Fabrication of conjugated polymeric nanochannels from star-shaped supramolecular liquid crystals containing two different photoreactive groups

References

• Swager TM. The molecular wire approach to sensory signal amplification. Acc Chem Res. 1998;31:201–207.
   Web of Science ®Google Scholar
• Yang JS, Swager TM. Fluorescent porous polymer films as TNT chemosensors: electronic and structural effects. J Am Chem Soc. 1998;120:11864–11873.
   Web of Science ®Google Scholar
• Rose A, Zhu Z, Madigan CF, Swager TM, Bulovic V. Sensitivity gains in chemosensing by lasing action in organic polymers. Nature. 2005;434:876–879.
   PubMed Web of Science ®Google Scholar
• Smith RC. Covalently scaffolded inter-π-system orientations in π-conjugated polymers and small molecule models. Macromol Rapid Commun. 2009;30:2067–2078.
   PubMed Web of Science ®Google Scholar
• Sessolo M, Bolink HJ. Hybrid organic–inorganic light-emitting diodes. Adv Mater. 2011;23:1829–1845.
   PubMed Web of Science ®Google Scholar
• Sariciftci NS, Smilowitz L, Heeger AJ, Wudl F. Photoinduced electron transfer from a conducting polymer to buckminsterfullerene. Science. 1992;258:1474–1476.
   PubMed Web of Science ®Google Scholar
• Hoppe H, Egbe DAM, Mühlbacher D, Sariciftci NS. Photovoltaic action of conjugated polymer/fullerene bulk heterojunction solar cells using novel PPE-PPV copolymers. J Mater Chem. 2004;14:3462–3467.
   Web of Science ®Google Scholar
• Bardeen C. Exciton quenching and migration in single conjugated polymers. Science. 2011;331:544–545.
   PubMed Web of Science ®Google Scholar
• González-Rodríguez D, Schenning APHJ. Hydrogen-bonded supramolecular π-functional materials. Chem Mater. 2011;23:310–325.
   Web of Science ®Google Scholar
• Schenning APHJ, Gonzalez-Lemus YC, Shishmanova IK, Broer DJ. Nanoporous membranes based on liquid crystalline polymers. Liq Cryst. 2011;38:1627–1639.
   Web of Science ®Google Scholar
• Steiner T. The hydrogen bond in the solid state. Angew Chem Int Ed. 2002;41:48–76.
   Web of Science ®Google Scholar
• Prins LJ, Reinhoudt DN, Timmerman P. Noncovalent synthesis using hydrogen bonding. Angew Chem Int Ed. 2001;40:2382–2426.
   PubMed Web of Science ®Google Scholar
• Martínez-Felipe A. Liquid crystal polymers and ionomers for membrane applications. Liq Cryst. 2011;38:1607–1626.
   Web of Science ®Google Scholar
• Favre-Nicolin CD, Lub J. Stable anisotropic films obtained by in-situ photopolymerization of discotic liquid crystalline acrylates. Macromolecules. 1996;29:6143–6149.
   Web of Science ®Google Scholar
• Okazaki M, Kawata K, Nishikawa H, Negoro M. Polymerizable discoticnematic triphenylene derivatives and their application to an optically anisotropic film. Polym Adv Technol. 2000;11:398–403.
   Web of Science ®Google Scholar
• Cho HJ, Seo K, Lee CJ, Yun H, Chang JY. Rodlike mesogenic molecules consisting of two diacetylenic groups: mesomorphic behavior and photoimaging. J Mater Chem. 2003;13:986–990.
   Web of Science ®Google Scholar
• Kim BG, Kim S, Seo J, Oh NK, Zin WC, Park SY. Supramolecular assembly of fluorescent phasmidic diacetylene and its photopolymerization. Chem Commun. 2003;18:2306–2307.
   PubMedGoogle Scholar
• Theissen U, Zilker SJ, Pfeuffer T, Strohriegl P. Photopolymerizable cholesteric liquid crystals–new materials for holographic applications. Adv Mater. 2000;12:1698–1700.
   Web of Science ®Google Scholar
• Schultz JW, Chartoff RP. Photopolymerization of nematic liquid crystal monomers for structural applications: molecular order and orientation dynamics. Polymer. 1998;39:319–325.
   Web of Science ®Google Scholar
• Ukon M, Sugino T, Watanabe T, Monobe H, Shimizu Y. Photopolymerization and molecular orientational order of the discotic nematic phase in 2,3,6,7,10,11-hexakis(4-(8-acryloyloxyoctyloxy)benzoyloxy) triphenylene. Macromol Mater Eng. 2002;287:698–705.
   Web of Science ®Google Scholar
• Baxter BC, Gin DL. Synthesis and polymerization of a chiral liquid crystal diacrylate exhibiting smectic A* and C* phases. Macromolecules. 1998;31:4419–4425.
   Web of Science ®Google Scholar
• Kawauchi T, Murai Y, Hashimoto K, Ito M, Sakajiri K, Takeichi T. Synthesis and polymerization behavior of novel liquid-crystalline benzoxazines. Polymer. 2011;52:2150–2156.
   Web of Science ®Google Scholar
• Eelkema R. Photo-responsive doped cholesteric liquid crystals. Liq Cryst. 2011;38:1641–1652.
   Web of Science ®Google Scholar
• van der Pol JF, Neeleman E, van Miltenburg JC, Zwikker JW, Nolte RJM, Drenth W. A polymer with the mesomorphic order of liquid crystalline phthalocyanines. Macromolecules. 1990;23:155–162.
