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Article

A Facile Approach to Increasing the Foliage Retention of Pesticides Based on Coating with a Tannic Acid/Fe3+ Complex

by
Heng Zhi
1,†,
Manli Yu
1,†,
Junwei Yao
1,2,
Changjiao Sun
1,
Bo Cui
1,
Xiang Zhao
1,
Yan Wang
1,
Haixin Cui
1,* and
Zhanghua Zeng
1,*
1
Institute of Environment and Sustainable Development in Agriculture, Chinese Academy of Agricultural Sciences, Beijing 100081, China
2
Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling 712100, China
*
Authors to whom correspondence should be addressed.
†
These authors contributed equally to this work.
Coatings 2020, 10(4), 359; https://doi.org/10.3390/coatings10040359
Submission received: 24 February 2020 / Revised: 17 March 2020 / Accepted: 30 March 2020 / Published: 6 April 2020
(This article belongs to the Special Issue Medical Biomaterials: Synthesis, Characterization and Applications)
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Abstract

:
The effective utilization of many conventional pesticide formulations is less than 30%, which can increase the environmental impact of these substances. This degree of waste could be reduced by improving the adhesion of pesticides to foliage. In the present work, a complex comprising tannic acid (TA) and Fe3+ ions was used to encapsulate azoxystrobin and avermectin water dispersible granule (WDG) formulations (termed Az-WDG-TA and Av-WDG-TA) to improve adhesion. The treated pesticides exhibited improved photostability as well as sustained continuous release behavior. The retention proportions of the Az-WDG-TA and Av-WDG-TA on cucumber and lettuce foliage were improved by more than 50%. The ability of solutions of these materials to wet foliage was also enhanced after coating, such that the toxicity of Av-WDG-TA to aphids and the antifungal activity of Az-WDG-TA to Fusarium oxysporum were increased by nearly 50%. Given the low cost of TA and Fe3+ compounds and the simple synthesis process, this method represents a promising means of producing foliage-adhesive pesticide formulations with increased retention and bioavailability.

1. Introduction

Constant increases in the worldwide population are leading to a growing demand for food and other resources; the population in the world will exceed 9.2 billion by 2050, which means nearly 0.92 million tons of food was supplied by the United Nation predicted [1,2]. Pesticides, also known as agrochemicals or agricultural growth regulators, have played a vital role in meeting the attendant requirements for agricultural production [3,4]. However, due to the poor dispersion, sedimentation, and low biological activity of currently available pesticides at typical dosages, much of these materials are not only wasted, but also pose a threat to local ecosystems; the misuse of pesticides leads to more than 70.6% rivers being polluted in China [5,6,7,8,9]. Silent Spring, published in 1962, was one of the first warnings of the potential for pesticides to damage the environment [10]. According to many studies, off-target application, run off, and leaching during the traditional spray-based application of pesticides cause nearly 70% of the compounds to be unused, meaning that they enter air, soil, and aquatic ecosystems where they may undergo bioconcentration and ultimately threaten human health [11,12]. The weak adhesion of pesticides to crop leaves is the main reason for the waste associated with the spraying of pesticides [13,14,15]. Therefore, enhancing this adhesion along with reduction of loss, such as rolling down, leaching and bounce off, could increase the effective utilization efficiency of pesticides while positively contributing to the maintenance of various ecosystems.
Natural adhesive behaviors occur in many living systems, like gecko, mussel, beetles, and octopus [16,17,18,19,20,21]. Inspired by the mussel, polydopamines (containing catechol groups that play a major role in adhesion) have been widely used as adhesive materials [22,23,24,25]. However, given the high cost of dopamine, it is not practical to use polydopamines to promote contact between pesticides and foliage [26]. Tannic acid (TA), a naturally occurring polyphenol, is widely distributed in various organs of plants, and exhibits good biocompatibility, high chemical reactivity, and suitable thermal stability [27,28]. TA is also readily available and shows unique biological activities and physicochemical properties, such that this compound has numerous applications in surface modified, drug delivery, and prepared other materials [29,30,31]. TA can also interact with various functional chemical groups or molecules via processes such as coordination or hydrogen bonding [32,33]. As an example, the chelation of metal ions by TA has been widely used and coordination complexes with ions such as Fe3+, Cu2+, and Al3+ are commonly applied for preparing AgNPs and bionic function interfaces [34,35,36]. The U.S. Food and Drug Administration has recognized the combination of TA and Fe3+ as safe [37].
Thus, the aim of the present study was to improve the adhesion of two pesticides to foliage and enhance the retention of these substances, by using the eco-friendly materials. The objective of this study is to characterize Az-WDG, Av-WDG treated with TA and Fe3+, to compare their photodegradation, wettability, and their retention rates with the standard to test their kinetics release. We hope our studies provide an advanced way to solve problems during the pesticide using this process.

