ACS Sustainable Chemistry & Engineering
·
2022
·
IF 9.224
Lin-Xuan Fang,Yun-Gang Feng,Li Li,Guan-Wu Yin,Hualan Wang,Zheng Xu,Li-Wen Xu
Two silicon-containing eugenol-based benzocyclobutene monomers were prepared by a simple solvent-free hydrosilylation reaction. After heat treatment, a series of materials were obtained by a free radical addition reaction, [4 + 4] cycloaddition, or [4 + 2] Diels–Alder cycloaddition. All polymers displayed high thermostability with a 5% weight loss temperature (T5d) of over 410 °C and a glass transition temperature (Tg) of up to 216 °C as well as a good transmittance of 90% varying from 500 to 800 nm. In particular, all polymers also exhibited good hydrophobicity with contact angles exceeding 100° and water absorption as low as 8‰ after immersing in boiling water for 72 h. It should be noted that P3 showed excellent dielectric properties with a dielectric constant (Dk) of 2.48 and a dielectric loss (Df) of 6.38 × 10–3 at a high frequency of 2 GHz as well as good flame retardancy due to the high content of cyclotriphophazene compared with those of P1, P2, and previously reported biobased materials. The above advantages indicate that eugenol-based low-dielectric materials have great potential for application in encapsulation resins in the field of microelectronics.
研究领域:
材料科学
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化学工程
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DOI
高影响因子
Scientific Reports
·
2021
·Vol. 11
·期 1
·1-11
·
IF 4.38
Hu Keling,Sui Huachao,Zhao Dongping
Naturally occurring nipagin and eugenol were used as the collaborative starting materials for poly(ether ester) polymers. In this study, two series of nipagin and eugenol-derived copoly(ether ester)s, PHN1 1−x E1 x and PHN1 1−x E2 x (x = 0%, 5%, 10%, 15%, 20%), were prepared with renewable 1,6-hexanediol as a comonomer. The nipagin-derived component acts as the renewable surrogate of petroleum-based dimethyl terephthalate (DMT), while the eugenol-derived component acts as the cooperative property modifier of parent homopoly(ether ester) PHN1. 1,6-Hexanediol was chosen as the spacer because of its renewability, high boiling point, and short chain to enhance the glass transition temperatures ( T g s) of materials. The molecular weights and chemical structures were confirmed by gel permeation chromatograph (GPC), NMR and FTIR spectroscopies. Thermal and crystalline properties were studied by thermal gravimetric analysis (TGA), differential scanning calorimetric (DSC) and wide-angle X-ray diffraction (WXRD). The tensile assays were conducted to evaluate the mechanical properties. The results suggested that properties of this kind of poly(ether ester)s could be finely tuned by the relative content of two components for the desired applications (elastomer, rubbery) suitable for different scenarios from polyethylene glycol terephthalate (PET) and polybutylene terephthalate (PBT).
研究领域:
材料科学
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有机化学
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产品关联
DOI
PubMed
高影响因子
REACTIVE & FUNCTIONAL POLYMERS
·
2023
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IF 5.1
Jie Wang,Shanshan Huang,Kangle Yan,Jihua Shi,Shuo Shi,Yu Jin,Liang Yuan
A series of linear macromolecular antioxidants (MAOs) with main-chain phenol or catechol groups were successfully prepared using eugenol as a renewable resource via thiol-ene polymerization. 1 H NMR, Fourier Transform Infrared Spectrometry (FT-IR) and Gel Permeation Chromatography (GPC) were utilized to confirm their molecular structures and molecular weights . The DPPH assay was utilized to study their antioxidation capability and room temperature storage stability. Coexisting of 1,2-diol moieties was found to contribute to the long-term storage stability of the catechol type MAOs. Moreover, composite films of poly(vinyl alcohol) (PVA) with a methanol soluble MAOs were prepared through solution cast, and exhibited enhanced mechanical strength and toughness. The composite films were also endowed with antioxidation properties, potentially applicable as active packaging materials.
