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Synthesis of (zinc(II) phthalocyanine)-containing cellulose derivative using phthalocyanine-ring formation reaction

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Abstract

2,3-Di-O-myristyl-6-O-(zinc(II) phthalocyaninyl) cellulose (5) was synthesized from cellulose (1) by five reaction steps via 6-O-(3′,4′-dicyanophenyl)-2,3-di-O-myristyl cellulose (4). The key reaction was phthalocyanine-ring formation on a cellulose backbone, that is, the reaction of compound 4 with o-phthalodinitrile in the presence of hexamethyldisilazane and zinc acetate in DMF afforded to compound 5 in 35.4 % yield. Consequently, the degree of substitution with phthalocyanine moieties of compound 5 was 0.38. The LB monolayer film of compound 5 on an indium tin oxide (ITO) electrode was found to show photocurrent generation performance at 680 nm.

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Authors and Affiliations

  1. Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kitashirakawa-Oiwake-cho, Sakyo-ku, Kyoto, 606-8502, Japan

    Yasuko Saito, Toshiyuki Takano, Keita Sakakibara, Hiroshi Kamitakahara & Fumiaki Nakatsubo

  2. Institute of Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, 611-0011, Japan

    Keita Sakakibara

  3. Research Institute for Sustainable Humanosphere, Kyoto University, Gokasho, Uji, Kyoto, 611-0011, Japan

    Fumiaki Nakatsubo

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  1. Yasuko Saito
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  2. Toshiyuki Takano
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  3. Keita Sakakibara
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  4. Hiroshi Kamitakahara
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  5. Fumiaki Nakatsubo
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Correspondence to Yasuko Saito.

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Saito, Y., Takano, T., Sakakibara, K. et al. Synthesis of (zinc(II) phthalocyanine)-containing cellulose derivative using phthalocyanine-ring formation reaction. Cellulose 19, 2105–2114 (2012). https://doi.org/10.1007/s10570-012-9772-7

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  • DOI: https://doi.org/10.1007/s10570-012-9772-7

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