Skip to main content
Erschienen in: Polymer Bulletin 9/2019

13.11.2018 | Original Paper

Synthesis, characterization and rheological properties of epoxy monomers derived from bifunctional aromatic amines

verfasst von: Omar Dagdag, Azzouz Essamri, Lahoucine El Gana, Mehdi El Bouchti, Othman Hamed, Omar Cherkaoui, Shehdeh Jodeh, Ahmed El Harfi

Erschienen in: Polymer Bulletin | Ausgabe 9/2019

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Several new epoxy monomers were synthesized from glycidylation of functional aromatic amines containing hydroxyl or thiol groups. The epoxy monomers were triglycidyl-2-aminophenol, triglycidyl-2-aminothiophenol, tetraglycidyl-1,2-phenylenediamine and tetraglycidyl-4-methyl-1,2-phenylenediamine. The characterization of the epoxy monomers was carried out by FTIR and 1H NMR spectroscopy. Rheological properties of solutions of the epoxy monomers in ethanol were evaluated using an advanced rheometer. The effect of solution concentration and temperature on the viscosity of the epoxy solution was evaluated. The shear rheology study at various temperatures of the epoxy resins solutions in ethanol was carried out on solutions with concentrations ranges form 0.5 to 5 wt% and temperatures (20–70 °C). The results revealed that the tetra-functional epoxy resins behave as Newtonian liquids and its viscosity is independent on the shear rate. However, the solutions of tri-functional epoxy resins are non-Newtonian liquids, and their viscosities are shear rate dependent. The activation energy of the epoxy monomers was calculated from the Arrhenius equation using solution with concentrations ranges of 0.5–5 wt%.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Liu Y, Wilkinson A (2018) Rheological percolation behaviour and fracture properties of nanocomposites of MWCNTs and a highly crosslinked aerospace-grade epoxy resin system. Compos A Appl Sci Manuf 105:97–107CrossRef Liu Y, Wilkinson A (2018) Rheological percolation behaviour and fracture properties of nanocomposites of MWCNTs and a highly crosslinked aerospace-grade epoxy resin system. Compos A Appl Sci Manuf 105:97–107CrossRef
2.
Zurück zum Zitat Brantseva TV, Ilyin SO, Gorbunova IY, Antonov SV, Korolev YM, Kerber ML (2016) Epoxy reinforcement with silicate particles: rheological and adhesive properties. Part II: characterization of composites with halloysite. Int J Adhes Adhes 68:248–255CrossRef Brantseva TV, Ilyin SO, Gorbunova IY, Antonov SV, Korolev YM, Kerber ML (2016) Epoxy reinforcement with silicate particles: rheological and adhesive properties. Part II: characterization of composites with halloysite. Int J Adhes Adhes 68:248–255CrossRef
3.
Zurück zum Zitat Dayo AQ, Wang J, Wang AR, Lv D, Zegaoui A, Derradji M, Liu WB (2018) Mechanical and thermal properties of a room temperature curing epoxy resin and related hemp fibers reinforced composites using a novel in situ generated curing agent. Mater Chem Phys 203:293–301CrossRef Dayo AQ, Wang J, Wang AR, Lv D, Zegaoui A, Derradji M, Liu WB (2018) Mechanical and thermal properties of a room temperature curing epoxy resin and related hemp fibers reinforced composites using a novel in situ generated curing agent. Mater Chem Phys 203:293–301CrossRef
4.
Zurück zum Zitat Tao Z, Yang S, Ge Z, Chen J, Fan L (2007) Synthesis and properties of novel fluorinated epoxy resins based on 1,1-bis (4-glycidylesterphenyl)-1-(3′-trifluoromethylphenyl)-2,2,2-trifluoroethane. Eur Polym J 43(2):550–560CrossRef Tao Z, Yang S, Ge Z, Chen J, Fan L (2007) Synthesis and properties of novel fluorinated epoxy resins based on 1,1-bis (4-glycidylesterphenyl)-1-(3′-trifluoromethylphenyl)-2,2,2-trifluoroethane. Eur Polym J 43(2):550–560CrossRef
