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Synthesis and characterization of Nylon3

Year 2014, Volume: 42 Issue: 1, 41 - 47, 01.03.2014

Abstract

Nylon3 was prepared through base-catalayzed hydrogen transfer polymerization of acrylamide. The polymer was fully characterized by FTIR, FT-Raman, 1H-NMR, 13C-NMR, DSC, TGA, XRD, MALDI-MS, and end-group analyses. Glass transition temperature, thermal degradation temperature, d-space values, crystallinity, average molecular weights and polydispersity of nylon3 obtained were determined. Initiation, propagation and termination mechanisms of base-catalyzed hydrogen transfer polymerization of acrylamide were proposed using the structural analyses of nylon3 obtained.

References

  • J. Masamoto, K. Sasguri, C. Ohizumi, K. Yamaguchi, H. Kobayashi, A new Synthetic Fiber Made of Nylon3, J. Appl. Polym. Sci., 14 (1970) 667.
  • J. Masamoto, Nylon3, Rep. Prog Polym Phys J., 43 (2000) 867. Mne 2002 28 Nylon3 37-40 124 348 359 37
  • Scheme 2. The mechanism proposed for base-catalyzed hydrogen transfer polymerization of acrylamide to yield nylon3
  • F. Yamamoto, T. Misumi, Preparation of poly-b-alanine from acrylamide, US Pat. 5,015,707, (1991) assigned to Asahi Chemical.
  • D.S. Breslow, G.E. Hulse, A.S. Matlack, Synthesis of poly-p-alanine from acrylamide. A novel synthesis of a-Alanine J. Am. Chem. Soc., 79 (1957) 3760.
  • J. Masamoto, K. Sasguri, C. Ohizumi, H. Kobayashi, Polymorphic Forms of Nylon3, J. Polym. Sci., 8 (1970) 1703.
  • N. Ogata, The transition polymerization of acrylamide in the presence of Grignard reagents, J. Polym. Sci., 46 (1960) 271.
  • H. Tani, N. Oguni, T. Araki, Initiation reaction in the strong base catalyzed polymerization of acrylamide Makromol. Chem., 76 (1963) 82.
  • G. Camino, M. Guaita, L. Trossarelli, Chain growth in the base catalyzed hydrogen transfer polymerization of acrylamide to poly-b-alanine. Makromol. Chem.,136 (1970) 155.
  • J.D. Glickson, J. Applequist, Chain branching in poly- b-alanine. Macromolecules, 2 (1969) 628.
  • U. Morgenstein, W. Berger, Studies on polyamide3- synthesis, characterization and properties. Makromol. Chem., 193 (1992) 2561.
  • K. Ree, Y. Minoura, Polymerization of b-aminopropio- nitrile. Makromol. Chem., 177 (1976) 2897.
  • M. Frankel, Y. Liwschitz, A. Zilkha, Nylon-3 by Polycon- densation of betaalanylchloride, J. Am. Chem. Soc., 76 (1954) 2814.
  • P. J. Hendra, F. V. Maddams, I. A. M. Royaud, H. A. Willis, V. Zichy, The application of Fourier transform Raman Spectroscopy to the identification and characterization of polyamides- I. single number nylons, Spectrochim Acta., 46A (1990) 747.
  • J.D. Glickson, J. Applequist, The conformation of poly- p-alanine in aqueous solution from proton magnetic resonance and deuterium exchange studies. J. Am. Chem. Soc., 93 (1971) 3276.
  • G. Camino, M. Guaita. A DTA Study of crystallization on heating of branched poly(imino(1-oxotrimethylene)), Nylon3, Euro. Polym. J., 13 (1977) 903.
  • H. Wexler, Migrational Polymerization of Methacryl- amide, Makromol. Chem., 115 (1968) 262.

Naylon3 sentezi ve karakterizasyonu

Year 2014, Volume: 42 Issue: 1, 41 - 47, 01.03.2014

Abstract

N aylon3 akrilamitin baz katalizli hidrojen transfer polimerizasyonu ile hazırlandı. Polimer FTIR, FT-Raman, 1H-NMR, 13C-NMR, DSC, TGA, XRD, MALDI-MS ve uç grup analizleri ile tamamen karakterize edildi. Camsı geçiş sıcaklığı, termal bozunma sıcaklığı, kristal yüzdesi, d-boşluk değerleri, ortalama molekül kütlesi ve polidispersitesi belirlendi. Akrilamitin hidrojen transfer polimerizasyonunun başlama, büyüme ve sonlanma basamakları elde edilen naylon3 polimerinin yapısal analizi kullanılarak önerildi

