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Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents

Year 2018, , 243 - 254, 30.09.2018
https://doi.org/10.21597/jist.428201

Abstract

In this work controlled radical polymerization (CRP) of methyl methacrylate was carried out in the

presence of the Poly(ethylene glycol)(PEG) xanthate reversible addition fragmentation (RAFT) chain transfer

agent designated as (CTA1) and (CTA2). Firstly, PEGs having different molecular weights (400 and 600 g/mol)

were reacted KOH and CS2 and the terminated 4-chloro benzoyl chloride to obtain PEG-xathates. RAFT agent

possessing PEG chain was used in the RAFT polymerization of MMA to yield PMMA-b-PEG-b-PMMA tri-block

copolymers which can be used in various potential applications. With the gravimetric follow of the reaction, the

control mechanism works well and the molecular weight has grown linearly. The structures of the synthesized

macro RAFT agents and polymers were characterized by 1H-NMR, 13C-NMR and FT-IR spectroscopic methods.

References

  • Ballard, N., M. Aguirre, A. Simula, J. R. Leiza, S. van Es and J. M. Asua (2017). "Nitroxide mediated suspension polymerization of methacrylic monomers." Chemical Engineering Journal 316: 655-662.
  • Barsbay, M. and O. Güven (2018). "Nanostructuring of polymers by controlling of ionizing radiation-induced free radical polymerization, copolymerization, grafting and crosslinking by RAFT mechanism." Radiation Physics and Chemistry.
  • Beija, M., J.-D. Marty and M. Destarac (2011). "RAFT/MADIX polymers for the preparation of polymer/inorganic nanohybrids." Progress in Polymer Science 36(7): 845-886.
  • Chmielarz, P. (2016). "Synthesis of α-d-glucose-based star polymers through simplified electrochemically mediated ATRP." Polymer 102: 192-198.
  • Foster, J. C., S. C. Radzinski, S. E. Lewis, M. B. Slutzker and J. B. Matson (2015). "Norbornene-containing dithiocarbamates for use in reversible addition–fragmentation chain transfer (RAFT) polymerization and ring-opening metathesis polymerization (ROMP)." Polymer 79: 205-211.
  • Fu, X., Y. Lei, B. Wu, X. Chen, J. Wang, C. Zhou and J. Lei (2017). "Molecular design and synthesis of acrylic resin film-forming materials with wide applicable temperature range via RAFT emulsion polymerization." Progress in Organic Coatings 104: 263-270.
  • Gu, R., W. Z. Xu and P. A. Charpentier (2014). "Synthesis of graphene-polystyrene nanocomposites via RAFT polymerization." Polymer 55(21): 5322-5331.
  • Hemp, S. T., A. E. Smith, W. C. Bunyard, M. H. Rubinstein and T. E. Long (2014). "RAFT polymerization of temperature- and salt-responsive block copolymers as reversible hydrogels." Polymer 55(10): 2325-2331.
  • Kermagoret, A. and D. Gigmes (2016). "Combined nitroxide mediated radical polymerization techniques for block copolymer synthesis." Tetrahedron 72(48): 7672-7685.
  • Li, J., C. Ding, Z. Zhang, J. Zhu and X. Zhu (2017). "Photo-induced reversible addition-fragmentation chain transfer (RAFT) polymerization of acrylonitrile at ambient temperature: A simple system to obtain high-molecular-weight polyacrylonitrile." Reactive and Functional Polymers 113: 1-5.
  • Liu, Y. and C. E. Hobbs (2018). "Phase-selectively soluble, polymer-supported salen catalyst prepared using atom transfer radical polymerization (ATRP)." Polymer 135: 25-29.
  • Ma'Radzi, A. H., S. Sugihara, S. Miura, N. Konegawa and Y. Maeda (2014). "Synthesis of thermoresponsive block and graft copolymers via the combination of living cationic polymerization and RAFT polymerization using a vinyl ether-type RAFT agent." Polymer 55(8): 1920-1930.
  • Neugebauer, D. (2015). "Two decades of molecular brushes by ATRP." Polymer 72: 413-421.
  • Nicolas, J., Y. Guillaneuf, C. Lefay, D. Bertin, D. Gigmes and B. Charleux (2013). "Nitroxide-mediated polymerization." Progress in Polymer Science 38(1): 63-235.Sütekin, S. D. and O. Güven (2018). "Radiation-induced controlled polymerization of acrylic acid by RAFT and RAFT-MADIX methods in protic solvents." Radiation Physics and Chemistry 142: 82-87.
  • West, A. G., C. Barner-Kowollik and S. Perrier (2010). "Poly(ethylene glycol) as a ‘green solvent’ for the RAFT polymerization of methyl methacrylate." Polymer 51(17): 3836-3842.
  • Yan, M., F.-Y. Lin and E. W. Cochran (2017). "Dynamics of hyperbranched polymers derived from acrylated epoxidized soybean oil." Polymer 125: 117-125.
  • Yang, L., Y. Luo, X. Liu and B. Li (2009). "RAFT miniemulsion polymerization of methyl methacrylate." Polymer 50(18): 4334-4342.
  • Yeole, N. and D. Hundiwale (2011). "Effect of hydrophilic macro-RAFT agent in surfactant-free emulsion polymerization." Colloids and Surfaces A: Physicochemical and Engineering Aspects 392(1): 329-334.

Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents

Year 2018, , 243 - 254, 30.09.2018
https://doi.org/10.21597/jist.428201

Abstract

In this work controlled radical polymerization (CRP) of methyl methacrylate was carried out in the

presence of the Poly(ethylene glycol)(PEG) xanthate reversible addition fragmentation (RAFT) chain transfer

agent designated as (CTA1) and (CTA2). Firstly, PEGs having different molecular weights (400 and 600 g/mol)

were reacted KOH and CS2 and the terminated 4-chloro benzoyl chloride to obtain PEG-xathates. RAFT agent

possessing PEG chain was used in the RAFT polymerization of MMA to yield PMMA-b-PEG-b-PMMA tri-block

copolymers which can be used in various potential applications. With the gravimetric follow of the reaction, the

control mechanism works well and the molecular weight has grown linearly. The structures of the synthesized

macro RAFT agents and polymers were characterized by 1H-NMR, 13C-NMR and FT-IR spectroscopic methods.

References

  • Ballard, N., M. Aguirre, A. Simula, J. R. Leiza, S. van Es and J. M. Asua (2017). "Nitroxide mediated suspension polymerization of methacrylic monomers." Chemical Engineering Journal 316: 655-662.
  • Barsbay, M. and O. Güven (2018). "Nanostructuring of polymers by controlling of ionizing radiation-induced free radical polymerization, copolymerization, grafting and crosslinking by RAFT mechanism." Radiation Physics and Chemistry.
  • Beija, M., J.-D. Marty and M. Destarac (2011). "RAFT/MADIX polymers for the preparation of polymer/inorganic nanohybrids." Progress in Polymer Science 36(7): 845-886.
  • Chmielarz, P. (2016). "Synthesis of α-d-glucose-based star polymers through simplified electrochemically mediated ATRP." Polymer 102: 192-198.
  • Foster, J. C., S. C. Radzinski, S. E. Lewis, M. B. Slutzker and J. B. Matson (2015). "Norbornene-containing dithiocarbamates for use in reversible addition–fragmentation chain transfer (RAFT) polymerization and ring-opening metathesis polymerization (ROMP)." Polymer 79: 205-211.
  • Fu, X., Y. Lei, B. Wu, X. Chen, J. Wang, C. Zhou and J. Lei (2017). "Molecular design and synthesis of acrylic resin film-forming materials with wide applicable temperature range via RAFT emulsion polymerization." Progress in Organic Coatings 104: 263-270.
  • Gu, R., W. Z. Xu and P. A. Charpentier (2014). "Synthesis of graphene-polystyrene nanocomposites via RAFT polymerization." Polymer 55(21): 5322-5331.
  • Hemp, S. T., A. E. Smith, W. C. Bunyard, M. H. Rubinstein and T. E. Long (2014). "RAFT polymerization of temperature- and salt-responsive block copolymers as reversible hydrogels." Polymer 55(10): 2325-2331.
  • Kermagoret, A. and D. Gigmes (2016). "Combined nitroxide mediated radical polymerization techniques for block copolymer synthesis." Tetrahedron 72(48): 7672-7685.
  • Li, J., C. Ding, Z. Zhang, J. Zhu and X. Zhu (2017). "Photo-induced reversible addition-fragmentation chain transfer (RAFT) polymerization of acrylonitrile at ambient temperature: A simple system to obtain high-molecular-weight polyacrylonitrile." Reactive and Functional Polymers 113: 1-5.
  • Liu, Y. and C. E. Hobbs (2018). "Phase-selectively soluble, polymer-supported salen catalyst prepared using atom transfer radical polymerization (ATRP)." Polymer 135: 25-29.
  • Ma'Radzi, A. H., S. Sugihara, S. Miura, N. Konegawa and Y. Maeda (2014). "Synthesis of thermoresponsive block and graft copolymers via the combination of living cationic polymerization and RAFT polymerization using a vinyl ether-type RAFT agent." Polymer 55(8): 1920-1930.
  • Neugebauer, D. (2015). "Two decades of molecular brushes by ATRP." Polymer 72: 413-421.
  • Nicolas, J., Y. Guillaneuf, C. Lefay, D. Bertin, D. Gigmes and B. Charleux (2013). "Nitroxide-mediated polymerization." Progress in Polymer Science 38(1): 63-235.Sütekin, S. D. and O. Güven (2018). "Radiation-induced controlled polymerization of acrylic acid by RAFT and RAFT-MADIX methods in protic solvents." Radiation Physics and Chemistry 142: 82-87.
  • West, A. G., C. Barner-Kowollik and S. Perrier (2010). "Poly(ethylene glycol) as a ‘green solvent’ for the RAFT polymerization of methyl methacrylate." Polymer 51(17): 3836-3842.
  • Yan, M., F.-Y. Lin and E. W. Cochran (2017). "Dynamics of hyperbranched polymers derived from acrylated epoxidized soybean oil." Polymer 125: 117-125.
  • Yang, L., Y. Luo, X. Liu and B. Li (2009). "RAFT miniemulsion polymerization of methyl methacrylate." Polymer 50(18): 4334-4342.
  • Yeole, N. and D. Hundiwale (2011). "Effect of hydrophilic macro-RAFT agent in surfactant-free emulsion polymerization." Colloids and Surfaces A: Physicochemical and Engineering Aspects 392(1): 329-334.
There are 18 citations in total.

