Halogenated Hole Transporting Polymer for Photosensitive Member Abrasion

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Solution Overview

Problem

Existing electrophotographic photosensitive members face issues with abrasion resistance and chemical stability, leading to image deletion, particularly in high humidity environments, due to the chemical changes of polymerized hole transporting compounds during electrophotographic processes.

Innovation Solution

Incorporating a polymerized product of a hole transporting compound with a polymerizable functional group, specifically designed to avoid arylamine structures and include halogen atoms like fluorine, which enhances chemical stability and reduces chemical changes, thereby improving abrasion resistance and suppressing image deletion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If a high abrasion-resistant surface layer is provided using polymerized hole transporting compound, then abrasion resistance is improved, but chemical stability deteriorates leading to image deletion

Engineering Contradiction:
Improveabrasion resistanceVSAvoidchemical stability
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The invention changes the chemical parameters of the hole transporting compound by introducing specific structural features: compounds with formula (1) containing sp3-hybridized carbon atoms and compounds with formula (2) containing nitrogen atoms in specific configurations. These parameter changes in molecular structure fundamentally alter the chemical stability while maintaining polymerizability and hole transporting capability, thereby resolving the contradiction between abrasion resistance and chemical stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite material strategy by combining hole transporting compounds with specific structural features (formulas (1) and (2)) with polymerizable functional groups. This creates a composite functional material that simultaneously achieves high abrasion resistance through polymerization and high chemical stability through the specific molecular structure, preventing the chemical degradation that causes image deletion.

Inventive Principle:
Principle #40Composite materials

2Strength

If polymerized product of hole transporting compound is used in surface layer, then abrasion resistance is improved, but surface layer cannot be refreshed leading to accumulation of chemical deteriorated-substances

Engineering Contradiction:
Improveabrasion resistanceVSAvoidaccumulation of chemical deteriorated-substances
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The invention changes the chemical parameters of the hole transporting compound by introducing specific structural features: compounds with formula (1) containing sp3-hybridized carbon atoms and compounds with formula (2) containing nitrogen atoms in specific configurations. These parameter changes in molecular structure fundamentally alter the chemical stability while maintaining polymerizability and hole transporting capability, thereby resolving the contradiction between abrasion resistance and chemical stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention applies the principle of using stable, durable materials that resist degradation over time. By designing hole transporting compounds with exceptional chemical stability through specific molecular structures, the surface layer becomes effectively 'long-living' and resistant to the accumulation of deteriorated substances, even though it maintains high abrasion resistance and cannot be easily refreshed.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Ease of operation

If conventional hole transporting compound is used, then electrophotographic function is achieved, but chemical change occurs during repeated stress application

Engineering Contradiction:
Improveelectrophotographic functionVSAvoidchemical stability
Core Design Contradiction:
Ease of operationVSStability of the object's composition

Solution Approach 1:

The invention changes the chemical parameters of the hole transporting compound by introducing specific structural features: compounds with formula (1) containing sp3-hybridized carbon atoms and compounds with formula (2) containing nitrogen atoms in specific configurations. These parameter changes in molecular structure fundamentally alter the chemical stability while maintaining polymerizability and hole transporting capability, thereby resolving the contradiction between abrasion resistance and chemical stability.

Inventive Principle:
Principle #35Parameter changes

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 solution provides an electrophotographic photosensitive member with enhanced abrasion resistance and chemical stability, effectively preventing image deletion and maintaining high electrical properties, even in challenging environmental conditions.

Implementation Method 1

a surface layer of the electrophotographic photosensitive member contains a polymerized product of a hole transporting compound having a polymerizable functional group

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentUS9946175B2Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus, and condensed polycyclic aromatic compound
Publication Date: 2018.04.17 CANON KK
  • US9946175B2 patent drawing
  • US9946175B2 patent drawing
  • US9946175B2 patent drawing

AI summary

To provide an electrophotographic photosensitive member which satisfies abrasion resistance and electrical properties and which is difficult to cause image deletion. A surface layer of the electrophotographic photosensitive member of this invention contains a polymerized product of a hole transporting compound having a polymerizable functional group, in which the hole transporting compound is at least one compound selected from the group consisting of:a compound consisting of one or more carbon atoms, one or more hydrogen atoms, and one or more halogen atoms; and a compound consisting of one or more carbon atoms, one or more hydrogen atoms, one or more oxygen atoms, and one or more halogen atoms.