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Synthesis and Polymerization of 1-(2,4,6-Tricyanophenylthio)-3-[3,5-bis(n,n-dimethylamino)phenoxy]-2-propyl Methacrylate; Polymer Effect on Intramolecular Charge–transfer Interaction by Takahito Itoh; Ryuichi Noki; Shinji Simosato; Isao Magara; Shouji Iwatsuki is a Materials Science article available to read on EtoBox.

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## Abstract 1‐[3,5‐Bis(__N,N__‐dimethylamino)phenoxy]‐ω‐(2,4,6‐tricyanophenylthio)alkanes (1a–c), where an electron‐accepting 2,4,6‐tricyanophenylthio group and an electron‐donating 3,5‐bis(__N__,__N__‐dimethylamino)phenoxy one are linked with a spacer such as ethylene, trimethylene, and tetramethylene, were prepared in order to examine an effect of the spacer chain length on intramolecular charge–transfer interaction between the 2,4,6‐tricyanophenylthio and 3,5‐bis(__N,N__‐dimethylamino)phenoxy groups. From the UV‐vis spectra measurements of 1a–c, 1‐[3,5‐bis(__N,N__‐dimethylamino)phenoxy]‐3‐(2,4,6‐tricyanophenylthio)Propane (1b) carrying the trimethylene chain as a spacer was found to have the strongest intramolecular charge–transfer interaction. A new methacrylate‐type monomer carrying the 1b unit as a side chain, 1‐(2,4,6‐tricyanophenylthio)‐3‐[3,5‐bis(__N,N__‐dimethylamino)phenoxy]‐2‐propyl methacrylate (2), was prepared successfully in 9.2% total yield in seven steps. The monomer 2 homopolymerized in benzene, tetrahydrofuran, acetone, and dimethyl sulfoxide in the presence of 2,2′‐azobis(isobutyronitrile) at 60°C to give polymers [poly(2)] with molecular weights of 6,000 to 98

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Author

Takahito Itoh; Ryuichi Noki; Shinji Simosato; Isao Magara; Shouji Iwatsuki

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0887-624X)

Published

1995

Language

EN

Field

Materials Science (Physical Sciences)