2. Materials and Methods

2.1. Materials

The commercially-available pesticides Az-WDG and Av-WDG used in this work were donated by the Kewin Company (Yancheng, China). TA and iron chloride hexahydrate (FeCl3∙6H2O) were obtained from J&K Scientific, Ltd. (Beijing, China). The methanol, acetonitrile, and dichloromethane HPLC grade were purchased from Thermo Fisher Scientific (Tustin, CA, USA). The azoxystrobin and avermectin standards were obtained from AccuStandard, lnc. (New Haven, CT, USA). The support films for electron microscopy were purchased from the Beijing Keyi Films Technology Co., Ltd. (Beijing, China) Deionized water (18.2 MΩ cm, total organic compounds ≤ 4 ppb) was used in all experiments and was generated using a Milli-Q system. The cucumber and lettuce seedlings were cultivated in a sterile incubator. Fusarium oxysporum was obtained by the Beijing Academy of Agriculture and Forestry Sciences (Beijing, China).

2.2. Methods

The method we conducted in this study was summarized in the following flowchart (Scheme 1).

2.2.1. Preparation of Az-WDG-TA and Av-WDG-TA with TA/Fe3+ Coatings

The single step process presented in Scheme 2 was used to form microcapsules over the pesticide particles, employing a mixture containing Av-WDG or Az-WDG, 50 μg/mL TA, and 40 μg/mL FeCl3. In this process, the required 0.1 g of Av-WDG or Az-WDG was transferred into a beaker and the stirring process started. Thus, the TA solution was added and stirring was maintained for an additional 5 min, followed by slow dropwise addition of the FeCl3. The resulting precipitate was collected by centrifugation for 5 min at 6000 rpm. This material was washed three times with deionized water to remove excess TA and Fe3+, and then formed into a fine powder by lyophilization.

2.2.2. The Morphological Characteristics of Particles

The morphological characteristics of Az-WDG, Az-WDG-TA, Av-WDG, and Av-WDG-TA particles were observed using transmission electron microscopy (TEM; JEOL. LTD, JEM-2100F, Tokyo, Japan). In addition, energy-dispersive X-Ray spectroscopy (EDS; Oxford Instruments, Abingdon, UK) was employed to further assess the extent of chelation of the Fe3+ by the TA on the particle surfaces, based on a method previously described by Yang [38]. In preparation for these analyses, a 4 μL aliquot of a suspension of the coated pesticide was dropped onto a support film and moved it into the exsiccator until dehydrated.

2.2.3. Sustained Release Kinetics of Avermectin and Azoxystrobin Formulations

Methanol/deionized water (90:10, v/v) was used as the release medium for kinetics assessments. In each trial, an 8 cm opening was cut in a dialysis bag, and 5 mg of the coated Av-WDG was transferred into the bag along with 5 mL of the release medium. The two sides of the bag were subsequently wrapped with a polyaramid cord, and the bag was placed in a bottle holding 95 mL of a medium solution (Scheme 3). Each sample was then agitated on a shaking table (THZ-98C, Shanghai, China) at 100 rpm and 25 °C for 144 h. At every time interval (0.5, 1, 2, 3, 4, 6, 8 ….. 144 h), a 2 mL quantity of the release solution was extracted from the bottle and quickly replaced by a fresh 2 mL quantity of the same medium. The pesticide concentration in each aliquot was determined using high performance liquid chromatography (HPLC) with a 30 °C column temperature, 245 nm UV detector at the flow rate 1 mL/min. The release kinetics of the coated Az-WDG were also assessed using the same process but employing methanol/deionized water (70:30, v/v) as the release medium with the method as Yao described [39].

