JOURNAL OF POLYMER RESEARCH
·
2018
·Vol. 25
·期 2
·1-13
·
IF 1.434
Cheng Chuanjie,Li Jin,Yang Fanghong,Li Yupeng,Hu Zhongyu,Wang Jinglan
A novel small molecule 1,3-bis(eugenyl) glycerol diether is synthesized from renewable eugenol and epichlorohydrin in 60% total yield, and its structure is confirmed by 1 H–NMR spectrum. Then, this small molecule is utilized to prepare oligomer, linear polymer and the corresponding crosslinked polymer (denoted as P
2
) by using thiol-ene and thiol-oxidation reactions. The polymer P
2
can form brown film on a glass substrate and can be easily put off from the substrate. Mechanical properties of P
2
show that tensile strength value is about 6 MPa, with elongation at break of around 300%. Glass transition temperature (Tg) of P
2
is −2.76 °C, meaning that P
2
is at rubber state. There are hydroxyl groups in the prepared linear polymer, which further reacts with 1,6-hexanediisocyanate (HDI) to form polyurethane P
4
with crosslinked structures. Compared with P
2
, the polyurethane P
4
forms yellow film on a glass substrate. But the film of P
4
is not so flexible as that of P
2
, presumably because of relatively higher Tg (5.85 °C) of P
4
than P
2
. Due to the existence of dynamic disulfide bonds as well as hydrogen bonds in both P
2
and P
4
, these thermoset resins show repeatable self-healing behavior stimulated by UV irradiation. Furthermore, the polyurethane P
4
exhibits ultrahigh temperature resistance performance, with Td 5 = 375 °C and Td 10 = 1000 °C according to TGA curve. This work is expected to expand research and potential applications of the renewable resource eugenol in preparation of smart materials.
研究领域:
高分子材料
·
绿色化学
·
智能材料
·
功能材料
·
自修复材料
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DOI
高影响因子
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
·
2011
·Vol. 71
·期 1
·207-213
·
IF 1.22
Wang Ting,Li Bin,Si Hongyan,Lin Li,Chen Li
A solid state eugenol/β-cyclodextrin inclusion complex (EG/β-CD) was prepared by lyophilization method and characterized by Powder X-ray Diffraction (XRD) and Fourier Fransform Infrared Spectroscopy (FTIR). UV–Vis spectrometer was used to determine the EG content encapsulated in the complex. In order to estimate the release characteristics of the EG/β-CD powder, Avrami’s equation and Thermogravimetric (TG) analyzer were, respectively, used. The loss percentage of EG was no more than 10 wt% for 4 week exposing at 25 °C and 75% humidity, and the release of EG is controlled by a combination mechanism of diffusion and first-order mode. TG results not only proved the thermo stability of the EG in EG/β-CD complex, but also clarified the thermal decomposition behaviors of the EG/β-CD. The antibacterial activity of the EG/β-CD complex was investigated using agar cup-plate diffusion method and bacterial strains of Escherichia coli , Salmonella paratyphi B, and Staphyloccocus aureus were used. The results indicated that EG/β-CD had a selective antimicrobial active against Escherichia coli .
研究领域:
药物化学
·
材料科学
·
微生物学
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DOI
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2021
·Vol. 138
·期 22
·50515
·
IF 3.125
Xiaojing Zhang,Yuquan Cai,Xianwei Zhang,Tariq Aziz,Hong Fan,Carla Bittencourt
A eugenol-based silicone-containing monomer 4,4′-(1,1,3,3-tetramethyldisiloxane-1,3-dipropyl)bis-2-methoxyphenol(EUSi) was synthesized from eugenol and 1,1,3,3-tetramethyldisiloxane via the hydrosilylation reaction. And waterborne polyurethane (WPU) with excellent properties was obtained by using EUSi as a type of diol chain extender. The unique combination of rigidity and flexibility in the chemical structure of EUSi greatly facilitated the mechanical properties, thermal properties, and water resistance of WPU. With only a 3% dosage of EUSi, the maximum tensile strength was increased from 6.2 to 22.4 MPa, while the water absorption was decreased from 31.3% to a surprisingly 7.6%. Our work provides a new convenient strategy for the preparation of organosilicon-modified WPU with improved performance.
