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    Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/3780

    Title: 1,3,4- 二唑類化合物之合成及其螢光性質之分析;The synthesis and the fluorescence spectra of 1,3,4-oxadiazoles and related compounds
    Authors: 張維恩;Wei-En Chang
    Contributors: 化學工程與材料工程研究所
    Keywords: 寶特瓶;螢光;二苯甲醯聯胺;染料;dye;oxadiazole;dibenzoylhydrazine;fluorescence;PET
    Date: 2003-07-10
    Issue Date: 2009-09-21 12:22:27 (UTC+8)
    Publisher: 國立中央大學圖書館
    Abstract: 1,3,4- 二唑類化合物是以1,2-二苯甲醯聯胺類化合物為原料,用適當的脫水縮合劑[聚磷酸(PPA)、三氯氧化磷(POCl3)、三氟化硼?乙醚錯合物(BF3?Et2O)]來脫水縮合而成。針對各種不同的原料使用合適的脫水縮合劑效果會比較好;而寶特瓶(PET)與乙二醇反應後的產物經過處理亦可生成1,2-二苯甲醯聯胺類化合物,再以聚磷酸(PPA)為脫水縮合劑,亦可成功合成1,3,4- 二唑類化合物 具有強推電子基的1,3,4- 二唑類化合物會不但會使螢光放射波長往長波長移動,且會增強螢光相對強度,當化合物中含有二個以1,3,4- 二唑環或是含有雙鍵的結構在螢光性質表現上一樣具有強推電子基的效果。強拉電子基對紫外光吸收波長及螢光放射波長影響不大,但會大幅地減弱螢光相對強度。 1,3,4- 二唑類化合物的螢光放射波長值與用Pestemer rule 預測之螢光放射波長值不盡相同,在具有強推電子基或強拉電子基時其修正係數都會偏離Pestemer rule 之係數2.5,但若是只具有弱推電子基、弱拉電子基、甚至是無取代基時其修正係數較符合2.5,所以Pestemerrule 這種情況下較為適用。 在鹼性溶液中,反應性染料可與棉纖維形成實體共價鍵結合,所以先以J 酸與氯化三聚氰縮合後再與苯胺重氮鹽類化合物偶合成二氯三聚氰類偶氮染料,再將其與具胺基之1,3,4- 二唑類化合物縮合,可得一帶有1,3,4- 二唑基的一氯三聚氰類偶氮染料,測其螢光相對強度,較原本具胺基之1,3,4- 二唑類化合物為低,但比較二氯三聚氰類偶氮染料為高,且亦具有染料的性質。 1,3,4-oxadiazoles were prepared by 1,2-dibenzoylhydrazinesand cyclodehydration in solution phase involving reagents(reagents = PPA、POCl3、BF3?Et2O).Use suited cyclodehydrationfor each 1,2-dibenzoylhydrazine. The productwhich PET and ethylene glycol reacted to could be handle to be1,2-dibenzoylhydrazine and cyclodehydration by PPA. It can besuccess to form 1,3,4-oxadiazole. The strong donor substitutent not only was shift thewavelength of fluorescent to longer wavelength but alsoincreased the maximum strength. The compounds containingdouble 1,3,4-oxadiazole ring or double bonds were as same asthe compounds containing strong donor substitutent. Thecompounds containing nitro substitutent didn’t affect themaximum uv absorption and The fluorescent wavelength verymuch,but shown very weak fluorescent strength. The fluorescent wavelength of the 1,3,4-oxadiazolecompounds containing strong donor or acceptor substitutentdidn’t fit the value caculated by the Pestemer rule(coefficient is2.5).However,the fluorescent wavelength of the 1,3,4-oxadiazolecompounds without substitutent or with weak or acceptorsubstitutent was equal to the value. Therefore,Pestemer rule wasapplied to the 1,3,4-oxadiazoles without substitutent or withweak or acceptor substitutent. Reactive dye could form a covalent bond with cotton in allsaline solution. The product by coupling J-acid with triazinecould react with 1,3,4-oxadiazole containing amino substitutentto form the dye containing 1,3,4-oxadiazoyl substitutent. Thefluorscent of dye was lower than 1,3,4-oxadiazole containingamino substitutent,but it was higher than the dye by couplingJ-acid with trazine.
    Appears in Collections:[化學工程與材料工程研究所] 博碩士論文

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