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China Surfactant Detergent & Cosmetics ›› 2022, Vol. 52 ›› Issue (6): 594-600.doi: 10.3969/j.issn.1001-1803.2022.06.003

• Development and application • Previous Articles     Next Articles

Preparation and surface-active properties of dehydroabietyl polyoxyethylene glycidyl ether grafted hydroxyethyl chitosan

Huang Xujuan1,Wang Ting1,Ding Zhengqing1,Yang Xinxin2,Cai Zhaosheng1,*(),Shang Shibin2   

  1. 1. School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng, Jiangsu 224000, China
    2. Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing, Jiangsu 210042, China
  • Received:2021-09-28 Revised:2022-05-30 Online:2022-06-22 Published:2022-06-22
  • Contact: Zhaosheng Cai E-mail:jsyc_czs@163.com.

Abstract:

Dehydroabietol polyoxyethylene(5) ether (DA(EO)5H) was condensated with epichlorohydrin in the presence of boron fluoride diethyl etherate firstly. Then, dehydroabietyl polyoxyethylene glycidyl ether (DA(EO) 5GE) was obtained through dehydrochlorination of the condensation product in the presence of NaOH. Finally, DA(EO) 5GE grafted hydroxyethyl chitosan (DA(EO) 5GE-g-HECTS), a polymeric surfactant with hydrogenate phenanthrene ring as main lipophilic group, sugar chain of hydroxyethyl chitosan (HECTS) as main hydrophilic group, and polyoxyethylene chain as assist lipophilic-hydrophilic structure, was prepared through the grafting modification of DA(EO) 5GE to water-soluble HECTS. The structure of the grafted product was characterized by Fourier transform infrared (FT-IR), 1H nuclear magnetic resonance 1H NMR and UV-Vis spectrophotometry. The grafting degree (DG) of products were characterized using elemental analysis, and their surface-active activities and emulsifying capacity were investigated using surface tension method and emulsion stabilization time method, respectively. The result show that the DA (EO) 5GE-g-HECTS with different DG can be prepared by using different raw material ratio. When the DG of DA(EO) 5GE-g-HECTS increases from 12.98% to 31.73%, the critical micelle concentration (cmc) decreases from 0.378 g/L to 0.249 g/L. The emulsions are prepared by blending 50% (φ/%) liquid paraffin and 50% (φ/%) DA(EO) 5GE-g-HECTS aqueous suspensions. The emulsifying capacity of DA(EO) 5GE-g-HECTS increases at first and then decreases with the increasing DG. When the DA(EO)5GE-g-HECTS4 (its DG is 28.33% and the mass concentration is 1.0 g/L) is utilized as emulsifier, the stability time of emulsion composed of liquid paraffin and water is 565 s. It is better than the TX-10 emulsifier which is 165 s at the same condition.

Key words: dehydroabietyl polyoxyethylene glycidyl ether, hydroxyethyl chitosan, grafting modification, surface-active activity

CLC Number: 

  • TQ281