研究领域:
材料科学
·
高分子化学
·
化学工程
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产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2021
·
IF 5.279
Shuai Chen,Xin Wu,Shengguo Tang,Jie Yin,Zehe Song,Xi He,Yulong Yin
The present study investigated the effect of eugenol (EUG) on dextran sulfate sodium (DSS)-induced colitis and explored the underlying mechanisms. C57BL/6 mice were intragastrically administered normal saline or EUG (20 mg/kg body weight) for 17 days, and colitis was induced by using 3% DSS from day 7. The results showed that EUG increased the body weight and reduced the disease activity index score and colon pathological scores in DSS-treated mice (P < 0.05). Further, EUG preserved the proinflammatory cytokines (interleukin (IL)-6, -12, -21, and -23), lowered (P < 0.05) colonic malondialdehyde (MDA), uncoupling protein 2 (UCP2) expression and p65 phosphorylation, and activated (P < 0.05) colonic kelch-like ECH-associated protein 1 and nuclear factor (erythroid-derived 2)-like 2 expressions but did not affect the intestinal microbiota in DSS-treated mice. Furthermore, EUG ameliorated colitis in antibiotic-treated mice, while fecal microbiota transplantation from EUG preadministered mice failed to ameliorate colitis. In conclusion, EUG could alleviate colitis by attenuating colonic inflammation and oxidative stress independent of intestinal microbiota.
研究领域:
药理学
·
免疫学
·
胃肠病学
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DOI
PubMed
高影响因子
Frontiers in Pharmacology
·
2023
·
IF 5.6
Xu Liu,Qi Tao,Youming Shen,Xiwang Liu,Yajun Yang,Ning Ma,Jianyong Li
Introduction: Inflammation is a defensive response of the body and the pathological basis of many diseases. However, excessive inflammation and chronic inflammation impair the homeostasis of the organism. Arachidonic acid (AA) has a close relationship with inflammation and is the main mediator of the pro-inflammatory response. Based on the prodrug principle, the new pharmaceutical compound aspirin eugenol ester (AEE) was designed and synthesized. However, the effects of AEE on key enzymes, metabolites and inflammatory signaling pathways in the AA metabolic network have not been reported. Methods: In this study, the anti-inflammation effects of AEE were first investigated in mice and RAW264.7 cells in LPS induced inflammation model. Then, the changes of the key enzymes and AA metabolites were explored by RT-PCR and targeted metabolomics. Moreover, the regulatory effects on NF–kB and MAPKS signaling pathways were explored by Western Blotting. Results: Results indicated that AEE significantly reduced the number of leukocyte and increased the lymphocyte percentage. AEE decreased the expression levels of IL-1β, IL-6, IL-8 and TNF-α both in vivo and in vitro . In the liver of mice, AEE downregulated the levels of AA, prostaglandin D 2 (PGD 2 ) and upregulated 12- hydroxyeicosatetraenoic acid (12-HETE). However, the changes of PGE 2 , PGF 2α , 6-keto-prostaglandin F 1α (6-KETO-PGF 1α ), 9-hydroxy-octadecenoic acid (9- HODE), 13-HODE, 15-HETE, docosahexaenoic acid (DHA) and thromboxane B 2 (TXB 2 ) were not significant. Additionally, it was found that AEE decreased the relative mRNA expression levels of p65 and p38 and the ratio of p-p65/p65. Discussion: It was concluded that AEE might inhibit the LPS-induced inflammatory response through the regulation of AA metabolism. This study provides the theoretical foundation for the development of AEE as a medicinal anti-inflammatory drug.
研究领域:
药理学
·
免疫学
·
细胞生物学
·
分子生物学
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产品关联
DOI
PubMed
高影响因子
ACS Applied Polymer Materials
·
2025
·
IF 4.7
Langlang Dai,Yuehong Zhang,Fei Ma,Tuo Ji,Lei Zhang,Bin Lyu
In order to reduce dependence on petroleum resources, three different biobased epoxy monomers (Eu-EP-1, Eu-EP-2, and Eu-EP-3) with a biobased carbon content of 76.9%–83.3% were prepared from eugenol, which can be derived from lignin. Three eugenol-based epoxy thermosets (Eu-EP-1/IPDA, Eu-EP-2/IPDA, and Eu-EP-3/IPDA) were then obtained by curing Eu-EP monomer with a commercial IPDA (isophorone diamine) hardener; the curing activation energy was in the range of 37.4–48.2 kJ/mol, the gel content ranged from 95.4%–96.5%, and the cross-linking degree reached 1185–2119 mol/m3, confirming that Eu-EP and IPDA were cured to form cross-linking network structures. Therefore, the Eu-EP/IPDA thermosets had excellent in-service performance with a Tg of 63.9–76.3 °C and a tensile strength of 34.7–43.1 MPa. However, the Eu-EP/IPDA thermosets with permanent chemical bonds were difficult to recycle. Since Eu-EP-2/IPDA had balanced performance, Eu-EP-2 was selected to develop recyclable Eu-EP/AFD epoxy vitrimers by curing with AFD (4,4′-dithiodiphenylamine). The resulting Eu-EP-2/AFD1.00 epoxy vitrimer had a Tg of 79.4 °C and a tensile strength of 39.2 MPa, and the remodeling of the Eu-EP-2/AFD1.00 epoxy vitrimer could be achieved by hot pressing at 200 °C for 6 h; the self-healing of the scratched material could be achieved by heating at 180 °C for 2 h, and the Eu-EP-2/AFD1.00 epoxy vitrimer could be dissolved in mercaptoethanol. Therefore, Eu-EP is a potential sustainable epoxy monomer for the development of epoxy materials with a balanced in-service performance and recyclability. This study offers a facile solution for the development of sustainable eugenol-based epoxy materials.
