Kumarin Türevli Kopolimerlerin Sentezi ve Karakterizasyonu
Mevcut çalışmada, kumarin türevli yeni bir monomer olan 3-benzoil kumarin-7-il-metakrilat (BKMA) monomerinin metil metakrilat (MMA) ile farklı bileşimlerde bir seri kopolimeri hazırlandı. Bu amaçla serbest radikal polimerizasyon yöntemi kullanıldı. Spektral karakterizasyonlar FTIR ve 1H-NMR teknikleri ile başarıldı. Kopolimer sistemlerinin bileşimleri 1H-NMR spektrumlarından belirlendi. DSC analizinden kopolimer bileşimindeki BKMA oranı %23 seviyesine düştüğünde camsı geçiş sıcaklığında 179 oC’den 165 oC’ye bir azalış görüldü. Poli(BKMA) homopolimeri ve %54 BKMA bileşimli kopolimerin TGA analizinde her iki polimer için başlangıç bozunma sıcaklıkları sırasıyla 321 oC ve 311 oC olarak kaydedildi.
Synthesis and Characterization of Coumarin Derived Copolymers
In present study, a copolymer series of a new coumarin derived monomer 3-benzoyl coumarin-7-ylmethacrylate (BKMA) monomer with methyl methacrylate (MMA) at different compositions was prepared. For this purpose, free radical polymerization method was used. Spectral characterizations were performed by FTIR and 1H-NMR techniques. Copolymer compositions were determined with 1H-NMR spectra. From DSC analysis, the glass transition temperature of copolymers was decreased from 179 oC to 165 oC when the level of BKMA ratio decreased to 23% level. In TGA analysis of poly(BKMA) homopolymer and the copolymer with 54% BKMA ratio, the initial decomposition temperatures of both polymers were recorded to be 321 oC and 311 oC, respectively.
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- K. N. Venugopala, V. Rashmi, and B.
Odhav, “Review on natural coumarin lead
compounds for their pharmacological
activity,” BioMed Research International,
Article ID 963248, 14, 2013.
- Y. Aoyama, T. Katayama, M. Yamamoto, H.
Tanaka, and K. Kon, “A new antitumor
antibiotic product, demethylchartreusin.
Isolation and biological activities,” The
Journal of Antibiotics, vol. 45, pp. 875–878,
1992.
- H. J. Patel, M. G. Patel, A. K. Patel, K. H.
Patel, and R. M. Patel, “Synthesis,
characterization and antimicrobial activity
of important heterocyclic acrylic
copolymers,” eXPRESS Polymer Letters vol.
2, no.10, pp. 727–734, 2008.
- M. P. Brun, L. Bischoff, C. Garbay, “A very
short route to enantiomerically pure
coumarin bearing fluorescent amino acids,”
Angewandte Chemie International Edition,
vol. 43, no. 26, pp. 3432-3436, 2004.
- L. Zhao, D. A. Loy, and K. J. Shea,
“Photodeformable spherical hybrid
nanoparticles,” Journal of the American
Chemical Society, vol. 128, no. 44, pp.
14250-14251, 2006.
- P. O. Jackson, M. O’Neill, W. L. Duffy, P.
Hindmarsh, S. M. Kelly, G. J. Owen, “An
investigation of the role of cross-linking and
photodegradation of side-chain coumarin
polymers in the photoalignment of liquid
crystals,” Chemistry of Materials, vol. 13,
no. 2, pp. 694-703, 2001.
- C. Kim, A. Trajkovska, J. U. Wallace, S. H.
Chen, “New insight into photoalignment of
liquid crystals on coumarin-containing
polymer films,” Macromolecules, vol. 39,
no. 11, pp. 3817-3823, 2006.
- Y. Tian, E. Akiyama, Y. Nagase, A.
Kanazawa, O. Tsutsumi, and T. Ikeda,
“Liquid crystalline coumarin polymers, 1.
Synthesis and properties of side-group liquid
crystalline polymers with coumarin
moieties,” Macromolecular Chemistry and
Physics, vol. 201, no. 14, pp. 1640–1652,
2004.
- T. O. Soine, “Naturally occurring coumarins
and related physiological activities,”
Journal of Pharmaceutical Sciences, vol. 53,
no. 3, pp. 231-264, 1964.
- P. Sharma, and S. Pritmani, “Synthesis,
characterization and antimicrobial studies
of some novel 3-arylazo-7 -hydroxy-4-
methylcoumarins,” Indian Journal of
Chemistry-B, vol. 38, no. 9, pp. 1139-1142,
1999.
