Ultrasonic cavitation driven fabrication of organic solvent free lignin/prochloraz nano capsules to promote resistance to photolysis and rain wash, and provide extended release performance
Abstract
Lignin is a natural macromolecular sun blocker and provides an ideal protection material for pesticides that have poor photostability. In this study, alkali lignin/prochloraz capsules (AL-P) were prepared via one-pot ultrasonic cavitation. The results demonstrated that the produced AL-P were uniform spheres with sizes of 170–375 nm. The prochloraz encapsulation efficiency (EE) and loading capacity (LC) reached as high as 91.8 and 98.5%, respectively. Adding a small of surfactant reduced the size of the capsules, but both EE and LC were decreased. AL-P exhibited excellent extended release performance. The cumulative release of AL-P in the first 45 h was 76.1% and continuous release was maintained after 96 h. The resulting AL-P have improved photostability under UV irradiation radiation. Finally, AL-P capsules were sprayed on the mango leaves and bananas to act as preservatives, AL-P capsules had stronger rain wash resistance and were better preserved demonstrating their industrial applicability. Together, organic solvent free AL-P capsules demonstrate a method to improve the efficiency of photosensitive pesticides.
Funding source: The National Natural Science Foundation of China (NSFC)
Award Identifier / Grant number: 21878113
Funding source: Guangdong Province Science and Technology Research Project of China
Award Identifier / Grant number: 2020B1515020055
Funding source: Guangzhou Science and Technology Research Project of China
Award Identifier / Grant number: 201806010139
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: We gratefully acknowledge the financial support from the National Natural Science Foundation of China (NSFC) (21878113), Guangdong Province Science and Technology Research Project of China (2020B1515020055) and Guangzhou Science and Technology Research Project of China (201806010139).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
Chen, N., Dempere, L.A., and Tong, Z. (2016). Synthesis of pH-responsive lignin-based nanocapsules for controlled release of hydrophobic molecules. ACS Sustain. Chem. Eng. 4: 5204–5211.10.1021/acssuschemeng.6b01209Search in Google Scholar
Costa, E.S., Perlatti, B., Silva, E.M.D., Matos, A.P., da Silva, M.F.G., Fernandes, J.B., Zuin, V.G., da Silva, C.M.P., and Forim, M.R. (2017). Use of lignins from sugarcane bagasse for assembling microparticles loaded with Azadirachta indica extracts for use as neem-based organic insecticides. J. Braz. Chem. Soc. 28: 126–135.10.5935/0103-5053.20160155Search in Google Scholar
Dai, L., Liu, R., Hu, L.Q., Zou, Z.F., and Si, C.L. (2017). Lignin nanoparticle as a novel green carrier for the efficient delivery of resveratrol. ACS Sustain. Chem. Eng. 5: 8241–8249, https://doi.org/10.1021/acssuschemeng.7b01903.Search in Google Scholar
Deng, Y., Zhao, H., Qian, Y., Lü, L., Wang, B., and Qiu, X. (2016). Hollow lignin azo colloids encapsulated avermectin with high anti-photolysis and controlled release performance. Ind. Crop. Prod. 87: 191–197, https://doi.org/10.1016/j.indcrop.2016.03.056.Search in Google Scholar
Flores-Céspedes, F., Daza-Fernández, I., Villafranca-Sánchez, M., Fernández-Pérez, M., Morillo, E., and Undabeytia, T. (2018). Lignin and ethylcellulose in controlled release formulations to reduce leaching of chloridazon and metribuzin in light-textured soils. J. Hazard. Mater. 343: 227–234, https://doi.org/10.1016/j.jhazmat.2017.09.012.Search in Google Scholar PubMed
Forim, M.R., Costa, E.S., da Silva, M.F.D.G.F., Fernandes, J.B., Mondego, J.M., and Boica Junior, A.L. (2013). Development of a new method to prepare nano-/microparticles loaded with extracts of Azadirachta indica, their characterization and use in controlling Plutella xylostella. J. Agric. Food Chem. 61: 9131–9139, https://doi.org/10.1021/jf403187y.Search in Google Scholar PubMed
Gan, L., Zhou, M., Yang, D., and Qiu, X. (2013). Preparation and evaluation of carboxymethylated lignin as dispersant for aqueous graphite suspension using Turbiscan Lab analyzer. J. Dispersion Sci. Technol. 34: 644–650, https://doi.org/10.1080/01932691.2012.686248.Search in Google Scholar
