Mono-tin Organic Catalyst for Sucrose-6-carboxylate Synthesis

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Solution Overview

Problem

The existing organotin monoester method for synthesizing sucrose-6-carboxylate faces challenges due to the use of double-tin compounds, which result in instability, incomplete catalyst recovery, and subsequent chlorination side reactions, leading to production fluctuations and waste.

Innovation Solution

The use of a mono-tin organic compound as a catalyst in the synthesis of sucrose-6-carboxylate, which allows for accurate dosing and improved catalyst recovery, reducing side reactions and energy consumption while increasing yield and simplifying the process.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If double-tin compounds are used as catalysts in the organotin monoester method, then the catalyst can be recycled, but the catalyst distribution in light phase during extraction makes complete recovery difficult, resulting in 1% to 5% loss each time

Engineering Contradiction:
Improvecatalyst recovery completenessVSAvoidcatalyst loss
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The patent changes the chemical structure parameter of the catalyst from double-tin compounds to mono-tin compounds. This structural parameter change fundamentally alters the catalyst's physical and chemical properties, enabling complete recovery during extraction while maintaining catalytic activity. The mono-tin structure eliminates the dimerization issue inherent in double-tin compounds, directly resolving the recovery incompleteness problem.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent extracts and eliminates the problematic dimeric structure from the catalyst system by using mono-tin compounds instead. This allows the catalyst to be completely extracted and recovered without the light phase distribution issues that plague double-tin compounds, achieving 100% catalyst recovery.

Inventive Principle:
Principle #2Taking out (Extraction)

2Reliability

If double-tin compounds are used as catalysts, then the catalyst can be recycled, but the entrained catalyst has a bad influence on subsequent chlorination reactions

Engineering Contradiction:
Improvecatalyst recyclabilityVSAvoidside reactions in chlorination
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the catalyst structure from double-tin to mono-tin, which fundamentally alters how the catalyst behaves during extraction and subsequent reactions. The mono-tin structure prevents the formation of entrained catalyst that causes side reactions, while still allowing complete recovery and recycling. This structural parameter change eliminates the harmful effects on chlorination reactions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potential harm of catalyst entrainment into a benefit by using mono-tin compounds that can be completely recovered without entrainment. The complete recoverability becomes a blessing, allowing 100% catalyst recycling without any harmful residues that would cause side reactions in subsequent chlorination steps.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Reliability

If double-tin compounds are used, then the catalyst can be recycled, but production fluctuations occur due to non-strict process and fine-tuning requirements

Engineering Contradiction:
Improvecatalyst recyclabilityVSAvoidproduction stability
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent changes the catalyst structure to mono-tin compounds, which fundamentally simplifies the process parameters. Unlike double-tin compounds that require fine-tuning of feed ratios and process conditions, the mono-tin catalyst operates under more tolerant conditions, eliminating production fluctuations and achieving stable manufacturing without strict process control.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Instead of trying to achieve production stability through strict process control and fine-tuning of double-tin compound reactions, the patent inverts the approach by using mono-tin compounds that inherently provide stability without requiring strict process parameters. The solution flips from control-intensive to structure-inherent stability.

Inventive Principle:
Principle #13The other way round (Inversion)

4Measurement precision

If mono-tin organic compound is used as catalyst, then accurate dosing and improved catalyst recovery are achieved, but new catalyst preparation is required

Engineering Contradiction:
Improvecatalyst dosing accuracyVSAvoidcatalyst preparation complexity
Core Design Contradiction:
Measurement precisionVSEase of manufacture

Solution Approach 1:

The patent changes the catalyst structure to mono-tin compounds, which have well-defined molecular weights and stoichiometries. This structural parameter enables accurate dosing by mass or volume without complex calculations. The simplified mono-tin structure also eliminates the need for complex preparation procedures, making catalyst preparation easier rather than more difficult.

Inventive Principle:
Principle #35Parameter changes

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

The mono-tin organic compound catalyst enables improved catalyst recovery rates, reduced side reactions, rapid reaction times, low energy consumption, and higher yields per unit volume, while also reducing waste and simplifying the production process.

Implementation Method 1

using the mono-tin organic compound as a catalyst and conducting dehydration esterification on sucrose

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP4206208B1Use of mono-tin organic compounds
Publication Date: 2025.04.09 ANHUI JINHE INDUSTRIAL CO LTD
  • EP4206208B1 patent drawing
  • EP4206208B1 patent drawing
  • EP4206208B1 patent drawing

AI summary

Provided is a mono-tin organic compound for the synthesis of sucrose-6-carboxylate. The compound has a structure shown in formula (1), wherein R1, R2, and R3 each are independently selected from the group consisting of C1 to C8 linear or branched saturated alkyl, C2 to C8 linear or branched unsaturated alkyl, C3 to C8 substituted or unsubstituted saturated cycloalkyl, C3 to C8 substituted or unsubstituted unsaturated cycloalkyl, and C6 to C12 aryl or substituted aryl; and R4 is selected from the group consisting of C1 to C6 linear or branched saturated alkyl and C6 to C12 aryl or substituted aryl. In the present disclosure, during the synthesis of the sucrose-6-carboxylate, the use of the mono-tin organic compound enables accurate dosing, and results in improved catalyst recovery rate, and reduced occurrence of subsequent chlorination side reactions. Also, the use of the mono-tin organic compound results in rapid reaction, a lower energy consumption, and a higher yield per unit volume catalyst.