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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 林金福(King-Fu Lin) | |
| dc.contributor.author | Jenn-Huey Jaw | en |
| dc.contributor.author | 趙振慧 | zh_TW |
| dc.date.accessioned | 2021-06-13T04:31:30Z | - |
| dc.date.available | 2008-07-25 | |
| dc.date.copyright | 2006-07-25 | |
| dc.date.issued | 2006 | |
| dc.date.submitted | 2006-07-20 | |
| dc.identifier.citation | [1] G. M. Whitesides, Sci. Am. 273, 146 (1995).
[2] G. M. Whitesides, J. P. Mathias, C. T. Seto, Science 254, 1312 (1991). [3] R. Singhvi, A. Kumar, G. P. Lopez, G. N. Stephanopoulos, D. I. C. Wang, G. M. Whitesides, D. E. Ingber, Science 264, 696 (1994). [4] S. I. Stupp, V. LeBonheur, K. Walker, L. S. Li, K. E. Huggins, M. Keser, A. Amstutz, Science 276, 384 (1997). [5] D. G. Bucknall, H. L. Anderson, Science 302, 1904 (2003). [6] J. M. Lehn, Supramolecular Chemistry (VCH Press, New York, 1995). [7] J. M. Lehn, Science 295, 2400 (2002). [8] C. T. Seto, J. P. Mathias, G. M. Whitesides, J. Am. Chem. Soc. 115, 1312 (1993). [9] S. C. Zimmerman, F. Zeng, D. E. C. Reichert, S. V. Kolotuchin, Science 271, 1095 (1996). [10] T. Kato, J. M. Frechet, J. Am. Chem. Soc. 111, 8533 (1989). [11] F. J. M. Hoeben, P. Jonkheijm, E. W. Meijer, A. P. H. J. Schenning, Chem. Rev. 105, 1491 (2005). [12] D. Braun, Mater. Today 5, 32 (2002). [13] R. H. Friend, R. W. Gymer, A. B. Holmes, J. H. Burroughes, R. N. Marks, C. Taliani, D. D. C. Bradley, D. A. dos Santos, J.-L. Bre´das, M. Lo¨glund, W. R. Salaneck, Nature 397, 121 (1999). [14] C. D. Dimitrakopolous, P. R. L. Malenfant, Adv. Mater. 14, 99 (2002). [15] C. J. Brabec, V. Dyakonov, J. Parisi, N. S. Sariciftci, Organic Photovoltaics Concepts and Realization (Springer-Verlag, London, 2003). [16] J. W. Steed, J. L. Atwood, Supramolecular Chemistry (Wiley & Sons, Chichester, (2000). [17] C. A. Hunter, J. K. M. Sanders, J. Am. Chem. Soc. 112, 5525 (1990). [18] L. J. Prins, D. N. Reinhoudt, P. Timmerman, Angew. Chem. Int. Ed. 40, 2383 (2001). [19] F. J¨ulicher, U. Seifert, R. Lipowsky, J. Phys. Ⅱ France 3, 1681 (1993). [20] D. J. Pochan, Z. Chen, H. Cui, K. Hales, K. Qi, K. L. Wooley, Science 306, 94 (2004). [21] Z. Hu, A. M. Jonas, S. K. Varshney, J-F Gohy, J. Am. Chem. Soc. 127, 6526 (2005). [22] C.-X. Cheng, Y. Huang, R.-P. Tang, E. Chen, F. Xi, Macromolecules 38, 3044 (2005). [23] S. A. Jenekhe, X. L. Chen, Science 283, 372 (1999). [24] M. Yang, W. Wang, F. Yuan, X. Zhang, J. Li, F. Liang, B. He, B. Minch, G. Wegner, J. Am. Chem. Soc. 127, 15107 (2005). [25] Y. Cai, S. P. Armes, Macromolecules 37, 7116 (2004). [26] J. Hao, Z. Yuan, W. Liu, H. Hoffmann, J. Phys. Chem. B 108, 19163 (2004). [27] A. M. G. da Silva, A. L. S. Gamboa, J. M. G. Martinho, Langmuir 14, 5327 (1998). [28] S. Förster, M. Antonietti, Adv. Mater. 10, 195 (1998). [29] S. Peleshanko, J. Jeong, R. Gunawidjaja, V. V. Tsukruk, Macromolecules 37, 6511 (2004). [30] Y.-H. La, E. W. Edwards, S.-M. Park, P. F. Nealey, Nano Lett. 5, 1379 (2005). [31] Y.-Y. Huang, H.