SYNTHESIS OF FUMARONITRILE-CONTAINING QUATERPOLYMER DETERMINATION OF STRUCTURAL AND THERMOMECHANICAL PROPERTIES
Year 2022,
, 23 - 32, 30.06.2022
Ersen Yılmaz
,
Ali Boztuğ
Abstract
In this study, an electron-acceptor monomer Fumaronitrile (FN), and 3 electron-donor monomers; Trans-Anethole (ANE), Vinyl-iso-butylether (VIBE) and Trans-Stilbene (Stb) were polymerized by free radical polymerization and charge transfer complex (CTC) mechanism. Fumaronitrile content ratio, FT-IR, H-NMR, average molar weight, thermal and mechanical analyzes of the obtained FN-ANE-VIBE-Stb quaterpolymer were performed. The synthesized quaterpolymer was obtained in resin form. The rate of fumaronitrile in the chain was determined as approximately 50%. The thermal and mechanical properties of the obtained quaterpolymer were better than some common polymers.
Supporting Institution
Cumhuriyet University Scientific Research and Projects Unit (CUBAP)
Thanks
We thank the Cumhuriyet University Scientific Research and Projects Unit (CUBAP) for supporting this study, which was obtained from the doctoral thesis, with the project number F-316.
References
- Boztug A, Basan S. (2007). The modification and characterization of maleic anhydride-styrene-methyl metacrylate terpolymer by poly(ethylene adipate). J. Mol. Struct., 830, 126-130.
- Boztug A. (2004). Preparation and thermomechanical characterization of poly (vinyl chloride) blends compatible with terpolymer‐containing maleic anhydride. J. Appl. Polym. Sci., 94, 1586–1589.
- Boztug A., Yilmaz E., (2007), Effects of reactive terpolymer containing maleic anhydride on thermomechanical properties of poly(vinyl chloride) based multicomponent blends, Materials Research Innovations, 11(3) , 158-160.
- Braun, D., Hu, F. (2003). Free radical quaterpolymerization of acceptor-and donor-monomers. Polym. Bull., 49, 449–456.
- Imren D., Boztug A., Yilmaz E., Zengin H.B, (2008), Viscometric investigation of compatibilization of the poly(vinyl chloride)/poly(ethylene-co-vinyl acetate) blends by terpolymer of maleic anhydride-styrene-vinyl acetate, Journal of Molecular Structure, 891, 329-332.
- Imren D., (2010). Compatibilization of immiscible poly(vinyl chloride) (PVC)/polystyrene (PS) blends with maleic anhydride-styrene-vinyl acetate terpolymer (MAStVA), Journal of Molecular Structure , 963, 245-249.
Jamil, S., Daik, R., & Ahmad, I. (2014). Synthesis and Thermal Properties of Acrylonitrile/Butyl Acrylate/Fumaronitrile and Acrylonitrile/Ethyl Hexyl Acrylate/Fumaronitrile Terpolymers as a Potential Precursor for Carbon Fiber. Materials (Basel, Switzerland), 7(9), 6207–6223.
- Kałka, A.J., Mozgawa, B., Pietrzyk, P., Turek, A.M. (2022). Intermolecular interactions of tetracyanoethylene (TCNE) and fumaronitrile (FN) with minor amines: A combined UV–Vis and EPR study. The Journal of Chemical Physics, 156(9), 094301.
- Kısmet Y, Wagner M. H. (2018). Mechanical and flow properties of blends of polypropylene and powder coating recyclates with and without addition of maleic anhydride. Advances in Polymer Technology, 37(8), 3511-3518.
- Kısmet Y, Wagner M.H. (2019). Utilizing hydrolyzed powder recyclates as filler in polystyrene. Materialwissenschaft und Werkstofftechnik. 50(1), 25 – 32.
- Kısmet Y. (2017). Change of mechanical properties of powder recyclate reinforced polyolefin based on gamma radiation. Polymers, 9(9), 25 – 32.
