蒽醌類化合物之合成

Abstract

本文由對氯苯酚和鄰苯二甲酸酐的縮合反應和取代反應合成化合物1～4，由鄰苯二酚合鄰苯二甲酸酐的縮合反應和取代反應合成化合物5和6，由鄰甲苯酚和鄰苯二甲酸酐的縮合反應合成化合物7，由苯酚和鄰苯二甲酸酐的縮合反應和取代反應合成化合物8～10，由沒食子酸和苯甲酸的縮合反應和取代反應合成化合物11 和12，由沒食子酸的自身縮合反應和取代反應合成化合物12和14，等共計十四種??類衍生物，其中化合物10，12，和14可能為新化合物。這類化合物在3500cm-1～3200 cm-1間之O-H伸縮震動吸收頻率明顯地受分子內氫鍵的影響，有分子內氫鍵者吸收頻率較大；在1780cm-1～1640 cm-1間的C=O伸縮震動吸收頻率明顯地受分子內氫鍵支配，有分子內氫鍵者吸收頻率降低，其他的取代基對C=O的吸收頻率影響較小。

Fourteen anthraquinone derivatives had been synthesized via six major routes: p-chlorophenol and phthalic anhydride via the condenstion and substitution reactions led compound 1~4 ; pyrocatechol and phthalic anhydride via the condensation and substitution reactions led compound 5~6; o-cresol and phthalic anhydride via the condensation reaction led compound 7; phenol and phthalic anhydride via the condensation and substitution reactions led compound .8~10; gallic acid and benzole acid via the condensation and substitution reactions led compound 11~12; gallic acid via the self-condensation and substitution reactions led compound 13~14. The c=o and O-H stretching vibration of these compounds were found in the regions of 1780-1640 cm-1 and 3500-3200cm-1, and the detailed differences were discussed.