Synthesis and Initial Evaluation of Solid Acid Catalyst Derived from Spent Coffee Grounds for the Esterification of Oleic Acid and Methanol

Agapay, Ramelito C.; Liu, Hsin-Chen; Ju, Yi‐Hsu; Go, Alchris Woo; Angkawijaya, Artik Elisa; Nguyen, Phuong Lan Tran; Truong, Chi Thanh; Quijote, Kristelle L.

doi:10.1007/s12649-020-01325-6

Cited by 9 publications

(5 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Within the range of 80–100°C, the influence of sulfonation temperature was considerable. Numerous studies favor these findings, such as spent coffee grounds, 109 cacao shell, 94 bamboo 96 and coal, 110 with their respective sulfonation temperatures of 100, 120, 105, and 105°C. The density of SO 3 H acid sites decreased as the sulfonation temperature was raised because oxidation, condensation and dehydrogenation all played significant roles in the process 111 …”

Section: Factors Affecting Catalyst Preparationmentioning

confidence: 90%

Biomass‐derived sulfonated polycyclic aromatic carbon catalysts for biodiesel production by esterification reaction

Yadav

Ahmaruzzaman

2023

Biofuels Bioprod Bioref

View full text Add to dashboard Cite

Sulfonated polycyclic aromatic carbon (SPAC) catalysts have specific surface characteristics owing to the presence of two types of functional groups: SO3H (sulfonic) and oxygen‐containing functional groups (COOH and OH groups). Oxygen‐containing functional groups provide a synergistic effect to the sulfonic group, resulting in a high total acid density and enhanced catalytic activity of SPAC. Owing to the high acid density, SPAC catalysts are used for various applications such as organic transformations, electrocatalysis and water treatment. The natural abundance of raw materials, easy processing for catalyst fabrication, excellent catalytic performance and high thermal and chemical stability make SPAC cost‐effective and environmentally benign. Biomass‐derived heterogeneous catalysts possess unique surface characteristics, high reusability and low cost owing to their easy accessibility, along with various environmental benefits. This review demonstrates biodiesel production using oleic acid as a feedstock material catalyzed by biomass‐derived SPAC catalysts. Additionally, various parameters such as catalyst synthetic parameters, esterification reaction parameters, the esterification reaction mechanism and catalytic stability, which affect the catalytic performance and esterification efficacy, are discussed. Finally, the future scope for developing novel SPAC catalysts has been demonstrated for young researchers in this field.

show abstract

Section: Factors Affecting Catalyst Preparationmentioning

confidence: 90%

Biomass‐derived sulfonated polycyclic aromatic carbon catalysts for biodiesel production by esterification reaction

Yadav

Ahmaruzzaman

2023

Biofuels Bioprod Bioref

View full text Add to dashboard Cite

show abstract

“…In terms of the estimated TOF, the BP-N-8/90 catalyst has a higher value of 143 h −1 than the other materials (Table S1). Although some catalysts have a higher conversion-sulfonated chitosan (83%, [42]), hollow sulfonated mesoporous carbon spheres (70%, [43]), and sulfonated spent coffee grounds (~90% [44])-the catalysts were tested at less desirable conditions that include using a higher alcohol excess, which increases the ester production cost [42,43], and higher reaction temperatures [43,44], and/or their preparation method was more complex for productivity similar or lower than that achieved by the petcoke-derived catalyst. From a molecular point of view (TOF), the sites (−SO 3 H) generated from the inherent sulfur in petcoke are more active than those on Amberlyst-15, and the activity, although lower, is comparable to that generated from the sulfonation process.…”

Section: Esterification Reactionmentioning

confidence: 99%

Section: Esterification Reactionmentioning

confidence: 99%

“…Molecules 2023, 28, x FOR PEER REVIEW 9 of 17 that include using a higher alcohol excess, which increases the ester production cost [42,43], and higher reaction temperatures [43,44], and/or their preparation method was more complex for productivity similar or lower than that achieved by the petcoke-derived catalyst. From a molecular point of view (TOF), the sites (−SO3H) generated from the inherent sulfur in petcoke are more active than those on Amberlyst-15, and the activity, although lower, is comparable to that generated from the sulfonation process.…”

Section: Exploration Of Sulfonic Group Formation Mechanismsmentioning

confidence: 99%

See 1 more Smart Citation

Preparation of Carbon-Based Solid Acid Catalyst from High-Sulfur Petroleum Coke with Nitric Acid and Ball Milling, and a Computational Evaluation of Inherent Sulfur Conversion Pathways

