scholarly journals Preparation and Uses of Chlorinated Glycerol Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2511
Author(s):  
Anna Canela-Xandri ◽  
Mercè Balcells ◽  
Gemma Villorbina ◽  
Paul Christou ◽  
Ramon Canela-Garayoa

Crude glycerol (C3H8O3) is a major by-product of biodiesel production from vegetable oils and animal fats. The increased biodiesel production in the last two decades has forced glycerol production up and prices down. However, crude glycerol from biodiesel production is not of adequate purity for industrial uses, including food, cosmetics and pharmaceuticals. The purification process of crude glycerol to reach the quality standards required by industry is expensive and dificult. Novel uses for crude glycerol can reduce the price of biodiesel and make it an economical alternative to diesel. Moreover, novel uses may improve environmental impact, since crude glycerol disposal is expensive and dificult. Glycerol is a versatile molecule with many potential applications in fermentation processes and synthetic chemistry. It serves as a glucose substitute in microbial growth media and as a precursor in the synthesis of a number of commercial intermediates or fine chemicals. Chlorinated derivatives of glycerol are an important class of such chemicals. The main focus of this review is the conversion of glycerol to chlorinated derivatives, such as epichlorohydrin and chlorohydrins, and their further use in the synthesis of additional downstream products. Downstream products include non-cyclic compounds with allyl, nitrile, azide and other functional groups, as well as oxazolidinones and triazoles, which are cyclic compounds derived from ephichlorohydrin and chlorohydrins. The polymers and ionic liquids, which use glycerol as an initial building block, are highlighted, as well.

2017 ◽  
Vol 71 (6) ◽  
pp. 487-494
Author(s):  
Sandra Konstantinovic ◽  
Milica Zlatkovic ◽  
Jovan Ciric ◽  
Slavica Ilic ◽  
Gordana Gojgic-Cvijovic ◽  
...  

In the present work, four derivatives of salicylaldehyde (salicylaldehyde-hydrazone, phenylhydrazone, semicarbazone and thiosemicarbazone) were synthesized using both conventional (95% ethanol) and green (crude glycerol from biodiesel production) solvents. The obtained compounds were identified by elemental microanalysis, as well as FTIR, UV/Vis and 1H-NMR spectroscopic methods. Yields of 93?98% of the compounds in crude glycerol were achieved within 10?25 min. The derivatives of salicylaldehyde and crude glycerol were used as a nitrogen and carbon source, respectively, in the medium for antibiotic (hexaene H-85 and azalomycine B) production by Streptomyces hygroscopicus CH-7. The highest concentrations of hexaene H-85 and azalomycine B were achieved in the medium containing salicylaldehyde-thiosemicarbazone (198 and 69 ?g/cm3, respectively). Derivatives of salicylaldehyde also impacted the strain morphology. In the media with salicylaldehyde- phenylhydrazone and salicylaldehyde-thiosemicarbazone, S. hygroscopicus CH-7 grew like large dispersive pellets with long twisted filaments that produced the highest yield of the antibiotics.


2020 ◽  
pp. 149-159
Author(s):  
Jatinder Kataria ◽  
Saroj Kumar Mohapatra ◽  
Amit Pal

The limited fossil reserves, spiraling price and environmental impact due to usage of fossil fuels leads the world wide researchers’ interest in using alternative renewable and environment safe fuels that can meet the energy demand. Biodiesel is an emerging renewable alternative fuel to conventional diesel which can be produced from both edible and non-edible oils, animal fats, algae etc. The society is in dire need of using renewable fuels as an immediate control measure to mitigate the pollution level. In this work an attempt is made to review the requisite and access the capability of the biodiesel in improving the environmental degradation.


2020 ◽  
Vol 5 (443) ◽  
pp. 85-91
Author(s):  
Ibrayev M.K., ◽  
◽  
Takibayeva A.T., ◽  
Fazylov S.D., ◽  
Rakhimberlinova Zh.B., ◽  
...  

This article presents studies on the targeted search for new derivatives of azoles, such as benzthiazole, 3,5-dimethylpyrazole, 1,3,4-oxadiazole-2-thione, 1,3,4-thiadiazole. The possibility of combining in one molecule of the azole ring with other cyclic compounds: the alkaloid cytisine, morpholine, furan and some arenes has been studied. To obtain new compounds, the reactions of bromination, acylation, and interaction with isothiocyanates were studied. Optimal synthesis conditions were studied for all reactions. It was found that the reaction of 4-bromo-3,5-dimethylpyrazole with isothiocyanates, in contrast to the previously written derivatives of anilines, takes a longer time and requires heating the reaction mixture. The combination of a pirasol fragment with halide substituents often results in an enhanced therapeutic effect. The synthesized 2-bromine-N-(6-rodanbenzo[d]thiazole-2-yl)acetamide, due to the alkylbromide group, is an important synth in the synthesis of new benzthiazole derivatives. Its derivatives combine in one molecule the rest of rhodanbenzthiazole with alkaloid cytisine and biogenic amine morpholine and are potentially biologically active compounds, since the molecule structure contains several pharmacophoric fragments: benzthiazole and alkaloid (amine) heterocycles, rhodane and urea groups. The mechanism of formation of 1,3,4-oxadiazole-2-tyons from hydrazides under action on them by carbon disulfide was studied and assumed. It was shown that dithiocarbamates in acidic medium decompose with the release of hydrogen sulfide and the formation of highly reactive isothiocyanate group. Then, intra-molecular cyclization occurs, with the formation of end products - 1,3,4-oxadiazole-2-thions. The structures of the synthesized compounds were studied by 1H and 13C NMR spectroscopy. All synthesized substances are potentially biologically active compounds, since they contain several pharmacophore fragments in their structure.


