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1.
Polymers (Basel) ; 16(15)2024 Jul 24.
Artículo en Inglés | MEDLINE | ID: mdl-39125140

RESUMEN

The development of more recyclable materials is a key requirement for a transition towards a more circular economy. Thanks to exchange reactions, vitrimer, an attractive alternative for recyclable materials, is an innovative class of polymers that is able to change its topology without decreasing its connectivity. In this work, a bisphenol compound (VP) was prepared from saturated cardanol, i.e., 3-pentadecylphenol and vanillyl alcohol. Then, VP was epoxidized to obtain epoxide (VPGE). Finally, VPGE and citric acid (CA) were polymerized in the presence of catalyst TBD to prepare a fully bio-based vitrimer based on transesterification. The results from differential scanning calorimetry (DSC) showed that the VPGE/CA system could be crosslinked at around 163 °C. The cardanol-derived vitrimers had good network rearrangement properties. Meanwhile, because of the dynamic structural elements in the network, the material was endowed with excellent self-healing, welding, and recyclability.

2.
Polymers (Basel) ; 16(13)2024 Jul 01.
Artículo en Inglés | MEDLINE | ID: mdl-39000735

RESUMEN

The tire industry needs to become more sustainable to reduce pollution and fight climate change. Replacing fossil ingredients in a tire-tread compound with bio-based alternatives is an approach to create a more sustainable product. For instance, the plasticizer can be replaced, which is a petroleum-based ingredient used in relatively high amounts in the rubber. This approach was followed in the current study. Three plant-based plasticizers were selected as potential substitutes for treated distillate aromatic extract (TDAE) in a simplified tire-tread compound formulation, namely, sunflower oil, coconut oil, and cardanol. Additionally, squalane was used as a TDAE replacement to further investigate the possible interactions between plasticizers and other compound ingredients. Squalane (C30H62) is a fully saturated substance, containing six methyl groups but no additional chemical functional groups. Therefore, it was expected that squalane would result in limited interactions within the studied system. All alternatives to TDAE showed an increased cure rate and decreased scorch time, except squalane. This indicates that the three bio-based plasticizers might interact with the vulcanization system. For example, they could function as an additional coactivator of the curing system and/or shield the silica surface. A severe decrease in maximum torque and an increase in elongation at break were obtained for cardanol and sunflower oil. Both plasticizers also resulted in lower crosslink densities compared to the other compounds. A model study with the bio-plasticizers and sulfur verified that the unsaturation in the cardanol and sunflower oil reacted with the crosslinking agent. This leads to less sulfur available for the curing reaction, explaining the low maximum torque. The tan δ curves showed that all replacements resulted in a decrease in the glass transition temperature of the compound. Although all oil alternatives displayed promising results, none of them are suitable as a direct substitute for TDAE in a tire-tread compound due to its ability to interact additionally with other rubber ingredients and contribute in this form to the reinforcement of the compound.

3.
Polymers (Basel) ; 16(11)2024 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-38891475

RESUMEN

The green and environmentally friendly cardanol epoxy resin has a bright application prospect, but its insufficient thermal/mechanical properties seriously hinder its application. Adding nanoclay to polymer matrix is an effective method to enhance the thermal/mechanical properties of material, but the dispersion and compatibility of nanoclay in epoxy resin remain to be solved. In this work, active Girard's reagent clay (PG-clay) and non-active Girard's reagent clay (NG-clay) were prepared by using acethydrazide trimethylammonium chloride (Girard's reagent) as the modifier, and cardanol epoxy resin/G-clay nanocomposites were synthesized by the "clay slurry composite method". The results showed that both PG-clay and NG-clay were dispersed in the epoxy matrix in the form of random exfoliation/intercalation, which effectively improved the thermal/mechanical properties of the composites. Tg of the cardanol epoxy resin has raised from 19.8 °C to 38.1 °C (4 wt.% PG-clay). When the mass fraction of clay is 4%, the tensile strength of the non-reactive NG-clay increases by 128%, and the elongation at break also increases by 101%. Simultaneously, the active PG-clay can participate in the curing reaction of epoxy resin due to the amino group, forming a chemical bond between the clay layer and the resin matrix and establishing a strong interfacial force. The tensile strength of the composite is increased by 970%, and the elongation at break is also increased by 428%. This research demonstrates that the cardanol epoxy resin/G-clay nanocomposite stands as a highly promising candidate for bio-based epoxy resin materials.

