Advertisement

Study on preparation and associative properties of fluorinated hydrophobically associating polyacrylamide

  • Ganghui Li
  • Xuemei Gong
  • Chen Wang
  • Ning Li
  • Zhikun Wang
Original Paper

Abstract

This paper describes the preparation of a novel fluorinated surface-active monomer (FSM) based on isophorone diisocyanate (IPDI), dodecafluoroheptanol (FOH) and allyl polyethylene glycol (APEG1000) and its copolymer (FAPAM) with 2-acrylamido -2- methyl propane sulfonic acid (AMPS) and acrylamide (AM) through a new micellar system. The chemical structures of FSM-1 and FSM were characterized by FT-IR and 1H-NMR. The hydrophobically associative behaviors of FAPAM as well as the relationship between the content of monomers and hydrophobically associative properties were studied by a combination of viscosimetry, rheological measurements, fluorescence spectroscopy and dynamic light scattering (DLS). The influences of sodium dodecyl benzene sulfonate (SDBS) on associative properties of FAPAM were also studied. The results showed that the micellar copolymerization of AM, AMPS and polymerizable fluorinated surfactant FSM can be favorably realized. The hydrophobically associative properties of FAPAM were affected by the content of FSM and AMPS. The incorporation of FSM endowed the copolymer with both stronger salt and heat resistance. SDBS with low concentration (below the CMC of SDBS) was good for associative properties of FAPAM under CAC (critical association concentration). When the FAPAM was above its CAC, the addition of SDBS into the solution was adverse to their associative properties of FAPAM.

Keywords

Hydrophobic association Polymerizable fluorinated surfactant Polyacrylamide Associative properties 

