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  • 1 Department of Polymer Chemistry, Faculty of Chemistry, MCS University, Gliniana 33 Street, 20-614, Lublin, Poland
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Abstract

The series of highly crosslinked, hydrophilic stable spherical microspheres based on the new aromatic tetrafunctional methacrylate monomers and divinylbenzene (DVB) were prepared by emulsion–suspension polymerization in the presence of pore-forming diluents (toluene/decan-1-ol). The new monomers were generated by treatment of epoxides derived from various diphenols: naphthalene-2,7-diol (NAF-2,7) naphthalene-2,3-diol (NAF-2,3), bis(4-hydroxyphenyl)methanone (BEP) or 4,4′-thiodiphenol (BES), and epichlorohydrin with methacrylic acid. The copolymerization process of new methacrylate monomers with DVB was carried out at constant mole ratio of methacrylate monomers: DVB (1:1) and constant volume ratio of pore-forming diluents to monomers (1:1) using α,α′-azoisobisbutyronitrile (AIBN) as initiator. The effect of the structure of new methacrylate monomers on the surface appearance, porous structure, swelling behavior in polar, and non-polar diluents as well as thermal properties of obtained copolymer beads was evaluated. The obtained results confirmed that the monomer’s structure considerably influenced on the microspheres characteristic. In general, higher swelling properties of dimethacrylic/divinylbenzene copolymers were observed in polar diluents due to the presence of polar groups: hydroxyl and ester groups in copolymer’s structure. Moreover, both the swelling properties of dimethacrylic/divinylbenzene copolymers as well as thermal properties studied by DSC and TG analysis confirmed that diacrylic/divinylbenzene copolymers described in previous article were more crosslinked compared to those actually studied. It was attributed to the presence of additional groups (methyl groups) in dimethacrylic/divinylbenzene copolymer’s structure and thus producing of more flexible polymeric networks due to the steric hindrance.

  • 1. Hradil, J, Wojaczyńska, M, Svec, F, Kolarz, BN 1986 Sorption of phenols on macroporous methacrylate copolymers containing ethyleneamine groups. React Polym 4:277283.

    • Search Google Scholar
    • Export Citation
  • 2. Narasimhaswamy, T, Reddy, BSR 1991 Phenyl acrylates and divinylbenzene cross-linked copolymers as basic novel supports: synthesis and characterization. J Appl Polym Sci 43:16451657 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 3. Azanova, VV, Hradil, J 1999 Sorption properties of macroporous and hypercrosslinked copolymers. React Funct Polym 41:163175 .

  • 4. Smigol, V, Svec, F 1992 Synthesis and properties of uniform beads based on macroporous copolymer glycidyl methacrylate-ethylene dimethacrylate: a way to improve separation media for HPLC. J Appl Polym Sci 46:14391448 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 5. Smigol, V, Svec, F 1993 Preparation and properties of uniform beads based on macroporous glycidyl methacrylate-ethylene dimethacrylate copolymers: use of chain transfer agent for control of pore-size distribution. J Appl Polym Sci 48:20332039 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 6. Gawdzik, B, Gawdzik, J, Czerwińska-Bil, U 1988 Copolymer of di(methacryloyloxymethyl) naphthalene and divinylbenzene as a column parking for high-performance liquid chromatography. Chromatographia 26:399407 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 7. Gawdzik, B, Osypiuk, J 2000 Reversed-phase high-performance liquid chromatography on porous copolymers of different chemical structure. J Chromatogr A 898:1321 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 8. Gawdzik, B, Podkościelna, B 2005 An influence of diluent composition on the porous structure of 4,4′-diphenyl dimethacrylate-divinylbenzene copolymers. Annales UMCS LX:282295.