References

  • J. Masamoto, K. Sasguri, C. Ohizumi, K. Yamaguchi, H. Kobayashi, A new Synthetic Fiber Made of Nylon3, J. Appl. Polym. Sci., 14 (1970) 667.
  • J. Masamoto, Nylon3, Rep. Prog Polym Phys J., 43 (2000) 867. Mne 2002 28 Nylon3 37-40 124 348 359 37
  • Scheme 2. The mechanism proposed for base-catalyzed hydrogen transfer polymerization of acrylamide to yield nylon3
  • F. Yamamoto, T. Misumi, Preparation of poly-b-alanine from acrylamide, US Pat. 5,015,707, (1991) assigned to Asahi Chemical.
  • D.S. Breslow, G.E. Hulse, A.S. Matlack, Synthesis of poly-p-alanine from acrylamide. A novel synthesis of a-Alanine J. Am. Chem. Soc., 79 (1957) 3760.
  • J. Masamoto, K. Sasguri, C. Ohizumi, H. Kobayashi, Polymorphic Forms of Nylon3, J. Polym. Sci., 8 (1970) 1703.
  • N. Ogata, The transition polymerization of acrylamide in the presence of Grignard reagents, J. Polym. Sci., 46 (1960) 271.
  • H. Tani, N. Oguni, T. Araki, Initiation reaction in the strong base catalyzed polymerization of acrylamide Makromol. Chem., 76 (1963) 82.
  • G. Camino, M. Guaita, L. Trossarelli, Chain growth in the base catalyzed hydrogen transfer polymerization of acrylamide to poly-b-alanine. Makromol. Chem.,136 (1970) 155.
  • J.D. Glickson, J. Applequist, Chain branching in poly- b-alanine. Macromolecules, 2 (1969) 628.
  • U. Morgenstein, W. Berger, Studies on polyamide3- synthesis, characterization and properties. Makromol. Chem., 193 (1992) 2561.
  • K. Ree, Y. Minoura, Polymerization of b-aminopropio- nitrile. Makromol. Chem., 177 (1976) 2897.
  • M. Frankel, Y. Liwschitz, A. Zilkha, Nylon-3 by Polycon- densation of betaalanylchloride, J. Am. Chem. Soc., 76 (1954) 2814.
  • P. J. Hendra, F. V. Maddams, I. A. M. Royaud, H. A. Willis, V. Zichy, The application of Fourier transform Raman Spectroscopy to the identification and characterization of polyamides- I. single number nylons, Spectrochim Acta., 46A (1990) 747.
  • J.D. Glickson, J. Applequist, The conformation of poly- p-alanine in aqueous solution from proton magnetic resonance and deuterium exchange studies. J. Am. Chem. Soc., 93 (1971) 3276.
  • G. Camino, M. Guaita. A DTA Study of crystallization on heating of branched poly(imino(1-oxotrimethylene)), Nylon3, Euro. Polym. J., 13 (1977) 903.
  • H. Wexler, Migrational Polymerization of Methacryl- amide, Makromol. Chem., 115 (1968) 262.
There are 17 citations in total.

Details

Primary Language English
Journal Section Research Article
Authors

Efkan Çatıker This is me

Olgun Güven This is me

Bekir Salih This is me

Özdemir Özarslan This is me

Publication Date March 1, 2014
Published in Issue Year 2014 Volume: 42 Issue: 1

Cite

APA Çatıker, E., Güven, O., Salih, B., Özarslan, Ö. (2014). Synthesis and characterization of Nylon3. Hacettepe Journal of Biology and Chemistry, 42(1), 41-47.
AMA Çatıker E, Güven O, Salih B, Özarslan Ö. Synthesis and characterization of Nylon3. HJBC. March 2014;42(1):41-47.
Chicago Çatıker, Efkan, Olgun Güven, Bekir Salih, and Özdemir Özarslan. “Synthesis and Characterization of Nylon3”. Hacettepe Journal of Biology and Chemistry 42, no. 1 (March 2014): 41-47.
EndNote Çatıker E, Güven O, Salih B, Özarslan Ö (March 1, 2014) Synthesis and characterization of Nylon3. Hacettepe Journal of Biology and Chemistry 42 1 41–47.
IEEE E. Çatıker, O. Güven, B. Salih, and Ö. Özarslan, “Synthesis and characterization of Nylon3”, HJBC, vol. 42, no. 1, pp. 41–47, 2014.
ISNAD Çatıker, Efkan et al. “Synthesis and Characterization of Nylon3”. Hacettepe Journal of Biology and Chemistry 42/1 (March 2014), 41-47.
JAMA Çatıker E, Güven O, Salih B, Özarslan Ö. Synthesis and characterization of Nylon3. HJBC. 2014;42:41–47.
MLA Çatıker, Efkan et al. “Synthesis and Characterization of Nylon3”. Hacettepe Journal of Biology and Chemistry, vol. 42, no. 1, 2014, pp. 41-47.
Vancouver Çatıker E, Güven O, Salih B, Özarslan Ö. Synthesis and characterization of Nylon3. HJBC. 2014;42(1):41-7.

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