Construction of gyroid-structured matrices through the design of geminized amphiphilic zwitterions and their self-organization

Matsumoto, Takuro; Ono, Ayaka; Ichikawa, Takahiro; Kato, Takashi; Ohno, Hiroyuki

doi:10.1039/c6cc06840e

Cited by 21 publications

(15 citation statements)

References 45 publications

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“…One of the reasons that we focus on the gemini design is that there have been a relatively large number of reports on gemini-type amphiphiles exhibiting lyotropic Cub bi phases in the presence of water [26][27][28][29]. Moreover, just recently, we have succeeded in developing gemini-type ionic amphiphiles exhibiting thermotropic Cub bi phases [30,31]. Based on the molecular design in these previous studies, we have designed a series of gemini-type ionic amphiphiles, 1-4, with various alkyl chain lengths and anion species (Figure 1b).…”

Section: Resultsmentioning

confidence: 99%

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Design of Ionic Liquid Crystals Forming Normal-Type Bicontinuous Cubic Phases with a 3D Continuous Ion Conductive Pathway

et al. 2019

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We have prepared a series of pyridinium-based gemini amphiphiles. They exhibit thermotropic liquid–crystalline behavior depending on their alkyl chain lengths and anion species. By adjusting the alkyl chain lengths and selecting suitable anions, we have obtained an ionic amphiphile that exhibits a normal-type bicontinuous cubic phase from 38 °C to 12 °C on cooling from an isotropic phase. In the bicontinuous cubic liquid–crystalline assembly, the pyridinium-based ionic parts align along a gyroid minimal surface forming a 3D continuous ionic domain while their ionophobic alkyl chains form 3D branched nanochannel networks. This ionic compound can form homogeneous mixtures with a lithium salt and the resultant mixtures keep the ability to form normal-type bicontinuous cubic phases. Ion conduction measurements have been performed for the mixtures on cooling. It has been revealed that the formation of the 3D branched ionophobic nanochannels does not disturb the ion conduction behavior in the ionic domain while it results in the conversion of the state of the mixtures from fluidic liquids to quasi-solids, namely highly viscous liquid crystals. Although the ionic conductivity of the mixtures is in the order of 10–7 S cm–1 at 40 °C, which is far lower than the values for practical use, the present material design has a potential to pave the way for developing advanced solid electrolytes consisting of two task-specific nanosegregated domains: One is an ionic liquid nano-domain with a 3D continuity for high ionic conductivity and the other is ionophobic nanochannel network domains for high mechanical strength.

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Section: Resultsmentioning

confidence: 99%

“…As a cation part, a pyridinium cation has been employed since there have been several reports on the exhibition of Cub bi phases for pyridinium-based amphiphiles [33][34][35][36][37]. As a linker, we have selected a hexyl chain according to several researches on gemini-type amphiphiles [26][27][28][29][30][31].…”

Section: Resultsmentioning

confidence: 99%

Design of Ionic Liquid Crystals Forming Normal-Type Bicontinuous Cubic Phases with a 3D Continuous Ion Conductive Pathway

et al. 2019

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“…[114] Several ionic liquid crystals based on zwitterions have been designed and employed for proton-conductive materials. [115,116,[122][123][124][125][126][127] Fore xample,c ompound 12 exhibits ab icontinuous cubic phase in the co-existence of sulfonylimide derivatives 13 (Figure 4a). [127] In the bicontinuous cubic assembly,a3D continuous gyroid minimal surface is formed on which the sulfonic acid groups are arranged regularly.The fixing of the 3D molecular assembled structures has been achieved by modifying the ionic moiety to show glassification instead of crystallization.…”

Section: Nanostructured Liquid Crystals For Energy Applicationsmentioning

confidence: 99%

Functional Liquid Crystals towards the Next Generation of Materials

et al. 2018

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Since the discovery of the liquid-crystalline state in 1888, liquid crystal science has made great advances through fusion with various technologies and disciplines. Recently, new molecular design strategies and new self-assembled structures have been developed as a result of the progress made in synthetic procedures and characterization techniques. Since these liquid crystals exhibit new functions and properties derived from their nanostructures and alignment, a variety of new functions for liquid crystals, such as transport for energy applications, separation for environmental applications, chromism, sensing, electrooptical effects, actuation, and templating have been proposed. This Review presents recent advances of liquid crystals that should contribute to the next generation of materials.

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“…Bulky [NTf 2 ] À anions( which are conformationally flexible but can also adopt ab ents hape) have already been incorporated into bicontinuousc ubic mesophases formed by low-molar-mass ionic and zwitterionic LCs but, in those cases, the anionsw ere located primarily on an IPMS on which the steric restrictions are less severe than inside the polar channels of an inverted-type Cub V phase. [84][85][86][87][88][89][90] We also note that thiocyanate salt 9 exhibits only aC ol hex phase. Samples of compound 9 wereheated and cooled at different rates (down to 1 8Cmin À1 ), but, in all cases, evidencef or ac ubic phase was not observed by POM or XRD.…”

Section: Discussionmentioning

confidence: 56%

Dicyanamide Salts that Adopt Smectic, Columnar, or Bicontinuous Cubic Liquid‐Crystalline Mesophases

Park

Goossens

Shin

et al. 2018

Chemistry A European J

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Although dicyanamide (i.e., [N(CN) ] ) has been commonly used to obtain low-viscosity, halogen-free, room-temperature ionic liquids, liquid-crystalline salts containing such anions have remained virtually unexplored. Here we report a series of amphiphilic dicyanamide salts that, depending on their structures and compositions, adopt smectic, columnar, or bicontinuous cubic thermotropic liquid-crystalline mesophases, even at room temperature in some cases. Their thermal properties were explored by polarized light optical microscopy, differential scanning calorimetry, thermogravimetric analysis (including evolved gas analysis), and variable-temperature synchrotron X-ray diffraction. Comparison of the thermal phase characteristics of these new liquid-crystalline salts featuring "V-shaped" [N(CN) ] anions with those of structural analogues containing [SCN] , [BF ] , [PF ] , or [CF SO ] anions indicated that not only the size of the counterion but also its shape should be considered in the development of mesomorphic salts. Collectively, these discoveries may be expected to facilitate the design of thermotropic ionic liquid crystals that form inverted-type bicontinuous cubic and other sophisticated liquid-crystalline phases.

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Construction of gyroid-structured matrices through the design of geminized amphiphilic zwitterions and their self-organization

Abstract: Gemini amphiphilic zwitterions exhibit thermotropic bicontinuous cubic liquid-crystalline phases having a 3D continuous ionic domain. Incorporation of an acid into the materials led to the creation of novel electrolytes transporting protons efficiently through the 3D continuous domain.

Cited by 21 publications

References 45 publications

Design of Ionic Liquid Crystals Forming Normal-Type Bicontinuous Cubic Phases with a 3D Continuous Ion Conductive Pathway

Design of Ionic Liquid Crystals Forming Normal-Type Bicontinuous Cubic Phases with a 3D Continuous Ion Conductive Pathway

Functional Liquid Crystals towards the Next Generation of Materials

Dicyanamide Salts that Adopt Smectic, Columnar, or Bicontinuous Cubic Liquid‐Crystalline Mesophases

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