scholarly journals Oxidation of 1-propanol to propionic acid with hydrogen peroxide catalysed by heteropolyoxometalates

BMC Chemistry ◽  
2021 ◽  
Vol 15 (1) ◽  
Author(s):  
Minxue Liu ◽  
Fengli Yu ◽  
Bing Yuan ◽  
Congxia Xie ◽  
Shitao Yu

Abstract Background Propionic acid as a very valuable chemical is in high demand, and it is industrially produced via the oxo-synthesis of ethylene or ethyl alcohol and via the oxidation of propionaldehyde with oxygen. It is urgent to discover a new preparation method for propionic acid via a green route. Recyclable amino-acid-based organic–inorganic heteropolyoxometalates were first used to high-efficiently catalyse the selective oxidation of 1-propanol to propionic acid with H2O2 as an oxidant. Result A series of amino-acid-based heteropoly catalysts using different types of amino acids and heteropoly acids were synthesized, and the experimental results showed proline-based heteropolyphosphatotungstate (ProH)3[PW12O40] exhibited excellent catalytic activity for the selective catalytic oxidation of 1-propanol to propionic acid owing to its high capacity as an oxygen transfer agent and suitable acidity. Under optimized reaction conditions, the conversion of 1-propanol and the selectivity of propionic acid reached 88% and 75%, respectively. Over four cycles, the conversion remained at >80%, and the selectivity was >60%. (ProH)3[PW12O40] was also used to catalyse the oxidations of 1-butanol, 1-pentanol, 1-hexanol, and benzyl alcohol. All the reactions had high conversions, with the corresponding acids being the primary oxidation product. Conclusions Proline-based heteropolyoxometalate (ProH)3[PW12O40] has been successfully used to catalyse the selective oxidation of primary alcohols to the corresponding carboxylic acids with H2O2 as the oxidant. The new developed catalytic oxidation system is mild, high-efficient, and reliable. This study provides a potential green route for the preparation propionic acid.

2021 ◽  
Author(s):  
Minxue Liu ◽  
Fengli Yu ◽  
Bing Yuan ◽  
Congxia Xie ◽  
Shitao Yu

Abstract Background: Propionic acid as a very valuable chemical is in high demand, and it is industrially produced via the oxo-synthesis of ethylene or ethyl alcohol and via the oxidation of propionaldehyde with oxygen. It is urgent to discover a new preparation method for propionic acid via a green route. Recyclable amino-acid-based organic-inorganic heteropolyoxometalates were first used to high-efficiently catalyse the selective oxidation of n-propanol to propionic acid with H2O2 as an oxidant.Result: A series of amino-acid-based heteropoly catalysts using different types of amino acids and heteropoly acids were synthesized, and the experimental results showed proline-based heteropolyphosphatotungstate [ProH]3PW12O40 exhibited excellent catalytic activity for the selective catalytic oxidation of n-propanol to propionic acid owing to its high capacity as an oxygen transfer agent and suitable acidity. Under optimized reaction conditions, the conversion of n-propanol and the selectivity of propionic acid reached 88% and 75%, respectively. Over four cycles, the conversion remained at ˃80%, and the selectivity was ˃60%. [ProH]3PW12O40 was also used to catalyse the oxidations of n-butanol, n-pentanol, n-hexanol, and benzyl alcohol. All the reactions had high conversions, with the corresponding acids being the primary oxidation product.Conclusions: Proline-based heteropolyoxometalate [ProH]3PW12O40 has been successfully used to catalyse the selective oxidation of primary alcohols to the corresponding carboxylic acids with H2O2 as the oxidant. The new developed catalytic oxidation system is mild, high-efficient, and reliable. This study provides a potential green route for the preparation propionic acid.


Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1281 ◽  
Author(s):  
Yongwei Ju ◽  
Zhongtian Du ◽  
Chuhong Xiao ◽  
Xingfei Li ◽  
Shuang Li

Selective oxidation of α-hydroxy esters is one of the most important methods to prepare high value-added α-keto esters. An efficient catalytic system consisting of Zn(NO3)2/VOC2O4 is reported for catalytic oxidation of α-hydroxy esters with molecular oxygen. Up to 99% conversion of methyl DL-mandelate or methyl lactate could be facilely obtained with high selectivity for its corresponding α-keto ester under mild reaction conditions. Zn(NO3)2 exhibited higher catalytic activity in combination with VOC2O4 compared with Fe(NO3)3 and different nitric oxidative gases were detected by situ attenuated total reflection infrared (ATR-IR) spectroscopy. UV-vis and ATR-IR results indicated that coordination complex formed in Zn(NO3)2 in CH3CN solution was quite different from Fe(NO3)3; it is proposed that the charge-transfer from Zn2+ to coordinated nitrate groups might account for the generation of different nitric oxidative gases. The XPS result indicate that nitric oxidative gas derived from the interaction of Zn(NO3)2 with VOC2O4 could be in favor of oxidizing VOC2O4 to generate active vanadium (V) species. It might account for different catalytic activity of Zn(NO3)2 or Fe(NO3)3 combined with VOC2O4. This work contributes to further development of efficient aerobic oxidation under mild reaction conditions.


2017 ◽  
Vol 7 (22) ◽  
pp. 5284-5293 ◽  
Author(s):  
Mark Douthwaite ◽  
Xiaoyang Huang ◽  
Sarwat Iqbal ◽  
Peter J. Miedziak ◽  
Gemma L. Brett ◽  
...  

The selective oxidation of furfural to furoic acid is achieved at mild reaction conditions over an AuPd/Mg(OH)2 heterogeneous catalyst.


2018 ◽  
Vol 2018 ◽  
pp. 1-7 ◽  
Author(s):  
Abderrazak Aberkouks ◽  
Ayoub Abdelkader Mekkaoui ◽  
Brahim Boualy ◽  
Soufiane El Houssame ◽  
Mustapha Ait Ali ◽  
...  

Various ratio of Co-Ag supported on ZnO have been evaluated in the selective catalytic oxidation of styrene to benzaldehyde, using H2O2 as an oxidant. The catalysts were prepared by a sol-gel process and were characterized using XRD, FT-IR, TG-DTG, BET, and SEM/EDX. The performance of the prepared catalyst was investigated under different parameters such as solvent, temperature, substrate/oxidant molar ratios, reaction time, and doping percent. The Zn1−x−yAgxCoyO catalysts exhibit a good activity and a high selectivity towards benzaldehyde (95%) with the formation of only 5% of acetophenone.


2020 ◽  
Vol 49 (8) ◽  
pp. 2559-2569 ◽  
Author(s):  
Shuang Wang ◽  
Shuying Li ◽  
Rui Shi ◽  
Xinyu Zou ◽  
Zhijuan Zhang ◽  
...  

A porous V2O5–Al13 nanohybrid based on the self-assembly of Keggin Al13 and exfoliated V2O5 nanosheets for selective oxidation of alcohols.


2020 ◽  
Author(s):  
Lanlan Sun ◽  
Yu Wang ◽  
Chuanming Wang ◽  
Zaiku Xie ◽  
Naijia Guan ◽  
...  

<p>The selective oxidation of methane to methanol is a dream reaction of direct methane functionalization, which remains a key challenge in catalysis and a hot issue of controversy. Herein, we report the water-involved methane selective catalytic oxidation by dioxygen over copper-zeolites. At 573 K, a state-of-the-art methanol space-time yield of 543 mmol/mol<sub>Cu</sub>/h with methanol selectivity of 91 % is achieved with Cu-CHA catalyst. Temperature-programmed surface reactions with isotope labelling determine water as the dominating oxygen and hydrogen source of hydroxyl in methanol while dioxygen participates in the reaction <a></a><a>through reducing to water</a>. Spectroscopic analyses reveal the fast redox cycle of Cu<sup>2+</sup>-Cu<sup>+</sup>-Cu<sup>2+</sup> during methane selective oxidation, which is closely related to the high catalytic activity of Cu-CHA. Density functional theory calculations suggest that both CuOH monomer and dimer in Cu-CHA can catalyze the selective oxidation of methane to methanol with Cu-OOH as the key reaction intermediate, and meanwhile, various copper sites undergo interconversion under reaction conditions.<br></p>


2016 ◽  
Vol 6 (20) ◽  
pp. 7623-7630 ◽  
Author(s):  
Chih-Cheng Liu ◽  
Ravirala Ramu ◽  
Sunney I. Chan ◽  
Chung-Yuan Mou ◽  
Steve S.-F. Yu

Selective catalytic oxidation of hydrocarbons by a tricopper complex is demonstrated.


RSC Advances ◽  
2015 ◽  
Vol 5 (129) ◽  
pp. 106918-106929 ◽  
Author(s):  
Yonghai Feng ◽  
Wuping Xue ◽  
Hengbo Yin ◽  
Minjia Meng ◽  
Aili Wang ◽  
...  

Selective catalytic oxidation of 1,2-propanediol is an alternative, effective, and environmentally benign method for producing lactic acid.


2021 ◽  
Vol 08 ◽  
Author(s):  
Manickam Deepa ◽  
Selvarasu Uthayanila ◽  
Ramasamy Shanmuga Priya ◽  
Gopalsamy Selvaraj Ganesh ◽  
Parasuraman Karthikeyan

Aims: A green route for the oxidation of alcohols to corresponding carbonyl compounds in room temperature ionic liquid ([CEMIM]BH4) was developed by using hydrogen peroxide as the oxygen source. In aqueous solution at room temperature, 0.2 mol% of ([CEMIM]BH4) showed excellent catalytic properties for selective oxidation of aromatic and aliphatic alcohols Background: One of the vital reactions in organic synthesis is the oxidation of alcohols to carbonyl compounds. In particular, the conversion of primary alcohols to aldehydes has received a variety of applications as they are used as intermediates in fine chemicals mostly for the perfume industry. Objective: In the present work, we have reported an effective green route for the selective oxidation of alcohols to the carbonyl compounds using peroxide in an ionic liquid 1-carboxyethyl-3-methyl-imidazolium tetrahydroborate ([CEMIM]BH4) Methods:: A mixture of alcohol (2 mmol), ([CEMIM]BH4) (0.2 mol%), H2O2 (2 mmol) were stirred thoroughly with the help of a magnetic stirrer for 10 min at ambient temperature Results: The catalytic activity of ([CEMIM]BH4) is very effective, which reflects its good solvating nature during the oxidation. Conclusion: In conclusion, the series of experiments described represents a useful method for the oxidation of primary and secondary alcohols to carbonyl compounds at room temperature. The catalyst can be easily prepared and is therefore extremely cost-effective. The rapid reaction times for the substrates mean a large number of materials may be screened in parallel over a short period of time.


2020 ◽  
Vol 44 (42) ◽  
pp. 18173-18184
Author(s):  
Yi-Hu Ke ◽  
Xue Wang ◽  
Hong-Yu Qin ◽  
Hai Liu ◽  
Hong Yuan ◽  
...  

A series of Au catalysts supported on Cu–Al composite oxides were prepared and applied for the selective catalytic oxidation of glycerol to 1,3-dihydroxyacetone (DHA) in base-free conditions.


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