4.
Polymers (Basel) ; 16(3)2024 Jan 23.
Artículo en Inglés | MEDLINE | ID: mdl-38337195

RESUMEN

Bio-based vitrimers present a promising solution to the issues associated with non-renewable and non-recyclable attributes of traditional thermosetting resins, showcasing extensive potential for diverse applications. However, their broader adoption has been hindered by the requirement for catalyst inclusion during the synthesis process. In this study, a cardanol-based curing agent with poly-hydroxy and tertiary amine structures was prepared by a clean synthetic method under the theory of click chemistry. The reaction of a cardanol-based curing agent with diglycidyl ether of bisphenol A formed catalyst-free, self-healing, and recyclable bio-based vitrimers. The poly-hydroxy and tertiary amine structures in the vitrimers promoted the curing of epoxy-carboxylic acid in the cross-linked network and served as internal catalysts of dynamic transesterification. In the absence of catalysts, the vitrimers network can achieve topological network rearrangement through dynamic transesterification, exhibiting excellent reprocessing performance. Moreover, the vitrimers exhibited faster stress relaxation (1500 s at 180 °C), lower activation energy (92.29 kJ·mol-1) and the tensile strength of the recycled material reached almost 100% of the original sample. This work offers a new method for preparing cardanol-based epoxy vitrimers that be used to make coatings, hydrogels, biomaterials, adhesives, and commodity plastics in the future.

5.
Int J Biol Macromol ; 258(Pt 1): 128886, 2024 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-38141698

RESUMEN

Cardanol (CD) is used as a reactive compatibilizer, and blended with polylactic acid (PLA) and polypropylene carbonate (PPC) resin (70/30(w/w)) to obtain a series of PLA/PPC/CD blends. The systematic study was conducted on the thermal properties, optical properties, rheological properties, mechanical properties, and microscopic morphology of the blend, by varying amounts of CD added to the blends. A detailed explanation and comprehensive analysis of the reaction mechanism between CD and PLA/PPC have been made. The study found that CD acts as a "bridge" between the PLA and PPC, forming the structure of a block copolymer (PLA-b-CD-b-PPC), and the copolymer can greatly improve the compatibility of PLA and PPC. When the amount of CD reaches 8 wt%, only one Tg is observed in the blend, simultaneously, PLA/PPC has already transitioned from a partially compatible system to a completely compatible system. At the same time, the addition of CD does not have any negative impact on the thermal stability of the PLA/PPC blend under processing temperature conditions, and the thermal stability of the PLA/PPC/CD blends can even be improved under extreme conditions. In addition, the addition of CD allows the PLA/PPC/CD blends to maintain a high light transmittance while reducing the opacity of the blend (the light transmittance remains above 92 %, and the opacity is reduced from 37 % to about 24 %), demonstrating excellent optical properties. Moreover, the elongation at break and impact strength of the PLA/PPC/CD blend both show a trend of first increasing and then decreasing with the increase of CD amount. When the CD amount varies within the range of 6- 8 wt%, the blends undergoes a brittle-ductile transition, and its toughness is greatly improved while the rigidity can also meet practical needs. When the amount of CD in the system increases to 12 wt%, the toughness of the blend reaches its peak, and its elongation at break and impact strength reach 513.24 % and 9211.5 J/m2 respectively (increased to 2442.84 % and 270.73 % of the PLA/PPC blend). Concurrently, the fracture surface of the blend exhibits large-scale plastic flow in the direction of the applied force, with marked shear yield phenomena, showing obvious characteristics of tough fracture.


