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三种席夫碱聚集荧光增强性质及构效关系的研究 被引量:2

Study on three kinds of Schiff base with aggregation-induced emission enhancement characteristics and the effect of structure-activity relationship
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摘要 通过水杨醛和苯二胺反应合成了三种具有聚集荧光增强性质的分子,运用1H-NMR对其结构进行了表征。在乙醇-水混合溶液中采用荧光光谱法进行了聚集荧光增强性质的测试,结果表明,三种分子均具有聚集荧光增强性质,构效关系不同,对分子识别能力也不同。在水溶液中,水杨醛能够与对苯二胺原位形成具有聚集荧光增强性质的席夫碱,实现了对苯二胺原位识别;而N,N'-二水杨醛缩间苯二胺却表现出对金属Zn2+选择性检测。 Three kinds of fluorescent molecules with aggregation-induced emission enhancement( AIEE) characteristics were synthe-sized through phenylenediamine and salicylaldehyde. Their structures were characterized by using ^1 H-NMR. The AIEE characteris-tics was studies in mixed solvent ethanol with water. The results showed that all three kinds of molecules had AIEE characteristics, their different structure-activity relationships gives rise to different molecular recognition properties. In aqueous solution,p-pheny-lenediamine was recognized in situ by salicylaldehyde Schiff base formed,and in acetonitrile solution,N,N′-bis( salicylaldehyde)-m-phenylenediamine exhibited selective recognition to the metals Zn2+.
出处 《化学研究与应用》 CAS CSCD 北大核心 2014年第12期1944-1947,共4页 Chemical Research and Application
基金 国家自然科学基金项目(21176029)资助 辽宁省自然科学基金项目(20102004)资助
关键词 水杨醛 苯二胺 席夫碱 聚集荧光增强 对苯二胺原位识别 金属Zn2+识别 salicylaldehyde phenylenediamine Schiff base aggregation-induced emission enhancement recognition of p-phenylene-diamine in situ metals Zn2+ recognition
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参考文献13

  • 1Luo J D, Xie Z L, Lam J W Y, et al. Aggregation-induced emission of 1-methyl-l, 2,3,4,5-pentaphenylsilole [ J ]. Chem Commun,2001,18 : 1 740-1 741.
  • 2Chen J W, Xu B, Ying X, et al. Aggregation induced emis- sion of cis, cis-1,2,3,4-tetraphenylbutadiene from restrict- ed intramolecular rotatio [ J ]. J Phys Chem A, 2004, (108) :7 522-7 526.
  • 3Hong Y, Lam J W Y, Tang B Z. Aggregation-induced e- mission: Phenomenon, mechanism and applications [ J]. Chem Commun,2009,29 :4 332-4 353.
  • 4Deans R,Kim J, Machacek M R,et al. A poly(p-pheny- leneethynylene) with a highly emissive aggregated phase [J]. J. Am. Chem. Soc,2000,122:8 565-8 566.
  • 5An B K, Kwon S K, Jung S D, et al. Enhanced emission and its switching in fluorescent organic nanoparticles [ J ]. J. Am. Chem. Soc,2002,124:14 410-14 415.
  • 6Yu G, Yin S W, Liu Y Q, et al. Structures, electronic states, photoluminescence, and carrier transport properties of 1, I -disubstituted 2,3,4,5-tetraphenylsiloles [ J ]. J Am Chem Soc,2005,127:6 335-6 346.
  • 7Bhongale C J, Hsu C S. Emission enhancement by forma- tion of aggregates in hybrid chromophoric surfactant am- phiphile/silica nanocomposites[ J ]. Angew Chem lnt Ed, 2006,45:1 404-1 408.
  • 8Qian Y,Li S Y,Zhang G Q,et al. Aggregation-induced e- mission enhancement of 2-( 2 '-hydroxyphenyl) benzothia- zole-based excited-state intramolecular proton-transfer compounds[J]. J Phys Chem B,2007,111:5 861-5 868.
  • 9Huang C Y, Wan C F, Chir J L, et al. A Schiff-based col- orimetric fluorescent sensor with the potential for detection of fluoride Ions[J]. J Fluoresc,2013 ,23 :1 107-1 111.
  • 10Udhayakumari D, Saravanamoorthy S, Ashok M. Simple imine linked colorimetrie and fluorescent receptor for sensing Zn2ions in aqueous medium based on inhibition of ESIPT mechanism [ J]. Tetrahedron Lett, 2011,52:4 631-4 635.

同被引文献31

  • 1LuoJ D, Xie Z L, LamJ W Y, et al. Aggregation-induced emission of I-methyl-L, 2,3,4, 5-pentaphenylsilole[J] . CMm Commun,2001,18:1740-1741.
  • 2An B K, Kwon S K,Jung S D, et al. Enhanced emission and its switching in fluorescent organic nanoparticles[J] .JAm CMm Soc ,2002,124: 14410-14415.
  • 3Cao X ,Zeng X, Mu L, et al. Characterization of the aggregation-induced enhanced emission, sensing, and logic gate behavior of 2-( 1-hydroxy-2-naphthyl) methylene hydrazone[J]. Sens Actuators B: Chem,2013, 177 :493- 499.
  • 4Qian Y, Cai M M, Zhou X H, et al. More than restriction of twisted intramolecular charge transfer: three-dimensional expanded-shaped cross-molecular packing for emission enhancement in aggregates[J].J Phys Chem C, 2012,116: 12 187-12 195.
  • 5Niu C X ,Zhao L, Fang T ,et al. Color-and morphology-controlled self-assembly of new electron-donor-substituted ag- gregation-induced emission compounds[J]. Langmuir, 2014,30:2 351-2 359.
  • 6Xia W G, Conga Y M, Meic B, et al. Schiff base derivatives based on diaminomaleonitrile , colorimetric and fluorescent recognition of Cu ( II) , cell imaging application, polymorph-dependent fluorescence and aggregation-enhanced emission[J]. Sens Actuators B:CMm,2014,205: 158-167.
  • 7Ma X F, ChengJ H, LiuJ Y, et al. Ratiometric fluorescent pH probes based on aggregation-induced emission-active salicylaldehyde azines[J]. NewJ CMm, 2015, 39: 492- 500.
  • 8Wang L K, Shen Y F, Zhu QJ , et al. Systematic study and imaging application of aggregation-induced emission of ester- isophorone derivatives[J] .J Phys Chem C, 2014 , 118 : 8 531-8 540.
  • 9Wang D, Xiang X Y, Yang XL, et al. Fluorescein-based chromo-fluoresoent probe for zinc in aqueoussolution , spirolactam ring opened or closed?[J]. Sens Actuators B: Chem ,2014 ,201 :246-254.
  • 10Sarkar D, Subrata A P, KarmakarJ P, et al. Quinoline based reversible fluorescent' tum-on' chemosensor for the selective detection of Zn2+ : application in living cell imaging and as INHIBIT logic gate[J]. Sens Actuators B: Chem,2015 ,209: 138-146.

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