Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives

Erdem Karabulut; Zafer Ömer Özdemir; Çiğdem Yolaçan; Yunus Sarıçay; Zeynep Mustafaeva

Year 2008, Volume: 36 Issue: 4, 319 - 328, 01.12.2008

Erdem Karabulut Zafer Ömer Özdemir Çiğdem Yolaçan Yunus Sarıçay Zeynep Mustafaeva

Abstract

References

1. Lavagnino, E. R., Chauvette, R. R., Cannon, W. N., Kornfield, E. C., Conidine-synthesis, polymerization and derivatives, J. Amer. Chem. Soc. 82, 2609, 1960.
2. Schulz, R.C., Schmidt, M., Schwarzenbach, E., Zöller, J., Some new polyelectrolytes, Macromol. Chem., Macromol. Symp. 26, 221- 231, 1989.
3. Zaikov, G.E., Livshits V.S., Biodegradable polymers for medical purposes, Khim.-farm. Zh., No. 4, 416-427, 1984.
4. Penczek, S., Cypryk, M., Duda, A., Kubisa, P., Slomkawski, S., Living ring-opening polymerizations of heterocyclic monomers, Prog. Polym. Sci. 32, 247, 2007.
5. Mühlbach, K., Schulz, R.C., Polymers of 1- Azabicyclooctane[4.2.0]. Part 3. Modification of polystyrene-block-poly-1- azabicyclooctane[4.2.0], Acta Polymer. 46, 130-133, 1995.
6. Nekrasov, A. V., Berestetskaya, T. Z., Kinetics and mechanism of copolymerization of conidine and β-propiolactone, Polymer Science U.S.S.R. 26, 1165, 1984.
7. Mühlbach, K., Schulz, R.C., Polymers of 1- azabicyclo[4.2.0]octane, 1, Structure of monomer and homopolymer, Makromol. Chem. 189, 1267, 1988.
8. Matyjaszewski, K., Cationic polymerization of 1-azabicyclo[4.2.0]octane 1, Alkylation, Makromol. Chem. 185, 37-49, 1984.
9. Kropachev, V. A., Polymerization of heterocycles related to biomedical polymers, Pure and Applied Chem., 48, 355-361, 1976.
10. Matyjaszewski, K., Szymanski, R., Kubisa, P., Penczek, ST., Ionic and covalent species in the cationic polymerization- equilibria and reactivities, Acta Polymer. 35, Nr. 1, 14, 1984.
11. Topuzoğulları, M., Çimen, N.S., Mustafaeva, Z., Mustafaev, M., Molecular-weight distribution and structural transformation in water-soluble complexes of poly(acrylic acid) and bovine serum albumine, Eur. Poly. Jour., 43, 2935- 2946, 2007.
12. Matyjaszewski, K. (Ed), Cationic Polymerizations: mechanisms, synthesis and applications, Marcel Dekker, Inc., 1996.
13. Mustafaev M.I., Mustafaeva Z., Bermek E., Osada Y., New amphiphilic immunogens by Cu2+-mediated complexes of water-born poly(N-isopropylacrylamide) and bovine serum albumin, J. Bioact. Compat. Polymers 13, 33- 49, 1998.

Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives

Year 2008, Volume: 36 Issue: 4, 319 - 328, 01.12.2008

Erdem Karabulut Zafer Ömer Özdemir Çiğdem Yolaçan Yunus Sarıçay Zeynep Mustafaeva

Abstract

In this study we offer a new method to synthesize positively charged poly 1-Azabicyclo[4.2.0]octane -common nameis polyconidine- and its water-soluble polyampholyte derivative synthesized with bromoacetic acid using microwaveirradiation as a model carrier system for biological macromolecules like peptides, proteins and etc 1-Azabicyclo[4.2.0]octane containing unsubstituted four-membered azetidine ring was synthesized using microwaveassisted synthesis method and used as monomer in cationic ring-opening polymerization. Different alkyl halide derivatives were used as initiators to start polymerization. Microwave-assisted synthesis of polyconidine derivatives was carried out by bromoacetic acid using microwave irradiation. Characterization of polyconidine and its derivatives was achieved by size-exclusion chromatography SEC with on line quadruple detection system, ATR FT-IR and UV Spectroscopy

Keywords

Polyconidine, microwave-assisted polymer synthesis, cationic ring-opening polymerization