Asunto(s)
Fenoles , Poliésteres , Polipropilenos , Microscopía Electrónica de Rastreo , Poliésteres/química
6.
Polymers (Basel) ; 15(24)2023 Dec 12.
Artículo en Inglés | MEDLINE | ID: mdl-38139934

RESUMEN

This paper describes the synthesis of NIPU by using cardanol as starting material. A cardanol formaldehyde oligomer was first prepared through the reaction of cardanol and formaldehyde, catalyzed by citric acid. The resulting oligomer was then subjected to epoxidation with m-chloroperbenzoic acid to obtain an epoxide compound, which was subsequently used to fix carbon dioxide (CO2) and form a cyclic carbonate. Using this cyclic carbonate, along with an amine, cardanol-based isocyanate polyurethane (NIPU) was prepared. Different characterization methods, such as Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (NMR), gel permeation chromatography (GPC), and thermogravimetric analysis (TGA), were used to confirm the synthesis of the four intermediate products and NIPU in the reaction process. This study highlights the promise of bio-based NIPU as a sustainable alternative in a number of applications while offering insightful information on the synthesis and characterization of the material.

7.
Polymers (Basel) ; 15(24)2023 Dec 18.
Artículo en Inglés | MEDLINE | ID: mdl-38139984

RESUMEN

This study comprehensively examines recent developments in bio-epoxy resins and their applications in composites. Despite the reliability of traditional epoxy systems, the increasing demand for sustainability has driven researchers and industries to explore new bio-based alternatives. Additionally, natural fibers have the potential to serve as environmentally friendly substitutes for synthetic ones, contributing to the production of lightweight and biodegradable composites. Enhancing the mechanical properties of these bio-composites also involves improving the compatibility between the matrix and fibers. The use of bio-epoxy resins facilitates better adhesion of natural composite constituents, addressing sustainability and environmental concerns. The principles and methods proposed for both available commercial and especially non-commercial bio-epoxy solutions are investigated, with a focus on promising renewable sources like wood, food waste, and vegetable oils. Bio-epoxy systems with a minimum bio-content of 20% are analyzed from a thermomechanical perspective. This review also discusses the effect of incorporating synthetic and natural fibers into bio-epoxy resins both on their own and in hybrid form. A comparative analysis is conducted against traditional epoxy-based references, with the aim of emphasizing viable alternatives. The focus is on addressing their benefits and challenges in applications fields such as aviation and the automotive industry.

8.
Nanomaterials (Basel) ; 13(17)2023 Sep 04.
Artículo en Inglés | MEDLINE | ID: mdl-37686994

RESUMEN

Cashew nut shell liquid (CNSL), obtained as a byproduct of the cashew industry, represents an important natural source of phenolic compounds, with important environmental benefits due to the large availability and low cost of the unique renewable starting material, that can be used as an alternative to synthetic substances in many industrial applications. The peculiarity of the functional groups of CNSL components, such as phenolic hydroxyl, the aromatic ring, acid functionality, and unsaturation(s) in the C15 alkyl side chain, permitted the design of interesting nanostructures. Cardanol (CA), anacardic acid (AA), and cardol (CD), opportunely isolated from CNSL, served as building blocks for generating an amazing class of nanomaterials with chemical, physical, and morphological properties that can be tuned in view of their applications, particularly focused on their bioactive properties.

9.
J Dairy Sci ; 106(12): 8746-8757, 2023 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-37678783

RESUMEN

The objective of this study was to compare cashew nutshell extract (CNSE) to monensin and evaluate changes in in vitro mixed ruminal microorganism fermentation, nutrient digestibility, and microbial nitrogen outflow. Treatments were randomly assigned to 8 fermenters in a replicated 4 × 4 Latin square design with 4 experimental periods of 10 d (7 d for diet adaptation and 3 d for sample collection). Basal diets contained 43.5:56.5 forage: concentrate ratio and each fermenter was fed 106 g of DM/d divided equally between 2 feeding times. Treatments were control (CON, basal diet without additives), 2.5 µM monensin (MON), 0.1 mg CNSE granule/g DM (CNSE100), and 0.2 mg CNSE granule/g DM (CNSE200). On d 8 to10, samples were collected for pH, lactate, NH3-N, volatile fatty acids (VFA), mixed protozoa counts, organic matter (OM), and neutral detergent fiber (NDF) digestibility. Data were analyzed with the GLIMMIX procedure of SAS. Orthogonal contrasts were used to test the effects of (1) ADD (CON vs. MON, CNSE100, and CNSE200); (2) MCN (MON vs. CNSE100 and CNSE200); and (3) DOSE (CNSE100 vs. CNSE200). We observed that butyrate concentration in all treatments was lower compared with CON and the concentration for MON was lower compared with CNSE treatments. Protozoal population in all treatments was lower compared with CON. No effects were observed for pH, lactate, NH3-N, total VFA, OM, or N utilization. Within the 24-h pool, protozoal generation time, tended to be lower, while NDF digestibility tended to be greater in response to all additives. Furthermore, the microbial N flow, and the efficiency of N use tended to be lower for the monensin treatment compared with CNSE treatments. Overall, our results showed that both monensin and CNSE decreased butyrate synthesis and protozoal populations, while not affecting OM digestibility and tended to increase NDF digestibility; however, such effects are greater with monensin than CNSE nutshell.


