Charge Transporting Semi-Conducting Material with Triazole Cross-Linking
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Solution Overview
Problem
Existing organic semi-conducting materials face challenges in maintaining conductivity and stability when crosslinked, particularly during the deposition of additional layers using solution processes, which can lead to damage or undesirable changes in the previous layers.
Innovation Solution
A charge transporting semi-conducting material comprising a branched or cross-linked polymer with 1,2,3-triazole cross-linking units, formed through a process involving precursor polymers with azide and acetylenic groups, and a crosslinking agent, which are deposited and reacted to create a stable, conductive layer with improved properties.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Stability of the object's composition
If organic semi-conducting materials are crosslinked to improve stability, then stability is improved, but conductivity deteriorates
Solution Approach 1:
The patent changes the chemical structure parameters of the crosslinked network by incorporating specific heteroatoms (nitrogen, oxygen, sulfur) and functional groups into the crosslinking units. This modifies the electronic properties of the material, allowing the crosslinked structure to maintain both stability and conductivity by altering the HOMO/LUMO energy levels and charge transport pathways.
Solution Approach 2:
The patent creates a composite crosslinked structure where diverse molecular building blocks (containing different heteroatoms and functional groups) are combined within the crosslinked network. This composite approach allows simultaneous optimization of stability (through crosslinking) and conductivity (through incorporated conductive functional groups and heteroatoms).
2Ease of manufacture
If solution processes are used to deposit additional layers, then ease of manufacture is improved, but the previous layers are damaged or undergo undesirable changes
Solution Approach 1:
The patent applies preliminary crosslinking treatment to the organic semi-conducting layer before subsequent solution-based deposition steps. This pre-crosslinked structure acts as a protective framework that resists solvent penetration and mechanical damage during the deposition of additional layers, thereby maintaining layer integrity while enabling easy manufacturing through solution processes.
3Stability of the object's composition
If crosslinking is performed to reduce leachable fraction, then stability is improved, but manufacturing complexity increases
Solution Approach 1:
The patent replaces complex multi-step crosslinking procedures with a simplified thermal treatment process. The crosslinking reaction is designed to proceed efficiently at moderate temperatures (60-150°C) without requiring catalysts, inert atmospheres, or prolonged reaction times, thereby reducing manufacturing complexity while achieving low leachable fractions and high stability.
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 resulting material exhibits enhanced conductivity and stability, reducing the leachable fraction and enabling more robust and reproducible manufacturing of electronic devices with improved device quality.
Implementation Method 1
a cross-linked charge transporting polymer comprising 1,2,3-triazole cross-linking units of at least one of the general formulae Ia and/or Ib, wherein the cross-linked charge transporting polymer is obtainable by a process comprising cycloaddition reaction of azide groups -N3 comprised and covalently bound in crosslinkable moieties A and complementary acetylenic groups -CC-R or -CC-R'
Data Source
Figure 1~2

AI summary
The present invention relates to a charge transporting semi-conducting material comprising: a) optionally at least one electrical dopant, and b) a branched or cross-linked charge transporting polymer comprising 1,2,3-triazole cross-linking units of at least one of the general formulae Ia and/or Ib, wherein aa) Pol1- Pol4 are independently selected chains of the charge-transporting polymer, bb) X1, X2, X3, and X4 are independently selected spacer units or, independently, represent direct bonding of pol1 - Pol4 to the 1,2,3-triazole ring, cc) each of R and R' is independently selected from H halogen or a carbon-containing group, wherein the charge transporting polymer comprises ethylene building units substituted with at least one pending side group comprising a conjugated system of delocalised electrons , the charge transporting semi-conducting material being obtainable by a process comprising: i) providing a solution containing aaa) a first precursor charge transporting polymer comprising at least one covalently attached azide group and optionally at least one acetylenic group; and/or a second precursor charge transporting polymer comprising at least one covalently attached acetylenic group and optionally at least one azide group; and optionally at least one crosslinking agent comprising at least two functional groups selected from azide and/or acetylenic group, bbb) optionally at least one electrical dopant, ccc) at least one solvent, ii) depositing the solution on a substrate, iii) removing the solvent, and iv) reacting the azide and acetylenic groups to effect crosslinking, preferably by heating, wherein at least one of the first and second precursor charge transporting polymer comprises ethylene building units substituted with at least one pending side group comprising a conjugated system of delocalised electrons, a first and a second precursor charge transporting polymer used therein, a process for preparing the inventive charge transporting semi-conducting material and an electronic device comprising the same.