Asymmetric β-Diketone Extraction via pH-Dependent Solubility

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Solution Overview

Problem

The challenge lies in effectively extracting and purifying asymmetric β-diketone compounds from mixtures containing both asymmetric and symmetric β-diketone compounds, as the latter contaminate the former, leading to suboptimal physical properties and increased production costs in chemical vapor deposition processes, particularly due to the similarity in physical properties making separation difficult.

Innovation Solution

A method involving pH adjustments to exploit differences in solubility between asymmetric and symmetric β-diketone compounds, where an alkaline pH increases hydrophilicity, allowing asymmetric β-diketones to be separated from symmetric ones using a hydrophobic solvent, and subsequent pH adjustments enable recovery of high-purity asymmetric β-diketones.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional synthesis methods are used to produce asymmetric β-diketone compounds, then the synthesis process is simple and starting materials are easily obtained, but symmetric β-diketone compounds are generated as byproducts that contaminate the asymmetric product

Engineering Contradiction:
Improvesynthesis process simplicityVSAvoidproduct purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent extracts and removes symmetric β-diketone compounds from the mixture using selective solvent extraction. The asymmetric β-diketone compound is extracted into an organic solvent while symmetric compounds remain in the aqueous phase, effectively separating the desired product from contaminants generated during simple synthesis.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the pH parameter of the aqueous solution to control the distribution of β-diketone compounds between phases. By adjusting pH to specific ranges (8.0-10.0 or 11.0-13.0), the solubility and extraction efficiency are optimized to achieve high purity separation while maintaining simple synthesis conditions.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If symmetric β-diketone compounds are not removed before use, then production costs are reduced and processing is simplified, but metal loss increases and production costs increase due to contamination

Engineering Contradiction:
Improveprocessing efficiencyVSAvoidmetal loss
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent introduces an organic solvent as an intermediary substance to facilitate selective extraction. This mediator enables the separation of asymmetric from symmetric β-diketone compounds, preventing metal loss in subsequent chemical vapor deposition processes while maintaining efficient processing through a single extraction step.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If complex purification methods are used to remove symmetric β-diketone compounds, then product purity is improved, but device complexity and processing steps increase

Engineering Contradiction:
Improveproduct purityVSAvoidpurification process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent uses pH adjustment as a simple parameter change to achieve complex separation. By controlling pH within specific ranges, the extraction process selectively separates asymmetric β-diketone compounds from symmetric ones using basic solvents, achieving high purity without complex equipment or multiple processing steps.

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

This method enables efficient extraction and purification of asymmetric β-diketones, reducing metal loss and production costs by ensuring high purity and minimizing contamination, thus enhancing the quality and cost-effectiveness of thin film formation in chemical vapor deposition.

Implementation Method 1

A method involving pH adjustments to exploit differences in solubility between asymmetric and symmetric β-diketone compounds, where an alkaline pH increases hydrophilicity

Methodology Applied
Scientific EffectSolubility difference:

Implementation Method 2

where an alkaline pH increases hydrophilicity, allowing asymmetric β-diketones to be separated from symmetric ones using a hydrophobic solvent

Methodology Applied
Scientific EffectHydrophilicity: Hydrophile

Implementation Method 3

subsequent pH adjustments enable recovery of high-purity asymmetric β-diketones

Methodology Applied
Scientific EffectpH-dependent solubility:

Data Source

PatentUS9284249B2Method for extracting asymmetric β-diketone compound from β-diketone compound
Publication Date: 2016.03.15 TANAKA KIKINZOKU KOGYO KK
  • US9284249B2 patent drawing
  • US9284249B2 patent drawing
  • US9284249B2 patent drawing

AI summary

The present invention provides a method of extracting an asymmetric β-diketone compound from a β-diketone compound containing at least one symmetric β-diketone compound mixed in the asymmetric β-diketone compound, and the method includes the step (A) of adjusting a pH of a mixed solution of the β-diketone compound and water at 11.5 or more and dissolving the β-diketone compound into water to form a β-diketone compound solution and the step (B) of subsequently adjusting the pH of the β-diketone compound solution at 9.5 or less and recovering the asymmetric β-diketone compound of Chemical Formula 1 separated from the β-diketone compound solution. The present invention further includes at least either (a) a step of setting the upper limit of the pH of the mixed solution to 12.5 to form a β-diketone compound solution in the step (A) and bringing the β-diketone compound solution into contact with a hydrophobic solvent or (b) a step of setting the lower limit of the pH of the β-diketone compound solution to 8.0 in the step (B).