一种基于罗丹明-硫脲类衍生物的新型活性染料的合成  

Synthesis of A Novel Reactive Dyes Based on Rhodamine-thiourea Derivative

作　　者：伊廷秀 赵岗[2] 光善仪[1] 徐洪耀[2,3] YI Ting-xiu;ZHAO Gang;GUANG Shan-yi;XU Hong-yao(College of Chemistry,Chemical Engineering and Biotechnology,Donghua University,Shanghai 201620,China;College of Materials Sciences and Engineering,Donghua University,Shanghai 201620,China;Research Center for Analysis and Measurement,Donghua University,Shanghai 201620,China)

机构地区：[1]东华大学化学化工与生物工程学院,上海201620 [2]东华大学材料科学与工程学院,上海201620 [3]东华大学分析测试中心,上海201620

出　　处：《合成化学》2020年第3期239-244,共6页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21671037,21471030,21771036)。

摘　　要：首先以水合肼和异硫氰酸苯酯为原料,制得4-苯基-硫代氨基脲(M);再以罗丹明B和水合肼为原料,经闭环反应制备了罗丹明酰肼(1, RHa);然后在四氢呋喃溶剂中,化合物1在0~5℃条件下与三聚氯嗪经缩合取代反应,生成一缩产物罗丹明B酰肼-三聚氯嗪化合物(2, RHC);最后在氮气氛围下,化合物2进一步与M在45~50℃下发生亲核取代反应,合成了新化合物罗丹明B酰肼-三聚氯嗪-硫代氨基脲(3, RCP),其结构经1H NMR、 IR、 HR-MS和元素分析表征。RCP可在DMF-H2O溶液[V(DMF)/V(H2O)=1/1]中检测Hg^2+,并且在5.0~9.0μmol/L呈良好的线性关系。Firstly, 4-phenyl-thiosemicarbazide(M) was prepared from hydrazine hydrate and phenyl isothiocyanate. Rhodamine hydrazide(1, RHa) was prepared by ring closure reaction using Rhodamine B and hydrazine hydrate as raw materials. Then, in tetrahydrofuran solvent, compound 1 and trichlorochlorazine are condensed and substituted to form a condensation product Rhodamine B hydrazide-trichlorochloride compound(2, RHC). Finally, under N2 atmosphere, compound 2 with M is further refluxed at 45~50 ℃, A nucleophilic substitution reaction occurs to produce a new compound: Rhodamine B hydrazide-trichlorochloride-thiosemicarbazide(3, RCP). Compound 3 has not been reported. Its structure was characterized by 1H NMR, IR, HR-MS and elemental analysis. RCP can detect Hg^2+ in DMF-H2O solution [V(DMF)/V(H2O)=1/1] and exhibit a good linear relationship between 5.0~9.0 μmol/L.

关 键 词：罗丹明B 三聚氯嗪 4-苯基-硫代氨基脲 合成 HG^2+ 

分 类 号：O621.3[理学—有机化学] O626[理学—化学]