Skip to main content
Erschienen in: Colloid and Polymer Science 8/2015

01.08.2015 | Original Contribution

Suspension “click” polymerizations: thiol-ene polymer particles prepared with natural gum stabilizers

verfasst von: Olivia Z. Durham, Devon A. Shipp

Erschienen in: Colloid and Polymer Science | Ausgabe 8/2015

Einloggen

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

search-config
loading …

Abstract

The impact of different natural gum species employed as stabilizers in the suspension photopolymerization of water-borne thiol-ene polymer particles is reported. The focus of analysis was on how hydrocolloids impact the synthesis of polymer particles prepared using a “click” thiol-ene polymerization approach. The use of renewable and naturally occurring gums as particle stabilizers provide a shift toward greener methods of polymer particle synthesis. The natural gum species examined include gum Arabic, guar gum, and xanthan gum. In particular, gum Arabic was examined in thiol-ene particle synthesis due to inherent colloidal stabilizing properties that allow it to be utilized at concentrations comparable to synthetic stabilizers (1 wt% or greater). The use of these naturally occurring polysaccharides led to the development of spherical, cross-linked thiol-ene polymer particles in the size range of several micrometers to hundreds of micrometers. Polymer particle synthesis was completed within minutes via photopolymerization. Parameters examined include variation of natural gum species, natural gum concentration, monomer content, and stabilizer solution viscosity. Thiol-ene polymer particles can be successfully developed at very low stabilizer concentrations (0.005–0.5 wt%) due to the unique viscosity-enhancing properties of natural gum solutions compared to reactions stabilized by synthetic surfactant stabilizers.

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!

