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1、1,1-雙(1H-苯并咪唑-2-基)-1-十三碳烯的合成及其性能錢永1,2*,胡俊偉1,徐艷梅1(1.蘇州科技大學(xué)化學(xué)生物與材料工程學(xué)院,江蘇蘇州215009;2.江蘇省環(huán)境功能材料重點(diǎn)實(shí)驗(yàn)室,江蘇蘇州215009)摘要:以鄰苯二胺和丙二酸為原料,在3mol/L鹽酸催化下合成雙(1H-苯并咪唑-2-基)甲烷中間體,然后與月桂醛通過(guò)Knoevenagel縮合反應(yīng)合成了雙苯并咪唑衍生物1,1-雙(1H-苯并咪唑-2-基)-1-十三碳烯。利用元素分析、FTIR和1HNMR對(duì)合成產(chǎn)物的結(jié)構(gòu)進(jìn)行了表征。考察
2、了常規(guī)堿催化劑對(duì)反應(yīng)的影響,發(fā)現(xiàn)六氫吡啶催化效果最好,產(chǎn)物收率達(dá)76.33%。通過(guò)UV-Vis和熒光光譜(FL)測(cè)定了目標(biāo)化合物的光學(xué)性能。結(jié)果表明:目標(biāo)化合物在243、315和361nm3處有紫外吸收峰,可有效覆蓋日光紫外線UVA和UVB波段;在360nm波長(zhǎng)激發(fā)下,目標(biāo)化合物溶液在λem=468nm處有藍(lán)紫色熒光,固體薄膜在λem=483.5nm處有藍(lán)紫色熒光,熒光量子產(chǎn)率為0.47。標(biāo)題化合物熒光增白效果與常用熒光增白劑VBL相當(dāng)。關(guān)鍵詞:苯并咪唑;Knoevenagel反應(yīng);熒光性能中圖分
3、類號(hào):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