| 研究生: |
鄭仲宏 Juen-Hung Jeng |
|---|---|
| 論文名稱: |
2-甲基 Study on the synthesis of 2-methylpyridine cyanice compounds |
| 指導教授: |
郭坤土
Kung-Tu Kuo |
| 口試委員: | |
| 學位類別: |
碩士 Master |
| 系所名稱: |
工學院 - 化學工程與材料工程學系 Department of Chemical & Materials Engineering |
| 畢業學年度: | 89 |
| 語文別: | 中文 |
| 論文頁數: | 86 |
| 中文關鍵詞: | 縮合反應 、芳香醛 、花青染料 、2-甲基 、塞安寧 |
| 外文關鍵詞: | aromatic aldehydes, 2-methylpyridine, cyanin |
| 相關次數: | 點閱:5 下載:0 |
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2-甲基
Alkyl halides undergo nucleophilic substitution with heterocylic compounds such as 2-methylquinoline and 4-methylquinoline, and form the stabile quaternary ammonium salt. Because of strong withdrawal electrons effects at the nitrogen atom on quaternary ammonium salt, the methyl group out of aromatic ring becomes an active nucleophile, witch can react with aromatic aldehydes to form cyanine compounds. The blue dye “cyanine”was first prepared by Greville Williams in 1856, in which two heterocyclic nuclei containing nitrogen are linked through an odd numbered methane chain in such a way that resonance occurs through the conjugated system between tertiary and quaternary nitrogen atoms, that make the red shift of ultraviolet-visible spectra of the cyanine compounds.
The study takes 2-methylpyridine to be the reactant and synthesizes cyanine compounds with aromatic aldehydes. By changing the number of methane chain, we hope to synthesize the compounds which have the maximum absorbance of ultraviolet-visible spectra more than 600nm, and study on the property of ultraviolet-visible and infrared spectra.
1.邱永亮, 魏盛德 編譯, ”染色化學”, 徐氏基金會, 八版, (1985).
2.Chemistry of Carbon Compounds;Ⅳ-B.
3.Spalteholz; Chem.Ber.;16;1847;(1883).
4.Mills, W. H.; Wishart, R. S.; J.C.S.; 117; (1920); 579.
5.Mills, W. H.; Hamer, F. M.; J.C.S.; 117; (1920); 1550.
6.Ciemo; Swan,; J.Chem.Soc,; 1454; (1938).
7.Hamser, C. R.; Humphlett, W. J.; J.A.C.S,; 72; (1950); 3805.
8.Compton, C.; Bergmann, W.; J.Org.Chem.; 12; (1947); 363.
9.C.A.; (1952); 46; 10983d; 10984e; 10985g.
10.Weiss; Hamser; J.A.C.S.; 71; (1949); 2023.
11.Horwitz, L.; J.Org.Chem.; 21; (1956); 1039.
12.Matsui, M.; Kawamura, S.; Sbibata, K.; Muramatsu, H.; Bull. Chem.Soc.Jpn.; 65; (1992); 71-74.
13.Mishra, A.; Behera, R. K.; Fronczek, F. R.; Vidyasagar, M.; Behera, G. B.; Indian J.Chem.Sect.B; EN; 38; 8; (1999); 982-985.
14.Cyanine I:Pilyngin, G. T.; Izvest. Akad. Nauk S.S.S.R. otdel. Khim. Nauk; (1952); 512-519.
15.Cyanine V:Turitsyna, N. F.; Levkoev, I. I.; Zhur, Obschei, Khim; J.Gen.Chem.; 22; (1952); 309-321.
16.Cyanine VII:Levkoev, I. I.; Vompe, A. F.; Sveshnikov, N. N.; Barvyn, N. S.; Zhur. Obshehei. Khim.; 22; (1952); 879-886.
17.Phillips; J.Org.Chem.; 14; (1949); 302-303.
18.Phillips; J.Amer.Chem.Soc.; 72; (1950); 2780.
19.Kung, Tu, Kuo,; J. Chinese Chem. Soc.; 25; (1978); 131-139.
20.Langhals. H.; Chem.Ber.144; (1981); 2907-2913.
21.Zheng, Haipeng; Zhang, Ruifeng; Wu, Ying; Shen, Jiacong; Chem.Lett.; 9; (1998); 909-910.
22.賴義成 編著, ”染色化學”, 修定版, (1994).
23.Bergmann et al.; J.Amer.Chem.Soc.; 74; (1952); 5979-5981.
24.Coleman; Fuoss; J.Amer.Chem.Soc.; 77; (1955); 5472-5473.
25.Ikegami, Yusaku; Muramatsu, Takashi; Hanaya, Kaoru; J.Amer.Chem.Soc.; EN; 111; 15; (1989); 5782-5787.
26.郭坤土; 石延年; 化學, 2; (1978); 110~114.