메뉴 건너뛰기




Volumn 44, Issue 6, 2012, Pages 600-606

Perylene bisimide organogels formed by melaminecyanurate/barbiturate hydrogen-bonded tapes

Author keywords

hydrogen bond; organogel; perylene bisimide; self assembly; supramolecular chemistry

Indexed keywords

COAGGREGATION; NON-POLAR SOLVENTS; ORGANOGELS; PERYLENE BISIMIDES; SELF AGGREGATION; SELF ASSEMBLED STRUCTURES;

EID: 84861920724     PISSN: 00323896     EISSN: 13490540     Source Type: Journal    
DOI: 10.1038/pj.2012.22     Document Type: Article
Times cited : (12)

References (47)
  • 1
    • 22544451845 scopus 로고    scopus 로고
    • Supramolecular electronics; nanowires from self-assembled π-conjugated systems
    • DOI 10.1039/b501804h
    • Schenning, A. P. H. J. & Meijer, E. W. Supramolecular electronics; nanowires from selfassembled p-conjugated systems. Chem. Commun. 3245-3258 (2005). (Pubitemid 41018842)
    • (2005) Chemical Communications , Issue.26 , pp. 3245-3258
    • Schenning, A.P.H.J.1    Meijer, E.W.2
  • 2
    • 73249139071 scopus 로고    scopus 로고
    • Dendron-mediated self-assembly, disassembly, and self-organization of complex systems
    • Rosen, B. M., Wilson, C. J., Wilson, D. A., Peterca, M., Imam, M. R. & Percec, V. Dendron-mediated self-assembly, disassembly, and self-organization of complex systems. Chem. Rev. 109, 6275-6540 (2009).
    • (2009) Chem. Rev. , vol.109 , pp. 6275-6540
    • Rosen, B.M.1    Wilson, C.J.2    Wilson, D.A.3    Peterca, M.4    Imam, M.R.5    Percec, V.6
  • 3
    • 29344461199 scopus 로고    scopus 로고
    • Functional liquid-crystalline assemblies: Self-organized soft materials
    • DOI 10.1002/anie.200501384
    • Kato, T., Mizoshita, N. & Kishimoto, K. Functional liquid-crystalline assemblies: Selforganized soft materials. Angew. Chem. Int. Ed. 45, 38-68 (2006). (Pubitemid 43003988)
    • (2006) Angewandte Chemie - International Edition , vol.45 , Issue.1 , pp. 38-68
    • Kato, T.1    Mizoshita, N.2    Kishimoto, K.3
  • 4
    • 4143054780 scopus 로고    scopus 로고
    • Perylene bisimide dyes as versatile building blocks for functional supramolecular architectures
    • Würthner, F. Perylene bisimide dyes as versatile building blocks for functional supramolecular architectures. Chem. Commun. 1564-1579 (2004). (Pubitemid 39089105)
    • (2004) Chemical Communications , Issue.14 , pp. 1564-1579
    • Wurthner, F.1
  • 5
    • 22144444208 scopus 로고    scopus 로고
    • Control of the interactions in multichromophores: Novel concepts. Perylene bis-imides as components for larger functional units
    • DOI 10.1002/hlca.200590107
    • Langhals, H. Control of the interactions in multichromophores: Novel concepts. Perylene bis-imides as components for larger functional units. Helv. Chim. Acta. 88, 1309-1343 (2005). (Pubitemid 40983931)
    • (2005) Helvetica Chimica Acta , vol.88 , Issue.6 , pp. 1309-1343
    • Langhals, H.1
  • 6
    • 78649979018 scopus 로고    scopus 로고
    • Structural and electronic properties of extremely long perylene bisimide nanofibers formed through a stoichiometrically mismatched, hydrogen-bonded complexation
    • Yagai, S., Seki, T., Murayama, H., Wakikawa, Y., Ikoma, T., Kikkawa, Y., Karatsu, T., Kitamura, A., Honsho, Y. & Seki, S. Structural and electronic properties of extremely long perylene bisimide nanofibers formed through a stoichiometrically mismatched, hydrogen-bonded complexation. Small 6, 2731-2740 (2010).
