Phosphine Oxide Derivative for OLED Electron Transport

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Solution Overview

Problem

Organic electroluminescent elements using phosphine oxide derivatives without metal doping have short lifetimes due to chemical instability of the C—P bond in the anion state, making it challenging to apply these derivatives as electron transport materials or host materials for light-emitting layers.

Innovation Solution

A novel organic electron transport material is developed, comprising a phosphine oxide derivative with specific aryl and heteroaryl groups and electron withdrawing groups, enhancing the chemical stability of the C—P bond in the anion state, and an organic electroluminescent element is constructed using this material with an electron transport layer in contact with the negative electrode.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If phosphine oxide derivatives without metal doping are used as electron transport materials, then the device structure is simplified and manufacturing is easier, but the chemical stability of the C—P bond in the anion state deteriorates, resulting in short device lifetime

Engineering Contradiction:
Improveease of manufactureVSAvoidchemical stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by modifying the molecular structure of phosphine oxide derivatives through the strategic placement of electron-withdrawing groups (such as fluorine atoms, cyano groups, or carbonyl groups) at specific positions. This structural parameter change stabilizes the C—P bond in the anion state without requiring metal doping, thereby maintaining ease of manufacture while improving chemical stability and device lifetime.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining phosphine oxide core structures with various electron-withdrawing groups and aryl/heteroaryl substituents. This composite approach allows the material to maintain the desirable properties of phosphine oxide derivatives (easy processing, good electron transport) while incorporating stabilizing functional groups that protect the C—P bond from degradation in the anion state.

Inventive Principle:
Principle #40Composite materials

2Device complexity

If conventional phosphine oxide derivatives are used as host materials for light-emitting layers, then the device complexity is reduced, but the durability of the organic electroluminescent element deteriorates due to short lifetime

Engineering Contradiction:
Improvedevice complexityVSAvoiddurability
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent modifies the molecular parameters of phosphine oxide derivatives by introducing electron-withdrawing groups at specific positions, which changes the electronic distribution and stabilizes the C—P bond during electron transport. This allows the material to serve as both a simple host material (maintaining low device complexity) and a durable component (improving reliability through enhanced chemical stability in the anion state).

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11063223B2Organic electron transport material and organic electroluminescent element using same
Publication Date: 2021.07.13 DAIDEN CO LTD
  • US11063223B2 patent drawing
  • US11063223B2 patent drawing
  • US11063223B2 patent drawing

AI summary

An organic electron transport material, which includes a phosphine oxide derivative represented by the following Formula (1):R1 represents an atomic group which has one or more of either or both of aryl and heteroaryl groups and may have one or more phosphine oxide groups, R2 to R11 each independently represent an atom or an atomic group selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, a formyl group, a carbonyl group, an alkoxycarbonyl group, and a trifluoromethyl group.