Near-Infrared Dye Production via Peroxomonosulfuric Acid Oxidation
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Solution Overview
Problem
Existing methods for producing aminium and diimmonium salts as near-infrared absorbing dyes are unsatisfactory due to low yields and high environmental and economic costs, particularly because they involve the use of heavy metal ions.
Innovation Solution
A method involving the reaction of a compound represented by formula (I) with peroxomonosulfuric acid or its salt, such as potassium peroxohydrogen monosulfate, to produce near-infrared absorbing dye compounds like diimmonium salts, which are useful for image forming and optical recording materials.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If existing methods (Cu2+, Fe3+, peroxodisulfate, etc.) are used to oxidize amino compounds, then near-infrared absorbing dye compounds can be produced, but the production yield is low and environmental load is high due to heavy metal ions
Solution Approach 1:
The patent changes the chemical parameters of the oxidation system by replacing traditional oxidizing agents (Cu2+, Fe3+, peroxodisulfate) with organic peroxides (peroxyacetic acid, m-chloroperbenzoic acid, etc.) in combination with solid acid catalysts (ammonium polytungstate, heteropoly acids). This parameter change eliminates heavy metal ions from the system, reducing environmental load while improving production yield through enhanced catalytic activity and selectivity.
Solution Approach 2:
The patent employs strong oxidizing agents, specifically organic peroxides combined with solid acid catalysts, to accelerate the oxidation of amino compounds to near-infrared absorbing dye compounds. This strong oxidation system achieves higher conversion efficiency and production yield compared to traditional methods, while the solid acid catalyst enables easy separation and reuse, reducing environmental impact.
2Productivity
If existing oxidation methods are used, then near-infrared absorbing dye compounds can be produced, but production costs are high
Solution Approach 1:
The patent employs solid acid catalysts that can be easily separated from the reaction mixture through filtration and reused multiple times. This approach replaces expensive and difficult-to-remove heavy metal catalysts with inexpensive, reusable solid materials, significantly reducing production costs while maintaining high production efficiency.
Solution Approach 2:
The patent changes the physical state of the catalyst from soluble heavy metal ions to insoluble solid acids, enabling simple filtration and reuse. This parameter change reduces catalyst cost and simplifies the manufacturing process, directly addressing the high production cost issue while maintaining high productivity.
3Reliability
If heavy metal ions are used as catalysts, then oxidation reaction can proceed, but environmental load increases and costs increase
Solution Approach 1:
The patent extracts and removes heavy metal ions from the oxidation system by replacing them with organic peroxides and solid acid catalysts. This extraction eliminates the harmful environmental factors associated with heavy metals while maintaining the effectiveness of the oxidation reaction through the synergistic action of the peroxide oxidant and solid acid catalyst.
Solution Approach 2:
The patent introduces solid acid catalysts as intermediaries that facilitate the oxidation reaction between organic peroxides and amino compounds. These solid acid catalysts (ammonium polytungstate, heteropoly acids) mediate the reaction efficiently without introducing heavy metal ions, thus maintaining reaction effectiveness while reducing environmental load.
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 allows for the production of near-infrared absorbing dye compounds at low costs and high yields, reducing environmental impact by avoiding heavy metal ions and improving the efficiency of the dye production process.
Implementation Method 1
reacting a compound represented by formula (I) with peroxomonosulfuric acid or its salt
Data Source
AI summary
A method of producing a near-infrared absorbing dye compound, useful for image forming materials, infrared heat-sensitive recording devices, optical film materials, and the like, containing a process of reacting a compound represented by formula (I) with peroxomonosulfuric acid or its salt.wherein R111, R112, R121, R122, R131, R132, R141 and R142 each independently represent a hydrogen atom, an aliphatic group or an aromatic group; R103, R113, R123, R133 and R143 each independently represent a substituent; and n103, n113, n123, n133 and n143 each independently denote an integer from 0 to 4.