Kinetics of epoxidation of jatropha oil with peroxyacetic and peroxyformic acid catalysed by acidic ion exchange resin

Goud, Vaibhav V.; Patwardhan, Anand; Dinda, Srikanta; Pradhan, Narayan

doi:10.1016/j.ces.2007.04.038

Cited by 154 publications

(145 citation statements)

References 24 publications

Supporting

Mentioning

136

Contrasting

Unclassified

Order By: Relevance

“…Limited information is available on the catalytic epoxidation and dihydroxylation reactions of JO. The epoxidation of JO with peroxyorganic acids catalyzed by acidic ion exchange resins including a kinetic study has been described recently by Goud et al [20,21].…”

Section: Introductionmentioning

confidence: 96%

“…The synthetic methodology involves epoxidized and dihydroxylated JO. As such, the latter two are also interesting reactive building blocks for applications like stabilizers and plasticizers in polymers, as additives in lubricants, as components in plastics and urethane foams, and in general as intermediates for a large number of commodities [3,20,21]. Limited information is available on the catalytic epoxidation and dihydroxylation reactions of JO.…”

Section: Introductionmentioning

confidence: 97%

See 1 more Smart Citation

Synthesis and properties of highly branched Jatropha curcas L. oil derivatives

Daniel

Ardiyanti

Schuur

et al. 2011

Euro J Lipid Sci & Tech

View full text Add to dashboard Cite

The synthesis and properties of a number of novel branched Jatropha curcas L. oil (JO) derivatives containing vicinal di-ester units in the fatty acid chains are reported. Both the length (acetyl vs. hexanoyl) and the stereochemistry of the vicinal di-ester units (cis vs. trans) were varied. The compounds were prepared by two different synthetic approaches using catalytic chemistry. The first approach involves epoxidation of JO using a Sharpless epoxidation with methyltrioxorhenium as the catalyst to give epoxidized JO (1), followed by an esterification reaction with the corresponding anhydrides using ammonium-12-molybdophosphate (AMP) as catalyst to give trans-di-esters of JO (4a, 4b). The second approach is based on the dihydroxylation of JO using either the Prilezhaev method, resulting in trans-diols of JO (2), or the Upjohn method using osmium tetroxide as catalyst to give cis-diols of JO (3). In subsequent steps, the diols were esterified with acetic-or hexanoic anhydride using dimethylaminopyridine as catalyst to produce the corresponding cis-and trans-di-esters of JO (5a, 5b, 6). The best cold flow properties (lowest pour-and cloud point, crystallization and melting temperature) were obtained for JO with hexanoyl branches in a trans orientation (5b, pour point of À148C, melting point of À58C, and crystallization temperature of À258C) and these values are considerably better than for the JO source.Practical applications: Jatropha curcas L. oil (JO) is a toxic oil with potential applications not only as a green biodiesel but also as a feedstock for the oleochemical industry. The toxicity prohibits the use in food products but does not interfere with technical applications. Here we report studies on the synthesis of interesting JO derivatives (epoxidized, dihydroxylated, and branched compounds) that could be useful starting materials for a range of derivatives with a broad application perspective. The branched JO derivatives with vicinal di-ester units in the fatty acid chains have cold flow properties (pour-and cloud point, melting point and crystallization temperature) considerably better than the original JO. In addition, the oxidative stability was also improved significantly. These novel branched JO derivatives may have interesting applications as cold-flow improvers for biodiesel or as biolubricants.

show abstract

Section: Introductionmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 97%

Synthesis and properties of highly branched Jatropha curcas L. oil derivatives

Daniel

Ardiyanti

Schuur

et al. 2011

Euro J Lipid Sci & Tech

View full text Add to dashboard Cite

show abstract

“…From Figure S5a and b, it can also be seen that beyond 60°C decrease in OOC was observed. Epoxidation at higher temperatures (>60°C) acts as a medium to oxirane cleavage thereby decreasing the OOC value [49]. Likewise, altering the catalyst loading from 5 to 25% roaring in the epoxide content was observed up to 15 wt%.…”

Section: Effect Of Temperature and Catalyst Loading On Oocmentioning

confidence: 92%

“…Enhanced rate of per acid formation was anticipated with an increase catalyst loading and hydrogen peroxide concentration followed by an increase in the OOC [49,52]. Figure S7a and b describes the effect of catalyst loading and hydrogen peroxide on the course of epoxide formation.…”

Section: Effect Of Catalyst Loading and Substrate Molar Ratio On Oocmentioning

confidence: 99%

Response surface methodology for optimization of bio‐lubricant basestock synthesis from high free fatty acids castor oil

