Cyano-Substituted Heterocyclic Compounds for OLED Efficiency

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Solution Overview

Problem

Current organic light-emitting diodes (OLEDs) face challenges with low internal quantum efficiency, particularly in blue phosphorescent devices, which result in non-saturated colors, short device lifetime, and high operating voltage, as well as efficiency roll-off at high brightness.

Innovation Solution

Development of heterocyclic compounds with cyano substitutions for use in organic electroluminescent devices, which improve device performance by enhancing power efficiency, current efficiency, and external quantum efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If phosphorescent emitters are used in blue OLEDs, then internal quantum efficiency can reach 100%, but device lifetime becomes short and operating voltage becomes high

Engineering Contradiction:

Improveinternal quantum efficiencyVSAvoiddevice lifetime

Core Design Contradiction:

Use of energy by moving objectVSDuration of action of stationary object

Solution Approach 1:

The patent modifies molecular parameters by introducing cyano groups at specific positions of the dibenzofuran/thiophene core structure, which alters the electronic properties and energy levels of the emitter, thereby improving device lifetime and reducing operating voltage while maintaining high internal quantum efficiency

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining dibenzofuran/thiophene cores with heteroaryl substituents and cyano groups, creating multifunctional emitters that simultaneously achieve high efficiency, long lifetime, and low operating voltage through synergistic effects of different structural components

Inventive Principle:

Principle #40Composite materials

2Use of energy by moving object

If phosphorescent emitters are used in OLEDs, then both singlet and triplet excitons can be harvested achieving 100% IQE, but efficiency roll-off occurs at high brightness

Engineering Contradiction:

Improveinternal quantum efficiencyVSAvoidefficiency at high brightness

Core Design Contradiction:

Use of energy by moving objectVSPower

Solution Approach 1:

The patent optimizes energy level parameters and molecular structure to reduce efficiency roll-off by carefully designing the cyano-substituted heterocyclic emitters with appropriate HOMO-LUMO gaps and triplet energy levels, enabling sustained high efficiency at high brightness conditions

Inventive Principle:

Principle #35Parameter changes

3Ease of manufacture

If conventional OLED structures are used, then fabrication is straightforward, but color saturation is poor and device performance is limited

Engineering Contradiction:

Improvefabrication simplicityVSAvoidcolor saturation

Core Design Contradiction:

Ease of manufactureVSIllumination intensity

Solution Approach 1:

The patent introduces cyano groups at specific local positions (positions 2 and/or 5) of the dibenzofuran/thiophene core structure, which locally modifies electronic distribution and optical properties to achieve superior color saturation while maintaining overall molecular stability and ease of fabrication

Inventive Principle:

Principle #3Local quality

Data Source

PatentUS20230167097A1Heterocyclic compound having cyano-substitution

Publication Date: 2023.06.01 BEIJING SUMMER SPROUT TECH CO LTD

AI summary

Provided is a heterocyclic compound having cyano-substitution. The compound has a structure represented by Formula 1. These novel compounds are applicable to electroluminescent devices and can provide better device performance, especially improved device efficiency such as power efficiency, current efficiency and external quantum efficiency. Further provided are an organic electroluminescent device comprising the compound and a compound composition comprising the compound.