Structural, photophysical and electrochemical properties of a novel cardanol-based salophen ligand and its Mn(II) complex

Sousa, J. E. A.; Oliveira, Davi Rabelo de; Lomonaco, Diego; Correia, Adriana N.; Sousa, Camila P.; Neto, Pedro de Lima; Paulo, Tércio F.; Mazzetto, Selma Elaine; Clemente, Claudenilson S.; Mele, Giuseppe

doi:10.1016/j.molstruc.2018.12.111

Cited by 8 publications

(10 citation statements)

References 47 publications

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“…Elemental analysis was performed with a Perkin Elmer 2400 Series II CHNS/O Analyzer. 13 C and 1 H NMR spectra were obtained from a Bruker Avance DPX spectrometer. Raman spectra were obtained in a HORIBA Jobin-Yvon LabRAM spectrometer-Japan, equipped with 785 nm laser beam and Olympus 50× microscope.…”

Section: Methodsmentioning

confidence: 99%

“…Salophen scaffold is very versatile and different electronic materials and technologies are designed from it, such as catalysts, corrosion inhibitors, data storage components, solar cells and sensors. [12][13][14] Its phenolic rings are easily derivatized with numerous substituents, whereas imine groups are useful for molecular self-assembly on reactive surfaces. 12 Salophens synthesized from renewable feedstocks are particularly interesting as they follow Green Chemistry principles and practices.…”

mentioning

confidence: 99%

“…Recent studies performed with cardanol extracted from cashew nut shell liquid (i.e., a brown viscous residue produced by the cashew processing industry, which contains high concentrations of phenolic lipids), for example, have revealed its great potential to synthesize new salophens. 13 The simplified production reaction of a cardanol-based salophen framework (CDN-salophen; N,N′-bis(2-hydroxy-4-pentadecylbenzilideno)-1,2-phenylenediamine) is shown in Scheme 1. Cardanol is a phenolic derivative with a meta-linked C15-aliphatic chain, which confers high hydrophobicity and steric hindrance to derived structures.…”

mentioning

confidence: 99%

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Cardanol-Based Salophen-Modified Electrode for Analysing Nitric Oxide Bioavailability under Nitrosative Stress Conditions

Reis¹,

Santos²,

Souza³

et al. 2022

J. Electrochem. Soc.

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High levels of nitric oxide (NO) can signal nitrosative stress, but its analysis is challenging considering the high reactivity, short half-life and transient behavior of this target molecule in biological milieu. In this work, a cardanol-based salophen-modified carbon paste electrode (CDN-salophen/MCPE) was developed and successfully applied to assess NO bioavailability in blood plasma of mice under induced stress. The results revealed that the modifier improved the device performance in terms of signal-to-noise ratio, charge-transport and fouling resistance. NO reactivity on CDN-salophen/MCPE was higher in 0.1 mol L‒1 H2SO4, and the resulting redox process involves adsorption steps that control the reaction kinetics. Monitoring molecule oxidation by square-wave voltammetry (100 s−1 frequency, 30 mV amplitude, 2 mV scan increment, after electrode preconditioning at 0.9 V for 15 s for analyte accumulation), it was possible to identify and quantify NO with great sensitivity (detection and quantification limit < 0.1 µmol L‒1) and low data variance (RSD ≤ 9.4% for repeatability and reproducibility tests), through a simple, fast and reliable electroanalytical protocol. The robustness acquired with CDN-salophen/MCPE allowed to detect changes in NO content in blood plasma during nitrosative stress, proving its efficiency for research on this subject.

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Section: Methodsmentioning

confidence: 99%

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confidence: 99%

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confidence: 99%

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Cardanol-Based Salophen-Modified Electrode for Analysing Nitric Oxide Bioavailability under Nitrosative Stress Conditions

Reis¹,

Santos²,

Souza³

et al. 2022

J. Electrochem. Soc.

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“…A number of studies of the electrochemical behavior of L3 derivatives (''Salophen'') with transition metals, [37][38][39][40] as well as individual works related to rare earth elements 41 and main group elements 42 are known from the literature, however, as far as we know, the corresponding tin derivatives have not been studied. Such compound 4 is expected to have a significantly lower reduction potential than that of compounds 1 and 2 due to its structure containing two Schiff-base nitrogen atoms that form strong intramolecular bonds with tin as well as a large aromatic moiety.…”

Section: Cyclic Voltammetry Uv-vis Spectra and Dft Calculationsmentioning

confidence: 99%

Derivatives of penta-, hexa-, and hepta-coordinated tin with Schiff bases and 1,10-phenanthroline: structure, redox and optoelectronic properties

Krylova,

Labutskaya,

Markova

et al. 2023

New J. Chem.

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“…Synthesis of Intermediate 4-Pentadecylsalicylaldehyde (PDS). PDS was prepared from HC and paraformaldehyde, 37 as shown in Scheme 1(a). In brief, 6.09 g of HC (20 mmol), 7.82 g of SnCl 4 (30 mmol), and 5.57 g of ET 3 N (55 mmol) were added into 80 mL of a toluene solvent and stirred at room temperature for 20 min.…”

Section: ■ Introductionmentioning

confidence: 99%

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

Feng

Zeng

et al. 2023

ACS Sustainable Chem. Eng.

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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.

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Structural, photophysical and electrochemical properties of a novel cardanol-based salophen ligand and its Mn(II) complex

Cited by 8 publications

References 47 publications

Cardanol-Based Salophen-Modified Electrode for Analysing Nitric Oxide Bioavailability under Nitrosative Stress Conditions

Cardanol-Based Salophen-Modified Electrode for Analysing Nitric Oxide Bioavailability under Nitrosative Stress Conditions

Derivatives of penta-, hexa-, and hepta-coordinated tin with Schiff bases and 1,10-phenanthroline: structure, redox and optoelectronic properties

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

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