Borugadda

Goud

2015

Energy Science & Engineering

Self Cite

View full text Add to dashboard Cite

In this paper, an eco-friendly single-step process for the synthesis of biolubricant basestock from high free fatty acid (FFA) castor oil (CO) via epoxidation reaction was investigated. Influence of various process parameters on the structural modification of CO and their interaction with the maximum oxirane oxygen content (OOC) was optimized. Central composite design (CCD) as one of the tools in response surface methodology (RSM) was used to evaluate the effects of process variables on maximum OOC. Iodine value (IV) and OOC was used to monitor the progress of epoxidation. From the RSM study, the optimal condition inferred was H 2 O 2 , 1.65 mol; catalyst loading, 15.14 wt%; temperature, 52.81°C; and reaction time, 2.81 h. At this optimum condition, OOC was found to be 3.85 mass%. Further, the epoxide product was confirmed by 1 H, 13 C NMR spectral technique and OOC was determined by the standard HBr method. Finally, the significant physico-chemical properties for the prepared epoxide were determined and compared with the castor oil. 372

show abstract

“…Este es el caso del aceite de castor, el cual es monoinsaturado con grupos hidroxilo en la molécula de triglicérido, lo que ofrece la posibilidad de reacciones como epoxidación/hidroxilación [4][5][6][7][8] , hidroformilación [9] , glicerólisis [10][11][12][13][14] , ozonólisis [15][16][17] , entre otras. Estas reacciones se pueden explotar para la obtención de materiales poliméricos tales como los poliésteres, los poliuretanos y las poliamidas [18] .…”

unclassified

Síntesis y caracterización de espumas flexibles de poliuretano obtenidas a partir de aceite de castor maleinizado

2009

View full text Add to dashboard Cite

Los aceites naturales tienen la ventaja de su amplia disponibilidad y además poseen una estructura química funcional que permite sintetizar una gran variedad de productos a partir de ellos [3] . Este es el caso del aceite de castor, el cual es monoinsaturado con grupos hidroxilo en la molécula de triglicérido, lo que ofrece la posibilidad de reacciones como epoxidación/hidroxilación [4][5][6][7][8] , hidroformilación [9] , glicerólisis [10][11][12][13][14] , ozonólisis [15][16][17] , entre otras. Estas reacciones se pueden explotar para la obtención de materiales poliméricos tales como los poliésteres, los poliuretanos y las poliamidas [18] . Los poliuretanos se obtienen comúnmente empleando dioles de alto peso molecular derivados del petróleo. Con IntroducciónEl petróleo, es la materia prima para sintetizar la inmensa mayoría de los polímeros. Sin embargo esta fuente es limitada y prácticamente no renovable, y tanto los procesos involucrados en la síntesis como los materiales producidos tienen en muchos casos alto impacto ambiental. Por estas razones, actualmente se está propendiendo a la búsqueda de materas primas alternativas renovables y a la síntesis de polímeros más benignos desde el punto de vista ambiental. En este contexto, es de interés la obtención de materiales poliméricos biodegradables provenientes de aceites naturales [1,2] . Resumen: En este trabajo se realiza la síntesis de espumas flexibles de poliuretano empleando un diseño experimental Taguchi, utilizando aceite de castor con y sin maleinización, se estudia la cinética de la reacción de esterificación del aceite por cuantificación de los grupos ácido (ASTM D4662 -03) y se evalúan las propiedades mecánicas de las espumas (densidad, resistencia tensil, % elongación, resiliencia y dureza. Norma NTC 2019 Icontec) obtenidas en función de las variables de síntesis (cantidad y tipo de catalizador, relación molar aceite castor (CO) -aceite maleinizado (MACO), cantidad de agua y surfactante empleado). Se realizan análisis de FTIR y SEM para las espumas. Los resultados mostraron una cinética de primer orden con respecto al anhídrido. El aceite maleinizado (MACO) incrementa la resistencia mecánica de las espumas, debido al mayor entrecruzamiento por la incorporación de grupos ácido. Síntesis y Caracterización de Espumas Palabras-claves:Poliuretano, espuma flexible, aceite castor, maleinización. Flexible Polyurethane Foam Synthesis and Characterization Obtained from Maleinizated Castor OilAbstract: In this work, the synthesis of polyurethane flexible foam is realized with the experimental design Taguchi, using castor oil with and without maleinization. The kinetic reaction of oil esterification was monitored by estimating the number of acid groups (ASTM D4662 -03), and the mechanical properties of the foam were studied, including density, tensile resistance, % elongation, resilience and hardness (Norm NTC 2019 Icontec). The influence of various synthesis parameters was investigated, namely amount and type of catalyst, molar ratio of castor oil (CO) -male...

show abstract

Kinetics of epoxidation of jatropha oil with peroxyacetic and peroxyformic acid catalysed by acidic ion exchange resin

Cited by 154 publications

References 24 publications

Synthesis and properties of highly branched Jatropha curcas L. oil derivatives

Synthesis and properties of highly branched Jatropha curcas L. oil derivatives

Response surface methodology for optimization of bio‐lubricant basestock synthesis from high free fatty acids castor oil

Síntesis y caracterización de espumas flexibles de poliuretano obtenidas a partir de aceite de castor maleinizado

Contact Info

Product

Resources

About