研究领域:
高分子化学
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食品科学
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材料科学
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产品关联
DOI
高影响因子
MICROCHEMICAL JOURNAL
·
2023
·
IF 4.8
Guangping Xia,Guihua Ruan,Yipeng Huang,Haoyun Hu,Shi Yu,Bingmei Lai,Zhenyu Li,Yun Zhang,Ningli Tang
Herein, uniform magnetic covalent organic framework (MCOF) microflowers were synthesized by facile inlaying aldehyde-functionalized Fe 3 O 4 nanoparticles onto the COF under mechanical stirring at room temperature. The MCOF microflowers kept flower-shaped morphology with high crystallinity and magnetism. In addition, the good water dispersibility and reusability made the MCOF microflowers to be good magnetic solid phase extraction (MSPE) adsorbents for the high-efficiency enrichment of eugenol anesthetics from aquatic products. The MCOF microflowers showed fast adsorption rate (10 min) and high extraction efficiency (above 84.02%) for eugenol anesthetics under optimal conditions. The MCOF microflowers displayed maximum adsorption capacities of 6.67, 12.31, and 16.78 µg g −1 for eugenol, eugenol acetate, and methyl isoeugenol, respectively. The MCOF microflowers based MSPE coupled with high-performance liquid chromatography method was proposed for enrichment and analysis of eugenol anesthetics in tilapia, shrimp and crab samples. The method showed a wide linear of 5.0–500.0 µg kg −1 and low detection limits of 2.4–3.6 μg kg −1 for eugenol anesthetics. The recoveries of spiked eugenol anesthetics ranged from 80.0% to 118.8% with relative standard deviations no>9.2%. Results indicate the high potential of MCOF microflowers to be an adsorbent for efficient extraction and analysis of eugenol anesthetics from complex aquatic product samples.
研究领域:
分析化学
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食品科学
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材料科学
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产品关联
DOI
高影响因子
Parasites & Vectors
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2021
·Vol. 14
·期 1
·1-6
·
IF 3.876
Li Meilin,Liu Shunlong,Yin Zhijuan,Bernigaud Charlotte,Guillot Jacques,Fang Fang
Background The limited ovicidal activity of currently available acaricides is a significant obstacle to efficacious scabies treatment. Several essential oils or their respective components have proved to be active against the eggs of arthropods, mainly lice and ticks. Information on the activity of these oils and/or components against the eggs of mites remains very limited. The aim of this study was to assess the activity of six terpenes (carvacrol, eugenol, geraniol, citral, terpinen-4-ol and linalool) commonly found in essential oils against the eggs of Sarcoptes scabiei . Methods Sarcoptes eggs were exposed to paraffin oil containing 1, 2.5, or 5% of each terpene tested. After a 12-h exposure period, the eggs were washed and placed in paraffin oil for hatching. Embryonic development following treatment was assessed every day to determine the stage of developmental arrest. Results The median effective concentration to obtain 50% egg mortality (EC 50 ) was 0.5, 0.9, 2.0, 4.8, 5.1 and 9.8% for carvacrol, eugenol, geraniol, citral, terpinen-4-ol and linalool, respectively. The microscopic images of eggs after each treatment indicated that these six terpenes may act by penetrating through the aeropyles on the egg surface. Conclusions In conclusion, carvacrol, eugenol and geraniol possess significant ovicidal activities, which should be considered as promising ovicidal agents for the treatment of scabies. Graphical Abstract
研究领域:
寄生虫学
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皮肤病学
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药理学
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产品关联
DOI
PubMed
高影响因子
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING
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2022
·Vol. 25
·期 9
·1545-1551
·
IF 1.714
Chen Genqiang,Zhu Lina,He Jiaxuan,Zhang Song,Li Yuanhao,Guo Xiaolong,Sun Di,Tian Yuee,Liu Shengming,Huang Xiaobo,Che Zhiping
Background: Developing the high-efficiency and low-risk small-molecule greenfungicide is the key to effective control of the plant pathogenic oomycetes. Essential oils play a very important role in novel fungicide discovery for their unique sources and potential target sites. Eugenol,
a kind of plant essential oil, was mainly isolated from the unopened and dried flower buds of Syzygium aromaticum of the Myrtaceae family. Due to its unique structural skeleton, eugenol and its derivatives have exhibited a wide range of biological activities. However, a study on the synthesis
of novel 1-sulfonyloxy/acyloxyeugenol derivatives as fungicidal agents against Phytophthora capsici has not yet been reported. Methods: Twenty-six novel 1-sulfonyloxy/acyloxyeugenol derivatives (3a-p and 5a-j) were prepared and their structures were well characterized by 1H
NMR, HRMS, and m.p. Their fungicidal activity was evaluated against P. capsici by using the mycelial growth rate method. Results: To find novel natural-product-based fungicidal agents to control the plant pathogenic oomycetes, we herein designed and synthesized two series of novel 1-sulfonyloxy/acyloxyeugenol
derivatives (3a-p and 5a-j) as fungicidal agents against P. capsici Leonian, in vitro. Results of fungicidal activity revealed that, among all compounds, especially compounds 3a, 3f, and 3n displayed the most potent anti-oomycete activity against P. capsici with EC50 values of 79.05, 75.05,
and 70.80, respectively. Conclusion: The results revealed that the anti-oomycete activity of eugenol with the sulfonyloxy group was higher than that with the acyloxy group. It is suggested that the fungicidal activity of eugenol can be improved by introducing the sulfonyloxy group. This
will pave the way for further design, structural modification, and development of eugenol derivatives as fungicidal agents.
研究领域:
植物化学
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农药科学
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分子生物学
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DOI
PubMed
高影响因子
IRANIAN POLYMER JOURNAL
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2017
·Vol. 26
·期 11
·821-831
·
IF 1.422
Cheng Chuanjie,Li Yupeng,Zhang Xu,Li Jin
Global resource crisis and severe environmental problems have compelled world scientists to develop sustainable and green chemical materials. In this work, eugenol, a cheap and renewable phenol derivative found in cloves, is successfully utilized to prepare hydroxyl non-isocyanate polyurethanes (HNIPU), with number-average molecular weights ( M
n ) from several to dozens of kilodaltons. First, a diepoxide intermediate is synthesized through three steps in 43.9% total yield. Second, this diepoxide reacts with CO 2 at atmospheric pressure to form an intermediate possessing two cyclic carbonate groups in moderate yield. Third, the cyclic carbonate-containing intermediate further reacts, with compounds such as 4,4′-diaminodiphenyl methane, 1,6-hexanediamine and p -xylene diamine by nucleophilic ring-opening to obtain the desired HNIPUs. Furthermore, the diepoxide intermediate and CS 2 undergo addition reaction to form cyclic dithiocarbonate intermediate that further reacts with 4,4′-diaminodiphenyl methane to afford polythiourethane (PTU). The resulting PTU contains mercapto groups in its each unit. Number-average molecular weight of PTU is Mn 2800 Da. Finally, crosslinking reactions occur between the mercapto groups of PTU and crosslinkers (1,6-hexanediol acrylate and/or cardanol) by thiol-ene reactions under UV ( λ = 365 nm) irradiation conditions, leading to their corresponding crosslinked polymers. The optimized conditions for preparing crosslinked polymers include: PTU/cardanol/1,6-hexanediol acrylate = 1:1:0.05 (mass ratio), and UV irradiation time for 30 min. This work is expected to expand applications of eugenol and to provide a new route to NIPUs and PTUs using various diamines.
