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1、1,1-双(1H-苯并咪唑-2-基)-1-十三碳烯的合成及其性能钱永1,2*,胡俊伟1,徐艳梅1(1.苏州科技大学化学生物与材料工程学院,江苏苏州215009;2.江苏省环境功能材料重点实验室,江苏苏州215009)摘要:以邻苯二胺和丙二酸为原料,在3mol/L盐酸催化下合成双(1H-苯并咪唑-2-基)甲烷中间体,然后与月桂醛通过Knoevenagel缩合反应合成了双苯并咪唑衍生物1,1-双(1H-苯并咪唑-2-基)-1-十三碳烯。利用元素分析、FTIR和1HNMR对合成产物的结构进行了表征。考察
2、了常规碱催化剂对反应的影响,发现六氢吡啶催化效果最好,产物收率达76.33%。通过UV-Vis和荧光光谱(FL)测定了目标化合物的光学性能。结果表明:目标化合物在243、315和361nm3处有紫外吸收峰,可有效覆盖日光紫外线UVA和UVB波段;在360nm波长激发下,目标化合物溶液在λem=468nm处有蓝紫色荧光,固体薄膜在λem=483.5nm处有蓝紫色荧光,荧光量子产率为0.47。标题化合物荧光增白效果与常用荧光增白剂VBL相当。关键词:苯并咪唑;Knoevenagel反应;荧光性能中图分
3、类号:TQ252.3;O626.23SynthesisandPropertiesof1,1-Bis(1H-benzimidazole-2-yl)-1-tridecyleneQIANYong1,2,HUJunwei1,XUYanmei1(1.SchoolofChemistry,BiologyandMaterialEngineering,SuzhouUniversityofScienceandTechnology,Suzhou215009,Jiangsu,China;2.JiangsuKeyLabor
4、atoryofEnvironmentalFunctionalMaterial,Suzhou215009,Jiangsu,China)Abstract:Theintermediatebis(1H-benzimidazole-2-yl)methanewassynthesizedbyusingo-phenylenediamineandmalonicacidasrawmaterials.Then,anovelcompound1,1-bis(1H-benzoimididazole-yl)-1-tridecy
5、lenewassynthesizedviaKnoevenagelreactionfromlauricaldehydeandbis(1H-benzimidazole-2-yl)methane.Thestructureofthetargetcompoundwascharacterizedbymeansofelementalanalysis,FTIRand1HNMRspectra.Theeffectofconventionalbasecatalystsontheyieldofthetitlecompou
6、ndinKnoevenagelreactionwasinvestigated,andtheresultindicatedthatpiperidinehasthebestcatalysiseffectwithayield76.33%.UV-Vis,solutionfluorescenceandsolidfluorescencespectroscopywereusedtostudyitsphotophysicsproperties.Theresultsshowedthattheentitlecompo
7、undhasthreeUVabsorptionpeaksat243,315and361nminthedilutesolutionofethanol,andablue-purplefluorescenceemissionpeakat468nmexcitedby360nm.Solidstatethinfilmoftheproductalsoemittedablue-purplefluorescenceemissionpeakat483.5nmwithaabout20nmredshiftcompared
8、tothesolutionfluorescence.Thefluorescencequantumyieldofthetitlecompoundwas0.47.AndcontrastivetestsshowedthatthefluorescentwhiteningeffectofthetitlecompoundisequivalenttothatofcommercialfluorescentwhiteningagentVBL.Keywords:benzimidazoles;knoev