Anhänge
Nur mit Berechtigung zugänglich
Literatur
1.
Zurück zum Zitat Davidson RL. Handbook of water-soluble gums and resins; McGraw-Hill, 1980. Davidson RL. Handbook of water-soluble gums and resins; McGraw-Hill, 1980.
2.
Zurück zum Zitat Bouyer E, Mekhloufi G, Rosilio V, Grossiord J-L, Agnely F (2012) Proteins, polysaccharides, and their complexes used as stabilizers for emulsions: alternatives to synthetic surfactants in the pharmaceutical field? Int J Pharm 436:359–378CrossRef Bouyer E, Mekhloufi G, Rosilio V, Grossiord J-L, Agnely F (2012) Proteins, polysaccharides, and their complexes used as stabilizers for emulsions: alternatives to synthetic surfactants in the pharmaceutical field? Int J Pharm 436:359–378CrossRef
3.
Zurück zum Zitat Dickinson E (2009) Hydrocolloids as emulsifiers and emulsion stabilizers. Food Hydrocolloid 23:1473–1482CrossRef Dickinson E (2009) Hydrocolloids as emulsifiers and emulsion stabilizers. Food Hydrocolloid 23:1473–1482CrossRef
4.
Zurück zum Zitat Bouyer E, Mekhloufi G, Potier IL, du Fou de Kerdaniel T, Grossiord J-L, Rosilio V, Agnely F (2011) Stabilization mechanism of oil-in-water emulsions by β-lactoglobulin and gum arabic. J Colloid Interf Sci 354:467–477CrossRef Bouyer E, Mekhloufi G, Potier IL, du Fou de Kerdaniel T, Grossiord J-L, Rosilio V, Agnely F (2011) Stabilization mechanism of oil-in-water emulsions by β-lactoglobulin and gum arabic. J Colloid Interf Sci 354:467–477CrossRef
5.
Zurück zum Zitat Dickinson E (2003) Hydrocolloids at interfaces and the influence on the properties of dispersed systems. Food Hydrocolloid 17:25–39CrossRef Dickinson E (2003) Hydrocolloids at interfaces and the influence on the properties of dispersed systems. Food Hydrocolloid 17:25–39CrossRef
6.
Zurück zum Zitat Lazaridis N, Alexopoulos AH, Chatzi EG, Kiparissides C (1999) Steric stabilization in emulsion polymerization using oligomeric nonionic surfactants. Chem Eng Sci 54:3251–3261CrossRef Lazaridis N, Alexopoulos AH, Chatzi EG, Kiparissides C (1999) Steric stabilization in emulsion polymerization using oligomeric nonionic surfactants. Chem Eng Sci 54:3251–3261CrossRef
7.
Zurück zum Zitat Ogaji IJ, Nep EI, Audu-Peter JD (2011) Advances in natural polymers as pharmaceutical excipients. Pharm Anal Acta 3:1–16 Ogaji IJ, Nep EI, Audu-Peter JD (2011) Advances in natural polymers as pharmaceutical excipients. Pharm Anal Acta 3:1–16
8.
Zurück zum Zitat Wang B, L-j W, Li D, Adhikari B, Shi J (2011) Effect of gum arabic on stability of oil-in-water emulsion stabilized by flaxseed and soybean protein. Carbohyd Polym 86:343–351CrossRef Wang B, L-j W, Li D, Adhikari B, Shi J (2011) Effect of gum arabic on stability of oil-in-water emulsion stabilized by flaxseed and soybean protein. Carbohyd Polym 86:343–351CrossRef
9.
Zurück zum Zitat Gokmen MT, DuPrez FE (2012) Porous polymer particles—a comprehensive guide to synthesis, characterization, functionalization, and applications. Prog Polym Sci 37:365–405CrossRef Gokmen MT, DuPrez FE (2012) Porous polymer particles—a comprehensive guide to synthesis, characterization, functionalization, and applications. Prog Polym Sci 37:365–405CrossRef
10.
Zurück zum Zitat Rao JP, Geckeler KE (2011) Polymer nanoparticles: preparation techniques and size-control parameters. Prog Polym Sci 36:887–913CrossRef Rao JP, Geckeler KE (2011) Polymer nanoparticles: preparation techniques and size-control parameters. Prog Polym Sci 36:887–913CrossRef
11.
Zurück zum Zitat Arshady R (1992) Suspension, emulsion, and dispersion polymerization: a methodological survey. Colloid Polym Sci 270:717–732CrossRef Arshady R (1992) Suspension, emulsion, and dispersion polymerization: a methodological survey. Colloid Polym Sci 270:717–732CrossRef
12.
Zurück zum Zitat Brooks BW (2010) Suspension polymerization processes. Chem Eng Technol 33:1737–1744CrossRef Brooks BW (2010) Suspension polymerization processes. Chem Eng Technol 33:1737–1744CrossRef
13.
Zurück zum Zitat Kawaguchi H (2000) Functional polymer microspheres. Prog Polym Sci 25:1171–1210CrossRef Kawaguchi H (2000) Functional polymer microspheres. Prog Polym Sci 25:1171–1210CrossRef
14.
Zurück zum Zitat Cosgrove T, Mears SJ, Obey T, Thompson L, Wesley RD (1999) Polymer, particle, surfactant interactions. Colloids Surf, A 149:329–338CrossRef Cosgrove T, Mears SJ, Obey T, Thompson L, Wesley RD (1999) Polymer, particle, surfactant interactions. Colloids Surf, A 149:329–338CrossRef
15.
