1,2-Dioxetane Derivative with Benzene Ring for High Luminous Efficiency

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing 1,2-dioxetane derivatives for chemiluminescence applications do not achieve high luminous efficiency.

Innovation Solution

A compound with a benzene ring bound to the 3-position of 1,2-dioxetane, featuring a specific substituent such as —C≡C-E, where E represents various functional groups, or an aryl group with an electron withdrawing group, is used to enhance luminous efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If existing 1,2-dioxetane derivatives are used for chemiluminescence applications, then chemiluminescence function is achieved, but luminous efficiency is insufficient

Engineering Contradiction:
Improveluminous efficiencyVSAvoidenergy loss in chemiluminescence reaction
Core Design Contradiction:
Use of energy by moving objectVSLoss of energy

Solution Approach 1:

The patent applies parameter changes by systematically modifying the chemical structure of 1,2-dioxetane derivatives. Specifically, it introduces specific substituent groups (such as —C≡C-E where E represents various functional groups, or aryl groups with electron withdrawing groups) at defined positions (ortho or para positions) of the benzene ring bound to the 3-position of 1,2-dioxetane. These structural parameter changes optimize the chemiluminescence reaction to achieve high luminous efficiency while minimizing energy loss.

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If high luminous efficiency is achieved through specific compound structure, then chemiluminescence performance is improved, but compound synthesis complexity increases

Engineering Contradiction:
Improveluminous efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent applies local quality by introducing specific functional groups at particular positions of the molecular structure. Instead of uniformly complexifying the entire molecule, it places specific substituents (—C≡C-E groups or aryl groups with electron withdrawing groups) at the ortho or para positions of the benzene ring, which is bound to the 3-position of 1,2-dioxetane. This localized modification achieves high luminous efficiency while keeping the overall molecular structure relatively simple and synthetically accessible.

Inventive Principle:
Principle #3Local quality

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 described compound exhibits high luminous efficiency, enabling effective chemiluminescence methods, reagents, and assays for analyte detection.

Implementation Method 1

1,2-Dioxetane derivative is a compound capable of inducing chemiluminescence, triggered by a reaction with a chemical substance such as enzyme

Methodology Applied
Scientific EffectChemiluminescence: Chemiluminescence

Data Source

PatentUS12281092B2Compound or salt thereof, composition, chemiluminescence method, method for measuring chemiluminescence signal, reagent, reagent kit, and method for assaying analyte
Publication Date: 2025.04.22 SYSMEX CORP
  • US12281092B2 patent drawing
  • US12281092B2 patent drawing
  • US12281092B2 patent drawing

AI summary

Disclosed is a compound represented by formula [I] according to the specification, or a salt thereof, a composition comprising the compound, a chemiluminescence method using the compound, a method for measuring chemiluminescence signal, a reagent comprising the compound, a reagent kit comprising the compound and a method for assaying analyte.