Journals / Turkish Journal of Chemistry / 2017 / Cilt: 41 - Sayı: 2

Homopolymerization and synthesis of a new methacrylate monomer bearing a boron side group: characterization and determination of monomer reactivity ratios with styrene

Pages
209–220
Publication Date
2022-11-05
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Depending on copolymer composition, the glass transition temperatures of boron methacrylate-styrene copolymers were between 68.4 ◦ C and 81.5 ◦ C.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Boron methacrylate (BAc) monomer was synthesized via an esterification reaction.
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Key Findings & Data:Boric acid, neopentyl glycol, and 2-hydroxyethyl methacrylate (HEMA) were reacted to obtain boron-containing acrylic monomer.
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Conclusion & Impact:Depending on copolymer composition, the glass transition temperatures of boron methacrylate-styrene copolymers were between 68.4 ◦ C and 81.5 ◦ C.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

Boron methacrylate (BAc) monomer was synthesized via an esterification reaction. Boric acid, neopentyl glycol, and 2-hydroxyethyl methacrylate (HEMA) were reacted to obtain boron-containing acrylic monomer. Characterization was achieved by FT-IR, 13 C NMR, 1 H NMR, and 11 B NMR and the results for the synthesized monomer were compared to those for HEMA. Homopolymer and copolymers with styrene (St) were synthesized via free radical polymerization. The properties of the synthesized styrene copolymers were investigated using several techniques. Monomer reactivity ratios for the studied monomer pair were calculated using the extended Kelen T¨udos method. Copolymerization compositions and reactive ratios showed that the obtained copolymers had random characters. Thermal behaviors of the synthesized polymers were studied by thermal gravimetric analysis and differential scanning calorimetry methods. Boron methacrylate homopolymer showed one glass transition temperature at 73.7 ◦ C. Depending on copolymer composition, the glass transition temperatures of boron methacrylate-styrene copolymers were between 68.4 ◦ C and 81.5 ◦ C. Key words: B

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Cite This Article

ÇANAK, T. Ç., SERHATLI, İ. E., AKPINAR, S. (2022). Homopolymerization and synthesis of a new methacrylate monomer bearing a boron side group: characterization and determination of monomer reactivity ratios with styrene. Turkish Journal of Chemistry, Cilt: 41 - Sayı: 2, 209–220. https://ajindex.com/articles/601842

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References (17)

  1. Mart´ın, C.; Ronda, J. C.; C´adiz, V. Boron-containing novolac resins as flame retardant materials. Polym. Degrad. Stab. 2006, 91, 747-754
  2. Shen, K. K.; Griffin, T. S.: Zinc Borate as a Flame Retardant, Smoke Suppressant, and Afterglow Suppressant in Polymers. In Fire and Polymers; ACS Symposium Series 425; American Chemical Society, 1990; Vol. 425; pp 157-177
  3. Wilkie, C. A.; Morgan, A. B.; Editors. Fire Retardancy of Polymeric Materials, Second Edition; CRC Press: Boca Raton, FL, USA, 2010
  4. K¨oster, R. The Organic Chemistry of Boron, von W. Gerrard. Academic Press, London-New York 1961
  5. Aufl., X, 308 S., 28 Tab., geb. $ 2.15.0. Angew. Chem. 1963, 75, 696-696
  6. Kolel-Veetil, M. K.; Keller, T. M. In Macromolecules Containing Metal and Metal-Like Elements; Wiley: New York, NY, USA, 2006; pp 1-76
  7. J¨akle, F. Lewis acidic organoboron polymers. Coord. Chem. Rev. 2006, 250, 1107-1121
  8. Carr´e, F. H.; Corriu, R. J. P.; Deforth, T.; Douglas, W. E.; Siebert, W. S.; Weinmann, W. A boron-bridged tetrathiaporphyrinogen. Angew. Chem. Int. Ed. 1998, 37, 652-654
  9. Matsumi, N.; Chujo, Y. π-Conjugated organoboron polymers via the vacant p-orbital of the boron atom. Polym. J. (Tokyo, Jpn.) 2008, 40, 77-89
  10. Nicolas, M.; Fabre, B.; Simonet, J. Electrochemical sensing of fluoride and sugars with a boronic acid-substituted bipyridine Fe(II) complex in solution and attached onto an electrode surface. Electrochim. Acta 2001, 46, 1179- 1190
  11. Jaekle, F. Borylated polyolefins and their applications. J. Inorg. Organomet. Polym. Mater. 2005, 15, 293-307
  12. Cheng, F.; Jakle, F. Boron-containing polymers as versatile building blocks for functional nanostructured materials. Polym. Chem. 2011, 2, 2122-2132
  13. Ramakrishnan, S.; Chung, T. C. Poly(exo-5-hydroxynorbornene): a functional polymer using metathesis polymerization of an organoborane derivative. Macromol. 1989, 22, 3181-3183
  14. Branger, C.; Lequan, M.; Lequan, R. M.; Large, M.; Kajzar, F. Polyurethanes containing boron chromophores as sidechains for nonlinear optics. Chem. Phys. Lett. 1997, 272, 265-270
  15. Mayo, F. R.; Lewis, F. M. Copolymerization. I. A basis for comparing the behavior of monomers in copolymerization; the copolymerization of styrene and methyl methacrylate. J. Am. Chem. Soc. 1944, 66, 1594-1601
  16. Fineman, M.; Ross, S. D. Linear method for determining monomer reactivity ratios in copolymerization. J. Polym. Sci. 1950, 5, 259-262
  17. T¨udos, F.; Kelen, T.; F¨oldes-berezsnic