2.2.4. Biological Activity Tests of Avermectin and Azoxystrobin Formulations

To test the antifungal activity of the Az-WDG formulations, Fusarium oxysporum was incubated in a PDA medium. The toxicity regression equation and median lethal concentration (LC50, μg/mL) were subsequently determined using the SPSS 20.0 software package (IBM, Armonk, NY, USA). In these trials, the cultures were exposed to 5, 10, 20, 25, and 50 μg/mL solutions of Az-WDG or Az-WDG-TA in 5 mm diameter hyphae plates in an incubator at 25 °C for 2 days, using the crossing method to determine the diameter of the hyphae. Each trial was repeated three times to assess reproducibility.
Av is a famous insecticide around the world that has better control efficiency compared to aphids. In the case of the Av-WDG, we employed Myzus persicae (Homoptera, Aphid family) as the target species to test the bioactivity and employed Av-WDG or Av-WDG-TA solutions with concentrations of 1.5625, 3.125, 6.25, 12.5, 25 and 50 μg/mL by the leaf dipping method. In detail, firstly, the lettuce foliage was cut into 8 mm diameter circles, secondly, the circles were put into different concentration solutions for 10 s; after drying the circles under the room temperature, finally, the target species were put onto the leaf. After 3 days, the activity of the creature was observed [15].

2.2.5. The Wettability of Foliage by the Avermectin and Azoxystrobin Formulations

The poor deposition of pesticides on crop leaves is the main reason for the low effectiveness of these compounds, and the development of microcapsules or microspheres has been proposed as one means of counteracting this problem [40]. Portions of the finely powdered Av-WDG, Av-WDG-TA, Az-WDG, and Az-WDG-TA were diluted into the concentration of 490 μg/mL recommended by the manufacturer in deionized water and then applied to cucumber leaves, which served as model foliage. The resulting contact angles (CAs) were measured using a CA contact angle meter (JC2000D2 M, Zhongchen Digital Technology Apparatus, Shanghai, China). In each experiment, an aliquot of approximately 8 μL of the pesticide solution was dropped onto the leaf using an automated micro-drop injector, and photographic images were acquired after the drop stabilized by the imaging system. The angle data were collected via ellipsometry based on analyses of these images [41,42]. Each solution was used for 10 replicate measurements.

2.2.6. Retention Rates of Avermectin and Azoxystrobin Formulations

The retention of these pesticides on cucumber and lettuce leaves was determined based on HPLC analyses using a previously described method [15]. In each case, 2 mL of one of the four sample solutions was uniformly sprayed on the leaves, after which the leaves were transferred to a dark room. After drying, the leaves were divided into two parts. One half was washed with 20 L/m2 deionized water to simulate rain water, while the other half served as a control. The leaves were subsequently cut into very small pieces and transferred into a Soxhlet extraction apparatus where they were extracted in dichloromethane for 24 h. The solvent was subsequently removed under reduced pressure at room temperature, after which the solid residue was dissolved in 5 mL of a mixture of acetonitrile, methanol, and deionized water (80:15:5, v/v/v). Each sample was then stirred for 1 h and ultrasonicated for 10 min, after which an HPLC analysis was employed to ascertain the concentration of the pesticide.

2.2.7. Assessing Photodegradation

The ability of the TA/Fe3+ encapsulation to slow photodegradation of the Av-WDG was also assessed. Samples of the coated Av-WDG-TA and the original Av-WDG were separately dissolved in a methanol/deionized water mixture (90:10, v/v) at concentrations of 250 μg/mL, after which a 1 mL aliquot of each solution was transferred to a silica culture vessel. Each sample was allowed to dry in a dark room to produce a film-like specimen and these films were then exposed to UV light generated by a xenon lamp. At various intervals, pesticide film specimens were dissolved in methanol/deionized water (90:10, v/v) and then analyzed using HPLC. The tests at each time interval were repeated three times.

2.2.8. Statistical and Analysis

The SPSS 20.0 (IBM, Armonk, NY, USA) software carried out all the experiments data. The results all showed as “Mean ± Standard deviation”. The different letters indicated the significant difference between experimental settings with the S-N-K test of One-Way analysis of variance (p < 0.05).

3. Results and Discussion

3.1. Morphological Characterization of Avermectin and Azoxystrobin WDG Formulations

The results demonstrated that the pesticide particles were readily coated using a combination of TA and Fe3+ ions, with the Fe3+ coordinated to the TA. TEM images of uncoated Av-WDG and Az-WDG particles are shown in Figure 1a,c, respectively, and demonstrate that the particle surfaces were smooth. Following the application of the TA and Fe3+, the surfaces became rough (Figure 1b,d), indicating that they had been coated with films of these materials. This result is in good agreement with Ejima’s work, in which a complex formed from TA and Fe3+ ions was used to coat Au nanoparticles that subsequently exhibited rough surfaces [43]. EDS was used to provide further evidence for the successful coating of the pesticide particles by confirming the chelation interaction between TA and Fe3+ on the particle surfaces according to previous reports [44,45]. Figure 2 demonstrates the chelation of Fe3+ ions by the TA to form irregular films on the particle surfaces, with Fe3+ concentrations in the TA films of 2% and 1.9% in Az-WDG-TA and Av-WDG-TA, respectively.

