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Polymerization Behavior of Surface-Active Monomers

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Surface Active Monomers

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Summary

This chapter focuses on polymerization properties of surfmers during different types of polymerization. Various polymerization techniques used for surfmers are reviewed. A brief review of papers devoted to this topic is provided.

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References

  1. Hevus OI (2010) Funkcionalni poverhnevo-aktuvni peroxidy I monomery yak reagentu dlia oderjannia reakciynozdatnuh modufikatoriv poverhni (Functional surface active peroxides and monomers for creation of reactive surface modifiers). Dissertation, Lviv Polytechnic National University

    Google Scholar 

  2. Egorov VV, Zubov VP (1987) Radical polymerization in the associated species of ionogenic surface active monomers in water. Russ Chem Rev (Translated from Uspekhi Khimii) 56:2076–2097

    Google Scholar 

  3. Martin W, Ringsdorf J, Thuning D (1977) Polymerization of organized systems. Midl Macr Monogr 3:175

    Google Scholar 

  4. Freedman HH, Mason JP, Medalia AI (1958) Polysoaps—II: the preparation of vinyl soaps. J Am Chem Soc 23:76–82

    Google Scholar 

  5. Bistline RG et al (1956) Synthetic detergents from animal fats. VI. Polymerizable esters of α-sulfonated fatty acids. J Am Oil Chem Soc 33:44–45

    Article  Google Scholar 

  6. Nagai K et al (1985) Polymerization of surface-active monomers. I. Micellization and polymerization of higher alkyl salts of dimethylaminoethyl methacrylate. J Polym Sci Part A: Polym Chem Ed 23:1221–1230

    Google Scholar 

  7. Hamid SM, Sherrington DC (1987) Novel quaternary ammonium amphiphilic (meth)acrylates: 1. Synthesis, melting and interfacial behaviour. Polymer 28:325–331

    Article  Google Scholar 

  8. Fontanille M, Guyot A (1987) Recent advances in mechanistic and synthetic aspect of polymerization. Reidel, Dordrecht

    Book  Google Scholar 

  9. Maniruzzaman M, Kawaguchi S, Ito K (2000) Micellar copolymerization of styrene with poly(ethylene oxide) macromonomer in water: approach to unimolecular nanoparticles via pseudo-living radical polymerization. Macromolecules 33:1583–1592

    Article  Google Scholar 

  10. Regen SL, Czech B, Singh A (1980) Polymerized vesicles. J Am Chem Soc 102:6638–6640

    Article  Google Scholar 

  11. Summers M, Eastoe J (2003) Application of polymerizable surfactants. Adv Coll Int Sci 100–102:137–152

    Article  Google Scholar 

  12. Jönsson B (1998) Surfactants and polymers in aqueous solution. Wiley, Chichester

    Google Scholar 

  13. Aida T, Tajima K (2000) Controlled polymerization with constrained geometries. Chem Commun 24:2399–2412

    Google Scholar 

  14. Guyot A (2003) Polymerizable surfactants. In: Holmberg K (ed) Novel surfactants. Preparation, application and biodegradability. Marcel Dekker, New York

    Google Scholar 

  15. Ottewill RH, Satgurunathan R (1987) Non-ionic lattices in aqueous media. part 1. synthesis and characterization. J Colloid Polym Sci 265:845–852

    Article  Google Scholar 

  16. Ito K (1988) Polymeric design by macromonomer technique. Prog Polym Sci 23:581–620

    Article  Google Scholar 

  17. Ito K, Kawaguchi S (1999) Poly(macromonomers): Homo- and Copolymerization. Adv Polym Sci 142:129–178

    Article  Google Scholar 

  18. Ito K et al (1991) Poly(ethylene oxide) macromonomers. 7. Micellar polymerization in water. Macromolecules 24:2348–2354

    Article  Google Scholar 

  19. Greene BW, Sheetz DP, Filer TD (1970) In situ polymerization of surface-active agents on latex particles II. The mechanical stability of styrene/butadiene latexes. J Colloid Interface Sci 32:90–95

    Article  Google Scholar 

  20. Greene BW, Sheetz DP (1970) In situ polymerization of surface-active agents on latex Particles II. The mechanical stability of styrene/butadiene latexes. J Colloid Interface Sci 32:96–100