Zurück zum Zitat Dowding PJ, Vincent B (2000) Suspension polymerization to form polymer beads. Colloids Surf, A 161:259–269CrossRef Dowding PJ, Vincent B (2000) Suspension polymerization to form polymer beads. Colloids Surf, A 161:259–269CrossRef
16.
Zurück zum Zitat Holmberg K, Jonsson B, Kronberg B, Lindman B (2003) Surfactants and polymers in aqueous solution; second edition. Wiley, West Sussex Holmberg K, Jonsson B, Kronberg B, Lindman B (2003) Surfactants and polymers in aqueous solution; second edition. Wiley, West Sussex
17.
Zurück zum Zitat Vivaldo-Lima E, Wood PE, Hamielec AE (1997) An updated review on suspension polymerization. Ind Eng Chem Res 36:939–965CrossRef Vivaldo-Lima E, Wood PE, Hamielec AE (1997) An updated review on suspension polymerization. Ind Eng Chem Res 36:939–965CrossRef
18.
Zurück zum Zitat Durham OZ, Shipp DA (2014) Suspension thiol-ene photopolymerization: effect of stabilizing agents on particle size and stability. Polymer 55:1674–1680CrossRef Durham OZ, Shipp DA (2014) Suspension thiol-ene photopolymerization: effect of stabilizing agents on particle size and stability. Polymer 55:1674–1680CrossRef
19.
Zurück zum Zitat Durham OZ, Krishnan S, Shipp DA (2012) Polymer microspheres prepared by water-borne thiol-ene suspension photopolymerization. ACS Macro Lett 1:1134–1137CrossRef Durham OZ, Krishnan S, Shipp DA (2012) Polymer microspheres prepared by water-borne thiol-ene suspension photopolymerization. ACS Macro Lett 1:1134–1137CrossRef
20.
Zurück zum Zitat Amato DV, Amato DN, Flynt AS, Patton DL. Functional, sub-100 nm polymer nanoparticles via thiol–ene miniemulsion photopolymerization. Polym Chem. 2015; 6: in press (DOI: 10.1039/C4PY01449A). Amato DV, Amato DN, Flynt AS, Patton DL. Functional, sub-100 nm polymer nanoparticles via thiol–ene miniemulsion photopolymerization. Polym Chem. 2015; 6: in press (DOI: 10.​1039/​C4PY01449A).
21.
Zurück zum Zitat Jasinski F, Lobry E, Tarablsi B, Chemtob A, Croutxe-Barghorn C, Le Nouen D, Criqui A (2014) Light-mediated thiol-ene polymerization in miniemulsion: a fast route to semicrystalline polysulfide nanoparticles. ACS Macro Letts 3:958–962CrossRef Jasinski F, Lobry E, Tarablsi B, Chemtob A, Croutxe-Barghorn C, Le Nouen D, Criqui A (2014) Light-mediated thiol-ene polymerization in miniemulsion: a fast route to semicrystalline polysulfide nanoparticles. ACS Macro Letts 3:958–962CrossRef
22.
Zurück zum Zitat Wang C, Chatani S, Podgóski M, Bowman CN (2015) Thiol-Michael addition miniemulsion polymerizations: functional nanoparticles and reactive latex films. Polym Chem 6:3758–3763CrossRef Wang C, Chatani S, Podgóski M, Bowman CN (2015) Thiol-Michael addition miniemulsion polymerizations: functional nanoparticles and reactive latex films. Polym Chem 6:3758–3763CrossRef
23.
Zurück zum Zitat Wang C, Podgórski M, Bowman CN (2014) Monodisperse functional microspheres from step- growth “click” polymerizations: preparation, functionalization and implementation. Mater Horiz 1:535–539CrossRef Wang C, Podgórski M, Bowman CN (2014) Monodisperse functional microspheres from step- growth “click” polymerizations: preparation, functionalization and implementation. Mater Horiz 1:535–539CrossRef
24.
Zurück zum Zitat Tan J, Li C, Zhou J, Yin C, Zhang B, Gu J, Zhang Q (2014) Fast and facile fabrication of porous polymer particles via thiol–ene suspension photopolymerization. RSC Adv 4:13334–13339CrossRef Tan J, Li C, Zhou J, Yin C, Zhang B, Gu J, Zhang Q (2014) Fast and facile fabrication of porous polymer particles via thiol–ene suspension photopolymerization. RSC Adv 4:13334–13339CrossRef
25.
Zurück zum Zitat Chan JW, Zhou H, Hoyle CE, Lowe AB (2009) Photopolymerization of thiol-alkynes: polysulfide networks. Chem Mater 21:1579–1585CrossRef Chan JW, Zhou H, Hoyle CE, Lowe AB (2009) Photopolymerization of thiol-alkynes: polysulfide networks. Chem Mater 21:1579–1585CrossRef
26.
Zurück zum Zitat Hoogenboom R (2010) Thiol-yne chemistry: a powerful tool for creating highly functional materials. Angew Chem Int Ed 49:3415–3417CrossRef Hoogenboom R (2010) Thiol-yne chemistry: a powerful tool for creating highly functional materials. Angew Chem Int Ed 49:3415–3417CrossRef
27.
Zurück zum Zitat Hoyle CE, Bowman CN (2010) Thiol-ene click chemistry. Angew Chem Int Ed 49:1540–1573CrossRef Hoyle CE, Bowman CN (2010) Thiol-ene click chemistry. Angew Chem Int Ed 49:1540–1573CrossRef
28.
Zurück zum Zitat Hoyle CE, Lee TY, Roper T (2004) Thiol-enes: chemistry of the past with promise for the future. J Polym Sci Part A: Polym Chem 42:5301–5338CrossRef Hoyle CE, Lee TY, Roper T (2004) Thiol-enes: chemistry of the past with promise for the future. J Polym Sci Part A: Polym Chem 42:5301–5338CrossRef
