A reaction control phase transfer catalyst, a preparation method thereof and a method for catalytically synthesizing 2-pyrazoline

By preparing a reaction-controlled phase transfer catalyst, the problems of difficult catalyst separation and recovery and easy loss were solved, realizing the efficient and green synthesis of 2-pyrazoline. The catalyst can be reused, reducing the overall cost.

CN119390692BActive Publication Date: 2026-06-02ZHENGZHOU ZHONGKE EMERGING IND TECH RES INST
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Patent Information

Application Number
CN202411519382.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-10-29
Publication Date
2026-06-02
Estimated Expiration
2044-10-29

AI Technical Summary

Technical Problem

Existing catalysts are difficult to separate and recover during the synthesis of 2-pyrazoline, have poor reusability, and are prone to loss. Furthermore, traditional acid catalysts face challenges in terms of greening and energy conservation.

Method used

A reaction-controlled phase transfer catalyst is used. This catalyst is formed by mixing a bidentate nitrogen heterocyclic compound with an organic sulfonic acid. It is solid at room temperature and has dual acid centers of Brønsted acid and Lewis acid. It is formed through a proton transfer reaction, achieving liquid-solid self-separation, and catalyzing the synthesis of 2-pyrazoline.

Benefits of technology

It achieves efficient and green 2-pyrazoline synthesis with a ketone-azoline conversion rate of up to 90% and a 2-pyrazoline selectivity of up to 99%. The catalyst can be recycled with a high recovery rate, reducing the overall cost.

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Abstract

This invention proposes a reaction-controlled phase transfer catalyst, its preparation method, and a method for catalytic synthesis of 2-pyrazoline, belonging to the technical field of the aerospace industry. It addresses the technical problems of difficult separation and recovery, poor reusability, and easy loss of solid catalysts. The preparation method of the reaction-controlled phase transfer catalyst of this invention includes the following steps: mixing and dissolving a bidentate nitrogen heterocyclic compound, an organic sulfonic acid, and a solvent; then reacting; after the reaction is complete, rotary evaporation and washing are performed to precipitate crystals, which are then dried to obtain the reaction-controlled phase transfer catalyst. The reaction-controlled phase transfer catalyst of this invention is a type of unconventional ionic liquid that is solid at room temperature. It is applied for the first time to the catalytic synthesis of 2-pyrazoline. In this reaction, the novel reaction-controlled phase transfer catalyst exhibits a unique liquid-solid self-separation phenomenon, achieving enhanced coupling between reaction and separation, and guiding a highly efficient and green synthesis reaction process. More importantly, it achieves stable precipitation with high recovery rate of the reaction-controlled phase transfer catalyst, realizing the invention's objective of catalyst reuse, and overcoming the problems of greening, energy saving, and low overall cost in processes using traditional inorganic / organic acid catalysts and solid catalysts widely used in industry.
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