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研究生:張智翔
研究生(外文):Chih-Hsiang Chang
論文名稱:由蒽醌藍製備可水溶隱性顏料與顏料化之特性探討
論文名稱(外文):Preparation and Pigmentation of Water-Soluble Latent Pigment from Indanthrone
指導教授:鄭文桐
學位類別:碩士
校院名稱:國立中興大學
系所名稱:化學工程學系所
學門:工程學門
學類:化學工程學類
論文種類:學術論文
畢業學年度:98
語文別:中文
論文頁數:117
中文關鍵詞:&;#37260&;#37260&;#37260&;#37260&;#37260&;#37260&;#37260&;#37260
外文關鍵詞:Water-soluble latent pigmentIndanthronePigmentationWater-borne epoxy acrylic resin2-sulfobenzoic acid cyclic anhydrideMorphology of Pigment
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本研究使用高性能藍色顏料&;#33981;&;#37260;藍(Indanthrone)為研究對象,以2-磺基苯甲酸酐(SBA )為水溶性保護基,於NMP溶液系統下進行反應,將2-磺基苯甲酸酐接枝至&;#33981;&;#37260;藍,形成可水溶隱性化&;#33981;&;#37260;藍顏料 (SBA-Indanthrone),並藉由UV-vis、FT-IR以及1H-NMR進行改質結果特性鑑定,改質成功的可水溶隱性化顏料,對水溶解性為1克的純水能溶解4毫克之可水溶隱性化&;#33981;&;#37260;藍。
此外本研究以熱處理與酸催化進行可水溶隱性化&;#33981;&;#37260;藍之還原反應,並探討在不同環境下還原之&;#33981;&;#37260;藍顏料粒子大小及形貌,由場發射掃描式電子顯微鏡 (FESEM) 之結果指出,以130℃進行熱處理還原90分鐘其還原之顏料形貌為一長度約150nm、寬度約35nm之方型粒子,而將0.01克之可水溶隱性化&;#33981;&;#37260;藍溶於10毫升純水中,以0.6毫升鹽酸進行酸催化還原反應12小時,所得之還原&;#33981;&;#37260;藍顏料粒子形貌為一長約100nm、寬約65nm之片狀晶體。
最終將可水溶隱性化&;#33981;&;#37260;藍(0.16克)與水溶性壓克力樹脂(0.4克),混合於4克的純水中,再以旋轉塗佈製成可水溶隱性化&;#33981;&;#37260;藍壓克力樹脂薄膜,以130℃進行熱處理180分鐘,可水溶隱性化&;#33981;&;#37260;藍可在壓克力樹脂薄膜內進行還原,由場發射掃描式電子顯微鏡觀察得知,還原之顏料粒子在壓克力樹脂薄膜內分散均勻,且經還原之顏料粒子尺寸介於20-40nm之間。
將未經改質的&;#33981;&;#37260;藍分散於水溶性壓克力樹脂與經熱處理還原之&;#33981;&;#37260;藍壓克力樹脂薄膜,兩者以PR-705進行光學特性分析,若在相同的CIE 1931色度座標值時,其穿透率有明顯之差異,經熱處理還原之&;#33981;&;#37260;藍壓克力樹脂薄膜之穿透率為8.12 %比之&;#33981;&;#37260;藍直接分散於水溶性壓克力樹脂中的0.2%,其穿透率提升了將近8%。


This research utilized a well know high performance blue pigment, Indanthrone, as a model compound. The water-soluble latent pigment (SBA-Indanthrone) was synthesized by stirring the parent pigment with two equivalents of 2-sulfobenzoic acid cyclic anhydride (SBA) in the presence of sodium hydride in N-Methy-2-pyrrolidine (NMP) solution at 80 ℃, which the solubility was 4 milli-gram of SBA-Indanthrone per 1gram of water. The characterization was performed by UV-vis, FT-IR spectra and 1H-NMR spectrum respectively in this work.
In addition, this study explores the effect of thermal treatment time and the amount of hydrochloric acid on the particle size and structure of regenerate Indanthrone pigments converted from the SBA-Indanthrone in water. FESEM results indicated that the morphology of the regenerated pigment converted from as-prepared stuff-dye at 130 ℃ of thermal treatment for 90 min in the water was cubic like, which the length is about 150 nm and the width is around 35 nm. Moreover, the morphology of the regenerated pigment converted from SBA-Indanthrone (0.01g) in the water (10ml) with 0.6ml of hydrochloric acid at 30℃ for 12 hours was flake like, which length is about 100 nm and width is about 65 nm.
Finally, the polymeric film composed of a water-borne cresol novolac epoxy acrylic resin (0.4g) and 0.16g of the water-soluble latent pigment in 4g of water was prepared by spin coating on the glass substrates. The pigmentation of the water-soluble latent pigment in polymer matrix was than carried out in oven at 130℃for 180 min. FESEM results reveal a homogeneous distribution of the regenerated pigment particles, which the diameter ranges from 20 to 40 nm, throughout the polymeric matrix. PR-705 Spectra Scan Spectroradiometer results also indicated that in the chromaticity coordinates (CIE 1931), the transmission of polymer film with the regenerated pigment from the SBA-Indanthrone was around 8 %, which is much better than 0.2% transmission of the parent pigment dispersed in the water-borne cresol novolac epoxy acrylic resin.


目錄
致謝 I
中文摘要 II
英文摘要 IV
目錄 VI
圖目錄 X
表目錄 XIX
第一章 緒論 1
1-1 前言 1
1-2 研究動機與目的 4
1-3 研究方法 6
1-4 本論文架構 8
第二章 文獻回顧 9
2-1 顏色 9
2-1-1 顏色生成 9
2-1-2 CIE 1931表色系統 11
2-2 顏料 (Pigment) 簡介 13
2-2-1 顏料的分類 13
2-2-2 顏料的固態特性 14
2-2-3 顏料晶體大小對性質之影響 15
2-2-4 顏料與染料(Dye)的差異 17
2-3 隱性顏料技術 19
2-3-1 隱性顏料的合成 19
2-3-2 隱性顏料的顏料化 (Pigmentation) 21
2-3-3 隱性顏料的應用 22
2-3-4 隱性顏料經顏料化後粒子形貌特性 23
2-4 水溶性顏料 24
2-5 保護基 30
2-5-1 保護基簡介 30
2-5-2 可水溶性保護基SBA (2-Sulfobenzoic acid cyclic anhydride) 30
2-6 水溶性高分子簡介 32
2-6-1 水性PU 32
2-6-2 水性樹脂 34
第三章 研究方法 36
3-1 實驗藥品與儀器 36
3-1-1 實驗藥品 36
3-1-2 實驗儀器 41
3-2 實驗步驟 42
3-2-1 改質劑、溶劑與顏料除水 42
3-2-2 可水溶隱性化改質實驗 45
3-2-3 SBA-Indanthrone 還原測試實驗 48
3-2-4 SBA-Indanthrone基礎特性測試實驗 49
3-2-5 SBA-Indanthrone在不同條件下還原形貌觀察 50
3-2-6 SBA-Indanthrone 應用製程步驟 53
3-3 產物性質測試與儀器分析 55
第四章 結果與討論 62
4-1 可水溶隱性化改質 62
4-1-1 SBA-Indanthrone合成鑑定 62
4-1-2 SBA-Indanthrone反應終點測試結果 66
4-1-3 SBA-Indanthrone還原反應測試 68
4-1-4 SBA-Indanthrone基礎特性測試 72
4-2 SBA-Indanthrone不同條件下還原微觀形貌變化 75
4-2-1 SBA-Indanthrone溶於水中以熱處理進行還原 75
4-2-2 SBA-Indanthrone溶於水中以酸催化進行還原 77
4-2-3 SBA-Indanthrone溶於水中以熱處理及以酸催化還原比較 80
4-2-4 SBA-Indanthrone溶於有機溶劑還原形貌探討 84
4-2-5 以熱處理搭配酸催化還原探討 98
4-3 SBA-Indanthrone應用 101
4-3-1 SBA-Indanthrone在可水溶性高分子中以熱處理還原 101
4-3-2 SBA-Indanthrone應用於可水溶性高分之特性分析 104
第五章 結論與未來延續方向 109
5-1 結論 109
5-2 未來延續方向 112
參考文獻 113



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