One-pot synthesis of hydrophilic and hydrophobic fluorescent carbon dots using deep eutectic solvents as designer reaction media
Source abstract
Abstract
Carbon dots are often synthesized in the presence of a carbon source and passivating agents in which they are crucial for an enhanced fluorescence. The solvent choice and/or combination to be used in the synthesis of these nanoparticles can influence their surface chemical composition, morphology, and fluorescence properties. In this study, highly fluorescent carbon dots were synthesized using deep eutectic solvents of different compositions as green solvent media and doping agent. Resulting carbon dots were then separated by their hydrophilicity/hydrophobicity using a three-phase solvent system (water/acetone/chloroform) and compared with traditional centrifugation-based separation method. Carbon dots with a size below 20 nm and quantum yield reaching 50% were obtained. Many properties of them including surface functional groups, optical, fluorescence, and electric properties were shown to be determined by the deep eutectic solvent composition.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Carbon and Quantum Dots Applications · Nanocluster Synthesis and Applications · Advanced Nanomaterials in Catalysis
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (74)
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1. Mauter MS, Elimelech M (2008) Environmental applications of carbon-based nanomaterials. Nanomaterials 42:5843–5859. https://doi.org/10.1021/es800690410.1021/es8006904 ↗
2. Cha C, Shin SR, Annabi N et al (2013) Carbon-based nanomaterials: multifunctional materials for biomedical engineering. Am Chem Soc 7(4):2891–2897. https://doi.org/10.1021/nn401196a10.1021/nn401196a ↗
3. Zhang BT, Zheng X, Li HF, Lin JM (2013) Application of carbon-based nanomaterials in sample preparation: a review. Anal Chim Acta 784:1–17. https://doi.org/10.1016/j.aca.2013.03.05410.1016/j.aca.2013.03.054 ↗
4. Zaporotskova IV, Boroznina NP, Parkhomenko YN, Kozhitov LV (2016) Carbon nanotubes: sensor properties. A review. Mod Electron Mater 2:95–105. https://doi.org/10.1016/j.moem.2017.02.00210.1016/j.moem.2017.02.002 ↗
5. Yin B, Deng J, Peng X et al (2013) Green synthesis of carbon dots with down- and up-conversion fluorescent properties for sensitive detection of hypochlorite with a dual-readout assay. Analyst 138:6551–6557. https://doi.org/10.1039/c3an01003a10.1039/c3an01003a ↗
6. Liu Y, Liu Y, Park M et al (2017) Green synthesis of fluorescent carbon dots from carrot juice for in vitro cellular imaging. Carbon Lett 21:61–67. https://doi.org/10.5714/CL.2017.21.06110.5714/CL.2017.21.061 ↗
7. Baker SN, Baker GA (2010) Luminescent carbon nanodots: emergent nanolights. Angew Chem Int Ed 49:6726–6744. https://doi.org/10.1002/anie.20090662310.1002/anie.200906623 ↗
8. Feng X, Jiang Y, Zhao J et al (2015) Easy synthesis of photoluminescent N-doped carbon dots from winter melon for bio-imaging. RSC Adv 5:31250–31254. https://doi.org/10.1039/C5RA02271A10.1039/C5RA02271A ↗
9. Li H, Kang Z, Liu Y, Lee ST (2012) Carbon nanodots: synthesis, properties and applications. J Mater Chem 22:24230–24253. https://doi.org/10.1039/c2jm34690g10.1039/c2jm34690g ↗
