Preparation, characterization, and theoretical studies of azelaic acid derived from oleic acid by use of a novel ozonolysis method

Kadhum, Abdul Amir H.; Wasmi, Bilal A.; Mohamad, Abu Bakar; Al-Amiery, Ahmed A.; Takriff, Mohd Sobri

doi:10.1007/s11164-011-0406-8

Cited by 30 publications

(15 citation statements)

References 10 publications

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“…It is interesting to see that both orbitals are substantially distributed over the conjugation plane. It can be seen from Figure 2 and Figure 3 that the HOMO orbitals are located on the substituted molecule while LUMO orbitals resemble those obtained for the unsubstituted molecule and therefore the substitution has an influence on the electron donation ability, but only a small impact on electron acceptance ability [16,17,18]. The orbital energy levels of HOMO and LUMO of compound 5 and 7 are listed in Table 1.…”

Section: Resultsmentioning

confidence: 96%

Antifungal Activities of New Coumarins

Al-Amiery

Kadhum²,

Mohamad³

2012

Molecules

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108

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Abstract:Newly synthesized coumarins 4-((5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)-methoxy)-2H-chromen-2-one and 4-((5-(phenylamino)-1,3,4-thiadiazol-2-yl)-methoxy)-2H-chromen-2-one were tested against selected types of fungi and showed significant activities. DFT calculations of the synthesized coumarins were performed using molecular structures with optimized geometries. Molecular orbital calculations provide a detailed description of the orbitals, including spatial characteristics, nodal patterns, and the contributions of individual atoms.

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Section: Resultsmentioning

confidence: 96%

Antifungal Activities of New Coumarins

Al-Amiery

Kadhum²,

Mohamad³

2012

Molecules

Self Cite

108

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“…The major factors that can affect the oxidative cleavage process are the substrate molar ratio, catalyst concentration, the mass of sodium hypochlorite, temperature, reaction time, and stirring speed 7,9 . Three factors are then selected as the independent variables; they are catalyst concentration (w/wOA), substrate molar ratio (H 2 O 2 /OA), and temperature ( o C).…”

Section: Resultsmentioning

confidence: 99%

“…Industrially, the azelaic acid is produced by oleic acid oxidizing by an ozonolysis method to break the double bond of the carbon chain and this process needs the high temperature and pressure 4,7,8 . The use of the ozone and oxygen at high temperature and pressure poses a big risk of burning, exploding and uneconomical 6 .…”

Section: Introductionmentioning

confidence: 99%

Optimization of A Two-Step Method to Synthesize Azelaic Acid from Oleic Acid

Masyithah

Ginting

2018

Orient. J. Chem

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The present study deals with the oxidative cleavage of oleic acid (OA) using hydrogen peroxide and tungstic acid as a catalyst to produce azelaic acid. A two-step method has been expanded for the optimization of a new route of azelaic acid synthesis with the addition of sodium hypochlorite as the co-oxidation. The Central Composite Design (CCD) and Response Surface Methodology (RSM) were performed to optimize the production of azelaic acid. The interaction effect among catalyst concentration, substrate molar ratio and temperature were done for optimization the conversion of oleic acid. Maximum oleic acid conversion of 99.11% was reached at substrate molar ratio of 4/1 (H 2 O 2 /OA), a catalyst concentration of 1.5% (w/wOA) and temperature of 70 o C. The GC analysis shows that the yield of azelaic acid is 44.54% and pelargonic acid is 34.12%. These results indicate that the proposed process show a good strategy for the synthesis of azelaic acid from oxidative cleavage of oleic acid.

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“…The authors describe the preparation of easily processable thermoplastic materials that have a low environmental impact, i.e., polymers derived from renewable chemicals. Succinic and azelaic acids monomers are a good choice as they are made from renewable resources and are suitable for biomedical applications because of their antibacterial properties [ 88 , 89 ]. According to the US Food and Drug Administration (FDA), succinic acid monomer is safe and is used as a flavor enhancer, a pH control agent in food products, and as an ingredient in toothpaste [ 88 ].…”

Section: Succinic Acidmentioning

confidence: 99%

Natural bio-based monomers for biomedical applications: a review

et al. 2021

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In recent years, synthetic and semi-synthetic polymer materials have been widely used in various applications. Especially concerning biomedical applications, their biocompatibility, biodegradability, and non-toxicity have increased the interest of researchers to discover and develop new products for the well-being of humanity. Among the synthetic and semi-synthetic materials, the use of natural bio-based monomeric materials presents a possible novel avenue for the development of new biocompatible, biodegradable, and non-toxic products. The purpose of this article is to review the information on the role of natural bio-based monomers in biomedical applications. Increased eco-friendliness, biocompatibility, biodegradability, non-toxicity, and intrinsic biological activity are some of the attributes which make itaconic, succinic, citric, hyaluronic, and glutamic acids suitable potential materials for biomedical applications. Herein, we summarize the most recent advances in the field over the past ten years and specifically highlight new and interesting discoveries in biomedical applications. Graphical abstract Natural origin acid-based bio-monomers for biomedical applications

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Preparation, characterization, and theoretical studies of azelaic acid derived from oleic acid by use of a novel ozonolysis method

Cited by 30 publications

References 10 publications

Antifungal Activities of New Coumarins

Antifungal Activities of New Coumarins

Optimization of A Two-Step Method to Synthesize Azelaic Acid from Oleic Acid

Natural bio-based monomers for biomedical applications: a review

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