Partial oxidation of aromatic alcohols via TiO2 photocatalysis: the influence of substituent groups on the activity and selectivity

Yurdakal, Sedat; Augugliaro, Vincenzo

doi:10.1039/c2ra20960h

Cited by 32 publications

(26 citation statements)

References 33 publications

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“…PAA, mainly degrades to open ring products and CO 2 , rather than undergoing oxidation to 4-methoxybenzoic acid, as demonstrated by ad hoc tests performed starting with PAA as the reactant. Finally, we can notice that nitro-group is also responsible for the decrease of the reactivity, in agreement with recent published evidence [21,22]. Previous research works reported that the mineralization of adsorbed aromatic alcohol molecules proceeds through steps in which the oxidation products are not released into the liquid phase, suggesting that this process should be favoured by using a catalyst with a hydrophobic surface [20,23].…”

Section: Photoreactivitysupporting

confidence: 89%

“…Recently, photocatalytic partial oxidation of aromatic alcohols to the corresponding aldehydes has been carried out under solar radiation in aqueous suspensions of home-prepared (HP) anatase and rutile TiO 2 . In those cases HP photocatalysts, containing high amounts of amorphous phase, showed selectivity values for aldehyde production far higher than those of commercial and crystalline samples [20][21][22][23].…”

Section: Introductionmentioning

confidence: 84%

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Selective photocatalytic oxidation of aromatic alcohols in solar-irradiated aqueous suspensions of Pt, Au, Pd and Ag loaded TiO 2 catalysts

et al. 2017

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Section: Photoreactivitysupporting

confidence: 89%

Section: Introductionmentioning

confidence: 84%

Selective photocatalytic oxidation of aromatic alcohols in solar-irradiated aqueous suspensions of Pt, Au, Pd and Ag loaded TiO 2 catalysts

et al. 2017

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“…the benzyl alcohol, from the data reported in Table 3 it may be noted that the presence of one electron donor group (EDG) in 2-or 4-position increases the reaction rate [49]. When both 2-and 4-positions are occupied by two EDG's, the reaction rate further increases.…”

Section: Influence Of Substituent Groupmentioning

confidence: 90%

Photoelectrocatalytic selective oxidation of 4-methoxybenzyl alcohol in water by TiO2 supported on titanium anodes

Özcan

Yurdakal

Augugliaro

et al. 2013

Applied Catalysis B: Environmental

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a b s t r a c tThe photoelectrocatalytic partial oxidation of 4-methoxybenzyl alcohol in aqueous solution irradiated by near-UV light was carried out in a three-electrode batch reactor. TiO 2 films were either deposited by dip-coating of a TiO 2 sol onto a Ti foil and subsequent calcination or generated on Ti plates by thermal oxidation in air at 400-700 • C. The effects of the anode preparation method and bias potential values on conversion and selectivity to the corresponding aldehyde were investigated. The photoelectrocatalytic results were compared with the photocatalytic and electrocatalytic ones. The results indicated that no reaction occurred during the electrocatalytic experiments, whereas the photocatalytic reactivity was positively influenced by the application of a small bias (0.75 V vs. saturated calomel electrode). By applying the previous bias the highest initial degradation rates, r 0 , and selectivities to 4-methoxybenzaldehyde, S, were obtained in photoelectrocatalytic experiments by using Ti plate calcined at 500 • C (r 0 = 0.1507 mM h −1 , S = 85%) or TiO 2 film prepared by dip-coating and calcined at 700 • C (r 0 = 0.1339 mM h −1 , S = 90%). In order to investigate the influence of the substituent groups on reactivity and selectivity, photoelectrocatalytic runs with benzyl alcohol, 2-methoxybenzyl alcohol, 3-methoxybenzyl alcohol, 2,4-dimethoxybenzyl alcohol, 2,3,4-trimethoxybenzyl alcohol, 4-nitrobenzyl alcohol and 4-hydroxybenzyl alcohol have been performed. The selectivity and reactivity values increased by increasing the electron-donor properties of the substituent groups. This positive effect, however, was obtained only if the electron-donor group is in para or ortho position with respect to the alcoholic group.

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“…To explain the higher conversion of MBA than BA by using the same photocatalyst and experimental conditions, it is necessary to remind that the aromatic alcohols with electron donating substituent groups (EDG) as -O-CH3 in different positions, show different photocatalytic reactivity and selectivity, at least in the presence of TiO2 [20]. Indeed, the reaction rate and selectivity were dependent not only on the catalyst properties such as crystallinity and hydrophilicity, but also on the kind and position of the substituent groups of the aromatic alcohols [17,20,21]. It is already known that the aromatic alcohols showed selectivity values decreasing with the methoxy-substituent position in the aromatic ring according to the following order: para > ortho > meta.…”

Section: Photocatalytic Partial Oxidation Of 4-methoxybenzyl Alcohol mentioning

confidence: 99%

“…The three alcohols were chosen because they bear different substituent groups which can influence conversion and selectivity. Indeed, it has been reported that the presence of a metoxy group in para position (4-methoxy benzyl alcohol versus benzyl alcohol), increased both reaction rate and selectivity to aldehyde when TiO2 was used as the photocatalyst [20]. The further presence of a meta oxy-alkane substituent in the piperonyl alcohol could also have influence.…”

Section: Introductionmentioning

confidence: 99%

Selective photocatalytic oxidation of aromatic alcohols in water by using P-doped g-C3N4

Bellardita

García‐López

Marcı̀

et al. 2018

Applied Catalysis B: Environmental

245

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A set of bare and P-doped graphitic carbon nitride (g-C3N4) photocatalysts has been prepared by thermal condensation of melamine, urea or thiourea. For the sake of comparison, a g-C3N4 sample obtained in the presence of cyanuric acid and thermally exfoliated C3N4 powders were also studied. The materials were physicochemically characterized and their photocatalytic activity was studied for the selective oxidation of benzyl alcohol (BA), 4-methoxy benzyl alcohol (4-MBA) and piperonyl alcohol (PA) in water suspension both under UV and visible light irradiation. The influence of the type and position of the substituents on conversion and selectivity to aldehyde was remarkable. The presence of P in the C3N4 material improved the selectivity of the reaction towards the aldehyde.

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Partial oxidation of aromatic alcohols via TiO2 photocatalysis: the influence of substituent groups on the activity and selectivity

Cited by 32 publications

References 33 publications

Selective photocatalytic oxidation of aromatic alcohols in solar-irradiated aqueous suspensions of Pt, Au, Pd and Ag loaded TiO 2 catalysts

Selective photocatalytic oxidation of aromatic alcohols in solar-irradiated aqueous suspensions of Pt, Au, Pd and Ag loaded TiO 2 catalysts

Photoelectrocatalytic selective oxidation of 4-methoxybenzyl alcohol in water by TiO2 supported on titanium anodes

Selective photocatalytic oxidation of aromatic alcohols in water by using P-doped g-C3N4

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