Soluble Organic Formulation for Ink-Jet Printed Electronic Devices

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Solution Overview

Problem

Existing organic electronic devices based on small molecules face challenges in cost-effective production due to low solubility in solvents, leading to reduced performance and lifetime, and there is a need for improved energy efficiency and adaptability across a broad temperature range.

Innovation Solution

A formulation comprising a solvent and a functional compound with a specific molecular structure, characterized by a molecular weight of at least 550 g/mol and a solubility-promoting structural element, enabling the use of cost-effective coating methods like ink-jet printing while maintaining performance and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If small molecule organic compounds are used in electronic devices, then charge injection and transport properties can be optimized, but solubility in solvents is low leading to reduced performance and lifetime

Engineering Contradiction:
Improvedevice performance and lifetimeVSAvoidsolubility in solvents
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent combines small molecule organic compounds with polymers to create composite materials. The polymer component provides solubility and processability in common solvents, while the small molecule component maintains optimized charge injection and transport properties. This composite approach allows the material to be processed using solution-based methods while preserving the electrical performance characteristics of small molecules.

Inventive Principle:
Principle #40Composite materials

2Reliability

If evaporation techniques are used for production, then device performance is maintained, but production cost increases significantly

Engineering Contradiction:
Improvedevice performanceVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces the mechanical/physical evaporation deposition process with solution-based coating methods. By formulating organic compounds to be soluble in common solvents, the invention enables the use of low-cost techniques such as inkjet printing, spin coating, or dip coating instead of expensive vacuum evaporation equipment and processes.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Reliability

If multilayered structure is implemented, then charge separation and device properties can be optimized, but device complexity increases

Engineering Contradiction:
Improvecharge separation and device propertiesVSAvoidlayer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent develops multifunctional organic compounds that can perform multiple roles within a single layer or component. These compounds are designed to simultaneously provide charge injection, charge transport, and structural stability functions, thereby reducing the need for multiple specialized layers and simplifying the overall device architecture while maintaining optimized charge separation properties.

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

Data Source

PatentUS10714691B2Formulations for the production of electronic devices
Publication Date: 2020.07.14 MERCK PATENT GMBH
  • US10714691B2 patent drawing
  • US10714691B2 patent drawing
  • US10714691B2 patent drawing

AI summary

The present invention relates to a formula, comprising at least one solvent, and at least one functional composition of the general formula (I), wherein A is a functional structural element, B is a solvent-providing structural element, and k is an integer in the range of 1 to 20. The molecular weight of the functional composition is at least 550 g/mol, and the solvent-providing structural element B corresponds to the general formula ((L-I). Ar1, Ar2 JeWeUs, independently of each other, signify an aryl or heteroaryl group, which can be substituted with one or several discretionary residues R. Each X is, independently of one another, N or CR2, preferably CH. R1, R2, independently of one another, is hydrogen, a linear alkyl, alkoxy, or thioalkoxy group with 1 to 40 C atoms, or a branched or cyclic alkyl, alkoxy, or thioalkoxy group with 3 to 40 C atoms, or a silyl group, or a substituted keto group with 1 to 40 C atoms, an alkoxycarbonyl group with 2 to 40 C atoms, an aryloxycarbonyl group with 7 to 40 C atoms, a cyano group (—CN), a carbamoyl group (—C(═O)NH2), a haloformyl group (—C(═O)—X, wherein X signifies a halogen atom), a formyl group (—C(═O)—H), an isocyano group, an isocyanate group, a thiocyanate group or a thioisocyanate group, a hydroxy group, a nitro group, a CF3 group, C1, Br, F, a cross-linkable group, or a substituted or non-substituted aromatic or heteroaromatic ring system with 5 to 60 ring atoms, or an aryloxy or heteroaryloxy group with 5 to 60 ring atoms, or a combination of these systems, wherein one or several of groups R1 and/or R2 can form a monocyclic or polycyclic, aliphatic or aromatic ring system with one another and/or with the ring to which group R1 is bound, and I is 0, 1, 2, 3 or 4, wherein the dashed linkage indicates the linkage to the functional structure element A. The present invention further relates to preferred compositions of the formula (I) and electronic devices containing said compositions.