Organic Semiconductor Compounds for Stable Driving Voltage

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Solution Overview

Problem

Existing organic semiconductor devices face challenges in maintaining stable driving voltage over time, achieving long driving lifetime, high emission efficiency, and low power consumption, particularly due to limitations in carrier-transport and hole-transport materials.

Innovation Solution

Development of novel organic compounds represented by General Formulas (G1) to (G7), which incorporate binaphthyl and benzonaphthofuran/benzonaphthothiophene structures to enhance heat resistance, hole-transport properties, and reduce electron density, thereby stabilizing the device performance and extending its operational life.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional carrier-transport materials are used in organic semiconductor devices, then device structure can be simplified, but driving voltage fluctuates significantly over time and device lifetime is limited

Engineering Contradiction:
Improvedriving voltage stabilityVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite organic compound structures combining binaphthyl scaffolds with benzonaphthofuran or benzonaphthothiophene units, creating materials that integrate multiple functional properties. This composite approach enables simultaneous achievement of voltage stability, long device lifetime, and appropriate charge transport characteristics without requiring separate functional layers.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention systematically varies molecular parameters including substituent types (electron-donating or electron-withdrawing groups at specific positions), ring structures (furan vs thiophene), and substitution patterns to optimize device performance. These parameter adjustments fine-tune HOMO/LUMO levels, charge mobility, and thermal stability to achieve stable driving voltage and extended operational life.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If existing hole-transport materials are used, then manufacturing process can be simplified, but emission efficiency remains low and power consumption is high

Engineering Contradiction:
Improveemission efficiencyVSAvoidpower consumption
Core Design Contradiction:
ProductivityVSUse of energy by stationary object

Solution Approach 1:

The patent optimizes hole-transport efficiency by adjusting molecular parameters such as introducing electron-donating groups (alkyl, alkoxy) at specific positions on the binaphthyl core, which raises HOMO levels and improves hole injection. Simultaneously, the molecular structure is designed to minimize non-radiative recombination, thereby increasing emission efficiency and reducing the power required to achieve a given luminance.

Inventive Principle:
Principle #35Parameter changes

3Temperature

If conventional organic compounds are used, then heat resistance is insufficient, but developing heat-resistant materials increases structural complexity

Engineering Contradiction:
Improveheat resistanceVSAvoidmolecular structure complexity
Core Design Contradiction:
TemperatureVSDevice complexity

Solution Approach 1:

The patent combines the thermally stable binaphthyl rigid scaffold with benzonaphthofuran or benzonaphthothiophene units to create composite molecules with high glass transition temperatures and thermal decomposition resistance. This composite structure inherently provides heat resistance without requiring additional stabilizing agents or complex crosslinking mechanisms.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The binaphthyl scaffold introduces inherent molecular curvature and steric hindrance that prevents close packing and crystallization, thereby enhancing thermal stability and glass-forming ability. This curved architecture distributes thermal stress more effectively and raises the glass transition temperature without requiring additional structural elements.

Inventive Principle:
Principle #14Spheroidality (Curvature)

Data Source

PatentUS20240336585A1Organic Compound, Organic Semiconductor Device, and Electronic Appliance
Publication Date: 2024.10.10 SEMICON ENERGY LAB CO LTD
  • US20240336585A1 patent drawing
  • US20240336585A1 patent drawing
  • US20240336585A1 patent drawing

AI summary

An organic compound represented by General Formula (G1) is provided. Ar1 represents an aryl group having 6 to 30 carbon atoms or a heteroaryl group having 2 to 30 carbon atoms; Ar2 is a group represented by General Formula (G1-1); R1 to R17 each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms; and n represents an integer of 0 to 3. In General Formula (G1-1), X represents oxygen or sulfur; any one of R21 to R30 is bonded to nitrogen in General Formula (G1); and the others of R21 to R30 are each independently represent any one of hydrogen, a halogen, a cyano group, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkynyl group having 2 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a trialkylsilyl group having 3 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms.