2-(4-N,N-Dialkylamino-2-Hydroxybenzoyl) Benzoate Purification
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Solution Overview
Problem
Current methods for producing 2-(4-N,N-dialkylamino-2-hydroxybenzoyl) benzoic alkyl esters result in undesired discoloration and high impurity profiles, making them unsuitable for use as UV filters in cosmetic preparations, and involve elaborate purification steps that are not scalable.
Innovation Solution
A method involving consecutive steps of esterification of 2-(4-N,N-dialkylamino-2-hydroxybenzoyl) benzoic acid with C1-C12 or cyclic C3-C10 alcohols in the presence of an acidic catalyst, followed by dilution, neutralization, phase separation, extraction with an aqueous base, filtration through an adsorbent, and precipitation to achieve high purity and yield.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If conventional esterification methods are used to produce 2-(4-N,N-dialkylamino-2-hydroxybenzoyl)benzoic alkyl esters, then the production process can be completed, but the product exhibits undesired discoloration and high impurity profile
Solution Approach 1:
The purification process is divided into multiple sequential steps: (i) extraction with aqueous base to remove acidic impurities, (ii) filtration through adsorbent to remove colored impurities, and (iii) concentration to obtain pure product. This segmentation allows each step to target specific impurity types, achieving high purity and colorless product.
Solution Approach 2:
The method extracts and removes harmful impurities from the reaction mixture using aqueous base extraction, which selectively removes acidic byproducts and unreacted starting materials, leaving the desired ester product in the organic phase.
Solution Approach 3:
The method employs porous adsorbent materials (such as silica gel or activated carbon) in the filtration step to adsorb colored impurities and residual starting materials from the organic solution, producing a colorless and highly pure product.
2Manufacturing precision
If elaborate purification steps are applied to reduce impurities, then product purity improves, but the process complexity and time increase
Solution Approach 1:
Multiple purification functions are merged into a streamlined sequence: extraction with aqueous base combines removal of acidic impurities and unreacted acid; filtration through adsorbent simultaneously removes colored impurities and residual catalyst; concentration yields the pure product. This integrated approach reduces process complexity while maintaining high purity.
Solution Approach 2:
The method optimizes purification parameters such as aqueous base concentration, extraction temperature, and adsorbent type to achieve high purity product through a simplified process. By carefully controlling these parameters, the number of required purification steps is minimized.
3Manufacturing precision
If elaborate purification steps are applied to reduce impurities, then product purity improves, but production yield decreases
Solution Approach 1:
The purification process is designed to minimize product loss at each step. The aqueous base extraction is performed under conditions that maximize impurity removal while preserving the ester product in the organic phase. The adsorption step is optimized to remove only impurities without adsorbing the desired product, thereby maintaining high yield alongside high purity.
Data Source
AI summary
The present invention relates to a novel method for producing 2-(4-N,N-dialkylamino-2-hydroxybenzoyl) benzoates.