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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/63361完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 楊吉水 | |
| dc.contributor.author | Cheng-Kai Lin | en |
| dc.contributor.author | 林政凱 | zh_TW |
| dc.date.accessioned | 2021-06-16T16:37:02Z | - |
| dc.date.available | 2015-11-22 | |
| dc.date.copyright | 2012-11-22 | |
| dc.date.issued | 2012 | |
| dc.date.submitted | 2012-10-14 | |
| dc.identifier.citation | (1) Turro, N. J.; Ramamurthy, V.; Scaiano, J. C. Modern Molecular Photochemistry of Organic Molecules; University Science Books: Sausalito, Calif., 2010.
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/63361 | - |
| dc.description.abstract | 對於許多共軛分子來說，激發態結構異構化是一個非常重要的非放光去活化路徑。反式二苯乙烯胺特別之處於在單重激發態時可同時擁有雙鍵扭轉(順反異構化)及單鍵扭轉(扭轉分子內電荷轉移)兩種去活化模式。在這篇論文裡，我們從三種層面來探討不同因素對於激發態單雙鍵扭轉的影響，包括了構形效應、位置效應及硝基取代效應。首先，以具有扭轉分子內電荷轉移行為的化合物p1CN為參考模型，我們研究了基態的構形差異對於激發態行為的影響。基於對一系列臨位取代二苯乙烯胺o1R與o2的研究，再與其對位與間位異構物的性質做比較，我們也針對取代基的位置效應歸納出一個很完整的概念。除此之外，從分子DNS與其多架橋取代模型-DNSB3極為相似的激發態性質我們可以確切地指出DNS的扭轉分子內電荷轉移的位置在硝基與二苯乙烯胺之間的單鍵。最後，於己烷溶液中，對於胺基上甲基與苯基取代造成硝基二苯乙烯胺量子產率的差異也進行了深入的討論。 | zh_TW |
| dc.description.abstract | Excited-state structural isomerization about a specific bond is an important nonradiative decay channel for many π-conjugated systems. trans-Aminostilbenes are unique as donor-acceptor molecules that could undergo both double bond torsion (trans →cis isomerization) and single bond torsion (twisted intramolecular charge transfer, TICT) in the singlet excited state. In this thesis, we investigated the excited-state bond torsion of aminostilbenes in terms of several aspects, including conformational, positional and nitro substitution effect. First, the ground-state conformation effect on the excited-state behavior has been given by using p1CN, a TICT-possessing compound, as reference. A series of trans-2-(N-arylamino)stilbenes (o1R and o2) have been studied and a complete picture of position effect was obtained in conjunction with the properties of the para and meta isomers. Furthermore, we provided an unambiguous conclusion that nitro group is responsible for the twisting in TICT state for DNS based on the similarity of excited-state behavior between DNS and a multi-site constrained model, DNSB3. Finally, the N-methyl and N-phenyl effect on the excited-state quantum yields of aminonitrostilbenes in hexane was also discussed. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-16T16:37:02Z (GMT). No. of bitstreams: 1 ntu-101-D96223127-1.pdf: 10411971 bytes, checksum: cbab9210d374547305655262d9628916 (MD5) Previous issue date: 2012 | en |
| dc.description.tableofcontents | 中文摘要 I
Abstract III Glossary V Table of Context VII List of Figures XI List of Schemes XV List of Tables XVI Table of Compounds and Their Abbreviation XX Chapter 1 1 Introduction 1 1-1 Photochemistry and Photophysic 3 1-1-1 Fundamental Concepts of Photochemistry and Photophysic 3 1-1-2 Quantum Yield and Characters of Fluorescence3 5 1-2 Excited-State Torsional Motion 7 1-2-1 Excited-State Double Bond Torsion: Photoisomerization 7 1-2-2 Photochemistry of Stilbene 8 1-2-3 Excited-State Single Bond Torsion: Twisted Intramolecular Charge Transfer (TICT) 11 1-2-4 Excited-State Behavior of 4-(N,N-Dimethylamino)benzonitrile (4-DMABN) 13 1-3 Substituent Effect on the Torsional motions of trans-Stilbenes 15 1-3-1 Substituent Effect on the Photochemistry of trans-Stilbene 15 1-3-2 Photochemistry of trans-4-Aminostilbene (p1A) 16 1-3-3 The Effect of N-Pheny Group on the Photochemistry of trans-4-Aminostilbene: Amino