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HIGH PERFORMANCE POLYMERS · 2016 · IF 1.045

Novel cardanol-containing boron-modified phenolic resin composites

Fengyi Wang,Zhixiong Huang,Yang Liu,Yunxia Li

To improve the thermal stability of phenolic resin and develop functional sustainable adhesive, a thermal-resistant cardanol-containing boron–phenolic resin (CBPR) was prepared by copolymerizing salicyl alcohol, cardanol, and boric acid. The structure of CBPR was characterized by Fourier transform infrared spectroscopy. Thermal stability of the investigated composites was estimated using thermogravimetric analysis (TGA). The results of TGA indicated that the modified resin exhibited excellent thermal stability. Specifically, the B-0.2 thermoset had a char yield of 69% when the boron content was only 1.27 wt%. The curing kinetic behavior was well described by differential scanning calorimetry and model-free kinetic analysis. Further, CBPRs, nano-aluminum oxide powders, glass powders with low melting point, and vitreous silica fibers were used as resin matrix, filler, forming additive, and reinforced material, respectively, to produce a novel ceramizable phenolic molding composite. The ablative characteristics of the co-cured blends were explored in terms of linear/mass ablation rate and microscopic pattern of ablation via the oxyacetylene torch tests. After thermal treatment, the formation and growth of the ceramic phase enhanced the thermal stability and ablation performance of the composites at high-temperature region. The morphology and phase composition of the residual chars were studied by scanning electron microscopy and energy dispersive spectroscopy, respectively. The linear and mass ablation rates for the modified composites decreased obviously in comparison with those of the unmodified composites, indicating that the modified composites possessed enhanced thermal stability and ablation property.

研究领域: 材料科学 · 化学工程
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ACS Sustainable Chemistry & Engineering · 2023 · IF 8.4

Synthesis and Application of Cardanol-Heterocyclic Amines as Photostabilizers and Antioxidants in Polylactic Acid

Jianxiang Feng,Yulin He,Xuemei Zeng,Benhao Xiang,Shuyi Chen,Pu Shi,Yuejun Liu

Due to biophenol being inherently antioxidant inefficient and cost intensive, it has no choice but to modify its chemical structure for large-scale applications. Cardanol-heterocyclic amines (BAOs) were prepared by a two-step method based on the intramolecular synergistic antioxidant effects of cardanol and nitrogen-containing heterocycles. Their thermal properties and antioxidant and photostability properties in polylactic acid (PLA) were analyzed. The cardanol-heterocyclic amines exhibited high initial decomposition temperatures as high as 380 °C. In addition, with the addition of 1% content of them to PLA, the tensile strength retention rate remained at 35% after 48 h of photoaging, which was 2–2.5 times higher than that of commercial antioxidant butylated hydroxytoluene (BHT) and remained at 67% after 144 h of thermal-oxidative aging, which was about 2 times higher than that of BHT. Among four cardanol-heterocyclic amines, BAO4 possessed superior photostability and antioxidant properties, presenting an intramolecular synergy between OH, N, and S.

研究领域: 材料科学 · 化学工程
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PROGRESS IN ORGANIC COATINGS · 2023 · IF 6.6

Fabrication of graphene oxide-modified self-healing microcapsules for Cardanol-based epoxy anti-corrosion coatings

Wentao Wu,Liangyong Chu,Santiago J. Garcia,Sybrand van der Zwaag,Ming Li,Liming Shen,Ningzhong Bao

In this paper, graphene oxide (GO) modified microcapsules have been developed for use in self-healing Cardanol-based epoxy anti-corrosion coatings on steel substrates. The microcapsules had a polymethyl methacrylate (PMMA) shell, covered with aminated GO flakes and contained either of the two complementary healing agents mixed with nanosized GO flakes. One set of capsules contained epoxidized nanosized GO and Cardanol-based epoxy resin , while the other contained aminated nanosized GO and Cardanol-based amine curing agent. The microcapsules had a narrow size distribution with a peak value of 4 μm. The Cardanol-based coatings containing various fractions of up to 20 wt% microcapsules in their stoichiometric ratio showed excellent anti-corrosion and self-healing properties. FT-IR, XPS , AFM, and Raman spectroscopy were used to characterize the size and chemical composition of the GO. Optical microscopy and SEM were used for morphological characterization. Double cantilever test upon bulk samples showed an excellent load transfer across the fracture plane after only 1 day curing at room temperature. The anti-corrosion properties of the Cardanol-based coating containing the two-component microcapsules were tested using electrochemical impedance spectroscopy (EIS). It was found that, after 60-day immersion in 3.5 wt% NaCl solution, the low-frequency impedance modulus |Z| 0.01Hz of the Cardanol-based coating containing GO-modified microcapsules was three orders of magnitude higher than that of the systems with capsules without GO. After scratching the coating containing 20 wt% GO-modified microcapsules and exposing it to an aqueous 3.5 wt% NaCl solution, the |Z| 0.01Hz of the Cardanol-based coating returned over a period of 7 days to the original value.