    Article  Google Scholar 

  21. Greene BW, Saunders FL (1970) In situ polymerization of surface-active agents on latex Particles III. The electrolyte stability of styrene/butadiene latexes. J Colloid Interface Sci 33:393–404

    Article  Google Scholar 

  22. Guillaume JL, Pichot C, Guillot J (1990) Emulsifier-free emulsion copolymerization of styrene and butyl acrylate. III. Kinetic studies in the presence of a surface active comonomer, the sodium acrylamido undecanoate. J Polym Sci Part A: Polym Chem Ed 28:137–152

    Article  Google Scholar 

  23. Schoonbrood HAS et al (1997) Reactive surfactants in heterophase polymerization. 7. Emulsion copolymerization mechanism involving three anionic polymerizable surfactants (surfmers) with styrene-butyl acrylate-acrylic acid. Macromolecules 30:6024–6033

    Article  Google Scholar 

  24. Tauer K et al (1988) Neuere Entwicklungen bei der Synthese von Polymerdispersionen. Plaste Kautsch 35(373):378

    Google Scholar 

  25. Orlov YN (1985) Radicalnaia polymerizacia poverhnostno-aktivnyh monomerov v vodnyh emulsijah I dispersiah (Radical polymerization of surface active monomers in aqueous emulsions and dispersions). Dissertation, Moscow State University

    Google Scholar 

  26. Maliukova EB et al (1991) Emulsionnaya sopolimerizacia vinilovuh I dienovuh monomerov s poverhnostno-aktivnymi somonomerami (Emulsion copolymerization of vinyl and dienic monomers with surface active comonomers). High mol compd 33:1469–1475

    Google Scholar 

  27. Cochin D, Laschewsky A, Nallet F (1997) Emulsion polymerization of styrene using conventional, polymerizable, and polymeric surfactants. Comp Study Macromolecules 30:2278–2287

    Article  Google Scholar 

  28. Dreja M, Tieke B (1996) Microemulsions with polymerizable surfactants. γ-ray induced copolymerization of styrene and 11-(acryloyloxy)-undecyl-(trimethyl)-ammonium bromide in three-component cationic microemulsion. Macromol Rapid Com 17:825–833

    Article  Google Scholar 

  29. Abele S et al (1997) Reactive surfactants in heterophase polymerization. 10. Characterization of the surface activity of new polymerizable surfactants derived from maleic anhydride. Langmuir 13:176–181

    Article  Google Scholar 

  30. Abele S et al (1999) Cationic and zwitterionic polymerizable surfactants: quaternary ammonium dialkyl maleates. 1. Synthesis and characterization. Langmuir 15:1033–1044

    Article  Google Scholar 

  31. Nagai K (1994) Polymerization of surface active monomers and applications. Macromolecular Symposia 84:29–36

    Article  Google Scholar 

  32. Swanson CR, Besse JP, Leroux F (2004) Polymerization of sulfopropyl methacrylate, a surface active monomer, within layered double hydroxide. Chem Mater 16:5512–5517

    Article  Google Scholar 

  33. Yang SF et al (2005) St-Ba copolymer emulsions prepared by using novel cationic maleic dialkyl polymerizable emulsifier. Eur Polymer J 41:2973–2979

    Article  Google Scholar 

  34. Klimenkovsa I, Zhukovskaa I, Uzulinaa I, Zicmanis A (2003) Maleic diamide polymerizable surfactants. Applications in emulsion polymerization. C R Chim 6:1295–1304

    Article  Google Scholar 

  35. Hevus I, Pikh Z (2007) Novel surfactants for creating reactive polymers. Macromolec Symposia 1:103–108

    Article  Google Scholar 

  36. Rosenbauer EM, Landfester K, Musyanovych A (2009) Surface active monomer as a stabilizer for polyurea nanocapsules synthesized via interfacial polyaddition in inverse miniemulsion. Langmuir 25:12084–12091

    Article  Google Scholar 

  37. Volkov VA, Rodionova RV (2006) Synthesis and properties synthetic polymer latexes with copolymerized emulsifiers. Fibre Chem 38:259–364

