ITMO
ru/ ru

ISSN: 1023-5086

ru/

ISSN: 1023-5086

Scientific and technical

Opticheskii Zhurnal

A full-text English translation of the journal is published by Optica Publishing Group under the title “Journal of Optical Technology”

Article submission Подать статью
Больше информации Back

DOI: 10.17586/1023-5086-2024-91-06-108-120

УДК: 535.372, 535.34

Study on the chiroptical properties of carbon dots based on citric acid and formamide with addition of various chiral substances

For Russian citation (Opticheskii Zhurnal):

Степаниденко Е.А., Ведерникова А.А., Митрошин А.М., Арефина И.А., Парфенов П.С., Черевков С.А., Ушакова Е.В. Исследование хироптических свойств углеродных точек, полученных из лимонной кислоты и формамида с добавлением хиральных соединений // Оптический журнал. 2024. Т. 91. № 6. С. 108–120. http://doi.org/10.17586/1023-5086-2024-91-06-108-120

 

Stepanidenko E.A., Vedernikova A.A., Mitroshin A.M., Arefina I.A., Parfenov P.S., Cherevkov S.A., Ushakova E.V. Study on the chiroptical properties of carbon dots based on citric acidand formamide with addition of various chiral substances [in Russian] // Opticheskii Zhurnal. 2024. V. 91. № 6. P. 108–120. http://doi.org/10.17586/1023-5086-2024-91-06-108-120

For citation (Journal of Optical Technology):

Evgeniia A. Stepanidenko, Anna A. Vedernikova, Alexander M. Mitroshin, Irina A. Arefina, Petr S. Parfenov, Sergei A. Cherevkov, and Elena V. Ushakova, "Study on the chiroptical properties of carbon dots based on citric acid and formamide with the addition of various chiral molecules," Journal of Optical Technology. 91(6), 421-428 (2024).  https://doi.org/10.1364/JOT.91.000421

Abstract:

Subject of study. Luminescent carbon nanoparticles (carbon dots), based on citric acid, formamide and various chiral molecules. Aim of study. Establishing the influence of chiral molecules used in the synthesis of carbon dots on optical transitions in the long-wavelength spectral region and the formation of the circular dichroism signal of nanoparticles. Method. The carbon dot samples were synthesized by two methods: (i) a one-step solvothermal synthesis of carbon dots from citric acid,
formamide and various chiral molecules, (ii) a two-step method involving the solvothermal synthesis of achiral carbon dots from citric acid and formamide with subsequent surface treatment with L-cysteine. Absorption and luminescence spectroscopy methods were used to study the chemical structure and optical properties of carbon dots. The chiroptical properties of the obtained samples were studied using circular dichroism spectroscopy. Main results. By adding various chiral molecules to a mixture of precursors used in a one-step synthesis, it was possible to fabricate carbon dots with different chemical compositions, in particular, with different surface groups and different types of emission centers in the spectral region of 350–700 nm. It has been shown that in the process of onestep synthesis, the use of L-phenylglycine and L-tryptophan leads to the formation of nanoparticles with optical transitions in both short- and long-wavelength regions of the spectrum. It has been established that the addition of L-glutathione during the one-step synthesis causes the formation of carbon dots with short-wavelength emission, whereas the addition of L-cysteine causes no changes in the emission of citric acid and formamide-based achiral carbon dots. It has been shown that the optical properties of chiral carbon dots obtained by a two-step synthesis method using L-cysteine did not change compared to the achiral carbon dots synthesized from citric acid and formamide. In the circular dichroism spectra of all samples, a signal at around  250 nm was observed due to derivatives of the used chiral precursors, attached to the surface of nanoparticles, regardless of the method of their preparation. Practical significance. Chiral carbon dots are promising in biomedicine as sensors, luminescent biomarkers, etc., because they are biocompatible and non-toxic. The results obtained in this work will serve as the basis for the further fabrication and investigation of chiral carbon nanoparticles with long-wavelength luminescence.

Keywords:

carbon dots, long-wavelength photoluminescence, circular dichroism, chirality

Acknowledgements:

 this work was supported by the Russian Science Foundation, project № 22-13-00294

OCIS codes: 160.1585, 160.2540, 300.2530

References:

