Clean and Efficient Synthesis of Furfural From Xylose by Microwave-Assisted Biphasic System using Bio-Based Heterogeneous Acid Catalysts

Vo, Anh Thi Hoang,Lee, Hong-shik,Kim, Sangyong,Cho, Jin Ku The Korean Society of Clean Technology 2016 청정기술 Vol.22 No.4

As an attempt to replacing petroleum-based chemicals with bio-based ones, synthesis of furfural from biomass-derived xylose attracts much attention in recent days. Conventionally, furfural from xylose has been produced via the utilization of highly corrosive, toxic, and environmentally unfriendly mineral acids such as sulfuric acid or hydrochloric acid. In this study, microwave-assisted biphasic reaction process in the presence of novel bio-based heterogeneous acid catalysts was developed for the eco-benign and effective synthesis of furfural from xylose. The microwave was irradiated for reaction acceleration and a biphasic system consisting of $H_2O$ : MIBK (1 : 2) was designed for continuous extraction of furfural into the organic phase in order to reduce the undesired side products formed by decomposition/condensation/oligomerization in the acidic aqueous phase. Moreover, sulfonated amorphous carbonaceous materials were prepared from wood powder, the most abundant lignocellulosic biomass. The prepared catalysts were characterized by FT-IR, XPS, BET, elemental analysis and they were used as bio-based heterogeneous acid catalysts for the dehydration of xylose into furfural more effectively. For further optimization, the effect of temperature, reaction time, water/organic solvent ratio, and substrate/catalyst ratio on the xylose conversion and furfural yield were investigated and 100% conversion of xylose and 74% yield of furfural was achieved within 5 h at $180^{\circ}C$. The bio-based heterogeneous acid catalysts could be used three times without any significant loss of activity. This greener protocol provides highly selective conversion of xylose to furfural as well as facile isolation of product and bio-based heterogeneous acid catalysts can alternate the environmentally-burdened mineral acids.

Preparation of furfural from xylose by lignocellulose-based carbonaceous catalyst under biphasic condition

( Vo Thi Hoang Anh ),박석규,김보라,( Huynh Thanh Thien Nhan ),( Tanphat Nguyen ),이홍식,김상용,조진구 한국공업화학회 2016 한국공업화학회 연구논문 초록집 Vol.2016 No.0

Conventionally, furfural from xylose has been produced via the utilization of highly corrosive and environmentally toxic mineral acids such as sulfuric acid or chloric acid. From the standpoint of ecofriendly and benign approach, a microwave- assisted biphasic process for the dehydration of xylose into furfural in the presence of novel carbon-based chlorosulfonated catalyst was investigated. In this study, xylose as starting material was placed into a microwave reactor under biphasic condition consisting of H2O: MIBK (1:2). The results show that xylose was completely converted and over 70% yield of furfural was achieved within 5 hours at 180℃. This greener protocol provides highly selective conversion of biomass to furfural as well as facile isolation of product from the reaction mixture.

Clean and Efficient Synthesis of Furfural From Xylose by Microwave-Assisted Biphasic System using Bio-Based Heterogeneous Acid Catalysts

Anh Thi Hoang Vo,Hong-shik Lee,Sangyong Kim,Jin Ku Cho 한국청정기술학회 2016 청정기술 Vol.22 No.4