    Article  Google Scholar 

  38. Chern CS (2006) Emulsion polymerization mechanisms and kinetics. Prog Polym Sci 31:443–486

    Article  Google Scholar 

  39. Mekki S et al (2010) Synthesis of new anionic and cationic polymerizable surfactants for emulsion polymerization of styrene. Marcomol Symp 296:100–106

    Article  Google Scholar 

  40. Kohut AM, Hevus OI, Voronov SA (2004) Synthesis and properties of 4-(ω-methoxyoligodimethylsiloxanyl)butylmaleate; a new surfmer. J Appl Polymer Sci 93:310–313

    Article  Google Scholar 

  41. Kohut AM (2006) Sintez i vlastuvosti poverhnevo-aktuvnuh monomeriv i peroxydiv (Synthesis and properties of surface active monomers and peroxides). Dissertation, Lviv Polytechnic National University

    Google Scholar 

  42. Kohut A et al (2007) Macroinitiators on the basis of new peroxide surface active monomers. Chem Chem Technol 1:83–86

    Google Scholar 

  43. Vuytsyk L et al (2008) Biosumisni gidrozoli nanochastunok zolota z obolonkou na osnovi sacharudovmisnogo oligomernogo surfactanty (Biocompatible gold nanoparticles covered with saccharide containing oligomeric surfactant). Nanostructurnoe materialovedenie (Mater Sci Nanostruct) 12:1109–1118

    Google Scholar 

  44. Zaichenko O et al (2008) Novel functional nanoscale composites on the basis of oligoperoxide surfactants: syntheses and biomedical applications. Biotechnology 1:82–94

    Google Scholar 

  45. Borzenkov MM, Hevus OI (2012) Novel peroxide containing maleate surface active monomers for obtaining reactive polymers. Macromolecular Symposia 315:60–65

    Article  Google Scholar 

  46. Borzenkov M, Hevus O (2013) Synthesis and properties of novel surface active monomers containing phosphate group. In: Abstracts of European Polymer Congress EPF-2013, Pisa, Italy, 16–21. June, 2013

    Google Scholar 

  47. Arshady R (1992) Suspension, emulsion and dispersion polymerization: a methodological survey. Colloid Polym Sci 270:717–732

    Article  Google Scholar 

  48. Antonietti M (1994) Polymerization in microemulsions of natural surfactants and protein functionalization of the particles. Langmuir 10:2498–24500

    Article  Google Scholar 

  49. Moon JM (2009) Modification of monodisperse colloidal silica by radical copolymerization of cationic surface active vinyl monomers. Polym J 41:208–213

    Article  Google Scholar 

  50. Gupta B, Gingh H (1992) Polymerization in microemulsion systems. Polym Plast Technol Eng 31:635–658

    Article  Google Scholar 

  51. Pavel FM (2004) Microemulsion polymerization. J Dis Sci Technol 25:1–16

    Article  Google Scholar 

  52. Slomkowski S et al (2011) Terminology of polymers and polymerization processes in dispersed systems (IUPAC recommendation. Pure Appl Chem 83:2229–2259

    Article  Google Scholar 

  53. Larpent C et al (1997) Polymerization in microemulsions with polymerizable cosurfactants: a route to highly functionalized. Macromolecules 30:354–362

    Article  Google Scholar 

  54. Mackay RA, Pileni MP, Moumen N (1999) Polymerization of methacrylate in WO microemulsion stabilized by a methacrylate surfactant. Coll Surf A 151:409–417

    Article  Google Scholar 

  55. Capek I, Chern CS (2001) Mini-emulsions systems. Adv Polym Sci 155:101–165

    Article  Google Scholar 

  56. Crespy D, Landfester K (2010) Miniemulsion polymerization as a versatile tool for the synthesis of functionalized polymers. Beilstein J Org Chem 6:1132–1148

    Article  Google Scholar 

  57. Li TD et al (1996) Preparation of ultrafiltration membranes by direct miniemulsion polymerization using polymerizable surfactants. Langmuir 12:5863–5868

    Article  Google Scholar 

  58. Wand HH (2010) Synthesis, morphology and rheology of core-shell silicone acrylic emulsion stabilized with polymerizable surfactant. eXPRESS Polym Lett 4:670–680