Asunto(s)
Anacardium , Monensina , Animales , Monensina/farmacología , Monensina/metabolismo , Fermentación , Rumen/metabolismo , Digestión , Dieta , Ácidos Grasos Volátiles/metabolismo , Butiratos/metabolismo , Lactatos/metabolismo , Alimentación Animal/análisis
10.
Molecules ; 28(9)2023 May 08.
Artículo en Inglés | MEDLINE | ID: mdl-37175380

RESUMEN

Solvent extraction has been ubiquitously used to recover valuable metals from wastes such as spent batteries and electrical boards. With increasing demands for energy transition, there is a critical need to improve the recycling rate of critical metals, including copper. Therefore, the sustainability of reagents is critical for the overall sustainability of the process. Yet, the recycling process relies on functional organic compounds based on the hydroxyoxime group. To date, hydroxyoxime extractants have been produced from petrol-based chemical feedstocks. Recently, natural-based cardanol has been used to produce an alternative hydroxyoxime. The natural-based oxime has been employed to recover valuable metals (Ga, Ni, Co) via a liquid/liquid extraction process. The natural compound has a distinctive structure with 15 carbons in the alkyl tail. In contrast, petrol-based hydroxyoximes have only 12 or fewer carbons. However, the molecular advantages of this natural-based compound over the current petrol-based ones remain unclear. In this study, molecular dynamics simulation was employed to investigate the effect of extractant hydrocarbon chains on the extraction of copper ions. Two hydroxyoxime extractants with 12 and 15 carbons in the alkyl chain were found to have similar interactions with Cu2+ ions. Yet, a slight molecular binding increase was observed when the carbon chain was increased. In addition, lengthening the carbon chain made the extracting stage easier and the stripping stage harder. The binding would result in a lower pH in the extraction step and a lower pH in the stripping step. The insights from this molecular study would help design the extraction circuit using natural-based hydroxyoxime extractants. A successful application of cashew-based cardanol will improve the environmental benefits of the recycling process. With cashew-producing regions in developing countries, the application also improves these regions' social and economic sustainability.

11.
Polymers (Basel) ; 14(23)2022 Nov 29.
Artículo en Inglés | MEDLINE | ID: mdl-36501599

RESUMEN

Epoxy resin has a versatile set of applications due to its excellent properties. However, its easily flammable property limits further applications. A bio-based flame retardant, cardanyl diphenylphosphate (CDPP), was successfully synthesized via condensation reaction between cardanol and diphenyl phosphoryl chloride. The chemical structure of CDPP was confirmed via 1H nuclear magnetic resonance and Fourier transform infrared spectroscopy. To overcome the flammable property of epoxy resin, different amounts of CDPP were incorporated into the epoxy resin. The thermal stability of epoxy resin with CDPP was reduced due to its phosphorus component, which had a relatively weak bond. Meanwhile, the measured char residue of epoxy resin with CDPP was increased compared to its calculated value, which indicated that CDPP promoted the formation of char residue. The limiting oxygen index of epoxy resin with CDPP was enhanced as the amount of CDPP increased from 22.1% for EP0 to 32.7% for EP10. The maximum value of the heat release rate per unit area and total heat release values of EP10 decreased by 23.23% and 12.02%, respectively, as compared to those of EP0. Additionally, single lap shear strength confirmed the improvement in the adhesion property of EP5. The lap shear strength increased to 7.19 MPa for EP5 compared to 6.27 MPa for EP0. This behavior might be due to the higher polarity of the phosphorus components. Based on the findings gathered in the present study, the incorporation of a bio-based flame retardant (CDPP) in epoxy resin has the potential for improving flame retardancy and adhesion property, which will be promising for the industrial area.