    • (2010) Small , vol.6 , pp. 2731-2740
    • Yagai, S.1    Seki, T.2    Murayama, H.3    Wakikawa, Y.4    Ikoma, T.5    Kikkawa, Y.6    Karatsu, T.7    Kitamura, A.8    Honsho, Y.9    Seki, S.10
  • 7
    • 34250872356 scopus 로고    scopus 로고
    • Ultralong nanobelts self-assembled from an asymmetric perylene tetracarboxylic diimide
    • DOI 10.1021/ja071903w
    • Che, Y., Datar, A., Yang, X., Naddo, T., Zhao, J. & Zang, L. Ultralong nanobelts selfassembled from an asymmetric perylene tetracarboxylic diimide. J. Am. Chem. Soc. 129, 7234-7235 (2007). (Pubitemid 46980784)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.23 , pp. 7234-7235
    • Che, Y.1    Datar, A.2    Balakrishnan, K.3    Zang, L.4
  • 8
    • 0033597626 scopus 로고    scopus 로고
    • Cascade of molecular order by sequential self-organization, induced orientation, and order transfer processes
    • DOI 10.1021/ja983803j
    • Iverson, I. K. & Tam-Chang, S.-W. Cascade of molecular order by sequential selforganization, induced orientation, and order transfer processes. J. Am. Chem. Soc. 121, 5801-5802 (1999). (Pubitemid 29300109)
    • (1999) Journal of the American Chemical Society , vol.121 , Issue.24 , pp. 5801-5802
    • Iverson, I.K.1    Tam-Chang, S.-W.2
  • 9
    • 0035906799 scopus 로고    scopus 로고
    • Fluorescent J-type aggregates and thermotropic columnar mesophases of perylene bisimide dyes
    • DOI 10.1002/1521-3765(20010518)7:10<2245::AID-CHEM2245>3.0.CO;2-W
    • Würthner, F., Thalacker, C., Diele, S. & Tschierske, C. Fluorescent J-Type aggregates and thermotropic columnar mesophases of perylene bisimide dyes. Chem. Eur. J. 7, 2245-2253 (2001). (Pubitemid 32506009)
    • (2001) Chemistry - A European Journal , vol.7 , Issue.10 , pp. 2245-2253
    • Wurthner, F.1    Thalacker, C.2    Diele, S.3    Tschierske, C.4
  • 11
    • 33947605162 scopus 로고    scopus 로고
    • Supramolecular nanoribbons and nanoropes generated from hydrogen-bonded supramolecular polymers containing perylene bisimide chromophores
    • Yagai, S., Monma, Y., Kawauchi, N., Karatsu, T. & Kitamura, A. Supramolecular nanoribbons and nanoropes generated from hydrogen-bonded supramolecular polymers containing perylene bisimide chromophores. Org. Lett. 9, 1137-1140 (2007).
    • (2007) Org. Lett. , vol.9 , pp. 1137-1140
    • Yagai, S.1    Monma, Y.2    Kawauchi, N.3    Karatsu, T.4    Kitamura, A.5
  • 12
    • 49149086006 scopus 로고    scopus 로고
    • Miniaturization of nanofibers composed of melamine-appended perylene bisimides and cyanurates
    • Seki, T., Yagai, S., Karatsu, T. & Kitamura, A. Miniaturization of nanofibers composed of melamine-appended perylene bisimides and cyanurates. Chem. Lett. 37, 764-765 (2008).
    • (2008) Chem. Lett. , vol.37 , pp. 764-765
    • Seki, T.1    Yagai, S.2    Karatsu, T.3    Kitamura, A.4
  • 14
    • 3242683774 scopus 로고    scopus 로고
    • Visible-light-harvesting organogel composed of cholesterol-based perylene derivatives
    • DOI 10.1002/anie.200352458
    • Sugiyasu, K., Fujita, N. & Shinkai, S. Visible-light-harvesting organogel composed of cholesterol-based perylene derivatives. Angew. Chem. Int. Ed. 43, 1229-1233 (2004). (Pubitemid 39257938)
    • (2004) Angewandte Chemie - International Edition , vol.43 , Issue.10 , pp. 1229-1233
    • Sugiyasu, K.1    Fujita, N.2    Shinkai, S.3
  • 15
    • 66949145024 scopus 로고    scopus 로고
    • Self-assembly of semiconductor organogelator nanowires for photoinduced charge separation
    • Wicklein, A., Ghosh, S., Sommer, M., Würthner, F. & Thelakkat, M. Self-assembly of semiconductor organogelator nanowires for photoinduced charge separation. ACS Nano 3, 1107-1114 (2009).
