porous materials based on pillar-shaped macrocyclic ......acc. mater. surf. res. 2017, 57vol.2...
TRANSCRIPT
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Acc. Mater. Surf. Res. 2017, Vol.2 (No.2), 57-63. 57
Porous materials based on pillar-shaped macrocyclic compounds pillar[n]arenes
Tomoki Ogoshia,b,*, Takahiro Kakutaa and Tada-Aki Yamagishia
aGraduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan
bPRESTO, the Japan Science and Technology Agency (JST) 4-1-8 Honcho, Kawaguchi 332-0012, Japan
Pillar[n]arenes have high symmetrical pillar-shaped structures and high free volumes, making them good candidates for the preparation of porous materials for gas and organic vapor adsorption. Herein, we report pillar[n]arene-based porous materials. First, we discuss gas and organic vapor sorption ability of crystalline state pillar[n]arenes. Unexpected selective gate-opening behavior that depends on the alkane length and shape and color change by uptake of alkane vapors are reported. Second, we discuss construction of 2D sheets and 3D vesicles based on regular pentagonal and hexagonal structures of pillar[n]arenes. Our approach should offer a new way to construct 2D and 3D porous materials based on organic macrocyclic compounds. Keyword: Pillar[n]arenes, 1D Channels, 2D Sheets, 3D Vesicles, Porous Carbons Tomoki Ogoshi received his B.S. (2000), M.S. (2002), and Ph.D. degrees (2005) from Kyoto University under the supervision of Prof. Yoshiki Chujo. He was a JSPS postdoctoral research fellow (2005â2006) in the Graduate School of Science at Osaka University in the group of Prof. Akira Harada. In 2006, he moved to the Graduate School of Natural Science and Technology at Kanazawa University as an assistant professor (2006-2010). He was an associate professor (2010-2015) and was promoted to a professor at the same university at 2015. He works also as JST-PRESTO Researcher: PRESTO program "Hyper-nano-space design toward innovative functionality" from Oct. 2013 under the research supervisor of Prof. Kazuyuki Kuroda (Waseda University). He has received HGCS Japan Award Excellence 2010 (2011), The Chemical Society of Japan Award for Young Chemists (2012), The Cram Lehn Pedersen Prize in Supramolecular Chemistry; Royal Society of Chemistry (2013), The Commendation for Science and Technology by the Minister of Education, Culture, Sports, Science and Technology (2014), Nozoe Memorial Award for Young Organic Chemists (2016), Banyu Chemist Award 2016 (2016) and Lectureship Award MBLA 2016 (2017).
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Acc. Mater. Surf. Res. 2017, Vol.2 (No.2), 57-63. 58
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Figure 1. (a) Synthesis and (b) structure of pillar-shaped macrocyclic compounds âpillar[n]arenesâ.
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Acc. Mater. Surf. Res. 2017, Vol.2 (No.2), 57-63. 59
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Figure 2. (a) Chemical and (b, c) X-ray single-crystal structures of per-hydroxylated
pillar[6]arene 1. The solvent (acetone) in the structure was removed. (c) View along the c
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Figure 3. Micropore volumes (MV) of 1 estimated by the DA method, plotted against
kinetic diameter (KD) of molecular probes.
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Acc. Mater. Surf. Res. 2017, Vol.2 (No.2), 57-63. 60
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Figure 5. (a) Chemical structure of pillar[5]arene containing one benzoquinone 3. Color change by exposing to vapors and crystal structures of 3 prepared from (b) methanol and (c) n-hexane.
Figure 4. Sorption isotherms of activated crystals 2 towards gases and vapors of linear n-hexane at 25 oC. Solid symbols:
adsorption; open symbols: desorption.
2
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(a) (b)
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