Cora Sofía Lecona-Vargas, Surabhi Pandey, Valérie Orsat and Marie-Josée Dumont*,
{"title":"在低转化温度混合物中将淀粉单锅转化为 5-氯甲基糠醛和 5-羟甲基糠醛","authors":"Cora Sofía Lecona-Vargas, Surabhi Pandey, Valérie Orsat and Marie-Josée Dumont*, ","doi":"10.1021/acs.iecr.3c03757","DOIUrl":null,"url":null,"abstract":"<p >The synthesis of platform molecules from food wastes is a topic of interest for the development of sustainable biorefineries. Starchy food wastes can serve as feedstocks to produce fine chemicals, fuels, and polymers by the hydrolysis of starch and further conversion into platform molecules such as 5-hydroxymethylfurfural (5-HMF) and 5-chloromethylfurfural (5-CMF). Conventionally, the synthesis of 5-CMF has relied on the use of concentrated hydrochloric acid (HCl) as a catalyst. However, recent studies have explored alternative methods, including eutectic solvents containing metal chlorides, which have facilitated 5-CMF production. This study presents a novel approach to synthesizing 5-CMF from starch using eutectic solvents without the need for either HCl or metal chloride additives. The synthesis was conducted using a low transition temperature mixture of choline chloride, citric acid, and boric acid in a biphasic system with dichloromethane as the extracting solvent. The synthesis was optimized using the response surface methodology through a Box–Behnken design. At 100 °C and 90 min of reaction time, up to 17 mol % 5-HMF and 13 mol % 5-CMF were produced, and in the optimized conditions of 120 °C and 135 min, up to 33 mol % 5-CMF with less than 1 mol % 5-HMF was obtained from starch. Moreover, it was shown that the low transition temperature mixture used in this study could be reused at least five times.</p>","PeriodicalId":39,"journal":{"name":"Industrial & Engineering Chemistry Research","volume":null,"pages":null},"PeriodicalIF":3.8000,"publicationDate":"2024-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One-Pot Conversion of Starch into 5-Chloromethylfurfural and 5-Hydroxymethylfurfural in a Low-Transition Temperature Mixture\",\"authors\":\"Cora Sofía Lecona-Vargas, Surabhi Pandey, Valérie Orsat and Marie-Josée Dumont*, \",\"doi\":\"10.1021/acs.iecr.3c03757\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The synthesis of platform molecules from food wastes is a topic of interest for the development of sustainable biorefineries. Starchy food wastes can serve as feedstocks to produce fine chemicals, fuels, and polymers by the hydrolysis of starch and further conversion into platform molecules such as 5-hydroxymethylfurfural (5-HMF) and 5-chloromethylfurfural (5-CMF). Conventionally, the synthesis of 5-CMF has relied on the use of concentrated hydrochloric acid (HCl) as a catalyst. However, recent studies have explored alternative methods, including eutectic solvents containing metal chlorides, which have facilitated 5-CMF production. This study presents a novel approach to synthesizing 5-CMF from starch using eutectic solvents without the need for either HCl or metal chloride additives. The synthesis was conducted using a low transition temperature mixture of choline chloride, citric acid, and boric acid in a biphasic system with dichloromethane as the extracting solvent. The synthesis was optimized using the response surface methodology through a Box–Behnken design. At 100 °C and 90 min of reaction time, up to 17 mol % 5-HMF and 13 mol % 5-CMF were produced, and in the optimized conditions of 120 °C and 135 min, up to 33 mol % 5-CMF with less than 1 mol % 5-HMF was obtained from starch. Moreover, it was shown that the low transition temperature mixture used in this study could be reused at least five times.</p>\",\"PeriodicalId\":39,\"journal\":{\"name\":\"Industrial & Engineering Chemistry Research\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.8000,\"publicationDate\":\"2024-06-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Industrial & Engineering Chemistry Research\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.iecr.3c03757\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"ENGINEERING, CHEMICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Industrial & Engineering Chemistry Research","FirstCategoryId":"5","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.iecr.3c03757","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ENGINEERING, CHEMICAL","Score":null,"Total":0}
One-Pot Conversion of Starch into 5-Chloromethylfurfural and 5-Hydroxymethylfurfural in a Low-Transition Temperature Mixture
The synthesis of platform molecules from food wastes is a topic of interest for the development of sustainable biorefineries. Starchy food wastes can serve as feedstocks to produce fine chemicals, fuels, and polymers by the hydrolysis of starch and further conversion into platform molecules such as 5-hydroxymethylfurfural (5-HMF) and 5-chloromethylfurfural (5-CMF). Conventionally, the synthesis of 5-CMF has relied on the use of concentrated hydrochloric acid (HCl) as a catalyst. However, recent studies have explored alternative methods, including eutectic solvents containing metal chlorides, which have facilitated 5-CMF production. This study presents a novel approach to synthesizing 5-CMF from starch using eutectic solvents without the need for either HCl or metal chloride additives. The synthesis was conducted using a low transition temperature mixture of choline chloride, citric acid, and boric acid in a biphasic system with dichloromethane as the extracting solvent. The synthesis was optimized using the response surface methodology through a Box–Behnken design. At 100 °C and 90 min of reaction time, up to 17 mol % 5-HMF and 13 mol % 5-CMF were produced, and in the optimized conditions of 120 °C and 135 min, up to 33 mol % 5-CMF with less than 1 mol % 5-HMF was obtained from starch. Moreover, it was shown that the low transition temperature mixture used in this study could be reused at least five times.
期刊介绍:
ndustrial & Engineering Chemistry, with variations in title and format, has been published since 1909 by the American Chemical Society. Industrial & Engineering Chemistry Research is a weekly publication that reports industrial and academic research in the broad fields of applied chemistry and chemical engineering with special focus on fundamentals, processes, and products.