Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/3757
標題: 丁基碳酸酯-靛藍隱性顏料的製備與還原特性研究
The Study on Preparation and Pigmentation of Tert-butoxycarbonyl Indigo
作者: 吳朝仁
Wu, Chao-Ren
關鍵字: indigo;有機顏料;organic pigment;latent pigment technology;polystyrene,;epoxy acrylate resin;靛藍顏料;隱性顏料;光酸發生劑;聚苯乙烯;環氧壓克力樹脂
出版社: 化學工程學系所
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摘要: 
由於有機顏料因分子間氫鍵作用力聚集而無法均勻溶解在溶劑中,造成需耗費能源與時間來分散之。因此在本研究中,提出利用丁基碳酸酯作為靛藍顏料的保護基,使靛藍顏料分子不受分子間作用力影響,形成可溶解的顏料前驅物。首先,以玻璃珠在溶劑丙二醇甲醚乙酸酯中研磨靛藍,使靛藍粒徑從原本542.2降低至94.4 nm,藉此增加反應的比表面積,如此使得隱性顏料產率較未經研磨處理自81.3%提升至89.8%。此外利用二氯甲烷、四氫呋喃、丙二醇甲醚乙酸酯三種溶劑,探討溶劑的極性與分子體積對靛藍隱性顏料合成的影響。從實驗結果得知,以極性較強且分子體積較小的二氯甲烷作為反應溶劑,其合成隱性顏料產率可達到97.2%,較四氫呋喃產率多4.4%,且較丙二醇甲醚乙酸酯產率多7.4%。
使用聚苯乙烯(PS)和環氧壓克力樹脂(39S)作為還原的載體,以光酸產生劑當作酸來源,在高分子薄膜中以酸還原法將隱性顏料還原成本質顏料。並藉由隱性顏料濃度、曝光能量和曝光後烘烤來探討對其還原後顏料形貌及粒徑的影響。從結果發現,曝光時間至少要大於2.8 J/cm2才可以使隱性顏料薄膜還原。利用PS和39S作為還原薄膜時,可發現在相同的顏料濃度下受到高分子黏度的影響,使還原後之顏料均勻分散在高分子薄膜中,平均粒徑分別為1.1μm和2.9 μm。以39S為高分子薄膜,變化隱性顏料濃度,發現隨著濃度上升,還原顏料的粒徑隨之變大。再以39S為高分子薄膜,當曝光後烘烤時間為10分鐘時,Indigo顏料粒子平均粒徑1.1 μm;當時間延長至30分鐘,還原顏料數目變多Indigo顏料粒子的平均粒徑分佈為增大為2.2 μm。

Organic pigments could not dissolve in solvent as a result of hydrogen bonding effects. In this study, the BOC-protected pigment precursors (BOC-indigo) were prepared by using tert-butoxycarbonyl (BOC) groups to avoid the influences of hydrogen bonding.
The effects of the particle sizes of indigo, polarity, and molecular volume of solvents on the yield of BOC-indigo were discussed. At first, the particle size of indigo decreased from 542.2 to 94.4 nm to make the yield of BOC-indigo increase from 81.3 to 89.8%, when indigo milling with glass beads in PGMEA. In addition, dichloromethane (CH2Cl2), tetrahydrofuran (THF), and propylene glycol monomethyl ether acetate (PGMEA) were all the solvents to prepare BOC-indigo. The results indicated that the highest yield of BOC-indigo was 97% in CH2Cl2, and the lowest one was in PGMEA. It showed that the yield of BOC-indigo increased with high polarity and low molecular volume of solvent.
Furthermore, the pigmentation of BOC-indigo catalyzed by photogenerated acidic species in polymeric thin films of polystyrene or 39S was studied. The effects of the exposure energies and post exposure baking times on the pigmentation properties of BOC-indigo in the polymeric thin film were investigated to reveal the particle sizes and morphologies of the regenerated indigo in polymeric thin films. The exposure energy was more than 2.8 Jcm-2 at least to progress the pigmentation process. The regenerated indigos were dispersive well in polymeric thin films of polystyrene and epoxy acrylic resin, and their mean diameters were 1.1 μm and 2.9 μm, respectively. Finally, the mean diameters of regenerated indigo were 1.1μm as 10 minutes of PEB time, and they were 2.2 μm as 30 minutes of PEB time.
URI: http://hdl.handle.net/11455/3757
其他識別: U0005-1808200921130500
Appears in Collections:化學工程學系所

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