Gao, Z., Pang, L., Feng, H., Wang, S., Wang, Q., Wang, M., Xia, Y., and Hu, S. (2017). Preparation and characterization of a novel imidacloprid microcapsule via coating of polydopamine and polyurea. RSC Adv. 7: 15762–15768, https://doi.org/10.1039/c7ra01527e.Search in Google Scholar
Kok, F.N., Wilkins, R.M., Cain, R.B., Arica, M.Y., Alaeddinoglu, G., and Hasirci, V. (1999). Controlled release of aldicarb from lignin loaded ionotropic hydrogel microspheres. J. Microencapsul. 16: 613–623, https://doi.org/10.1080/026520499288807.Search in Google Scholar PubMed
Konduri, M.K. and Fatehi, P. (2018). Designing anionic lignin-based dispersant for kaolin suspensions. Colloid. Surf. Physicochem. Eng. Aspects 538: 639–650, https://doi.org/10.1016/j.colsurfa.2017.11.011.Search in Google Scholar
Kumar, R., Kaur, K., Uppal, S., and Mehta, S.K. (2017). Ultrasound processed nanoemulsion: a comparative approach between resveratrol and resveratrol cyclodextrin inclusion complex to study its binding interactions, antioxidant activity and UV light stability. Ultrason. Sonochem. 37: 478–489, https://doi.org/10.1016/j.ultsonch.2017.02.004.Search in Google Scholar PubMed
Li, J., Li, H., Yuan, Z., Fang, J., Chang, L., Zhang, H., and Li, C. (2019). Role of sulfonation in lignin-based material for adsorption removal of cationic dyes. Int. J. Biol. Macromol. 135: 1171–1181, https://doi.org/10.1016/j.ijbiomac.2019.06.024.Search in Google Scholar PubMed
Li, Y., Zhou, M., Pang, Y., and Qiu, X. (2017). Lignin-based microsphere: preparation and performance on encapsulating the pesticide avermectin. ACS Sustain. Chem. Eng. 5: 3321–3328, https://doi.org/10.1021/acssuschemeng.6b03180.Search in Google Scholar
Liu, D., Li, Y., Qian, Y., Xiao, Y., Du, S., and Qiu, X. (2017a). Synergistic antioxidant performance of lignin and quercetin mixtures. ACS Sustain. Chem. Eng. 5: 8424–8428, https://doi.org/10.1021/acssuschemeng.7b02282.Search in Google Scholar
Liu, Z., Qie, R., Li, W., Hong, N., Li, Y., Li, C., Wang, R., Shi, Y., Guo, X., and Jia, X. (2017b). Preparation of avermectin microcapsules with anti-photodegradation and slow-release by the assembly of lignin derivatives. New J. Chem. 41: 3190–3195, https://doi.org/10.1039/c6nj03795j.Search in Google Scholar
Liu, B., Wang, Y., Yang, F., Cui, H., and Wu, D. (2017c). Development of a chlorantraniliprole microcapsule formulation with a high loading content and controlled-release property. J. Agric. Food Chem. 66: 6561–6568, https://doi.org/10.1021/acs.jafc.7b01295.Search in Google Scholar PubMed
Mishra, P.K. and Wimmer, R. (2017). Aerosol assisted self-assembly as a route to synthesize solid and hollow spherical lignin colloids and its utilization in layer by layer deposition. Ultrason. Sonochem. 35: 45–50, https://doi.org/10.1016/j.ultsonch.2016.09.001.Search in Google Scholar PubMed
Nuruzzaman, M.D., Rahman, M.M., Liu, Y., and Naidu, R. (2016). Nanoencapsulation, nano-guard for pesticides: a new window for safe application. J. Agric. Food Chem. 64: 1447–1483. https://doi.org/10.1021/acs.jafc.5b05214.Search in Google Scholar PubMed
Pang, Y., Wang, S., Qiu, X., Luo, Y., Lou, H., and Huang, J. (2017). Preparation of lignin/sodium dodecyl sulfate composite nanoparticles and their application in pickering emulsion template-based microencapsulation. J. Agric. Food Chem. 65: 11011–11019, https://doi.org/10.1021/acs.jafc.7b03784.Search in Google Scholar PubMed
Qian, Y., Zhong, X., Li, Y., and Qiu, X. (2017). Fabrication of uniform lignin colloidal spheres for developing natural broad-spectrum sunscreens with high sun protection factor. Ind. Crop. Prod. 101: 54–60. https://doi.org/10.1016/j.indcrop.2017.03.001.Search in Google Scholar
Qiu, X., Yu, J., Yang, D., Wang, J., Mo, W., and Qian, Y. (2018). Whitening sulfonated alkali lignin via H2O2/UV radiation and its application as dye dispersant. ACS Sustain. Chem. Eng. 6: 1055–1060, https://doi.org/10.1021/acssuschemeng.7b03369.Search in Google Scholar
Shankar, S., Rhim, J.W., and Won, K. (2018). Preparation of poly (lactide)/lignin/silver nanoparticles composite films with UV light barrier and antibacterial properties. Int. J. Biol. Macromol. 107: 1724–1731, https://doi.org/10.1016/j.ijbiomac.2017.10.038.Search in Google Scholar PubMed
