Imide Hole-Transport Layer for Organic Photoelectric Elements

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Solution Overview

Problem

Existing organic electronic elements, such as photoelectric conversion elements, face challenges in efficiently transporting carriers (electrons and holes) generated in the light-receiving layer, leading to residual images and suboptimal device performance.

Innovation Solution

Incorporating a compound with an imide skeleton as a partial structure in the hole transport promoting layer of the organic electronic element, specifically using a compound represented by formula (1) or (2), enhances hole transport ability by promoting smooth carrier transfer between the hole transport layer and the electrode.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional hole transport materials are used in the hole transport layer, then the device structure is simple, but the hole transport ability is insufficient leading to residual images and suboptimal performance

Engineering Contradiction:
Improvehole transport abilityVSAvoidlayer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The hole transport function is segmented into two distinct layers: a hole transport layer containing conventional hole transport materials, and a hole transport promoting layer containing the imide compound (formula 1 or 2) positioned between the hole transport layer and the first electrode. This segmentation allows each layer to specialize in specific aspects of hole transport, with the promoting layer specifically addressing the interface transfer barrier.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The hole transport promoting layer containing the imide compound acts as an intermediary layer between the hole transport layer and the first electrode. This intermediate layer mediates the carrier transfer process, facilitating smoother hole transport from the hole transport layer to the electrode by reducing the energy barrier at the interface.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If a hole transport promoting layer with imide compound is added to improve carrier transfer, then hole transport ability improves, but device structure becomes more complex

Engineering Contradiction:
Improvecarrier transfer efficiencyVSAvoidnumber of layers
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The imide compound in the hole transport promoting layer undergoes parameter changes in its molecular structure (formula 1 or 2 with specific aromatic hydrocarbon groups or heteroaromatic groups) to optimize the energy levels and reduce the electron affinity, thereby reducing the energy barrier for hole transfer from the light-receiving layer to the hole transport layer.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The hole transport promoting layer uses composite material design by combining the imide compound (formula 1 or 2) with appropriate hole transport materials, creating a composite functional layer that leverages the electron-accepting properties of the imide compound and the hole-transporting properties of the combined materials to achieve superior carrier transfer efficiency.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP4626191A1Organic electronic element and compound
Publication Date: 2025.10.01 TOSOH CORP
  • EP4626191A1 patent drawingFigure 1
  • EP4626191A1 patent drawing
  • EP4626191A1 patent drawing

AI summary

Provided is an organic electronic element that has an improved hole transport ability and a compound that is used in the organic electronic element and that can improve the hole transport ability thereof. The organic electronic element comprises a first electrode, a second electrode and an organic layer disposed between the first electrode and the second electrode. The organic layer includes a hole transport layer and a hole transport promoting layer containing a compound having a partial structure represented by the following formula (1), or includes a layer comprising a mixture of a hole transport material and the compound having the partial structure represented by formula (1), and the organic electronic element includes a light-receiving layer: (wherein * represents a bond, and formula (1) forms a cyclic imide structure; Ar1 represents a monocyclic or fused-ring aromatic hydrocarbon group optionally substituted with a substituent or a monocyclic or fused-ring heteroaromatic group optionally substituted with a substituent, the aromatic hydrocarbon group may be a group in which a plurality of aromatic hydrocarbon groups are linked together directly or with a linking group therebetween, the heteroaromatic group may be a group in which a plurality of heteroaromatic groups are linked together directly or with a linking group therebetween, and Ar1 may be a group in which the aromatic hydrocarbon group and the heteroaromatic group are linked together; and the substituent with which the aromatic hydrocarbon group or the heteroaromatic group is optionally substituted is a cyano group, a fluoro group, a chloro group, a bromo group, an iodo group, a trifluoromethyl group, a methyl group, a fluoroalkyl group having 2 to 10 carbon atoms, a fluoroalkoxy group having 1 to 10 carbon atoms or an alkyl group having 2 to 10 carbon atoms).