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Peer-reviewedCC BY 3.0Chemical Science

Nonalternant acenaphtho[1,2-k]fluoranthene diimide derivatives with outstanding optical-limiting performance

  • Jiaxin Lan1
  • Zhipeng Ma1,2
  • Wentao Liu1
  • Shuhao Zeng1
  • Guangxiong Bin1
  • Longbin Ren3
  • Liping Zheng1
  • Chenghua Sun2
  • Jibin Sun2
  • Huajie Chen1
  1. 1Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University Xiangtan 411105 P. R. China
  2. 2Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences Beijing 100190 P. R. China
  3. 3Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences Beijing 100190 P. R. China
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Abstract

We report the synthesis and characterization of a series of nonalternant acenaphtho[1,2-k]fluoranthene diimide derivatives (L1–L4) featuring different aryl substituents and for the first time examine their reverse saturable absorption (RSA) properties and optical-limiting (OL) application potentials. The combined benefits of a large nonalternant π-framework and unique donor–acceptor type conformation make it possible to improve their chemical stability and intramolecular charge-transfer interaction, offering excellent feasibility of finely regulating their OL behavior based on the RSA mechanism. Z-scan experiments uncover that all compounds exhibit outstanding OL performance, far superior to most reported classical OL materials (e.g., C60). By applying 532 nm nanosecond laser pulses, the thiophene-bearing L1 achieves the lowest OL onset threshold of 7 mJ cm−2, the lowest OL threshold of 0.123 J cm−2, and the largest nonlinear absorption coefficient of 941 cm GW−1, all of which significantly outweigh those of benchmark C60. The RSA mechanism of L1–L4 is well identified by time-resolved transient absorption spectroscopy. The stronger excited-state absorption and longer excited-state lifetimes of L1, L2, and L4 contribute to higher OL performance compared to L3. Our findings demonstrate the effectiveness of imide-functionalized nonalternant polycyclic aromatic hydrocarbons towards constructing high-performance OL materials.

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Cite

BibTeXRIS
BibTeX
@article{lan2026nonalternant,
  title = {{Nonalternant acenaphtho[1,2-k]fluoranthene diimide derivatives with outstanding optical-limiting performance}},
  author = {Jiaxin Lan and Zhipeng Ma and Wentao Liu and Shuhao Zeng and Guangxiong Bin and Longbin Ren and Liping Zheng and Chenghua Sun and Jibin Sun and Huajie Chen},
  journal = {Chemical Science},
  year = {2026},
  month = sep,
  doi = {10.1039/d6sc05845k},
  url = {https://doi.org/10.1039/d6sc05845k},
  note = {CC BY 3.0},
}
RIS
TY  - JOUR
TI  - Nonalternant acenaphtho[1,2-k]fluoranthene diimide derivatives with outstanding optical-limiting performance
AU  - Jiaxin Lan
AU  - Zhipeng Ma
AU  - Wentao Liu
AU  - Shuhao Zeng
AU  - Guangxiong Bin
AU  - Longbin Ren
AU  - Liping Zheng
AU  - Chenghua Sun
AU  - Jibin Sun
AU  - Huajie Chen
PY  - 2026
DA  - 2026/09/17
JO  - Chemical Science
DO  - 10.1039/d6sc05845k
UR  - https://doi.org/10.1039/d6sc05845k
AB  - We report the synthesis and characterization of a series of nonalternant acenaphtho[1,2-k]fluoranthene diimide derivatives (L1–L4) featuring different aryl substituents and for the first time examine their reverse saturable absorption (RSA) properties and optical-limiting (OL) application potentials. The combined benefits of a large nonalternant π-framework and unique donor–acceptor type conformation make it possible to improve their chemical stability and intramolecular charge-transfer interaction, offering excellent feasibility of finely regulating their OL behavior based on the RSA mechanism. Z-scan experiments uncover that all compounds exhibit outstanding OL performance, far superior to most reported classical OL materials (e.g., C60). By applying 532 nm nanosecond laser pulses, the thiophene-bearing L1 achieves the lowest OL onset threshold of 7 mJ cm−2, the lowest OL threshold of 0.123 J cm−2, and the largest nonlinear absorption coefficient of 941 cm GW−1, all of which significantly outweigh those of benchmark C60. The RSA mechanism of L1–L4 is well identified by time-resolved transient absorption spectroscopy. The stronger excited-state absorption and longer excited-state lifetimes of L1, L2, and L4 contribute to higher OL performance compared to L3. Our findings demonstrate the effectiveness of imide-functionalized nonalternant polycyclic aromatic hydrocarbons towards constructing high-performance OL materials.
SN  - 2041-6520
SN  - 2041-6539
ER  -