10. Huang Q, Lin X, Zhu JJ, Tong QX (2017) Pd–Au@carbon dots nanocomposite: facile synthesis and application as an ultrasensitive electrochemical biosensor for determination of colitoxin DNA in human serum. Biosens Bioelectron 94:507–512. https://doi.org/10.1016/j.bios.2017.03.04810.1016/j.bios.2017.03.048 ↗
11. Liang S, Qi L, Zhang R et al (2017) Sensors and actuators B: chemical ratiometric fluorescence biosensor based on CdTe quantum and carbon dots for double strand DNA detection. Sens Actuators B Chem 244:585–590. https://doi.org/10.1016/j.snb.2017.01.03210.1016/j.snb.2017.01.032 ↗
12. Yang X, Wang Y, Shen X et al (2017) One-step synthesis of photoluminescent carbon dots with excitation-independent emission for selective bioimaging and gene delivery. J Colloid Interface Sci 492:1–7. https://doi.org/10.1016/j.jcis.2016.12.05710.1016/j.jcis.2016.12.057 ↗
13. Jiao J, Liu C, Li X et al (2016) Journal of colloid and interface science fluorescent carbon dot modified mesoporous silica nanocarriers for redox-responsive controlled drug delivery and bioimaging. J Colloid Interface Sci 483:343–352. https://doi.org/10.1016/j.jcis.2016.08.03310.1016/j.jcis.2016.08.033 ↗
14. Shu Y, Lu J, Mao QX et al (2017) Ionic liquid mediated organophilic carbon dots for drug delivery and bioimaging. Carbon N Y 114:324–333. https://doi.org/10.1016/j.carbon.2016.12.03810.1016/j.carbon.2016.12.038 ↗
15. Mehta VN, Chettiar SS, Bhamore JR et al (2017) Green synthetic approach for synthesis of fluorescent carbon dots for lisinopril drug delivery system and their confirmations in the cells. J Fluoresc 27:111–124. https://doi.org/10.1007/s10895-016-1939-410.1007/s10895-016-1939-4 ↗
16. Liu C, Zhang P, Zhai X et al (2012) Biomaterials nano-carrier for gene delivery and bioimaging based on carbon dots with PEI-passivation enhanced fluorescence. Biomaterials 33:3604–3613. https://doi.org/10.1016/j.biomaterials.2012.01.05210.1016/j.biomaterials.2012.01.052 ↗
17. Wu L, Luderer M, Yang X et al (2013) Surface passivation of carbon nanoparticles with branched macromolecules influences near infrared bioimaging. Theranostics 3:677–686. https://doi.org/10.7150/thno.653510.7150/thno.6535 ↗
18. Reckmeier CJ, Schneider J, Susha AS, Rogach AL (2016) Luminescent colloidal carbon dots: optical properties and effects of doping. Opt Express 24:A312–A340. https://doi.org/10.1364/OE.24.00A31210.1364/OE.24.00A312 ↗
19. Sun X, He J, Meng Y et al (2016) Microwave-assisted ultrafast and facile synthesis of fluorescent carbon nanoparticles from a single precursor: preparation, characterization and their application for the highly selective detection of explosive picric acid. J Mater Chem A 4:4161–4171. https://doi.org/10.1039/C5TA10027E10.1039/C5TA10027E ↗
20. Das B, Dadhich P, Pal P et al (2014) Carbon nanodots from date molasses: new nanolights for the in vitro scavenging of reactive oxygen species. J Mater Chem B 2:6839–6847. https://doi.org/10.1039/C4TB01020E10.1039/C4TB01020E ↗
21. Sahu S, Behera B, Maiti TK, Mohapatra S (2012) Simple one-step synthesis of highly luminescent carbon dots from orange juice: application as excellent bio-imaging agents. Chem Commun 48:8835–8837. https://doi.org/10.1039/c2cc33796g10.1039/c2cc33796g ↗
