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Synthesis of Conjugated Polymers Containing Phosphole with the 5-Member Fused Carbocycle

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Summary

Novel conjugated polymers 9a–c possessing the phosphole ring with the 5-member fused carbocycle were synthesized by palladium catalyzed coupling reaction of 1-phenyl-2,5-bis(p-bromophenyl)phosphole 7 with diethynylarenes 8a–c. The obtained polymers 9a–c had the regio-regulated 2,5-substituted phosphole ring in the polymer main chain, and were characterized by 1H, 13C, 31P NMR, and FTIR. The 31P NMR spectra revealed that the extension of π-conjugation changed the phosphole ring angles. The optical properties of polymers 9a–c were independent of the size of the fused carbocycle.

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  16. The absorbance of each sample was below 0.05 at the excitation wavelength at 350 nm, in the measurement of the fluorescence quantum yield. The quantum yield (Φunk) of unknown sample was calculated by the following equation: Φunk=Φstd[AstdFunk/AunkFstd][nD,unk/nD,std]2 where Astd and Aunk are the absorbance of the standard and unknown sample, respectively, Fstd and Funk are the corresponding relative integrated fluorescence intensities, and nD is the refractive index [CH2Cl2 (nD=1.424) and CHCl3 (nD=1.446) were used].

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Authors and Affiliations

  1. Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan

    Hai-Sub Na, Yasuhiro Morisaki, Yasuhiro Aiki & Yoshiki Chujo

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  1. Hai-Sub Na
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  2. Yasuhiro Morisaki
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  3. Yasuhiro Aiki
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  4. Yoshiki Chujo
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Correspondence to Yoshiki Chujo.

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Na, HS., Morisaki, Y., Aiki, Y. et al. Synthesis of Conjugated Polymers Containing Phosphole with the 5-Member Fused Carbocycle. Polym. Bull. 58, 645–652 (2007). https://doi.org/10.1007/s00289-006-0702-4

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  • DOI: https://doi.org/10.1007/s00289-006-0702-4

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