研究领域:
材料科学
·
化学工程
·
可持续发展
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产品关联
DOI
高影响因子
CATALYSIS TODAY
·
2015
·
IF 3.893
Jing Xing,Liang Song,Cong Zhang,Mingdong Zhou,Li Yue,Xuebing Li
Upgrading of lignin derived bio-oil is a very promising way to relieve humankind's dependence on traditional fossil fuels. Eugenol, a model compound for lignin monomers with a methoxyl group and a hydroxyl group, was hydrodeoxygenated in aqueous phase with Pd/C as hydrogenation catalyst and ZSM-5 zeolite as hydrolysis and dehydration catalysts. The bulky lignin monomers had difficulty in accessing the acid sites of the micropores of ZSM-5 zeolite, thus we introduced mesopores via alkaline treatment under various conditions. Alkali-treated ZSM-5 zeolites showed higher conversion and hydrocarbon selectivity compared to the parent ZSM-5 zeolite. When ZSM-5 zeolite was treated at 338 K, the conversion and the hydrocarbon selectivity increased by 21% and 24%, respectively. In addition, much more weak acid sites of ZSM-5 zeolites after alkaline treatment also promoted the hydrolysis and dehydration process.
研究领域:
化学工程
·
能源科学
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DOI
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
·
2022
·
IF 6.449
Ningning Lv,Ming Zhao,Li Hao,Xinhua Zhou,Huayao Chen,Hongjun Zhou
Eugenol (EUG) is a natural compound with antibacterial and insect repellent activity. Its processing, utilization, and storage are limited due to its strong volatility, instability, and low solubility in water. In this study, an amphiphilic polymer-based nano-green coating (CMC-CYST-EUG) based on carboxymethyl cellulose (CMC) has been prepared, EUG was grafted into CMC by thiol-ene click reaction of Cysteamine hydrochloride (CYST) to reduce the volatility of EUG. When exposed to the same environment, the antibacterial duration of CMC-CYST-EUG increased by 7.8 times compared with pure EUG. Liquid holding capacity of CMC-CYST-EUG on pakchoi leaf surface increased by 81% compared with EUG solution. It shows that CMC-CYST-EUG has good adhesion to fruits and vegetables and can prevent the loss of EUG. Strawberry treated with CMC-CYST-EUG can be stored for 7 days. Within the concentration range of 0.5–0.25 mg/mL, the antifeedant rate of CMC-CYST-EUG to pests was significantly higher than that of EUG. Importantly, cytotoxicity tests show that CMC-CYST-EUG is considered safe at low concentrations. This synthetic material provides a strategy for the development and utilization of volatile active substances.
研究领域:
食品科学
·
材料科学
·
生物学
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DOI
高影响因子
Materials Today Communications
·
2025
·
IF 4.5
Shuhong Nie,Zheng Wang,Xiaohui Jiang,Liangmin Yu,Mengxuan Sun
Reasonable heteroatom doping and structural construction can improve the performance of electromagnetic wave (EMW) absorbing materials. Eugenol-acrylate monomer (EAM) with rich double bonds is synthesized from eugenol and acrylic anhydride by esterification without solvation. EAM and acrylonitrile (AN) are used as raw materials, the EAM as a source of carbon, the AN as nitrogen source. According to different molar ratios, a series of eugenol-group polymer microspheres with particle size ranging from 0.8 to 1.5μm are prepared by precipitation polymerization through one-pot method. Furthermore, N-doped carbonization microspheres with excellent EMW absorption properties are prepared by a controlled carbonization process with particle size ranging from 0.4 to 1.0μm. In this study, the molar ratios of EAM and AN are adjusted to optimize the EMW absorption properties of the prepared EMW absorbing materials of carbonization microspheres. It is confirmed that carbonization microspheres have good EMW absorption performance at an EAM to AN ratio of 7:3 and a thickness of 3 mm, the minimum reflection loss (RL min ) is −40.89 dB (12.56 GHz), and the effective absorption bandwidth (EAB) is 5.01 GHz (10.01–15.02 GHz). In this work, derivatives of eugenol with rich double-bond from a wide range of sources are involved in the process of copolymerizing microspheres maintained morphological stability before and after carbonization, which provided an efficient and easy method for the preparation of nitrogen and oxygen doped carbon microspheres, enriched the types of wave absorbing materials, and laid a foundation for future work.