22. Atchudan R, Edison TNJI, Sethuraman MG, Lee YR (2016) Efficient synthesis of highly fluorescent nitrogen-doped carbon dots for cell imaging using unripe fruit extract of prunus mume. Appl Surf Sci 384:432–441. https://doi.org/10.1016/j.apsusc.2016.05.05410.1016/j.apsusc.2016.05.054 ↗
23. Park SY, Lee HU, Park ES et al (2014) Photoluminescent green carbon nanodots from food waste-derived sources: large-scale synthesis, properties and bio-medical applications. ACS Appl Mater Interfaces 6(5):3365–3370. https://doi.org/10.1021/am500159p10.1021/am500159p ↗
24. Ke Y, Garg B, Ling Y (2014) Waste chicken eggshell as low-cost precursor for efficient synthesis of nitrogen-doped fluorescent carbon nanodots and their multi-functional applications. RSC Adv 4:58329–58336. https://doi.org/10.1039/C4RA10178B10.1039/C4RA10178B ↗
25. Shi L, Zhao B, Li X et al (2016) Eco-friendly synthesis of nitrogen-doped carbon nanodots from wool for multicolor cell imaging, patterning, and biosensing. Sensors Actuators B Chem 235:316–324. https://doi.org/10.1016/j.snb.2016.05.09410.1016/j.snb.2016.05.094 ↗
26. Gude V (2014) Synthesis of hydrophobic photoluminescent carbon nanodots by using l-tyrosine and citric acid through a thermal oxidation route. Beilstein J Nanotechnol 5:1513–1522. https://doi.org/10.3762/bjnano.5.16410.3762/bjnano.5.164 ↗
27. Mochalin VN, Gogotsi Y (2009) Wet chemistry route to hydrophobic blue fluorescent nanodiamond. J Am Chem Soc 131:4594–4595. https://doi.org/10.1021/ja900451410.1021/ja9004514 ↗
28. Mao QX, Shuang E, Xia JM et al (2016) Hydrophobic carbon nanodots with rapid cell penetrability and tunable photoluminescence behavior for in vitro and in vivo imaging. Langmuir 32:12221–12229. https://doi.org/10.1021/acs.langmuir.6b0333110.1021/acs.langmuir.6b03331 ↗
29. Cao J, Liu Y-M, Jing X et al (2015) Well-defined thiolated nanographene as hole-transporting material for efficient and stable perovskite solar cells. J Am Chem Soc 137:10914–10917. https://doi.org/10.1021/jacs.5b0649310.1021/jacs.5b06493 ↗
30. Lin Y, Ren J, Qu X (2014) Catalytically active nanomaterials: a promising candidate for artificial enzymes. Acc Chem Res 47:1097–1105. https://doi.org/10.1021/ar400250z10.1021/ar400250z ↗
31. Han JW, Kim J (2015) Reduced graphene oxide–silver nanoparticle nanocomposite: a potential anticancer nanotherapy. Int J Nanomedicine 10:6257–6276. https://doi.org/10.2147/IJN.S9244910.2147/IJN.S92449 ↗
32. Li T, Cui Z, Yuan W, Li CM (2016) Ionic liquid functionalized carbon nanotubes: metal-free electrocatalyst for hydrogen evolution reaction. RSC Adv 6:12792–12796. https://doi.org/10.1039/C5RA25460D10.1039/C5RA25460D ↗
33. Fukushima T, Aida T (2007) Ionic liquids for soft functional materials with carbon nanotubes. Chem A Eur J 13:5048–5058. https://doi.org/10.1002/chem.20070055410.1002/chem.200700554 ↗
34. Castro HPS, Souza VS, Scholten JD et al (2016) Synthesis and characterisation of fluorescent carbon nanodots produced in ionic liquids by laser ablation. Chem A Eur J 22:138–143. https://doi.org/10.1002/chem.20150328610.1002/chem.201503286 ↗
35. Zhao A, Zhao C, Li M et al (2014) Ionic liquids as precursors for highly luminescent, surface-different nitrogen-doped carbon dots used for label-free detection of Cu2+/Fe3+ and cell imaging. Anal Chim Acta 809:128–133. https://doi.org/10.1016/j.aca.2013.10.04610.1016/j.aca.2013.10.046 ↗