- Price, C.C., Gilbert, R. D., (1975). Copolymerization Characteristics of Fumaronitrile. Journal of Polymer Science, 8(6), 577-581.
- Schuler, P., Heusinger, H., (1975). Ultraviolet and nuclear magnetic resonance studies of the fumaric nitrile-benzene charge transfer complex. Journal of Molecular Structure, 28(1), 25-32.
- Shirota, Y., Tsushi, I.., Mikawa, H. (1974). Photochemistry of the Electron Donor-Acceptor System. I. Exciplex Fluorescence and the Fluorescence of the Charge-Transfer Complex in the Aromatic Hydrocarbon–Fumaronitrile System. Bulletin of the Chemical Society of Japan, 47(4), 991-996.
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- Tucker, P.S., Barlow, J.W. and Paul, D.R., (1988). Thermal, Mechanical and Morphological Analyses of Poly (2,6-dimethyl-1,4-Phenylene oxide)/Styrene-Butadiene-Styrene Blends, Macromolecules, 21, 1678-1685.
- Wan, M., Zhu, W., Guo, J., Peng, Y., Deng, H., Jin, L., Liu, M. (2013). High open circuit voltage polymer solar cells with blend of MEH-PPV as donor and fumaronitrile derivate as acceptor. Synthetic Metals, 178, 22-26.
- Xie, F., Hu, W., Ding, L., Tian, K., Wua, Z., Li, L. (2017). Synthesis of microporous organic polymers via radical polymerization of fumaronitrile with divinylbenzene. Polym. Chem., 8, 6106-6111.
- Yilmaz E., (2022), Compatibilization of polyvinyl chloride - polymethyl methacrylate polymer blends with maleic anhydride-styrene-methyl methacrylate terpolymer J. Appl. Polym. Sci. 139(10), 51745.
FUMARONİTRİL İÇEREN KUATERPOLİMER SENTEZİ YAPISAL VE TERMOMEKANİK ÖZELLİKLERİN BELİRLENMESİ
Year 2022,
, 23 - 32, 30.06.2022
Ersen Yılmaz
,
Ali Boztuğ
Abstract
Bu çalışmada, elektron alıcı bir monomer olan Fumaronitril (FN) ile elektron verici 3 monomer; Trans-Anethol (ANE), Vinil-izo-bütileter (VIBE) ve Trans-Stilben (Stb), serbest radikal polimerleşmesi ve yük transfer kompleksi (CTC) mekanizması üzerinden polimerleştirilmiştir. Elde edilen FN-ANE-VIBE-Stb kuaterpolimerinin, monomer içerik oranı, FT-IR, H-NMR, ortalama mol kütlesi, ısısal ve mekanik analizleri yapılmıştır. Sentezlenen kuaterpolimer reçine şeklinde elde edilebilmiştir. Zincirde bulunan fumaronitril oranı yaklaşık %50 olarak belirlenmiştir. Elde edilen kuaterpolimerin ısısal ve mekanik özelliklerinin diğer bazı yaygın polimerlere göre daha iyi olduğu görüldü.
References
- Boztug A, Basan S. (2007). The modification and characterization of maleic anhydride-styrene-methyl metacrylate terpolymer by poly(ethylene adipate). J. Mol. Struct., 830, 126-130.
- Boztug A. (2004). Preparation and thermomechanical characterization of poly (vinyl chloride) blends compatible with terpolymer‐containing maleic anhydride. J. Appl. Polym. Sci., 94, 1586–1589.
- Boztug A., Yilmaz E., (2007), Effects of reactive terpolymer containing maleic anhydride on thermomechanical properties of poly(vinyl chloride) based multicomponent blends, Materials Research Innovations, 11(3) , 158-160.
- Braun, D., Hu, F. (2003). Free radical quaterpolymerization of acceptor-and donor-monomers. Polym. Bull., 49, 449–456.
