Halogenated Curcumin Derivative for Aquatic Product Preservation
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Solution Overview
Problem
Current photosensitizers used in photodynamic sterilization for aquatic products generate insufficient reactive oxygen species, leading to poor sterilization effects and shorter shelf life.
Innovation Solution
A halogenated curcumin derivative is developed, incorporating non-metallic halogen atoms to enhance intersystem crossing efficiency, resulting in higher singlet oxygen yield and improved sterilization efficacy.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If curcumin is used as a photosensitizer, then the photodynamic sterilization can be performed with food-grade material, but the intersystem crossing efficiency is low resulting in insufficient reactive oxygen species generation
Solution Approach 1:
The patent modifies the chemical structure of curcumin by introducing halogen atoms (Cl, Br, I) at specific positions on the benzene rings. This structural parameter change enhances the intersystem crossing efficiency through heavy atom effect, thereby increasing singlet oxygen generation capability while maintaining the food-grade safety of the derivative
Solution Approach 2:
The patent creates composite molecular structures by combining curcumin backbone with halogenated aromatic groups. The resulting halogenated curcumin derivatives integrate the beneficial properties of both components: the photodynamic activity of curcumin and the enhanced intersystem crossing efficiency of halogenated aromatic structures
2Ease of operation
If conventional photosensitizers are used, then the sterilization process can be performed, but the shelf life of aquatic products is short due to poor sterilization effect
Solution Approach 1:
By changing the molecular structure parameters of the photosensitizer (introducing halogen atoms), the patent enhances the sterilization efficacy through improved reactive oxygen species generation. This leads to better pathogen inactivation and consequently extends the shelf life of aquatic products while maintaining process feasibility
3Ease of operation
If curcumin with low intersystem crossing efficiency is used, then the photodynamic sterilization can proceed, but the singlet oxygen yield is insufficient affecting sterilization effect
Solution Approach 1:
The patent systematically varies the structural parameters of curcumin by introducing different halogen atoms (F, Cl, Br, I) at different positions and combinations. This structural modification exploits the heavy atom effect to enhance spin-orbit coupling and intersystem crossing efficiency, thereby significantly increasing singlet oxygen yield while maintaining processability
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 halogenated curcumin derivative effectively prolongs the shelf life of aquatic products while maintaining their flavor and freshness by generating more reactive oxygen species during photodynamic sterilization.
Implementation Method 1
Photodynamic sterilization is a new type of non-thermal sterilization technology, and the principle thereof is to use photosensitizer molecules to sensitize oxygen under visible light irradiation to generate cytotoxic reactive oxygen species (mainly singlet oxygen species, 102) to kill pathogenic microorganisms
Implementation Method 2
The halogenated curcumin derivative has high intersystem crossing efficiency under the influence of heavy atom effect of non-metallic halogen atoms, resulting in a high singlet oxygen yield
Implementation Method 3
The halogenated curcumin derivative has high intersystem crossing efficiency under the influence of heavy atom effect of non-metallic halogen atoms
Implementation Method 4
which can enhance the spin-orbit coupling effect, enhancing the intersystem crossing efficiency of the derivative to obtain a long life triple excited state
Data Source
AI summary
The present invention relates to the field of aquatic product processing and storage; to solve the problems in that a photosensitizer generates low active oxygen during photodynamic sterilization and that the preservation effect of aquatic products needs to be improved, a halogenated curcumin derivative, a preparation method therefor, and an application thereof in the preservation of the aquatic product are disclosed. The halogenated curcumin derivative contains mono-substituted or bi-substituted halogenated groups; the halogenated curcumin derivative can be prepared by a one-step method and used for photodynamic sterilization of aquatic products. The preparation steps of the present invention are simple, the reaction conditions are mild, and the prepared halogenated curcumin derivative has high singlet oxygen yield under blue light irradiation. The present invention has good sterilization and preservation effects on aquatic products, can effectively prolong the shelf life of fresh shrimp, and has little impact on the sensory properties of the food.