Nano Sulfated Titania as Solid Acid Catalyst in Direct Synthesis of Fatty Acid Amides

Hosseini‐Sarvari, Mona; Sodagar, Esmat; Doroodmand, Mohammad Mahdi

doi:10.1021/jo2002769

Cited by 89 publications

(42 citation statements)

References 51 publications

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“…The broader band at 3,460 cm -1 is attributed to the stretching vibration and bending vibration of hydroxyl groups on TiO 2 [27,28]. Another peak at 1,630 cm -1 is attributed to the bending vibration of H-O-H on absorbed water [29]. In Fig.…”

Section: Uv-vis Spectra Analysismentioning

confidence: 85%

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Zhou

Xiao

et al. 2015

Res Chem Intermed

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Dimethyl toluene-2,4-dicarbamate (2,4-TDC) was selected as a model compound for aromatic polyurethane to investigate the photo-chemical behavior of commercial TiO 2 pigments in non-aqueous solution. The UV-Visible spectrometry analysis results showed that the UV-shielding ability of the rutile TiO 2 pigment was better than that of the anatase TiO 2 pigment. Photodegradation experiments suggested that the photodegradation of 2,4-TDC was retarded by rutile TiO 2 pigment, while accelerated by anatase TiO 2 pigment. With the help of the degradation intermediates during the photodegradation process and calculated data, such as point charges and bond length, the preliminary photodegradation mechanism of 2,4-TDC was also briefly elucidated, including the addition of hydroxyl radicals and the cleavage of the carbamate side chain. Additionally, the photodegradation of 2,4-TDC was used to evaluate the photoreactivity of TiO 2 pigments, this is proved to an efficient approach with potential application in industry.

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Section: Uv-vis Spectra Analysismentioning

confidence: 85%

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Zhou

Xiao

et al. 2015

Res Chem Intermed

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“…Alternatively, few more formylating reagents like acetic formic anhydride, ammonium formate, activated formic esters, chloral, imidazole-DMF and catalysts VB 1 , Zn metal, ZnO with formic acid may be used [34][35][36][37][38]. Many other useful catalysts such as aqueous formaldehyde-iridium, CeO 2 -formic acid, imidazoliumbased ionic liquid CO 2 , and stearic acid-nanosulphated TiO 2 have been reported [39][40][41][42][43]. However, many of these procedures su er from the di culties such as high toxicity, expensive reagents, prolonged reaction time, and issues associated with impurities, which need further puri cation and require special care.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Raghavendra¹,

Lalithamba²,

Shekarappa

et al. 2017

Scientia Iranica

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Abstract. Green synthesis of nano MgO particles and their application in the formylationof isocyanates of N-Fmoc/Cbz/Boc protected amino acids were reported. Nano magnesium oxide catalysed reaction of isocyanate with 96% formic acid was established to obtain formamides. For this, the carboxyl group of protected amino acids was activated via mixed anhydride method and treated with NaN3. The formed azides were converted into their isocyanates through Curtius rearrangement and treated with HCOOH and catalytic amount of nano MgO. The advantages of this method were being remarkably simple and attaining economically low-cost nano metal oxide under milder reaction conditions. Most importantly, MgO could be easily separated and other basic impurities were removed through a simple work-up. This protocol showed high e ciency in catalysing the transformation in a greener fashion. The molecular docking study of the synthesized compounds was performed against the macromolecules sortase-A and glucosamine 6-phosphate synthase to understand the binding interactions. The results of in vitro antibacterial activities of the synthesized compounds were supported by docking analysis.

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“…To increase the reaction rate, many metal oxides demonstrated catalytic activity such as CeO2, CaO, MgO, ZnO, Y2O3, TiO2, ZrO2, Nb2O5, Al2O3, SiO2 10-13 as well as solid acids like Amberlyst-15, HBEA, niobic acid, mont-K10, nafion-SiO2 and IBA 10,14 . Among them, titania provides a unique combination of low price and high catalytic activity [15][16][17] . Hosseini-Sarvari et al 15 applied nanosized sulfated titania to direct amide synthesis in a batch reactor using a wide range of substrates and obtained the yields of 70 -98 % in 3 -12 h at 115 ºC.…”

Section: Introductionmentioning

confidence: 99%

“…Among them, titania provides a unique combination of low price and high catalytic activity [15][16][17] . Hosseini-Sarvari et al 15 applied nanosized sulfated titania to direct amide synthesis in a batch reactor using a wide range of substrates and obtained the yields of 70 -98 % in 3 -12 h at 115 ºC. Nagarajan et al 16 demonstrated quick (under 30 min) amide synthesis with the yields ranging from 83 to 98 % using sulfated titania nanotubes at 110 ºC.…”

Section: Introductionmentioning

confidence: 99%

Direct amide synthesis over core–shell TiO₂@NiFe₂O₄ catalysts in a continuous flow radiofrequency-heated reactor

et al. 2016

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A note on versions:The version presented here may differ from the published version or, version of record, if you wish to cite this item you are advised to consult the publisher's version. Please see the 'permanent WRAP url' above for details on accessing the published version and note that access may require a subscription. AbstractCore-shell composite magnetic catalysts TiO2@NiFe2O4 with a titania loading of 9-32 wt. % have been synthesised by sol-gel method for direct amide synthesis in a radiofrequency (RF)-heated continuous flow reactor. The catalyst calcination temperature was optimised in the range of 350-500 ºC and the highest activity was observed for the catalyst calcined at 500 ºC due to conversion of titania into catalytically active anatase phase. No reaction between the magnetic core and the titania shell was observed up to the calcination temperature of 1000 ºC and no sintering of titania shell was observed after calcination at 500 ºC. The comparison of direct amide synthesis in a continuous flow fixed bed reactor under conventional and RF heating demonstrated that the RF heating mode increased the apparent reaction rate by 60 % and decreased the deactivation rate due to a better temperature uniformity. The titania weight normalised reaction rate in the RF-heated reactor was constant for titania loadings above 17 wt. %, while it decreased by a factor of 3 at lower titania loadings because of interactions between the ferrite core on the thin layer of the catalyst. The catalyst deactivation study showed that the deactivation rate could be accurately described by a first order kinetics and that the main reason of deactivation was coking. The catalyst regeneration via calcination at 400 ºC resulted in the catalyst sintering, while a treatment with a hydrogen peroxide solution at 90 ºC fully recovered catalytic activity.

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Nano Sulfated Titania as Solid Acid Catalyst in Direct Synthesis of Fatty Acid Amides

Cited by 89 publications

References 51 publications

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Direct amide synthesis over core–shell TiO₂@NiFe₂O₄ catalysts in a continuous flow radiofrequency-heated reactor

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Nano Sulfated Titania as Solid Acid Catalyst in Direct Synthesis of Fatty Acid Amides

Cited by 89 publications

References 51 publications

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Direct amide synthesis over core–shell TiO2@NiFe2O4 catalysts in a continuous flow radiofrequency-heated reactor

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Direct amide synthesis over core–shell TiO₂@NiFe₂O₄ catalysts in a continuous flow radiofrequency-heated reactor