Fluorinated Diamine Derivatives for Blue OLED Dopants

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Solution Overview

Problem

The development of stable and efficient materials for organic electronic devices, particularly for organic light emitting devices, has not been fully realized, leading to inefficiencies and reduced performance in terms of efficiency, operating voltage, and stability.

Innovation Solution

A novel diamine derivative is synthesized, which can function as a hole injecting, hole transporting, electron injecting, electron transporting, or light emitting material, serving as a blue light emitting dopant, and is used in the organic electronic device to enhance efficiency, reduce operating voltage, and increase stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional diamines are used in OLED manufacturing, then the manufacturing process is simpler, but the device exhibits poor stability and short lifespan due to material degradation

Engineering Contradiction:

Improvedevice stability and lifespanVSAvoidmanufacturing process complexity

Core Design Contradiction:

ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the chemical structure of diamine materials by introducing fluorinated groups and cyclic carbonates, changing the molecular parameters to improve stability while maintaining compatibility with existing OLED manufacturing processes

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates composite diamine structures combining fluorinated aromatic groups with cyclic carbonate moieties, achieving enhanced stability through material composition rather than process modification

Inventive Principle:

Principle #40Composite materials

2Productivity

If traditional diamine materials are used, then the material synthesis is straightforward, but the resulting OLED shows low efficiency and color instability

Engineering Contradiction:

ImproveOLED efficiency and color stabilityVSAvoidmaterial synthesis ease

Core Design Contradiction:

ProductivityVSEase of manufacture

Solution Approach 1:

The patent introduces specific functional groups (fluorinated groups at positions 2,4 and cyclic carbonate at position 3) at localized positions in the diamine molecule to achieve precise control over OLED efficiency and color stability without complicating overall synthesis

Inventive Principle:

Principle #3Local quality

3Reliability

If existing diamine structures are employed, then the manufacturing cost is lower, but the device suffers from material degradation and performance deterioration over time

Engineering Contradiction:

Improvelong-term device performanceVSAvoidmaterial cost

Core Design Contradiction:

ReliabilityVSQuantity of substance

Solution Approach 1:

The patent uses readily available starting materials (aniline derivatives and cyclic carbonate compounds) that can be obtained through conventional chemical routes, keeping material costs low while achieving long-term device stability through molecular design

Inventive Principle:

Principle #27Cheap short-living objects (Disposable)

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 diamine derivative improves the efficiency, reduces operating voltage, and increases the lifespan and stability of organic electronic devices, particularly in organic light emitting devices, by effectively functioning as a multi-functional material within the device structure.

Implementation Method 1

a hole and/or electron are/is injected into an organic material semiconductor forming an interface with an electrode

Methodology Applied

Scientific EffectCharge injection:

Implementation Method 2

the formed electron and hole are transported to a different electrode, respectively and used as a current source

Methodology Applied

Scientific EffectCharge transport: Conduction (electrical)

Implementation Method 3

electric energy is converted to light energy by means of an organic material

Methodology Applied

Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 4

holes from the anode and electrons from a cathode are injected into the organic material layer, the holes and the electrons injected are combined together to form excitons

Methodology Applied

Scientific EffectExciton formation:

Implementation Method 5

when the excitons drop to a ground state, lights are emitted

Methodology Applied

Scientific EffectRadiative recombination:

Implementation Method 6

excitons which are generated in the light emitting layer are transported to the dopant, thus emitting a light having a high efficiency

Methodology Applied

Scientific EffectEnergy transfer:

Data Source

PatentEP2139846B1New diamine derivatives and organic electronic device using the same

Publication Date: 2016.09.07 LG CHEM LTD

Figure 1

AI summary

The present invention relates to a new diamine derivative, and an organic electronic device using the same. The diamine derivative according to the present invention can serve as a hole injecting, hole transporting, electron injecting, electron transporting, or light emitting material in an organic electronic device including an organic light emitting device. Particularly, it can serve as a light emitting dopant as used alone, in particular, a blue light emitting dopant. The organic electronic device according to the present invention exhibits excellent characteristics in terms of efficiency, drive voltage, life time, and stability.