Citation: Ye Fan, Chongmei Cao, Yun Fang, Yongmei Xia. Fabrication of Fluorescent Nanodots by Self-Crosslinking Ufasomes of Conjugated Linoleic Acid and Their Unique Fluorescence Properties[J]. Acta Physico-Chimica Sinica, ;2022, 38(3): 200203. doi: 10.3866/PKU.WHXB202002032 shu

Fabrication of Fluorescent Nanodots by Self-Crosslinking Ufasomes of Conjugated Linoleic Acid and Their Unique Fluorescence Properties

The Key Laboratory of Synthetic and Biological Colloids (Ministry of Education), School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, Jiangsu Province, China

Corresponding author: Yun Fang, yunfang@126.com
Received Date: 24 February 2020
Revised Date: 7 April 2020
Accepted Date: 9 April 2020
Available Online: 20 April 2020
Fund Project: the National Key Research and Development Program of China 2017YFB0308705

Carbon dots (CDs), as a kind of carbon-based fluorescent nanodots (FNDs), not only retain the advantageous characteristics of carbon-based materials (e.g., low toxicity and biocompatibility) but also exhibit tunable fluorescence emission, low photobleaching, and undergo facile surface functionalization. Therefore, the prospect of applying these materials for analysis and detection, cell imaging, drug delivery, light-emitting devices, photocatalysis, biosensing, and cancer treatment is promising. Although the synthesis of carbon dots from green and renewable feedstocks as biomass carbon sources is possible, the controllability of the involved chemical reactions is poor, resulting in poor atom economy, low quantum yields, and, especially, extremely low yields of carbon dots. In addition, these disadvantages could lead to an increase in equipment requirements and could pose a safety risk because of the need for hydrothermal and solvothermal synthesis. Certain methods even require large amounts of acid/alkali, strong oxidants, or organic solvents, thereby complicating the post-processing process and generating waste and emissions. This research aimed to implement a new idea, namely to "fabricate" rather than "synthesize" carbon-based FNDs from a certain kind of natural and small unsaturated molecule with surface activity relying on a self-assembling and self-crosslinking strategy in lieu of traditional approaches that involve uncontrollable reactions with unknown mechanisms including pyrolysis, dehydrolysis, polyconcensation, and carbonization. In this context, conjugated linoleic acid (CLA) has been studied extensively in our laboratory, and was found to have the self-assembly and self-crosslink characteristics required by the above innovative strategy. This motivated us to adopt CLA as a new carbon source in this study. First, CLA self-assembles into unsaturated fatty acid liposomes (ufasomes) in an aqueous solution of pH 8.6 at ambient temperature (15-25 ℃), and then, the initiator Ammonium persulfate is added to induce self-crosslinking of the ufasomes at 80 ℃ to obtain firm and uniform nanoparticles. On this basis, the possibility of using them as FNDs is investigated. Consequently, FNDs based on self-crosslinked ufasomes (SCU-FNDs) are prepared in high FND yield of 73.9% after dialysis, with a consistent particle size (17 nm), a degree of self-crosslink (DSC) of 75%, and emission of bluish green fluorescence excited at 320 nm. Furthermore the "fabrication" route provided a clear solution of FNDs that could be applied directly without separation and purification and with no wasteful emissions, which is therefore beneficial for large-scale preparation. The experimental results showed that the fluorescence intensities of the SCU-FNDs are positively correlated with both the surface carboxyl groups and DSC results. A reasonable explanation for the former relationship is the effect of the restricted geometry of the ufasomes on the accumulation of oxygen atoms at the surface of FNDs, whereas the latter could be explained by the confinement effect of the covalent crosslink on the motion of the hydrocarbon chain of the CLA molecules. The experimental results also showed that the SCU-FNDs have temperature-sensitive fluorescence properties, which is attributed to the motion of the residual hydrocarbon chain inside the SCU-FNDs even though they have been locally polymerized. The change in the fluorescence intensity of the FNDs as a function of the temperature was good in accordance with the linear relationship I/I₀ = -0.00922T + 1.229 (R² = 0.99) in the range of 25-85 ℃, which demonstrates the potential for preparing green and safe undoped FNDs for use as biocompatible and temperature-sensitive fluorescent probes.
