Araştırma Makalesi
BibTex RIS Kaynak Göster
Yıl 2018, Cilt: 14 Sayı: 3, 285 - 289, 30.09.2018
https://doi.org/10.18466/cbayarfbe.423419

Öz

Kaynakça

  • 1. Fleischmann, C, Lievenbrück, M, Ritter, H, Polymers and Dyes: Developments and Applications, Polymers, 2015, 7, 717-746.
  • 2. Rizk, H.F, Ibrahim, S.A, El-Borai, M.A, Synthesis, fastness properties, color assessment and antimicrobial activity of some azo reactive dyes having pyrazole moiety, Dyes and Pigments, 2015, 112, 86-92.
  • 3. Guru Prasad, L, Azo Dye Doped Polymer Films for Nonlinear Optical Applications, Chinese Journal of Polymer Science, 2014, 32, 650-657.
  • 4. Ahmad, B, Bhatti, I.A, Saeed, Q, Abbas, M, Synthesis and Applications of Three Vinylsulfone Based Fiber-Reactive Azo Dyes for Dyeing Cotton Fabric, International Journal of Basic&Applied Sciences, 2012, 12, 129-136.
  • 5. Miladinova, P.M, Vaseva, R.K, Lukanova, V.R, Synthesis and Investigation of Some Acid Azo Dyes for Wool, Journal of Chemical Technology and Metallurgy, 2015, 50, 20-25.
  • 6. Krishna, N.V, Krishna Jonnadula, V.S, Singh, S.P, Giribabu, L, Islam, A, Bedja, I.M, Bulky Nature Phenanthroimidazole Based Porphyrin Sensitizers for Dye-Sensitized Solar Cell Applications, The Journal of Physical Chemistry C, 2017, 121, 25691-25704.
  • 7. Huang, H, Wang, Y, Zhuang, S, Yang, X, Wang, L, Yang, C, Simple Phenanthroimidazole/Carbazole Hybrid Bipolar Host Materials for Highly Efficient Green and Yellow Phosphorescent Organic Light-Emitting Diodes, The Journal of Physical Chemistry C, 2012, 116, 19458-19466.
  • 8. Butkute, R, Lygaitis, R, Mimaite, V, Gudeika, D, Volyniuk, D, Sini, G, Grazulevicius, J.V, Bipolar highly solid-state luminescent phenanthroimidazole derivatives as materials for blue and white organic light emitting diodes exploiting either monomer, exciplex or electroplex emission, Dyes and Pigments, 2017, 146, 425-437.
  • 9. Wang, Z, Lu, P, Chen, S, Gao, Z, Shen, F, Zhang, W, Xu, Y, Kwok, H.S and Ma, Y, Phenanthro[9,10-d]imidazole as a new building block for blue light emitting materials, Journal of Materials Chemistry, 2011,21, 5451-5456.
  • 10. Ferreira, R.C.M, Costa, S.P.G, Gonçalves, H, Belsley, M and Raposo, M.M.M, Fluorescent phenanthroimidazoles functionalized with heterocyclic spacers: synthesis, optical chemosensory ability and two-photon absorption (TPA) properties, New Journal of Chemistry, 2017, 41, 12866-12878.
  • 11. Barton, J.W, Grinham, A.R, Phenanthro[9,10-d]imidazole Derivatives. The Structure of Zincke's Phenanthraquinone lmide Anhydride, Journal of the Chemical Society (C), 1971, 0, 1256-1259.
  • 12. Itano, H.A, Yamada, S, 2-Aminophenanthroimidazole, fluorescent product of the reaction of phenanthrenequinone with arginine, Analytical Biochemistry, 1972, 48(2), 483-490.
  • 13. Srinivasan, P.R, Srinivasan, M, Mahadevan, V, Preparation and properties of polybenzimidazoles containing azo groups, Journal of Polymer Science, 1982, 20(4), 1145-1150.
  • 14. Gianfranco, S, Guido, A, Affinity and dyeing rate on secondary cellulose acetate fiber of some heterocyclic disperse azo dyes, Annali di Chimica, 1984, 74, 623-625. 15. Steck, E.A, Day, A.R, Reactions of Phenantroquinone and retenequinone with aldehydes and ammonium acetate in acetic acid solution, Journal of American Chemical Society, 1943, 65, 452-456.
  • 16. Satapathy, R, Wu, Y.H, Lin, H.C, Novel dithieno-benzo-imidazole-based Pb2+ sensors: substituent effects on sensitivity and reversibility, Chemical Communications, 2012, 48, 5668-5670.
  • 17. Carella, A, Centore, R, Fort, A, Peluso, A, Sirigu, A, Tuzi, A, Tuning Second-Order Optical Nonlinearities in Push-Pull Benzimidazoles, European Journal of Organic Chemistry, 2004, 12, 2620-2626.
  • 18. Alredha, R, Al-Rubaie, L, Mhessn, R.J, Synthesis and characterization of azo dye para red and new derivatives. E-Journal of Chemistry, 2012, 9, 465-470.
  • 19. Masoud, M.S, Ali, A.E, Shaker, M.A, Ghani, M.A, Solvatochromic behavior of the electronic absorption spectra of some azo derivatives of amino pyridines, Spectrochimica Acta Part A, 2004, 60, 3155-3159.
  • 20. Lee, C, Yum, J.H, Choi, H, Kang, S.O, Ko, J, Humphry-Baker R, Gratzel, M, Nazeeruddin, K, Phenomenally High Molar Extinction Coefficient Sensitizer with “Donor-Acceptor” Ligands for Dye-Sensitized Solar Cell Applications, Inorganic Chemistry, 2008, 47, 2267-2273.

Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media

Yıl 2018, Cilt: 14 Sayı: 3, 285 - 289, 30.09.2018
https://doi.org/10.18466/cbayarfbe.423419

Öz

In this study, three
novel phenanthroimidazole derivatives containing azo group were synthesized and
their photophysical properties were investigated. For this purpose,
2-(4-nitrophenyl)1H-phenanthro[9,10-d]imidazole structure obtained from
9,10-phenanthroquinone and 4-nitrobenzaldehyde was
reduced with palladium on activated charcoal 10 % and hydrazine hydrate.
Phenanthro[9,10-d]imidazole-2-yl)aniline obtained in
this way was converted to phenantroimidazole-azo derivatives containing
different aromatic groups.
Structural analyses were performed by FT-IR, NMR,
LC-MS spectroscopic techniques. Spectral characterizations and photostability
studies of phenanthroimidazole derivatives were performed by UV-vis and
fluorescence spectroscopy in solvent media.
The maximum absorption and emission wavelengths, molar
extinction coefficients, singlet energy levels, Stokes’ shift values of
phenanthroimidazole-azo derivatives were obtained.

Kaynakça

  • 1. Fleischmann, C, Lievenbrück, M, Ritter, H, Polymers and Dyes: Developments and Applications, Polymers, 2015, 7, 717-746.
  • 2. Rizk, H.F, Ibrahim, S.A, El-Borai, M.A, Synthesis, fastness properties, color assessment and antimicrobial activity of some azo reactive dyes having pyrazole moiety, Dyes and Pigments, 2015, 112, 86-92.
  • 3. Guru Prasad, L, Azo Dye Doped Polymer Films for Nonlinear Optical Applications, Chinese Journal of Polymer Science, 2014, 32, 650-657.
  • 4. Ahmad, B, Bhatti, I.A, Saeed, Q, Abbas, M, Synthesis and Applications of Three Vinylsulfone Based Fiber-Reactive Azo Dyes for Dyeing Cotton Fabric, International Journal of Basic&Applied Sciences, 2012, 12, 129-136.
  • 5. Miladinova, P.M, Vaseva, R.K, Lukanova, V.R, Synthesis and Investigation of Some Acid Azo Dyes for Wool, Journal of Chemical Technology and Metallurgy, 2015, 50, 20-25.
  • 6. Krishna, N.V, Krishna Jonnadula, V.S, Singh, S.P, Giribabu, L, Islam, A, Bedja, I.M, Bulky Nature Phenanthroimidazole Based Porphyrin Sensitizers for Dye-Sensitized Solar Cell Applications, The Journal of Physical Chemistry C, 2017, 121, 25691-25704.
  • 7. Huang, H, Wang, Y, Zhuang, S, Yang, X, Wang, L, Yang, C, Simple Phenanthroimidazole/Carbazole Hybrid Bipolar Host Materials for Highly Efficient Green and Yellow Phosphorescent Organic Light-Emitting Diodes, The Journal of Physical Chemistry C, 2012, 116, 19458-19466.
  • 8. Butkute, R, Lygaitis, R, Mimaite, V, Gudeika, D, Volyniuk, D, Sini, G, Grazulevicius, J.V, Bipolar highly solid-state luminescent phenanthroimidazole derivatives as materials for blue and white organic light emitting diodes exploiting either monomer, exciplex or electroplex emission, Dyes and Pigments, 2017, 146, 425-437.
  • 9. Wang, Z, Lu, P, Chen, S, Gao, Z, Shen, F, Zhang, W, Xu, Y, Kwok, H.S and Ma, Y, Phenanthro[9,10-d]imidazole as a new building block for blue light emitting materials, Journal of Materials Chemistry, 2011,21, 5451-5456.
  • 10. Ferreira, R.C.M, Costa, S.P.G, Gonçalves, H, Belsley, M and Raposo, M.M.M, Fluorescent phenanthroimidazoles functionalized with heterocyclic spacers: synthesis, optical chemosensory ability and two-photon absorption (TPA) properties, New Journal of Chemistry, 2017, 41, 12866-12878.
  • 11. Barton, J.W, Grinham, A.R, Phenanthro[9,10-d]imidazole Derivatives. The Structure of Zincke's Phenanthraquinone lmide Anhydride, Journal of the Chemical Society (C), 1971, 0, 1256-1259.
  • 12. Itano, H.A, Yamada, S, 2-Aminophenanthroimidazole, fluorescent product of the reaction of phenanthrenequinone with arginine, Analytical Biochemistry, 1972, 48(2), 483-490.
  • 13. Srinivasan, P.R, Srinivasan, M, Mahadevan, V, Preparation and properties of polybenzimidazoles containing azo groups, Journal of Polymer Science, 1982, 20(4), 1145-1150.
  • 14. Gianfranco, S, Guido, A, Affinity and dyeing rate on secondary cellulose acetate fiber of some heterocyclic disperse azo dyes, Annali di Chimica, 1984, 74, 623-625. 15. Steck, E.A, Day, A.R, Reactions of Phenantroquinone and retenequinone with aldehydes and ammonium acetate in acetic acid solution, Journal of American Chemical Society, 1943, 65, 452-456.
  • 16. Satapathy, R, Wu, Y.H, Lin, H.C, Novel dithieno-benzo-imidazole-based Pb2+ sensors: substituent effects on sensitivity and reversibility, Chemical Communications, 2012, 48, 5668-5670.
  • 17. Carella, A, Centore, R, Fort, A, Peluso, A, Sirigu, A, Tuzi, A, Tuning Second-Order Optical Nonlinearities in Push-Pull Benzimidazoles, European Journal of Organic Chemistry, 2004, 12, 2620-2626.
  • 18. Alredha, R, Al-Rubaie, L, Mhessn, R.J, Synthesis and characterization of azo dye para red and new derivatives. E-Journal of Chemistry, 2012, 9, 465-470.
  • 19. Masoud, M.S, Ali, A.E, Shaker, M.A, Ghani, M.A, Solvatochromic behavior of the electronic absorption spectra of some azo derivatives of amino pyridines, Spectrochimica Acta Part A, 2004, 60, 3155-3159.
  • 20. Lee, C, Yum, J.H, Choi, H, Kang, S.O, Ko, J, Humphry-Baker R, Gratzel, M, Nazeeruddin, K, Phenomenally High Molar Extinction Coefficient Sensitizer with “Donor-Acceptor” Ligands for Dye-Sensitized Solar Cell Applications, Inorganic Chemistry, 2008, 47, 2267-2273.
Toplam 19 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Seçil Çelik Erbaş