References

1. Lavagnino, E. R., Chauvette, R. R., Cannon, W. N., Kornfield, E. C., Conidine-synthesis, polymerization and derivatives, J. Amer. Chem. Soc. 82, 2609, 1960.
2. Schulz, R.C., Schmidt, M., Schwarzenbach, E., Zöller, J., Some new polyelectrolytes, Macromol. Chem., Macromol. Symp. 26, 221- 231, 1989.
3. Zaikov, G.E., Livshits V.S., Biodegradable polymers for medical purposes, Khim.-farm. Zh., No. 4, 416-427, 1984.
4. Penczek, S., Cypryk, M., Duda, A., Kubisa, P., Slomkawski, S., Living ring-opening polymerizations of heterocyclic monomers, Prog. Polym. Sci. 32, 247, 2007.
5. Mühlbach, K., Schulz, R.C., Polymers of 1- Azabicyclooctane[4.2.0]. Part 3. Modification of polystyrene-block-poly-1- azabicyclooctane[4.2.0], Acta Polymer. 46, 130-133, 1995.
6. Nekrasov, A. V., Berestetskaya, T. Z., Kinetics and mechanism of copolymerization of conidine and β-propiolactone, Polymer Science U.S.S.R. 26, 1165, 1984.
7. Mühlbach, K., Schulz, R.C., Polymers of 1- azabicyclo[4.2.0]octane, 1, Structure of monomer and homopolymer, Makromol. Chem. 189, 1267, 1988.
8. Matyjaszewski, K., Cationic polymerization of 1-azabicyclo[4.2.0]octane 1, Alkylation, Makromol. Chem. 185, 37-49, 1984.
9. Kropachev, V. A., Polymerization of heterocycles related to biomedical polymers, Pure and Applied Chem., 48, 355-361, 1976.
10. Matyjaszewski, K., Szymanski, R., Kubisa, P., Penczek, ST., Ionic and covalent species in the cationic polymerization- equilibria and reactivities, Acta Polymer. 35, Nr. 1, 14, 1984.
11. Topuzoğulları, M., Çimen, N.S., Mustafaeva, Z., Mustafaev, M., Molecular-weight distribution and structural transformation in water-soluble complexes of poly(acrylic acid) and bovine serum albumine, Eur. Poly. Jour., 43, 2935- 2946, 2007.
12. Matyjaszewski, K. (Ed), Cationic Polymerizations: mechanisms, synthesis and applications, Marcel Dekker, Inc., 1996.
13. Mustafaev M.I., Mustafaeva Z., Bermek E., Osada Y., New amphiphilic immunogens by Cu2+-mediated complexes of water-born poly(N-isopropylacrylamide) and bovine serum albumin, J. Bioact. Compat. Polymers 13, 33- 49, 1998.

There are 13 citations in total.

Details

Primary Language	English
Journal Section	Research Article
Authors	Erdem Karabulut This is me Zafer Ömer Özdemir Çiğdem Yolaçan This is me Yunus Sarıçay This is me Zeynep Mustafaeva This is me
Publication Date	December 1, 2008
Published in Issue	Year 2008 Volume: 36 Issue: 4

Cite

APA	Karabulut, E., Özdemir, Z. Ö., Yolaçan, Ç., Sarıçay, Y., et al. (2008). Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives. Hacettepe Journal of Biology and Chemistry, 36(4), 319-328.
AMA	Karabulut E, Özdemir ZÖ, Yolaçan Ç, Sarıçay Y, Mustafaeva Z. Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives. HJBC. December 2008;36(4):319-328.
Chicago	Karabulut, Erdem, Zafer Ömer Özdemir, Çiğdem Yolaçan, Yunus Sarıçay, and Zeynep Mustafaeva. “Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives”. Hacettepe Journal of Biology and Chemistry 36, no. 4 (December 2008): 319-28.
EndNote	Karabulut E, Özdemir ZÖ, Yolaçan Ç, Sarıçay Y, Mustafaeva Z (December 1, 2008) Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives. Hacettepe Journal of Biology and Chemistry 36 4 319–328.
IEEE	E. Karabulut, Z. Ö. Özdemir, Ç. Yolaçan, Y. Sarıçay, and Z. Mustafaeva, “Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives”, HJBC, vol. 36, no. 4, pp. 319–328, 2008.
ISNAD	Karabulut, Erdem et al. “Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives”. Hacettepe Journal of Biology and Chemistry 36/4 (December 2008), 319-328.
JAMA	Karabulut E, Özdemir ZÖ, Yolaçan Ç, Sarıçay Y, Mustafaeva Z. Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives. HJBC. 2008;36:319–328.
MLA	Karabulut, Erdem et al. “Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives”. Hacettepe Journal of Biology and Chemistry, vol. 36, no. 4, 2008, pp. 319-28.
Vancouver	Karabulut E, Özdemir ZÖ, Yolaçan Ç, Sarıçay Y, Mustafaeva Z. Microwave-Assisted Synthesis and Characterization of Poly 1-Azabicyclo[4.2.0]octane and Its Water-Soluble Derivatives. HJBC. 2008;36(4):319-28.