journal article·2025-01Open access

Pyrazine‐Based Chiral AIE Electronic Acceptors for Real‐Time Monitoring Hierarchical Self‐Assembly and Tuning Emissions through Intermolecular Charge‐Transfer Effects

Xiang He, Meizhu Xie, Yingjuan Hong, Canze Zheng, Xin Deng, Siyuan Qiu, Kai Li, Ming Chen, Ben Zhong Tang

Advanced Optical Materials· Volume 13· Issue 2

Abstract

Abstract Development of chiral aggregation‐induced emission (AIE) materials toward hierarchical self‐assembly is crucial to reveal the origin and evolution of life. In this work, a pair of chiral AIE enantiomers is fabricated by attaching the typical AIE units to the chiral binaphthyl core via a single bond linkage. The AIE behavior is inherited from the introduced AIE unit while the binaphthyl unit can not only improve the photo‐physical properties but also provide the whole molecules with chirality. Moreover, as driven by the dipolar structure and chirality of the AIEgens, the hierarchical self‐assembly with different morphologies such as spheres, ribbons or fibers, flowers, and even bigger structures with various sizes can be dynamically monitored with the assembled time, which provided a favorable evidence to study the structural evolution from molecular level to a higher‐level structure. On the other hand, these AIEgens can act strong electronic acceptors due to the introduced AIE unit. By complexing them with strong electronic donors, the resulting intermolecular charge transfer can induce remarkable red emissions with the tunable properties which is much different from their individuals. This enabled it as a facile, economic, and flexible approach to develop organic photoelectric materials.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Molecular Sensors and Ion Detection · Supramolecular Self-Assembly in Materials

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

College of Chemistry and Materials Science Jinan University Guangzhou 510632 China

School of Science and Engineering Shenzhen Institute of Aggregate Science and Technology The Chinese University of Hong Kong, Shenzhen (CUHK‐SZ) Guangdong China

Funding

National Natural Science Foundation of China · Science, Technology and Innovation Commission of Shenzhen Municipality

References (70)