-L. Chen, T. Hashimoto, Macromolecules 36, 764 (2003). [32] P. Dastidar, S. Okabe, K. Nakano, K. Iida, M. Miyata, N. Tohnai, M. Shibayama, Chem. Mater. 17, 741 (2005). [33] H. Xiang, K. Shin, T. Kim, S. I. Moon, T. J. McCarthy, T. P. Russell, Macromolecules 38, 1055 (2005). [34] J. Du,Y. Chen, Macromol. Rapid Commun. 26, 491 (2005). [35] C. Y. Li, K. K. Tenneti, D. Zhang, H. Zhang, X. Wan, E.-Q. Chen, Q.-F. Zhou, A.-O. Carlos, S. Igos, B. S. Hsiao, Macromolecules 37, 2854 (2004). [36] E. Polushkin, S. Bondzic, J. de Wit, G. A. van Ekenstein, I. Dolbnya, W. Bras, O. Ikkala, G. Brinke, Macromolecules 38, 1804 (2005). [37] P. Busch, D. Posselt, D.-M. Smilgies, B. Rheinla1nder, F. Kremer, C. M. Papadakis, Macromolecules 36, 8717 (2003). [38] B.-K. Cho, A. Jain, S. M. Gruner, U. Wiesner, Science 305, 1598 (2004). [39] K. Loos, A. Bo1ker, H. Zettl, M. Zhang, G. Krausch, A. H. E. M¨uller, Macromolecules 38, 873 (2005). [40] Z. Zhang, X. Shao, H. Yu, Y. Wang, M. Han, Chem. Mater. 17, 332 (2005). [41] I. W. Hamley, Soft Matter 1, 36 (2005). [42] C. Koulic, R. Je´roˆme, Macromolecules 37, 888 (2004). [43] R. B. Cheyne, M. G. Moffitt, Langmuir 21, 5453 (2005). [44] S. Kadota, K. Aoki, S. Nagano, T. Seki, J. Am. Chem. Soc. 127, 8266 (2005). [45] J. Du, S. P. Armes, J. Am. Chem. Soc. 127, 12800 (2005). [46] L. Gao, L. Shi, W. Zhang, Y. An, Z. Liu, G. Li, Q. Meng, Macromolecules 38, 4548 (2005). [47] G. Wang, X. Tong, Y. Zhao, Macromolecules 37, 8911 (2004). [48] J. Zhu, Y. Jiang, H. Liang, W. Jiang, J. Phys. Chem. B 109, 8619 (2005). [49] Y. Lin, A. Bo¨ ker, J. He, K. Sill, H. Xiang, C. Abetz, X. Li, J. Wang, T. Emrick, S. Long, Q. Wang, A. Balazs, T. P. Russell1, Nature 434, 55 (2005). [50] S.-H. Kim, M. J. Misner, T. P. Russell, Adv. Mater. 16, 2119 (2004). [51] G. Kickelbick, J. Bauer, N. Hu¨ sing, M. Andersson, A. Palmqvist, Langmuir 19, 3198 (2003). [52] Y.-W. Chiang, R.-M. Ho, B.-T. Ko, C.-C. Lin, Angew. Chem. Int. Ed. 44, 7969 (2005). [53] N. Kang, M.-E. ve Perron, R. E. Prud’homme, Y. Zhang, G. Gaucher, J.-C. Leroux, Nano Lett. 5, 315 (2005). [54] M. Kuang, H. Duan, J. Wang, M. Jiang, J. Phys. Chem. B 108, 16023 (2004). [55] B. R. Blomqvist, T. Wa¨rnheim, P. M. Claesson, Langmuir 21, 6373 (2005). [56] H. R. Allcock, E. S. Powell, Y. Chang, Macromolecules 37, 7163 (2004). [57] M. R. Hammond, E. Cochran, G. H. Fredrickson, E. J. Kramer, Macromolecules 38, 6575 (2005). [58] Y. Kim, J. Pyun, J. M. J. Fre´chet, C. J. Hawker, C. W. Frank, Langmuir 21, 10444 (2005). [59] R.-M. Ho, Y.-W. Chiang, C.-C. Tsai, C.-C. Lin, B.-T. Ko, B.-H. Huang, J. Am. Chem. Soc. 126, 2704 (2004). [60] S. H. Chen, A. C. Su, S. R. Han, S. A. Chen, Y. Z. Lee, Macromolecules 37, 181 (2004). [61] M. Han, M. Hara, J. Am. Chem. Soc. 127, 10951 (2005). [62] S. H. Chen, A. C. Su, C. S. Chang, H. L. Chen, D. L. Ho, C. S. Tsao, K. Y. Peng, S. A. Chen, Langmuir 20, 8909 (2004). [63] J. J. Apperloo, R. A. J. Janssen, Macromolecules 33, 7038 (2000). [64] H. Meier, Angew. Chem. Int. Ed. 44, 2482 (2005). [65] P. Samori, V. Franckeb, K. MuÈllenb, J. P. Rabe, Thin Solid Films 336, 13 (1998). [66] L. Gehringer, C. Bourgogne, D. Guillon, B. Donnio, J. Am. Chem. Soc. 126, 3856 (2004). [67] U. Jeng, C.