29.
Zurück zum Zitat Lowe AB, Hoyle CE, Bowman CN (2010) Thiol-yne click chemistry: a powerful and versatile methodology for materials synthesis. J Mater Chem 20:4745–4750CrossRef Lowe AB, Hoyle CE, Bowman CN (2010) Thiol-yne click chemistry: a powerful and versatile methodology for materials synthesis. J Mater Chem 20:4745–4750CrossRef
30.
Zurück zum Zitat Bouyer E, Mekhloufi G, Huang N, Rosilio V, Agnely F (2013) β-lactoglobulin, gum arabic, and xanthan gum for emulsifying sweet almond oil: formulation and stabilization mechanism of pharmaceutical emulsions. Colloids Surfaces A: Physicochem Eng Aspects 433:77–87CrossRef Bouyer E, Mekhloufi G, Huang N, Rosilio V, Agnely F (2013) β-lactoglobulin, gum arabic, and xanthan gum for emulsifying sweet almond oil: formulation and stabilization mechanism of pharmaceutical emulsions. Colloids Surfaces A: Physicochem Eng Aspects 433:77–87CrossRef
31.
Zurück zum Zitat Makri EA, Doxastakis GI (2006) Study of emulsions stabilized with Phaseolus vulgaris or Phaseolus coccineus with the addition of arabic gum, locust bean gum and xanthan gum. Food Hydrocoll 20:1141–1152CrossRef Makri EA, Doxastakis GI (2006) Study of emulsions stabilized with Phaseolus vulgaris or Phaseolus coccineus with the addition of arabic gum, locust bean gum and xanthan gum. Food Hydrocoll 20:1141–1152CrossRef
32.
Zurück zum Zitat Espeel P, DuPrez FE (2015) “Click”-inspired chemistry in macromolecular science: matching recent progress and user expectations. Macromolecules 48:2–14CrossRef Espeel P, DuPrez FE (2015) “Click”-inspired chemistry in macromolecular science: matching recent progress and user expectations. Macromolecules 48:2–14CrossRef
33.
Zurück zum Zitat Mirhosseini H, Amid BT (2012) A review study on chemical composition and molecular structure of newly plant gum exudates and seed gums. Food Res Int 46:387–398CrossRef Mirhosseini H, Amid BT (2012) A review study on chemical composition and molecular structure of newly plant gum exudates and seed gums. Food Res Int 46:387–398CrossRef
34.
Zurück zum Zitat Dror Y, Cohen Y, Yerushalmi-Rozen R (2006) Structure of gum arabic in aqueous solution. J Polym Sci Part B: Polym Phys 44:3265–3271CrossRef Dror Y, Cohen Y, Yerushalmi-Rozen R (2006) Structure of gum arabic in aqueous solution. J Polym Sci Part B: Polym Phys 44:3265–3271CrossRef
35.
Zurück zum Zitat Islam AM, Phillips GO, Sljivo A, Snowden MJ, Williams PA (1997) A review of recent developments on the regulatory, structural and functional aspects of gum arabic. Food Hydrocoll 11:493–505CrossRef Islam AM, Phillips GO, Sljivo A, Snowden MJ, Williams PA (1997) A review of recent developments on the regulatory, structural and functional aspects of gum arabic. Food Hydrocoll 11:493–505CrossRef
36.
Zurück zum Zitat Katzbauer B (1998) Properties and applications of xanthan gum. Polym Degrad Stabil 59:81–84CrossRef Katzbauer B (1998) Properties and applications of xanthan gum. Polym Degrad Stabil 59:81–84CrossRef
37.
Zurück zum Zitat Garti N, Leser ME (2001) Emulsification properties of hydrocolloids. Polym Adv Technol 12:123–135CrossRef Garti N, Leser ME (2001) Emulsification properties of hydrocolloids. Polym Adv Technol 12:123–135CrossRef
38.
Zurück zum Zitat Dickinson E, Elverson DJ, Murray BS (1989) On the film-forming and emulsion-stabilizing properties of gum arabic: dilution and flocculation aspects. Food Hydrocoll 3:101–114CrossRef Dickinson E, Elverson DJ, Murray BS (1989) On the film-forming and emulsion-stabilizing properties of gum arabic: dilution and flocculation aspects. Food Hydrocoll 3:101–114CrossRef
39.
Zurück zum Zitat Desplanques S, Renou F, Grisel M, Malhiac C (2012) Impact of chemical composition of xanthan and acacia gums on the emulsification and stability of oil-in-water emulsions. Food Hydrocoll 27:401–410CrossRef Desplanques S, Renou F, Grisel M, Malhiac C (2012) Impact of chemical composition of xanthan and acacia gums on the emulsification and stability of oil-in-water emulsions. Food Hydrocoll 27:401–410CrossRef
Metadaten
Titel
Suspension “click” polymerizations: thiol-ene polymer particles prepared with natural gum stabilizers
verfasst von
Olivia Z. Durham
Devon A. Shipp
Publikationsdatum
01.08.2015
Verlag
Springer Berlin Heidelberg
Erschienen in
Colloid and Polymer Science / Ausgabe 8/2015
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-015-3628-2

Weitere Artikel der Ausgabe 8/2015

Colloid and Polymer Science 8/2015 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.