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Two new organic sensitizers of type D π A (Donor π Acceptor) and D (π A) 2 were designed and synthesized to understand the effect of anchoring mode towards TiO 2 film which leads to influence the effi ciency of the fabricated dye sensitized solar cells. These dyes were synthesized based on the triphenylamine as electron donor, phenylhydrazine as π conjugated spacer and 4 iodobenzoic acid as anchoring/acceptor group and characterized by 1 H, 13 C NMR and mass spectroscopy studies. The optical absorption of sensitiz ers shows red shift as well as high molar extinction co efficient with extension of the π conjugation and the quantum chemical calculation studies were performed to provide sufficient driving force for electron injec tion into conduction band of TiO 2 . The DSSC based on type D (π A) 2 shows power conversion efficiency (PCE = η) 1.07% under simulated AM 1.5 G; due to more positive HOMO values, higher IPCE values, high adsorption capacity on TiO 2 as well as longer electron life time of dye.