Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives
Triarylamine groups have been widely utilized in the development of high-performance charge-transporting or luminescent materials for fabricating organic light-emitting diodes (OLEDs). In this study, atmospheric pressure chemical ionization (APCI) Q-Orbitrap mass spectrometry was adopted to investig...
Saved in:
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/29/23/5807 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850060386578989056 |
|---|---|
| author | Yi Wang Shengxiu Wu Shipan Xu Xuyang Du Yuanhui Sun An Yan Guijiang Zhou Xiaolong Yang |
| author_facet | Yi Wang Shengxiu Wu Shipan Xu Xuyang Du Yuanhui Sun An Yan Guijiang Zhou Xiaolong Yang |
| author_sort | Yi Wang |
| collection | DOAJ |
| description | Triarylamine groups have been widely utilized in the development of high-performance charge-transporting or luminescent materials for fabricating organic light-emitting diodes (OLEDs). In this study, atmospheric pressure chemical ionization (APCI) Q-Orbitrap mass spectrometry was adopted to investigate the dissociation behaviors of these triarylamine derivatives. Specifically, taking [M+H]<sup>+</sup> as the precursor ion, high-energy collision dissociation (HCD) experiments within the energy range from 0 to 80 eV were carried out. The results showed that triarylamine derivatives with specific structures exhibited distinct fragmentation patterns. For diarylamine, the formation of odd-electron ions was ascribed to the single-electron transfer (SET) reaction mediated by ion-neutral complexes (INCs). In the low-energy range (below 40 eV), proton transfer served as the predominant mechanism for generating even-electron ions. Conversely, in the high-energy range (60 eV and above), the INC-SET reaction dominated. The precursor ion’s structure affects compliance with the “even-electron rule”, which has exceptions. Here, even-electron ion fragmentation was energy-dependent and could deviate from the rule, yet did not conflict with its concept, reflecting dissociation complexity. This research provides insights for triarylamine-based OLED materials, facilitating analysis and identification, and is expected to aid OLED material development. |
| format | Article |
| id | doaj-art-d8805481c19b409887395302cacedbb1 |
| institution | DOAJ |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-d8805481c19b409887395302cacedbb12025-08-20T02:50:34ZengMDPI AGMolecules1420-30492024-12-012923580710.3390/molecules29235807Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine DerivativesYi Wang0Shengxiu Wu1Shipan Xu2Xuyang Du3Yuanhui Sun4An Yan5Guijiang Zhou6Xiaolong Yang7School of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaSchool of Chemistry, Xi’an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi’an Jiaotong University, Xi’an 710049, ChinaTriarylamine groups have been widely utilized in the development of high-performance charge-transporting or luminescent materials for fabricating organic light-emitting diodes (OLEDs). In this study, atmospheric pressure chemical ionization (APCI) Q-Orbitrap mass spectrometry was adopted to investigate the dissociation behaviors of these triarylamine derivatives. Specifically, taking [M+H]<sup>+</sup> as the precursor ion, high-energy collision dissociation (HCD) experiments within the energy range from 0 to 80 eV were carried out. The results showed that triarylamine derivatives with specific structures exhibited distinct fragmentation patterns. For diarylamine, the formation of odd-electron ions was ascribed to the single-electron transfer (SET) reaction mediated by ion-neutral complexes (INCs). In the low-energy range (below 40 eV), proton transfer served as the predominant mechanism for generating even-electron ions. Conversely, in the high-energy range (60 eV and above), the INC-SET reaction dominated. The precursor ion’s structure affects compliance with the “even-electron rule”, which has exceptions. Here, even-electron ion fragmentation was energy-dependent and could deviate from the rule, yet did not conflict with its concept, reflecting dissociation complexity. This research provides insights for triarylamine-based OLED materials, facilitating analysis and identification, and is expected to aid OLED material development.https://www.mdpi.com/1420-3049/29/23/5807atmospheric pressure chemical ionizationhigh-energy collision dissociationOrbitraptriarylamine derivativesOLED materials |
| spellingShingle | Yi Wang Shengxiu Wu Shipan Xu Xuyang Du Yuanhui Sun An Yan Guijiang Zhou Xiaolong Yang Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives Molecules atmospheric pressure chemical ionization high-energy collision dissociation Orbitrap triarylamine derivatives OLED materials |
| title | Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives |
| title_full | Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives |
| title_fullStr | Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives |
| title_full_unstemmed | Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives |
| title_short | Atmospheric Pressure Chemical Ionization Q-Orbitrap Mass Spectrometry Analysis of Gas-Phase High-Energy Dissociation Routes of Triarylamine Derivatives |
| title_sort | atmospheric pressure chemical ionization q orbitrap mass spectrometry analysis of gas phase high energy dissociation routes of triarylamine derivatives |
| topic | atmospheric pressure chemical ionization high-energy collision dissociation Orbitrap triarylamine derivatives OLED materials |
| url | https://www.mdpi.com/1420-3049/29/23/5807 |
| work_keys_str_mv | AT yiwang atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT shengxiuwu atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT shipanxu atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT xuyangdu atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT yuanhuisun atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT anyan atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT guijiangzhou atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives AT xiaolongyang atmosphericpressurechemicalionizationqorbitrapmassspectrometryanalysisofgasphasehighenergydissociationroutesoftriarylaminederivatives |