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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Conversion of D-Fructose to 5-(Hydroxymethyl)furfural: Evaluating Batch and Continuous Flow Conditions by Design of Experiments and In-Line FTIR Monitoring

Full text
Author(s):
Galaverna, Renan [1] ; Breitkreitz, Marcia C. [1] ; Pastre, Julio C. [1]
Total Authors: 3
Affiliation:
[1] Univ Campinas UNICAMP, Inst Chem, POB 6154, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ACS SUSTAINABLE CHEMISTRY & ENGINEERING; v. 6, n. 3, p. 4220-4230, MAR 2018.
Web of Science Citations: 12
Abstract

The dehydration reaction of D-(-)-fructose into 5-(hydroxymethyl)furfural (HMF) in both batch and continuous flow conditions was comprehensively studied using the statistical tool design of experiments (DoE), employing i-PrOH/DMSO as the solvent system in the presence of the solid acid catalyst Amberlyst-15. Initially, screening of different alcohols (MeOH, EtOH, i-PrOH, and t-BuOH) showed that i-PrOH provides better selectivity and yield compared to the other alcohols, along with minimum formation of byproducts when associated with small amounts of DMSO (15% v/v) as a cosolvent. To confirm the selectivity of the reaction, all of the possible byproducts (HMF-ethers and/or ketals) formed during the reaction between HMF and i-PrOH were synthesized. Factors like temperature, amount of DMSO, time (flow rate), and catalyst loading were evaluated by a full factorial design, and the results indicated that temperature presents the greatest influence in both batch (HMF in 71% yield) and continuous flow regime (HMF in 95% yield). In addition, a FTIR device was coupled to the continuous flow micro reactor, allowing for the first time constant in-line monitoring for this transformation, thereby showing the long-term stability of Amberlyst-15 and process robustness. (AU)

FAPESP's process: 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes
Grantee:Carlos Roque Duarte Correia
Support Opportunities: Research Projects - Thematic Grants
FAPESP's process: 16/05636-9 - Development of innovative analytical methods for analytes of pharmaceutical interest based on ultra-high supercritical fluid chromatography associated with chemometrics tools
Grantee:Márcia Cristina Breitkreitz
Support Opportunities: Regular Research Grants
FAPESP's process: 06/57897-9 - Preparation, characterization and application of new stationary phases for high-performance liquid chromatography and electrochromatography
Grantee:Carol Hollingworth Collins
Support Opportunities: Research Projects - Thematic Grants
FAPESP's process: 14/26378-2 - Development of methodologies and synthetic processes employing a new technological platform: micro and meso reactor assisted synthesis of natural products and derivatives with potential pharmacological activity
Grantee:Júlio Cezar Pastre
Support Opportunities: Research Grants - Young Investigators Grants
FAPESP's process: 13/07607-8 - OCRC - Obesity and Comorbidities Research Center
Grantee:Licio Augusto Velloso
Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC