Brønsted酸促进芳基三氮烯与萘酚的偶氮化反应:偶氮染料的高效合成  

Brønsted Acid Promoted Diazenylation of Naphthol with Aryltriazene for The Efficient Synthesis of Azo-Dyes

作　　者：张永红[1] 唐承宗 刘永红 王斌[1] 刘晨江[1,2] ZHANG Yonghong;TANG Chengzong;LIU Yonghong;WANG Bin;LIU Chenjiang(State Key Laboratory of Chemistry and Utilization of Carbon-Based Energy Resources,Key Laboratory of Oil and Gas Fine Chemicals,Ministry of Education&Xinjiang Uygur Autonomous Region,Urumqi Key Laboratory of Green Catalysis and Synthesis Technology,College of Chemistry,Xinjiang University,Urumqi 830017,China;College of Future Technology,Xinjiang University,Urumqi 830017,China)

机构地区：[1]新疆大学化学学院省部共建碳基能源资源化学与利用国家重点实验室石油天然气精细化工教育部暨自治区重点实验室乌鲁木齐绿色催化与合成技术重点实验室,新疆乌鲁木齐830017 [2]新疆大学未来技术学院,新疆乌鲁木齐830017

出　　处：《合成化学》2022年第10期803-809,共7页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21861036,21762041);新疆维吾尔自治区自然科学基金资助项目(2021D01E10,2022E01042)。

摘　　要：报道了一种以芳基三氮烯为偶氮源合成偶氮染料的高效方法,该方法采用萘酚与芳基三氮烯作为反应物,六氟磷酸作为促进剂,三氟乙醇作为溶剂,在室温条件下合成偶氮染料,并利用紫外-可见吸收光谱对产物进行表征。结果表明:所合成偶氮染料的最大吸收波长为472~500 nm(DMSO),摩尔吸光系数为3.90×10^(4)~1.14×10^(5)。此外,通过将该偶氮化方法应用于磺胺类药物的后修饰,进一步证实了该方法的实用性。An efficient synthetic approach for the synthesis of azo dyes using aryltriazene as an azo source has been developed.The azo-dyes were synthesized at room temperature with naphthol and aryltriazene as starting materials,hexafluorophosphoric acid as a cheap and readily available promoter,and trifluoroethanol as solvent.The UV-Vis absorption spectrum of the azo dyes demonstrated that the maximum visible absorption bands in DMSO are located at 472~500 nm,and the values of molar extinction coefficient are between 3.90×10^(4)~1.14×10^(5).The post-modification of sulfonamides with aforementioned diazenylation method further confirmed its practicality.

关 键 词：Brønsted酸 芳基三氮烯 萘酚 偶氮化 偶氮染料 

分 类 号：O621.3[理学—有机化学] TQ613.1[理学—化学]