    • (2009) ACS Nano , vol.3 , pp. 1107-1114
    • Wicklein, A.1    Ghosh, S.2    Sommer, M.3    Würthner, F.4    Thelakkat, M.5
  • 16
    • 33748909375 scopus 로고    scopus 로고
    • Functional organogels from highly efficient organogelator based on perylene bisimide semiconductor
    • DOI 10.1039/b611422a
    • Li, X.-Q., Stepanenko, V., Chen, Z., Prins, P., Siebbeles, L. D. A. & Würthner, F. Functional organogels from highly efficient organogelator based on perylene bisimide semiconductor. Chem. Commun. 3871-3873 (2006). (Pubitemid 44424675)
    • (2006) Chemical Communications , Issue.37 , pp. 3871-3873
    • Li, X.-Q.1    Stepanenko, V.2    Chen, Z.3    Prins, P.4    Siebbeles, L.D.A.5    Wurthner, F.6
  • 17
    • 79952600827 scopus 로고    scopus 로고
    • Rational construction of perylene bisimide columnar superstructures with biased helical sense
    • Seki, T., Asano, A., Seki, S., Kikkawa, Y., Murayama, H., Karatsu, T., Kitamura, A. & Yagai, S. Rational construction of perylene bisimide columnar superstructures with biased helical sense. Chem. Eur. J. 17, 3598-3608 (2011).
    • (2011) Chem. Eur. J. , vol.17 , pp. 3598-3608
    • Seki, T.1    Asano, A.2    Seki, S.3    Kikkawa, Y.4    Murayama, H.5    Karatsu, T.6    Kitamura, A.7    Yagai, S.8
  • 18
    • 0001629673 scopus 로고    scopus 로고
    • Low molecular mass gelators of organic liquids and the properties of their gels
    • Terech, P. & Weiss, R. G. Low molecular mass gelators of organic liquids and the properties of their gels. Chem. Rev. 97, 3133-3159 (1997). (Pubitemid 127667409)
    • (1997) Chemical Reviews , vol.97 , Issue.8 , pp. 3133-3159
    • Terech, P.1    Weiss, R.G.2
  • 19
    • 33748441842 scopus 로고    scopus 로고
    • Dye-based organogels: Stimuli-responsive soft materials based on one-dimensional self-assembling aromatic dyes
    • Supermolecular Dye Chemistry
    • Ishi-i, T. & Shinkai, S. Dye-based organogels: stimuli-responsive soft materials based on one-dimensional self-assembling aromatic dyes. Top. Curr. Chem. 258, 119-160 (2005). (Pubitemid 44420806)
    • (2005) Topics in Current Chemistry , vol.258 , pp. 119-160
    • Ishi-I, T.1    Shinkai, S.2
  • 21
    • 0035796422 scopus 로고    scopus 로고
    • Noncovalent synthesis using hydrogen bonding
    • DOI 10.1002/1521-3773(20010702)40:13<2382::AID-ANIE2382>3.0.CO;2-G
    • Pronnce, L. J., Reinhoudt, D. N. & Timmerman, P. Noncovalent synthesis using hydrogen bonding. Angew. Chem. Int. Ed. 40, 2382-2426 (2001). (Pubitemid 32651753)
    • (2001) Angewandte Chemie - International Edition , vol.40 , Issue.13 , pp. 2382-2426
    • Prins, L.J.1    Reinhoudt, D.N.2    Timmerman, P.3
  • 23
    • 77955167204 scopus 로고    scopus 로고
    • Rational design of nanofibers and nanorings through complementary hydrogen-bonding interactions of functional p systems
    • Yagai, S., Aonuma, H., Kubota, S., Kikkawa, Y., Karatsu, T., Kitamura, A., Mahesh, S. & Ajayaghosh, A. Rational design of nanofibers and nanorings through complementary hydrogen-bonding interactions of functional p systems. Chem. Eur. J. 16, 8652-8661 (2010).
