In this communication, we will report the synthesis and detailed chemical (¹H/¹³C NMR, Elemental Analysis, FTIR-ATR, and SEC), thermal (WAXD-SAXS, DSC, POM, polarized FTIR-ATR), and optical (UV-Vis and PL) characterizations of two types (see Fig.1) of π-conjugated organic semi-conductors (OSCs) for the field of organic/plastic (opto)electronics: Thermotropic liquid crystalline (LC) bis(azomethine) OSCs (LCBAZx) vs. ionically self-assembled thermotropic LC bis(azomethine)-alkylsulfonic acid supermolecules (ISALCBAZx) in which the side-groups (i.e. functionalized sulfonic acids (FSA): C₁₀H₂₁SO₃H) are connected to the LCBAZ's π-conjugated backbone by a non-covalent (ionic-type (acid-base): protonation of the CH=N units by SO₃H groups of the FSA derivative used in this study) interaction. We will demonstrate that some (8 over 16) of the members of this concise library of LC OSCs behave as thermostable "greenish emitters" leading to an overall tuning of the maximum of their emission bands over 42nm. Finally, based on detailed thermal (sequence of phase transitions: glass transitions, crystallization-melting, ordering-disordering of (smectic+nematic) mesophases, and isotropization) vs. optical (UV-Vis & PL) characterizations, we will discuss how the complex LC behavior of these "smart" LCBAZx/ISALCBAZx organic semi-conductors is impacting their optoelectronic properties.

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