Fluorescence from Fluorescent Dye molecule (I)

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Title:	Fluorescence from Fluorescent Dye molecule (I)
Authors:	王振利;章竹君;陳建逸;郭陽明;趙鼎揚
Contributors:	化學系
Date:	2003-05
Issue Date:	2010-10-28 11:00:24 (UTC+8)
Abstract:	我們很成功地合成一系列反應性螢光染料，這些螢光染料分子之結構己經IR 、NMR和Mass光譜議證實。2-Benzyl-6-hydroxy-benzo[de] isoquinoline-1,3-dione 和6-hydroxy-2-phenyl-benzo[de]isoquinoline-1,3-dione之螢光量子產率分別為0.562和0.057。至於2-benzyl-6-hydroxy-benzo[de] isoquinoline-1,3-dione的螢光量子產率要比6-hydroxy-2-phenyl-benzo[de]isoquinoline-1,3-dione高，這是因為2-benzyl-6-hydroxy-benzo[de] isoquinoline-1,3-dione螢光染料分子帶有較多的電子給電子基之故。這些電子給電子基也許能協助螢光染料分子的苯環受UV激發而發射較強之螢光。　螢光染料與甲苯二異氰酸酯及其他添加劑反應成水性螢光染料PU樹脂的分子結構己經IR光譜證實。水性2-benzyl-6-hydroxy-benzo[de] isoquinoline-1,3-dionePU樹脂的螢光強度要比6-hydroxy-2-phenyl-benzo[de] isoquinoline-1,3-dionePU樹脂得螢光性要好。我們的實驗結果顯示增高水性螢光染料PU樹脂的螢光染料含量會減弱水性螢光染料PU樹脂的螢光強度，這是因為螢光染料分子本身的作用之故。在水溶液中，螢光染料PU樹脂分子的平均粒徑會隨螢光染斗分子的濃度增高而變大，這是因為水性螢光染料PU樹脂分子的自由體積增大之故。我們的實驗結果也顯示水性螢光染料PU樹脂薄膜的拉應力會隨2-benzyl-6-hydroxy-benzo[de]isoquinoline-1,3-dione濃度增高而增大，這是因為水性螢光染料PU樹脂分子與分子間相互作用而增強水性PU樹脂架橋的結果。 We have successfully synthesized a series of reactive fluorescent dyes and their structure has been proven by infrared spectra, NMR spectra and Mass spectra, respectively. The fluorescence performance for respective 2-benzyl-6-hydroxy-benzo[de] isoquinoline-l, 3-dione and 6-hydroxy-2-phenyl-benzo[de] isoquinoline-l,3-diolle appears at around 437.4nm, and their quantum yields are 0.562 and 0.057, respectively. It is important to indicate that the fluorescence performance is seen to be better for 2-benzyl-6-hydroxy-benzo[de] isoquinoline-l ,3-dione than for 6-hydroxy-2-phenyl-benzo[de] isoquinoline-1,3-dione, as a result of more electron donating groups linked to the 2-benzyl-6-hydroxy-benzo[de] isoqinoline-l,3-dione molecule. ‘These electron donating groups may help the aromatics of the fluorescent dye molecule, [i.e. 2-benzyl-6-hydroxy –benzo[de] isoquinoline-l,3-dione] , to be excited strongly by absorbing UV light. These fluorescent dyes have further reacted with toluene diisocyanate and other additives to form the fluorescent dye-based polyurethane ionomer molecules, and their structures have been demonstrated by IR spectra. In aqueous solution, the fluorescence performance appears to be better for 2-benzyl-6-hydroxy-benzo[de] isoquinoline-1,3-dione based PU ionomer than for 6-hydroxy-2-phenyl- benzo[ de] isoquinoline-l,3-dione based PU ionomer. Our experimental results show that increased concentration of 2-benzyl-6-hydroxy-benzo [de] isoquinoline-1,3-dione molecule linked to the backbone of the PU ionomer molecule may reduce the fluorescence performance of this PU ionomer molecule resulting from the intramolecular interaction between ionomer molecule itself. For the fluorescent dye-based PU ionomer molecule system, the number average particle sizes of the fluorescent dye-based PU ionomer molecule in water increase with increasing concentration of the florescent dye, as a result of increased free volume of the ionomer molecule. Our experimental results also indicate that the tensile strength of self-cured film made by the fluorescent dye-based PU ionomer is seen to increase with an increase in the concentration of 2-benzyl-6-hydroxy-benzo[de] isoquinoline-l,3-dione. This may be the result of increased intermolecular interaction between ionomer – ionomer molecules themselves.
Relation:	華岡理科學報 20期 P.257-280
Appears in Collections:	[College of Science] Hwa Kang Journal of Sciences

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