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研究生:鄭千藝
研究生(外文):Chein-Yie Chung
論文名稱:芳香胺修飾電活性奈胺高分子之合成及光譜電化學研究
論文名稱(外文):Synthesis and Spectroelectrochemical Studies of Poly(1-naphthylamine)Modified with Aromatic Amine
指導教授:溫添進
指導教授(外文):Ten-Chin Wen
學位類別:碩士
校院名稱:國立成功大學
系所名稱:化學工程學系碩博士班
學門:工程學門
學類:化學工程學類
論文種類:學術論文
論文出版年:2002
畢業學年度:90
語文別:英文
論文頁數:105
中文關鍵詞:聚苯胺
外文關鍵詞:Polyaniline
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本研究係利用電化學方法合成及修飾電活性奈胺高分子薄膜於導電玻璃(ITO)上。研究主要重點在於芳香胺修飾奈胺高分子之光譜電化學,及芳香胺之化學結構對奈胺高分子成長機構的影響。在此研究裡,循環伏安法及光譜電化學法用來探討芳香胺修飾奈胺高分子之電化學行為及電至變色性質。苯胺或甲基苯胺修飾奈胺高分子之合成是在一低進料濃度水溶液中進行。與苯胺或甲基苯胺的濃度比起來,雖然奈胺之濃度很低,但從奈胺共聚物之循環伏安圖及紫外可見光光譜中得知其含有高比例之奈胺單元。相比之下,二苯胺修飾奈胺高分子是在高進料濃度之水溶液中進行合成。從循環伏安圖及紫外可見光光譜中得知,奈胺高分子之成長行為,電化學及光譜電化學性質圴受芳香胺加入之量影響。
In this research, thin films of poly(1-naphthylamine) (PNA) modified with aromatic amines were deposited on indium doped tin oxide (ITO) glass substrate by the electrochemical method. The aromatic amines used in this research are aniline, o-toluidine and diphenylamine. The modification of PNA was made by electrocopolymerization from a feed solution containing proper ratio of aromatic amines and 1-naphthylamine. Cyclic voltammetry was employed to monitor the growth and characterization of the copolymers. In-situ UV-visible spectroelectrochemical studies were performed for analyzing the electrochromic behavior of the PNA modified with aromatic amine.

The modifications of PNA by aniline or o-toluidine were made by electropolymerization of solutions with very small feed ratios of 1-naphthylamine (0.005-0.03). Despite of the low feed ratios of naphthylamine selected, cyclic voltammograms (CVs) and in-situ UV-visible spectra of the copolymers revealed that high proportion of 1-naphthylamine units are present. The poly(1-naphhthylamine) modified with aniline or o-toluidine were characterized by the presence of a redox couple with half-peak potential 0.3V in CVs and suppression of electrochromic activities of aniline or o-toluidine units in UV-visible spectra.

On the contrary, high feed ratios of 1-naphthylamine (0.833-0.998) were selected for electrochemical modification of PNA by diphenylamine. The CVs recorded during the growth of PNA revealed that the growth behaviors as well as electrochemical properties of the copolymers were strongly influenced by amount of diphenylamine introduced in the feed solution. The redox potential corresponded to the redox transitions of 1-naphthylamine units in the modified poly(1-naphthylamine) was observed to shift beyond 0.4V. The UV-visible spectra of the diphenylamine modified PNA resemble to UV-visible spectra of the pristine PNA, these imply the dominant electrochromic properties of 1-naphthylamine units.

Absorbance-wavelength-potential profiles were constructed from in-situ UV-visible spectra of PNA modified with aromatic amines collected in dynamic mode. The electrochromic sites corresponding to the transition of aniline, diphenylamine and 1-naphthylamine were successfully identified through the use of these absorbance-wavelength-potential profiles.
AbstractI
中文摘要III
AcknowledgementIV
ContentsV
List of FiguresVII
List of SchemesX
List of TablesX
Symbols and abbreviationsXI
Chapter 1 Introduction1

1-1 Conjugate polymer1

1-1-1 Evolution of conjugate polymer1
1-1-2 Classification of conjugate polymer3
1-1-3 Synthesis of conducting polymer5
1-1-4 Electronic conduction mechanisms7
1-1-5 Applications9

1-2 Polyaniline13

1-2-1 Chemical polymerization of polyaniline13
1-2-2 Electrochemical polymerization of polyaniline15
1-2-3 Electrochemical and electrochromic properties16
1-2-4 Application of polyaniline16

1-3 Derivatives and copolymers of polyaniline21

1-3-1 Substituted polyaniline21
1-3-2 Polyaniline with ladder structure24
1-3-3 N-substituted polyaniline25
1-3-4 Fused-ring polyaniline26
1-3-5 Copolymer of polyaniline27
1-3-6 Sulphonated polyaniline28

1-4 Research motivation29

Chapter 2 Preparation of the aromatic amines modified poly(1-naphthylamine)31

2-1 Introduction31

2-2 Experiment32

2-2-1 Reagents and instruments32
2-2-2 Electropolymerization32

2-3 Results and discussion34

2-3-1 Electropolymerization of NPA in the presence of AN.34
2-3-2 Electropolymerization of NPA in the presence of OT40
2-3-3 Redox transition of DPA by cyclic voltammetry49
2-3-4 Modification of PNPA by DPA60

2-4 Conclusion65

Chapter 3 Spectroelectrochemical studies on the electrochromic behavior of the modified poly(1-naphthylamine)………67

3-1 Introduction67

3-2 Experiment68

3-2-1 Materials and instruments68
3-2-2 Construction of the absorbance-wavelength-potential (AWP) profile69

3-3 Results and discussion69

3-3-1 Spectroelectrochemistry of AN or OT modified PNA69
3-3-2 Spectroelectrochemistry of DPA modified PNA75
3-3-3 Identification of electrochromic sites of the aromatic amines modified PNA via absorbance-wavelength-potential profiles80

3-4 Conclusions92

Chapter 4 Summary94
References95
Publication List104
Conference Paper104
Bibliography105
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