近年來透過多重氫鍵作用力用於分子結構上的設計頗為關注，尤其是在超分子結構或嵌段共聚物自組裝形成奈米結構如球狀、柱狀、層狀和其他相分離奈米結構。本論文研究仿效DNA相互作用力，先合成DNA 雜鹼基的胸腺嘧啶嵌段共聚物（PS-b-PVBT），之後混摻低分子量(9-hexadecyladenine)化合物或嵌段共聚物/奈米複合材料(OBA-POSS)形成自組裝之奈米結構；亦或利用互補性多重氫鍵含有胸腺嘧啶嵌段共聚物和官能基含有腺嘌呤形成自組裝相關的仿生核/殼膠束結構；或者合成以多面體聚矽氧烷(POSS)為基材透過星狀結構上氫鍵作用力形成物理交聯的超分子結構。

Complementary multiple hydrogen bonding interactions in molecular design have recently received significant attention because of the tendency to form new supramolecular structures or the self-assembly of hierarchical nanostructures from block copolymers can lead to lamellae, cylinders, and other hierarchical structures. In this study, we mimicked DNA-like interactions, to synthesize DNA heteronucleobase (T)-containing diblock copolymers (PS-b-PVBT) copolymers, which blend low-molecular-weight compound 9-hexadecyladenine (A-C16) or block copolymer/nanoparticle (BCP/NP) composites OBA-POSS to form self-assembly structures. The self-assembly of block copolymers to form related bioinspired core/shell T-containing polymeric micelle structures stabilized through strong complementary multiple hydrogen bonds. Synthesis of two new star-like supramolecular POSS-based materials are able to self-assemble forming a physically crosslinked polymer-like structure through hydrogen bonding interaction between the arms.

Pages
論文審定書 i
誌謝 ii
Abstract (in Chinese) iii
Abstract (in English) iv
Outline of Contents v
List of Schemes ix
List of Figures x
List of Tables xiii

Chapter 1 Introduction 1
1.1 Polyhedral Oligomeric Silsesquioxane(POSS) 1
1.2 Block copolymer 4
1.3 DNA-Like Interaction 7
1.4 Polymer Miscibility and Interactions 8
1.5 Motivation 10
1.6 References 11

Chapter 2 Complementary multiple hydrogen bonding interactions mediate the self-assembly of supramolecular structures from thymine-containing block copolymers and hexadecyladenine 13
2.1 Background 13
2.2 Experimental 16
2.2.1 Materials 16
2.2.2 Synthesis of propargyl-thymine(PT) 16
2.2.3 Synthesis of 9-hexadecyladenine(A-C16) 17
2.2.4 Synthesis of polystyrene 17
2.2.5 Synthesis of PS-b-PVBC 17
2.2.6 Synthesis of PS-b-PVBN3 17
2.2.7 Synthesis of PS-b-PVBT 18
2.2.8 Measurements 18
2.3 Results and Discussion 20
2.3.1 Synthesis of PS-b-PVBC block copolymers 20
2.3.2 Synthesis of PS-b-PVBN3 block copolymers 21
2.3.3 Synthesis of propargyl-thymine(PT) 21
2.3.4 Synthesis of PS-b-PVBT block copolymers 22
2.3.5 Thermal properties of PS-b-PVBT 23
2.3.6 Self-assembly of PS-b-PVBT 23
2.3.7 Hierarchical self-assembly of supramolecular structures from PS-b-PVBT/A-C16 complexes 24
2.3.7.1 Synthesis of 9-hexadecyladenine (A-C16) 24
2.3.7.2 Thermal properties of PS-b-PVBT/A-C16 complexes. 24
2.3.7.3 Infrared spectroscopy of PS-b-PVBT/A-C16 complexes 26
2.3.7.4 SAXS and TEM analyses of PS-b-PVBT/A-C16 complexes 28
2.4 Summary 33
2.5 References 34

Chapter 3 Transforming the Self-Assembled Structures of Diblock Copolymer/POSS Nanoparticle Composites Through Complementary Multiple Hydrogen Bonding Interactions 53
3.1 Background 53
3.2 Experimental 57
3.2.1 Materials 57
3-2.2 Measurements 57
3.3 Results and Discussion 59
3.4 Summary 65
3.5 References 66

Chapter 4 Self-Assembly Supramolecular Structure through Complementary Multiple Hydrogen Bonding of Heteronucleobase Multifunctionalized Polyhedral Oligomeric Silsesquioxanes (POSS) Complexes Interactions 77
4.1 Background 77
4.2 Experimental 80
4.2.1 Materials 80
4.2.2 Synthesis of OBT-POSS 80
4.2.3 Synthesis of Propynyl-Adenine 80
4.2.4 Synthesis of OVBN3-POSS 81
4.2.5 Synthesis of OBA-POSS through click reaction 81
4.2.6 Preparation of Supramolecular OBT-POSS/OBA-POSS Complexes 82
4.2.7 Measurements 82
4.3 Results and Discussion 84
4.3.1 Synthesis and Characterization of OBT-POSS 84
4.3.2 Synthesis and Characterization of OBA-POSS 85
4.3.3 Thermal Properties of Supramolecular OBT-POSS/OBA-POSS Complexes 86
4.3.4 Complementary Multiple Hydrogen Bonding Interaction and Reversibility Analyses of Supramolecular OBT-POSS/ OBA-POSSComplexes 88
4.3.5 Transmission Electron Microscopy of OBT-POSS/OBA-POSS structures 90
4.4 Summary 92
4.5 References 93

Chapter 5 Bioinspired Photo-Core-Crosslinked and Noncovalently Connected Micelles From Functionalized Polystyrene and poly(ethylene oxide) Homopolymers 108
5.1 Background 108
5.2 Experimental 111
5.2.1 Materials 111
5.2.2 Synthes is of poly(ethyleneoxide)-toluenesulfonyl (PEO-TsCl) 111
5.2.3 Synthesis of poly(ethylene oxide)-Adenine (PEO-A) 112
5.2.4 Synthesis of poly(vinylbenzyl chloride) Homopolymer (h-PVBC) 112
5.2.5 Synthesis of poly(vinylbenzyl azide) (PVBN3) 112
5.2.6 Synthesis of poly(4-vinylbenzyl triazolylmethyl methylthymine) (PVBT) 112
5.2.7 Measurements 113
5.3 Results and Discussion 114
5.3.1 Synthesis of PVBC Homopolymers 114
5.3.2 Synthesis of PVBN3 114
5.3.3 Synthesis of PVBT Homopolymers 115
5.3.4 Synthesis of PEO-A 116
5.3.5 The preparation of PVBT/PEO-A complex micelle 116
5.4 Summary 120
5.5 References 121

Chapter 6 Conclusions 135

Resume 136

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