Conjugation Effect 17 1-3-4 Substituent-Dependent TICT for N-Aryl-Substituted trans-4-Aminostilbenes 21 1-4 Conformational Effect on the Torsional Motions of trans-Stilbenes 25 1-4-1 Conformational Effect on the Photochemistry of trans-Stilbene 25 1-4-2 Ring-Bridging Effect on the Photochemistry of Donor-Acceptor trans-Stilbenes 26 1-5 Position Effect on the Torsional Motions of trans-Stilbenes 28 1-5-1 Photochemistry of trans-3-Aminostilbene:meta-Amino Effect 28 1-5-2 Photochemistry of trans-2-Aminostilbene 30 1-5-3 Excited-State Behavior of N-Phenyl-Substituted trans-3-Aminostilbenes: Where the“m-Amino Effect” Meets the “Amino-Conjugation Effect 31 1-5-4 Meta Conjugation Effect on the Formation of TICT State 33 1-6 The Relaxation Process of trans-4-Nitrostilbenes 39 1-6-1 Triplet Properties Induced By Nitro Group 39 1-6-2 Solvent Polarity-Dependent Quantum Yields of Aminonitrostilbenes 40 Chapter 2 47 Effect of Ground-State Twisting on the trans → cis Photoisomerization and TICT State Formation of Aminostilbenes 47 2-1 Research Motivation 49 2-2 Synthesis of p1CNMs and p1CNBs 50 2-3 Conformation of p1CNMs and p1CNBs 52 2-4 Electronic Spectra 56 2-5 Quantum Yields and Lifetimes 64 2-6 Discussion 71 2-7 Conclusion 81 Chapter 3 83 ortho-Amino Conjugation Effect on the Photochemistry of trans-Aminostilbenes 83 3-1 Research Motivation 85 3-2 Synthesis and Molecular Structure 86 3-3 Electronic Spectra 89 3-4 Quantum Yields and Lifetimes 99 3-5 Activated Processes 104 3-6 Discussion 107 3-7 Conclusion 117 Chapter 4 121 A Multi-Site Constrained Model of trans-4-(Dimethylamino)- 4’-nitrostilbene for a Test of the NO2-Twisted Intramolecular Charge Transfer State 121 4-1 Research Motivation 123 4-2 Synthesis 124 4-3 Verification of Configuration 127 4-3 Result and Discussion 129 4-4 Conclusion 137 Chapter 5 139 Effect of N-Methyl and N-Phenyl Substitution on the Excited-State Behavior of trans-4-Amino-4’-nitrostilbenes in Hexane 139 5-1 Research Motivation 141 5-2 Result and Discussion 143 5-3 Conclusion 151 Chapter 6 154 Review of the Excited-State Structural Isomerization Based on Results of trans-Aminostilbenes 154 6-1 Preface 156 6-2 Conformation Effect on Excited-State Bond Torsion 156 6-2 More Examples of “Meta-Ortho Effect” 160 6-3 Potential of Ortho Conjugation Effect 161 6-4 Role of TICT and Nitro Group in the Excited State 164 6-5 Conclusion 168 Chapter 7 169 Experimental Section 169 7-1 Materials 171 7-2 Methods and Instruments 171 7-3 Synthesis and Structural Characterization Data 177 Reference 195 Publication List 206 | |
| dc.language.iso | en | |
| dc.subject | 二苯乙烯胺 | zh_TW |
| dc.subject | 順反異構化 | zh_TW |
| dc.subject | 扭轉分子內電荷轉移 | zh_TW |
| dc.subject | TICT | en |
| dc.subject | trans cis isomerization | en |
| dc.subject | aminostilbene | en |
| dc.subject | twisted intramolecular charge transfer | en |
| dc.title | 反式二苯乙烯胺激發態結構異構化行為之研究 | zh_TW |
| dc.title | Excited-State Structural Isomerization of trans-Aminostilbenes | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 101-1 | |
| dc.description.degree | 博士 | |
| dc.contributor.oralexamcommittee | 周大新,周必泰,陳益佳,孫世勝,鄭原忠 | |
| dc.subject.keyword | 二苯乙烯胺,扭轉分子內電荷轉移,順反異構化, | zh_TW |
| dc.subject.keyword | aminostilbene,twisted intramolecular charge transfer,TICT,trans cis isomerization, | en |
| dc.relation.page | 211 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2012-10-16 | |
| dc.contributor.author-college | 理學院 | zh_TW |
| dc.contributor.author-dept | 化學研究所 | zh_TW |
| 顯示於系所單位： | 化學系 | |
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