- Ufasomes,
- Fluorescent nanodots,
- Conjugated linoleic acid,
- Fluorescence property,
- Self-assembly,
- Self-crosslink
1. [1]
  Xu, X.; Ray, R.; Gu, Y.; Ploehn, H. J.; Gearheart, L.; Raker, K.; Scrivens, W. A. J. Am. Chem. Soc. 2004, 126, 12736. doi: 10.1021/ja040082h doi: 10.1021/ja040082h
2. [2]
  Zhang, J.; Yu, S. H. Mater. Today 2016, 19 (7), 382. doi: 10.1016/j.mattod.2015.11.008 doi: 10.1016/j.mattod.2015.11.008
3. [3]
  Hu, C.; Mu, Y.; Li, M. Y.; Qiu, J. S. Acta Phys. -Chim. Sin. 2019, 35 (6), 572. doi: 10.3866/PKU.WHXB201806060
4. [4]
  Sun, Y. P.; Zhou, B.; Lin, Y.; Wang, W.; Fernando, K. A. S.; Pathak, P.; Meziani, M. J.; Harruff, B. A.; Wang, X.; Wang, H.; et al. J. Am. Chem. Soc. 2006, 128, 7756. doi: 10.1021/ja062677d doi: 10.1021/ja062677d
5. [5]
  Ming, H.; Ma, Z.; Liu, Y.; Pan, K.; Yu, H.; Wang, F.; Kang, Z. Dalton Trans. 2012, 41 (31), 9526. doi: 10.1039/C2DT30985H doi: 10.1039/C2DT30985H
6. [6]
  Xu, H.; Zhou, S.; Xiao, L.; Li, S.; Song, T.; Wang, Y.; Yuan, Q. Carbon 2015, 87, 215. doi: 10.1016/j.carbon.2015.02.036 doi: 10.1016/j.carbon.2015.02.036
7. [7]
  Chen, B.; Li, F.; Li, S.; Weng, W.; Guo, H.; Guo, T.; Zhang, X.; Chen, Y.; Huang, T.; Hong, X.; et al. Nanoscale 2013, 5 (5), 1967. doi: 10.1039/c2nr32675b doi: 10.1039/c2nr32675b
8. [8]
  Pan, L.; Sun, S.; Zhang, A.; Jiang, K.; Zhang, L.; Dong, C.; Huang, Q.; Wu, A.; Lin, H. Adv. Mater. 2015, 27 (47), 7782. doi: 10.1002/adma.201503821 doi: 10.1002/adma.201503821
9. [9]
  Chen, Q. L.; Wang, C. F.; Chen, S. J. Mater. Sci. 2013, 48 (6), 2352. doi: 10.1007/s10853-012-7016-8 doi: 10.1007/s10853-012-7016-8
10. [10]
  Lu, S. Y.; Xiao, G. J.; Sui, L. Z.; Feng, T. L.; Yong, X.; Zhu, S. J.; Li, B. J.; Liu, Z. Y.; Zou, B.; Jin, M. X.; et al. Angew. Chem. Int. Ed. 2017, 56, 6187. doi: 10.1002/ange.201700757 doi: 10.1002/ange.201700757
11. [11]
  Geng, B.; Yang, D.; Pan, D.; Wang, L.; Zheng, F.; Shen, W.; Zhang, C.; Li, X. Carbon 2018, 134, 153. doi: 10.1016/j.carbon.2018.03.084 doi: 10.1016/j.carbon.2018.03.084
12. [12]
  Huang, Y. J.; Lian, C.; Zhou, J. Y.; Huang, Z. C.; Kang, X. H.; Huang, Z. Y.; Li, X. J.; Chen, L.; Guang, Y. Acta Phys. -Chim. Sin. 2019, 35 (11), 1267. doi: 10.3866/PKU.WHXB201812053
13. [13]
  Mehta, V. N.; Jha, S.; Basu, H.; Singhal, R. K.; Kailasa, S. K. Sensor Actuat. B-Chem. 2015, 213, 434. doi: 10.1016/j.snb.2015.02.104 doi: 10.1016/j.snb.2015.02.104
14. [14]
  Song, P.; Zhang, L. S.; Long, H.; Meng, M.; Liu, T.; Yin, Y. M.; Xi, R. M. RSC Adv. 2017, 7 (46), 28637. doi: 10.1039/c7ra04122e doi: 10.1039/c7ra04122e
15. [15]
  Shao, J.; Zhu, S.; Liu, H.; Song, Y.; Tao, S.; Yang, B. Adv. Sci. 2017, 4 (12), 1700395. doi: 10.1002/advs.201700395 doi: 10.1002/advs.201700395
16. [16]
  Tao, S. Y.; Song, Y. B.; Zhu, S. J.; Shao, J. R.; Yang, B. Polymer 2017, 116, 472. doi: 10.1016/j.polymer.2017.02.039 doi: 10.1016/j.polymer.2017.02.039
17. [17]
  Zhang, X.; Jiang, M.; Niu, N.; Chen, Z.; Li, S.; Liu, S.; Li, J. ChemSusChem 2018, 11 (1), 11. doi: 10.1002/cssc.201701847 doi: 10.1002/cssc.201701847
