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Fujimura K.,Tokyo University of Agriculture and Technology | Fujimura K.,Functional Ionic Liquid Laboratories FILL | Ichikawa T.,Tokyo University of Agriculture and Technology | Ichikawa T.,Functional Ionic Liquid Laboratories FILL | And 4 more authors.
Chemistry - An Asian Journal | Year: 2016

We examined the self-organization behavior of a designed amphiphilic molecule in 20 kinds of amino acid ionic liquids composed of 1-butyl-3-methylimidazolium cation and natural amino acid anion ([C4mim][AA]). Addition of [C4mim][AA], regardless of their anion species, to the amphiphile provided homogeneous mixtures showing lyotropic liquid-crystalline (LC) behavior. Upon increasing the component ratio of [C4mim][AA] in the mixtures, a successive change of the mesophase patterns from inverted hexagonal columnar, in some case via bicontinuous cubic, to layered phases was observed. By examining the LC properties at various temperatures and component ratios, we constructed lyotropic LC phase diagrams. Interestingly, the appearance of these phase diagrams is greatly different according to the selection of [AA]. Through comparison, we found that the self-organization behavior of an amphiphile in ionic liquids can be tuned by controlling their ability to form hydrogen-bond, van der Waals, and π-π interactions. Self-organization control by solvent design: Lyotropic liquid-crystalline behavior of an amphiphilic molecules in 20 kinds of amino acid ionic liquids has been examined. Comparing the liquid-crystalline phase diagrams, we have obtained valuable insights for the design principle of ionic liquids for self-organization media of amphiphiles. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Kobayashi D.,Tokyo University of Agriculture | Kobayashi D.,Functional Ionic Liquid Laboratories FILL | Fujita K.,Tokyo University of Agriculture | Fujita K.,Functional Ionic Liquid Laboratories FILL | And 7 more authors.
Applied Microbiology and Biotechnology | Year: 2014

Here, we proposed a simple recovery process for poly(3-hydroxybutyrate) (PHB) accumulated in cyanobacteria by using ionic liquids (ILs), which dissolve cyanobacteria but not PHB. First, we investigated the effects of IL polarity on hydrogen-bonding receipt ability (β value) and hydrogen-bonding donating ability (α value) and evaluated the subsequent dissolution of cyanobacteria. We found that ILs having α values higher than approximately 0.4 and β values of approximately 0.9 were suitable for dissolution of cyanobacteria. In particular, 1-ethyl-3-methylimidazolium methylphosphonate ([C2mim][MeO(H)PO2]) was found to dissolve cyanobacteria components, but not PHB. Thus, we verified that PHB produced in cyanobacteria could be separated and recovered by simple filtering after dissolution of cyanobacteria in [C2mim][MeO(H)PO2]. Using this technique, more than 98 % of PHB was obtained on the filter as residues separated from cyanobacteria. Furthermore, [C2mim][MeO(H)PO2] maintained the ability to dissolve cyanobacteria after a simple recycling procedure. © 2014, Springer-Verlag Berlin Heidelberg.

Fujita K.,Japan Science and Technology Agency | Fujita K.,Tokyo University of Agriculture and Technology | Fujita K.,Functional Ionic Liquid Laboratories FILL | Kobayashi D.,Tokyo University of Agriculture and Technology | And 7 more authors.
Enzyme and Microbial Technology | Year: 2013

We successfully dissolved wet and saliferous microalgae (WSM) in polar ionic liquids (ILs) under mild conditions. The Kamlet-Taft parameters, especially β for the ILs, were good predictors of the ability to dissolve WSM. 1-Ethyl-3-methylimidazolium methylphosphate ([C2mim][MeO(H)PO2]) was the IL that best dissolved WSM without heating. WSM (containing 95wt% water) was mixed with [C2mim][MeO(H)PO2]; the WSM had dissolved completely within 30min at room temperature with gentle stirring. The IL maintained its chemical structure after removal of the microalgae component, suggesting recyclable use. The concentration of contaminant mineral salts in the [C2mim][MeO(H)PO2] did not increase with increasing recycle number. The recycled [C2mim][MeO(H)PO2] maintained its ability to dissolve WSM regardless of the number of recycling studied here. © 2012 Elsevier Inc.

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