3.2. Sustained Release Kinetics of Avermectin and Azoxystrobin WDG Formulations

The microencapsulation of pesticides can potentially provide increased deposition, suitable sustained release effects, reduced toxicity, and less waste [28,29]. In the present work, the eco-friendly materials TA and Fe3+ were used for the purpose of encapsulation via a one step process. Figure 3 summarizes the release kinetics of the coated and uncoated Av-WDG and Az-WDG. In each case, the data correspond closely to first-order kinetics as indicated, with R2 values greater than 0.99. It is also evident that the Av-WDG-TA and Az-WDG-TA had slower release rates than the uncoated samples, implying desirable sustained release behavior. In these trials, 95% of the uncoated Az-WDG and Av-WDG was released after 10 and 48 h, respectively, while much more gradual release rates were obtained from the coated Av-WDG-TA and Az-WDG-TA. The complex of TA/Fe3+ has great application on drug delivery or control release; Shen found it had the good ability to delay the urea release [35].

3.3. The Photodegradation of Avermectin WDG Formulations

Av is one of the most widely used pesticides worldwide but is also highly sensitive to UV light, leading to low utilization efficiencies. Thus, it would be beneficial to increase the photostability of this pesticide. Polyphenols have exhibited good resistance to UV radiation and to photothermal effects [46], and, for these reasons, are typically used as sunscreens in various cosmetics. Prior work has also demonstrated that the encapsulation of Av is an effective way to improve photostability [15,47]. In the present work, the formation of TA/Fe3+ films on the Av particles was predicted to partly shield these granules from UV light, and this is confirmed by the photodegradation results presented in Figure 4. It is evident that the Av-WDG-TA exhibited better stability in response to UV radiation, while the photodegradation rate of the uncoated Av-WDG was relatively fast. The photodegradation proportion of the original Av-WDG was determined to be nearly 90%, whereas that of the coated Av-WDG-TA was 45% after 48 h of continuous UV irradiation. These results establish that the photostability of the Av-WDG-TA was substantially improved. The better anti-photodegradation could enhance the control efficiency and obtain the holding time.

3.4. The Effects of Encapsulation on Contact Angle and Retention

The contact angle (CA) is an indirect way of assessing the wetting ability of a pesticide due to the waxy hydrophobic surface of crop foliage, which typically inhibits contact between pesticide droplets and the foliage surface. Pesticide solutions with low contact angles should spread over the foliage more easily, which would be expected to assist in retention [31]. The CA values determined for solutions of the Az-WDG, Az-WDG-TA, Av-WDG, and Av-WDG-TA are presented in Figure 5. Following the application of the TA/Fe3+ to the Az-WDG and Av-WDG, the CA values of Az-WDG-TA and Av-WDG-TA were decreased significantly on cucumber and lettuce surfaces. In prior work, complexes made of TA and metal ions together with diethylenetriamine were found to decrease the CA and increase the wettability on many materials, such as quartz, glass, and high polymers [48,49]. These prior results suggest that TA and its complexes when applied to the surfaces of pesticide particles could enhance wettability and reduce losses on crop foliage, which not only lead to cutting down on the usage of pesticide but also decrease the cost for farming.
Pesticides are typically applied to foliage by spraying with the intent of killing targeted organisms. The retention time on foliage is highly correlated with the adhesion of the pesticide, such that improving adhesion could increase utilization efficiency. To further demonstrate the effects of applying the TA/Fe3+ complex on the retention of the pesticides, retention data were acquired based on HPLC analyses. As shown in Figure 6, compared with Av-WDG, the retention proportions of the Av-WDG-TA on the cucumber and lettuce foliage were enhanced by 1.51 and 1.55 fold, respectively, after coating with the TA/Fe3+ complex. The retention proportions of Az-WDG-TA on the cucumber and lettuce foliage were enhanced by 1.45 and 1.67 fold, respectively, relative to Az-WDG. Interestingly, the retention was found to be highly correlated with the amount of the TA/Fe3+ complex on the surfaces of the pesticide particles. The TA molecule contains numerous phenol groups and thus would be expected to form strong hydrogen or coordinate bonds with the foliage, based on previous reports of polyphenol adhesive chemistry [50].
To better understand the adhesion mechanism, urea, as a hydrogen bond interfering agent, was added to the various solutions [51]. The retentions of both the Az-WDG and Az-WDG-TA were observed to significantly decrease on both the cucumber and lettuce foliage following the addition of urea, and the retention was inversely proportional to the urea concentration (Figure 7). These results suggest that the interactions between the coated pesticide particles and the foliage were primarily due to hydrogen bonding due to the groups of the TA molecule similar to previous reports [52,53]

