A novel donor-pi bridge - acceptor (A)-pi bridge - donor type molecule (PCTDPP20) with planar core based on diketopyrrolopyrrole (DPP) and carbazole is synthesized by the Suzuki coupling reaction. We introduce phenyl rings to extend the pi-conjugation length as a pi-bridge. The HOMO and LUMO energy levels of PCTDPP20 are -5.13 and -3.57eV, respectively. From the UV-Vis spectra, we confirm that the maximum absorption wavelgth (lambda(max)) of the PCTDPP20 annealed film at 100 degrees C is red-shifted about 30nm and the absorption intensity at 600 similar to 650nm increase compared to that of as-spun film. And the OFET based on PCTDPP20 annealed at 100 degrees C exhibits a highest hole mobility of 1.6 x 10(-4) cm(2)/Vs together with a I-on/I-off ratio of 1.0 x 10(4) and a V-th of 14V. Also, the photovoltaic properties are investigated in the device structure of ITO/PEDOT:PSS/PCTDPP20:PC60BM (with different blend ratios)/Al. Among the OSCs, PCTDPP20:PCBM weight ratio of 1:0.8 and termal annealing process at 100 degrees C for 10min are optimum belnd ratio and temperature, respectively. This device shows the best performance with a highest PCE of 0.95% a J(sc) of -2.69mA/cm(2), a V-oc of 0.79V and a fill factor of 44.5%.