Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/16644
標題: 新型吩噻嗪衍生物之合成,光譜性質探討與多重應用
Synthesis, Spectral Investigations and Multiple Applications of Novel Phenothiazine derivatives
作者: 林信宏
Lin, Hsin-Hung
關鍵字: phenothiazine
吩噻嗪螢光團
Fluorophore
出版社: 化學系所
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摘要: 本實驗的研究目的為利用簡單的合成步驟:在Phenothiazine (吩噻嗪) 的3,7-位置上,藉由Heck reaction和Suzuki coupling reaction直接合成出 10NH沒有保護基的螢光染料。在不同的pH值和氧化狀態下,探討螢光物分子內的電子轉移和光誘導電子轉移機制與其在癌細胞上的診斷應用。 本實驗室合成的螢光染料,分為兩大部分;(Ⅰ).以vinyl當作架橋連接提供和接受電子對的官能基時,因為電子共振延伸的關係,具有高螢光量子產率及可見光區吸收等光學性質。在pH<7的情況下,部分的化合物會有螢光增強及吸收紅位移等現象。在pH>7的情況下,當10NH去質子化時,吸收和放射光譜紅位移到近紅外光區;系列分子中亦有陰離子選擇性的特質。(Ⅱ). 無vinyl架橋,直接連接官能基與phenothiazine形成衍生物,在氧化過程中,其陽離子比較穩定,且部分氧化的產物具有近紅外光吸收的光學性質。 在細胞影像的應用部分,3,7位置衍生的官能基為pyridine 時,具有診斷癌細胞的應用性;推測是由於溶劑效應和因酸化形成螢光有機奈米粒子所造成。氧化的近紅外光吸收染料在共軛聚焦顯微鏡觀察下,以405 nm的diode laser激發亦可以觀察到細胞的影像。可供多元化的應用與探討。
The major goal for our research is to use simple synthesized method for various fluorescence dye derivatives containing Phenothiazine core via Heck reaction and Suzuki coupling reaction that unprotected at 10N-H. Under various pH values and oxidation state, we research the spectrum property of fluorescence dye for Internal Charge Transfer and Photo-induced electron Transfer and applying for diagnosis cancer cell . The fluorescence-dye that our laboratory synthesis have two group : (Ⅰ) The PTZ-vinyl-derivatives have intense PL quantum yield and low energy UV absorption band because of extend electron delocalization. At pH < 7 condition,some of the compounds have the spectrum property that PL enhance and UV red shift . Whenever pH > 7 condition, 10N-H deprotonation , the spectrum reveal red shift band for Near-IR-Absorption and emission whenever part of the derivatives have anion-effect in DMSO solution. (Ⅱ) The PTZ-aliphatic derivatives form stable cation radical at oxidation condition and Some of the oxidatuin derivatives have Near-IR-Absorption. For Cell line images, function group of pyridine which can diagnosis cancer from normal cell lines that caused by the polarity effect and Fluorescent organic Nanoparticles property.Near-Infrared-Absorption dye that our laboratory synthesis can incubated into the cell lines and observe the images via excitating 405 nm diode laser.That expect to have vaious application and research .
URI: http://hdl.handle.net/11455/16644
其他識別: U0005-0108200820133400
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