研究领域:
材料科学
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绿色化学
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高分子化学
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产品关联
DOI
高影响因子
Journal of Inflammation Research
·
2025
·
IF 4.1
Liqiu Chen,Ran Zhang,Jing Xiao,Ying Liang,Zhen Lan,Yingao Fan,Xi Yu,Shengnan Xia,Haiyan Yang,Xinyu Bao,Hailan Meng,Yun Xu,Linjie Yu,Xiaolei Zhu
Objective: To explore the neuroprotective effect of Eugenol Acetate (EA) on post-stroke neuroinflammation and investigate the underlying mechanisms.Methods: For in vitro experiments, primary microglia were pre-incubated with EA for 2 hours, followed by lipopolysaccharide (LPS) stimulation for 24 hours or Oxygen-Glucose Deprivation (OGD) treatment for 4 hours. Real-time quantitative PCR, enzyme-linked immunosorbent assay (ELISA) and Western blot were performed to examine the expression levels of inflammatory cytokines in primary microglia. The activation of NF-κB signaling pathway was evaluated by immunofluorescence staining and Western blot. For in vivo experiments, middle cerebral artery occlusion (MCAO) was constructed to mimic ischemic brain injury on 8-week-old male C57BL/6J mice. The mice were continuously injected intraperitoneally with EA or vehicle after MCAO. Neurobehavioral tests and TTC staining were conducted to estimate the neurological deficits and infarct area. Moreover, the white matter integrity after MCAO was observed via immunofluorescence staining.Results: EA significantly reduced the expression of pro-inflammatory cytokines in LPS or OGD treated primary microglia, and inhibited LPS-induced activation of the NF-κB signaling pathway. In addition, EA alleviated ischemic brain injury and improved neuromotor function of MCAO mice. Furthermore, long-term neurological deficits and white matter integrity were improved by EA treatment after MCAO.Conclusion: EA alleviated ischemic injury and restored white matter integrity in MCAO mice, which might be associated with the inhibition of NF-κB signaling pathway in microglia. Therefore, EA might be a promising candidate for the treatment of ischemic stroke.
研究领域:
神经科学
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药理学
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分子生物学
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免疫学
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神经病学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
·
2023
·
IF 9.9
Jianang Sha,Xin liu,Rongrong Chen,Jing Yu,Qi Liu,Jingyuan Liu,Jiahui Zhu,Peili Liu,Rumin Li,Jun Wang
Traditional self-polishing antifouling coatings kill surface organisms by releasing toxic substances, which are damaging to the ecosystem. As a natural antimicrobial substance, eugenol is environmentally friendly and has been proven by different research teams to be effective in enhancing the anti-fouling effect of coatings in the real sea. While in these previous research works, the eugenol was released directly into the seawater thus cannot further serve as surface antifouling effect, leading to a limited antifouling effect of the coating. In this work, the quaternary ammonium component was introduced into the butyl ester-based resin - poly (eugenol methacrylate - acryloyloxyethyltrimethyl ammonium chloride - hexafluorobutyl methacrylate - methyl methacrylate - butyl methacrylate - ethylene glycol methyl ether acrylate) (EMQFP) coating for the first time by simple one-step free radical polymerization method. On the one hand, the eugenol produced by hydrolysis is anchored to the quaternary ammonium on the coating surface for a period of time due to the cationic-π interaction, instead of being released into seawater immediately after hydrolysis, thus increasing the utilization rate of eugenol; on the other hand, the negatively charged carboxylate groups generated after hydrolysis in the coating are mutually attracted to quaternary ammonium through electrostatic effect, so the resin chain segment conformation on the coating surface adjusted to produce zwitterionic-like structure, and the hydration of zwitterionic inhibits primary fouling adhesion.