    Google Scholar 

  59. Zetterlund PB, Kagawa Y, Okubo M (2008) Controlled/living radical polymerization in dispersed systems. Chem Rev 108:3747–3794

    Article  Google Scholar 

  60. Ringsdorf H, Thuning D (1977) On the kinetics of the polymerization of some ammonium methacrylates with different alkyl chain lengths in aqueous solution. Macromol Chem 178:2205–2210

    Article  Google Scholar 

  61. Yegorov VV et al (1990) Study of structurization of in radical polymerization of cationic surface active monomers in toluene. Polym Sci USSR 32:2569–2575

    Article  Google Scholar 

  62. Nagai K, Satoh H, Kuramoto N (1993) Polymerization of surface active monomers: 7. Radical copolymerizations of anionic surface active monomer, sodium di(10-undecenyl)sulfosuccinate, with electron-accepting monomers and vinyl monomers in micellar and isotropic solutions. Polymer 34:4969–4973

    Article  Google Scholar 

  63. Pich A et al (2005) Polymeric particles prepared with fluorinated surfmer. Polymer 46:1323–1330

    Article  Google Scholar 

  64. Cho HG et al (2010) Preparation and characterization of novel acrylic monomers. J Appl Polym Sci 116:736–742

    Article  Google Scholar 

  65. Wang JS, Matyjascewski K (1995) Controlled/living radical polymerization. Halogen atom transfer radical polymerization promoted by Cu(I)/Cu(II) redox process. Macromolecules 28:7901–7910

    Article  Google Scholar 

  66. Wang JS, Matyjascewski K (1995) Controlled/living radical polymerization. Atom transfer radical polymerization in the presence of transition-metal complexes. J Am Chem Soc 117:5614–5615

    Article  Google Scholar 

  67. Kato M et al (1995) Polymerization of methyl methacrylate with the carbon tetrachloride/ dichlorotris-(triphenylphosphine)ruthenium(II)/ methylaluminum bis(2,6-di- tertbutylphenoxide) initiating system: possibility of living radical polymerization. Macromolecules 28:1721–1722

    Article  Google Scholar 

  68. Braunecker WA, Matyjascewski K (2007) Controlled/living radical polymerization: features, developments, and perspectives. Prog Polym Sci 32:93–146

    Article  Google Scholar 

  69. Min K et al (2009) One-pot synthesis of hairy nanoparticles by emulsion ATRP. Macromolecules 42:1597–1603

    Article  Google Scholar 

  70. Dubois P et al (2006) Preparation of well defined poly[(ethylene oxide)- block—(sodium 2-acrylamido-2-methyl—1-propane—sulfonate)] diblock copolymers by water based atom transfer radical polymerization. Macromol Rapid Commun 27:1489–1494

    Article  Google Scholar 

  71. Armes SP et al (2003) Direct synthesis of well defined quaternized homopolymers and diblock copolymers via ATRP in protic media. Macromolecules 36:8268–8275

    Article  Google Scholar 

  72. Bortolamei N et al (2011) Controlled aqueous atom transfer radical polymerization with electrochemical generation of the active catalyst. Angew Chem Int Ed 50:11391–11394

    Article  Google Scholar 

  73. Simakova A et al (2012) Aqueous AGET ATRP. Macromolecules 45:6371–6379

    Article  Google Scholar 

  74. Li W, Matjaszewski K (2011) Cationic surface-active monomers as reactive surfactants for AGET Emulsion ATRP n–butyl methacrylate. Macromolecules 44:5578–5585

    Article  Google Scholar 

  75. Yuan J, Antonietti M (2011) Poly(ionic liquid)s: polymers expanding classical property profiles. Polymers 52:1469–1482

    Article  Google Scholar 

  76. Shen Y et al (2005) Atom transfer radical polymerization of styrenic ionic liquid monomers and carbon dioxide absorption of the polymerized ionic liquids. J Polym Sci, Part A: Polym Chem 43:1432–1443

    Article  Google Scholar 

  77. Moad G, Rizzardo E, Thang SH (2010) Reversible addition fragmentation chain transfer (RAFT) polymerization. Mat Matters 5(1):2