研究领域:
材料科学
·
化学工程
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产品关联
DOI
高影响因子
Food Chemistry-X
·
2026
·
IF 9.2
Kangqing Yuan,Fangxuan Yi,Jiawei Wang,Xiangyou Wang
The postharvest quality of Agaricus bisporus declines rapidly during refrigerated storage. A controlled-release system (Eugenol@MCM-41) was prepared by loading eugenol into MCM-41, with a loading capacity of 51%. Physicochemical characterization and all-atom molecular dynamics (MD) simulations were combined to clarify the sustained-release mechanism. MD simulations provided supportive evidence for favorable eugenol–silica interfacial interactions and restricted surface-associated mobility in the mesoporous model. In vitro release exhibited clear medium dependence and followed the Weibull model, consistent with diffusion-dominated release under confinement. In storage trials at 4 ± 1 °C, Eugenol@MCM-41 extended acceptable mushroom quality to 15 days. The treatment reduced weight loss, maintained firmness, delayed browning, and lowered malondialdehyde accumulation versus the control and pristine MCM-41. These results connect nanoscale confinement with preservation performance and support Eugenol@MCM-41 as an effective eugenol delivery system for preserving highly perishable foods.
✓ 已验证
产品关联
DOI
PubMed
高影响因子
POWDER TECHNOLOGY
·
2026
·
IF 5.5
Wenyun Zhou,Sen Huang,Xingwei Peng,Anrong Yao,Meng Zhou,Yanping He
The high volatility of eugenol severely restricts its application in long-lasting fragrances. While microencapsulation is a common solution, conventional materials face significant limitations: melamine-formaldehyde (MF) microcapsules raise safety concerns, while monolithic polymer shells often undergo swelling and rupture, leading to premature leakage. Herein, we present a novel and safe microencapsulation platform based on an in-situ core viscosification strategy. We designed double-shelled microcapsules featuring an inner sacrificial shell of poly (styrene-acrylic acid) and an outer rigid shell of cross-linked polystyrene. The pivotal innovation lies in the post-encapsulation dissolution of the inner shell by eugenol, which transforms the liquid core into a highly viscous, polymer-rich matrix. This transformation intrinsically retards fragrance diffusion, without compromising the initial capsule formation. Systematic optimization of fabrication parameters yielded microcapsules with exceptional mechanical strength, exhibiting a rupture force of 7.24 ± 0.39 mN and toughness of 2.42 ± 0.24 J/m 3 . Release kinetics and thermal analysis demonstrated a profound enhancement in sustained release, with exhibited remarkably sustained release behavior compared to conventional MF microcapsules, and a major release event shifted to a temperature over 100 °C higher. This work presents an in-situ core viscosification strategy driven by synergistic sacrificial-layer dissolution and molecular entanglement for sustained fragrance delivery, offering a high-performance, formaldehyde-free alternative for cosmetics and textiles.
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DOI
高影响因子
ACS Applied Materials & Interfaces
·
2026
·
IF 7.8
Jidi Liu,Huicong Feng,Yingqi Liu,Tong Zhu,Han Wang,Jing Wang,Fu Zhu,Shuang Gao,Xinru Wang,Rusi Zhang,Xifan Mei,Chao Wu,He Tian
Spinal cord injury (SCI) is a highly disabling trauma, and the inflammatory response plays a critical role in disease progression. The detrimental inflammatory microenvironment exacerbates neuronal apoptosis and suppresses axonal regeneration. Methyl eugenol (ME), the primary active ingredient in the traditional Chinese medicine Asarum, possesses multiple pharmacological activities, including anti-inflammatory and antioxidant. In this study, we developed glutathione-chitosan modified ME liposomes (GCME-LIPO) for the intranasal delivery in SCI treatment. The GCME-LIPO was achieved by encapsulating ME in liposomes, chitosan was electrostatically adsorbed on the surface to enhance mucosal adhesion, and Glutathione was covalently bonded to the amino groups of chitosan. The nanoparticles were well-dispersed, approximately 200 nm in size, and biocompatible. Following intranasal administration, GCME-LIPO showed enhanced accumulation in the injured spinal cord and increased localization around microglia. Both in vitro and in vivo experiments confirmed that GCME-LIPO significantly downregulated the expressions of TNF-α, iNOS and IL-1β and upregulated the levels of IL-4 and Arg-1. In addition, motor function in SCI mice was significantly improved after GCME-LIPO treatment. The underlying mechanism of GCME-LIPO was associated with the inhibition of the JAK2/STAT3 signaling pathway activation. This study provides a strategy for applying ME in SCI treatment, demonstrating considerable application potential.
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DOI
PubMed
高影响因子
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