研究领域:
材料科学
·
海洋生物学
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环境科学
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产品关联
DOI
PubMed
高影响因子
PROGRESS IN ORGANIC COATINGS
·
2022
·
IF 6.206
Jianang Sha,Jing Yu,Rongrong Chen,Qi Liu,Jingyuan Liu,Jiahui Zhu,Peili Liu,Rumin Li,Jun Wang
Ships and underwater facilities suffer from marine biofouling, which causes great harm. The most effective method against biofouling is to use self-polishing antifouling coatings. However, traditional coatings achieve antifouling performance by releasing toxic heavy metal antifouling agents , causing ecological problems. To solve this contradiction, a self-polishing antifouling coating polymer based on eugenol methacrylate was prepared. The hydrolysis of phenolic ester group realizes the transformation of resin segment from hydrophobicity to hydrophilicity . The self-polishing process releases eugenol , which is natural and non-toxic into seawater . It is the first time when self-polishing coating polymer achieves self-polishing by hydrolysis of phenolic ester groups and release of natural phenolic products. Eugenol release rate was the fastest at the beginning of immersion of the coating, reaching 0.48 μg·cm −2 ·day −1 for EMFP-25. After immersion in artificial seawater for 15 days, the release rate of eugenol from the coating tends to be stable, and the EMFP-25 with the highest release rate can reach 0.14 μg·cm −2 ·day −1 . The resin has good antibacterial and anti-algae properties, and the mussel attachment experiments show that mussels have a tendency to avoid resin coatings with high eugenol content.
研究领域:
海洋生物学
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材料科学
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DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2020
·
IF 5.162
Qian Wang,Li Zhang,Wu Ding
Chilled pork is widely consumed in China. However, various contaminants during storage directly lead to a decline in the quality of chilled pork products. An extract of natural plant sources, eugenol (Eug) exerts good antibacterial and antioxidant effects. Nanometerization was used in this study to improve the insoluble and volatile characteristics of Eug. Eug nanocapsules embedded with gelatin/chitosan (Eug-Gel-CS NPs) were used to preserve chilled pork. Results indicated that Eug-Gel-CS NPs could effectively inhibit increases in the pH, total volatile basic nitrogen (TVB-N), and thiobarbituric acid-reactive substances (TBARS) of chilled pork than that of the Eug group ( p < 0.05). The L * and a * values of the Eug-Gel-CS NPs group were significantly higher than those of the Eug and gelatin-chitosan (CS-Gel) groups ( p < 0.05). The total number of colonies (TBC) showed that the storage period of the Eug-Gel-CS NPs group could be extended to 15 d, which was significantly different from that of the CK group (8 d) ( p < 0.05). The Eug-Gel-CS NPs also effectively delayed the decline in the water- holding capacity (WHC), springiness, and cohesiveness of the chilled pork. Therefore, Eug-Gel-CS NPs exert good antiseptic, antibacterial, and antioxidative effects on preserved chilled pork.
研究领域:
食品科学
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生物技术
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产品关联
DOI
PubMed
高影响因子
Journal of Bioresources and Bioproducts
·
2020
·
IF 0
Huilin Xu,Dongyue Zhang,Jianshu Li
In this work, dopamine methacrylamide (DMA) and eugenyl methacrylate (EMA) were used to synthesize polymeric particles of Poly (DMA- co -EMA) by free radical precipitation copolymerization. These two monomers were modified from dopamine (consisting of the catechol moieties adhering to various materials) and eugenol (with antibacterial property), respectively. The proton nuclear magnetic resonance ( 1 H NMR) and Fourier transform infrared (FT-IR) spectroscopy were applied to confirm the successful synthesis of the two monomers and copolymer. The scanning electron microscope (SEM) images showed the size and morphology of the polymer particles. The results indicated that regular particles with uniform size could be obtained with a monomer feeding ratio of 5꞉5. The results of antibacterial activity test indicated that the obtained polymer particles have an antibacterial rate over 90% to Eugenia coli .
研究领域:
材料科学
·
生物医学工程
·
微生物学
✓ 已验证
DOI
危险品化学品经营许可证（带存储）