Resveratrone Fluorescent Compound for Dual-Photon Absorption
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Solution Overview
Problem
Current fluorescent compounds lack high efficiency in both single-photon and two-photon absorption characteristics, particularly for applications requiring both features.
Innovation Solution
Development of resveratrone [(E)-4-(6,8-dihydroxynaphthalen-2-yl)but-3-en-2-one] and its derivatives through a photochemical reaction of resveratrol, which exhibit both single-photon and two-photon absorptive properties, along with a method for preparing these compounds using UV irradiation in water or organic solvents.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Use of energy by moving object
If conventional fluorescent compounds are used, then fluorescence emission is achieved, but absorption efficiency (both single-photon and two-photon) is insufficient
Solution Approach 1:
The patent modifies molecular parameters by introducing specific substituents (electron-donating and electron-withdrawing groups) at defined positions on the fluorophore core structure. This changes the electronic properties and energy levels of the compound, enabling simultaneous enhancement of both single-photon and two-photon absorption efficiencies while maintaining reliable fluorescence emission.
Solution Approach 2:
The patent creates composite fluorescent compounds by combining multiple functional groups (naphthyl, anthracenyl, phenalenyl cores with various substituents) into a single molecular structure. This composite approach allows the molecule to exhibit both high single-photon and two-photon absorption characteristics while maintaining fluorescence emission capability.
2Ease of manufacture
If resveratrol is used as starting material, then compound availability is improved, but fluorescence efficiency is insufficient
Solution Approach 1:
The patent uses resveratrol as a pre-prepared starting material that is readily available from natural sources. By performing photochemical reaction as a preliminary step, the complex multi-step synthesis is simplified, making the process easier to manufacture while the subsequent substituent introduction steps enhance the absorption efficiency of the final product.
Solution Approach 2:
Starting from resveratrol, the patent systematically modifies molecular parameters through photochemical reaction and substituent introduction. This transforms the basic resveratrol structure into enhanced fluorescent compounds with superior absorption efficiency while maintaining the ease of manufacture advantage from using naturally available starting material.
3Use of energy by moving object
If high absorption efficiency is achieved, then energy utilization is improved, but toxicity may increase
Solution Approach 1:
The patent introduces specific functional groups at specific positions on the molecular structure to locally enhance absorption properties. By strategically placing electron-donating and electron-withdrawing groups at defined positions, the compound achieves high absorption efficiency in specific regions of the molecule while maintaining overall biocompatibility and low toxicity.
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 new fluorescent compound demonstrates high efficiency in single-photon and two-photon absorption with minimal toxicity, as verified by cytotoxicity tests, and can be utilized in various applications including organic fluorescent elements, display elements, and photo dynamic therapy apparatus.
Implementation Method 1
a photochemical reaction of resveratrol which is frequently found in peanuts, grapes, berries and the like
Implementation Method 2
Fluorescence refers to the phenomenon that a substance emits light only when the substance is irradiated
Implementation Method 3
a multi-photon absorption fluorescent substance which absorbs a plurality of photons to emit the fluorescence. The present invention relates to a new fluorescent compound simultaneously having a single-photon absorption fluorescent feature as well as a multi-photon absorption fluorescent feature, in particular, 2-photon absorption fluorescent feature
Data Source
AI summary
The present invention provides a fluorescent resveratrone [(E)-4-(6,8-dihydroxynaphthalen-2-yl)but-3-en-2-one] and its derivatives having Formula 1 and a method for preparing the same by a photochemical reaction of resveratrol and its derivatives which are not fluorescent having Formula 7 or Formula 8. The new fluorescent compounds of the present invention has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity according to a cytotoxicity test and can be usefully utilized in the field of organic fluorescent element, display element, spectrometer, two-photon absorptive storing device, laser micro processing apparatus, photo dynamic therapy apparatus and the like.