    • (2010) Chem. Eur. J. , vol.16 , pp. 8652-8661
    • Yagai, S.1    Aonuma, H.2    Kubota, S.3    Kikkawa, Y.4    Karatsu, T.5    Kitamura, A.6    Mahesh, S.7    Ajayaghosh, A.8
  • 25
    • 43449091902 scopus 로고    scopus 로고
    • Formation of supramolecular polymers and discrete dimers of perylene bisimide dyes based on melamine - Cyanurates hydrogen-bonding interactions
    • DOI 10.1021/jo800338f
    • Seki, T., Yagai, S., Karatsu, T. & Kitamura, A. Formation of Supramolecular polymers and discrete dimers of perylene bisimide dyes based on melamine-cyanurates hydrogen-bonding interactions. J. Org. Chem. 73, 3328-3335 (2008). (Pubitemid 351668636)
    • (2008) Journal of Organic Chemistry , vol.73 , Issue.9 , pp. 3328-3335
    • Seki, T.1    Yagai, S.2    Karatsu, T.3    Kitamura, A.4
  • 26
    • 81255210426 scopus 로고    scopus 로고
    • Solution processable hydrogen-bonded perylene bisimide assemblies organizing into lamellar architectures
    • Seki, T., Maruya, Y., Nakayama, K., Karatsu, T., Kitamura, A. & Yagai, S. Solution processable hydrogen-bonded perylene bisimide assemblies organizing into lamellar architectures. Chem. Commun. 47, 12447-12449 (2011).
    • (2011) Chem. Commun. , vol.47 , pp. 12447-12449
    • Seki, T.1    Maruya, Y.2    Nakayama, K.3    Karatsu, T.4    Kitamura, A.5    Yagai, S.6
  • 28
    • 33847394581 scopus 로고    scopus 로고
    • Supramolecular complexes of functional chromophores based on multiple hydrogen-bonding interactions
    • DOI 10.1016/j.jphotochemrev.2006.11.001, PII S1389556707000020
    • Yagai, S. Supramolecular complexes of functional chromophores based on multiple hydrogen-bonding interactions. J. Photochem. Photobiol. C 7, 164-182 (2006). (Pubitemid 46341952)
    • (2006) Journal of Photochemistry and Photobiology C: Photochemistry Reviews , vol.7 , Issue.4 , pp. 164-182
    • Yagai, S.1
  • 29
    • 0001449255 scopus 로고
    • The relation between packing effects and solid state fluorescence of dyes
    • Langhals, H., Demmig, S. & Potrawa, T. The relation between packing effects and solid state fluorescence of dyes. J. Prakt. Chem. 333, 733-748 (1991).
    • (1991) J. Prakt. Chem. , vol.333 , pp. 733-748
    • Langhals, H.1    Demmig, S.2    Potrawa, T.3
  • 30
    • 70349935155 scopus 로고    scopus 로고
    • Swallow-tail substituted liquid crystalline perylene bisimides: Synthesis and thermotropic properties
    • Wickelein, A., Lang, A., Muth, M. & Thelakkat, M. Swallow-tail substituted liquid crystalline perylene bisimides: synthesis and thermotropic properties. J. Am. Chem. Soc. 131, 14442-14453 (2009).