Slattery, M., Harper, B., and Harper, S. (2019). Pesticide encapsulation at the nanoscale drives changes to the hydrophobic partitioning and toxicity of an active ingredient. Nanomaterials 9: 81, https://doi.org/10.3390/nano9010081.Search in Google Scholar PubMed PubMed Central
Sun, Z., Fridrich, B., de Santi, A., Elangovan, S., and Barta, K. (2018). Bright side of lignin depolymerization: toward new platform chemicals. Chem. Rev. 118: 614–678, https://doi.org/10.1021/acs.chemrev.7b00588.Search in Google Scholar PubMed PubMed Central
Thakur, V.K. and Thakur, M.K. (2015). Recent advances in green hydrogels from lignin: a review. Int. J. Biol. Macromol. 72: 834–847, https://doi.org/10.1016/j.ijbiomac.2014.09.044.Search in Google Scholar PubMed
Tortora, M., Cavalieri, F., Mosesso, P., Ciaffardini, F., Melone, F., and Crestini, C. (2014). Ultrasound driven assembly of lignin into microcapsules for storage and delivery of hydrophobic molecules. Biomacromolecules 15: 1634–1643, https://doi.org/10.1021/bm500015j.Search in Google Scholar PubMed
Upton, B.M. and Kasko, A.M. (2016). Strategies for the conversion of lignin to high-value polymeric materials: review and perspective. Chem. Rev. 116: 2275–2306, https://doi.org/10.1021/acs.chemrev.5b00345.Search in Google Scholar PubMed
Xiong, F., Han, Y., Wang, S., Li, G., Qin, T., Chen, Y., and Chu, F. (2017). Preparation and formation mechanism of renewable lignin hollow nanospheres with a single hole by self-assembly. ACS Sustain. Chem. Eng. 5: 2273–2281, https://doi.org/10.1021/acssuschemeng.6b02585.Search in Google Scholar
Zhang, W., He, S., Liu, Y., Geng, Q., Ding, G., Guo, M., Deng, Y., Zhu, J., Li, J., and Cao, Y. (2014). Preparation and characterization of novel functionalized prochloraz microcapsules using silica–alginate–elements as controlled release carrier materials. ACS Appl. Mater. Interfaces 6: 11783–11790, https://doi.org/10.1021/am502541g.Search in Google Scholar PubMed
Zhang, J., Li, M., Fan, T., Xu, Q., Wu, Y., Chen, C., and Huang, Q. (2013). Construction of novel amphiphilic chitosan copolymer nanoparticles for chlorpyrifos delivery. J. Polym. Res. 20: 107, https://doi.org/10.1007/s10965-013-0107-7.Search in Google Scholar
Zhang, J., Zhao, C., Liu, Y., Cao, L., Wu, Y., and Huang, Q. (2016). Size-dependent effect of prochloraz-loaded mPEG-PLGA micro-and nanoparticles. J. Nanosci. Nanotechnol. 16: 6231–6237, https://doi.org/10.1166/jnn.2016.10894.Search in Google Scholar PubMed
Zhao, X., Cui, H., Wang, Y., Sun, C., Cui, B., and Zeng, Z. (2017). Development strategies and prospects of nano-based smart pesticide formulation. J. Agric. Food Chem. 66: 6504–6512, https://doi.org/10.1021/acs.jafc.7b02004.Search in Google Scholar PubMed
Zou, T., Sipponen, M.H., and Österberg, M. (2019). Natural shape-retaining microcapsules with shells made of chitosan-coated colloidal lignin particles. Frontiers in Chemistry 7: 370, https://doi.org/10.3389/fchem.2019.00370.Search in Google Scholar PubMed PubMed Central
Supplementary Material
The online version of this article offers supplementary material (https://doi.org/10.1515/hf-2020-0120).
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Articles in the same Issue
- Frontmatter
- Original articles
- Specific heat capacity of wood between −140 and 50 °C in dry and wet state
- Growth behavior of wood-destroying fungi in chemically modified wood: wood degradation and translocation of nitrogen compounds
- Characterisation of compound middle lamella isolated by a combination of wet-beating, sedimentation, and methanol dialysis
- Review
- A review of lignin hydrogen peroxide oxidation chemistry with emphasis on aromatic aldehydes and acids
- Original articles
- Fibre development in an intensified mechanical pulping process
- Tensile properties of finger-jointed lumber under high-temperature and oxygen-free conditions
- Predicting strength of Finnish birch veneers based on three different failure criteria
- Non-fluorine surface modification of acetylated birch for improved water repellence
- Ultrasonic cavitation driven fabrication of organic solvent free lignin/prochloraz nano capsules to promote resistance to photolysis and rain wash, and provide extended release performance