    • Search Google Scholar
    • Export Citation
  • 9. Gawdzik, B, Podkościelna, B, Bartnicki, A 2006 Synthesis, structure and properties of new methacrylic derivatives of naphthalene-2, 3-diol. J Appl Polym Sci 102:18861895 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 10. Podkościelna, B, Gawdzik, B, Bartnicki, A 2006 Use of a new methacrylic monomer, 4, 4′-di(2-hydroxy-3-methacryloyloxypropoxy)benzophenone in the synthesis of porous microspheres. J Polym Sci Part A Polym Chem 44:70147026 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 11. LC de Santa Maria Aguiar, MRMP, D’Elia, P, Ferreira, LO, Wang, SH 2007 The incorporation of polar monomers in copolymers based on styrene and divinylbenzene obtained from glycerol suspension polymerization. Mater Lett 61:160164 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 12. Ishizu, K Synthesis and structural ordering of core-shell polymer microspheres. Prog Polym Sci 1998 23:13831408 .

  • 13. Luciani, A, Coccoli, V, Orsi, S, Ambrosio, L, Netti, PA 2008 PCL microspheres based functional scaffolds by bottom-up approach with predefined microstructural properties and release profiles. Biomaterials 29:48004807 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 14. Guo G , Huang Y, Zhang Y-Y, Zhu L-R, Zhang B-L. Curing behavior of epoxy resins with a series of novel curing agents containing 4,4′-biphenyl and varying methylene units. J Therm Anal Calorim. doi: .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 15. Vijayakumar CT , Surender R, Rajakumar K, Alam S. Synthesis and thermal studies of bisphenol-A based bismaleimide. Effect of nanoclays. J Therm Anal Calorim. doi: .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 16. Worzakowska M . Curing reaction of unsaturated (epoxy) polyesters based on different aliphatic glycols. J Therm Anal Calorim. doi: .

  • 17. González M ., Cabanelas JC, Pozuelo J, Baselga J. Preparation of cycloaliphatic epoxy hybrids with non-conventional amine-curing agents. J Therm Anal Calorim. doi: .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 18. Rzączyńska Z , Kula A, Sienkiewicz-Gromiuk J, Szybiak A. Synthesis, spectroscopic and thermal studies of 2,3-naphthalenedicarboxylates of rare earth elements. J Therm Anal Calorim. doi: .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 19. Podkościelna, B, Worzakowska, M 2010 Synthesis, characterization and thermal properties of diacrylic/divinylbenzene copolymers. J Therm Anal Calorim 101:235241 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 20. Podkościelna, B, Bartnicki, A, Gawdzik, B 2009 Porous microspheres, copolymers of bis[4-(2-hydroxy-3-methacryloyloxypropoxy)- phenyl]sulfide and divinylbenzene as stationary phase for HPLC. J Appl Polym Sci 11:12571267 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 21. Podkościelna, B, Gawdzik, B 2010 Influence of diluent compositions on the porous structure of methacrylate derivatives of aromatic diols and divinylbenzene. Appl Surf Sci 256:24622467 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 22. Tuncel, A, Pişkin, E 1996 Nonswellable and swellable poly(EGDMA) microspheres. J Appl Polym Sci 62:789798 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 23. Kesenci, K, Tuncel, A, Pişkin, E 1996 Swellable ethylene glycol dimethacrylate-hydroxyethylmethacrylate copolymer beads. React Funct Polym 31:137147 .

    • Crossref
    • Search Google Scholar
    • Export Citation

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  • SJR Hirsch-Index (2019): 87
  • SJR Quartile Score (2019): Q3 Condensed Matter Physics
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  • Impact Factor (2018): 2.471
  • Scimago Journal Rank (2018): 0.634
  • SJR Hirsch-Index (2018): 78
  • SJR Quartile Score (2018): Q2 Condensed Matter Physics
  • SJR Quartile Score (2018): Q2 Physical and Theoretical Chemistry

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Journal of Thermal Analysis and Calorimetry
Language English
Size A4
Year of
Foundation
1969
Volumes
per Year
4
Issues
per Year
24
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 1388-6150 (Print)
ISSN 1588-2926 (Online)

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