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 14442-14453
    • Wickelein, A.1    Lang, A.2    Muth, M.3    Thelakkat, M.4
  • 32
    • 0031258099 scopus 로고    scopus 로고
    • Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles
    • Koyano, H., Bissel, P., Yoshihara, K., Ariga, K. & Kunitake, T. Syntheses and interfacial hydrogen-bonded network of hexaalkyl Tris(Melamine) amphiphiles. Langmuir 13, 5426-5432 (1997). (Pubitemid 127601855)
    • (1997) Langmuir , vol.13 , Issue.20 , pp. 5426-5432
    • Koyano, H.1    Bissel, P.2    Yoshihara, K.3    Ariga, K.4    Kunitake, T.5
  • 33
    • 0032490085 scopus 로고    scopus 로고
    • Supramolecular membranes. Spontaneous assembly of aqueous bilayer membrane via formation of hydrogen bonded pairs of melamine and cyanuric acid derivatives
    • DOI 10.1021/ja974379+
    • Kimizuka, N., Kawasaki, T., Hirata, K. & Kunitake, T. Supramolecular membranes. spontaneous assembly of aqueous bilayer membrane via formation of hydrogen bonded pairs of melamine and cyanuric acid derivatives. J. Am. Chem. Soc. 120, 4094-4104 (1998). (Pubitemid 28248332)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.17 , pp. 4094-4104
    • Kimizuka, N.1    Kawasaki, T.2    Hirata, K.3    Kunitake, T.4
  • 34
    • 0035824047 scopus 로고    scopus 로고
    • Hydrogen bond directed formation of liquid-crystalline merocyanine dye assemblies
    • Würthner, F., Yao, S., Heise, B. & Tschierske, C. Hydrogen bond directed formation of liquid-crystalline merocyanine dye assemblies. Chem. Commun. 2260-2261 (2001). (Pubitemid 33052132)
    • (2001) Chemical Communications , Issue.21 , pp. 2260-2261
    • Wurthner, F.1    Yao, S.2    Heise, B.3    Tschierske, C.4
  • 35
    • 49149109419 scopus 로고    scopus 로고
    • Transformation from H-to J-Aggregated perylene bisimide dyes by complexation with cyanurates
    • Yagai, S., Seki, T., Karatsu, T., Kitamura, A. & Würthner, F. Transformation from H-to J-Aggregated perylene bisimide dyes by complexation with cyanurates. Angew. Chem. Int. Ed. 47, 3367-3371 (2008).
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3367-3371
    • Yagai, S.1    Seki, T.2    Karatsu, T.3    Kitamura, A.4    Würthner, F.5
  • 37
    • 0000933702 scopus 로고
    • Solid-state structures of rosette and crinkled tape motifs derived from the cyanuric acid melamine lattice
    • Zerkowski, J. A., Seto, C. T. & Whitesides, G. M. Solid-state structures of rosette and crinkled tape motifs derived from the cyanuric acid melamine lattice. J. Am. Chem. Soc. 114, 5473-5475 (1992).
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5473-5475
    • Zerkowski, J.A.1    Seto, C.T.2    Whitesides, G.M.3
  • 39
    • 0034812661 scopus 로고    scopus 로고
    • Thermodynamic stabilities of linear and crinkled tapes and cyclic rosettes in melamine-cyanurate assemblies: A model description
    • DOI 10.1021/ja010664o
    • Bielejewska, A. G., Marjo, C. E., Prins, L. J., Timmerman, P., de Jong, F. & Reinhoudt, D. N. Thermodynamic stabilities of linear and crinkled tapes and cyclic rosettes in melamine-cyanurate assemblies: A model description. J. Am. Chem. Soc. 123, 7518-7533 (2001). (Pubitemid 32903919)
    • (2001) Journal of the American Chemical Society , vol.123 , Issue.31 , pp. 7518-7533
    • Bielejewska, A.G.1    Marjo, C.E.2    Prins, L.J.3    Timmerman, P.4    De Jong, F.5    Reinhoudt, D.N.6
  • 40
    • 85046527666 scopus 로고    scopus 로고
    • Hierarchical self-organization of perylene bisimide-melamine assemblies to fluorescent mesoscopic superstructures
    • Würthner, F., Thalacker, C., Sautter, A., Schärtl, W., Ibach, W. & Hollricher, O. Hierarchical self-organization of perylene bisimide-melamine assemblies to fluorescent mesoscopic superstructures. Chem. Eur. J. 6, 3871-3885 (2000).
