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Method for producing 2-alkylene grease cyclic ketone by adopting bionic catalytic system

An alkylene ester, biomimetic catalysis technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of catalysts that cannot be recycled and reused, loss of raw materials and products, waste, etc.

Inactive Publication Date: 2012-06-20
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This catalytic system will cause many side reactions at the same time during the reaction process, and produce many high-boiling point by-products that are almost useless, resulting in a reduction in reaction selectivity, and due to the use of acid-base solution catalysts, neutralization operations are required after the reaction. A large amount of waste water will be generated, and the catalyst cannot be recycled and reused, causing loss and waste of raw materials and products in the post-treatment process, as well as indirect waste of energy

Method used

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  • Method for producing 2-alkylene grease cyclic ketone by adopting bionic catalytic system
  • Method for producing 2-alkylene grease cyclic ketone by adopting bionic catalytic system
  • Method for producing 2-alkylene grease cyclic ketone by adopting bionic catalytic system

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Example 1 A method for synthesizing 2-alkylene cycloaliphatic ketones (such as using one of cyclobutanone, cyclopentanone or cyclohexanone, two of them, or a mixture of the three) using clean technology comprises the following steps:

[0052] (1) Put a certain amount of alicyclic ketones, fatty aldehydes, amine-containing substances, protonic acids and metal ion-containing aqueous solutions into the reactor at one time and mix them at room temperature, adjust the pH to 3~4, and heat up to 50°C under light. Continue to react at this temperature until the basic reaction of aliphatic aldehyde is complete;

[0053] (2) separating the catalyst system and organic phase containing amine-based substances from the reaction mixture obtained in step (1), and the catalyst system can be recycled;

[0054] (3) The organic phase that step (2) obtains adopts vacuum distillation to remove the light fraction containing unreacted cycloaliphatic ketone and some low boiling point substan...

Embodiment 2

[0056] Example 2 A method for synthesizing 2-alkylene cycloaliphatic ketones (such as using one of cyclobutanone, cyclopentanone or cyclohexanone, two of them, or a mixture of the three) using clean technology comprises the following steps:

[0057] (1) Put the alicyclic ketone, amino group-containing substances, protonic acid and metal ion-containing aqueous solution into the reactor at one time, adjust the pH to 5~6, heat up to 60°C under light, and add fat dropwise under stirring Aldehyde, then maintain at this temperature to continue the reaction until the basic reaction of fatty aldehyde is complete;

[0058] (2) separating the catalyst system and the organic phase containing the amine-based substance from the reaction mixture obtained in step (1), and the catalyst system can be recycled;

[0059] (3) The organic phase that step (2) obtains adopts vacuum distillation to remove the light fraction containing unreacted cycloaliphatic ketones and low boilers, and the light...

Embodiment 3

[0061] Example 3 A method for synthesizing 2-alkylene cycloaliphatic ketones (such as using one of cyclobutanone, cyclopentanone or cyclohexanone, two of them, or a mixture of the three) using clean technology comprises the following steps:

[0062] (1) First put a certain amount of alicyclic ketones and aliphatic aldehydes into the reactor, adjust the pH to 6~7, put in the mixture of amine-containing substances, protonic acids and metal ion-containing aqueous solutions under light and 30°C, and then maintain this Continue to react at a temperature until the basic reaction of the aliphatic aldehyde is complete;

[0063] (2) separating the catalyst system and the organic phase containing the amine-based substance from the reaction mixture obtained in step (1), and the catalyst system can be recycled;

[0064] (3) The organic phase that step (2) obtains adopts vacuum distillation to remove the light fraction containing unreacted cycloaliphatic ketones and low boilers, and th...

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Abstract

The invention discloses a method for producing 2-alkylene grease cyclic ketone by adopting a bionic catalytic system. According to the method, grease cyclic ketone and aliphatic aldehyde are used as raw materials, under the light irradiation, amido substances are used as catalysts, and reaction is carried out in the existence of protonic acid and metal ions to generate 2-alkylene grease cyclic ketone. The catalyst system after the organic phase separation can be cyclically used. The 2-alkylene grease cyclic ketone is an important midbody for synthesizing various kinds of spices (such as methyl dihydrojasmonate, delta- lactone). The traditional process has most obvious problems that a acid-base solution catalytic system is adopted, so the recovery and cyclic use difficulty of the catalyst is very high, in addition, the product yield is low, many high-boiling-point byproducts are generated, the reaction selectivity is poor, a large quantity of waste water is generated, and resource waste and environment pollution are caused. The method provided by the invention has the advantages that the traditional unrecoverable solution catalytic system is omitted and is replaced by the bionic catalytic system which can be recovered and can be cyclically used, the clean production technology is used for modifying the original process, and simultaneously, the resource saving, the sufficient utilization and the environment protection are realized.

Description

[0001] 【Technical field】 [0002] The invention relates to the field of fine chemicals in chemical engineering—the preparation of spice intermediates, which replaces the original process with clean production technology, and simultaneously realizes resource conservation and full utilization, as well as environmental protection, especially an environmentally friendly bionic A method for producing 2-alkylene cycloaliphatic ketones with a catalytic system. 【Background technique】 [0003] The condensation reaction of aldehydes and ketones is a common reaction to increase carbon chains, and many new compounds can be formed, which is a very important class of organic synthesis reactions. The important intermediates in the synthesis of many perfumes (such as methyl dihydrojasmonate, δ-lactone) - 2-alkylene alicyclic ketones are obtained through condensation reactions using aliphatic aldehydes and alicyclic ketones as raw materials. Its structure is shown as follows: [0004] ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/647C07C45/74
Inventor 孙波王正阳张春雪吴新世
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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