3.5. The Biological Activities of Avermectin and Azoxystrobin WDG Formulations

In this work, the biological activities of the Av-WDG and Av-WDG-TA were evaluated, and the results obtained from toxicity regression equations (that is, LC50 and toxicity index values) are summarized in Table 1 and Table 2. The LC50 value typically reflects the toxicity of the Av-WDG-TA to aphids was 1.5 times higher that of Av-WDG. These data suggest that coating the pesticide with the TA/Fe3+ led to improved retention on the foliage, resulting in higher toxicity. These values are also in good agreement with the foliage retention results. The antifungal activities of the Az-WDG and Az-WDG-TA as measured using Fusarium oxysporum were investigated by disk diffusion assays, and the antifungal activity of the Az-WDG-TA was 1.6 times higher than that of Az-WDG. (Table 2). Thus, the Az-WDG-TA exhibited higher antifungal activity, presumably owing to increased interaction with the Fusarium oxysporum. These biological activity results indicate that the Av-WDG-TA and Az-WDG-TA, both of which showed enhanced adhesion, also demonstrated increased efficacy against the target organisms.
The facile approach to fabricate Av/Az-WDG-TA formulations with increasing the foliage retention of pesticides based on coating with a tannic acid/Fe3+ complex makes them industrialization possible, due to their high utilization efficiency, low cost, eco-friendly materials, and easily scalable production. The field trails are in progress. It is believed that the development of folia-adhesive pesticide formulations with lower losses and effective utilization efficiency, leading to decreased spraying dosage, residue, and pollution in food and the environment, will be prioritized.

4. Conclusions

The poor retention ability may lead to the abuse of pesticide. To achieve the goal, the farmer also sprayed a lot during the activity, which is a huge threat to humans and environmental systems. Considering the further application of Av/Az-WDG, the fast way to solve the problem during the spraying process should be mentioned. Inspired by the mussel’s strong adhesive ability, the eco-friendly materials TA and Fe3+ were applied to coat above the pesticide particles to improve the retention ability on foliage to increase the utilization efficiency and reduce the damage to the environmental systems.
Av-WDG-TA and Az-WDG-TA were synthesized and found to exhibit good adhesion to crop foliage. This synthesis was based on a simple one-step chemical complexation coating of the surface of conventional WDG particles using TA and Fe3+. These materials showed improved continuous sustained release properties, and the Av-WDG-TA was determined to be more resistant to UV light. The affinity of both pesticides for foliage was highly enhanced, leading to improved adhesion and longer retention times on foliage surfaces. This improved adhesive force is primarily ascribed to hydrogen bonding between phenols in the TA and various functional groups on the foliage. These results demonstrate a promising means of obtaining pesticide formulations with improved adhesion as a means of reducing pollution and increasing efficacy.

Author Contributions

H.Z. wrote the paper. M.Y. and J.Y. provided assistance in experimental operations and data analysis. Z.Z. and H.C. provided the theoretical guidance. C.S., B.C., X.Z. and Y.W. contributed with the references. All authors have read and agreed to the published version of the manuscript.

Funding

This work was financially supported by the National Key Project of Research and Development Plan Program of China (2017YFD0200900) and China Postdoctoral Science Foundation (2018M630234).

Conflicts of Interest

The authors declare no conflict of interest.

