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A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel
The catalytic application of 3-(4-sulfobutyl)-1 H -imidazole-3-ium chloride immobilized on activated silica gel (SiO 2 -Imi-SO 3 H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of ch...
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| Published in: | RSC advances 2024-05, Vol.14 (25), p.1748-1749 |
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| container_end_page | 1749 |
| container_issue | 25 |
| container_start_page | 1748 |
| container_title | RSC advances |
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| creator | Doan, Vinh Thanh Chau Dao, Thong Minh Huynh, Thu Anh Nguyen, The Thai Tran, Phuong Hoang |
| description | The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of chloropropyl groups onto activated silica gel, the substitution of zwitterions, and the acidification of zwitterions to form silica-supported ionic liquid. The successful immobilization of the IL on silica gel was confirmed through energy-dispersive X-ray (EDX) spectroscopy, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and elemental mapping. SiO
2
-Imi-SO
3
H-2 demonstrated good catalytic activity and recycling ability in fructose dehydration to 5-HMF. Several conditions for reaction were investigated, and an excellent 5-HMF yield (94.1%) was obtained after 4 h at 160 °C in dimethyl sulfoxide (DMSO) from fructose. Furthermore, a mechanism was proposed, the catalyst's reusability was investigated, and the catalyst was applied for the conversion of glucose to 5-HMF with other metal salts.
The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time. |
| doi_str_mv | 10.1039/d4ra02487g |
| format | article |
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H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of chloropropyl groups onto activated silica gel, the substitution of zwitterions, and the acidification of zwitterions to form silica-supported ionic liquid. The successful immobilization of the IL on silica gel was confirmed through energy-dispersive X-ray (EDX) spectroscopy, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and elemental mapping. SiO
2
-Imi-SO
3
H-2 demonstrated good catalytic activity and recycling ability in fructose dehydration to 5-HMF. Several conditions for reaction were investigated, and an excellent 5-HMF yield (94.1%) was obtained after 4 h at 160 °C in dimethyl sulfoxide (DMSO) from fructose. Furthermore, a mechanism was proposed, the catalyst's reusability was investigated, and the catalyst was applied for the conversion of glucose to 5-HMF with other metal salts.
The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d4ra02487g</identifier><identifier>PMID: 38818357</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Acidification ; Carbohydrates ; Catalysts ; Catalytic activity ; Chemistry ; Dehydration ; Dimethyl sulfoxide ; Fourier transforms ; Fructose ; Hydroxymethylfurfural ; Imidazole ; Infrared spectroscopy ; Ionic liquids ; Silica gel ; Silicon dioxide ; Spectrum analysis ; Substitution reactions ; Zwitterions</subject><ispartof>RSC advances, 2024-05, Vol.14 (25), p.1748-1749</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2024</rights><rights>This journal is © The Royal Society of Chemistry 2024 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c318t-a85b3b536afafa34d39c0613c3eeb568c15064685599fe2fa6fce5bd97c05f893</cites><orcidid>0000-0002-7319-872X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC11137499/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC11137499/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38818357$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Doan, Vinh Thanh Chau</creatorcontrib><creatorcontrib>Dao, Thong Minh</creatorcontrib><creatorcontrib>Huynh, Thu Anh</creatorcontrib><creatorcontrib>Nguyen, The Thai</creatorcontrib><creatorcontrib>Tran, Phuong Hoang</creatorcontrib><title>A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of chloropropyl groups onto activated silica gel, the substitution of zwitterions, and the acidification of zwitterions to form silica-supported ionic liquid. The successful immobilization of the IL on silica gel was confirmed through energy-dispersive X-ray (EDX) spectroscopy, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and elemental mapping. SiO
2
-Imi-SO
3
H-2 demonstrated good catalytic activity and recycling ability in fructose dehydration to 5-HMF. Several conditions for reaction were investigated, and an excellent 5-HMF yield (94.1%) was obtained after 4 h at 160 °C in dimethyl sulfoxide (DMSO) from fructose. Furthermore, a mechanism was proposed, the catalyst's reusability was investigated, and the catalyst was applied for the conversion of glucose to 5-HMF with other metal salts.
The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time.</description><subject>Acidification</subject><subject>Carbohydrates</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemistry</subject><subject>Dehydration</subject><subject>Dimethyl sulfoxide</subject><subject>Fourier transforms</subject><subject>Fructose</subject><subject>Hydroxymethylfurfural</subject><subject>Imidazole</subject><subject>Infrared spectroscopy</subject><subject>Ionic liquids</subject><subject>Silica gel</subject><subject>Silicon dioxide</subject><subject>Spectrum analysis</subject><subject>Substitution reactions</subject><subject>Zwitterions</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpdkt2LFSEYxiWKdtn2pvtC6CaCKR1HR6_isFtbsBBEXYvjxxwXR8_qTDQ3_e3r6WynLRUVnh-P78sjAM8xeosREe9MlxVqO96Pj8BpizrWtIiJxw_uJ-C8lBtUB6O4ZfgpOCGcY05ofwp-bWDx0y5YqKKB1jmvvY0zLGuct7b4ApODtNmuJqef62Tn7RrckutSAbqcJqhVHtJeV7MtcCk-jlBpb7yGPsW6B3-7eAPHrNxsDUyxvhi8VnC04Rl44lQo9vz-PAPfP374dvGpuf5y9flic91ogvncKE4HMlDClKuTdIYIjRgmmlg7UMY1poh1jFMqhLOtU8xpSwcjeo2o44KcgfcH390yTNbo2mJtQO6yn1ReZVJe_qtEv5Vj-iExxqTvxN7h9b1DTreLLbOcfNE2BBVtWookiJGOil7wir76D71JS461v0r1bY844rRSbw6UzqmUbN2xGozkPlp52X3d_I72qsIvH9Z_RP8EWYEXByAXfVT__g1yB7Udq3g</recordid><startdate>20240528</startdate><enddate>20240528</enddate><creator>Doan, Vinh Thanh Chau</creator><creator>Dao, Thong Minh</creator><creator>Huynh, Thu Anh</creator><creator>Nguyen, The Thai</creator><creator>Tran, Phuong Hoang</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-7319-872X</orcidid></search><sort><creationdate>20240528</creationdate><title>A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel</title><author>Doan, Vinh Thanh Chau ; Dao, Thong Minh ; Huynh, Thu Anh ; Nguyen, The Thai ; Tran, Phuong Hoang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c318t-a85b3b536afafa34d39c0613c3eeb568c15064685599fe2fa6fce5bd97c05f893</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Acidification</topic><topic>Carbohydrates</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemistry</topic><topic>Dehydration</topic><topic>Dimethyl sulfoxide</topic><topic>Fourier transforms</topic><topic>Fructose</topic><topic>Hydroxymethylfurfural</topic><topic>Imidazole</topic><topic>Infrared spectroscopy</topic><topic>Ionic liquids</topic><topic>Silica gel</topic><topic>Silicon dioxide</topic><topic>Spectrum analysis</topic><topic>Substitution reactions</topic><topic>Zwitterions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Doan, Vinh Thanh Chau</creatorcontrib><creatorcontrib>Dao, Thong Minh</creatorcontrib><creatorcontrib>Huynh, Thu Anh</creatorcontrib><creatorcontrib>Nguyen, The Thai</creatorcontrib><creatorcontrib>Tran, Phuong Hoang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Doan, Vinh Thanh Chau</au><au>Dao, Thong Minh</au><au>Huynh, Thu Anh</au><au>Nguyen, The Thai</au><au>Tran, Phuong Hoang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2024-05-28</date><risdate>2024</risdate><volume>14</volume><issue>25</issue><spage>1748</spage><epage>1749</epage><pages>1748-1749</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of chloropropyl groups onto activated silica gel, the substitution of zwitterions, and the acidification of zwitterions to form silica-supported ionic liquid. The successful immobilization of the IL on silica gel was confirmed through energy-dispersive X-ray (EDX) spectroscopy, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and elemental mapping. SiO
2
-Imi-SO
3
H-2 demonstrated good catalytic activity and recycling ability in fructose dehydration to 5-HMF. Several conditions for reaction were investigated, and an excellent 5-HMF yield (94.1%) was obtained after 4 h at 160 °C in dimethyl sulfoxide (DMSO) from fructose. Furthermore, a mechanism was proposed, the catalyst's reusability was investigated, and the catalyst was applied for the conversion of glucose to 5-HMF with other metal salts.
The catalytic application of 3-(4-sulfobutyl)-1
H
-imidazole-3-ium chloride immobilized on activated silica gel (SiO
2
-Imi-SO
3
H) for the production of 5-hydroxymethylfurfural is described here for the first time.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>38818357</pmid><doi>10.1039/d4ra02487g</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-7319-872X</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2024-05, Vol.14 (25), p.1748-1749 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_rsc_primary_d4ra02487g |
| source | PubMed Central（OA） |
| subjects | Acidification Carbohydrates Catalysts Catalytic activity Chemistry Dehydration Dimethyl sulfoxide Fourier transforms Fructose Hydroxymethylfurfural Imidazole Infrared spectroscopy Ionic liquids Silica gel Silicon dioxide Spectrum analysis Substitution reactions Zwitterions |
| title | A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel |
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