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Table of contents
GLOSSARY
CHAPTER 1 INTRODUCTION
1.1 π-conjugated materials
1.1.1 The concept based on valence bond (VB) and molecular orbital (MO) theories
1.1.2 π-Conjugation pathway and Energy, inducing optical and electronic properties
1.1.3 Potential applications
1.1.3.1 What is an OFET?
1.1.3.2 Towards ambipolar organic transistors
1.2 Liquid Crystals
1.2.1 Short history and definitions
1.2.2 Thermotropic liquid crystals general classifications
1.2.2.1 Classification depending on the shape
1.2.2.2 Classification depending on the mesophase
1.2.3 Discotic versus calamitic thermotropic mesophases
1.2.3.1 Nematic phases
1.2.3.2 Smectic phases
1.2.2.3 Columnar phases
1.3 Liquid crystalline semiconductors
1.3.1 Why target liquid crystals for OFET applications?
1.3.2 Discotic liquid crystalline semiconductor (small molecules)
1.3.2.1 p-type discotic mesogens
1.3.2.2 n-type discotic mesogens
1.3.3 Calamitic liquid crystalline semiconductor (small molecules)
1.3.3.1 p-type calamitic mesogens
1.3.3.2 n-type calamitic mesogens
1.3.4 More complex LC materials based on the presence of several mesogens
1.3.4.1 Dimers
1.3.4.2 Trimer and tetramer
1.3.4.3 Discotic-calamitic combined liquid crystals
1.3.4.4 Supermolecule and polymer liquid crystalline materials
1.3.5 Conclusions
CHAPTER 2 LINEAR DYAD AND TRIAD BASED ON PERYLENE DIIMIDE/TERTHIOPHENE MOIETIES
2.1 Synthesis
2.1.1 Synthesis of precursory building blocks
2.1.1.1 Synthesis of the terthiophene building block
2.1.1.2 Synthesis of the mono-anhydride mono-imide perylene building block
2.1.2 Synthesis of target linear Dyad 1.1 and linear Triad 1.2
2.1.2.1 Synthesis of linear Dyad 1.1
2.1.2.1 Synthesis of linear Triad 1.2
2.2 Optical properties (absorption and emission)
2.2.1 Optical properties of terthiophene and perylene diimide model compounds
2.2.2 Absorption and Emission of Dyad 1.1
2.2.2 Absorption and Emission of Triad 1.2
2.3 Mesomorphic properties
2.3.1 DSC and POM of Dyad 1.1
2.3.2 DSC and POM of Triad 1.2
2.4 Self-organization study (X-ray diffraction and Atomic force microscopy)
2.4.1 X-ray Diffraction (XRD)
2.4.1.1 XRD of Dyad 1.1
2.4.1.2 XRD of Triad 1.2
2.4.2 Atomic force microscopy (AFM)
2.4.2.1 AFM of Dyad 1.1
2.4.2.2 AFM of Triad 1.2
2.5 Conclusions
2.6 Experimental
2.6.1 Synthesis of precursory building blocks (terthiophene and perylene building blocks)
2.6.2 Synthesis of Dyad 1.1
2.6.3 Synthesis of Triad 1.2
CHAPTER 3 LINEAR DYAD AND TRIAD BASED ON PERYLENE DIIMIDE/BTBT MOIETIES
3.1 Synthesis
3.1.1 Synthesis of [1]Benzothieno[3,2-b][1]benzothiophene (BTBT) precursor
3.1.2 Synthesis of linear Dyad 2.1
3.1.3 Synthesis of linear Triad 2.2
3.2 Optical properties (absorption and emission)
3.2.1 Absorption and Emission of BTBT and perylene diimide model compounds
3.2.2 Absorption and Emission of Dyad 2.1
3.3 Mesomorphic properties
3.3.1 DSC and POM of Dyad 2.1
3.3.2 DSC and POM of Triad 2.2
3.4 Self-organization study (X-ray diffraction)
3.4.1 XRD of Dyad 2.1
3.4.2 XRD of Triad 2.2
3.5 Conclusions
3.6 Experimental
3.6.1 Synthesis of precursory building blocks (BTBT building blocks)
3.6.2 Synthesis of Dyad 2.1
3.6.3 Synthesis of Triad 2.2
CHAPTER 4 BRANCHED TRIADS BASED ON TRIPHENYLENE/PYROMELLIC DIIMIDE/PERYLENE DIIMIDE/TERTHIOPHENE MOIETIES
4.1 Synthesis
4.1.1 Synthesis of building blocks
4.1.1.1 Synthesis of the triphenylene building block
4.1.1.2 Synthesis of the pyromellitic diimide building block
4.1.2 Synthesis of the four target branched triads
4.1.2.1 Synthesis of branched Triad 3.1
4.1.2.2 Synthesis of branched Triad 3.2
4.1.2.3 Synthesis of branched Triad 3.3
4.1.2.4 Synthesis of branched Triad 3.4
4.2 Optical properties (absorption and emission)
4.2.1 Optical properties of isolated triphenylene, pyromellitic diimide, perylene diimide and terthiophene model compounds
4.2.2 Absorption and Emission of Triad 3.1
4.2.3 Absorption and emission of Triad 3.2
4.2.4 Absorption and emission of Triad 3.3
4.2.5 Absorption and emission of Triad 3.4
4.3 Mesomorphic behavior
4.3.1 DSC and POM of Triad 3.1
4.3.2 DSC and POM of Triad 3.2
4.3.3 DSC and POM of Triad 3.3
4.3.4 DSC and POM of Triad 3.4
4.4 Self-organization study (X-ray diffraction and Atomic force microscopy)
4.4.1 X-ray Diffraction (XRD)
4.4.1.1 XRD of Triad 3.1
4.4.1.2 XRD of Triad 3.2
4.4.1.3 XRD of Triad 3.4
4.4.2 Atomic force microscopy (AFM)
4.5 Preliminary study of charge transport properties (OFET)
4.5 Conclusions
4.6 Experimental
4.6.1 Synthesis of precursory building blocks (triphenylene and pyromellitic building blocks)
4.6.2 Synthesis of Triad 3.1
4.6.3 Synthesis of Triad 3.2
4.6.4 Synthesis of Triad 3.3
4.6.5 Synthesis of Triad 3.4
Supplementary data
CONCLUSIONS AND PERSPECTIVES
References
