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N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU

Year 2020, , 270 - 278, 01.09.2020

Uğur Soykan , Sedat Çetin , Gürcan Yıldırım

https://doi.org/10.7240/jeps.640071

Abstract

Bu multidisipliner çalışmada sentezlenen
çapraz bağlama ajanı olarak kullanılabilecek yeni N1,N4-bis(alilkarbamoil)
terefitalamid molekülü (C16H18N4O4)
hem deneysel yöntemlerle hem de teorik hesaplamalarla karakterize edilmiştir. Molekül
dialilik yapıda olduğundan çapraz bağlayıcı özelliğe ve mezojenik gruplar
içerdiği için sıvı kristal özellik gösterme potansiyeline sahiptir. FTIR ve 1H-NMR'dan
elde edilen deneysel sonuçlar bileşiğin saf şekilde sentezlendiğini
doğrulamıştır ve reaksiyon verimi %95 olarak belirlenmiştir. DSC sonuçları,
molekülün erime sıcaklığının 216°C olduğunu göstermiştir. Ayrıca, molekülün enerji
düzeyindeki optimize uzaysal moleküler yapısı belirlenerek, bağ uzunlukları ve
bağ açıları temel seviyede DFT/B3LYP/6–31G(d,p) ve HF/6–31G(d,p) yöntemleri
kullanılarak hesaplandı ve ayrıca metotların uyumlulukları belirlendi. Bunlara
ilaven, molekülün HOMO, LUMO, elektronegatiflik, kimyasal sertlik, yumuşaklık,
elektrofilik indeks, moleküler elektrostatik potansiyel (EMP) ve elektrostatik
potansiyel (ESP) özellikleri ayrıntılı bir şekilde incelenmiştir.




Keywords

N1N4-bis(alilkarbamoil) terefitalamid DFT ve HF hesaplamaları HOMO VE LUMO MEP ve ESP Haritaları

Supporting Institution

BOLU ABANT İZZET BAYSAL ÜNİVERSİTESİ, BAP Birimi

Project Number

2014.03.03.686

Thanks

Bu çalışmanın yapılabilmesi için gerekli fonlamayı yapan Bolu Abat İzzet Baysal Üniversitesi Bilimsel Araştırma Projeleri (BAP) birimine teşekkürlerimizi sunuyoruz.

References

  • [1]. Acierno, D., Di Maio, L., Iannelli, P., Spadaro, G. ve Valenza, A. (2000). Macro-oriented network of liquid-crystalline polyesters:crosslinking induced by gamma-irradiation and thermally activated reaction. Polymer, 41(17), 6647-6654.
  • [2]. Caruso, U., Hatfull, L., Roviello, A. ve Sirigu, A. (1999) Multi-oriented and fibrous liquid crystalline networks based on linear mesogenic polymers. Polymer, 40(24), 6753-6760.
  • [3]. Druzbicki, K., Mikuli, E., Kocot, A., Ossowska-Chrusciel, M. D., Chrusciel, J. ve Zalewski, S. (2012). Complex vibrational analysis of an antiferroelectric liquid crystal based on solid-state oriented quantum chemical calculations and experimental molecular spectroscopy. Journal of Physical Chemistry A, 116(30), 7809-7821.
  • [4]. Gebhard, E. ve Zentel, R. (2000). Ferroelectric liquid crystalline elastomers, 1. Variation of network topology and orientation. Macromolecular Chemistry and Physics, 201(8), 902-910.
  • [5]. Jia, Y. G., Zhang, B. Y., Tian, M. ve Pan, W. (2004). Synthesis and structure of polysiloxane liquid crystalline elastomers with a mesogenic crosslinking agent, Journal of Applied Polymer Science,.93(4), 1736-1742.
  • [6]. Jia, Y. G., Zhang, B. Y., Zhou, E. L., Feng, Z. L. ve Zang, B. L. (2002). Synthesis and characterization of network liquid crystal elastomers and thermosets. Journal of Applied Polymer Science. 85(5), 1104-1109.
  • [7]. Koleva, B. B. ve Kolev, T. (2008). Monoclinic and triclinic polymorphs of 2-{5,5-dimethyl-3-[2-(2,4,6-trimethoxyphenyl)vinyl]cyclohex-2-enylidene}malononitrile-Solid-state linear-polarized IR-spectroscopy, DFT calculations and vibrational analysis. Spectrochimica Acta Part a-Molecular and Biomolecular Spectroscopy,71(3), 786-793.
  • [8]. Marini, A., Zupancic, B., Domenici, V., Mennucci, B., Zalar, B. ve Veracini, C. A. (2012). A Photosensitive Liquid Crystal Studied by 14N NMR, 2H NMR, and DFT Calculations. Chemphyschem, 13(17), 3958-3965.
  • [9]. Odian, G. (2004) Principle of Polymerization, Wiley Interscience, New York.
  • [10]. Saralidze, K., Koole, L.H. ve Knetsch, M.L.W. (2010). Polymeric microspheres for medical applications. Materials. 3(6), 3537-3564.
  • [11]. Symons, A. J., Davis, F. J. ve Mitchell, G. R. (1999). Side-chain liquid crystalline elastomers: the relationship between the orientational ordering of the polymer backbone and the length of the coupling chain. Polymer, 40(19), 5365-5370.
  • [12]. Zhang, B. Y., Hu, J. S., Jia, Y. G. ve Du, B. G. (2003). Side-chain cholesteric liquid crystalline elastomers derived from nematic bis-olefinic crosslinking units, Macromolecular Chemistry and Physics. 204(17), 2123-2129.