- Imren D., Boztug A., Yilmaz E., Zengin H.B, (2008), Viscometric investigation of compatibilization of the poly(vinyl chloride)/poly(ethylene-co-vinyl acetate) blends by terpolymer of maleic anhydride-styrene-vinyl acetate, Journal of Molecular Structure, 891, 329-332.
- Imren D., (2010). Compatibilization of immiscible poly(vinyl chloride) (PVC)/polystyrene (PS) blends with maleic anhydride-styrene-vinyl acetate terpolymer (MAStVA), Journal of Molecular Structure , 963, 245-249.
Jamil, S., Daik, R., & Ahmad, I. (2014). Synthesis and Thermal Properties of Acrylonitrile/Butyl Acrylate/Fumaronitrile and Acrylonitrile/Ethyl Hexyl Acrylate/Fumaronitrile Terpolymers as a Potential Precursor for Carbon Fiber. Materials (Basel, Switzerland), 7(9), 6207–6223.
- Kałka, A.J., Mozgawa, B., Pietrzyk, P., Turek, A.M. (2022). Intermolecular interactions of tetracyanoethylene (TCNE) and fumaronitrile (FN) with minor amines: A combined UV–Vis and EPR study. The Journal of Chemical Physics, 156(9), 094301.
- Kısmet Y, Wagner M. H. (2018). Mechanical and flow properties of blends of polypropylene and powder coating recyclates with and without addition of maleic anhydride. Advances in Polymer Technology, 37(8), 3511-3518.
- Kısmet Y, Wagner M.H. (2019). Utilizing hydrolyzed powder recyclates as filler in polystyrene. Materialwissenschaft und Werkstofftechnik. 50(1), 25 – 32.
- Kısmet Y. (2017). Change of mechanical properties of powder recyclate reinforced polyolefin based on gamma radiation. Polymers, 9(9), 25 – 32.
- Price, C.C., Gilbert, R. D., (1975). Copolymerization Characteristics of Fumaronitrile. Journal of Polymer Science, 8(6), 577-581.
- Schuler, P., Heusinger, H., (1975). Ultraviolet and nuclear magnetic resonance studies of the fumaric nitrile-benzene charge transfer complex. Journal of Molecular Structure, 28(1), 25-32.
- Shirota, Y., Tsushi, I.., Mikawa, H. (1974). Photochemistry of the Electron Donor-Acceptor System. I. Exciplex Fluorescence and the Fluorescence of the Charge-Transfer Complex in the Aromatic Hydrocarbon–Fumaronitrile System. Bulletin of the Chemical Society of Japan, 47(4), 991-996.
- Sun, Q., Wang, S., Ma, Y., Zhou, Y., Song, D., Zhang, H., Shi, X., Li, C., Zhang, L. (2022). Fumaronitrile-fixed in-situ gel polymer electrolyte balancing high safety and superior electrochemical performance for Li metal batteries. Energy Storage Materials, 44, 537-546.
- Tucker, P.S., Barlow, J.W. and Paul, D.R., (1988). Thermal, Mechanical and Morphological Analyses of Poly (2,6-dimethyl-1,4-Phenylene oxide)/Styrene-Butadiene-Styrene Blends, Macromolecules, 21, 1678-1685.
- Wan, M., Zhu, W., Guo, J., Peng, Y., Deng, H., Jin, L., Liu, M. (2013). High open circuit voltage polymer solar cells with blend of MEH-PPV as donor and fumaronitrile derivate as acceptor. Synthetic Metals, 178, 22-26.
- Xie, F., Hu, W., Ding, L., Tian, K., Wua, Z., Li, L. (2017). Synthesis of microporous organic polymers via radical polymerization of fumaronitrile with divinylbenzene. Polym. Chem., 8, 6106-6111.
- Yilmaz E., (2022), Compatibilization of polyvinyl chloride - polymethyl methacrylate polymer blends with maleic anhydride-styrene-methyl methacrylate terpolymer J. Appl. Polym. Sci. 139(10), 51745.