Details

Primary Language English
Subjects Chemical Engineering
Journal Section Kimya / Chemistry
Authors

Mehmet Bağlan This is me 0000-0002-7089-7111

Ümit Yıldıko 0000-0001-8627-9038

İsmail Çakmak This is me 0000-0002-3191-7570

Ahmet Turan Tekeş 0000-0002-9942-7367

Publication Date September 30, 2018
Submission Date May 29, 2018
Acceptance Date July 6, 2018
Published in Issue Year 2018

Cite

APA Bağlan, M., Yıldıko, Ü., Çakmak, İ., Tekeş, A. T. (2018). Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents. Journal of the Institute of Science and Technology, 8(3), 243-254. https://doi.org/10.21597/jist.428201
AMA Bağlan M, Yıldıko Ü, Çakmak İ, Tekeş AT. Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents. Iğdır Üniv. Fen Bil Enst. Der. September 2018;8(3):243-254. doi:10.21597/jist.428201
Chicago Bağlan, Mehmet, Ümit Yıldıko, İsmail Çakmak, and Ahmet Turan Tekeş. “Synthesis of PMMA-B-PEG-B- PMMA by Controlled Polymerization Using Macro-RAFT Agents”. Journal of the Institute of Science and Technology 8, no. 3 (September 2018): 243-54. https://doi.org/10.21597/jist.428201.
EndNote Bağlan M, Yıldıko Ü, Çakmak İ, Tekeş AT (September 1, 2018) Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents. Journal of the Institute of Science and Technology 8 3 243–254.
IEEE M. Bağlan, Ü. Yıldıko, İ. Çakmak, and A. T. Tekeş, “Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents”, Iğdır Üniv. Fen Bil Enst. Der., vol. 8, no. 3, pp. 243–254, 2018, doi: 10.21597/jist.428201.
ISNAD Bağlan, Mehmet et al. “Synthesis of PMMA-B-PEG-B- PMMA by Controlled Polymerization Using Macro-RAFT Agents”. Journal of the Institute of Science and Technology 8/3 (September 2018), 243-254. https://doi.org/10.21597/jist.428201.
JAMA Bağlan M, Yıldıko Ü, Çakmak İ, Tekeş AT. Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents. Iğdır Üniv. Fen Bil Enst. Der. 2018;8:243–254.
MLA Bağlan, Mehmet et al. “Synthesis of PMMA-B-PEG-B- PMMA by Controlled Polymerization Using Macro-RAFT Agents”. Journal of the Institute of Science and Technology, vol. 8, no. 3, 2018, pp. 243-54, doi:10.21597/jist.428201.
Vancouver Bağlan M, Yıldıko Ü, Çakmak İ, Tekeş AT. Synthesis of PMMA-b-PEG-b- PMMA by controlled Polymerization Using Macro-RAFT Agents. Iğdır Üniv. Fen Bil Enst. Der. 2018;8(3):243-54.