Phenanthroline Derivative Purity Control for High-Current Efficiency

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Solution Overview

Problem

Conventional phenanthroline derivatives require repeated recrystallization and sublimation steps to remove impurities, and their luminous efficiency decreases at high current densities, necessitating improved durability and productivity.

Innovation Solution

A phenanthroline derivative with a specific absorption intensity area ratio of 0.001% to 0.300% for certain compounds, produced through a controlled synthesis process, including reaction steps with organolithium reagents and oxidation, followed by recrystallization and sublimation, to minimize impurities and maintain efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If the conventional production method is used with oxidation step, then the phenanthroline derivative can be produced, but new impurities are generated due to oxidation of remaining lithiated reaction product

Engineering Contradiction:
Improvepurity of phenanthroline derivativeVSAvoidnew impurities
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary anti-action by adding a quenching step before oxidation to prevent the harmful oxidation of remaining lithiated reaction product. The quenching step neutralizes any unreacted lithiated intermediate before the oxidation step, thereby preventing the formation of new impurities that would otherwise be generated by unintended oxidation reactions.

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

The patent applies preliminary action by performing a quenching step prior to oxidation to prepare the reaction mixture in advance. This preliminary quenching action ensures that any remaining lithiated reaction product is neutralized before oxidation occurs, preventing subsequent impurity formation and eliminating the need for repeated purification steps.

Inventive Principle:
Principle #10Preliminary action

2Manufacturing precision

If repeated recrystallization and sublimation are performed to remove impurities, then high purity phenanthroline derivative is obtained, but productivity decreases

Engineering Contradiction:
Improvepurity of phenanthroline derivativeVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent applies preliminary action by performing a quenching step before oxidation to prevent impurity formation in advance. This preliminary preventive action eliminates the need for repeated recrystallization and sublimation steps, thereby maintaining high purity while significantly improving productivity by reducing the number of purification cycles required.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent applies the taking out principle by removing the problematic oxidation step that generates new impurities. By eliminating this source of impurity generation through the quenching modification, the process avoids the need for multiple extraction and purification cycles, thereby improving both purity and productivity.

Inventive Principle:
Principle #2Taking out (Extraction)

3Power

If high current density is applied to drive the light-emitting element, then the driving performance is improved, but luminous efficiency decreases

Engineering Contradiction:
Improvedriving current densityVSAvoidluminous efficiency
Core Design Contradiction:
PowerVSUse of energy by moving object

Solution Approach 1:

The patent applies parameter changes by modifying the chemical composition parameters of the phenanthroline derivative through controlled synthesis. By precisely controlling the synthesis conditions and using quenching to prevent side reactions, the patent produces a derivative with optimized molecular structure that maintains high luminous efficiency even at high current densities, effectively changing the material parameters to resolve the contradiction.

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

The derivative suppresses luminous efficiency loss at high current densities and reduces the need for repeated purification steps, enhancing productivity and durability, particularly under high-temperature conditions.

Implementation Method 1

a step of oxidizing a reaction product of Step 4A to obtain a crude product of the phenanthroline derivative

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

a step of recrystallizing and further sublimating the crude product of the phenanthroline derivative

Methodology Applied
Scientific EffectRecrystallization: Crystallisation

Implementation Method 3

a step of recrystallizing and further sublimating the crude product of the phenanthroline derivative

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentUS20260109717A1Phenanthroline derivative and method for producing phenanthroline derivative
Publication Date: 2026.04.23 TORAY INDUSTRIES INC
  • US20260109717A1 patent drawing
  • US20260109717A1 patent drawing
  • US20260109717A1 patent drawing

AI summary

The purpose of the present invention is to obtain a phenanthroline derivative with which it is possible to suppress a decrease in luminous efficiency even at a higher current density than conventional phenanthroline derivatives. The present invention provides a phenanthroline derivative represented by a specific formula (1), wherein, when analyzed by high-performance liquid chromatography, the absorption intensity area of a phenanthroline derivative represented by a specific formula (A) and/or a specific formula (B) is 0.001-0.300% with respect to the absorption intensity area of a phenanthroline derivative represented by specific formula (1).