-H. Hsu, H.-S. Sheu, H.-Y. Lee, A. R. Inigo, H. C. Chiu, W. S. Fann, S. H. Chen, A. C. Su, T.-L. Lin, K. Y. Peng, S. A. Chen, Macromolecules 38, 6566 (2005). [68] S. C. J. Meskers, E. Peeters, B. M. W. Langeveld-Voss, R. A. J. Janssen, Adv. Mater. 12, 589 (2000). [69] M. M. Alam, Y. Zhu, S. A. Jenekhe, Langmuir 19, 8625 (2003). [70] S. Zheng, C. Tao, Q. He, H. Zhu, J. Li, Chem. Mater. 16, 3677 (2004). [71] V. Urbanab, H. H. Wangc, P. Thiyagarajana, K. C. Littrella, H. B. Wangd, L. Yu., J. Appl. Cryst. 33, 645 (2000). [72] M. Lee, C.-J. Jang, J.-H. Ryu, J. Am. Chem. Soc. 126, 8082 (2004). [73] H. Wang, H. H. Wang, V. S. Urban, K. C. Littrell, P. Thiyagarajan, L. Yu, J. Am. Chem. Soc. 122, 6855 (2000). [74] L. H. Radzilowski, S. I. Stupp, Macromolecules 27, 7747 (1994). [75] G. N. Tew, M. U. Pralle, S. I. Stupp, J. Am. Chem. Soc. 121, 9852 (1999). [76] B. W. Messmore, J. F. Hulvat, E. D. Sone, S. I. Stupp, J. Am. Chem. Soc. 126, 14452 (2004). [77] J. F. Hulvat, M. Sofos, K. Tajima, S. I. Stupp, J. Am. Chem. Soc. 127, 366 (2005). [78] B. W. Messmore, P. A. Sukerkar, S. I. Stupp, J. Am. Chem. Soc. 127, 7992 (2005). [79] E. D. Sone, E. R. Zubarev, S. I. Stupp, Small 1, 694 (2005). [80] B. M. W. Langeveld-Voss, D. Beljonne, Z. Shuai, R. A. J. Janssen, S. C. J. Meskers, E. W. Meijer, J.-L. Bre’das, Adv. Mater. 10, 1343 (1998). [81] A. F. M. Kilbinger, A. P. H. J. Schenning, F. Goldoni, W. J. Feast, E. W. Meijer, J. Am. Chem. Soc. 122, 1820 (2000). [82] L. Brunsveld, H. Zhang, M. Glasbeek, J. A. J. M. Vekemans, E. W. Meijer, J. Am. Chem. Soc. 122, 6175 (2000). [83] R. B. Prince, L. Brunsveld, E. W. Meijer, J. S. Moore, Angew. Chem. Int. Ed. 39, 228 (2000). [84] A. P. H. J. Schenning, A. F. M. Kilbinger, F. Biscarini, M. Cavallini, H. J. Cooper, P. J. Derrick, W. J. Feast, R. Lazzaroni, Ph. Lecle` re, L. A. McDonell, E. W. Meijer, S. C. J. Meskers, J. Am. Chem. Soc. 124, 1269 (2002). [85] A. Gesquie`re, P. Jonkheijm, A. P. H. J. Schenning, E. Mena-Osteritz, P. Ba¨uerle, S. De Feyterc, F. C. De Schryver, E. W Meijer, J. Mater. Chem. 13, 2164 (2003). [86] Ph. Lecle`re, M. Surin, P. Viville, R. Lazzaroni, A. F. M. Kilbinger, O. Henze, W. J. Feast, M. Cavallini, F. Biscarini, A. P. H. J. Schenning, E. W. Meijer, Chem. Mater. 16, 4452 (2004). [87] S. J. George, A. Ajayaghosh, P. Jonkheijm, A. P. H. J. Schenning, E. W. Meijer, Angew. Chem. Int. Ed. 43, 3422 (2004). [88] Ph. Lecl’ere, M. Surin, P. Jonkheijm, O. Henze, A. P. H. J. Schenning, F. Biscarini, A.C. Grimsdale, W.J. Feast, E.W. Meijer, K. M¨ullen, J. L. Br’edas, R. Lazzaroni, European Polymer Journal 40, 885 (2004). [89] A. P. H. J. Schenning, E. W. Meijer, Chem. Commun., 3245 (2005). [90] P. Jonkheijm, F. J. M. Hoeben, R. Kleppinger, J. van Herrikhuyzen, A. P. H. J. Schenning, E. W. Meijer, J. Am. Chem. Soc. 125, 15941 (2003). [91] A. Fkyerat, G. M. Dublin, R. Tabacchi, Helv. Chim. Acta. 82, 1418, (1999). [92] A. Pelter, I. Jenkins, D. E. Jones ; Tetrahedron , 53, 10357, (1997). [93 ]H. Bock, S. Nick, C. Naether, J. W. Bats, J. Prakt. Chem. 338, 363, (1996). [94] B. Liu, W. Lin Yu, Y. H. Lai, W. Huang, Chem. Mater. 13, 1984, (2001). [95] Ananda M. Sarker, Liming Ding, Paul M. Lahti, Frank E. Karasz Macromolecules, 35, 223, (2002). [96] C. C. Hsieh, K.F. Lin, A.T. Chien, Macromolecules, 39, 3043, (2006). | |
| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/33257 | - |
| dc.description.abstract | 在這篇研究中，我們成功合成出兩種π-共軛分子，OBHPV3和OBHPV4。這兩種分子可溶於正己烷、正癸烷和三氯甲烷，因此可用紫外光-可見光及光致放光圖譜來研究其溶液態的光學性質。OBHPV3和OBHPV4溶液的吸收強度隨著濃度的增加而增加，而PL圖譜呈現紅位移的現象，這是和超分子結構的形成有關：超過10-5 M在OBHPV3和OBHPV4圖譜強度上開始轉變。我們用原子力顯微鏡(AFM)來偵測其沉降在雲母片上固體狀態的結構。OBHPV3系統在10-4 M正己烷溶液沉降，我們發現有許多管狀的結構，其寬為30 nm，長度為數百奈米；在10-5 M正癸烷溶液沉降，發現有長幾微米、寬幾十奈米長條狀的結構形成；在10-4 M三氯甲烷溶液中沉降，我們發現許多像針狀的薄片，其寬為20 ~ 30 nm，這些針狀薄片可以聚集成類似伸長的繩子一樣，但從TEM圖可以看到由這些薄片可堆疊出許多大大小小像編織的花環的結構。OBHPV4的系統中，由於OBHPV4分子具有不對稱性，所以OBHPV4在這些溶劑當中沒有很明確的結構產生。但從正己烷溶液中沉降，可分辨出有微胞狀帶孔的結構，其直徑大小為30 nm左右。我們提出組成這些結構的驅動力包含有π-π作用力、氫鍵力、以及凡得瓦力。 | zh_TW |
| dc.description.abstract | In this research, we have successfully synthesized two π-conjugated molecules, OBHPV3 and OBHPV4, which were able to dissolve in hexane, decane, and chloroform. Their optical properties were investigated by UV-Visible and photoluminescence (PL) spectra. It was observed that the absorption of OBHPV3 and OBHPV4 solutions increased with increasing concentrations. However, under high concentrations, PL spectra showed red-shifted associated with the formation of supramolecular architectures. The turning points for OBHPV3 and OBHPV4 were revealed above ~ 10-5 M. Solid state architectures deposited on mica were monitored by atomic force microscopy (AFM). In OBHPV3 system, the tubular features with ~ 30 nm in width and several hundred nanometers in length at ~ 10-4 M in hexane were found. In decane, long stripes with several micron-meters in length and 10 nm in width were found at ~ 10-5 M. In chloroform, needle-like flakes with 20 ~ 30 nm in width could aggregate into elongated ropes at ~ 10-4 M. Interestingly, we also observed from TEM images many laurel wreaths formed by aggregation of these small flakes. For OBHPV4 system, due to the asymmetric structure of OBHPV4 molecule, no well-defined features were observed in most solutions except hexane, by which vesicle-like texture with a diameter of 40~50 nm containing holes were discerned. It is believed that the driving forces for all above self-assembly processes were the combination of π-π interaction, hydrogen bonding, and Van der Waal interaction. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-13T04:31:30Z (GMT). No. of bitstreams: 1 ntu-95-R93527024-1.pdf: 6793589 bytes, checksum: 4691fb4d3827f1da23a70643358672ef (MD5) Previous issue date: 2006 | en |
| dc.description.tableofcontents | Abstract I
