{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1363670321165711488.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/ja302574b"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/ja302574b"}},{"identifier":{"@type":"PMID","@value":"22512536"}}],"dc:title":[{"@value":"Supramolecularly Engineered Perylene Bisimide Assemblies Exhibiting Thermal Transition from Columnar to Multilamellar Structures"}],"description":[{"notation":[{"@value":"Perylene 3,4:9,10-tetracarboxylic acid bisimide (PBI) was functionalized with ditopic cyanuric acid to organize it into complex columnar architectures through the formation of hydrogen-bonded supermacrocycles (rosette) by complexing with ditopic melamines possessing solubilizing alkoxyphenyl substituents. The aggregation study in solution using UV-vis and NMR spectroscopies showed the formation of extended aggregates through hydrogen-bonding and π-π stacking interactions. The cylindrical fibrillar nanostructures were visualized by microscopic techniques (AFM, TEM), and the formation of lyotropic mesophase was confirmed by polarized optical microscopy and SEM. X-ray diffraction study revealed that a well-defined hexagonal columnar (Col(h)) structure was formed by solution-casting of fibrillar assemblies. All of these results are consistent with the formation of hydrogen-bonded PBI rosettes that spontaneously organize into the Col(h) structure. Upon heating the Col(h) structure in the bulk state, a structural transition to a highly ordered lamellar (Lam) structure was observed by variable-temperature X-ray diffraction, differential scanning calorimetry, and AFM studies. IR study showed that the rearrangement of the hydrogen-bonding motifs occurs during the structural transition. These results suggest that such a striking structural transition is aided by the reorganization in the lowest level of self-organization, i.e., the rearrangement of hydrogen-bonded motifs from rosette to linear tape. A remarkable increase in the transient photoconductivity was observed by the flash-photolysis time-resolved microwave conductivity (FP-TRMC) measurements upon converting the Col(h) structure to the Lam structure. Transient absorption spectroscopy revealed that electron transfer from electron-donating alkoxyphenyl groups of melamine components to electron-deficient PBI moieties takes place, resulting in a higher probability of charge carrier generation in the Lam structure compared to the Col(h) structure."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1383670321165711493","@type":"Researcher","foaf:name":[{"@value":"Shiki Yagai"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan"},{"@value":"CREST, Japan Science and Technology Agency (JST), 1-33 Yayoi-cho, Inage-ku,\rChiba 263-8522, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711488","@type":"Researcher","foaf:name":[{"@value":"Mari Usui"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711491","@type":"Researcher","foaf:name":[{"@value":"Tomohiro Seki"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711494","@type":"Researcher","foaf:name":[{"@value":"Haruno Murayama"}],"jpcoar:affiliationName":[{"@value":"Office\rof Society-Academia Collaboration\rfor Innovation, Kyoto University, Yoshida-Honmachi,\rSakyo-ku, Kyoto 606-8501, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711492","@type":"Researcher","foaf:name":[{"@value":"Yoshihiro Kikkawa"}],"jpcoar:affiliationName":[{"@value":"National Institute of Advanced Industrial Science and Technology (AIST), 1-1-1 Higashi, Tsukuba, Ibaraki 305-8562, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711490","@type":"Researcher","foaf:name":[{"@value":"Shinobu Uemura"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Science and Technology, Kumamoto University, Kurokami 2-39-1, Kumamoto 860-8555, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711496","@type":"Researcher","foaf:name":[{"@value":"Takashi Karatsu"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711495","@type":"Researcher","foaf:name":[{"@value":"Akihide Kitamura"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry & Biochemistry, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711497","@type":"Researcher","foaf:name":[{"@value":"Atsushi Asano"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry,\rGraduate\rSchool of Engineering, Osaka University, 2-1, Yamadaoka, Suita, Osaka 565-0871, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670321165711489","@type":"Researcher","foaf:name":[{"@value":"Shu Seki"}],"jpcoar:affiliationName":[{"@value":"Department of Applied Chemistry,\rGraduate\rSchool of Engineering, Osaka University, 2-1, Yamadaoka, Suita, Osaka 565-0871, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00027863"},{"@type":"EISSN","@value":"15205126"}],"prism:publicationName":[{"@value":"Journal of the American Chemical Society"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2012-04-30","prism:volume":"134","prism:number":"18","prism:startingPage":"7983","prism:endingPage":"7994"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/ja302574b"}],"createdAt":"2012-04-19","modifiedAt":"2023-04-13","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050587981428045312","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Mechanical and thermal stimuli-induced release of toluene included in luminescent crystals as one-dimensional solvent channels"}]},{"@id":"https://cir.nii.ac.jp/crid/1360004229894006912","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Supramolecular Engineering of Perylene Bisimide Assemblies Based on Complementary Multiple Hydrogen Bonding 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