18. [18]
  Huang, Q.; Lin, X.; Zhu, J. J.; Tong, Q.X. Biosens. Bioelectron. 2017, 94, 507. doi: 10.1016/j.bios.2017.03.048 doi: 10.1016/j.bios.2017.03.048
19. [19]
  Fan, Y.; Fang, Y.; Chen, H. T.; Gao, D. Chem. J. Chin. Univ. 2014, 35 (9), 1933. doi: 10.7503/cjcu20140341
20. [20]
  Gao, D.; Fan, Y.; Fang, Y.; Li, Z. Y. Fine Chem. 2016, 33 (5), 509. doi: 10.13550/j.jxhg.2016.05.005
21. [21]
  Fan, Y.; Fang, Y.; Ma, L. Colloid Surfaces B 2014, 123, 8. doi: 10.1016/j.colsurfb.2014.08.028 doi: 10.1016/j.colsurfb.2014.08.028
22. [22]
  Fan, Y.; Fang, Y. Ma, L.; Jiang, H. J. Surfact. Deterg. 2015, 18, 179. doi: 10.1007/s11743-014-1591-4 doi: 10.1007/s11743-014-1591-4
23. [23]
  Fan, Y.; Ma, J.; Fang, Y.; Liu, T. T.; Hu, X. Y.; Xia, Y. M. Colloid Surfaces B 2018, 167, 385. doi: 10.1016/j.colsurfb.2018.04.035 doi: 10.1016/j.colsurfb.2018.04.035
24. [24]
  Ma, J.; Fan, Y.; Fang, Y. Acta Phys. -Chim. Sin. 2015, 31 (7), 1359. doi: 10.3866/PKU.WHXB201504131
25. [25]
  Hou, J. Rapid Fabrication of Carbon Dots and Carbon Dots-Based Composites and Their Applications in Fluorescent Analysis. Ph. D. Dissertation, Jilin University, Changchun, 2017.
26. [26]
  Khanam, A.; Tripathi, S. K.; Roy, D.; Nasim, M. Colloid Surfaces B 2013, 102, 63. doi: 10.1016/j.colsurfb.2012.08.016 doi: 10.1016/j.colsurfb.2012.08.016
27. [27]
  Chaiendoo, K.; Ittisanronnachai, S.; Promarak, V.; Ngeontae, W. Carbon 2019, 146, 728. doi: 10.1016/j.carbon.2019.02.030 doi: 10.1016/j.carbon.2019.02.030
28. [28]
  Bao, L.; Zhang, Z. L.; Tian, Z. Q.; Zhang, L.; Liu, C.; Lin, Y.; Qi, B. P.; Pang, D. W. Adv. Mater. 2011, 23 (48), 5801. doi: 10.1002/adma.201102866 doi: 10.1002/adma.201102866
29. [29]
  Ding, H.; Yu, S. B.; Wei, J. S.; Xiong, H. M. ACS Nano 2016, 10 (1), 484. doi: 10.1021/acsnano.5b05406 doi: 10.1021/acsnano.5b05406
30. [30]
  Hong, Y. N.; Lam, J. W. Y.; Tang, B. Z. Chem. Soc. Rev. 2011, 40, 5361. doi: 10.1039/c1cs15113d doi: 10.1039/c1cs15113d
31. [31]
  Zhao, E.; Lam, J W Y.; Meng, L.; Hong, Y.; Deng, H.; Bai, G.; Huang, X.; Hao, J.; Tang, B. Z. Macromolecules 2014, 48 (1), 64. doi: 10.1021/ma502160w doi: 10.1021/ma502160w
32. [32]
  Song, G.; Lin, Y.; Zhu, Z.; Zheng, H.; Qiao, J.; He, C.; Wang, H. Macromol. Rapid Commun. 2015, 36, 278. doi: 10.1002/marc.201400516 doi: 10.1002/marc.201400516
33. [33]
  Zhu, S.; Zhang, J.; Wang, L.; Song, Y.; Zhang, G.; Wang, H.; Yang, B. Chem. Commun. 2012, 48 (88), 10889. doi: 10.1039/c2cc36080b doi: 10.1039/c2cc36080b
34. [34]
  Zhu, S.; Wang, L.; Zhou, N.; Zhao, X.; Song, Y.; Maharjan, S.; Zhang, J.; Lu, L.; Wang, H.; Yang, B. Chem. Commun. 2014, 50 (89), 13845. doi: 10.1039/c4cc05806b doi: 10.1039/c4cc05806b
35. [35]
  Qiao, Z. A.; Wang, Y. F.; Gao, Y.; Li, H. W.; Dai, T. Y.; Liu, Y. L.; Huo, Q. S. Chem. Commun. 2010, 46 (46), 8812. doi: 10.1039/c0cc02724c doi: 10.1039/c0cc02724c
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