多並苯化合物新型合成方法之開發及其在雙官能多並苯分子之應用

dc.contributor葉名倉zh_TW
dc.contributorMing-Chang Yehen_US
dc.contributor.author張俊雄zh_TW
dc.contributor.authorChun-Hsiung Changen_US
dc.date.accessioned2019-09-04T09:36:34Z
dc.date.available不公開
dc.date.available2019-09-04T09:36:34Z
dc.date.issued2010
dc.description.abstract多並苯化合物因其具有良好的光電性質,近年來在有機材料研究上佔有重要的地位。多並苯化合物除了穩定度需要解決之外,溶解度也是相當重要的課題,因此本篇論文之目標即在於發展步驟簡單且反應條件溫和的多並苯合成法。所以我們主要做兩種合成法的闡述:第一,採用以隱藏式醛基的方式先進行雙邊烯化延長反應,再利用酸性條件下去保護行Knoevenagel縮合環化反應,而得到高階並苯衍生物;第二,利用分子內碘鋰交換重排並氧化得鄰酮基苯醛,以此化合物雙邊接長以達到目標高階多並苯。此兩種合成法大大改善了合成過程中間體或目標多並苯化合物溶解度不佳的問題。未來預計可銜接上更多官能積來增加高階並苯衍生物的多樣性。zh_TW
dc.description.abstractIn the past decade, acenes have played an important role in the research of organic materials, owing to their excellent photoelectric properties. However, the stability and solubility problems of acenes compounds are formidable roadblocks to their future applications. The goal of this thesis is to develop simple and mild synthetic reaction to synthesis of acene skeletons. Previously, we developed an iterative elongation protocol consisted of Wittig olefination and Knoevenagel condensation. We hereby describe have two new synthetic method based on our published elongation method. Using reagents carrying differentially protected aldehydes, we first carried out a Wittig olefination to extend the length of conjugation yet without the original cyclization. After the protecting groups are removed, the delayed cyclization can furnish the target acene structure without encountering the solubility or stability problems. Second, by employing intramolecular Fries rearrangement as the key step, we are now able to construct a central unit for bidirectional elongation with solubilizing groups attached. The two new strategies greatly improve the current synthetic efficiency. Their applications in the synthesis of bifunctional and bis-chromophoric systems are also discussed.en_US
dc.description.sponsorship化學系zh_TW
dc.identifierGN0693420790
dc.identifier.urihttp://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22GN0693420790%22.&%22.id.&
dc.identifier.urihttp://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100544
dc.language中文
dc.subject多並苯zh_TW
dc.subject雙官能多並苯zh_TW
dc.subject單分子電性zh_TW
dc.title多並苯化合物新型合成方法之開發及其在雙官能多並苯分子之應用zh_TW
dc.titleDevelopment of New Synthetic Method of Acene Compounds and It's Application in Bifunctional Acene Systemsen_US

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