Thieno-indeno Polymers for Flexible Organic Electronics

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Solution Overview

Problem

Current organic semiconducting materials for electronic devices, such as OPVs, OFETs, and OLEDs, lack compatibility with liquid processing techniques and have insufficient charge carrier mobility and visible light absorption, limiting their efficiency and flexibility.

Innovation Solution

Development of thieno-indeno-monomers and polymers with specific structural units that enable electronically conjugated links, allowing for high charge carrier mobility and strong visible light absorption, and are compatible with liquid processing techniques for flexible and lightweight electronic devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic semiconducting materials are used, then device structure is simple, but charge carrier mobility is insufficient

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidpolymer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The polymer is divided into distinct functional units: electron-donating units (with formulae 1, 1′, 2, or 2′) and electron-accepting units (with formulae 3, 3′, 4, or 4′). This segmentation allows each unit to contribute specific properties (mobility, absorption) while maintaining overall device functionality

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs donor-acceptor copolymer architecture, combining electron-donating and electron-accepting units in alternating sequences. This composite approach creates synergistic effects that enhance charge carrier mobility beyond what single-component materials can achieve

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional organic semiconducting materials are used, then material composition is simple, but visible light absorption is insufficient

Engineering Contradiction:
Improvevisible light absorptionVSAvoidpolymer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

Specific structural units within the polymer (formulae 1, 1′, 2, or 2′ for donors and 3, 3′, 4, or 4′ for acceptors) are designed with particular aromatic systems and substituents that locally enhance visible light absorption through extended conjugation and electronic transitions

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The combination of electron-donating and electron-accepting units creates intramolecular charge transfer transitions that broaden and strengthen visible light absorption, achieving superior optical properties through material composition rather than simple structural complexity

Inventive Principle:
Principle #40Composite materials

3Ease of manufacture

If conventional organic semiconducting materials are used, then processing method is simple, but compatibility with liquid processing techniques is poor

Engineering Contradiction:
Improveliquid processing compatibilityVSAvoidcharge carrier mobility
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The polymer's solubility parameters are optimized through selection of appropriate side chains and aromatic systems in the donor and acceptor units, enabling dissolution in common organic solvents for liquid processing while maintaining ordered packing for high mobility

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The donor-acceptor copolymer architecture inherently provides both processability and performance: the amphiphilic character of alternating polar and non-polar units facilitates solvent interaction, while the rigid backbone maintains crystalline order for charge transport

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS11667650B2Thieno-indeno-monomers and polymers
Publication Date: 2023.06.06 CLAP CO LTD
  • US11667650B2 patent drawing
  • US11667650B2 patent drawing
  • US11667650B2 patent drawing

AI summary

Polymers comprising at least one unit of formulaeand compounds of the formulaewherein, in formulae 1, 1′, 2 and 2′n is 0, 1, 2, 3 or 4m is 0, 1, 2, 3 or 4M1 and M2 are independently of each other an aromatic or heteroaromatic monocyclic or bicyclic ring system;X is at each occurrence selected from the group consisting of O, S, Se or Te,Q is at each occurrence selected from the group consisting of C, Si or GeR is at each occurrence selected from the group consisting of hydrogen, C1-100-alkyl, C2-100-alkenyl, C2-100-alkynyl, C5-12-cycloalkyl, C6-18-aryl, a 5 to 20 membered heteroaryl, C(O)—C1-100-alkyl, C(O)—C5-12-cycloalkyl and C(O)—OC1-100-alkyl.R2, R2′, R2″, R* are at each occurrence independently selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl, C5-12-cycloalkyl, C6-18-aryl, 5 to 20 membered heteroaryl, OR21, OC(O)—R21, C(O)—OR21, C(O)—R21, NR21R22, NR21—C(O)R22, C(O)—NR21R22, N[C(O)R21][C(O)R22], SR21, halogen, CN, SiRSisRSitRSiu and OH,L1 and L2 are independently from each other and at each occurrence selected from the group consisting of C6-30-arylene, 5 to 30 membered heteroarylene,