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Record W2905304120 · doi:10.1002/aocs.12178

A Density Functional Theory Study on the Acid‐Catalyzed Transesterification Mechanism for Biodiesel Production from Waste Cooking Oils

2018· article· en· W2905304120 on OpenAlexaff
Li Tan, Xiaochao Zhang, Changming Zhang, Rui Li, Jianxin Liu, Hui Zhang, Peide Han, Zhanfeng Zheng, Caimei Fan

Bibliographic record

VenueJournal of the American Oil Chemists Society · 2018
Typearticle
Languageen
FieldEngineering
TopicBiodiesel Production and Applications
Canadian institutionsWestern University
FundersNatural Science Foundation of Shanxi ProvinceNational Natural Science Foundation of China
KeywordsTransesterificationSN2 reactionBiodiesel productionChemistryCatalysisReaction mechanismOrganic chemistryBiodieselMethanolMonoacylglycerol lipaseElementary reactionKineticsPhysics

Abstract

fetched live from OpenAlex

Abstract The acid‐catalyzed transesterification reaction has been one of the most effective methods to produce biodiesel, especially from waste cooking oils (WCO) with high contents of water and free fatty acids (FFA). However, in the acid‐catalyzed processes, the H+ action mechanism and the controlling step of the reaction rate have been ambiguous. To clearly understand the reaction process, the DMol3 module based on the density functional theory (DFT) was employed to investigate the acid (H+‐)‐catalyzed transesterification mechanism of methanol and oleic acid monoacylglycerol (OAM). The one step transesterification without a catalyst and the feasible paths of SN2 (substitution nucleophilic bimolecular) and SN1 (substitution nucleophilic unimolecular) reaction mechanisms with H+‐based catalysts were built as Path 1, Path 2, and Path 3, respectively. The calculated structures, thermodynamic, and kinetic data revealed that the H+‐based catalysts could effectively reduce the activation energy for the transesterification reaction, and the Path 2 based on the SN2 reaction mechanism was the optimal reaction path. A tetrahedral intermediate (IM2‐2) could be generated with the highest active energy of 15.383 kcal mol−1, implying that there was the most stable structure of IM2‐2 as the key species in the transesterification process. Hence, the increasing decomposition rate of IM2‐2 accelerated the forward reaction in H+‐based biodiesel processes. The calculated active energy of 15.383 kcal mol−1 was in good agreement with the kinetic data for the monoacylglycerol transesterification of 15.067 kcal mol−1. Our calculations should provide basic and reliable theoretical data for further understanding the mechanism of transesterification of WCO to biodiesel products in the future work.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Simulation or modeling · Consensus signal: Simulation or modeling
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.010
Threshold uncertainty score0.019

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.002
Bibliometrics0.0010.001
Science and technology studies0.0010.001
Scholarly communication0.0010.001
Open science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0040.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.025
GPT teacher head0.237
Teacher spread0.212 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designSimulation or modeling
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations14
Published2018
Admission routes1
Has abstractyes

Explore more

Same venueJournal of the American Oil Chemists SocietySame topicBiodiesel Production and ApplicationsFrench-language works237,207