References

  1. 1.
    Feng YJ, Billon L, Grassl B, Bastiat G, Borisov O, Francois J (2005) Hydrophobically associating polyacrylamides and their partially hydrolyzed derivatives prepared by post-modification.2. Properties of non-hydrolyzed polymers in pure water and brine. Polymer 46:9283–9295CrossRefGoogle Scholar
  2. 2.
    Shashkina YA, Zaroslov YD, Smirnov VA, Philippova OE, Khokhlov AR, Pryakhina TA, Churochkina NA (2003) Hydrophobic aggregation in aqueous solutions of hydrophobically modified polyacrylamide in the vicinity of overlap concentration. Polymer 44:2289–2293CrossRefGoogle Scholar
  3. 3.
    Ma JT, Cui P, Zhao L, Huang RH (2002) Synthesis and solution behavior of hydrophobic association water-soluble polymers containing arylalkyl group. Eur Polym J 38:1627–1633CrossRefGoogle Scholar
  4. 4.
    Yahaya GO, Ahdab AA, Ali SA, Abu-Sharkh BF, Hamad EZ (2001) Solution behavior of hydrophobically associating water-soluble block copolymers of acrylamide and N-benzylacrylamide. Polymer 42:3363–3372CrossRefGoogle Scholar
  5. 5.
    Candau F, Selb J (1999) Hydrophobically-modified polyacrylamides prepared by micellar polymerization. Adv Colloid Interf Sci 79:149–172CrossRefGoogle Scholar
  6. 6.
    Yang XW, Shen YD, Li PZ (2010) Solution properties of hydrophobic association polyacrylamide modified with fluorinated acrylate. J Polym Res 17:601–606CrossRefGoogle Scholar
  7. 7.
    Zhang Y, Da A, Butler GB, Hogen-Esch TE (1992) A fluorine-containing hydrophobically associating polymer. I. Synthesis and solution properties of copolymers of acrylamide and Fluorine-Containing acrylates or methacrylates. J Polym Sci A Polym Chem 30(7):1383–1391CrossRefGoogle Scholar
  8. 8.
    Hill A, Candau F, Selb J (1993) Properties of hydrophobically associating polyacrylamides: influence of the method of synthesis. Macromolecules 26:4521–4532CrossRefGoogle Scholar
  9. 9.
    Gao BJ, Jiang LD, Liu KK (2007) Microstructure and association property of hydrophobically modified polyacrylamide of a new family. Eur Polym J 43:4530–4540CrossRefGoogle Scholar
  10. 10.
    Summers M, Eastoe J, Davis S, Du ZP, Richardson RM, Heenan RK, Steytler D, Grillo I (2001) Polymerization of cationic surfactant phases. Langmuir 17:5388–5397CrossRefGoogle Scholar
  11. 11.
    Wu HW, Kawaguchi S, Ito K (2004) Synthesis and polymerization of tail-type cationic polymerizable surfactants and hydrophobic counter-anion induced association of polyelectrolytes. Colloid Polym Sci 282:1365–1373CrossRefGoogle Scholar
  12. 12.
    Ye L, Luo KF, Huang RH (2000) A study on P(AM-DMDA) hydrophobically associating water-soluble copolymer. Eur Polym J 36:1711–1715CrossRefGoogle Scholar
  13. 13.
    Gao BJ, Guo HP, Wang J, Zhang Y (2008) Preparation of hydrophobic association polyacrylamide in a new micellar copolymerization system and its hydrophobically associative property. Macromolecules 41:2890–2897CrossRefGoogle Scholar
  14. 14.
    Ge Z, Zhang XY, Dai JB, Li WH, Luo YJ (2009) Synthesis, characterization and properties of a novel fluorinated polyurethane. Eur Polym J 45:530–536CrossRefGoogle Scholar
  15. 15.
    Sardon H, Irusta L, Fernández-Berridi MJ (2009) Synthesis of isophorone diisocyanate (IPDI) based waterborne polyurethanes: comparison between zirconium and tin catalysts in the polymerization process. Prog Org Coat 66:291–295CrossRefGoogle Scholar
  16. 16.
    Chattopadhyay DK, Prasada Raju N, Vairamani M, Raju KVSN (2008) Structural investigations of polypropylene glycol (PPG) and isophorone diisocyanate (IPDI) based polyurethane prepolymer by matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF)-mass spectrometry. Prog Org Coat 62:117–122CrossRefGoogle Scholar
  17. 17.
    Taylor KC, Nasr-El-Din HA (1998) Water-soluble hydrophobically associating polymers for improved oil recovery: a literature review. J Pet Sci Eng 19:265–280CrossRefGoogle Scholar
  18. 18.
    Hwang FS, Hogen-Esch TE (1995) Effects of water-soluble spacers on the hydrophobic association of fluorocarbon-modified poly(acrylamide). Macromolecules 28:3328–3335CrossRefGoogle Scholar
  19. 19.
    Umar Y, Al-Muallem HA, Abu-Sharkh BF, Asrof Ali S (2004) Synthesis and solution properties of hydrophobically associating ionic polymers made from diallylammonium salts/sulfur dioxide cyclocopolymerization. Polymer 45:3651–3661CrossRefGoogle Scholar
  20. 20.
    Du YG, Gao JG, Yang JB, Liu XQ (2012) Dynamic rheological behavior and mechanical properties and of PVC/ASA blends. J Polym Res 19:9993CrossRefGoogle Scholar
  21. 21.
    Wang C, Li XR, Du B, Shen YD, Li PZ (2013) Study on the self-assembly properties of fluorinated hydrophobically associating polyacrylamide. J Polym Res 20:42CrossRefGoogle Scholar
  22. 22.
    Beghein N, Rouxhet L, Dinguizli M, Brewster M, Ariën A, Préat V, Habib J, Gallez B (2007) Characterization of self-assembling copolymers in aqueous solutions using Electron Paramagnetic Resonance and Fluorescence spectroscopy. J Control Release 117:196–203CrossRefGoogle Scholar
  23. 23.
    Che YJ, Tan YB, Cao J, Xu GY (2010) A study of aggregation behavior of a sulfobetaine copolymer in dilute solution. J Polym Res 4(17):557–566CrossRefGoogle Scholar
  24. 24.
    Che YJ, Tan YB, Cao J, Xin HP, Xu GY (2011) Synthesis and properties of hydrophobically modified acrylamide-based polysulfobetaines. Polym Bull 1(66):17–35CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 2013

Authors and Affiliations

  • Ganghui Li
    • 1
  • Xuemei Gong
    • 1
  • Chen Wang
    • 1
  • Ning Li
    • 1
  • Zhikun Wang
    • 1
  1. 1.Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry, Ministry of EducationShaanxi University of Science & TechnologyXi’anChina

Personalised recommendations