Huang,

Cabral,

Tong

et al. 2023

Molecules

View full text Add to dashboard Cite

A series of petroleum coke (petcoke)-derived solid acid catalysts were prepared via nitric acid treatment with or without ball milling pretreatment. The inherent sulfur in petcoke was converted to sulfonic groups, which were active sites for the esterification of octanoic acid and methanol at 60 °C, with ester yields of 14–43%. More specifically, samples without ball milling treated at 120 °C for 3 h had a total acidity of 4.67 mmol/g, which was 1.6 times that of the samples treated at 80 °C, despite their −SO3H acidities being similar (~0.08 mmol/g). The samples treated for 24 h had higher −SO3H (0.10 mmol/g) and total acidity (5.25 mmol/g) but not increased catalytic activity. Ball milling increased the defects and exposed aromatic hydrogen groups on petcoke, which facilitated further acid oxidation (0.12 mmol −SO3H/g for both materials and total acidity of 5.18 mmol/g and 5.01 mmol/g for BP-N-3/120 and BP-N-8/90, respectively) and an increased ester yield. DFT calculations were used to analyze the pathways of sulfonic acid group formation, and the reaction pathway with NO2• was the most thermodynamically and kinetically favourable. The activities of the prepared catalysts were related to the number of −SO3H acid sites, the total acidity, and the oxygen content, with the latter two factors having a negative impact.

show abstract

“…Activated carbons from coffee grounds are used as organic dye adsorbents [ 37 ], organic compounds adsorbents [ 38 ], and CO 2 adsorbents [ 39 ]. Carbonaceous materials from coffee grounds are also used as the catalysts in many organic reactions, e.g., glycerol etherification [ 40 ], sulfamethoxazole degradation [ 41 ], and oleic acid and methanol esterification [ 42 ]. These materials also found applications in electrochemistry as anodes for lithium-ion batteries [ 43 ], as electrocatalysts [ 44 ], and as materials for energy storage [ 45 ].…”

Section: Introductionmentioning

confidence: 99%

Activated Carbons Obtained from Orange Peels, Coffee Grounds, and Sunflower Husks—Comparison of Physicochemical Properties and Activity in the Alpha-Pinene Isomerization Process

et al. 2021

View full text Add to dashboard Cite

This work presents studies on the preparation of porous carbon materials from waste biomass in the form of orange peels, coffee grounds, and sunflower seed husks. The preparation of activated carbons from these three waste materials involved activation with KOH followed by carbonization at 800 °C in an N2 atmosphere. This way of obtaining the activated carbons is very simple and requires the application of only two reactants. Thus, this method is cheap, and it does not generate much chemical waste. The obtained activated carbons were characterized by XRD, SEM, XPS, and XRF methods. Moreover, the textural properties, acidity, and catalytic activity of these materials were descried. During catalytic tests carried out in the alpha-pinene isomerization process (the use of the activated carbons thus obtained in the process of alpha-pinene isomerization has not been described so far), the most active were activated carbons obtained from coffee grounds and orange peels. Generally, the catalytic activity of the obtained materials depended on the pore size, and the most active activated carbons had more pores with sizes of 0.7–1.0 and 1.1–1.4 nm. Moreover, the presence of potassium and chlorine ions in the pores may also be of key importance for the alpha-pinene isomerization process. On the other hand, the acidity of the surface of the tested active carbons did not affect their catalytic activity. The most favorable conditions for carrying out the alpha-pinene isomerization process were the same for the three tested activated carbons: temperature 160 °C, amount of the catalyst 5 wt.%, and reaction time 3 h. Kinetic studies were also carried out for the three tested catalysts. These studies showed that the isomerization over activated carbons from orange peels, coffee grounds, and sunflower seed husks is a first-order reaction.

show abstract

Synthesis and Initial Evaluation of Solid Acid Catalyst Derived from Spent Coffee Grounds for the Esterification of Oleic Acid and Methanol

Cited by 9 publications

References 39 publications

Biomass‐derived sulfonated polycyclic aromatic carbon catalysts for biodiesel production by esterification reaction

Biomass‐derived sulfonated polycyclic aromatic carbon catalysts for biodiesel production by esterification reaction

Preparation of Carbon-Based Solid Acid Catalyst from High-Sulfur Petroleum Coke with Nitric Acid and Ball Milling, and a Computational Evaluation of Inherent Sulfur Conversion Pathways

Activated Carbons Obtained from Orange Peels, Coffee Grounds, and Sunflower Husks—Comparison of Physicochemical Properties and Activity in the Alpha-Pinene Isomerization Process

Contact Info

Product

Resources

About