36. Paiva A, Craveiro R, Aroso I et al (2014) Natural deep eutectic solvents—solvents for the 21st century. ACS Sustain Chem Eng 2(5):1063–1071. https://doi.org/10.1021/sc500096j10.1021/sc500096j ↗
37. Abbott AP, Capper G, Davies DL et al (2001) Preparation of novel, moisture-stable, Lewis-acidic ionic liquids containing quaternary ammonium salts with functional side chains. Chem Commun 2001:2010–2011. https://doi.org/10.1039/b106357j10.1039/b106357j ↗
38. Othman ZS, Hassan NH, Zubairi SI (2015) Alcohol based-deep eutectic solvent (DES) as an alternative green additive to increase rotenone yield. In: AIP conference proceedings, vol 1678, p 050004. https://doi.org/10.1063/1.493128310.1063/1.4931283 ↗
39. Tang B, Ho K (2013) Recent developments in deep eutectic solvents in chemical sciences. Monatshefte für Chem Chem Mon 144(10):1427–1454. https://doi.org/10.1007/s00706-013-1050-310.1007/s00706-013-1050-3 ↗
40. Bakirtzi C, Triantafyllidou K, Makris DP (2016) Novel lactic acid-based natural deep eutectic solvents: efficiency in the ultrasound-assisted extraction of antioxidant polyphenols from common native greek medicinal plants. J Appl Res Med Aromat Plants 3:120–127. https://doi.org/10.1016/j.jarmap.2016.03.00310.1016/j.jarmap.2016.03.003 ↗
41. Li Z, Cui Y, Shen Y, Li C (2018) Extraction process of amino acids with deep eutectic solvents-based supported liquid membranes. Ind Eng Chem Res 57:4407–4419. https://doi.org/10.1021/acs.iecr.7b0522110.1021/acs.iecr.7b05221 ↗
42. Habibi E, Ghanemi K, Fallah-Mehrjardi M, Dadolahi-Sohrab A (2013) A novel digestion method based on a choline chloride–oxalic acid deep eutectic solvent for determining Cu, Fe, and Zn in fish samples. Anal Chim Acta 762:61–67. https://doi.org/10.1016/J.ACA.2012.11.05410.1016/j.aca.2012.11.054 ↗
43. Gu T, Zhang M, Chen J, Qiu H (2015) A novel green approach for the chemical modification of silica particles based on deep eutectic solvents. Chem Commun 51:9825–9828. https://doi.org/10.1039/C5CC02553B10.1039/C5CC02553B ↗
44. Zhang H, Qiao X, Cai T et al (2017) Preparation and characterization of carbon dot-decorated silica stationary phase in deep eutectic solvents for hydrophilic interaction chromatography. Anal Bioanal Chem 409:2401–2410. https://doi.org/10.1007/s00216-017-0187-z10.1007/s00216-017-0187-z ↗
45. Karimi M, Hesaraki S, Alizadeh M, Kazemzadeh A (2016) Synthesis of calcium phosphate nanoparticles in deep-eutectic choline chloride-urea medium: investigating the role of synthesis temperature on phase characteristics and physical properties. Ceram Int 42(2):2780–2788. https://doi.org/10.1016/j.ceramint.2015.11.01010.1016/j.ceramint.2015.11.010 ↗
46. Raghuwanshi VS, Ochmann M, Hoell A et al (2014) Deep eutectic solvents for the self-assembly of gold nanoparticles: a SAXS, UV–Vis, and TEM investigation. Langmuir 30(21):6038–6046. https://doi.org/10.1021/la500979p10.1021/la500979p ↗
47. Liao H-G, Jiang Y-X, Zhou Z-Y et al (2008) Shape-controlled synthesis of gold nanoparticles in deep eutectic solvents for studies of structure-functionality relationships in electrocatalysis. Angew Chem Int Ed 47:9100–9103. https://doi.org/10.1002/anie.20080320210.1002/anie.200803202 ↗
