Two-photon Property Studies of Novel Chromophores with Various Heterocyclic Structural Units

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姓名

芮可凡(Rekfa Wika Amini) 查詢紙本館藏

畢業系所

化學學系

論文名稱

(Two-photon Property Studies of Novel Chromophores with Various Heterocyclic Structural Units)

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摘要(中)

本篇論文係利用雙光子激發螢光技術，對含?吩（thiophene）、?（anthracene）、??（pyrazine）、?喔?（quinoxaline）、三?（triazine）等數種新穎雜環構造單元之染料分子系統進行量測其雙光子吸收性質並探討分子結構與非線性光學性質之關聯性。總體來說，我們發現下列幾種結構要素與分子的雙光子吸收性質有密切關聯：
一、電子提供體之強度的大小
二、π－共軛長度
三、分子結構的共平面性與否
　　在本論文所研究之染料分子系統中，我們觀察到：比起二?基氨，二苯基氨是更為優越的電子提供體。而在分子結構中插入碳－碳間參鍵、乙烯基（vinyl）、?單元或是苯環單元等以延伸π共軛長度之方式，對於促進分子之雙光子吸收皆為有效的策略。此外，本研究中顯示，分子結構的共平面性在增強雙光子吸收程度上，扮演一個很重要的角色。

摘要(英)

Several novel chromophore systems with various heterocyclic structural units including thiophene, anthracene, pyrazine, quinoxaline, and triazine were designed and synthesized to investigate the relationship between molecular structure and their linear/non-linear optical properties. The two-photon absorption (2PA) spectra of the studied compounds were measured by two-photon-excited fluorescence (2PEF) technique. Overall, we have found the following molecular parameters that are closely related to the enhancement of molecular 2PA:
1. Electron-donor strength;
2. π-conjugation length;
3. Coplanarity of the structure
In our chromophore systems, we have observed that diphenylamine is a superior electron-donor compared to naphthylamine. Moreover, it is noted that extending the π-conjugation length by insertion of carbon-carbon triple bond, or vinyl, or anthracene unit, or phenyl unit are useful strategies to promote the molecular 2PA. In addition, it is revealed that the coplanarity of the structure plays a crucial role for the extent of the 2PA enhancement.

關鍵字(中)

★ Two-photon absorption
★ thiophene
★ anthracene
★ quinoxaline
★ triazine
★ pyrazine
★ two-photon-induced fluorescence

關鍵字(英)

★ Two-photon absorption
★ thiophene
★ anthracene
★ quinoxaline
★ triazine
★ pyrazine
★ two-photon-induced fluorescence

論文目次

TABLE OF CONTENTS

ABSTRACT i
摘要 ii
ACKNOWLEDGEMENTS iii
TABLE OF CONTENTS v
LIST OF FIGURES viii
LIST OF TABLES x
CHAPTER 1 INTRODUCTION 1
1.1 Background 1
1.2 Purpose 5
1.3 Organization of Thesis 5
CHAPTER 2 OVERVIEW 7
2.1 Introduction of Two-Photon Absorption (2PA) 7
2.2 Molecular Designs of Two-Photon Absorption (2PA) 9
2.2.1 Fluorene as conjugated bridge 11
2.2.2 Diphenylaminofluorene as end-donating group 11
2.2.3 Review of molecular design 12
2.2.3.1 Review of molecular design from Hai chang zhang and coworkers 12
2.2.3.2 Review of molecular design from our laboratory 14
2.2.4 Molecular Designs of Two-Photon Absorption (2PA) Material Based on Thiophene Series 20
2.2.5 Molecular Designs of Two-Photon Absorption (2PA) Material Based on Antrachene Series 20
2.2.6 Molecular Designs of Two-Photon Absorption (2PA) Material Based on Pyrazine Series 21
2.2.7 Molecular Designs of Two-Photon Absorption (2PA) Material Based on Quinoxaline Series 22
2.2.8 Molecular Designs of Two-Photon Absorption (2PA) Material Based on 1,3,5 Triazine Series 23
2.3. Two-Photon Absorption (2PA) Properties 24
2.3.1. Linear Optical Characterization 24
2.3.1.1 Absorption and one-photon-induced fluorescence emission spectra 23
2.3.1.2 Quantum Yields (ΦF) and Life Time 23
2.3.2 Non-Linear Optical Characterization 25
2.3.2.1 Two-Photon Excited Fluorescence Method (2PEF) 25
CHAPTER 3 EXPERIMENTAL SECTION 2
3.1. Materials 27
3.2. Methods 27
3.2.1. Linear Optical Measurement 27
3.2.1.1. Absorption and One-photon-Induced Fluorescence Emission 27
3.2.1.2. Life Time and Fluorescence Quantum Yield 28
3.2.2. Non-Linear Optical Properties Measurement 28
CHAPTER 4 RESULT AND DISCUSSION 30
4.1. Optical Properties of Th series 30
4.1.1 Linear Optical Properties of Th series 30
4.1.2 Non-linear Properties of Th series 3
4.2 Optical Properties of AD series 34
4.2.1 Linear Optical Properties of AD series 34
4.2.2 Non-linear Properties of AD series 35
4.3 Optical Properties of Pyrazine series 38
4.3.1 Linear Optical Properties of Pyrazine Series 38
4.3.2 Non-linear Properties of Pyrazine Series 40
4.4 Optical Properties of Quinoxaline Series 42
4.4.1 Linear Optical Properties of Quinoxaline Series 42
4.4.2 Non-linear Properties of Quinoxaline Series 44
4.5 Optical Properties of Triazine Series 46
4.5.1 Linear Optical Properties of Triazine Series 46
4.5.2 Non-linear Properties of Triazine Series 48
CHAPTER 5 CONCLUSIONS 54
REFFERENCES 55

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指導教授

林子超(Tzu-Chau Lin)

審核日期

2017-3-7

推文