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Coatings 10 00359 sch001 550
Scheme 1. The diagram of research routes.
Scheme 1. The diagram of research routes.
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Scheme 2. Synthesis of the tannic acid/Fe3+ microencapsulated pesticide particles and its features.
Scheme 2. Synthesis of the tannic acid/Fe3+ microencapsulated pesticide particles and its features.
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Scheme 3. The diagram of release systems.
Scheme 3. The diagram of release systems.
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Figure 1. TEM images of (a) Az-WDG, (b) Az-WDG-TA, (c) Av-WDG, and (d) Av-WDG-TA. The scale bar is 500 nm.
Figure 1. TEM images of (a) Az-WDG, (b) Az-WDG-TA, (c) Av-WDG, and (d) Av-WDG-TA. The scale bar is 500 nm.
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Figure 2. The EDS spectrums of (a) Az-WDG, (b) Az-WDG-TA, (c) Av-WDG, and (d) Av-WDG-TA.
Figure 2. The EDS spectrums of (a) Az-WDG, (b) Az-WDG-TA, (c) Av-WDG, and (d) Av-WDG-TA.
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Figure 3. Sustained release profiles of (a) Az-WDG and Az-WDG-TA and (b) Av-WDG and Av-WDG-TA.
Figure 3. Sustained release profiles of (a) Az-WDG and Az-WDG-TA and (b) Av-WDG and Av-WDG-TA.
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Figure 4. Photodegradation data for the Av-WDG and Av-WDG-TA.
Figure 4. Photodegradation data for the Av-WDG and Av-WDG-TA.
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Figure 5. Contact angles of (a) Az-WDG, Az-WDG-TA and (b) Av-WDG, Av-WDG-TA on different foliage. Based on a one-way ANOVA using the S-N-K test, values with different letters are significantly different (p < 0.05).
Figure 5. Contact angles of (a) Az-WDG, Az-WDG-TA and (b) Av-WDG, Av-WDG-TA on different foliage. Based on a one-way ANOVA using the S-N-K test, values with different letters are significantly different (p < 0.05).
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Figure 6. Retention rates of (a) Az-WDG and (b) Av-WDG on cucumber and lettuce foliage surfaces, where Az-WDG-TA2 and Av-WDG-TA2 mean twice the amount of TA/Fe3+ complex on the surfaces of the pesticide particles.
Figure 6. Retention rates of (a) Az-WDG and (b) Av-WDG on cucumber and lettuce foliage surfaces, where Az-WDG-TA2 and Av-WDG-TA2 mean twice the amount of TA/Fe3+ complex on the surfaces of the pesticide particles.
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Figure 7. The retention rates variations of Az-WDG and Az-WDG-TA with different urea concentrations washing on the cucumber (a) and lettuce foliage surface (b).
Figure 7. The retention rates variations of Az-WDG and Az-WDG-TA with different urea concentrations washing on the cucumber (a) and lettuce foliage surface (b).
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Table
Table 1. Biological activities of Av-WDG and Av-WDG-TA against aphids (Myzus persicae L.).
Table 1. Biological activities of Av-WDG and Av-WDG-TA against aphids (Myzus persicae L.).
FormulationsRegression EquationR2LC50 (μg/mL)Toxicity Index
Av-WDGy = 3.91 + 1.65x0.9654.71
Av-WDG-TAy = 4.25 + 1.49x0.9463.21.5
Table
Table 2. Antifungal activities of Az-WDG and Az-WDG-TA against Fusarium oxysporum.
Table 2. Antifungal activities of Az-WDG and Az-WDG-TA against Fusarium oxysporum.
FormulationsRegression EquationR2LC50 (μg/mL)Toxicity Index
Az-WDGy = −0.511 + 0.398x0.98619.21
Az-WDG-TAy = −0.786 + 0.721x0.98212.31.6

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MDPI and ACS Style

Zhi, H.; Yu, M.; Yao, J.; Sun, C.; Cui, B.; Zhao, X.; Wang, Y.; Cui, H.; Zeng, Z. A Facile Approach to Increasing the Foliage Retention of Pesticides Based on Coating with a Tannic Acid/Fe3+ Complex. Coatings 2020, 10, 359. https://doi.org/10.3390/coatings10040359

AMA Style

Zhi H, Yu M, Yao J, Sun C, Cui B, Zhao X, Wang Y, Cui H, Zeng Z. A Facile Approach to Increasing the Foliage Retention of Pesticides Based on Coating with a Tannic Acid/Fe3+ Complex. Coatings. 2020; 10(4):359. https://doi.org/10.3390/coatings10040359

Chicago/Turabian Style

Zhi, Heng, Manli Yu, Junwei Yao, Changjiao Sun, Bo Cui, Xiang Zhao, Yan Wang, Haixin Cui, and Zhanghua Zeng. 2020. "A Facile Approach to Increasing the Foliage Retention of Pesticides Based on Coating with a Tannic Acid/Fe3+ Complex" Coatings 10, no. 4: 359. https://doi.org/10.3390/coatings10040359

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