Sibel Gülle Bu kişi benim

Yayımlanma Tarihi 30 Eylül 2018
Yayımlandığı Sayı Yıl 2018 Cilt: 14 Sayı: 3

Kaynak Göster

APA Çelik Erbaş, S., & Gülle, S. (2018). Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media. Celal Bayar Üniversitesi Fen Bilimleri Dergisi, 14(3), 285-289. https://doi.org/10.18466/cbayarfbe.423419
AMA Çelik Erbaş S, Gülle S. Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media. CBUJOS. Eylül 2018;14(3):285-289. doi:10.18466/cbayarfbe.423419
Chicago Çelik Erbaş, Seçil, ve Sibel Gülle. “Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-D] Imidazole Substituted Azo Dyes in Solvent Media”. Celal Bayar Üniversitesi Fen Bilimleri Dergisi 14, sy. 3 (Eylül 2018): 285-89. https://doi.org/10.18466/cbayarfbe.423419.
EndNote Çelik Erbaş S, Gülle S (01 Eylül 2018) Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media. Celal Bayar Üniversitesi Fen Bilimleri Dergisi 14 3 285–289.
IEEE S. Çelik Erbaş ve S. Gülle, “Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media”, CBUJOS, c. 14, sy. 3, ss. 285–289, 2018, doi: 10.18466/cbayarfbe.423419.
ISNAD Çelik Erbaş, Seçil - Gülle, Sibel. “Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-D] Imidazole Substituted Azo Dyes in Solvent Media”. Celal Bayar Üniversitesi Fen Bilimleri Dergisi 14/3 (Eylül 2018), 285-289. https://doi.org/10.18466/cbayarfbe.423419.
JAMA Çelik Erbaş S, Gülle S. Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media. CBUJOS. 2018;14:285–289.
MLA Çelik Erbaş, Seçil ve Sibel Gülle. “Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-D] Imidazole Substituted Azo Dyes in Solvent Media”. Celal Bayar Üniversitesi Fen Bilimleri Dergisi, c. 14, sy. 3, 2018, ss. 285-9, doi:10.18466/cbayarfbe.423419.
Vancouver Çelik Erbaş S, Gülle S. Synthesis and Photophysical Behaviours of Novel Phenanthro[9,10-d] imidazole Substituted Azo Dyes in Solvent Media. CBUJOS. 2018;14(3):285-9.