研究领域: 材料科学 · 化学工程
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Advanced Energy and Sustainability Research · 2023 ·Vol. 5 ·期 1 ·2300117 · IF 5.8

Surface Modification of Kombucha Bacterial Cellulose for High Water and Water Vapor Barrier: Enhanced Properties through Enzyme Etching and Cardanol-Silane Coating

Hio Lam Chong,Ka Man Cheung,Zhuolun Jiang,To Ngai

This study presents surface modification for fabricating high water and water vapor barrier, mechanically/thermally strong, nontoxic, and biodegradable Kombucha bacterial cellulose (KBC) films, which have the potential to replace petroleum-based single-use plastic toiletries in hotel industry. The desire for more sustainable, biodegradable, and easy-to-process materials has driven the increasing attention to the application of KBC. However, the hydrophilicity, low reactivity, and prolonged activation have limited the use of KBC. Herein, enzyme etching is shown prior to chemical treatment and can enhance surface area and functional properties of etched KBC (EKBC) films. Improving surface area for condensation reaction between surface hydroxyl group and silane-modified cardanol solution, a hydrophobic byproduct from the cashew nut industry, the surface of KBC can turn hydrophobic with water contact angle up to 108.3° ± 0.4°. The proof of synthesis, grafting, water barrier, mechanical strength, biodegradablility, and nontoxicity is thoroughly investigated. The result shows that etching for 20 min and coated with 2% cardanol-based silane (CBS) achieves the highest water barrier with high biodegradability that can completely degrade within 5 months. As such, coated CBS with EKBC (CBS-EKBC) is shown to possess high sustainability with a simple modification step.

CAS / MDL: 7681-52-9
研究领域: 材料科学 · 生物工程 · 环境科学
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EUROPEAN POLYMER JOURNAL · 2017 · IF 3.531

Cardanol-capped main-chain benzoxazine oligomers for resin transfer molding

Lei Zhang,Yong Yang,Yingxin Chen,Hongwei Lu

Main-chain benzoxazine oligomers can be phenol-capped now. In this article, cardanol, a renewable phenol extracted from agricultural byproduct, is designed as the capping agent for the oligomers. Benefiting from the long alkyl chain of cardanol, the oligomers possess good processability to satisfy resin transfer molding without adding any diluents. The structures of the oligomers are verified by Fourier transform infrared spectroscopy, 1 H and 13 C nuclear magnetic resonance spectroscopy. The molecular weight and distribution have been measured by size exclusion chromatography. The thermal properties, including glass transition temperature, coefficient of thermal expansion, thermal stability and char yield, are characterized and discussed in this study.

研究领域: 高分子科学 · 材料工程 · 热固性树脂 · 可持续材料
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TENSIDE SURFACTANTS DETERGENTS · 2017 ·Vol. 54 ·期 4 ·322-326 · IF 0.869

Synthesis and Characterization of Saturated Cardanol Sulfonate Salt Gemini Surfactant

Yawen Zhou,Pengquan Su,Fu Han,Guiju Zhang,Baocai Xu

The synthesis, structural analysis and properties of saturated cardanol sulfonate salt Gemini surfactant (Gemini-SCSS) were described and compared with saturated cardanol sulfonate salt (SCSS). The structure was characterized by infrared spectra and proton nuclear magnetic resonance. Gemini-SCSS reduced the surface tension of water to a minimum value of approximately 35 – 37 mN m −1 with concentrations of (0.9 − 2.0) × 10 −4 mol L −1 and displayed low foamability and high emulsification, which were better than those of SCSS. Finally, Gemini-SCSS and SCSS both demonstrated good resistance to acid, alkali, hard water.

