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Citation: GENG Huimin, ZONG Qianying, YOU Jie, YE Lin, ZHANG Aiying, FENG Zengguo. Synthesis of Cyclo (L-Lys-L-Lys)-Based Organogelators and Their Applications for Phase-Selective Gelation and Dye Adsorption[J]. Chinese Journal of Applied Chemistry, ;2015, 32(8): 900-908. doi: 10.11944/j.issn.1000-0518.2015.08.140423 shu

Synthesis of Cyclo (L-Lys-L-Lys)-Based Organogelators and Their Applications for Phase-Selective Gelation and Dye Adsorption

1.
School of Materials, Beijing Institute of Technology, Beijing 100081, China

Corresponding author: FENG Zengguo,
Received Date: 12 December 2014
Available Online: 9 February 2015
Fund Project: 国家自然科学基金(21174018)资助项目 (21174018)

One linear and one macrocyclic tetrapepitides (4 and 5) with Fmoc were synthesized by two ways of Trt protection group cleavage in the preparation of symmetrical tetrapepitides using cysteine-modified cyclo (L-Lys-L-Lys) diketopi-perazines.Both tetrapepitides show excellent capability to gelate a number of organic solvents to give thermo-reversible organogels.The self-assembled fibrillar networks in the organogels were distinctly observed by SEM.Interestingly,two organogelators could selectively gelate common chlorinated organic solvents from their mixture with water,even at a concentration as low as 0.1%(volume fraction).Moreover,the xerogel obtained from the organogel of compound 4 in chloroform can high efficiently adsorb various tested dyes from aqueous solutions due to the larger specific surface area of 3D xerogel network showing a micro-and nano-sized structure and the π-π interaction between dye molecules and Fmoc protection groups.The absorption capacity of the xerogel for those dyes increases with the temperature.
- cyclic dipeptide,
- organogel,
- phase-selective gelation,
- dye adsorption
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