48. Oseguera-Galindo DO, Machorro-Mejia R, Bogdanchikova N, Mota-Morales JD (2016) Silver nanoparticles synthesized by laser ablation confined in urea choline chloride deep-eutectic solvent. Colloid Interface Sci Commun 12:1–4. https://doi.org/10.1016/j.colcom.2016.03.00410.1016/j.colcom.2016.03.004 ↗
49. Karimi M, Eshraghi MJ, Jahangir V (2016) A facile and green synthetic approach based on deep eutectic solvents toward synthesis of CZTS nanoparticles. Mater Lett 171:100–103. https://doi.org/10.1016/J.MATLET.2016.02.06510.1016/j.matlet.2016.02.065 ↗
50. Söldner A, Zach J, Iwanow M et al (2016) Preparation of magnesium, cobalt and nickel ferrite nanoparticles from metal oxides using deep eutectic solvents. Chem A Eur J 22:13108–13113. https://doi.org/10.1002/chem.20160282110.1002/chem.201602821 ↗
51. Abo-Hamad A, Hayyan M, AlSaadi MA, Hashim MA (2015) Potential applications of deep eutectic solvents in nanotechnology. Chem Eng J 273:551–567. https://doi.org/10.1016/J.CEJ.2015.03.09110.1016/j.cej.2015.03.091 ↗
52. Tang B, Row KH (2013) Recent developments in deep eutectic solvents in chemical sciences. Monatshefte Für Chem Chem Mon 144:1427–1454. https://doi.org/10.1007/s00706-013-1050-310.1007/s00706-013-1050-3 ↗
53. Tang B, Zhang H, Row KH (2015) Application of deep eutectic solvents in the extraction and separation of target compounds from various samples. J Sep Sci 38:1053–1064. https://doi.org/10.1002/jssc.20140134710.1002/jssc.201401347 ↗
54. Francisco M, Van Den Bruinhorst A, Kroon MC (2013) Low-transition-temperature mixtures (LTTMs): a new generation of designer solvents. Angew Chem Int Ed 52:3074–3085. https://doi.org/10.1002/anie.20120754810.1002/anie.201207548 ↗
55. Mukherjee P, Misra SK, Gryka MC et al (2015) Tunable luminescent carbon nanospheres with well-defined nanoscale chemistry for synchronized imaging and therapy. Small 11:4691–4703. https://doi.org/10.1002/smll.20150072810.1002/smll.201500728 ↗
56. Alas MO, Genc R (2017) An investigation into the role of macromolecules of different polarity as passivating agent on the physical, chemical and structural properties of fluorescent carbon nanodots. J Nanoparticle Res 19(185):1–15. https://doi.org/10.1007/s11051-017-3863-110.1007/s11051-017-3863-1 ↗
57. Sachdev A, Gopinath P (2015) Green synthesis of multifunctional carbon dots from coriander leaves and their potential application as antioxidants, sensors and bioimaging agents. Analyst 140:4260–4269. https://doi.org/10.1039/C5AN00454C10.1039/C5AN00454C ↗
58. Azuma T, Ohmori R, Teramura Y et al (2017) Nano-structural comparison of 2-methacryloyloxyethyl phosphorylcholine- and ethylene glycol-based surface modification for preventing protein and cell adhesion. Colloids Surfaces B Biointerfaces 159:655–661. https://doi.org/10.1016/j.colsurfb.2017.08.03910.1016/j.colsurfb.2017.08.039 ↗
59. Hai C, Li S, Zhou Y et al (2017) Roles of ethylene glycol solvent and polymers in preparing uniformly distributed MgO nanoparticles. J Asian Ceram Soc 5:176–182. https://doi.org/10.1016/J.JASCER.2017.04.00410.1016/j.jascer.2017.04.004 ↗