5.
Zurück zum Zitat Atta AM, Mansour R, Abdou MI, El-Sayed AM (2005) Synthesis and characterization of tetra-functional epoxy resins from rosin. J Polym Res 12(2):127–138CrossRef Atta AM, Mansour R, Abdou MI, El-Sayed AM (2005) Synthesis and characterization of tetra-functional epoxy resins from rosin. J Polym Res 12(2):127–138CrossRef
6.
Zurück zum Zitat Ozgul EO, Ozkul MH (2018) Effects of epoxy, hardener, and diluent types on the workability of epoxy mixtures. Constr Build Mater 158:369–377CrossRef Ozgul EO, Ozkul MH (2018) Effects of epoxy, hardener, and diluent types on the workability of epoxy mixtures. Constr Build Mater 158:369–377CrossRef
7.
Zurück zum Zitat Flint S, Markle T, Thompson S, Wallace E (2012) Bisphenol A exposure, effect and policy: a wildlife perspective. J Environ Manag 104:19–34CrossRef Flint S, Markle T, Thompson S, Wallace E (2012) Bisphenol A exposure, effect and policy: a wildlife perspective. J Environ Manag 104:19–34CrossRef
8.
Zurück zum Zitat Niedermann P, Szebenyi G, Toldy A (2015) Novel high glass temperature sugar-based epoxy resins: characterization and comparison to mineral oil-based aliphatic and aromatic resins. Express Polym Lett 9(2):85–94CrossRef Niedermann P, Szebenyi G, Toldy A (2015) Novel high glass temperature sugar-based epoxy resins: characterization and comparison to mineral oil-based aliphatic and aromatic resins. Express Polym Lett 9(2):85–94CrossRef
10.
Zurück zum Zitat Srivastava N, Burns MA (2006) Analysis of non-Newtonian liquids using a microfluidic capillary viscometer. Anal Chem 78(5):1690–1696CrossRefPubMed Srivastava N, Burns MA (2006) Analysis of non-Newtonian liquids using a microfluidic capillary viscometer. Anal Chem 78(5):1690–1696CrossRefPubMed
11.
Zurück zum Zitat Gent AN (1960) Theory of the parallel plate viscometer. Br J Appl Phys 11(2):85CrossRef Gent AN (1960) Theory of the parallel plate viscometer. Br J Appl Phys 11(2):85CrossRef
12.
Zurück zum Zitat Cho YI, Hartnett JP, Lee WY (1984) Non-Newtonian viscosity measurements in the intermediate shear rate range with the falling-ball viscometer. J Non-Newton Fluid Mech 15(1):61–74CrossRef Cho YI, Hartnett JP, Lee WY (1984) Non-Newtonian viscosity measurements in the intermediate shear rate range with the falling-ball viscometer. J Non-Newton Fluid Mech 15(1):61–74CrossRef
13.
Zurück zum Zitat Kim H, Cho YI, Lee DH, Park CM, Moon HW, Hur M et al (2013) Analytical performance evaluation of the scanning capillary tube viscometer for measurement of whole blood viscosity. Clin Biochem 46(1–2):139–142CrossRefPubMed Kim H, Cho YI, Lee DH, Park CM, Moon HW, Hur M et al (2013) Analytical performance evaluation of the scanning capillary tube viscometer for measurement of whole blood viscosity. Clin Biochem 46(1–2):139–142CrossRefPubMed
14.
Zurück zum Zitat Krieger IM (1968) Shear rate in the Couette viscometer. Trans Soc Rheol 12(1):5–11CrossRef Krieger IM (1968) Shear rate in the Couette viscometer. Trans Soc Rheol 12(1):5–11CrossRef
17.
Zurück zum Zitat Fetouaki S, Elharfi A, Belkebir L (2002) Synthèse d’une nouvelle résine époxyde à base du 2,2′-dihydroxydiphényle. Eur Polym J 38(4):787–793CrossRef Fetouaki S, Elharfi A, Belkebir L (2002) Synthèse d’une nouvelle résine époxyde à base du 2,2′-dihydroxydiphényle. Eur Polym J 38(4):787–793CrossRef
18.
