Bi-indoline-dithione Polymers for High-Mobility OTFTs

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Solution Overview

Problem

Organic thin-film transistors (OTFTs) face limitations due to low field-effect mobility, air sensitivity, and limited solubility of polymeric semiconductors, which hinder their performance and stability in electronic devices.

Innovation Solution

Development of semiconducting polymers containing a dithioisoindigo moiety, specifically with structures described by Formula (I), which exhibit high field-effect mobility, air stability, and good solubility, enabling their use in semiconducting layers of thin-film transistors.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If organic or polymeric semiconductors are formed by solution processing, then low-cost fabrication is enabled, but field-effect mobility remains low

Engineering Contradiction:
Improvefabrication costVSAvoidfield-effect mobility
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent modifies the molecular structure of the semiconductor polymer by incorporating specific heterocyclic rings (thiophene, selenophene, carbazole) and adjusting conjugation length and side chain configurations. These structural parameter changes enable the material to maintain high field-effect mobility (exceeding 1 cm²/Vs) while remaining processable by solution methods, thus resolving the contradiction between low-cost fabrication and high mobility performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite polymer structures combining electron-rich heterocyclic units with electron-deficient units to form donor-acceptor type copolymers. This composite approach at the molecular level optimizes both charge transport properties (mobility) and solution processability, allowing the material to achieve high performance through solution-based fabrication without sacrificing mobility

Inventive Principle:
Principle #40Composite materials

2Reliability

If small molecule semiconductors are used, then high mobility can be achieved, but film-forming properties are poor

Engineering Contradiction:
Improvefield-effect mobilityVSAvoidfilm-forming nature
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent divides the semiconductor material into polymeric chains with repeating units containing heterocyclic structures. This segmentation into polymer segments maintains the high mobility characteristics of small molecules through preserved conjugation and molecular packing, while the polymeric nature provides superior film-forming properties and mechanical stability, resolving the contradiction between mobility and film quality

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent adjusts polymer chain parameters including molecular weight, polydispersity, and side chain length to optimize film formation. By controlling these parameters, the material achieves both high field-effect mobility and excellent film-forming properties, enabling solution processing to produce high-quality semiconductor layers

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If polymeric semiconductors are used, then solubility and processability improve, but air stability deteriorates

Engineering Contradiction:
ImprovesolubilityVSAvoidair stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent introduces specific heterocyclic units (thiophene, selenophene, carbazole) with inherent oxidative stability at critical positions in the polymer backbone. These locally optimized units provide resistance to air oxidation while maintaining overall polymer solubility through appropriate side chain selection, thus resolving the contradiction between solubility and air stability

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent designs donor-acceptor copolymers where electron-rich and electron-deficient units alternate in the backbone. This composite structure creates a balanced electronic distribution that reduces susceptibility to oxidative degradation from air, while the amphiphilic character of the composite structure maintains good solubility in common organic solvents

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS8524121B2Bi-indoline-dithione polymers
Publication Date: 2013.09.03 XEROX CORP
  • US8524121B2 patent drawing
  • US8524121B2 patent drawing
  • US8524121B2 patent drawing

AI summary

A polymer of Formula (I)wherein Ar, R1, R2, R3, R4, Y, x, k, m, and n are as described herein. The polymer may be used in a semiconducting layer of an electronic device.