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Synthesis of Amphiphilic Starch Derivatives Using One-pot Synthesis Procedure
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Author NameAffiliation
Tao Song1 1. State Key Laboratory of Pulp and Paper Engineering, School of Light Industry and Engineering, South China University of Technology, Guangzhou, Guangdong Province, 510640, China 
FengXia Yue1,2 1. State Key Laboratory of Pulp and Paper Engineering, School of Light Industry and Engineering, South China University of Technology, Guangzhou, Guangdong Province, 510640, China
2. Department of Biochemistry and DOE Great Lakes Bioenergy Research Center, Wisconsin Energy Institute, University of Wisconsin–Madison, 1552 University Ave., Madison, WI 53726, USA 
XueZhu Xu3 3. Fiber and Polymer Science, University of California, Davis, CA 95616, USA 
ChunLin Xu4 4. Johan Gadolin Process Chemistry Centre, Laboratory of Wood and Paper Chemistry, Faculty of Science and Engineering, ?bo Akademi University, Turku/?bo 20500, Finland 
Yi-Chen Li1,5 1. State Key Laboratory of Pulp and Paper Engineering, School of Light Industry and Engineering, South China University of Technology, Guangzhou, Guangdong Province, 510640, China
5. Biomaterials Innovation Research Center, Department of Medicine, Brigham and Women’s Hospital, Harvard Medical School, Cambridge, MA 02139, USA 
FaChuang Lu1 1. State Key Laboratory of Pulp and Paper Engineering, School of Light Industry and Engineering, South China University of Technology, Guangzhou, Guangdong Province, 510640, China 
HaiSong Qi1,* 1. State Key Laboratory of Pulp and Paper Engineering, School of Light Industry and Engineering, South China University of Technology, Guangzhou, Guangdong Province, 510640, China 
Fund Project:This work was financially supported by National Natural Science Foundation of China (No. 21774036), and State Key Laboratory of Pulp and Paper Engineering (No. 2017TS01).
 
Abstract:Amphiphilic starch derivatives with high content of functional groups were prepared from potato starch using a one-pot synthesis method with a single reaction medium for the entire procedure. Potato starch was benzylated, followed by the introduction of hydroxypropyltrimethylammonium (HPMA) moieties without the purification of intermediates. The synthesis was performed under heterogeneous conditions, leading to the formation of benzyl 2-hydroxypropyltrimethylammonium starch chloride (BnHPMAS) with a total degree of substitution (DS) of up to 1.4. This process improved the efficiency of the preparation of amphiphilic starch derivatives and reduced the time and resources consumed by avoiding a separation process and purification of the intermediate compounds. The DS of BnHPMAS was in the range of 0.36 to 1.4, which could be tuned by varying the molar ratio of the reagents to repeating unit or by changing the reaction temperature, time, and medium. The structure of the amphiphilic starches was characterized using elemental analysis, size exclusion chromatography, fourier transform infrared spectroscopy (FT-IR), and nuclear magnetic resonance (NMR) spectroscopy. Moreover, the surface tension and turbidity of the solutions of the products were measured for their potential application in the removal of dissolved and colloidal substances in paper cycling water.
keywords:amphiphilic starch derivatives  chemical modification  degree of substitution  turbidity
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