    Google Scholar 

  78. Semsarilar M, Perrier S (2010) Green reversible addition fragmentation chain transfer (RAFT) polymerization. Nat Chem 2:811–820

    Article  Google Scholar 

  79. Chefari J et al (1998) Living free radical polymerization by reversible addition chain transfer: the RAFT process. Macromolecules 31:5559–5562

    Article  Google Scholar 

  80. Matahwa H, McLeary JB, Sanderson RD (2006) Comparative study of classical surfactants and polymerizable surfactants (surfmers) in the reversible addition fragmentation chain transfer mediated miniemulsion polymerization of styrene and methyl methacrylate. J Polym Sci, Part A: Polym Chem 44:427–442

    Article  Google Scholar 

  81. McLeary JB, Klumperman B (2006) RAFT mediated polymerization in heterogeneous media. Soft Matter 2:45–53

    Article  Google Scholar 

  82. FitzGerald PA et al (2013) The effect of degree of polymerization of intra- and interchain micellization of a tail type cationic polysoap. Soft Matter 9:2711–2716

    Article  Google Scholar 

  83. Kotzev A, Laschewsky A, Rakotoaly RH (2001) Polymerizable surfactants and micellar polymers bearing fluorocarbon hydrophobic chains based on styrene. Macromol Chem Phys 202:2257–2267

    Article  Google Scholar 

  84. Topp KA (2006) Cationic oligomeric surfactants: novel synthesis and characterization. Dissertation, The University of Sydney

    Google Scholar 

  85. Gnanou Y et al (2008) Synthesis by RAFT and ionic responsiveness copolymers based on ionic liquid monomer units. Macromolecules 41:6299–6308

    Article  Google Scholar 

  86. Shen et al (2008) Synthesis and magnetic properties of comb-like polymeric complexes based on thiazol ring and ionic liquid. J Polym Sci, Part A: Polym Chem 46:5123–5132

    Article  Google Scholar 

  87. Yuan J et al (2011) Euro Polym J. doi:10.1016/j.eurpolymj.2010.09.030

    Google Scholar 

  88. Yeole N, Hundiwale D, Jana T (2011) Synthesis of core-shell polystyrene nanoparticles by surfactant free emulsion polymerization using macro-RAFT agent. J Coll Inter Sci 354:506–510

    Article  Google Scholar 

  89. Raj V, Kunnetheri S (2014) Nonconjugated polyelectrolyte as efficient fluorescence quencher and their applications as biosensors: polymer-polymer interaction. Analitical Chem. doi:10.1155/2014/841857

    Google Scholar 

  90. Petrak K (1986) Review: polyelectrolyte complexes in biomedical applications. J Bioact Compat Polym 1:202–219

    Article  Google Scholar 

  91. Adamczak M et al (2012) Polyelectrolyte multilayer capsules with quantum dots for biomedical applications. Colloids Surf B Biointerfaces 90:211–216

    Article  Google Scholar 

  92. Rosso F et al (2003) New polyelectrolyte hydrogels for biomedical application. Mater Sci Eng. doi:10.1016/S0928-4931(02)00290-4

    Google Scholar 

  93. Wu H, Kawaguchi S, Ito K (2004) Synthesis and polymerization of tale-type polymerizable surfactants and hydrophobic counter-anion induced association of polyelectrolytes. Coll Polym Sci 282:1365–1373

    Article  Google Scholar 

  94. Paul GK, Indi SS, Ramakrishnan S (2004) Synthesis and vesicular polymerization of novel counter-ion polymerizable/crosslinkable surfactants. J Polym Sci: Part A: Polym Chem 42:5271–5283

    Article  Google Scholar 

  95. Vincent B (2003) Flocculation in the mixtures of cationic polyelectrolytes and anionic surfactants. Adv Colloid Interface Sci 106:1–22

    Article  Google Scholar 

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Borzenkov, M., Hevus, O. (2014). Polymerization Behavior of Surface-Active Monomers. In: Surface Active Monomers. SpringerBriefs in Materials. Springer, Cham. https://doi.org/10.1007/978-3-319-08446-6_3

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