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JOURNAL OF POLYMER RESEARCH · 2013 ·Vol. 20 ·期 7 ·1-11 · IF 2.019

UV cured polymer based on a renewable cardanol derived RAFT agent

Cheng Chuanjie,Bai Xiongxiong,Liu Shaojin,Huang Qinghua,Tu Yuanming,Wu Haiming,Wang Xiaoji

A cardanol-derived reversible addition-fragmentation chain transfer (RAFT) agent was synthesized in 57 % total yield, and a cardanol-based anionic surfactant was also facilely prepared. Emulsion polymerization of methyl methacrylate (MMA) was realized to form a cardanol-terminated PMMA polymer by using the novel RAFT agent as well as the cardanol-based anionic surfactant. To improve the properties of cardanol-terminated PMMA as a material, UV-curing was performed. According to the comprehensive behavior of the UV-cured resins, optimal irradiation time was 20 min.

研究领域: 材料科学 · 高分子化学 · 可持续化学
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RSC Advances · 2015 ·Vol. 5 ·期 129 ·106651-106660 · IF 3.84

Structure and thermal properties of phosphorus-containing polyol synthesized from cardanol

Caiying Bo,Lihong Hu,Puyou Jia,Bingchuang Liang,Jing Zhou,Yonghong Zhou

P-Containing cardanol polyol (PCP), a novel cardanol derivative, was synthesized. Its structure was confirmed by Fourier transform infrared spectrometry (FT-IR) and 1H nuclear magnetic resonance (1H NMR). Its flame retardancy and thermal stability were assessed by limiting oxygen index (LOI) and thermogravimetric analysis (TGA). TGA showed that the degradation occurred in two stages with varying mass rate losses of PCP. The PCP showed higher initial decomposition temperature (Ti), final degradation temperature (Tf), and maximum degradation temperature (Tmax) than cardanol diol (CD) of the same class, and also had higher mass residual than CD (6.77% vs. 0.02%). To study the flame retardancy of PCP, we prepared a series of polyurethane foams (PUFs) with different PCP content. LOI increased continuously with the increasing content of PCP added into PUF. The thermal degradation of PCP was disclosed by TGA-FTIR and TGA-MS. During degradation, PCP continued to release PO free radicals and o-phenylphenoxyl free radicals, which acted as scavengers of H˙ and OH˙ during two degradation stages at 200 °C. Moreover, the phosphaphenanthrene group may create a char residue acting as a barrier for the polymer matrix.

研究领域: 高分子化学 · 材料科学 · 阻燃材料 · 热分析
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MOLECULES · 2025 ·Vol. 30 ·期 20 ·4119 · IF 4.6

Nanofiber Networks from Self-Assembling Cardanol Amphiphiles: Toward Renewable Multifunctional Surfactants

Yichuan Wang,Leilei Zhao,Bao Liu,Longhui Deng,Zhenqiang Wu

This article focuses on the utilization of the supramolecular self-assembly of renewable materials derivatives to obtain functional compounds. Novel bio-based amphiphile molecules (CALAHandPALAH) were synthesized through a tailored process, involving Williamson ether synthesis and amidation reactions, employing renewable amino acid and cashew nut shell liquid (CNSL) derivatives as essential reactants. Their molecular structures were confirmed by nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HRMS), and Fourier-transform infrared spectroscopy (FT-IR). Notably, these compounds self-assemble into nanofibers that organize into a fibrous network, unexpectedly exhibiting two distinct morphologies: curved and rigid nanostructures. These structures were characterized by scanning electron microscopy (SEM), and their formation mechanisms were elucidated through temperature-dependent NMR studies and density functional theory (DFT) calculations. The sodium salts of the compounds (PALAandCALA) exhibited fundamental surfactant properties, exhibiting a hydrophilic lipophilic balance (HLB) value of 13.7 and critical micelle concentration (CMC) values of 1.05 × 10−5M and 4.10 × 10−6M. They also demonstrated low cytotoxicity, suggesting potential suitability in consumer applications. Furthermore, the compounds exhibited multi-functional performance as effective inhibitors ofStaphylococcus aureusand efficient adsorbents for gaseous pollutants.

