Bis(acridan) Electrochromic Compound for Stable Yellow Color

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Solution Overview

Problem

There is a lack of materials that can effectively develop brilliant yellow or magenta colors through electrochromism, with existing materials like triphenylamine producing blue or cyan colors and benzidine producing orange colors, limiting their application in color-developing devices.

Innovation Solution

The development of an electrochromic compound with a bis(acridan) backbone, represented by the formula (I), which includes various substituents such as hydrogen, halogen, monovalent organic groups, and polymerizable functional groups, enabling stable yellow color development.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional electrochromic materials (triphenylamine, benzidine) are used, then the electrochromic element can change color, but the available colors are limited to blue, cyan, or orange, and brilliant yellow or magenta colors cannot be achieved

Engineering Contradiction:
Improvecolor varietyVSAvoidcolor development stability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies parameter changes by systematically modifying the molecular structure of electrochromic compounds, specifically using a bis(acridan) backbone with various substituent groups (R1-R20) to achieve different color outputs. By changing the chemical parameters of the compound structure, the patent enables stable yellow and magenta color development that was not achievable with conventional materials like triphenylamine or benzidine.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If existing electrochromic materials are used, then the device structure is simple, but the application to transparent display devices or color developing layers is limited

Engineering Contradiction:
Improveapplication rangeVSAvoidmaterial performance
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The patent achieves universality by developing an electrochromic compound with a versatile bis(acridan) backbone structure that can produce multiple colors (yellow and magenta) and function in various applications including transparent display devices and color developing layers. This multi-functional material replaces the need for different specialized materials for different color requirements.

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

3Reliability

If conventional electrochromic compounds are used, then the operation is straightforward, but the electric stability and durability are insufficient for practical applications

Engineering Contradiction:
Improveelectric stabilityVSAvoidcompound structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite material design by creating an electrochromic compound with a bis(acridan) backbone combined with various substituent groups (R1-R20) that can be independently selected from different chemical groups. This composite molecular structure achieves both high electric stability and durability while maintaining reasonable operational simplicity.

Inventive Principle:
Principle #40Composite materials

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 electrochromic compound achieves stable operation and excellent yellow color developing ability, suitable for applications in display devices and light control elements, with improved electric stability and durability.

Implementation Method 1

Electrochromism is the phenomenon displayed by some materials of reversibly changing color as a redox reaction reversibly occurs in the materials in response to a voltage

Methodology Applied
Scientific EffectElectrochromism: Electrochromism

Implementation Method 2

A reduction reaction occurs in proximity to one of the electrodes, and an oxidization reaction (i.e., the reverse reaction of the reduction reaction) occurs in proximity to the other one of the electrodes

Methodology Applied
Scientific EffectRedox reaction: Redox Reactions

Data Source

PatentUS10642119B2Electrochromic compound, electrochromic composition, and electrochromic element
Publication Date: 2020.05.05 RICOH CO LTD
  • US10642119B2 patent drawing
  • US10642119B2 patent drawing
  • US10642119B2 patent drawing

AI summary

An electrochromic compound represented by the following formula (I) is provided:where each of R1 to R8 and R11 to R18 independently represents any one of a hydrogen atom, a halogen atom, a monovalent organic group, the monovalent organic group having a substituent, a polymerizable functional group, and the polymerizable functional group having a substituent; and each of R9, R10, R19, and R20 independently represents any one of a hydrogen atom, an alkyl group, and an aryl group.