Curcumin Synthesis via Boron-Complex Filtration

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Solution Overview

Problem

Current methods for large-scale synthesis of curcumin face challenges such as pesticide contamination, radioactivity, yield variability, and the formation of undesirable slurries, making it difficult to achieve a robust and reproducible process with low sulphuric ash content, which is essential for industrial-scale production.

Innovation Solution

Incorporating an additional step of filtering the boron-curcumin complex formed by condensation before hydrolysis, followed by recrystallization in specific solvents, allows for the production of crystalline curcumin with sulphuric ash content less than 20 ppm, preventing slurry formation and maintaining yields around 60-65%, facilitating handling and reducing synthesis costs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If the boron-curcumin complex is hydrolyzed directly without isolation, then the synthesis process is simpler, but slurries are formed during crystallisation making industrial handling difficult

Engineering Contradiction:
Improveprocess simplicityVSAvoidproduct handling
Core Design Contradiction:
Ease of manufactureVSEase of operation

Solution Approach 1:

The patent extracts the boron-curcumin complex from the reaction mixture by filtration before hydrolysis. This separation removes the source of slurry formation, allowing the subsequent hydrolysis and crystallisation to proceed smoothly without forming difficult-to-handle slurries, thus resolving the contradiction between process simplicity and product handling ease

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs preliminary filtration of the boron-curcumin complex before hydrolysis. This preliminary action prevents the formation of problematic slurries during later crystallisation steps, making the overall process more manageable at industrial scale while maintaining reasonable procedural steps

Inventive Principle:
Principle #10Preliminary action

2Manufacturing precision

If additional purification steps are added to reduce sulphuric ash content, then product purity improves, but manufacturing time and complexity increase

Engineering Contradiction:
Improvesulphuric ash contentVSAvoidmanufacturing time
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent removes boron-containing species from the system through filtration of the boron-curcumin complex and subsequent washing steps. This extraction eliminates the source of sulphuric ash without requiring extensive additional purification, achieving low ash content (<20 ppm) while maintaining efficient manufacturing time

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent discards the boron-curcumin complex filtration residue and washes the filtered complex thoroughly to remove boron-containing species. This discarding and washing approach effectively reduces sulphuric ash content to below 20 ppm without adding time-consuming purification steps

Inventive Principle:
Principle #34Discarding and recovering

3Ease of manufacture

If drinking water is used for hydrolysis without purification, then costs are reduced, but product purity may be compromised

Engineering Contradiction:
Improvesynthesis costVSAvoidproduct purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent extracts and removes boron-containing species through filtration and washing before the hydrolysis step. This preliminary removal eliminates the interaction between boron and drinking water impurities, allowing the use of inexpensive drinking water without compromising final product purity

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs preliminary filtration and washing of the boron-curcumin complex to remove boron-containing species before hydrolysis with drinking water. This preliminary action prevents contamination during hydrolysis, enabling cost-effective use of drinking water while maintaining high product purity

Inventive Principle:
Principle #10Preliminary action

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

This approach results in a robust and cost-effective method for producing curcumin on an industrial scale with consistent yields and reduced sulphuric ash content, enabling the production of both anhydrous and monohydrate forms with distinct pharmacological properties, suitable for pharmaceutical applications.

Implementation Method 1

separating the precipitate formed by the condensation of vanillin with acetylacetone by filtration before hydrolysing it

Methodology Applied
Scientific EffectFiltration: Filter (physical)

Implementation Method 2

hydrolysing the precipitated solid with an acidic solution

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

recrystallising in organic solvents

Methodology Applied
Scientific EffectCrystallisation: Crystallisation

Data Source

PatentEP2857379B1Method for the synthesis of curcumin
Publication Date: 2020.09.02 ASAC COMPANIA DE BIOTECHA E INVESTIGACION

AI summary

The invention relates to a method for producing curcumin, characterized in that the boron-curcumin complex formed after condensation is isolated by filtration. The invention also relates to monohydrate curcumin and to methods for converting monohydrate curcumin into anhydrous curcumin and vice versa.