Synthesis of ionones on solid Brønsted acid catalysts: Effect of acid site strength on ionone isomer selectivity

Dı́ez, V.K.; Apesteguı́a, C.R.; Cosimo, J.I. Di

doi:10.1016/j.cattod.2009.09.016

Cited by 16 publications

(20 citation statements)

References 21 publications

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“…b-Ionone was more thermodynamically stable than a-ionone, therefore, the protonated a-ionone (6) could transform into protonated b-ionone (7) via cyclic carbocation (5). An instantaneous equilibrium B was also assumed between (5) and (6). As the protonation of PI is highly important, quenching the reaction can be easily obtained by diluting the acid concentration with water.…”

Section: Cyclization Of Pi In the Two-phase Systemmentioning

confidence: 99%

“…To avoid the problems associated with the separation and reuse of liquid acids, the application of solid acid to catalyze the cyclization reaction is considered as an alternative and green route. Several solid acid catalysts, including molecular sieve catalyst, hybridized macroreticular catalyst, etc., have been developed [3][4][5][6]. However, the efficiency of the process is far away from being satisfactory.…”

Section: Introductionmentioning

confidence: 99%

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Cyclization of Pseudoionone Catalyzed by Sulfuric Acid in a Microreactor

et al. 2016

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A microreactor system was developed to investigate the cyclization of pseudoionone (PI) catalyzed by sulfuric acid. The conversion of PI and selectivities of a-ionone and b-ionone were explored under various conditions. The effects of residence time, molar ratio of acid/PI (M-ratio), reaction temperature, and sulfuric acid concentration on the reaction were evaluated. Sulfuric acid concentration was found to play a vital role in the reaction system, which could greatly influence the conversion and selectivities. A high yield of b-ionone and total yield of a-ionone and b-ionone were achieved under optimized conditions. The formation of by-products was determined in detail and the side reactions could be restrained by optimizing the reaction parameters.

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Section: Cyclization Of Pi In the Two-phase Systemmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cyclization of Pseudoionone Catalyzed by Sulfuric Acid in a Microreactor

et al. 2016

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“…Various catalysts are applied for this process, particularly, Ca-Y zeolite [7], sulphated mesoporous silica MCM-41 [8], sulphated TiO 2 grafted MCM-41 [9,10], ZrO 2 [11], polymer resins with both sulfonic and perfluoroalkilosulfonic groups [12] and silica supported heteropolyacids [13][14][15]. At presented work, the cyclization of pseudoionone into a-ionone has been investigated over heteropolyacid supported on mesoporous silica SBA-15.…”

Section: Introductionmentioning

confidence: 99%

Cyclization of Pseudoionone into α-Ionone Over Heteropolyacid Supported on Mesoporous Silica SBA-15

2011

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Cyclization of pseudoionone into a-ionone was performed over the series heteropolyacid supported on SBA-15 in liquid-phase at 363 and 373 K using a batch reactor. It has been demonstrated that the liquid-phase synthesis of a-ionone by pseudoionone cyclization can be efficiently achieved on heteropolyacid/SBA-15 materials. The high catalytic performance of PW 12 /SBA-15 materials is due to their strong Brønsted acidity, high dispersion of active phase and also to absence of steric constraints for pseudoionone cyclization. PW 12 /SBA-15 catalysts are specially active and selective for this reaction giving predominantly a-ionone, as the main product, with high yield (about 60% at 373 K after 2 h) close to that obtained via the homogeneous synthesis. This catalytic system is more active and efficient in comparison with heteropolyacid supported on commercial silica. In order to achieve comparable amount of a-ionone, as is got for PW 12 /SBA-15, belongs to apply five times more of the catalyst based on classical SiO 2 .

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“…To avoid the problems associated with the separation and reuse of liquid acids, the application of solid acid to catalyze the cyclization reaction is considered as an alternative and green route. Several solid acid catalysts, including molecular sieve catalyst, hybridized macroreticular catalyst, etc., have been developed 3–6. However, the efficiency of the process is far away from being satisfactory.…”

Section: Introductionmentioning

confidence: 99%

Electrochemiluminescence Sensor for Selective Preconcentration and Sensitive Detection of Napropamide Using Water‐Soluble Sulfonated Graphene

Wang

Guo

2014

Electroanalysis

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A novel electrochemiluminescence (ECL) sensor for napropamide determination was prepared using the water‐soluble sulfonated graphene (sulfonated‐G) as solid‐phase microextraction (SPME) material, based on selective preconcentration of target onto an electrode and followed by luminol ECL detection. The effects of pH, adsorption time, buffer solution and the luminescence agent on ECL intensity were optimized. Under the optimized conditions (pH 6; adsorption time 5 min; buffer solution pH 11.0 Na2CO3aHCO3; luminescence agent luminol; stirring speed 400 rpm), the lowest detection limits (1.0 µg L−1) and good linear range (r2≥0.99) were obtained for the analyte, indicating the superior performance of Nafion/sulfonated‐G/GCE for detecting napropamide.

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Synthesis of ionones on solid Brønsted acid catalysts: Effect of acid site strength on ionone isomer selectivity

Cited by 16 publications

References 21 publications

Cyclization of Pseudoionone Catalyzed by Sulfuric Acid in a Microreactor

Cyclization of Pseudoionone Catalyzed by Sulfuric Acid in a Microreactor

Cyclization of Pseudoionone into α-Ionone Over Heteropolyacid Supported on Mesoporous Silica SBA-15

Electrochemiluminescence Sensor for Selective Preconcentration and Sensitive Detection of Napropamide Using Water‐Soluble Sulfonated Graphene

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