    • (2000) Chem. Eur. J. , vol.6 , pp. 3871-3885
    • Würthner, F.1    Thalacker, C.2    Sautter, A.3    Schärtl, W.4    Ibach, W.5    Hollricher, O.6
  • 41
    • 0036435854 scopus 로고    scopus 로고
    • Steric hindrance to the solvation of melamines and consequences for non-covalent synthesis
    • Ghiviriga, I. & Oniciu, D. C. Steric hindrance to the solvation of melamines and consequences for non-covalent synthesis. Chem. Commun. 2718-2719 (2002). (Pubitemid 35351982)
    • (2002) Chemical Communications , Issue.22 , pp. 2718-2719
    • Ghiviriga, I.1    Oniciu, D.C.2
  • 43
    • 0037022404 scopus 로고    scopus 로고
    • Scaffolding of polymers by supramolecular nanoribbons
    • DOI 10.1002/1521-4095(20020205)14:3<198::AID-ADMA198>3.0.CO;2-G
    • Zubarev, E. R., Pralle, M. U., Sone, E. D. & Stupp., S. I. Scaffolding of polymers by supramolecular nanoribbons. Adv. Mater. 14, 198-203 (2002). See also reference [14]. (Pubitemid 34148975)
    • (2002) Advanced Materials , vol.14 , Issue.3 , pp. 198-203
    • Zubarev, E.R.1    Pralle, M.U.2    Sone, E.D.3    Stupp, S.I.4
  • 44
    • 0033887122 scopus 로고    scopus 로고
    • Novel silica structures which are prepared by transcription of various superstructures formed in organogels
    • DOI 10.1021/la990901p
    • Jung, J. H., Ono, Y. & Shinkai, S. Novel silica structures which are prepared by transcription of various superstructures formed in organogels. Langmuir 16, 1643-1649 (2000). (Pubitemid 30590711)
    • (2000) Langmuir , vol.16 , Issue.4 , pp. 1643-1649
    • Jung, J.H.1    Ono, Y.2    Shinkai, S.3
  • 45
    • 33646777776 scopus 로고    scopus 로고
    • Photoresponsive self-assembly and self-organization of hydrogen-bonded supramolecular tapes
    • DOI 10.1002/chem.200501468
    • Yagai, S., Iwashima, T., Kishikawa, K., Nakahara, S., Karatsu, T. & Kitamura, A. Photoresponsive self-assembly and self-organization of hydrogen-bonded upramolecular tapes. Chem. Eur. J. 12, 3984-3994 (2006). (Pubitemid 43759722)
    • (2006) Chemistry - A European Journal , vol.12 , Issue.15 , pp. 3984-3994
    • Yagai, S.1    Iwashima, T.2    Kishikawa, K.3    Nakahara, S.4    Karatsu, T.5    Kitamura, A.6
  • 46
    • 2542641042 scopus 로고    scopus 로고
    • Diastereomixture and racemate of myo-inositol derivatives, stronger organogelators than the corresponding homochiral isomers
    • DOI 10.1021/ol049737+
    • Watanabe, Y., Miyasou, T. & Hayashi, M. Diastereomixture and racemate of myoinositol derivatives, stronger organogelators than the corresponding homochiral isomers. Org. Lett. 6, 1547-1550 (2004). (Pubitemid 38698447)
    • (2004) Organic Letters , vol.6 , Issue.10 , pp. 1547-1550
    • Watanabe, Y.1    Miyasou, T.2    Hayashi, M.3
  • 47
    • 0036501695 scopus 로고    scopus 로고
    • Chiral perylene bisimide-melamine assemblies: Hydrogen bond-directed growth of helically stacked dyes with chiroptical properties
    • DOI 10.1002/1616-3028(200203)12:3<209::AID-ADFM209>3.0.CO;2-Y
    • Thalacker, C. & Würthner, F. Chiral perylene bisimide-melamine assemblies: hydrogen bond-directed growth of helically stacked dyes with chiroptical properties. Adv. Funct. Mater. 12, 209-218 (2002). (Pubitemid 34271890)
    • (2002) Advanced Functional Materials , vol.12 , Issue.3 , pp. 209-218
    • Thalacker, C.1    Wurthner, F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.