Ionic Substituent Dopant for Solution-Processed OLED Charge Transport

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Solution Overview

Problem

Current organic electronic devices face challenges in achieving efficient solution-processed n-doped layers for organic light-emitting diodes (OLEDs), particularly in forming stable and effective n-doped layers that enhance charge transport and luminescence efficiency.

Innovation Solution

The development of compounds and polymers with ionic substituents, specifically charge-transfer salts formed by doping organic semiconductors with these materials, which are deposited as layers in OLEDs using polar solvents to create an electron-injecting layer that improves charge transfer and luminescence efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional n-doping methods are used in organic electronic devices, then charge transport can be improved, but manufacturing complexity and processing difficulty increase due to the need for thermal treatment and activation steps

Engineering Contradiction:
Improvecharge transport efficiencyVSAvoidprocessing simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the dopant molecules by introducing ionic substituents (sulfonate, carboxylate, phosphate groups) to the core dopant structure. This modification enables the dopant to function effectively in solution-processed applications without requiring thermal activation, thereby simplifying the manufacturing process while maintaining charge transport efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the thermal treatment mechanism (heating to activate dopants) with a chemical mechanism (ionic substituents that enable spontaneous doping in solution). This substitution eliminates the need for complex thermal processing equipment and steps, simplifying manufacturing while achieving the same charge transport enhancement

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Ease of manufacture

If solution processing is used for depositing dopant layers, then manufacturing ease and flexibility are improved, but doping efficiency and layer stability deteriorate without proper activation

Engineering Contradiction:
Improvesolution processing capabilityVSAvoiddoping efficiency
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent modifies the chemical parameters of the dopant by adding ionic substituents that enhance solubility in polar solvents while simultaneously enabling spontaneous electron transfer to the semiconductor. This dual function allows solution processing to be as effective as thermal methods, maintaining doping efficiency without sacrificing manufacturing ease

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The ionic substituents act as intermediaries that facilitate the electron transfer process from the dopant to the semiconductor in solution. These charged groups create favorable electronic interactions that enable efficient doping without requiring thermal activation, bridging the gap between solution processing and doping effectiveness

Inventive Principle:
Principle #24Intermediary (Mediator)

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 use of these compounds and polymers results in enhanced OLED performance, including increased current density, external quantum efficiency, and reduced power density, leading to improved luminescence and charge transport characteristics.

Implementation Method 1

a compound or polymer substituted with at least one ionic substituent and an organic semiconductor... formed by doping an organic semiconductor with a compound or polymer according to the first or second aspect... a composition comprising an organic semiconductor and a compound or polymer according to any one of the preceding claims

Methodology Applied
Scientific EffectElectron transfer:

Implementation Method 2

a formulation comprising a composition according to the third aspect and at least one solvent... deposited from a solution in a solvent or solvent mixture

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 3

depositing a formulation comprising a compound or polymer comprising an n-dopant substituted with at least one ionic substituent and an organic semiconductor dissolved in one or more polar solvents onto a surface and evaporating the one or more polar solvents

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS11730055B2Dopant, charge transfer salt and organic electronic device
Publication Date: 2023.08.15 CAMBRIDGE DISPLAY TECH LTD
  • US11730055B2 patent drawing
  • US11730055B2 patent drawing
  • US11730055B2 patent drawing

AI summary

A compound of formula (I): (Core)n-(X)m wherein Core is a core group; n is 0 and m is 1, or n is 1 and m is at least 1; and X is a group of formula (II): wherein: R1, R3 and R5 are each independently H or a substituent; R2 and R4 are each a substituent; one of R1-R5 is a direct bond or divalent linking group linking the group of formula (II) to Core in the case where n is 1; x and y are 0, 1, 2, 3 or 4; and the compound of formula (I) is substituted with at least one ionic substituent. The compound may be used as an n-dopant to dope an organic semiconductor.