12.
Polymers (Basel) ; 14(21)2022 Nov 03.
Artículo en Inglés | MEDLINE | ID: mdl-36365690

RESUMEN

Cardanol, principal constituent of the technical cashew nut shell liquid, has applications as antioxidant and antibacterial, and these properties may be enhanced through encapsulation. In the present study, we isolated and purified cardanol, and nanoparticles (NPs) were produced by polyelectrolyte complexation using polysaccharide systems with chitosan, sodium alginate, and non-toxic Arabic gum, because they are biocompatible, biodegradable, and stable. We characterized the NPs for morphological, physicochemical, and antioxidant activity. The micrographs obtained revealed spherical and nanometric morphology, with 70% of the distribution ranging from 34 to 300 nm, presenting a bimodal distribution. The study of the spectra in the infrared region suggested the existence of physicochemical interactions and cross-links between the biopolymers involved in the encapsulated NPs. Furthermore, the NPs showed better antioxidant potential when compared to pure cardanol. Thus, the encapsulation of cardanol may be an effective method to maintain its properties, promote better protection of the active ingredient, minimize side effects, and can target its activities in specific locations, by inhibiting free radicals in various sectors such as pharmaceutical, nutraceutical, and biomedical.

13.
Dent Mater ; 38(10): 1610-1622, 2022 10.
Artículo en Inglés | MEDLINE | ID: mdl-36050192

RESUMEN

OBJECTIVES: The aim of this study was to evaluate the influence on MMP inhibition, dentin adhesion and physicochemical properties of an adhesive system incorporated with polymerizable collagen crosslinker monomer derived from cardanol. METHODS: The intermediary cardanol epoxy (CNE) was synthesized through cardanol epoxidation, followed by synthesis of cardanol methacrylate through methacrylic acid solvent-free esterification. Zymographic analysis was performed to evaluate the substances' ability to inhibit gelatinolytic enzymes. Collagen crosslinkers were added into adhesives systems according to the following groups: Ybond Universal® (Control), Ybond® + 2 % proanthocyanidin (PAC), Ybond® + 2 % unsaturated cardanol (Cardanol) and Ybond® + 2 % cardanol methacrylate (CNMA). Degree of conversion (DC) of the adhesives was assessed by FT-IR. Disk-shaped specimens were prepared for water sorption (WS) and solubility (SL) tests. Human third molars were sectioned to expose medium dentin and restored according to the different adhesives used (n = 5). Then, the specimens were cut into 1 mm2 sticks to evaluate, after 24 h and 6-month aging, microtensile bond strength (µTBS) and nanoleakage by scanning electron microscopy. Data were analysed with ANOVA and Tukey's post-test (α = 0.05). RESULTS: CNMA and PAC completely inhibited all forms of gelatinolytic enzymes. Cardanol achieved a significantly lowest DC, while the other groups did not differ from each other (p > 0.05). PAC achieved significantly higher water sorption, while CNMA solubility was significantly lower when compared to the other adhesives (p < 0.05). PAC provided a statistically higher 24 h and 6-month aging bond strength. Intermediary similar µTBS were presented by control and CNMA (p = 0.108). All adhesives applied attained significantly reduced bond strength after aging (p < 0.05). Interfaces created using CNMA were almost devoid of silver deposits initially, however all groups showed large amounts of silver deposits on resin-dentin interface subjected to water aging. SIGNIFICANCE: Although CNMA was effective in inhibiting gelatinolytic enzymes, when incorporated into a universal adhesive it could not promote less degradation of the adhesive interface after water aging. Since it is a hydrophobic monomer, CNMA did not interact well with dentin collagen, however it reduced the solubility of the adhesive system besides not interfering in its polymerization.


