by day. [0003] Since Hibbert et al first reported the cyclization of ionones under acidic conditions using pseudo-ionones in 1924, the research on this reaction has not stopped. The cyclization products of pseudoionones are mainly β-ionones under strong acid conditions, and α-ionones are the main products under weak acid conditions. At present, concentrated sulfuric acid is generally used as a catalyst in the industrial production of β-ionone....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/67C07C49/21B01J31/02
CPCB01J31/0285B01J2231/328C07C45/67C07C49/21
Inventor 吕英东张涛于学丽黎源林龙张旭程晓波朱龙龙王延斌郭劲资
Owner WANHUA CHEM GRP CO LTD
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