2020 ◽  
Vol 32 (4) ◽  
pp. 733-738 ◽  
Author(s):  
R. Manurung ◽  
Taslim ◽  
A.G.A. Siregar

Deep eutectic solvents (DESs) have numerous potential applications as cosolvents. In this study, use of DES as organic solvents for enzymatic biodiesel production from degumming palm oil (DPO) was investigated. Deep eutectic solvent was synthesized using choline chloride salt (ChCl) compounds with glycerol and 1,2-propanediol. Deep eutectic solvent was characterized by viscosity, density, pH and freezing values, which were tested for effectiveness by enzymatic reactions for the production of palm biodiesel with raw materials DPO. Deep eutectic solvent of ChCl and glycerol produced the highest biodiesel yield (98.98%); weight of DES was only 0.5 % of that of the oil. In addition, the use of DES maintained the activity and stability of novozym enzymes, which was assessed as the yield until the 6th usage, which was 95.07 % biodiesel yield compared with the yield without using DES. Hence, using DES, glycerol in enzymatic biodiesel production had high potentiality as an organic solvent for palm oil biodiesel production


2014 ◽  
Vol 44 (8) ◽  
pp. 1448-1451 ◽  
Author(s):  
Rafael Ernesto Balen ◽  
Patrick Nereu Tetu ◽  
Robie Allan Bombardelli ◽  
Paulo Cesar Pozza ◽  
Fábio Meurer

The increase in global biodiesel production is originating a glycerol surplus, which has no defined destination. An alternative to overcome this problem is its use as energy source in animal feeding. In Brazil, Pacu (Piaractus mesopotamicus) is one of the most farmed native fish species, whereas Silver catfish (Rhamdia quelen) is suitable for production in subtropical region. Considering little knowledge about crude glycerol utilization in feeds for Neotropical fish species, it was evaluated the apparent digestibility coefficients (ADCs) for energy of crude glycerol for P. mesopotamicus and R. quelen. The digestibility and digestible energy content of crude glycerol can be considered excellent even when compared to energy of common ingredients such as maize and wheat, presenting 0.97 and 0.89 of energy ADCs, and 15.2 and 13.95MJ kg-1 of digestible energy for Pacu and Silver catfish, respectively. In conclusion, crude glycerol is an energetic ingredient with good potential in Brazilian native fish diets.


Catalysts ◽  
2020 ◽  
Vol 10 (4) ◽  
pp. 427 ◽  
Author(s):  
Muhammad Awais ◽  
Sa’ed A Musmar ◽  
Faryal Kabir ◽  
Iram Batool ◽  
Muhammad Asif Rasheed ◽  
...  

Biodiesel is a renewable fuel usually produced from vegetable oils and animal fats. This study investigates the extraction of oil and its conversion into biodiesel by base-catalyzed transesterification. Firstly, the effect of various solvents (methanol, n-hexane, chloroform, di-ethyl ether) on extraction of oil from non-edible crops, such as R. communis and M. azedarach, were examined. It was observed that a higher concentration of oil was obtained from R. communis (43.6%) as compared to M. azedarach (35.6%) by using methanol and n-hexane, respectively. The extracted oils were subjected to NaOH (1%) catalyzed transesterification by analyzing the effect of oil/methanol molar ratio (1:4, 1:6, 1:8 and 1:10) and varying temperature (20, 40, 60 and 80 °C) for 2.5 h of reaction time. M. azedarach yielded 88% and R. communis yielded 93% biodiesel in 1:6 and 1:8 molar concentrations at ambient temperature whereas, 60 °C was selected as an optimum temperature, giving 90% (M. azedarach) and 94% (R. communis) biodiesel. The extracted oil and biodiesel were characterized for various parameters and most of the properties fulfilled the American Society for Testing and Materials (ASTM) standard biodiesel. The further characterization of fatty acids was done by Gas Chromatography/Mass Spectrometer (GC/MS) and oleic acid was found to be dominant in M. azedarach (61.5%) and R. communis contained ricinoleic acid (75.53%). Furthermore, the functional groups were analyzed by Fourier Transform Infrared Spectroscopy. The results suggested that both of the oils are easily available and can be used for commercial biodiesel production at a cost-effective scale.


