6-氯-5-羟基-1,4-萘醌的全合成及其染色性能研究(英文)Study on Total Synthesis and Dyeing Properties of 6-chloro-5-hydroxyl-1,4-naphthoquinone
肖远淑;贾丽霞;王倩;单国华;刘瑞;
摘要(Abstract):
本文提供了一种以甘油(1)为原料的6-氯-5-羟基-1,4-萘醌(6)的全合成方法,即先通过1,2-二羟基保护、氧化、缩合及重排反应构建4-氯-3-羟基-2-吡喃酮(5)的骨架,再通过Diels-Alder和脱羧氧化反应得到目标产物.在无溶剂条件下,2,2-二甲基-1,3-二氧戊环-4-甲醇(2)、2,2-二甲基-1,3-二氧戊环-4-甲醛(3)以及2-氯-3-(2,2-二甲基-1,3-二氧戊环-4-基)氧丙环-2-羧酸酯(4)的产率分别超过99.3%、73.4%或98.0%.五步合成之后,目标化合物6的产率超过了64.6%;在将化合物6进行磺化的基础上,探讨了浓度、pH值、温度及时间对毛织物染色性能的影响,并采用环境友好型媒染剂Fe(2+)、Fe(2+)、Fe(3+)和Al(3+)和Al(3+)等进行媒染.研究表明,通过Fe3+的媒染作用,化合物6的磺化产物对毛织物有着良好的色度参数和摩擦牢度.
关键词(KeyWords): 萘醌;合成;羊毛;染色;媒染
基金项目(Foundation): National Science and technology Ministry Project(SQ2009GJG4005191)
作者(Authors): 肖远淑;贾丽霞;王倩;单国华;刘瑞;
参考文献(References):
- [1]Zhang Lin-Long,Wang Hua-Yin,LI Ping.Stability of natural dye mulberry sorosis and mordant dyeing of silk fabrics with it[J].Journal of Textile Research,2011,32(9):76-80.
- [2]Tan Yan-Lin.Application and its developing trendency of Naphthoquinone pigment[J].Knitting Industries,2010(9):33-37.
- [3]Wang Li-Yong.Study on Bionic Synthesis and Modification about a kind of Anti-ultraviolet Naphthoquinone Dyes[D].Urumqi:Xinjiang University,2009.
- [4]Wang Hui-Ming.Study on the Synthesis of Acid Mordant Dyes with Naphthoquinone of Non-azo Strcture and anti-ultraviolet function[D]. Urumqi:Xinjiang University,2011.
- [5]Jia Lixia,Wang Huming,Zhao Hui,et al.One-pot Synthesis of Hydroxy Substituted 1,4-naphthoquinone with 2-pyrones[J].Asian Journal of Chemistry,2012,24(2):816-818.