60. Li X, Zhang S, Kulinich SA et al (2014) Engineering surface states of carbon dots to achieve controllable luminescence for solid-luminescent composites and sensitive Be2+ detection. Sci Rep 4:4976. https://doi.org/10.1038/srep0497610.1038/srep04976 ↗
61. Wang X, Cao L, Yang ST et al (2010) Bandgap-like strong fluorescence in functionalized carbon nanoparticles. Angew Chem Int Ed 49:5310–5314. https://doi.org/10.1002/anie.20100098210.1002/anie.201000982 ↗
62. Sun YP, Zhou B, Lin Y et al (2006) Quantum-sized carbon dots for bright and colorful photoluminescence. J Am Chem Soc 128:7756–7757. https://doi.org/10.1021/ja062677d10.1021/ja062677d ↗
63. Wang Y, Kim SH, Feng L (2015) Highly luminescent N, S- co-doped carbon dots and their direct use as mercury(II) sensor. Anal Chim Acta 890:134–142. https://doi.org/10.1016/j.aca.2015.07.05110.1016/j.aca.2015.07.051 ↗
64. Lin PY, Hsieh CW, Kung ML et al (2014) Eco-friendly synthesis of shrimp egg-derived carbon dots for fluorescent bioimaging. J Biotechnol 189:114–119. https://doi.org/10.1016/j.jbiotec.2014.08.04310.1016/j.jbiotec.2014.08.043 ↗
65. Kuo TR, Sung SY, Hsu CW et al (2016) One-pot green hydrothermal synthesis of fluorescent nitrogen-doped carbon nanodots for in vivo bioimaging. Anal Bioanal Chem 408:77–82. https://doi.org/10.1007/s00216-015-9138-810.1007/s00216-015-9138-8 ↗
66. Li CL, Ou C-M, Huang C-C et al (2014) Carbon dots prepared from ginger exhibiting efficient inhibition of human hepatocellular carcinoma cells. J Mater Chem B 2:4564–4571. https://doi.org/10.1039/c4tb00216d10.1039/c4tb00216d ↗
67. Kuo N-J, Chen Y-S, Wu C-W et al (2016) One-Pot Synthesis of hydrophilic and hydrophobic N-doped graphene quantum dots via exfoliating and disintegrating graphite flakes. Sci Rep 6:30426. https://doi.org/10.1038/srep3042610.1038/srep30426 ↗
68. Devi S, Kaur A, Sarkar S et al (2018) Synthesis and characterization of highly luminescent N-doped carbon quantum dots for metal ion sensing. Integr Ferroelectr 186:32–39. https://doi.org/10.1080/10584587.2017.136932210.1080/10584587.2017.1369322 ↗
69. Leekumjorn S, Gullapalli S, Wong MS (2012) Understanding the solvent polarity effects on surfactant-capped nanoparticles. J Phys Chem B 116:13063–13070. https://doi.org/10.1021/jp307985c10.1021/jp307985c ↗
70. Jevtukh AA (2009) Electric conductivity of nitrogen-doped diamond-like carbon films: II. space-charge-limited currents. Ukrayins’kij Fyizichnij Zhurnal (Kyiv) 54:310–316
71. Genc R, Alas MO, Harputlu E et al (2017) High-capacitance hybrid supercapacitor based on multi-colored fluorescent carbon-dots. Sci Rep 7(1):11222. https://doi.org/10.1038/s41598-017-11347-110.1038/s41598-017-11347-1 ↗
72. Du F, Zhang M, Ju H et al (2015) Engineering iodine-doped carbon dots as dual-modal probes for fluorescence and X-ray CT imaging. Int J Nanomedicine 10:6943–6953. https://doi.org/10.2147/IJN.S8277810.2147/IJN.S82778 ↗
73. Zhao S, Fan Y, Zhu K et al (2015) The effect of hydrogenation on the growth of carbon nanospheres and their performance as anode materials for rechargeable lithium-ion batteries. Nanoscale 7:1984–1993. https://doi.org/10.1039/c4nr05339g10.1039/C4NR05339G ↗
74. Lee JK, Lee S, Kim YI et al (2015) The seeded growth of graphene. Sci Rep 4:5682. https://doi.org/10.1038/srep0568210.1038/srep05682 ↗