A novel chiral separation material: polymerized organogel formed by chiral gelators for the separation of D- and L-phenylalanine.
N-Stearine-N'-stearyl-L-phenylalanine, a chiral compound, was synthesized and used as a gelator for the gelation of polymerizable solvents, such as ss-hydroxyethyl methacrylate (HEMA), styrene, etc. The scanning electron microscope (SEM) images of the gelator aggregates show fibril-like helices, typical chiral aggregates with diameters of 100-200 nm. The solvent molecules were immobilized by capillary forces in the three-dimensional network structures of the organogels. The HEMA organogels containing crosslinker polyethylene glycol dimethacrylates (PEG200DMA) were subsequently polymerized by in situ UV irradiation. A porous polymerized organogels were obtained after removal of gelator aggregates through ethanol extraction. The chiral separation of D- and L-phenylalanine was carried out by the adsorption of the polymerized organogels. The adsorption efficiency of L-phenylalanine on the polymerized organogels was found to be dependent on the concentration of the gelator and crosslinker.
Fu
Xinjian
X
Department of Chemistry, Huazhong University of Science and Technology, Wuhan 430074, China. yjyang@mail.hust.edu.cn
Yang
Yang
Y
Wang
Ningxia
N
Wang
Hong
H
Yang
Yajiang
Y
D000327:Adsorption; D005782:Gels / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008689:Methacrylates / Q000737:chemistry; D008954:Models, Biological; D008958:Models, Molecular; D009930:Organic Chemicals / Q000737:chemistry; D010649:Phenylalanine / Q000737:chemistry* / Q000302:isolation & purification*; D011092:Polyethylene Glycols / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012997:Solvents / Q000302:isolation & purification; D013237:Stereoisomerism
D005782:Gels; D008689:Methacrylates; D009930:Organic Chemicals; D011108:Polymers; D012997:Solvents; C421283:poly(ethylene glycol)-dimethacrylate; D011092:Polyethylene Glycols; D010649:Phenylalanine; C005044:hydroxyethyl methacrylate