Synthesis and properties of fluoroalkylated end-capped betaine polymers

Sawada, Hideo; Umedo, Michinori; Kawase, Tokuzō; Tomita, Toshio; Baba, Masanori

doi:10.1016/s0014-3057(98)00250-x

Cited by 22 publications

(9 citation statements)

References 17 publications

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“…Much less studied are the antimicrobial characteristics of polymeric betaines, even though some have been shown to possess such characteristics. For example, Sawada et al28 described the synthesis and properties of fluoroalkylated telechelic carboxybetaine polymers based on 2‐(3‐acrylamidopropyldimethylammonio)ethanoate (APDMAE). Although the nonfluorinated polyAPDMAE homopolymer did not exhibit any antibacterial properties, the fluoroalkylated species did possess some activity against bacteria.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial activity of statistical polymethacrylic sulfopropylbetaines against gram‐positive and gram‐negative bacteria

Ward

Sanchez

Elasri

et al. 2006

J of Applied Polymer Sci

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A series of statistical copolymers derived from 2-(dimethylamino)ethyl methacrylate with four different hydrophobic comonomers (ethyl, butyl, cyclohexyl, and octyl methacrylates) have been prepared via conventional free radical copolymerization under bulk conditions. The copolymers have been subsequently modified, with 1,3-propanesultone to yield the corresponding polysulfoproylbetaine derivatives. Those copolymers exhibiting the requisite aqueous solubility have been screened with respect to their antimicrobial activity against two common and notorious pathogens, namely Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli). We show that certain copolymers do indeed exhibit antimicrobial activity. The extent of activity is related to the molecular characteristics of the materials such as the molar composition and structure of the hydrophobic comonomer.

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Section: Introductionmentioning

confidence: 99%

Antimicrobial activity of statistical polymethacrylic sulfopropylbetaines against gram‐positive and gram‐negative bacteria

Ward

Sanchez

Elasri

et al. 2006

J of Applied Polymer Sci

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“…On the other hand, the viscosity of R F –(AMPS) n –R F increased significantly with increasing concentration, and we were unable to measure their viscosity because of the gelation at concentrations > 1 g/dm 3 . Previously, we reported that R F –(APDMAE) n –R F polymers, especially the longer perfluorooxaalkyl end‐capped APDMAE polymer, can cause gelation in water derived from the synergistic interaction of the aggregations of the longer fluoroalkyl segments and the ionic interactions of the betaine segments 5. The viscosity of R F –(APDMAE) n –R F increased with increasing concentration, and gelation was observed above 10 g/dm 3 .…”

Section: Resultsmentioning

confidence: 93%

“…In particular, longer perfluorooxaal‐kyl end‐capped APDAPS oligomers were more effec‐tive for reducing the surface tension of water. In Figure 3, we show the surface tension of aqueous solutions of R F –(AMPS) n –R F polymer and R F –(APDMAE) n –R F polymer5 for comparison.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of fluoroalkyl end‐capped sulfobetaine polymers

Sawada

Umedo

Kawase

et al. 2004

J of Applied Polymer Sci

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ABSTRACT:A variety of fluoroalkyl end-capped 3- [N-(3-acrylamido)propyl-N,N-dimethylammonio]propanesulfonate polymers [R F -(APDAPS) n -R F ] were prepared by the reactions of fluoroalkanoyl peroxides with the corresponding monomer under very mild conditions. Similarly, fluoroalkyl end-capped 2-vinylpyridinio propane sulfonate polymer was obtained by the use of fluoroalkanoyl peroxide. These fluoroalkyl end-capped sulfobetaine polymers exhibited a good solubility in water; however, these polymers have a poor solubility in other solvents. In particular, R F -(AP-DAPS) n -R F polymers caused gelation in methanol, although R F -(VPPA) n -R F polymer showed no gelation in methanol. R F -(APDAPS) n -R F polymers were found to form the selfassembled molecular aggregates with the aggregations of the end-capped fluoroalkyl segments and the ionic interactions between sulfobetaine segments in aqueous solutions. On the other hand, it was suggested that R F -2-vinylpyridinio propane sulfonate (VPPS) n -R F polymer is not likely to form the self-assemblies in aqueous solutions because of the steric hindrance of pyridiniopropyl betaine units in polymer. We also studied the surfactant properties of R F -(AP-DAPS) n -R F and R F -(VPPS) n -R F polymers compared with those of other fluoroalkyl end-capped betaine-type polymers such as 2-acrylamido-2-methylpropanesulfonic acid polymers and 2-(3-acrylamidopropyldimethylammonio) ethanoate polymers.

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“…Betaine polymeric surfactant is a new type of polymeric surfactant that was developed based on ionic polymeric surfactant [23][24][25][26][27]. The introduction of betaine-type ionic groups into the comonomer allows the aqueous solution to produce a reverse polyelectrolyte effect.…”

Section: Introductionmentioning

confidence: 99%

Study on the Influencing Factors of the Emulsion Stability of a Polymeric Surfactant Based on a New Emulsification Device

et al. 2020

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Polymeric surfactant flooding is an effective method to improve oil recovery, and the stability of the emulsion is closely related to the effect of surfactant flooding. The preparation method for a surfactant-stabilized emulsion is relatively simple, and the emulsion produced by the existing device cannot simulate the real formation conditions. To better simulate the emulsification of polymeric surfactant during formation and to study the influencing factors of emulsion stability, a new sieve plate rotary emulsification device was used to prepare emulsions instead of the traditional high-speed shear emulsifier, and the stability of emulsions prepared by different methods was compared. The parameters of the device were optimized by determining the water content, particle size, and Turbiscan Stability Index TSI (stability parameter) of the emulsion. The factors affecting the stability of the emulsion were studied by using the optimized experimental device. The results showed that the optimized parameters of the sieve plate rotary emulsification device were 5 sieve plates, diameter of 1 mm, and emulsification time of 60 min. The stability of the emulsion prepared by the new device was better than that of the emulsion prepared by the traditional high-speed stirrer, which can be attributed to the more abundant contact and mix of oil and surfactant solution. Meanwhile, as the polymeric surfactant concentration, salinity, and water–oil ratio increased, the stability of the polymeric surfactant emulsion increased. The results of this study provide a theoretical basis and guidance for better simulation of polymeric surfactant migration and emulsification during formation.

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Synthesis and properties of fluoroalkylated end-capped betaine polymers

Cited by 22 publications

References 17 publications

Antimicrobial activity of statistical polymethacrylic sulfopropylbetaines against gram‐positive and gram‐negative bacteria

Antimicrobial activity of statistical polymethacrylic sulfopropylbetaines against gram‐positive and gram‐negative bacteria

Synthesis and properties of fluoroalkyl end‐capped sulfobetaine polymers

Study on the Influencing Factors of the Emulsion Stability of a Polymeric Surfactant Based on a New Emulsification Device

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