   Web of Science ®Google Scholar
• Brand JD, Kübel C, Ito S, Müllen K. Functionalized hexa-peri-hexabenzocoronenes: stable supramolecular order by polymerization in the discotic mesophase. Chem Mater. 2000;12:1638–1647.
   Web of Science ®Google Scholar
• Feng XS, Pan CY. A cylindrical polymer: a stack of discotic triphenylene within comblike polymethacrylate. ChemPhysChem. 2002;3:539–543.
   PubMed Web of Science ®Google Scholar
• Chang JY, Baik JH, Lee CB, Han MJ. Liquid crystals obtained from disclike mesogenic diacetylenes and their polymerization. J Am Chem Soc. 1997;119:3197–3198.
   Web of Science ®Google Scholar
• Chang JY, Yeon JR, Shin YS, Han MJ, Hong SK. Synthesis and characterization of mesogenic disklike benzenetricarboxylates containing diacetylenic groups and their polymerization. Chem Mater. 2000;12:1076–1082.
   Web of Science ®Google Scholar
• Gin DL, Lu X, Nemade PR, Pecinovsky CS, Xu Y, Zhou M. Recent advances in the design of polymerizable lyotropic liquid-crystal assemblies for heterogeneous catalysis and selective separations. Adv Funct Mater. 2006;16:865–878.
   Web of Science ®Google Scholar
• Kato T. From nanostructured liquid crystals to polymer-based electrolytes. Angew Chem Int Ed. 2010;49:7847–7848.
   PubMed Web of Science ®Google Scholar
• Gin DL, Gu W, Pindzola BA, Zhou WJ. Polymerized lyotropic liquid crystal assemblies for materials applications. Acc Chem Res. 2001;34:973–980.
   PubMed Web of Science ®Google Scholar
• Zhou M, Kidd TJ, Noble RD, Gin DL. Supported lyotropic liquid-crystal polymer membranes: promising materials for molecular-size-selective aqueous nanofiltration. Adv Mater. 2005;17:1850–1853.
   Web of Science ®Google Scholar
• Mueller A, O’Brien DF. Supramolecular materials via polymerization of mesophases of hydrated amphiphiles. Chem Rev. 2002;102:727–757.
   PubMed Web of Science ®Google Scholar
• Lee HK, Lee H, Ko YH, Chang YJ, Oh NK, Zin WC, Kim K. Synthesis of a nanoporous polymer with hexagonal channels from supramolecular discotic liquid crystals. Angew Chem Int Ed. 2001;40:2669–2671.
   PubMed Web of Science ®Google Scholar
• Ishida Y, Amano S, Saigo K. Template polymerization of columnar architectures based on the salts of a carboxylic acid and 2-amino alcohols: application to the molecular recognition of 2-amino alcohols. Chem Commun. 2003;18:2338–2339.
   PubMedGoogle Scholar
• Lee JH, Han MJ, Hwang SH, Jang I, Lee SJ, Yoo SH, Jho JY, Park SY. Self-assembled discotic liquid crystals formed by hydrogen bonding of alkoxystilbazoles. Tetrahedron Lett. 2005;46:7143–7146.
   Web of Science ®Google Scholar
• Lee SJ, You MK, Lee SW, Lee J, Lee JH, Jho JY. Star-shaped supramolecular liquid crystals formed by hydrogen bonding between phloroglucinol and stilbazole derivatives with different molecular shapes. Liq Cryst. 2011;38:1289–1299.
   Web of Science ®Google Scholar
• Lee JH, Jang I, Hwang SH, Lee SJ, Yoo SH, Jho JY. Self-assembled discotic nematic liquid crystals formed by simple hydrogen bonding between phenol and pyridine moieties. Liq Cryst. 2012;39:973–981.
   Web of Science ®Google Scholar
• Lee JH, Lee HJ, Lee SJ, Jang JS, Yoo SH, Jho JY. Preparation of conjugated polymeric columns with a hexagonal symmetry from star-shaped supramolecular liquid crystals. Liq Cryst. 2013;40:112–119.
   Web of Science ®Google Scholar
• Lee JH, Lee SJ, Jang J, Jho JY. Synthesis and photopolymerization of discotic liquid crystals containing hydrogen bondings and two polymerizable groups. Polym Korea. 2006;30:373–379.
   Web of Science ®Google Scholar
• Barentsen HM, van Dijk M, Kimkes P, Zuilhof H, Sudhölter EJR. Dye-substituted acetylenes and diacetylenes: convenient polymerization as studied by differential scanning calorimetry, FT-IR, and UV-vis spectroscopy. Macromolecules. 1999;32:1753–1762.
   Web of Science ®Google Scholar
• Lee JH, Curtis MD, Kampf JW. Unusual thermal polymerization of 1,4-bis-5-(4,4’-dialkyl-2,2’-bithiazolyl)-1,3-butadiynes: soluble polymers from diacetylenes. Macromolecules. 2000;33:2136–2144.
   Web of Science ®Google Scholar
• Bacher A, Erdelen CH, Paulus W, Ringsdorf H, Schmidt HW, Schuhmacher P. Photo-cross-linked triphenylenes as novel insoluble hole transport materials in organic LEDs. Macromolecules. 1999;32:4551–4557.
   Web of Science ®Google Scholar
• Guo L, Hrabusa IIIJM, Tessier CA, Youngs WJ, Lattimer R. Syntheses and crystal structures of strained planar silacyclynes containing a diacetylene unit. J Organomet Chem. 1999;578:43–54.
   Web of Science ®Google Scholar