Quinone Derivative Photosensitive Layer Carrier Transport

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Solution Overview

Problem

Existing electrophotographic photosensitive members face challenges in improving electrical characteristics, such as carrier accepting and transporting abilities, solubility in solvents, and dispersibility in photosensitive layers, which are essential for efficient image formation in electrophotographic image forming apparatuses.

Innovation Solution

The introduction of quinone derivatives represented by general formulas (1), (2), and (3), which are incorporated into the photosensitive layer of electrophotographic photosensitive members, comprising a conductive substrate, charge generating material, hole transport material, and binder resin, enhancing electrical characteristics by providing a large π-conjugated system for improved carrier accepting and transporting abilities and solubility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing electrophotographic photosensitive members are used, then image formation can be performed, but electrical characteristics such as carrier accepting and transporting abilities are insufficient

Engineering Contradiction:
Improveelectrical characteristicsVSAvoidcarrier transporting ability
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent introduces quinone derivatives with specific molecular structures (formulas 1-3) that have large π-conjugated systems. By changing the chemical parameters of the charge transport layer materials to include these quinone derivatives with specific substituent groups (R1-R26), the electrical characteristics and carrier transporting ability are significantly improved while maintaining photosensitive layer stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite photosensitive layer by combining quinone derivatives (charge transport materials) with charge generating materials and binder resins. This composite structure allows the quinone derivatives to provide excellent carrier transporting ability while the charge generating materials provide charge generation function, achieving synergistic improvement in overall electrical characteristics.

Inventive Principle:
Principle #40Composite materials

2Reliability

If quinone derivatives with large π-conjugated system are introduced, then carrier accepting and transporting abilities are improved, but solubility in solvents may be reduced

Engineering Contradiction:
Improvecarrier transporting abilityVSAvoidsolubility in solvents
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent introduces solubilizing substituent groups (R1-R26) at specific positions on the quinone derivative molecules. These local modifications with alkyl, alkoxy, aryl, aralkyl, or cycloalkyl groups provide solubility enhancement at specific locations on the molecule without affecting the core π-conjugated system's charge transport function, thus resolving the contradiction between large conjugated system and solubility.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent modifies the chemical parameters of quinone derivatives by introducing various substituent groups with different properties. By changing the molecular structure parameters to include these solubilizing groups while maintaining the core quinone structure with large π-conjugated system, the patent achieves both good solubility in solvents and excellent carrier transporting ability.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If quinone derivatives are incorporated into photosensitive layer, then electrical characteristics are enhanced, but photosensitive layer composition complexity increases

Engineering Contradiction:
Improveelectrical characteristicsVSAvoidphotosensitive layer composition
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The quinone derivatives in the patent serve multiple functions simultaneously: they act as charge transport materials providing carrier transporting ability, they provide structural stability to the photosensitive layer through their molecular structure, and they contribute to the overall electrical characteristics. This multi-functionality reduces the need for separate components, thereby managing composition complexity while enhancing electrical properties.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 quinone derivatives significantly improve the electrical characteristics of electrophotographic photosensitive members, leading to enhanced performance in image formation by optimizing carrier accepting and transporting capabilities and solubility within the photosensitive layer.

Implementation Method 1

enhancing electrical characteristics by providing a large π-conjugated system for improved carrier accepting and transporting abilities

Methodology Applied
Scientific Effectπ-conjugation:

Implementation Method 2

a charge generating material, a hole transport material, the above-described quinone derivative, and a binder resin

Methodology Applied
Scientific EffectPhotoelectric effect: Photoelectric Effect

Data Source

PatentUS10126667B2Quinone derivative and electrophotographic photosensitive member
Publication Date: 2018.11.13 KYOCERA DOCUMENT SOLUTIONS INC
  • US10126667B2 patent drawing
  • US10126667B2 patent drawing
  • US10126667B2 patent drawing

AI summary

A quinone derivative is represented by general formula (1), (2), or (3). In general formulae (1), (2), and (3), R1, R2, R3, R4, R11, R12, R13, R14, R21, R22, R23, and R24 each represent, independently of one another, a hydrogen atom, a cyano group, a halogen atom, an optionally substituted alkyl group having a carbon number of 1-6, or an optionally substituted alkoxy group having a carbon number of 1-6. R5, R6, R15, R16, R25, and R26 each represent, independently of one another, an optionally substituted alkyl group having a carbon number of 1-6, an optionally substituted alkoxy group having a carbon number of 1-6, an optionally substituted aryl group having a carbon number of 6-14, an optionally substituted aralkyl group having a carbon number of 7-12, or an optionally substituted cycloalkyl group having a carbon number of 3-10.