Reactive surfactants in heterophase polymerization. VI. Synthesis and screening of polymerizable surfactants (surfmers) with varying reactivity in high solids styrene?butyl acrylate?acrylic acid emulsion polymerization

Unzué, María J.; Schoonbrood, Harold A. S.; Asúa, José M.; Goni, A. M.; Sherrington, David C.; Stähler, K.; Goebel, K.‐H.; Tauer, Klaus; Sjöberg, Marie; Holmberg, Krister

doi:10.1002/(sici)1097-4628(19971128)66:9<1803::aid-app20>3.0.co;2-u

Cited by 78 publications

(32 citation statements)

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“…The type of surfactant used in the emulsion is known to influence the formation and stability of the nanoparticles, but also that biological interactions, migration properties9 and cellular toxicity of the surfactant through disruption of membrane integrity are all highly dependent on the concentration and structural properties of the surfactant itself 13. Consequently, we investigating acrylated variants of these different surfactants so that the molecule could be introduced covalently into the nanoparticle matrix during emulsion polymerization.…”

Section: Introductionmentioning

confidence: 99%

“…Consequently, we investigating acrylated variants of these different surfactants so that the molecule could be introduced covalently into the nanoparticle matrix during emulsion polymerization. The structures of these acrylated surfactant monomers , or surfmers 14, are shown in Figure 2 and include the anionic surfmer , sodium 11-(acryloloxyundecan-1-yl) sulfate ( 5 ), the two cationic surfmers, (11-acryloyloxyundecyl)dimethyl(2-hydroxyethyl)ammonium bromide ( 6 ) and (11-acryloyloxyundecyl)dimethylethylammonium bromide ( 7 ), the zwitterionic surfmer, 3-[N,N-diethyl-N-(3-sulfopropyl)ammonio]acrylate ( 8 ), and finally, the neutral surfmer, dodecanoic acid 2-(2-acryloyloxyethoxy)ethyl ester ( 9 ) 9–12…”

Section: Introductionmentioning

confidence: 99%

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Physical properties and biological activity of poly(butyl acrylate–styrene) nanoparticle emulsions prepared with conventional and polymerizable surfactants

Garay-Jimenez

Gergeres

Young

et al. 2009

Nanomedicine: Nanotechnology, Biology and Medicine

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Recent efforts in our laboratory have explored the use of polyacrylate nanoparticles in aqueous media as stable emulsions for potential applications in treating drug-resistant bacterial infections. These emulsions are made by emulsion polymerization of acrylated antibiotic compounds in a mixture of butyl acrylate and styrene (7:3 w:w) using sodium dodecyl sulfate (SDS) as a surfactant. Prior work in our group established that the emulsions required purification to remove toxicity associated with extraneous surfactant present in the media. This paper summarizes our investigations of poly(butyl acrylate-styrene) emulsions made using anionic, cationic, zwitterionic, and non-charged (amphiphilic) surfactants, as well as attachable surfactant monomers (surfmers), comparing the cytotoxicity and microbiological activity levels of the emulsion both before and after purification. Conflict of Interest Statement:Edward Turos is co-inventor on a US patent application by the University of South Florida for the polyacrylate nanoparticle antibiotics, the subject of this publication. Dr. Turos is also co-founder, chief scientific advisor, and shareholder of Nanopharma Technologies, Inc., a University of South Florida spin-out company. Nanopharma Technologies, Inc., has licensed the nanoparticles technology from University of South Florida for potential commercial development.Publisher's Disclaimer: This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final citable form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. NIH Public Access Author ManuscriptNanomedicine. Author manuscript; available in PMC 2010 December 1. NIH-PA Author ManuscriptNIH-PA Author Manuscript NIH-PA Author ManuscriptOur results show that the attachment of a polymerizable surfmer onto the matrix of the nanoparticle neither improves nor diminishes cytotoxic or antibacterial effects of the emulsion, regardless of whether the emulsions are purified or not, and that the optimal properties are associated with the use of the non-ionic surfactants versus those carrying anionic, cationic, or zwitterionic charge. Incorporation of an N-thiolated β-lactam antibacterial agent onto the nanoparticle matrix via covalent attachment endows the emulsion with antibiotic properties against pathogenic bacteria such as methicillin-resistant Staphylococcus aureus (MRSA), without changing the physical properties of the nanoparticles or their emulsions.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Physical properties and biological activity of poly(butyl acrylate–styrene) nanoparticle emulsions prepared with conventional and polymerizable surfactants

Garay-Jimenez

Gergeres

Young

et al. 2009

Nanomedicine: Nanotechnology, Biology and Medicine

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“…Emulsion polymerization is a perfect candidate for preparing the polymers due to the emphasis on environmental‐friendly . The kinetic stability of emulsions is quite important, hence, different emulsifiers are employed to enhance it . The traditional emulsifiers with low molecular weights were often utilized, with much negative effect on the stabilities of the emulsion, especially the freeze‐thaw property.…”

Section: Introductionmentioning

confidence: 99%

Polyacrylate emulsion containing IBOMA for removable pressure sensitive adhesives

Zhang

Cao²,

Wang

et al. 2015

J of Applied Polymer Sci

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In the area of pressure sensitive adhesives (PSAs), corona treatment or other preprocessing on the carrier was commonly utilized for the enhancement of the interaction between the adhesive layer and the carrier, with complicated procedures and operations. To make it easy, one-pot emulsion polymerization using n-butyl acrylate, isobornyl methacrylate (IBOMA), 2-hydroxyethyl acrylate and acrylic acid was conducted in the presence of a reactive emulsifier SR-20 to obtain a reinforced adhesive tape. First, the emulsion had good stabilities, especially freeze-thaw stability, which was helpful to the fabrication of PSAs. Second, IBOMA increased the binding strength between adhesive layer and adherend. The properties of the final tapes well fulfilled the requirements of this areas, such as that the 1808 peel strength of 125.9 N/m when coated on non-corona surfaces, the tack of 19 #, and the shear holding time of more than 100 h. Third, the tapes produced using the above emulsion could be removed many times, with no PSAs residue on the adherend even when coated on untreated PP, which showed the potential of recycling and environmental protection. Thus, these properties make the polyacrylate emulsion have great potential for practical applications.

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“…The weak physical adsorption of traditional emulsifiers may cause the destabilization of the latex and water sensitivity of the film. However, polymerizable emulsifiers can improve the stability of the lattices against electrolytes [1,2], shear forces [3] and freezing/thawing [4], as well as affecting the water sensitivity of the film formed [2,[5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a Novel Series of Cationic Fumaric Polymerizable Emulsifiers

Qiao

Cao

Sun

et al. 2010

J Surfact & Detergents

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Reactive surfactants in heterophase polymerization. VI. Synthesis and screening of polymerizable surfactants (surfmers) with varying reactivity in high solids styrene?butyl acrylate?acrylic acid emulsion polymerization

Cited by 78 publications

References 3 publications

Physical properties and biological activity of poly(butyl acrylate–styrene) nanoparticle emulsions prepared with conventional and polymerizable surfactants

Physical properties and biological activity of poly(butyl acrylate–styrene) nanoparticle emulsions prepared with conventional and polymerizable surfactants

Polyacrylate emulsion containing IBOMA for removable pressure sensitive adhesives

Synthesis and Characterization of a Novel Series of Cationic Fumaric Polymerizable Emulsifiers

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