Polymeric pseudo-liquid membrane as a stable liquid membrane—Evidence for carrier-diffusion mechanism

2013

Polym J

Self Cite

A polymeric pseudo-liquid membrane (PPLM) was constructed from poly(dodecyl methacrylate) (PC12MA), which exhibited a rubbery state under membrane transport conditions and was used as the membrane matrix, and from dibenzo-18-crown-6 (DB18C6) or O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide (AAMC), which was used as a model transporter. Membrane performance was studied using KCl or a racemic mixture of phenylglycine (Phegly) as a model substrate. The PPLM with DB18C6 transported KCl. The membrane transport ability depended on the DB18C6 concentration, implying that DB18C6 worked as a transporter within the PC12MA membrane matrix. L-Phegly was preferentially transported over D-Phegly through the membrane with AAMC from the racemic mixture of Phegly, and the permselectivity was determined to be 1.55. The present results suggest that PPLMs are applicable not only in metal ion transport but also in optical resolution.

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Polymeric pseudo-liquid membranes from poly(dodecyl methacrylate): KCl transport and optical resolution

Murai

2013

Polym J

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“…DB18C6 was used as a model transporter and KCl was used as a target substrate to compare the present membrane with previous results [32,33,34,35]. Figure 3 shows the time-transport curves of KCl through the three types of PPLM that consist of PC18AAm and DB18C6 and through the corresponding control membrane.…”

Section: Resultsmentioning

confidence: 76%

“…There have been various approaches to endow liquid membranes with durability; (1) polymer liquid crystal composite membranes [10,11]; (2) polymer inclusion membranes [12,13,14,15,16,17,18,19,20,21,22]; (3) organogel membranes [23,24]; (4) stabilization of supported liquid membranes [25,26]; (5) room temperature ionic liquids [27,28]; and (6) polymeric pseudo-liquid membranes (PPLMs) [29,30,31,32,33,34,35]. PPLM is a liquid membrane that consists of polymeric materials in a rubbery state and a transporter for a given target molecule.…”

Section: Introductionmentioning

confidence: 99%

Polymeric Pseudo-Liquid Membranes from Poly(N-oleylacrylamide)

Shiono

2014

Membranes

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A polymeric pseudo-liquid membrane (PPLM) was constructed from poly(N-oleylacrylamide) (PC18AAm), which exhibited a rubbery state under membrane transport conditions and used as the membrane matrix. In the present study, dibenzo-18-crown-6 (DB18C6) and dibenzo-21-crown-7 (DB21C7) were adopted as transporters for alkali metal ions. KCl was adopted as a model substrate for DB18C6 and CsCl the latter. Chiral transporter, O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide (AAMC) was used as a transporter for chiral separation of a racemic mixture of phenylglycine (Phegly). The l-somer was transported in preference to the antipode. The present study revealed that PPLMs are applicable to membrane transport, such as metal ion transport and chiral separation.

Enantioselective Membranes

Encyclopedia of Membrane Science and Technology

Higuchi

2013

The enantioseparation (optical resolution or chiral separation) of one specific enantiomer from others is in demand in the pharmaceutical production industry because most pharmaceuticals are stereoisomers, with each enantiomer possessing different biological activity. There is considerable demand for separation techniques appropriate for the large‐scale resolution of chiral molecules. Enantioseparation of racemic mixtures of pharmaceuticals through enantioselective (chiral) or achiral polymeric membranes with or without a chiral selector is a desirable system for future commercial application(s). This article describes several polymeric materials for the enantioselective (chiral) separation of pharmaceuticals. Enantioselective membranes were prepared from chiral polymers from which enantioselectivity was generated from chiral carbons in the main chain. However, it is rather difficult to generate enantioselective membranes with high selectivity from chiral polymers alone because the racemic penetrants interact with the flexible side chains of the membranes. Therefore, enantioseparation membranes were prepared using polymers with a chiral branch. The chiral branch, which possesses the ability to specifically interact with drugs, was immobilized in enantioseparation membranes. Cyclodextrins (CDs), crown ether derivatives, albumin, and DNA have all been typically selected as stereoselective ligands in enantioseparation membranes. Nanofiber membranes, electrospun from enantioselective polymers, have also been developed for use in enantioselective membranes that were prepared using recent developments in nanotechnology and should be useful for efficient enantioseparation because of high flux and high enantioselectivity. A molecularly imprinted polymeric membrane, formed by interactions with a “template” chiral molecule, has also been reported to serve as an enantioselective membrane, although the polymer composing the enantioselective membrane did not contain any chiral molecules. There are two basic methods of preparing molecularly imprinted membranes: covalent and noncovalent molecular imprinting. In both methods, the template molecules are selected for their interactions with the functional group of the imprinted polymeric membranes, and the templates are subsequently removed from the membranes. Finally, this article discusses future trends in polymeric materials for enantioselective membranes.