(2,3-Difenil-1,3-oksazolidin-5-il)metil Metakrilat’ın Metil Metakrilat ile Kopolimerlerinin Sentezi, Karakterizasyonu ve Termal Özellikleri

Year 2012, Volume: 2 Issue: 2, 75 - 86, 30.12.2012

Gamze Barım Mehmet Coşkun

Abstract

Bu çalışmada (2,3-difenil-1,3-oksazolidin-5-il)metil metakrilat (DOMMA), glisidil metakrilat (GMA) ile N-benziliden anilinin SnCl4 katalizörü yanında kondenzasyon reaksiyonu ile sentezlendi. Bu monomerin homopolimerizasyonu ve metil metakrilat monomeri ile kopolimerizasyonu, ?-?'-Azobisizobütironitril (AIBN) başlatıcısı varlığında dioksan çözeltisinde 70 oC’de serbest radikalik yolla gerçekleştirildi. Monomer, homopolimer ve kopolimerlerin karakterizasyonunda FT-IR, 1H-NMR ve 13C-NMR teknikleri kullanıldı. Homopolimer ve kopolimerlerin camsı geçiş sıcaklıkları DSC, termal kararlılıkları TGA ile araştırıldı. Homopolimerin molekül ağırlığı GPC ile belirlendi.

Keywords

1, 3 – Oksazolidin, Metil metakrilat, Karakterizasyon, Kopolimer, Termal kararlılık

Copolymers of (2,3-Diphenyl-1,3-oxazolidin-5-yl)methyl Methacrylate with Methyl Methacrylate: Synthesis, Characterization and Thermal Properties

Abstract

In this work, (2,3-diphenyl-1,3-oxazolidin-5-yl)methyl methacrylate(DOMMA) was synthesized by condensation reaction of N-benzyliden aniline with glycidyl methacrylate (GMA) in the presence of SnCl4 as catalyst. Homopolymerization and copolymerization of this monomer with methyl methacrylate were carried out by free radical polymerization in dioxane solution using ?-?'-Azobisisobutyronitrile (AIBN) as initiator at 70 oC. FT-IR, 1H-NMR and 13C-NMR techniques were used in characterization of the monomer, homopolymer and copolymers. The glass transition temperature and thermal stabilities of the homopolymer and the copolymers were investigated by DSC and TGA, respectivelly. The molecular weight of the homopolymer was determined by GPC.

Keywords

1, 3 – Oxazolidines, Methyl methacrylate, Characterization, Copolymer, Thermal stabilities

References

• B. Yactine, A. Ratsimihety, F. Ganachaud, Polym. Adv. Technol., 2010, 21, 139–149.
• T. Fresvig, P. Ludvigsen, H. Steen, O. Reikeras, Med. Eng. Phys., 2008, 30, 104–108.
• M. Ishio, T. Terashima, M. Ouchi, M. Sawamoto, Macromolecules., 2010, 43, 920–926.
• I. Erol, J. Fluorine. Chem., 2008, 129, 613–620.
• I. Erol, S. Kolu, Journal of Applied Polymer Science., 2011, 120, 279–290.
• C. Soykan, A. Delibas, R. Coskun, J. Macro. Sci. Part A: Pure and Appl. Chem., 2009, , 250-267.
• K. B. Kwarteng, SAMPE Quarterly., 1988.
• S. Parker, M. Braden, Biomaterials., 1989, 10, 91.
• J. W. Nicholson, P. J. Brookman, O. M. Lacy, G. S. Sayers, A. D. Wilson, J. Biomed. Mater. Res., 1988, 22, 623.
• J. N. Patel, M. B. Dolia, K. H. Patel, R. M. Patel, J. Polym. Research., 2006, 13, 219
• K. Ichimura, Y. Nishio, J. Polym. Sci. Part A Polym. Chem., 1987, 25, 1579–1590.
• P. S. Vijayanand, R. Arun Prasath, R. Balaji, S. Nanjundan, J. Appl. Polym. Sci., 2002, , 2261–2270.
• P. G. Vijayaraghavan, B. S. R. Reddy, J. Appl. Polym. Sci., 1996, 61, 936–943.
• C. S. Jone Selvamalar, P. S. Vijayanand, A. Penlidis, S. Nanjundan, J. Appl. Polym. Sci., , 91, 3602–3604.
• R. Balaji, D. Grande, S. Nanjundan, Polymer., 2004, 45, 1089–1099.
• S. C. Pandey, N. Rather, A. Singh, J. Polym. Mater., 1999, 16, 253–258.
• A. Arun, B. S. R. Reddy, Biomaterials., 2005, 26, 1185–1193.
• M. Johnck, L. Muller, A. Neyer, J. W. Hofstraat, Eur. Polym. J., 2000, 36, 1251–1264.
• D. L. Rakhmankulov, V. V. Zorin, F. N. Latypova, S. S. Zlot-skii, Khim. Getterotsikl. Soedia., 1982, 4, 435.
• E. S. Kurmaeva, O. B. Chalova, R. F. Khazipov, D. K. Kıladze, E. A. Kator, D. L. Rakhmankulov, Invertor’s Certificate, No: 1211258 (1983); Syul. Izobr., 1986, 6, 118.
• D. Bonerjie, S. Mukerjie, N. K. Dutta, B.N Mıtra, Indian J. Chem., 1971, 8, 799-800.
• D. L. Rakhmankulov, R. A. Karakhanov, S. S. Zlotskii, E. A. Kantor, U. B. Imashev, A. M. Syrkin, Itogi Nauki i Tekhniki, Ser. Tekhnol. Organ. Veshchestv, Moscow: VINITI, 1979, , 287.
• D. L. Rakhmankulov, V. V. Zorin, E. M. Kuramshin, S. S. Zlotskii, L. N. Zorina, L. G. Sergeeva, V. V. Sherepovets, Methods of Investigation of Reactivity of Organic Compounds.,Ufa:GINTL[Reaktiv], 1999.