Show source-provided references
1. 10.1021/cr030070z10.1021/cr030070z ↗
2. 10.1038/nnano.2014.33710.1038/nnano.2014.337 ↗
3. 10.1039/C7CS00460E10.1039/C7CS00460E ↗
4. 10.1021/acsnano.8b0351310.1021/acsnano.8b03513 ↗
5. 10.1039/c3sm53214c10.1039/c3sm53214c ↗
6. 10.1002/advs.20200213210.1002/advs.202002132 ↗
7. 10.1002/adma.20150259010.1002/adma.201502590 ↗
8. 10.1039/D1SC03561D10.1039/D1SC03561D ↗
9. 10.1021/ja010035e10.1021/ja010035e ↗
10. 10.1002/anie.20230902710.1002/anie.202309027 ↗
11. 10.1021/acs.accounts.8b0031210.1021/acs.accounts.8b00312 ↗
12. 10.1039/b305550g10.1039/b305550g ↗
13. 10.1039/b800409a10.1039/b800409a ↗
14. 10.1002/anie.20170616210.1002/anie.201706162 ↗
15. 10.1039/D2SC05695J10.1039/D2SC05695J ↗
16. 10.1021/acsnano.9b0021810.1021/acsnano.9b00218 ↗
17. 10.1002/chem.20100304910.1002/chem.201003049 ↗
18. 10.1002/adma.20180133510.1002/adma.201801335 ↗
19. 10.1002/adma.20190587610.1002/adma.201905876 ↗
20. 10.1002/agt2.12210.1002/agt2.122 ↗
21. 10.1021/ja209469d10.1021/ja209469d ↗
22. 10.31635/ccschem.024.20230372210.31635/ccschem.024.202303722 ↗
23. Zhang Y. · Chem · 2022 · 5 · 837
24. 10.1039/D2SC01846B10.1039/D2SC01846B ↗
25. 10.1016/j.ccr.2022.21464010.1016/j.ccr.2022.214640 ↗
26. 10.1002/adom.20180053810.1002/adom.201800538 ↗
27. 10.1002/adom.20220278710.1002/adom.202202787 ↗
28. 10.1016/j.ccr.2020.21332910.1016/j.ccr.2020.213329 ↗
29. 10.1002/adma.20190802110.1002/adma.201908021 ↗
30. 10.1002/ange.20210093410.1002/ange.202100934 ↗
31. 10.1002/chem.20160545810.1002/chem.201605458 ↗
32. 10.1002/anie.20191672910.1002/anie.201916729 ↗
33. 10.1002/ange.20230777610.1002/ange.202307776 ↗
34. 10.1002/agt2.210.1002/agt2.2 ↗
35. 10.1002/agt2.45310.1002/agt2.453 ↗
36. 10.1021/ar300346410.1021/ar3003464 ↗
37. 10.1002/anie.20200084510.1002/anie.202000845 ↗
38. 10.1039/c0cs00224k10.1039/c0cs00224k ↗
39. 10.1039/D2TC05266K10.1039/D2TC05266K ↗
40. 10.1039/D3CC04187E10.1039/D3CC04187E ↗
41. 10.1021/acsami.3c0743110.1021/acsami.3c07431 ↗
42. 10.1021/acscentsci.3c0012210.1021/acscentsci.3c00122 ↗
43. 10.1039/D3QM00339F10.1039/D3QM00339F ↗
44. 10.1002/chem.20230385210.1002/chem.202303852 ↗
45. 10.1002/agt2.61310.1002/agt2.613 ↗
46. 10.31635/ccschem.023.20230330410.31635/ccschem.023.202303304 ↗
47. 10.1002/anie.20220867910.1002/anie.202208679 ↗
48. 10.1039/D4TC01374C10.1039/D4TC01374C ↗
49. 10.1016/j.ccr.2023.21508010.1016/j.ccr.2023.215080 ↗
50. 10.1021/acs.chemmater.3c0271410.1021/acs.chemmater.3c02714 ↗
51. 10.1039/D1MH01767E10.1039/D1MH01767E ↗
52. 10.1002/adma.20190232810.1002/adma.201902328 ↗
53. 10.1002/anie.20171294910.1002/anie.201712949 ↗
54. 10.1002/adma.20170475910.1002/adma.201704759 ↗
55. 10.1039/C3TC32062F10.1039/C3TC32062F ↗
56. 10.1021/acs.jpcc.2c0831710.1021/acs.jpcc.2c08317 ↗
57. 10.1063/1.173420110.1063/1.1734201 ↗
58. Horiuchi S. · Nature · 2015 · 6 · 7469
59. 10.1039/D1TC04330G10.1039/D1TC04330G ↗
60. 10.1002/anie.20220959010.1002/anie.202209590 ↗
61. 10.1039/C5CC03181H10.1039/C5CC03181H ↗
62. 10.1016/j.ccr.2020.21347210.1016/j.ccr.2020.213472 ↗
63. 10.1021/acsami.8b0317810.1021/acsami.8b03178 ↗
64. 10.1021/acssensors.2c0136110.1021/acssensors.2c01361 ↗
65. 10.1039/C9TC05690D10.1039/C9TC05690D ↗
66. 10.1021/acsami.4c0029910.1021/acsami.4c00299 ↗
67. 10.1021/jo000168310.1021/jo0001683 ↗
68. 10.1021/ja990326b10.1021/ja990326b ↗
69. M. J.Frisch G. W.Trucks H. B.Schlegel G. E.Scuseria M. A.Robb J. R.Cheeseman G.Scalmani V.Barone G. A.Petersson H.Nakatsuji X.Li M.Caricato A. V.Marenich J.Bloino B. G.Janesko R.Gomperts B.Mennucci H. P.Hratchian J. V.Ortiz A. F.Izmaylov J. L.Sonnenberg D.Williams‐Young F.Ding F.Lipparini F.Egidi J.Goings B.Peng A.Petrone T.Henderson D.Ranasinghe et al. Gaussian 16 Gaussian Inc. Wallingford CT 2016.
70. 10.1002/adfm.20130292410.1002/adfm.201302924 ↗