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My oral presentation at JCS spring meeting-2012, Tokyo.

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92nd Japanese Chemical Society Spring Meeting-2012, oral presentation on influence of nature of anchoring group in photo sensitization behavior of unsymmetrical squaraine dyes

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My oral presentation at JCS spring meeting-2012, Tokyo.

  1. 1. 非対称スクアリル色素におけるアンカーの影響と光増感作用 Influence of Nature of Anchoring Group inPhotosensitization Behaviour of Unsymmetrical Squaraine DyesGururaj M. Shivashimpi, Shyam S. Pandey, Rie Watanabe, Yuhei Ogomi, Yoshihiro Yamaguchi and Shuzi Hayase Kyushu Institute of Technology, 2-4 Hibikino, Wakamatsu, Kitakyushu 808-0196, JapanNippon Steel Chemical Co. Ltd., 46-80 Nakabaru, Sakinohama, Tobata, Kitakyushu 804-8503, Japan
  2. 2. Working Principle of DSSCs Ti Ti O O CO CO e e N N HO OC N N CO OH Ru e e OHP257 SCN NCS e - Efficiency > 10 % 3I e e I - e 3 TiO2 TiO2 e e 10-20nm e TiO2 layer: 10-20 μm Pt/SnO2/F e eSnO2/F Electrolyte layer: 30 μm
  3. 3. Efficiency > 10 %
  4. 4. Development of NIR Dyes ! Potentiality of Phthalocyanine, Cyanine and Squaraine sensitizers1. Sharp, narrow and Intense light absorption2. High molar extinction coefficient3. Capability of sensitization of wide band gap semiconductors4. Possibility to tailor the optical absorption window from visible to NIR wavelength region
  5. 5. DSSCs based on Squaraine dyes ! SQ-5 Efficiency = 3.5 % Efficiency = 1.04 % IPCE edge = 750 nm IPCE edge = 700 nm Pandey S. P., et al; J. Photochem. Photobiol., A.; 214, 269-275, 2010 SQ-7 Efficiency = 2.08 % IPCE edge = 690 nm Efficiency = 4.5 % Alex S., et al; IPCE edge = 700 nm J. Photochem. Photobiol., A.; Yum et al; J. A. Chem. Soc.; 129, 10320-10321, 2007 172, 63-71, 2005
  6. 6. Advantage of Cyanoacrylate Anchoring Group ! YR-6 Y-R. Shi, et al; Angew. Chem.; 123, 6749-6751, 2011Chang, W. K., et al; Org. Lett.; 13, 3880-3883, 2011
  7. 7. Squaraine dyes under present investigation ! SQ-8 SQ-83 SQ-84
  8. 8. Synthesis of SQ-83Purity: 98% (By HPLC)FAB-MS: 575.2861 (Observed), 575.2784 (Calculated)Structure confirmed by 1H-NMR
  9. 9. Electronic Absorption Spectra SQ-8 SQ-84 SQ-83 1.2 SQ-83 [653 nm] 1 SQ-84 [663 nm] Absorbance (Norm.)Absorbance (Norm.) SQ-8 [636 nm] 0.8 SQ-8 SQ-83 0.5 0.4 0 0 300 400 500 600 700 400 500 600 700 Wavelength (nm) Wavelength (nm) SQ-Dyes in Ethanol Solution SQ-Dyes adsorbed on TiO2
  10. 10. Photovoltaic Characteristics 12 Current density (mA/cm2) 10 COOH Cyanoacrylate Thiophene-cyanoacrylate 8 6 4 2 0 0.1 0.2 0.3 0.4 0.5 0.6 Voltage (V)Photovoltaic Parameters Dyes Jsc (mA/cm2) Voc (V) FF Efficiency SQ-8 6.71 0.58 0.72 2.82 % SQ-83 11.53 0.63 0.69 5.03 % SQ-84 6.93 0.58 0.66 2.67 %
  11. 11. Photocurrent Action Spectra 0.7 COOH Cyanoacrylate 0.6 Thiophene-Cyanoacrylate 0.5IPCE 0.4 0.3 0.2 0.1 0 300 400 500 600 700 800 Wavelength (nm)
  12. 12. Conclusions:1. Novel Indole donor based unsymmetrical squaraine dyes with varying anchoring groups have been synthesized and characterized.2. Cyanoacrylate functionality leads not only to the red-shift in absorption spectra but pronounced spectral broadening as well as photon harvesting as compared to –COOH anchoring group.3. Introduction of additional spacer between cyanoacrylate anchoring group and conjugated chromophore leads to hampered photon harvesting.

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