화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.90, 203-213, October, 2020
DOI10.1016/j.jiec.2020.07.013  Export Citation
Syntheses and characterization of new photoresponsive surfactants, N-(azobenzene-4-oxy-2-hydroxypropyl)-N-(alkyloxy-2-hydroxypropyl) aminopropyl sulfonic acid sodium salt
Seok Hyeon Nam1, 2, Young Jin Choi1, 3, Young-Wun Kim1, 4, Kun Jun5, Noh-Hee Jeong2, Seong-Geun Oh3, and Ho-Cheol Kang1, †
  • 1Environment & Sustainable Resources Research Center, Korea Research Institute of Chemical Technology, 141 Gajeong-ro, Yuseong-gu, Daejeon 34114, Republic of Korea
  • 2Department of Engineering Chemistry, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju 28644, Republic of Korea
  • 3Department of Chemical Engineering, Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul 04763, Republic of Korea
  • 4Department of Advanced Materials and Chemical Engineering, Korea University of Science and Technology, 217 Gajeong-ro, Yuseong-gu, Daejeon 34113, Republic of Korea
  • 5Interface Materials and Chemical Engineering Research Center, Korea Research Institute of Chemical Technology, 141 Gajeong-ro, Yuseong-gu, Daejeon 34114, Republic of Korea
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This study fabricated N-(azobenzene-4-oxy-2-hydroxypropyl)-N-(alkyloxy-2-hydroxypropyl) aminopropyl sulfonic acid sodium salt (GnAZAS, n = 6, 8, and 12), a new photoresponsive anionic surfactant, through a simple, high-yield process involving ring-opening reactions of alkylglycidyl ether containing azobenzene and epoxide. The fabricated trans-GnAZAS can be transformed into 92.5% cis upon irradiation with 350 nm UV light, and was converted reversibly into 74% trans under irradiation with 450 nm visible light. Photoisomerization causes changes in the surface activity of surfactants. The critical micelle concentration (CMC) of the trans isomer of G12AZAS was 1.45 X 10-4 mol/L and the value of the 92.5% of cis isomer is 2.84 X 10-4 mol/L. Surface activity can be controlled by light in the range between the two CMC values, and the CMC difference for cis and trans forms of GnAZAS increased proportionately to the alkyl chain length. The minimum average area per molecule (Aa/w min ) of trans-G12AZAS is 1.14 nm2. This becomes 1.20 nm2 when converted to the cis form. The Aa/w min is determined by structural differences between trans and cis isomers. In addition, this study examined the fabricated azobenzene surfactant in terms of emulsion stability, foaming power, and Turbiscan Stability Index (TSI), and compared it to commercialized surfactants LAE-9 and SLES-3.
Keywords:Photochromic material;Azobenzene;Critical micelle concentration;Surface activity;Turbiscan;Emulsion stability
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