中文摘要 II Contents III List of Tables and Schemes V List of Figures VI Chapter 1 Introduction 1 1.1. Introduction to Self-assembly and Supramolecular Chemistry 1 1.2. Introduction to Self-assembly and Supramolecular Assemblies of π-Conjugated Systems 5 1.2.1. Self-assembly Principles of π-Conjugated Systems 5 1.2.2. Literature Survey for Self-assembly of π-Conjugated Systems 9 1.3. Objective of This Study 37 Chapter 2 Experimental 38 2.1. Chemicals： 38 2.2 Instruments： 39 2.3. Synthesis 41 2.3.1. Synthesis of 2, 5-bis(hexyloxy)benzene-1,4-dialdehyde (3). 41 2.3.1.1. Synthesis of 2,5-dibromobenzene-1,4-diol (1) [91-93]. 41 2.3.1.2. Synthesis of 1,4-dibromo-2,5-bis(hexyloxy)benzene (2) [94]. 42 2.3.1.3. Synthesis of 2,5-bis(hexyloxy)benzene-1,4-dialdehyde (3) [95]. 42 2.3.2. Synthesis of 2,5-bis(hexyloxy)benzene-1,4-dibutyl phosphate (6) 43 2.3.2.1. Synthesis of 1,4-bis(hexyloxy)benzene (4). 44 2.3.2.2. Synthesis of 1,4-bis(bromomethyl)-2,5-bis(hexyloxy)benzene (5). 44 2.3.2.3. Synthesis of 2,5-bis(hexyloxy)benzene-1,4-dibutyl phosphate (6) 45 2.3.3. Synthesis of OBHPV4 (9). 45 2.3.3.1. Synthesis of OBHPV3 (7). 46 2.3.3.2. Synthesis of Dibutyl(4-tert-butylphenyl) methylphosphonate (8). 47 2.3.3.3. Synthesis of OBHPV4 (9). 47 2.4. Characterization 48 2.4.1. Sample Preparation 48 2.4.1.1. Preparation of OBHPV3 Solution Samples for Measurements of Fluorescence Spectroscopy. 48 2.4.1.2. Preparation of OBHPV4 Solution Samples for Measurements of Fluorescence Spectroscopy. 49 2.4.1.3. Preparation of π-conjugated OBHPV3 Samples for AFM Observation. 49 2.4.1.4. Preparation of π-conjugated OBHPV4 Samples for AFM Observation. 50 2.4.1.5. Preparation of π-conjugated OBHPV4 Samples for TEM Observation. 50 Chapter 3 Results and Discussion 57 3.1. Molecular Packing in Solutions 57 3.1.1. Optical Absorption Properties in Solutions 57 3.1.2. Luminescence Properties in the solutions 59 3.1.3. The Overall discussion 61 3.2. Solid-State Supramolecular Architectures of π-conjugated Molecules 83 3.2.1. Solid-state Self-assembly from OBHPV3 in Hexane 83 3.2.2. Solid-state Self-assembly from OBHPV3 in Decane 84 3.2.3. Solid-state Self-assembly from OBHPV3 in Chloroform 85 3.2.4. Solid-state Self-assembly from OBHPV4 in Hexane 86 3.2.5. Solid-stated Self-assembly from OBHPV4 in Decane 87 3.2.6. Solid-stated Self-assembly from OBHPV4 in Chloroform 87 3.2.7. The Overall discussion 88 Chapter 4 Conclusions 117 References 118 | |
| dc.language.iso | en | |
| dc.subject | 自組裝 | zh_TW |
| dc.subject | supramolecular | en |
| dc.subject | π-conjugated | en |
| dc.title | OBHPV共軛分子之合成及其自組裝性質結構之探討 | zh_TW |
| dc.title | Synthesis and Property of Self-assembled Supramolecular Structures Directed by π-Conjugated Oligo-2,5-bis-hexyloxy-p-phenylenevinylene (OBHPV) | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 94-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 林唯芳(Wei-Fang Lin),廖文彬(Wen-Bin Liau) | |
| dc.subject.keyword | 自組裝, | zh_TW |
| dc.subject.keyword | supramolecular,π-conjugated, | en |
| dc.relation.page | 125 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2006-07-21 | |
| dc.contributor.author-college | 工學院 | zh_TW |
| dc.contributor.author-dept | 材料科學與工程學研究所 | zh_TW |
| 顯示於系所單位： | 材料科學與工程學系 | |
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