As an attempt to replacing petroleum-based chemicals with bio-based ones, synthesis of furfural from biomass-derived xylose attracts much attention in recent days. Conventionally, furfural from xylose has been produced via the utilization of highly corrosive, toxic, and environmentally unfriendly mineral acids such as sulfuric acid or hydrochloric acid. In this study, microwaveassisted biphasic reaction process in the presence of novel bio-based heterogeneous acid catalysts was developed for the eco-benign and effective synthesis of furfural from xylose. The microwave was irradiated for reaction acceleration and a biphasic system consisting of H2O : MIBK (1 : 2) was designed for continuous extraction of furfural into the organic phase in order to reduce the undesired side products formed by decomposition/condensation/oligomerization in the acidic aqueous phase. Moreover, sulfonated amorphous carbonaceous materials were prepared from wood powder, the most abundant lignocellulosic biomass. The prepared catalysts were characterized by FT-IR, XPS, BET, elemental analysis and they were used as bio-based heterogeneous acid catalysts for the dehydration of xylose into furfural more effectively. For further optimization, the effect of temperature, reaction time, water/organic solvent ratio, and substrate/catalyst ratio on the xylose conversion and furfural yield were investigated and 100% conversion of xylose and 74% yield of furfural was achieved within 5 h at 180 ℃. The bio-based heterogeneous acid catalysts could be used three times without any significant loss of activity. This greener protocol provides highly selective conversion of xylose to furfural as well as facile isolation of product and bio-based heterogeneous acid catalysts can alternate the environmentally-burdened mineral acids.

Synthesis of oxime from a renewable resource for metal extraction

Anh Son Hoang,Thi Huong Tran,Hong Nhung Nguyen,Hong Son Vu,Thanh Phong Vo,Chi Phan,Thanh Vinh Nguyen 한국화학공학회 2015 Korean Journal of Chemical Engineering Vol.32 No.8

A new method for semi-synthesis of alkyl salicylaldoximes from cardanol is reported. Cardanol was extracted from decarboxylation process of cashew nutshell liquid, an abundant agricultural by-product. Molecular structures, physical and chemical properties of cardanol and oxime derivatives were confirmed by spectroscopic analyses. The produced oximes were successfully employed to extract copper(II) cation from aqueous copper salt solutions, offering a practical and economical pathway to effectively recover metals using agricultural by-products.

Solventless esterification of fatty acids with trimethylolpropane using sulfonated amorphous carbons derived from wood powder

Mun, Dasom,Vo, Anh Thi Hoang,Kim, Bora,Shul, Yong-Gun,Cho, Jin Ku ELSEVIER 2017 CATALYSIS COMMUNICATIONS Vol.96 No.-

<P><B>Abstract</B></P> <P>Polyolesters synthesized by an esterification between polyols and fatty acids are value-added oleochemicals widely used as lubricants, cosmetics, and food additives among other applications. However, homogeneous acid catalysts are still preferred in their industrial production, despite their associated energy cost and the environmental issues that they present. In this paper, we describe lignocellulose-derived amorphous carbons with a high loading level of SO<SUB>3</SUB>H and their application to the synthesis of polyolesters as a biobased heterogeneous acid catalyst. These sulfonated amorphous carbons could be readily prepared via (i) heat treatment at 400°C for 1h and (ii) sulfonation with chlorosulfuric acid. XRD and BET analyses demonstrated that these carbonaceous materials were not crystalline but were amorphous structures with a low surface area. The attachment of SO<SUB>3</SUB>H groups was confirmed by FT-IR and XPS, and the loading level of SO<SUB>3</SUB>H was determined by CHNS elemental analysis. Chlorosulfuric acid gave a higher loading level of SO<SUB>3</SUB>H than other sulfating agents, such as <I>conc.</I> sulfuric acid and <I>fuming</I> sulfuric acid. The higher SO<SUB>3</SUB>H-loaded amorphous carbons exhibited a greater catalytic activity for esterification between trimethylolpropane and fatty acids under solventless conditions. Esterification of oleic acid derived from vegetable oil with trimethylolpropane using this catalyst afforded the desired biolubricant at over 93% yield in 3h. The sulfonated amorphous carbons could be reused three times without any significant loss of catalytic activity.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Solventless esterification of fatty acids with polyol was performed. </LI> <LI> Sulfonated amorphous carbons were derived from wood powder. </LI> <LI> Chlorosulfuric acid was the most effective sulfonating agent. </LI> <LI> The higher SO<SUB>3</SUB>H-loading levels showed a greater catalytic activity. </LI> <LI> The esterification of oleic acid afforded the biolubricant in over 93% yield. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>

Multi-step synthesis of 5-Acetoxylmethyl-2-furfural (AMF) from D-Fructose

박석규,문다솜,( Vo Thi Hoang Anh ),( Tan Phat Nguyen ),조진구,( Huynh Thanh Thien Nhan ),김보라 한국공업화학회 2015 한국공업화학회 연구논문 초록집 Vol.2015 No.0

5-Hydroxymethyl-2-furfural (HMF) and its derivatives are among the promising biomass-derived platform chemicals, which have the potential to become carbon-neutral feedstock or building blocks in a green, renewable and sustainable industry. However, the current methods for HMF production from D-Fructose have several drawbacks such as the use high boiling solvents and difficulties in product purification. Comparing to HMF, 5-acetoxylmethyl-2-fufural (AMF) is considered to be more thermal stable and rather easier to isolate. In this research, rather than transforming D-Fructose into HMF in aprotic polar solvents such as DMSO, we are trying to synthesize AMF by direct dehydration of 1,6-Diacetyl-fructofuranose (DAF), a di-ester derivation of D-Fructose. This approach has the advantage of avoiding the difficulties related to HMF purification since AMF can be isolated from the reaction mixture by recrystallization or vacuum distillation.

Efficacy of electrochemically activated water solution in gingivitis treatment

Dinh‑Toi Chu,Van‑Huy Pham,Thien Chu‑Dinh,Truong Nhu Ngoc Vo,Duc Long Duong,Van Nhon Bui,Minh Son Tong,Thi Thu Phuong Nguyen,Quynh Anh Le,Khanh‑Hoang Nguyen 한국약제학회 2019 Journal of Pharmaceutical Investigation Vol.49 No.3

Mouthwash is one of the most commonly oral healthcare products for prevention and treatment of gum diseases. Dr. ECA is a disinfectant solution manufactured by a Vietnamese company and has been licensed for oral healthcare, but its effect on gingivitis is still unclear. To evaluate the effectiveness of this product in the treatment of gingivitis, we conducted a clinical study in 60 students diagnosed with gingivitis to compare the results of gingivitis treatment using Dr. ECA and a control mouthwash (a demonstrated anti-gingivitis product). The data showed that in the treated group, the rate of good Gingivitis Index (GI) before treatment was 46.67%, but after 2 and 4 weeks of using Dr. ECA that rate was increased to 96.67% and 100%, respectively. The percentage of patients with bleeding on probing was 63.33% but declined sharply after 2 weeks of treatment to 6.67%, and further reduced to 3.33% after 4 weeks of treatment. The treatment outcomes in were similar in the Dr. ECA treated group and control one with no statistically significant difference. Our results suggest that the electrolyte saline solution Dr. ECA is effective in treating gingivitis. Its effects are similar to other mouthwash products that had been approved and marketed.

Esterification of 5-Chloromethyl-2-furfural (CMF) and 5-Hydroxymethyl-2-furfural (HMF) into 5-Acetoxymethyl-2-furfural (AMF) by alkylammonium functionalized resin

박석규,( Huynh Thanh Thien Nhan ),김보라,( Tanphat Nguyen ),( Vo Thi Hoang Anh ),이홍식,김상용,이관영,조진구 한국공업화학회 2016 한국공업화학회 연구논문 초록집 Vol.2016 No.0

5-Hydroxymethyl-2-furfural (HMF) is the most well-known biomass-derived platform chemical, which has the possibility to replace BTX-based aromatic compounds produced from petroleum. 5-Chloromethyl-2-furfural (CMF) has been proved to be more efficient as material for later applications. In this study, the sythesis of 5-acetoxymethyl-2-furfural (AMF) from CMF and HMF using polymer resin supported alkylammonium acetates. HMF is formed by dehydration, which have used by continuous reactor from fructose, amberlyst-15, DMSO, 1,4-dioxane. CMF is produced by biphasic continuous reactor, which have formed easily from fructose, hydrochloric acid and dichloromethane or dichloroethane. The yield of AMF reached up to 60%.