{"title":"环糊精接枝壳聚糖的合成:从实验室规模到中试规模","authors":"Narin Paiboon, Sarunya Phunpee, Uracha Rungsardthong Ruktanonchai, Suvimol Surassmo, Rungthiwa Methaapanon, Treerat Vacharanukrauh, Suttichai Assabumrungrat and Apinan Soottitantawat*, ","doi":"10.1021/acs.oprd.3c00288","DOIUrl":null,"url":null,"abstract":"<p >The CD-<i>g</i>-CS complex particle, made from the synthesis of toluenesulfonyl β-cyclodextrin (TsCD) and chitosan (CS), has a wide range of applications. Previous laboratory studies have proven the feasibility of the synthesis process, but larger-scale studies are necessary for wide utilization. This study aimed to scale up the reaction process from a 250 mL laboratory scale to 2, 10, and 500 L batch stirred-tank reactors, using a stepwise approach. Factors such as the mole ratio of TsCD to CS, reaction temperature, and reaction time were studied to optimize the synthesis. The degree of N-substitution (DS) was used to assess the number of grafted TsCD per primary amino group of chitosan, which is the key measure of the high-quality CD-<i>g</i>-CS. The results indicated that the DS increased with the increasing TsCD to CS mole ratio and reached a maximum at a reaction temperature of 95 °C. The reaction reached optimum results after 24 h. The constant heat transfer rate per unit volume was used as a successful scaling factor for the 10 and 500 L CD-<i>g</i>-CS processes.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"27 12","pages":"2309–2316"},"PeriodicalIF":3.5000,"publicationDate":"2023-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of Cyclodextrin-Grafted Chitosan: From Laboratory Scale to Pilot Scale\",\"authors\":\"Narin Paiboon, Sarunya Phunpee, Uracha Rungsardthong Ruktanonchai, Suvimol Surassmo, Rungthiwa Methaapanon, Treerat Vacharanukrauh, Suttichai Assabumrungrat and Apinan Soottitantawat*, \",\"doi\":\"10.1021/acs.oprd.3c00288\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The CD-<i>g</i>-CS complex particle, made from the synthesis of toluenesulfonyl β-cyclodextrin (TsCD) and chitosan (CS), has a wide range of applications. Previous laboratory studies have proven the feasibility of the synthesis process, but larger-scale studies are necessary for wide utilization. This study aimed to scale up the reaction process from a 250 mL laboratory scale to 2, 10, and 500 L batch stirred-tank reactors, using a stepwise approach. Factors such as the mole ratio of TsCD to CS, reaction temperature, and reaction time were studied to optimize the synthesis. The degree of N-substitution (DS) was used to assess the number of grafted TsCD per primary amino group of chitosan, which is the key measure of the high-quality CD-<i>g</i>-CS. The results indicated that the DS increased with the increasing TsCD to CS mole ratio and reached a maximum at a reaction temperature of 95 °C. The reaction reached optimum results after 24 h. The constant heat transfer rate per unit volume was used as a successful scaling factor for the 10 and 500 L CD-<i>g</i>-CS processes.</p>\",\"PeriodicalId\":55,\"journal\":{\"name\":\"Organic Process Research & Development\",\"volume\":\"27 12\",\"pages\":\"2309–2316\"},\"PeriodicalIF\":3.5000,\"publicationDate\":\"2023-11-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Process Research & Development\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.oprd.3c00288\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Process Research & Development","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.oprd.3c00288","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
摘要
由甲苯磺酰基β-环糊精(TsCD)和壳聚糖(CS)合成而成的CD-g-CS复合颗粒具有广泛的应用前景。以前的实验室研究已经证明了合成工艺的可行性,但为了广泛应用,还需要更大规模的研究。本研究旨在采用逐步方法,将反应过程从250 mL实验室规模扩大到2、10和500 L间歇式搅拌槽反应器。考察了TsCD与CS的摩尔比、反应温度、反应时间等因素对合成效果的影响。用n取代度(DS)来评价壳聚糖每个一级氨基接枝的TsCD数量,这是衡量CD-g-CS质量的关键指标。结果表明,DS随TsCD / CS摩尔比的增大而增大,在95℃时达到最大值。24 h后反应达到最佳效果。单位体积恒定换热速率作为10和500 L CD-g-CS工艺的成功比例因子。
Synthesis of Cyclodextrin-Grafted Chitosan: From Laboratory Scale to Pilot Scale
The CD-g-CS complex particle, made from the synthesis of toluenesulfonyl β-cyclodextrin (TsCD) and chitosan (CS), has a wide range of applications. Previous laboratory studies have proven the feasibility of the synthesis process, but larger-scale studies are necessary for wide utilization. This study aimed to scale up the reaction process from a 250 mL laboratory scale to 2, 10, and 500 L batch stirred-tank reactors, using a stepwise approach. Factors such as the mole ratio of TsCD to CS, reaction temperature, and reaction time were studied to optimize the synthesis. The degree of N-substitution (DS) was used to assess the number of grafted TsCD per primary amino group of chitosan, which is the key measure of the high-quality CD-g-CS. The results indicated that the DS increased with the increasing TsCD to CS mole ratio and reached a maximum at a reaction temperature of 95 °C. The reaction reached optimum results after 24 h. The constant heat transfer rate per unit volume was used as a successful scaling factor for the 10 and 500 L CD-g-CS processes.
期刊介绍:
The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools,process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.