Zurück zum Zitat Liu X, Shao Y, Zhang Y, Meng G, Zhang T, Wang F (2015) Using high-temperature mechanochemistry treatment to modify iron oxide and improve the corrosion performance of epoxy coating—I. High-temperature ball milling treatment. Corros Sci 90:451–462CrossRef Liu X, Shao Y, Zhang Y, Meng G, Zhang T, Wang F (2015) Using high-temperature mechanochemistry treatment to modify iron oxide and improve the corrosion performance of epoxy coating—I. High-temperature ball milling treatment. Corros Sci 90:451–462CrossRef
19.
Zurück zum Zitat Ollier RP, Penoff ME, Alvarez VA (2016) Microencapsulation of epoxy resins: optimization of synthesis conditions. Colloids Surf A 511:27–38CrossRef Ollier RP, Penoff ME, Alvarez VA (2016) Microencapsulation of epoxy resins: optimization of synthesis conditions. Colloids Surf A 511:27–38CrossRef
20.
Zurück zum Zitat Yu Z, Di H, Ma Y, Lv L, Pan Y, Zhang C, He Y (2015) Fabrication of graphene oxide–alumina hybrids to reinforce the anti-corrosion performance of composite epoxy coatings. Appl Surf Sci 351:986–996CrossRef Yu Z, Di H, Ma Y, Lv L, Pan Y, Zhang C, He Y (2015) Fabrication of graphene oxide–alumina hybrids to reinforce the anti-corrosion performance of composite epoxy coatings. Appl Surf Sci 351:986–996CrossRef
21.
Zurück zum Zitat Liu F, Yin M, Xiong B, Zheng F, Mao W, Chen Z et al (2014) Evolution of microstructure of epoxy coating during UV degradation progress studied by slow positron annihilation spectroscopy and electrochemical impedance spectroscopy. Electrochim Acta 133:283–293CrossRef Liu F, Yin M, Xiong B, Zheng F, Mao W, Chen Z et al (2014) Evolution of microstructure of epoxy coating during UV degradation progress studied by slow positron annihilation spectroscopy and electrochemical impedance spectroscopy. Electrochim Acta 133:283–293CrossRef
22.
Zurück zum Zitat Fetouaki S, Elharfi A, Belkebir L (2002) Synthèse d’une nouvelle résine époxyde à base du 2,2′-dihydroxydiphényle. Eur Polym J 38(4):787–793CrossRef Fetouaki S, Elharfi A, Belkebir L (2002) Synthèse d’une nouvelle résine époxyde à base du 2,2′-dihydroxydiphényle. Eur Polym J 38(4):787–793CrossRef
23.
Zurück zum Zitat Jing C, Lei Y, Jieping Z, Sidong L, Yongjun C, Kui X (2013) Drying kinetics and cross-linking of sulfur prevulcanized thick natural rubber latex film. Rubber Chem Technol 86(1):57–67CrossRef Jing C, Lei Y, Jieping Z, Sidong L, Yongjun C, Kui X (2013) Drying kinetics and cross-linking of sulfur prevulcanized thick natural rubber latex film. Rubber Chem Technol 86(1):57–67CrossRef
24.
Zurück zum Zitat El Hamdaoui L, El Bouchti M, El Moussaouiti M (2018) Comparison of rheological properties of kraft and microcrystalline cellulose dissolved in lithium chloride/N,N-dimethylacetamide. Polym Bull 75(2):769–779CrossRef El Hamdaoui L, El Bouchti M, El Moussaouiti M (2018) Comparison of rheological properties of kraft and microcrystalline cellulose dissolved in lithium chloride/N,N-dimethylacetamide. Polym Bull 75(2):769–779CrossRef
Metadaten
Titel
Synthesis, characterization and rheological properties of epoxy monomers derived from bifunctional aromatic amines
verfasst von
Omar Dagdag
Azzouz Essamri
Lahoucine El Gana
Mehdi El Bouchti
Othman Hamed
Omar Cherkaoui
Shehdeh Jodeh
Ahmed El Harfi
Publikationsdatum
13.11.2018
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 9/2019
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-018-2607-4

Weitere Artikel der Ausgabe 9/2019

Polymer Bulletin 9/2019 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.