Asunto(s)
Recubrimiento Dental Adhesivo , Proantocianidinas , Colágeno , Dentina , Recubrimientos Dentinarios/química , Humanos , Ensayo de Materiales , Metacrilatos/química , Fenoles , Cementos de Resina/química , Plata , Espectroscopía Infrarroja por Transformada de Fourier , Resistencia a la Tracción , Agua
14.
Molecules ; 27(15)2022 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-35956832

RESUMEN

Novel phosphorylated cardanol molecules based on phosphonate (PO3CR) and phosphate (PO4CR) functions were synthetized. Those molecules have two main actions which are described in this article: the reduction in volatile organic compounds (VOC) and the development of flame retardant (FR) properties conferred on alkyd resins used as coatings for wood specimen. Phosphorylated cardanol compounds have been successfully grafted by covalent bonds to alkyd resins thanks to an auto-oxidative reaction. The impact of the introduction of PO3CR and PO4CR on the film properties such as drying time and flexibility has been studied and the thermal and flame retardant properties through differential scanning calorimeter, thermogravimetric analysis and pyrolysis-combustion flow calorimeter. These studies underscored an increase in the thermal stability and FR properties of the alkyd resins. In the cone calorimeter test, the lowest pHRR was obtained with 3 wt% P of phosphate-cardanol and exhibited a value of 170 KW.m-2, which represented a decrease of almost 46% compared to the POxCR-free alkyd resins. Moreover, a difference in the mode of action between phosphonate and phosphate compounds has been highlighted. The most effective coating which combined excellent FR properties and good coating properties has been obtained with 2 wt% P of phosphate-cardanol. Indeed, the film properties were closed to the POxCR-free alkyd resin and the pHRR decreased by 41% compared to the reference alkyd resin.


Asunto(s)
Retardadores de Llama , Organofosfonatos , Compuestos Orgánicos Volátiles , Resinas Epoxi/química , Fenoles , Fosfatos , Fósforo , Resinas de Plantas
15.
Materials (Basel) ; 15(9)2022 Apr 29.
Artículo en Inglés | MEDLINE | ID: mdl-35591547

RESUMEN

To evaluate the biomodification ability of lignin used as pre-treatment in human dentin before the application of an etch-and-rinse adhesive. Experimental hydroethanolic solutions with different cross-linking agents were used: 6.5% proanthocyanidins (PAC, from grape-seed extract); 2% cardanol (CARD, from cashew-nut shell liquid); lignin (LIG, from eucalyptus) at 1, 2 or 4% concentrations. The negative control (NC) was ethanol 50 v%. Extracted molars were prepared, and dentin microtensile bond strength (µTBS) was evaluated after 24 h water storage or 10,000 thermocycling aging. Further specimens were processed for SEM nanoleakage, micropermeability confocal microscopy evaluation and in situ degree of conversion (DC) through micro-Raman spectroscopy. Demineralized dentin sticks were submitted to a three-point bending test to evaluate the elastic modulus (E) before and after 1 min biomodification using the tested solutions. Moreover, it was also evaluated the mass changes and hydroxyproline (HYP) release after 4-weeks of water storage. Vibrational collagen crosslinking identification was evaluated through micro-Raman spectroscopy. The results were analyzed by analysis of variance (ANOVA) and Tukey's test (α = 0.05). A significant reduction in µTBS was observed in groups NC (p < 0.001) and CARD (p = 0.026). LIG-4% showed no significant reduction in µTBS after aging (p = 0.022). Nanoleakage micrographs showed hybrid layer protection with all agents, but reduced micropermeability was attained only with lignin. Polymerization was negatively affected in the presence of all tested cross-linking agents, except LIG-1%. Lignin and cardanol increased the dentin E values, but only lignin reduced the mass loss in dentin specimens. Effective collagen crosslinking (1117 cm−1 and 1235 cm−1) was detected for all agents. HYP release was significantly lower with LIG-1% than NC (p < 0.001). Lignin was able to perform collagen cross-linking and prevent the degradation of unprotected dentin collagen, thereby improving the bonding performance of the composite restorations performed in this study.

