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新型4-(5-芳基偶氮-2-羟基苯乙烯基)-1-甲基碘化吡啶鎓作为潜在分子光探针的合成、表征、互变异构结构及溶剂化变色行为

Synthesis, Characterization, Tautomeric Structure and Solvatochromic Behavior of Novel 4-(5-Arylazo-2-Hydroxystyryl)-1-Methylpyridinium Iodide as Potential Molecular Photoprobe.

作者信息

Altalbawy Farag, Darwish Elham, Medhat Mohamed, El-Zaiat Sayed, Saleh Hagar

机构信息

Department of Measurements and Environmental Applications, National Institute of Laser Enhanced Sciences (NILES), Cairo University, Giza 12613, Egypt.

Department of Chemistry, University College of Duba, Tabuk University, Duba 71911, Saudi Arabia.

出版信息

Materials (Basel). 2016 Dec 19;9(12):1022. doi: 10.3390/ma9121022.

DOI:10.3390/ma9121022
PMID:28774142
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5456979/
Abstract

A novel series of the title compound 4-(5-arylazo-2-hydroxystyryl)-1-methylpyridinium iodide has been synthesized via condensation reactions of the arylazosalicylaldehyde derivatives - with 1-methyl-picolinium iodide . The structures of the new arylazo compounds were characterized by ¹H NMR, IR, mass spectroscopy, as well as spectral and elemental analyses. The electronic absorption spectra of arylazomerocyanine compounds were measured in different buffer solutions and solvents. The pK's and pK*'s in both the ground and excited states, respectively, were determined for the series and their correlations with the Hammett equation were examined. The results indicated that the title arylazomerocyanine dyes exist in the azo form in both ground and excited states. The substituent and solvent effects (solvatochromism) of the title compound arylazomerocyanine dyes were determined using the Kamlet-Taft equation and subsequently discussed.

摘要

通过芳基偶氮水杨醛衍生物与碘化1-甲基吡啶鎓的缩合反应,合成了一系列新型标题化合物4-(5-芳基偶氮-2-羟基苯乙烯基)-1-甲基吡啶鎓碘化物。通过¹H NMR、红外光谱、质谱以及光谱和元素分析对新型芳基偶氮化合物的结构进行了表征。在不同的缓冲溶液和溶剂中测量了芳基偶氮甲川菁化合物的电子吸收光谱。分别测定了该系列化合物在基态和激发态下的pK值和pK*值,并研究了它们与哈米特方程的相关性。结果表明,标题芳基偶氮甲川菁染料在基态和激发态均以偶氮形式存在。使用Kamlet-Taft方程确定了标题化合物芳基偶氮甲川菁染料的取代基和溶剂效应(溶剂化显色),并随后进行了讨论。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/3ac39d3ec73e/materials-09-01022-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/f48ff2e7b788/materials-09-01022-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/a72b4d119438/materials-09-01022-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/09d5c3ae34ac/materials-09-01022-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/20b019d9432b/materials-09-01022-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/526a473d1b93/materials-09-01022-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/3ac39d3ec73e/materials-09-01022-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/f48ff2e7b788/materials-09-01022-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/a72b4d119438/materials-09-01022-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/09d5c3ae34ac/materials-09-01022-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/20b019d9432b/materials-09-01022-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/526a473d1b93/materials-09-01022-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6c82/5456979/3ac39d3ec73e/materials-09-01022-g005.jpg

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本文引用的文献

1
Head-to-Tail Zig-Zag Packing of Dipolar Merocyanine Dyes Affords High-Performance Organic Thin-Film Transistors.头对头锯齿形排列二向色性硫靛染料实现高性能有机薄膜晶体管。
Angew Chem Int Ed Engl. 2015 Sep 1;54(36):10512-5. doi: 10.1002/anie.201504190. Epub 2015 Jul 15.
2
Octupolar merocyanine dyes: a new class of nonlinear optical chromophores.八极型菁染料:一类新型的非线性光学发色团。
Chemistry. 2012 Jul 23;18(30):9258-66. doi: 10.1002/chem.201200718. Epub 2012 Jun 21.
3
Thermodynamic characterization of weak association equilibria accompanied with spectral overlapping by a SVD-based chemometric method.
Talanta. 2001 Jan 26;53(5):1001-7. doi: 10.1016/s0039-9140(00)00591-9.
4
Electronic spectra, solvatochromic behavior and acid-base properties of some azo cinnoline compounds.
Spectrochim Acta A Mol Biomol Spectrosc. 2004 Jan;60(1-2):103-9. doi: 10.1016/s1386-1425(03)00210-5.
5
Second-harmonic imaging microscopy for visualizing biomolecular arrays in cells, tissues and organisms.用于可视化细胞、组织和生物体中生物分子阵列的二次谐波成像显微镜。
Nat Biotechnol. 2003 Nov;21(11):1356-60. doi: 10.1038/nbt894.
6
Influence of solvent polarity and medium acidity on the UV-Vis spectral behavior of 1-methyl-4-[4-amino-styryl] pyridinum iodide.
Spectrochim Acta A Mol Biomol Spectrosc. 2003 Jan 15;59(2):405-11. doi: 10.1016/s1386-1425(02)00182-8.
7
The synergistic effects of rhodamine-123 and merocyanine-540 laser dyes on human tumor cell lines: a new approach to laser phototherapy.
Otolaryngol Head Neck Surg. 1993 Mar;108(3):233-42. doi: 10.1177/019459989310800305.
8
Potential antidiabetics. 7. N1-(beta-hydroxybenzylmethyl)-3-methyl-4-arylhydrazono-2-pyrazolin-5-ones and N1-(beta-hydroxybenzylmethyl)-3-methyl-4-arylazo-5-methyl- or -phenylpyrazoles.
J Med Chem. 1971 Feb;14(2):175-6. doi: 10.1021/jm00284a028.