- Synthesis and thermophysical characterization of fatty amides for thermal energy storage
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Nine monoamides were synthesized from carboxylic acids (C8–C18) and crude glycerol. The final monoamides were the result of a rearrangement of the acyl chain during the final hydrogenation process. The purity of the final compounds was determined by spectroscopic and mass spectrometry (MS) techniques. The thermophysical properties of solid monoamides were investigated to determine their capability to act as phase change materials (PCM) in thermal energy storage. Thermophysical properties were determined with a differential scanning calorimeter (DSC). The melting temperatures of the analyzed material ranged from 62.2 ?C to 116.4 ?C. The analyzed enthalpy of these monoamides ranged from 25.8 kJ/kg to 149.7 kJ/kg. Enthalpy values are analyzed considering the carbon chain and the formation of hydrogen bonds.
- Canela-Xandri, Anna,Villorbina, Gemma,Balcells, Mercè,Fernández-Francos, Xavier,Cabeza, Luisa F.,Canela-Garayoa, Ramon
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- Chlorotrimethylsilane: A suitable reagent for the synthesis of chlorohydrin esters
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A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends o
- Eras, Jordi,Mendez, Jonh Jairo,Balcells, Merce,Canela, Ramon
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- Chemical synthesis method for OPO structured lipid
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The invention discloses a chemical synthesis method for an OPO (1,3-dioleic acid-2-palmitic acid triglyceride) structured lipid. The chemical synthesis method is characterized by comprising the following steps: (a) in the presence of an alkali catalyst, performing heating reflux reaction reduced pressure distillation on 1,3-dichloro-2-propanol and hexadecanoic acid methyl ester in an organic solvent, so as to obtain 1,3-dichloro-2-hexadecanoic acid ester; and (b) further putting sodium oleate into the 1,3-dichloro-2-hexadecanoic acid ester obtained in the former step, introducing nitrogen for protection, putting into a reactor with a backflow condensation device, performing a reaction for 2-5 hours at 50-100 DEG C, performing weak alkali water washing, adjusting the pH value to be neutral, drying, and performing molecular distillation or vacuum distillation, thereby obtaining high-purity OPO. The chemical synthesis method is simple and convenient in synthesis route, simple in after treatment and high in total yield (greater than 75%), and OPO can be synthesized effectively.
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Paragraph 0013; 0014; 0015
(2018/09/21)
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- Combining AlCl3·6H2O and an ionic liquid to prepare chlorohydrin esters from glycerol
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We describe here the first example in which glycerol has been transformed into chlorohydrin esters using an ionic liquid and hydrated aluminium chloride. The method avoids using Crown-18 ether, which was needed to obtain a similar yield when KCl was used.
- Villorbina, Gemma,Tomàs, Albert,Escribà, Marc,Oromí-Farrús, Mireia,Eras, Jordi,Balcells, Mercè,Canela, Ramon
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experimental part
p. 2828 - 2830
(2009/09/30)
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- From glycerol to chlorohydrin esters using a solvent-free system. Microwave irradiation versus conventional heating
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Esterification-chlorination of glycerol provides chlorohydrin esters in high yields. A ratio of reagents close to equivalence can be used, so that atom economy of the reaction is optimized. The reaction can be carried out using either classical or microwa
- Escribà, Marc,Eras, Jordi,Duran, Miquel,Simon, Sílvia,Butchosa, Cristina,Villorbina, Gemma,Balcells, Mercè,Canela, Ramon
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experimental part
p. 10370 - 10376
(2010/02/27)
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- A tandem Finkelstein-rearrangement-elimination reaction: a straightforward synthetic route to allyl esters
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Allyl esters can be obtained by a Finkelstein-rearrangement-elimination reaction of 2-chloro-1-(chloromethyl)ethyl esters induced by NaI. Sodium iodide can be used below equivalence using a reductive agent as sodium thiosulfate. High yields are obtained with most of the diverse esters studied. The method described avoids the use of allyl alcohol as a reagent. 2-Chloro-1-(chloromethyl)ethyl esters are prepared from glycerol, the main by-product of biodiesel industry. The effectiveness of iodine as reagent to hydrolyze allyl esters is also confirmed.
- Eras, Jordi,Escribà, Marc,Villorbina, Gemma,Oromí-Farrús, Mireia,Balcells, Mercè,Canela, Ramon
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experimental part
p. 4866 - 4870
(2009/10/02)
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- Synthesis of allyl esters of fatty acids and their ovicidal effect on Cydia pomonella (L.)
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Eight allyl esters of fatty acids were synthesized in moderate to high yields with a novel two-step procedure using glycerol as a starting material. The two-step methodology avoids the use of allyl alcohol. The first step consisted of heating at 80 °C for 48 h a 2:1:5 mmol mixture of glycerol, a fatty acid, and chlorotrimethylsilane in a solvent-free medium. The crude compound was then dissolved in butanone and heated at 115 °C in the presence of Nal. A tandem Finkelstein rearrangement-elimination reaction occurs, producing the corresponding allyl ester. The activity of these esters against Cydia pomonella (L.) (Lepidoptera: Tortricidae) eggs was tested in the laboratory by topical application of one 0.1 μL drop. All of the compounds showed a concentration-mortality response and caused 100% mortality at the highest concentration tested (10 mg/mL). There was an inverse relationship between the alkyl chain length and the ovicidal activity of the allyl ester; the LC50 and the LC90 of the two compounds that have the longer alkyl chains were significantly higher than those of the rest of the compounds. The ovicidal and IGR activities of this kind of compound appear to be unprecedented.
- Escriba, Marc,Barbut, Montserrat,Eras, Jordi,Canela, Ramon,Avilla, Jesus,Balcells, Merge
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experimental part
p. 4849 - 4853
(2010/06/14)
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