A New Type of Poly GMA with Carbazole: Synthesis and Characterization

Yıl 2017, Cilt: 45 Sayı: 2, 237 - 243, 01.06.2017

Mohamad Hosein Nasirtabrizi Soheila Einalizadeh

Öz

The synthesis, characterization and thermal behaviour of styrenic copolymers of glycidyl methacrylate without and with carbazole groups are reported. The copolymers based on glycidyl methacrylates belong to the potential class of functional polymers. Epoxide ring opening reaction is a route that explains the chemical modification of glycidyl methacrylate GMA polymers with nucleophilic reagent containing hydroxyl, carboxyl or amine groups. In this work, copolymers of GMA have been modified by incorporation of bulky carbazole groups.The homopolymer of glycidyl methacrylate GMA and its random copolymers with styrene , methyl styrene, methoxy styrene were synthesized by free radical polymerization using azobis isobutyronitrile AIBN as initiator at 70±1°C. The polymers were characterized by 1H-NMR and IR spectroscopic techniques. This modification increases the rigidity of polymers and, subsequently, their glass transition temperature of polymer as shown by DMTA analysis. The results show that, with the incorporation of the carbazole groups in the polymer side chains, a series of novel modified polymer containing new properties are obtained, that can find some applications in polymer industry.

Anahtar Kelimeler

glycidyl methacrylate, Carbazole, styrene, Ring opening, Modified polymer

Yeni Tip Karbazollü Poli GMA : Sentezi ve Karakterizasyonu

Öz

K arbazol grupları varlığında ve yokluğunda glisidil metakrilatın stirenik kopolimerlerinin sentezi, karakterizasyonu ve ısıl davranışları rapor edilmiştir. Glisidil metakrilat temelli kopolimerler fonksiyonel polimerler sınıfına aittir. Epoksit halka açma tepkimesi, hidroksil, karboksil veya amin grupları içeren nükleofilik reaktif ile glisidil metakrilat GMA polimerlerinin kimyasal modifikasyonunu açıklayan bir yoldur. Bu çalışmada, GMA kopolimerleri büyük karbazol gruplarının birleşmesiyle modifiye edilmiştir. Glisidil metakrilat GMA homopolimeri ve stiren, metil stiren, metoksi stirenli rasgele kopolimerler 70±1°C’da başlatıcı olarak azobis izobütironitril AIBN kullanılarak serbest radikal polimerizasyonu ile sentezlendi. Polimerler, 1H-NMR ve IR spektroskopik teknikleriyle karakterize edildi. Bu modifikasyon, polimerlerin sertliğini ve ardından DMTA analizi ile gösterilen polimerlerin camsı geçiş sıcaklığını arttırır. Sonuçlar, karbazol gruplarının polimer yan zincirlerine dahil edilmesi ile, polimer endüstrisinde bazı uygulamalar bulabilen yeni özelliklere sahip bir dizi yeni modifiye edilmiş polimer elde edildiğini göstermektedir

Anahtar Kelimeler

Glisidil metakrilat, Karbazol, Stiren, Halka açılması, Modifiye polimer

Kaynakça

• K.D. Safa, M.H. Nasirtabrizi, One-pot, novel chemical modification of glycidyl methacrylate copolymers, Eur. Polym. J., 41 (2005) 2310-2319.
• J. Kala, F. Svec, V. Marousek, Reaction of epoxide groups of glycidyl methacrylate copolymers, J Polym Sci. Polym. Symp., 47 (1974) 155-166.
• M.H. Nasirtabrizi, S. Mohebalizadeh, A. Parchehbaf Jadid, Glycidyl Methacrylate Polymers Containing Indole Groups, Iran. Polym. J., 20(7) (2011) 579-586.
• K.D. Safa, A.Bahadori, Sh.Tofangdarzadeh, M. H. Nasirtabrizi , Synthesis and characterization of glycidyl methacrylate polymers, J. Iran. Chem. Soc., 5 (2008) 37-47.
• B.F. Senkal, F. Bildik, E. Yavuz, A. Sarac, Preparation of poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin, React. Funct. Polym., 67 (2007) 1471-1477.
• Y. Tian, F. Yang, X. Yang, E. Fu, Y. Xu, Zh. Zeng, Macrocyclic polyamine-modified poly(glycidyl methacrylate-co- ethylene dimethacrylate), Electrophoresis, 29 (2008) 2293–2300.
• T. Miyashita, A. Aoki, Y. Tamagawa, Effect of hole- transporting film thickness on the performance of electroluminescent devices, Macromolecules, 35 (2002) 3686-3689.
• P.A. Blanche, P.C. Lemaire, Synthesis and electrooptic properties of a new chromophore dispersed, Chem. Mater., 10 (1998) 1010-1016.
• G.S. Liou H.W. Chen, H.J. Yen, Synthesis and photoluminescent and electrochromic properties of aromatic poly(amine amide)s bearing pendent N-carbazolylphenyl moieties, J. Polym. Sci, Part A: Polym. Chem., 44 (2006) 4108-4121.
• J.V. Grazulevicius, Charge-transporting polymers and Molecular glasses for optoelectronic applications, Proceeding of the 8th Polymers for Advanced Technologies, 17 (2005) 694–696
• P.P.S. Lee, Y. Geng, H.S. Kwok, B.Z. Tang, Synthesis and light-emitting properties of poly(carbazolylacetylenes), Thin. Solid. Films., 363 (2000)149-151
• K. Dindar Safa, M.H. Nasirtabrizi, S. Tofangdarzadeh, Synthesis and characterization of glycidyl methacrylate polymers containing tris(trimethylsilyl) methyl groups, Iran. Polym. J., 17 (2008) 1-9.
• M.H. Nasirtabrizi, Z. Mohammadpoor Ziaei, A. Parchehbaf Jadid, Chemical modification of maleic anhydride polymers with carbazole, J. Iran. Chem. Res., 4 (2011) 59-68.