2018 ◽  
Vol 4 (1) ◽  
Author(s):  
Jamie S. Ritch

Abstract Chalcogenated derivatives of N-heterocyclic carbene ligands have received increasing attention due to their diverse chemical reactivity and potential applications in fields such as medicine and materials chemistry. This chapter summarizes the synthetic methods for the preparation of cyclic heavy chalcogenoureas featuring heterocyclic cores and explores their diverse coordination chemistry with p- and d-block metals.


2019 ◽  
Vol 18 (24) ◽  
pp. 2068-2079 ◽  
Author(s):  
Michele Ciulla ◽  
Antonio Di Stefano ◽  
Lisa Marinelli ◽  
Ivana Cacciatore ◽  
Giuseppe Di Biase

S. aureus under the biofilm mode of growth is often related to several nosocomial infections, more frequently associated with indwelling medical devices (catheters, prostheses, portacaths or heart valves). As a biofilm, the biopolymer matrix provides an excellent growth medium, increasing the tolerance to antibiotics and host immune system. To date, the antimicrobial therapy alone is not effective. A novel strategy to prevent biofilm formation is based on the interference with the bacterial cell–cell communication, a process known as quorum sensing (QS) and mediated by the RNA-III-activating peptide (RAP) and its target protein TRAP (Target of RAP). The RNAIII inhibiting peptide (RIP) is able to inhibit S. aureus pathogenesis by disrupting QS mechanism competing with RAP, thus inhibiting the phosphorylation of TRAP. This alteration leads to a reduced adhesion and to the inhibition of RNAIII synthesis, with the subsequent suppression of toxins synthesis. The present paper will provide an overview on the activity and potential applications of RIP as biofilm inhibiting compound, useful in the management of S. aureus biofilm infections. Moreover, medicinal chemistry strategies have been examined to better understand which modifications and/or structure alterations were able to produce new derivatives of this QS inhibitor with an improved antibiofilm activity.


Author(s):  
Gerald Kafuku ◽  
Makme Mbarawa ◽  
Man Kee Lam ◽  
Keat Teong Lee

Fatty acid methyl esters (biodiesel), prepared from transesterification of vegetable oils or animal fats, have gained great importance in substituting petroleum based diesel for combating environmental problems and higher diesel prices. Moringa oleifera fatty acids are among the newly investigated potentials for biodiesel production in recent years. In getting rid of soap formation and thus large waste washing water from biodiesel produced from homogenous catalysts, the use of heterogeneous catalysts is currently preferred due to easily separation and purification of the final products. In this study, biodiesel was produced from moringa oleifera oil using sulfated tin oxide enhanced with SiO2 (SO42−/SnO2−SiO2) as super acid solid catalyst. The experimental design was done using design of experiment (DoE), specifically, response surface methodology based on three-variable central composite design (CCD) with alpha (α) = 2. The reaction parameters in the optimization process were reaction temperature (60°C to 180°C), reaction period (1 to 3 hrs) and methanol to oil ratio (1:6 to 1:24 mol/mol). It was observed that the yield up to 84wt% of moringa oleifera methyl esters can be obtained with reaction conditions of 150°C temperature, 150 minutes reaction time and 1:19.5 methanol to oil ratio, while catalyst concentration and agitation speed are kept at 3wt% and 350 rpm respectively.


2020 ◽  
Vol 12 (17) ◽  
pp. 7122
Author(s):  
Ludwika Tomaszewska-Hetman ◽  
Waldemar Rymowicz ◽  
Anita Rywińska

The study proposed the innovative low-cost strategy for erythritol production by Yarrowia lipolytica through developing a simple medium based on industrial waste by-products and a natural method for culture broth purification. Results obtained proved that corn steep liquor might successfully replace traditional sources of nitrogen and other nutrients without compromising activities of the enzymes responsible for erythritol production and its production level. As a consequence, a production process was performed where Y. lipolytica A-6 was able to produce 108.0 g/L of erythritol, with a production rate of 1.04 g/Lh and a yield of 0.45 g/g of the medium containing exclusively 220 g/L of crude glycerol derived from biodiesel production and 40 g/L of corn steep liquor. Moreover, a comparable concentration of erythritol (108.1 g/L) was obtained when a part of crude glycerol was exchanged for the crude fraction of fatty acids in the two-steps process. Next, the collected post-fermentation broths were used in the culture with Y. lipolytica Wratislavia K1 for natural purification. The process resulted in a high increase of erythritol selectivity from 72% to 97% and in the production of 22.0 g/L of biomass with 40.4% protein content, which enables its use as an attractive animal feedstuff.


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