沸石分子筛催化苯酐法合成2-甲基蒽醌反应分析-analysis of synthesis of 2 - methyl anthraquinone by phthalic anhydride catalyzed by zeolite molecular sieve.docxVIP

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沸石分子筛催化苯酐法合成2-甲基蒽醌反应分析-analysis of synthesis of 2 - methyl anthraquinone by phthalic anhydride catalyzed by zeolite molecular sieve.docx

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沸石分子筛催化苯酐法合成2-甲基蒽醌反应分析-analysis of synthesis of 2 - methyl anthraquinone by phthalic anhydride catalyzed by zeolite molecular sieve

anthraquinone. The results showed that catalytic activity of modified Hβ zeolite was higher than non-modified Hβ zeolite. The optimal modification conditions by(NH4)2SO4 are: concentration of (NH4)2SO4 0.75 mol/L, modification temperature 90℃.Under these conditions, the yield of 2-methyl anthraquinone was 24.2%. The optimal modification conditions by Al2(SO4)3 are: concentration of Al2(SO4)3 0.2 mol/L,modification temperature 30℃. Under these conditions, the yield of 2-methylanthraquinone was 25.1%. The characterization of catalyst by NH3-TPD and PyIR of modified Hβ zeolite showed that the ratio of L acid and B acid of modified Hβ zeolite was near 2 and the catalytic activity increased with the total acid amount of Hβ zeolite increasing. Structure of modified Hβ zeolite had not been destroyed, but the crystallinity increased. The crystallinity of Hβ zeolite modified by Al2(SO4)3 was better than that by (NH4)2SO4.Thirdly, the mechanism of synthesis 2-methyl anthraquinone from phthalicanhydride and methylbenzene catalyzed by Hβ zeolite was investigated with Fourier transform infrared spectroscopy. Firstly, migration of the electron pair at oxygen atom in phthalic anhydride because of the L acid over Hβ zeolite, oxygen atom combines with Lacid of Hβ zeolite to form C+, this step is key step in total reaction. Secondly, C+ attackscarbon atoms of benzene ring on the position of para-position of methyl, then intermediate 2-(4-toluoyl)benzoic acid was synthesized. Thirdly, 2-(4- toluoyl) benzoic- acid dehydrates catalyzed by B acid to form 2-methyl anthraquinone.KEY WORDS: 2-methyl anthraquinone, phthalic anhydride, methylbenzene, Friedel-Crafts acylation, Hβ zeoliteiv第一章绪论§1-1 引言2-烷基蒽醌是重要的精细化工原料，是合成蒽醌系染料及中间体的主要原料，还用作合成过氧化氢反应的催化剂，具有重要的工业价值。2-烷基蒽醌品种较多，主要有蒽醌，2-甲基蒽醌，2-乙基蒽醌，2-戊基蒽醌等。蒽醌经磺化、氯化等，可得到多种染料中间体，可生产蒽醌系分散染料、酸性染料、活性染料、还原染料等。据统计，蒽醌染料有 400 多个品种，在合成染料领域中占有十分重要的地位[1]。蒽醌还可用作造纸纸浆蒸煮剂，蒽醌及其衍生物四氢蒽醌对纤维素的分解有抑制作用，而对脱木质素则有促进作用。目前，以蒽醌为添加剂的造纸厂越来越