Synthesis and Characterization of Two-Photon Active Chromophores Based on Tetrathienoacene (TTA) and Dithienothiophene (DTT).
Three new donor-π-donor (D-π-D) tetrathienoacene (thieno[2',3':4,5]thieno[3,2-b]thieno[2,3-d]thiophene (TTA))-cored chromophores, end-functionalized with electron-donating triphenylamine (TPA) groups, were developed and characterized for their two-photon-related properties by using both nano- and femtosecond laser pulses as the probing tools. TTA-based chromophores exhibit stronger and more widely dispersed two-photon absorption (2PA) than those of dithienothiophene (DTT)-based congeners. As a consequence, the bithiophene-conjugated TTA chromophore exhibits the highest maximum 2PA cross-section value (up to 2500 GM) with good thermal stability, and thus, it is the best performing two-photon chromophore among the studied model compounds. The bithiophene-conjugated DTT analogue exhibits the second highest maximum two-photon absorptivity of 1950 GM, which is nearly 7 times larger than that of previously reported DTT-based chromophores.
Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.|Department of Chemistry, PSG college of Arts and Science, Coimbatore-, 641014, India.
Prabakaran
P
Kumaresan
Photonic Materials Research Laboratory, Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.
Yi-You
YY
Liu
Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.
Sureshraju
S
Vegiraju
Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.
Yamuna
Y
Ezhumalai
Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.
Hsien-Cheng
HC
Yu
Electrochemical Laboratory, Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan.
Shueh Lin
SL
Yau
Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan. mcchen@ncu.edu.tw.
Ming-Chou
MC
Chen
Photonic Materials Research Laboratory, Department of Chemistry, National Central University, Jhong-Li, 32001, Taiwan. tclin@ncu.edu.tw.
Tzu-Chau
TC
Lin
chromophores; conjugation; heterocycles; nonlinear optics; structure-activity relationships