16.
Se Pu ; 40(6): 547-555, 2022 Jun.
Artículo en Chino | MEDLINE | ID: mdl-35616200

RESUMEN

As green, less toxic, widely available, and site-rich functional ligands, natural products are widely used for the development of chromatographic stationary phases. In this work, a novel stationary phase, cardanol-bonded on silica (CBS) was prepared using γ-glycidoxypropyltrimethoxysilane (KH-560) as the coupling reagent and cardanol as the functional ligand. The synthesized stationary phase was characterized by Fourier transform-infrared spectra (FT-IR), thermogravimetric analysis (TGA), elemental analysis (EA), and N2 adsorption-desorption analysis. The results revealed that cardanol was successfully immobilized on the surface of spherical silica by the ring-opening reaction of the epoxy groups in phenolic hydroxyl. The retention mechanism and chromatographic performance of the CBS column were further evaluated and compared with those of a commercial C18 column using different classes of analytes, e. g., Tanaka standard test mixtures, alkylbenzenes, polycyclic aromatic hydrocarbons (PAHs), phenols, and aromatic positional isomers. The retention of alkylbenzenes under different chromatographic conditions revealed that the CBS column was a typical reversed-phase liquid chromatographic column, similar to the commercial C18 column. From the results of the Tanaka test, it was concluded that CBS could provide various interactions for different solutes e. g., hydrogen bonding and π-π interactions, along with hydrophobic interactions. The synergistic effects resulting from the aromatic rings, the hydroxyl and alkyl linkers in the new stationary phase improved the separation selectivity via multiple retention mechanisms. Based on these interactions, different solute probes such as hydrophobic alkylbenzenes, PAHs, and phenols were successfully separated in the reversed-phase liquid chromatography (RPLC) mode. For example, the aromatic positional isomers o-terthenyl, m-terphenyl, and triphenylene were used to investigate the chromatographic performance of the CBS column. These PHAs were baseline separated with good peak shapes. The resolution of m-terphenyl and triphenylene was as high as 6.81, while the two isomers could not be separated on the C18 column under the same chromatographic conditions. The repeatability and column stability of the CBS column was evaluated, and excellent repeatability and column stability were observed. The relative standard deviations (RSDs) of the retention time, peak area, and peak height for alkylbenzenes with 10 replicate injections were 0.052%-0.079%, 0.104%-0.847%, and 0.081%-0.272%, respectively. Traditional Chinese medicines have contributed notably to the Chinese civilization and human health. However, the complicated chemical compositions, unclear medicinal action mechanisms, and low purification efficiency for the traditional Chinese medicines have limited further development. Therefore it is necessary to establish an efficient, simple and feasible method for the separation and purification of herbal medicines. HPLC has been widely used in traditional Chinese medicines for the separation and detection of various components. In order to explore the CBS column for analysis of the traditional Chinese medicines, the ethanol extracts of fruits of Evodiae fructus and Camptotheca acuminata were used to test the separation performance of this column. The resolution of camptothecin from the preceding and following impurity peaks was 4.23 and 2.71. The resolution between evodiamine and rutaecarpin was 5.43, while the resolution from the adjacencies of impurity peaks was 2.20 and 1.69, respectively. The above mentioned results indicated that the CBS column shows good separation performance for the main active ingredients in the ethanolic extracts of these drugs, this validating its great potential for the analysis of real samples. Overall, the present study not only provides a new approach for the preparation of chromatographic stationary phases but also opens a new possibility for the separation and purification of camptothecin and evodiamine in real samples. This is an extension of the application of cardanol to chromatographic separation materials.


Asunto(s)
Hidrocarburos Policíclicos Aromáticos , Dióxido de Silicio , Camptotecina , Cromatografía Líquida de Alta Presión , Interacciones Hidrofóbicas e Hidrofílicas , Fenoles/análisis , Extractos Vegetales , Hidrocarburos Policíclicos Aromáticos/análisis , Dióxido de Silicio/química , Espectroscopía Infrarroja por Transformada de Fourier
17.
Materials (Basel) ; 15(6)2022 Mar 20.
Artículo en Inglés | MEDLINE | ID: mdl-35329759

RESUMEN

The present investigation demonstrates renewable cardanol-based polyol for the formulation of nanocomposite polyurethane (PU) coatings. The functional and structural features of cardanol polyol and nanoparticles were studied using FT-IR and 1H NMR spectroscopic techniques. The magnetic hydroxyapatite nanoparticles (MHAPs) were dispersed 1-5% in PU formulations to develop nanocomposite anticorrosive coatings. An increase in the strength of MHAP increased the anticorrosive performance as examined by immersion and electrochemical methods. The nanocomposite PU coatings showed good coating properties, viz., gloss, pencil hardness, flexibility, cross-cut adhesion, and chemical resistance. Additionally, the coatings were also studied for surface morphology, wetting, and thermal properties by scanning electron microscope (SEM), contact angle, and thermogravimetric analysis (TGA), respectively. The hydrophobic nature of PU coatings increased by the addition of MHAP, and an optimum result (105°) was observed in 3% loading. The developed coatings revealed its hydrophobic nature with excellent anticorrosive performance.