CAS / MDL: 96-34-4
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POLYMER DEGRADATION AND STABILITY · 2021 · IF 5.03

Intrinsically flame retardant cardanol-based epoxy monomer for high-performance thermosets

Jiali Huang,Wenwen Guo,Xin Wang,Lei Song,Yuan Hu

Petroleum-based diglycidyl ether bisphenol A (DGEBA)-type epoxy is one of the most popular thermosetting materials currently, but it suffers from brittleness, flammability and non-renewability. In this study, an intrinsically flame retardant bio-based epoxy monomer (HECarCP) was synthesized from cardanol and cyclophosphazene. Subsequently, HECarCP was cured by 4,4’-diaminodiphenyl methane (DDM) to obtain a thermosetting material. Compared to the cured DGEBA/DDM thermoset, the cured HECarCP/DDM thermoset showed lower initial decomposition temperature; however, the earlier thermal decomposition caused by cyclophosphazene core contributed to char formation in return. As well, the HECarCP/DDM exhibited slightly lower tensile strength but much higher elongation at break than the DGEBA/DDM, overcoming the drawback of brittleness of the DGEBA/DDM. More importantly, the cyclophosphazene core provided intrinsic flame retardancy to the HECarCP/DDM thermoset, which displayed a relatively high LOI value of 33.0% and UL-94 V-0 classification. In cone calorimeter measurement, the peak heat release rate, total heat release and total smoke production of the HECarCP/DDM thermoset was declined by 63%, 24% and 72%, respectively, compared to those of the DGEBA/DDM, owing to the formation of a thermally stable and insulating char layer during combustion. This study paves the way for broadening applications of cardanol in fabrication of high-performance bio-based thermosetting polymers with excellent comprehensive properties.

研究领域: 材料科学 · 化学工程 · 高分子科学
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PROGRESS IN ORGANIC COATINGS · 2015 · IF 2.358

Preparation and properties of UV-curable multi-arms cardanol-based acrylates

Jingcheng Liu,Ren Liu,Xiaopeng Zhang,Zhiquan Li,Hongtao Tang,Xiaoya Liu

A series of multi-arms cardanol-based acrylates (CGHA, CDHA, CTHA) were synthesized using renewable cardanols and bio-based polyols (glycerol, diglycerol, tripilyglycerol) as precursors. The structures and molecular weights of the cardanol-based acrylates were characterized by FT-IR, 1 H NMR and GPC , respectively. The synthesized multi-arms cardanol-based acrylates were used to produce UV-curable films and coatings. High mechanical strength as well as good biodegradability of the UV-cured films was obtained. The important coating film properties, such as hardness, gloss and adhesion were also investigated. The results showed that the coatings with high bio-based content exhibit good adhesion, gloss and acid-resistance, which is comparable to the soybean oil (AESO)-based and polyester acrylate.

CAS / MDL: 77-58-7 7722-84-1
研究领域: 材料科学 · 可再生资源化学
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Materials Today Communications · 2023 · IF 3.8

Natural cardanol modified liquid polyisoprene rubber and its surface adhesion performance

Xiaoyu Lu,Yicheng Zhang,Chengfeng Liu,Yanyan Zheng,Qinhui Chen

Inspired by mussel protein, the adhesives based on dopamine boom due to its perfect adhesion performance. However, limited by its high price, it is of great significance to study adhesives originated from natural and renewable phenolic and polyphenol compounds which structure is similar to dopamine. The application of natural products can also reduce the consumption of non-renewable petrochemical resources. Herein, the agriculture and forestry by-products cardanol (CA) was grafted onto liquid polyisoprene rubber (LIR) molecular chains to improve its surface energy. Then, the grafting product (LCA) experienced complex formulation (GLCA) and vulcanization (v-LCA). The vulcanization crosslinking was confirmed by the weakening of double bonds absorption in IR spectra and C-C peak in XPS spectra, the enhancement of methyl proton in the α-position of quaternary carbon atom in 1 H NMR spectra. The GLCA adhesive agent showed good adhesion performance on wet polar substrates because the drainage effect of LIR and the alkyl chains of CA. Moreover, CA provides the possibility of the multiple interactions as metal bonding, hydrogen bonding , cation-π interaction, π-π stacking, hydrophobic interaction and entanglement between chains. The v-LCA adhesive layer exhibits good solvent resistance . This study provides a prospect of the natural phenolic compounds from agriculture and forestry by-products to be used in the wet adhesion of industry, agriculture, or daily life.

CAS / MDL: 78-67-1 1025-15-6
研究领域: 材料科学 · 化学工程
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