Wet Photolithography from Hydrogen Abstraction of a Quasi-Orthogonal Aggregation-Induced Emitter

Chen Cao; Huan Chen; Jia-Ming Jin; Ji-Hua Tan; Hong-Ji Tan; Jiu-Dong Lin; Wen-Cheng Chen; Yi Yuan; Ze-Lin Zhu; Chun-Sing Lee

doi:10.1002/advs.202408979

Wet Photolithography from Hydrogen Abstraction of a Quasi-Orthogonal Aggregation-Induced Emitter

Chen Cao, Huan Chen, Jia-Ming Jin, Ji-Hua Tan, Hong-Ji Tan, Jiu-Dong Lin, Wen-Cheng Chen, Yi Yuan^*, Ze-Lin Zhu^*, Chun-Sing Lee^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

1 Citation (Scopus)

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Abstract

A new aggregation-induced emission (AIE) luminogen is obtained by dimerizing acridin-9(10H)-one (Ac), an aggregation-caused quenching (ACQ) effect monomer via an N─N bond and forming 9H,9′H-[10,10′-biacridine]-9,9′-dione (DiAc) with D_2d symmetry. The quenching of DiAc in solution is ascribed to the enhanced basicity promoting hydrogen bonding and then a hydrogen abstraction (HA) reaction and/or an unallowed transition in frontier orbitals with the same symmetry facilitating intersystem crossing. It is found that emissive Ac is one product of the non-emissive DiAc solution in the HA reaction activated by UV irradiation. By exploiting the AIE properties and the HA reaction of DiAc, photolithographic patterning is demonstrated with a paper wetted with DiAc solution. © 2024 The Author(s).

Original language	English
Article number	2408979
Journal	Advanced Science
Volume	12
Issue number	8
Online published	6 Jan 2025
DOIs	https://doi.org/10.1002/advs.202408979
Publication status	Published - 24 Feb 2025

Bibliographical note

Information for this record is provided by the author(s) concerned.

Funding

Prof. Lee thanks the support of the Research Grants Council of Hong Kong Special Administrative Region, General Research Fund (Project No. CityU 11303923), Prof. Yuan thanks the support by Hunan Provincial Natural Science Foundation of China (No. 2023JJ40552) and Scientific Research Fund of Hunan Provincial Education Department (No.22A0287).

Research Keywords

acridone derivatives
aggregation-induced emission
conformation
hydrogen atom transfer
isotope effects

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title = "Wet Photolithography from Hydrogen Abstraction of a Quasi-Orthogonal Aggregation-Induced Emitter",

abstract = "A new aggregation-induced emission (AIE) luminogen is obtained by dimerizing acridin-9(10H)-one (Ac), an aggregation-caused quenching (ACQ) effect monomer via an N─N bond and forming 9H,9′H-[10,10′-biacridine]-9,9′-dione (DiAc) with D2d symmetry. The quenching of DiAc in solution is ascribed to the enhanced basicity promoting hydrogen bonding and then a hydrogen abstraction (HA) reaction and/or an unallowed transition in frontier orbitals with the same symmetry facilitating intersystem crossing. It is found that emissive Ac is one product of the non-emissive DiAc solution in the HA reaction activated by UV irradiation. By exploiting the AIE properties and the HA reaction of DiAc, photolithographic patterning is demonstrated with a paper wetted with DiAc solution. {\textcopyright} 2024 The Author(s).",

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author = "Chen Cao and Huan Chen and Jia-Ming Jin and Ji-Hua Tan and Hong-Ji Tan and Jiu-Dong Lin and Wen-Cheng Chen and Yi Yuan and Ze-Lin Zhu and Chun-Sing Lee",

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T1 - Wet Photolithography from Hydrogen Abstraction of a Quasi-Orthogonal Aggregation-Induced Emitter

AU - Cao, Chen

AU - Chen, Huan

AU - Jin, Jia-Ming

AU - Tan, Ji-Hua

AU - Tan, Hong-Ji

AU - Lin, Jiu-Dong

AU - Chen, Wen-Cheng

AU - Yuan, Yi

AU - Zhu, Ze-Lin

AU - Lee, Chun-Sing

N1 - Information for this record is provided by the author(s) concerned.

PY - 2025/2/24

Y1 - 2025/2/24

N2 - A new aggregation-induced emission (AIE) luminogen is obtained by dimerizing acridin-9(10H)-one (Ac), an aggregation-caused quenching (ACQ) effect monomer via an N─N bond and forming 9H,9′H-[10,10′-biacridine]-9,9′-dione (DiAc) with D2d symmetry. The quenching of DiAc in solution is ascribed to the enhanced basicity promoting hydrogen bonding and then a hydrogen abstraction (HA) reaction and/or an unallowed transition in frontier orbitals with the same symmetry facilitating intersystem crossing. It is found that emissive Ac is one product of the non-emissive DiAc solution in the HA reaction activated by UV irradiation. By exploiting the AIE properties and the HA reaction of DiAc, photolithographic patterning is demonstrated with a paper wetted with DiAc solution. © 2024 The Author(s).

AB - A new aggregation-induced emission (AIE) luminogen is obtained by dimerizing acridin-9(10H)-one (Ac), an aggregation-caused quenching (ACQ) effect monomer via an N─N bond and forming 9H,9′H-[10,10′-biacridine]-9,9′-dione (DiAc) with D2d symmetry. The quenching of DiAc in solution is ascribed to the enhanced basicity promoting hydrogen bonding and then a hydrogen abstraction (HA) reaction and/or an unallowed transition in frontier orbitals with the same symmetry facilitating intersystem crossing. It is found that emissive Ac is one product of the non-emissive DiAc solution in the HA reaction activated by UV irradiation. By exploiting the AIE properties and the HA reaction of DiAc, photolithographic patterning is demonstrated with a paper wetted with DiAc solution. © 2024 The Author(s).

KW - acridone derivatives

KW - aggregation-induced emission

KW - conformation

KW - hydrogen atom transfer

KW - isotope effects

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U2 - 10.1002/advs.202408979

DO - 10.1002/advs.202408979

M3 - RGC 21 - Publication in refereed journal

SN - 2198-3844

VL - 12

JO - Advanced Science

JF - Advanced Science

IS - 8

M1 - 2408979

ER -

Wet Photolithography from Hydrogen Abstraction of a Quasi-Orthogonal Aggregation-Induced Emitter

Abstract

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Research Keywords

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