Exploring Fluorescent Behavior in π-Conjugated Molecules: Synthesis and Structure–Property Insights

by Tim Alexander Patten
Doctoral thesis
Date of Examination:2025-07-04
Date of issue:2025-07-30
Advisor:Prof. Dr. Anna Krawczuk
Referee:Prof. Dr. Anna Krawczuk
Referee:Prof. Dr. Dietmar Stalke
Persistent Address: http://dx.doi.org/10.53846/goediss-11411

 

 

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Abstract

English

This thesis investigates the solid-state fluorescence behavior of anthracene and BODIPY-based fluorophores, with a focus on how molecular structure and non-covalent interactions influence photophysical properties. Emphasis is placed on halogen-substituted anthracenes and their potential to engage in halogen-π and π–π interactions, thereby modulating excimer formation and emission characteristics. New derivatives functionalized at both central and peripheral positions were synthesized and structurally analyzed to elucidate the relationship between substitution patterns and excited-state properties. Complementary studies on structurally diverse BODIPY dyes reveal how aggregation and packing motifs affect luminescence. Additionally, coordination complexes and receptor–spacer–fluorophore systems were developed to probe fluorescence modulation through metal coordination and photoinduced electron transfer (PET) processes. Collectively, these results advance the understanding of structure–property relationships in π-conjugated luminophores and provide design strategies for future optoelectronic and sensing applications.
Keywords: Anthracene; BODIPY; Solid-State Luminescence; Structure-Property Correlation; Photoinduced Electron Transfer; Packing Effects; Chemosensors
 
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