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Synthesis and Characterization of Two‐Photon Active Chromophores Based on Tetrathienoacene (TTA) and Dithienothiophene (DTT)
Author(s) -
Kumaresan Prabakaran,
Liu YiYou,
Vegiraju Sureshraju,
Ezhumalai Yamuna,
Yu HsienCheng,
Yau Shueh Lin,
Chen MingChou,
Lin TzuChau
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500276
Subject(s) - chromophore , conjugated system , triphenylamine , photochemistry , thiophene , two photon absorption , femtosecond , absorption (acoustics) , thermal stability , chemistry , materials science , laser , organic chemistry , polymer , optics , physics , composite material
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.

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