1. Wang B., Waterhouse G.I.N., Lu S. Carbon dots: mysterious past, vibrant present, and expansive future // Trends Chem. Cell Press. 2023. V. 5. № 1. P. 76–87. http://doi.org/10.1016/j.trechm.2022.10.005
2. Fu R., Song H., Liu X. et al. Disulfide crosslinkinginduced aggregation: Towards solid-state fluorescent carbon dots with vastly different emission colors // Chin J Chem. 2023. V. 41. № 9. P. 1007–1014. https://doi.org/10.1002/CJOC.202200736
3. Wang J., Fu Y., Gu Z. et al. Multifunctional carbon dots for biomedical applications: Diagnosis, therapy, and theranostic // Small. 2024. V. 20. № 3. P. 2303773. https://doi.org/10.1002/smll.202303773
4. Sbacchi M., Mamone M., Morbiato L. et al. Shining light on carbon dots: New opportunities in photocataly sis // ChemCatChem. 2023. V. 15. № 16. P. e202300667. https://doi.org/10.1002/CCTC.202300667
5. Nazri N.A.A., Azeman N.H., Luo Y. et al. Carbon quantum dots for optical sensor applications: A review // Opt Laser Technol. 2021. V. 139. P. 106928. https://doi.org/10.1016/J.OPTLASTEC.2021.106928
6. Khavlyuk P.D., Stepanidenko E.A., Bondarenko D.P. et al. The influence of thermal treatment conditions (solvothermal versus microwave) and solvent polarity on the morphology and emission of phloroglucinolbased nitrogen-doped carbon dots // Nanoscale. Royal Society of Chemistry (RSC). 2021. V. 13. № 5. P. 3070–3078. https://doi.org/10.1039/d0nr07852b
7. Kosolapova K.D., Koroleva A.V., Arefina I.A. et al. Energy-level engineering of carbon dots through  a post-synthetic treatment with acids and amines // Nanoscale. 2023. V. 15. № 19. P. 8845–8853. https://doi.org/10.1039/d3nr00377a
8. Wang L., Li W., Yin L. et al. Full-color fluorescent carbon quantum dots // Sci Adv. 2020. V. 6. № 40. P. eabb6772. https://doi.org/10.1126/sciadv.abb6772
9. Chen D., Xu M., Wu W. et al. Multi-color fluorescent carbon dots for wavelength-selective and ultrasensitive Cu2+ sensing // J Alloys Compd. 2017. V. l. 701. P. 75–81. https://doi.org/10.1016/j.jallcom.2017.01.124
10. Wei S., Yin X., Li H. et al. Multi-color fluorescent carbon dots: Graphitized sp2 conjugated domains and surface state energy level co-modulate band gap rather than size effects // Chemistry — A European Journal. 2020. V. 26. № 36. P. 8129–8136. https://doi.org/10.1002/chem.202000763
11. Stepanidenko E.A., Vedernikova A.A., Miruschenko M.D. et al. Red-emissive center formation within carbon dots based on citric acid and formamide // J Phys Chem Lett. American Chemical Society (ACS). 2023. V. 14. № 50. P. 11522–11528. https://doi.org/10.1021/acs.jpclett.3c02837
12. Shi Y., Su W., Teng Q. et al. Opportunity and application of chiral carbon dots // Matter. Elsevier. 2023. V. 6. № 9. P. 2776–2806. https://doi.org/10.1016/J. MATT.2023.06.011
13. Chen X., Yu M., Li P. et al. Recent progress on chiral carbon dots: synthetic strategies and biomedical applications // ACS Biomater Sci Eng. American Chemical Society. 2023. V. 9. № 10. P. 5548–5566. https://doi.org/10.1021/acsbiomaterials.3c00918
14. Peng Z., Han X., Li S. et al. Carbon dots: Biomacromolecule interaction, bioimaging and nanomedicine // Coordination Chemistry Reviews. 2017. V. 343. P. 256–277. https://doi.org/10.1016/j.ccr.2017.06.001 15. Liu S., He Y., Liu Y. et al. One-step hydrothermal synthesis of chiral carbon dots with high asymmetric catalytic activity for an enantioselective direct aldol reaction // Chemical Communications. 2021. V. 57. № 30. P. 3680–3683. https://doi.org/10.1039/D1CC00755F
16. Zhang M., Ma Y., Wang H. et al. Chiral control of carbon dots via surface modification for tuning the enzymatic activity of glucose oxidase // ACS Appl Mater Interfaces. 2021. V. 13. № 4. P. 5877–5886. https://doi.org/10.1021/acsami.0c21949
17. Vedernikova A.A., Miruschenko M.D., Arefina I.A. et al. Green and red emissive N,O-doped chiral carbon dots functionalized with l-Cysteine // J Phys Chem Lett. American Chemical Society. 2023. P. 113–120. https://doi.org/10.1021/ACS.JPCLETT.3C02981
18. Arefina I.A., Kurshanov D.A., Vedernikova A.A. et al. Carbon dot emission enhancement in covalent complexes with plasmonic metal nanoparticles // Nanomaterials. MDPI. 2023. V. 13. № 2. P. 223. https://doi.org/10.3390/nano13020223
19. Visheratina A., Hesami L., Wilson A .et al. Hydrothermal synthesis of chiral carbon dots // Chirality. 2022. V. 34. № 12. P. 1503–1514. https://doi.org/10.1002/CHIR.23509
20. Bartolomei B., Bogo A., Amato F. et al. Nuclear magnetic resonance reveals molecular species in carbon nanodot samples disclosing flaws // Angewandte Chemie International Edition. 2022. V. 61. № 20. P. e202200038. https://doi.org/10.1002/ANIE. 202200038
21. Das A., Kundelev E.V., Vedernikova A.A. et al. Revealing the nature of optical activity in carbon dots produced from different chiral precursor molecules // Light: Science & Applications. 2022. V. 11. № 1. P. 1–13. https://doi.org/10.1038/s41377-022-00778-9