- T. Patonay, G. Litkei, R. Bognar, J. Erdei,
and C. Miszti, “Synthesis, antibacterial and
antifungal activity of 4-hydroxycoumarin
derivatives, analogues of novobiocin,”
Pharmazie, vol. 39, no. 2, pp. 84-91, 1984.
- R. M. Shaker, “Synthesis and reactions of
some new 4H-pyrano[3,2-c]benzopyran-5-
one derivatives and their potential biological
activities,” Pharmazie, vol. 51, no. 3, 148-
151, 1996.
- A. A. Emmanuel-Giota, K. C. Fylaktakidou,
D. J. Hadjipavlou-Litina, K. E. Litinas, and
D. N. Nicolaides, “Synthesis and biological
evalution of several 3-(coumarin-4-
yl)tetrahydroisoxazole and 3 (coumarin-4-
yl) dihydropyrazole derivatives,” Journal of
Heterocyclic Chemistry, vol. 38, no. 3, pp.
717-722, 2001.
- Z. M. Nofal, M. El-Zahar, and S. Abd El-
Karim, “Novel coumarin derivatives with
expected biological activity,” Molecules,
vol. 5, no. 3, pp. 99-113, 2000.
- A. Srivastava, V. Mishra, P. Singh, R.
Kumar, “Coumarin-based polymer and its
silver nanocomposite as advanced
antibacterial agents: Synthetic path, kinetics
of polymerization, and applications,”
Journal of Applied Polymer Science, vol.
126, no. 2, pp. 395-407, 2012.
- A. Kurt, M. Kaya, and M. Koca, “Synthesis
and characterization of coumarin derived
surface active monomer, Adıyaman
University Journal of Science, vol. 6, no. 1,
pp. 110-121, 2016.
- Z. Essaidi, O. Krupka, K. Iliopoulos, E.
Champigny, B. Sahraoui, M. Sallé, and D.
Gindre, “Synthesis and functionalization of
coumarin-containing copolymers for second
order optical nonlinearities,” Optical
Materials, vol. 35, no. 3, pp. 576–581, 2013.
- A. Kurt, and M. Koca, “Synthesis,
characterization and thermal degradation
kinetics of poly(3-acetylcoumarin-7-ylmethacrylate)
and its organoclay
nanocomposites,” Journal of Engineering
Research, vol. 4 , no. 4, pp. 46-65, 2016.
- C. Zhang, R. Liang, C. Jiang, D. Chen, and
A. Zhong, “Synthesis, characterization, and
self-assembly of cationic coumarin sidechain
polymer,” Journal of Applied Polymer
Science, vol. 108, no. 4, pp. 2667–2673,
2008.
- A. F. Ayhan, “Kumarin Türevli Kopolimer
Sistemlerinin Geliştirilmesi,” Yüksek Lisans
Tezi, Adıyaman Üniversitesi Fen Bilimleri
Enstitüsü, Adıyaman, 2017.
- A. Kurt, and K. Demirelli, “Synthesis and
characterization of block copolymers of
ethyl methacrylate with styrene via ATRP,”
e-Journal of New World Sciences Academy
Physical Sciences, vol. 4, no. 2, pp. 52–59,
2009.
- A. Kurt, “Influence of AlCl3 on the optical
properties of new synthesized 3-armed
poly(methyl methacrylate) films,” Turkish
Journal of Chemistry, vol. 34, no. 1, pp. 67-
69, 2010.
- A. Kurt, and K. Demirelli, “Graft
copolymerization of poly(methyl
methacrylate) with some alkyl methacrylates
by atom transfer radical polymerization
method and thermal properties,” Journal of
Applied Polymer Science, vol. 125, no. 3, pp.
1855-1866, 2012.
- A. Kurt, and M. Koca, “Blending of
poly(ethyl methacrylate) with poly(2-
hydroxy-3-phenoxypropyl methacrylate):
thermal and optical properties,” The Arabian
Journal for Science and Engineering, vol.
39, no. 7, pp. 5413–5420, 2014.
- K. Kunal, C. G. Robertson, S. Pawlus, S. F.
Hahn, and A. P. Sokolov, “Role of chemical
structure in fragility of polymers: a
qualitative picture,” Macromolecules, vol.
41, no. 19, pp. 7232–7238, 2008.
- N. R. Jadhav, V. L. Gaikwad, K. J. Nair, and
H. M. Kadam, “Glass transition temperature:
Basics and application in pharmaceutical
sector,” Asian J. Pharm., vol. 3, no. 2, pp.
82–89, 2009.
- A. Kurt, “Thermal decomposition kinetics
of poly(nButMA-b-St) diblock copolymer
snthesized by ATRP,” Journal of Applied
Polymer Science, vol. 114, no. 1, pp. 624-
629, 2009.