journal article·2026-06-11

J-Aggregates of BODIPYs: Heat-Induced Fluorescence Enhancement via Polarity-Modulated Photoinduced Electron Transfer

Francesco Bertocchi, Alessandro Ricci, Lukas J. Patalag, Sebastian H. Röttger, D. K. Andrea Phan Huu, Alessandro Iagatti, Daniel B. Werz, Andrea Lapini, Mariangela Di Donato

Publisher page

Abstract

The ability to switch emission between bright and dark states through external stimuli is a key requirement for the design of adaptive optoelectronic materials. Here we demonstrate that covalently linked oligo-BODIPYs exhibit an unusual competition between exciton delocalization and polarity-driven reductive photoelectron transfer (rPET). While the nonfluorescent monomer dissipates excitation energy through rPET between the BODIPY core and a meso aniline substituent, J-aggregation in the oligomers enhances radiative decay in nonpolar environments. Using temperature-dependent fluorescence and ultrafast transient absorption spectroscopy, we show that solvent polarity and temperature finely regulate the population transfer between the bright exciton state and the dark charge-transfer (CT) state, with a pronounced dependence on oligomer chain length. Remarkably, lowering the temperature in moderately polar solvents leads to a dramatic decrease in emission intensity as the concomitantly increasing dielectric constant stabilizes the CT state. Our findings establish a general design principle for developing new environment-responsive chromophoric assemblies.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Organic Electronics and Photovoltaics · Carbon and Quantum Dots Applications

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

Affiliations

Dipartimento di Scienze Chimiche, Scienze della Vita e Sostenibilità Ambientale

Università degli Studi di Parma

Institute of Organic Chemistry, Albert-Ludwigs-Universität Freiburg, Albertstr. 21, 79104 Freiburg, Germany

European Laboratory for non-Linear Spectroscopy (LENS), via N. Carrara 1, 50019 Sesto Fiorentino, Florence (FI), Italy

CNR-INO, via N. Carrara 1, 50019 Sesto Fiorentino, Florence (FI), Italy

CNR-ICCOM, via M. del Piano 10, 50019 Sesto Fiorentino, Florence (FI), Italy

Funding

Ministero dell’Istruzione, dell’Università e della Ricerca · Università degli Studi di Parma · NextGenerationEU

References (48)

Show source-provided references
1. 10.1002/chem.20230261910.1002/chem.202302619 ↗
2. 10.1021/acs.jchemed.5b0048310.1021/acs.jchemed.5b00483 ↗
3. 10.1002/adma.20090405610.1002/adma.200904056 ↗
4. 10.1038/139631b010.1038/139631b0 ↗
5. 10.1007/BF0150940910.1007/BF01509409 ↗
6. 10.1021/acs.jpcc.1c1025510.1021/acs.jpcc.1c10255 ↗
7. 10.1063/1.282373010.1063/1.2823730 ↗
8. 10.1002/anie.20100230710.1002/anie.201002307 ↗
9. 10.1039/D2NR05747F10.1039/D2NR05747F ↗
10. 10.1021/acs.nanolett.7b0373510.1021/acs.nanolett.7b03735 ↗
11. 10.1073/pnas.140834211110.1073/pnas.1408342111 ↗
12. 10.1039/D3CP05291E10.1039/D3CP05291E ↗
13. 10.1021/jp905904h10.1021/jp905904h ↗
14. 10.1021/jacs.7b0817610.1021/jacs.7b08176 ↗
15. 10.1021/jacs.1c0127910.1021/jacs.1c01279 ↗
16. 10.1002/anie.20211683410.1002/anie.202116834 ↗
17. 10.1021/jp020031b10.1021/jp020031b ↗
18. 10.1039/D0CP05982J10.1039/D0CP05982J ↗
19. 10.1021/jp109748710.1021/jp1097487 ↗
20. Jiménez-Gómez C. P. · 2021 · 7510.1016/B978-0-12-821886-0.00007-5 ↗
21. 10.1002/tcr.20150023810.1002/tcr.201500238 ↗
22. 10.1039/D4SC04968C10.1039/D4SC04968C ↗
23. 10.1021/acs.accounts.2c0045310.1021/acs.accounts.2c00453 ↗
24. 10.1021/acs.chemrev.7b0011010.1021/acs.chemrev.7b00110 ↗
25. 10.1016/j.dyepig.2025.11341310.1016/j.dyepig.2025.113413 ↗
26. 10.1021/jp902962h10.1021/jp902962h ↗
27. 10.1039/c2cc30569k10.1039/c2cc30569k ↗
28. 10.1039/D2TC01526A10.1039/D2TC01526A ↗
29. 10.1021/jacs.7b0055110.1021/jacs.7b00551 ↗
30. 10.1002/cphc.20130054710.1002/cphc.201300547 ↗
31. 10.1039/D5CS00614G10.1039/D5CS00614G ↗
32. 10.1039/C5CS00364D10.1039/C5CS00364D ↗
33. 10.1021/acs.jpca.7b0762310.1021/acs.jpca.7b07623 ↗
34. 10.1021/acs.jpcc.9b0617010.1021/acs.jpcc.9b06170 ↗
35. 10.1002/anie.20200356010.1002/anie.202003560 ↗
36. 10.1039/D1TC02535J10.1039/D1TC02535J ↗
37. 10.1055/a-2313-209710.1055/a-2313-2097 ↗
38. 10.1021/ar900233v10.1021/ar900233v ↗
39. 10.2307/357133110.2307/3571331 ↗
40. 10.1021/acs.chemrev.7b0058110.1021/acs.chemrev.7b00581 ↗
41. 10.1002/chir.2356510.1002/chir.23565 ↗
42. 10.1103/PhysRevMaterials.1.07560210.1103/PhysRevMaterials.1.075602 ↗
43. 10.1039/C7TC04099G10.1039/C7TC04099G ↗
44. 10.1021/jacs.2c0553710.1021/jacs.2c05537 ↗
45. 10.1039/D3MH00988B10.1039/D3MH00988B ↗
46. 10.1039/C3CS60463B10.1039/C3CS60463B ↗
47. 10.1021/j100863a06710.1021/j100863a067 ↗
48. 10.1021/j100229a01010.1021/j100229a010 ↗