18.
Molecules ; 27(4)2022 Feb 21.
Artículo en Inglés | MEDLINE | ID: mdl-35209231

RESUMEN

Surfactants are crystallizing a certain focus for consumer interest, and their market is still expected to grow by 4 to 5% each year. Most of the time these surfactants are of petroleum origin and are not often biodegradable. Cashew Nut Shell Liquid (CNSL) is a promising non-edible renewable resource, directly extracted from the shell of the cashew nut. The interesting structure of CNSL and its components (cardanol, anacardic acid and cardol) lead to the synthesis of biobased surfactants. Indeed, non-ionic, anionic, cationic and zwitterionic surfactants based on CNSL have been reported in the literature. Even now, CNSL is absent or barely mentioned in specialized review or chapters talking about synthetic biobased surfactants. Thus, this review focuses on CNSL as a building block for the synthesis of surfactants. In the first part, it describes and criticizes the synthesis of molecules and in the second part, it compares the efficiency and the properties (CMC, surface tension, kraft temperature, biodegradability) of the obtained products with each other and with commercial ones.


Asunto(s)
Diseño de Fármacos , Descubrimiento de Drogas/métodos , Tensoactivos/química , Técnicas de Química Sintética , Tecnología Química Verde , Humanos , Estructura Molecular , Relación Estructura-Actividad , Tensoactivos/síntesis química , Tensoactivos/farmacología
19.
Environ Sci Pollut Res Int ; 29(26): 39610-39621, 2022 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-35107729

RESUMEN

In this study, the effect of a bio-based environment-friendly surfactant, cardanol polyoxyethylene ether (BGF), on the wettability of the surface of low-rank coal (LRC) and its mechanism were studied. The adsorption experiment showed that the adsorption of the surfactant conformed to the Langmuir adsorption model and the pseudo-second-order kinetic model. The adsorption was mainly affected by hydrogen bonding, and the adsorption rate was affected by intraparticle diffusion and liquid film diffusion. The wettability experiment showed that the influence of BGF on the wettability of the surface of LRC followed the given order: BGF-7 > BGF-10 > BGF-15. The investigation of adhesion work showed that the adhesion work and the stability of the coal-water system decreased after adsorption. Fourier transform infrared and X-ray photoelectron spectroscopy analyses showed that after adsorption, the peak strength of vinyl ether, the content of elemental carbon, and the content of C-C/C-H groups increased.


Asunto(s)
Carbón Mineral , Contaminantes Químicos del Agua , Adsorción , Carbón Mineral/análisis , Concentración de Iones de Hidrógeno , Cinética , Espectroscopía Infrarroja por Transformada de Fourier , Tensoactivos , Contaminantes Químicos del Agua/análisis , Humectabilidad
20.
Materials (Basel) ; 15(1)2022 Jan 04.
Artículo en Inglés | MEDLINE | ID: mdl-35009485

RESUMEN

Biobased monomers and green processes are key to producing sustainable materials. Cardanol, an aromatic compound obtained from cashew nut shells, may be conveniently functionalized, e.g., with epoxy or (meth)acrylate groups, to replace petroleum-based monomers. Photoinduced polymerization is recognized as a sustainable process, less energy intensive than thermal curing; however, cardanol-based UV-cured polymers have relatively low thermomechanical properties, making them mostly suitable as reactive diluents or in non-structural applications such as coatings. It is therefore convenient to combine them with biobased reinforcements, such as microfibrillated cellulose (MFC), to obtain composites with good mechanical properties. In this work a cardanol-based methacrylate monomer was photopolymerized in the presence of MFC to yield self-standing, flexible, and relatively transparent films with high thermal stability. The polymerization process was completed within few minutes even in the presence of filler, and the cellulosic filler was not affected by the photopolymerization process.

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