Year 2020, , 270 - 278, 01.09.2020

Uğur Soykan , Sedat Çetin , Gürcan Yıldırım

https://doi.org/10.7240/jeps.640071

Abstract

Project Number

2014.03.03.686

References

  • [1]. Acierno, D., Di Maio, L., Iannelli, P., Spadaro, G. ve Valenza, A. (2000). Macro-oriented network of liquid-crystalline polyesters:crosslinking induced by gamma-irradiation and thermally activated reaction. Polymer, 41(17), 6647-6654.
  • [2]. Caruso, U., Hatfull, L., Roviello, A. ve Sirigu, A. (1999) Multi-oriented and fibrous liquid crystalline networks based on linear mesogenic polymers. Polymer, 40(24), 6753-6760.
  • [3]. Druzbicki, K., Mikuli, E., Kocot, A., Ossowska-Chrusciel, M. D., Chrusciel, J. ve Zalewski, S. (2012). Complex vibrational analysis of an antiferroelectric liquid crystal based on solid-state oriented quantum chemical calculations and experimental molecular spectroscopy. Journal of Physical Chemistry A, 116(30), 7809-7821.
  • [4]. Gebhard, E. ve Zentel, R. (2000). Ferroelectric liquid crystalline elastomers, 1. Variation of network topology and orientation. Macromolecular Chemistry and Physics, 201(8), 902-910.
  • [5]. Jia, Y. G., Zhang, B. Y., Tian, M. ve Pan, W. (2004). Synthesis and structure of polysiloxane liquid crystalline elastomers with a mesogenic crosslinking agent, Journal of Applied Polymer Science,.93(4), 1736-1742.
  • [6]. Jia, Y. G., Zhang, B. Y., Zhou, E. L., Feng, Z. L. ve Zang, B. L. (2002). Synthesis and characterization of network liquid crystal elastomers and thermosets. Journal of Applied Polymer Science. 85(5), 1104-1109.
  • [7]. Koleva, B. B. ve Kolev, T. (2008). Monoclinic and triclinic polymorphs of 2-{5,5-dimethyl-3-[2-(2,4,6-trimethoxyphenyl)vinyl]cyclohex-2-enylidene}malononitrile-Solid-state linear-polarized IR-spectroscopy, DFT calculations and vibrational analysis. Spectrochimica Acta Part a-Molecular and Biomolecular Spectroscopy,71(3), 786-793.
  • [8]. Marini, A., Zupancic, B., Domenici, V., Mennucci, B., Zalar, B. ve Veracini, C. A. (2012). A Photosensitive Liquid Crystal Studied by 14N NMR, 2H NMR, and DFT Calculations. Chemphyschem, 13(17), 3958-3965.
  • [9]. Odian, G. (2004) Principle of Polymerization, Wiley Interscience, New York.
  • [10]. Saralidze, K., Koole, L.H. ve Knetsch, M.L.W. (2010). Polymeric microspheres for medical applications. Materials. 3(6), 3537-3564.
  • [11]. Symons, A. J., Davis, F. J. ve Mitchell, G. R. (1999). Side-chain liquid crystalline elastomers: the relationship between the orientational ordering of the polymer backbone and the length of the coupling chain. Polymer, 40(19), 5365-5370.
  • [12]. Zhang, B. Y., Hu, J. S., Jia, Y. G. ve Du, B. G. (2003). Side-chain cholesteric liquid crystalline elastomers derived from nematic bis-olefinic crosslinking units, Macromolecular Chemistry and Physics. 204(17), 2123-2129.
There are 12 citations in total.

Details

Primary Language Turkish
Journal Section Research Articles
Authors

Uğur Soykan 0000-0002-9244-026X

Sedat Çetin 0000-0001-7930-4442

Gürcan Yıldırım 0000-0002-5177-3703

Project Number 2014.03.03.686
Publication Date September 1, 2020
Published in Issue Year 2020

Cite

APA Soykan, U., Çetin, S., & Yıldırım, G. (2020). N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU. International Journal of Advances in Engineering and Pure Sciences, 32(3), 270-278. https://doi.org/10.7240/jeps.640071
AMA Soykan U, Çetin S, Yıldırım G. N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU. JEPS. September 2020;32(3):270-278. doi:10.7240/jeps.640071
Chicago Soykan, Uğur, Sedat Çetin, and Gürcan Yıldırım. “N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU”. International Journal of Advances in Engineering and Pure Sciences 32, no. 3 (September 2020): 270-78. https://doi.org/10.7240/jeps.640071.
EndNote Soykan U, Çetin S, Yıldırım G (September 1, 2020) N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU. International Journal of Advances in Engineering and Pure Sciences 32 3 270–278.
IEEE U. Soykan, S. Çetin, and G. Yıldırım, “N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU”, JEPS, vol. 32, no. 3, pp. 270–278, 2020, doi: 10.7240/jeps.640071.
ISNAD Soykan, Uğur et al. “N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU”. International Journal of Advances in Engineering and Pure Sciences 32/3 (September 2020), 270-278. https://doi.org/10.7240/jeps.640071.
JAMA Soykan U, Çetin S, Yıldırım G. N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU. JEPS. 2020;32:270–278.
MLA Soykan, Uğur et al. “N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU”. International Journal of Advances in Engineering and Pure Sciences, vol. 32, no. 3, 2020, pp. 270-8, doi:10.7240/jeps.640071.
Vancouver Soykan U, Çetin S, Yıldırım G. N1,N4-BİS(ALİLKARBAMOİL) TEREFİTALAMİD MOLEKÜLÜNÜN DENEYSEL VE TEORİK KARAKTERİZASYONU. JEPS. 2020;32(3):270-8.