Rose Bengal

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Maud Save - One of the best experts on this subject based on the ideXlab platform.

  • photoactive Rose Bengal based latex via raft emulsion polymerization induced self assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces a reactive stabilizer for emulsion polymerization-induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process for the efficient design of dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as a photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effects of the structure of MRB and solvent for RAFT copolymerization with AA were investigated. While VBRB induced strong retardation in 1-4-dioxane, to a greater extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR spectroscopy, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization were stable, monodisperse core–shell particles of 90–100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate) of poly(n-butyl acrylate), poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with a photosensitizer. Interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal (ϕΔ = 0.64 ± 0.10) in a similar range to that of free Rose Bengal in water (ϕΔ = 0.76 ± 0.10) proves the photoactivity of photosensitizer-grafted waterborne latexes.

  • Photoactive Rose Bengal-based Latex via RAFT Emulsion Polymerization-Induced Self-Assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe-lhoste, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces reactive stabilizer for emulsion polymerization induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process efficient to design dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effect of the structure of MRB and solvent of RAFT copolymerization with AA was investigated. While VBRB induced strong retardation in 1-4-dioxane, to a larger extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization are stable monodisperse core-shell particles of 90 - 100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate), either poly(n-butyl acrylate), or poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with photosensitizer. The interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal in a close range with free Rose Bengal in water proves the photoactivity of photosensitizer-grafted waterborne latexes

Charlène Boussiron - One of the best experts on this subject based on the ideXlab platform.

  • photoactive Rose Bengal based latex via raft emulsion polymerization induced self assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces a reactive stabilizer for emulsion polymerization-induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process for the efficient design of dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as a photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effects of the structure of MRB and solvent for RAFT copolymerization with AA were investigated. While VBRB induced strong retardation in 1-4-dioxane, to a greater extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR spectroscopy, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization were stable, monodisperse core–shell particles of 90–100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate) of poly(n-butyl acrylate), poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with a photosensitizer. Interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal (ϕΔ = 0.64 ± 0.10) in a similar range to that of free Rose Bengal in water (ϕΔ = 0.76 ± 0.10) proves the photoactivity of photosensitizer-grafted waterborne latexes.

  • Photoactive Rose Bengal-based Latex via RAFT Emulsion Polymerization-Induced Self-Assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe-lhoste, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces reactive stabilizer for emulsion polymerization induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process efficient to design dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effect of the structure of MRB and solvent of RAFT copolymerization with AA was investigated. While VBRB induced strong retardation in 1-4-dioxane, to a larger extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization are stable monodisperse core-shell particles of 90 - 100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate), either poly(n-butyl acrylate), or poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with photosensitizer. The interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal in a close range with free Rose Bengal in water proves the photoactivity of photosensitizer-grafted waterborne latexes

Gary A. Epling - One of the best experts on this subject based on the ideXlab platform.

  • Promoter-specific synthetic photoendonuclease : Rose Bengal-labeled T7 RNA polymerase
    Biochemistry, 1993
    Co-Authors: Betsy M. Sutherland, Matthew Randesi, Ka Wang, Kim Conlon, Gary A. Epling
    Abstract:

    We have constructed a synthetic photoendonuclease composed of T7 RNA polymerase linked to Rose Bengal. The promoter-specific polymerase confers site-specific binding, and the photosensitizer Rose Bengal allows light-induced DNA cleavage. Using a gentle labeling procedure, we find that the polymerase can be labeled with 1-30 Rose Bengals. Polymerase labeled to about 8 Rose Bengals per molecule retains the same efficiency and specificity of binding to promoter-containing DNA as unlabeled polymerase. At this level of Rose Bengal substitution, the synthetic endonuclease, in the presence of visible light, specifically cleaves linear or supercoiled DNA containing a T7 promoter. It induces frank single-strand breaks, rather than labile sites convertible to breaks upon additional treatments. Neither the free Rose Bengal moiety not bonded to polymerase nor the free (not bound to DNA) Rose Bengal-substituted polymerase cleaves DNA. Although Rose Bengal is an efficient generator of singlet oxygen, depletion of oxygen from reaction mixtures increases the cleavage rate. This indicates that singlet oxygen cleavage is not a major mechanism of DNA nicking by the synthetic endonuclease. At higher levels of Rose Bengal substitution, the labeled polymerase shows decreased binding efficiency and increased nonspecific binding to DNA without a T7 promoter; the specificity of DNA cleavage also decreases. These results indicate that the site specificity of Rose Bengal photocleavage by the synthetic endonuclease results from specific binding of the polymerase, and thus Rose Bengal photonicking reflects polymerase binding.

  • Rose Bengal-induced photofragmentation: Singlet oxygen revisited
    Tetrahedron Letters, 1991
    Co-Authors: Gary A. Epling, Martha L. Jackson
    Abstract:

    Abstract The Rose Bengal-induced photofragmentation of β-amino alcohols has been previously reported to proceed through a mechanism involving singlet oxygen sensitization, followed by attack of singlet oxygen and superoxide on the β-amino alcohol. An alternative mechanism involving electron transfer from the amine to the excited state Rose Bengal is supported by new evidence.

Mickael Le Béchec - One of the best experts on this subject based on the ideXlab platform.

  • photoactive Rose Bengal based latex via raft emulsion polymerization induced self assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces a reactive stabilizer for emulsion polymerization-induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process for the efficient design of dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as a photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effects of the structure of MRB and solvent for RAFT copolymerization with AA were investigated. While VBRB induced strong retardation in 1-4-dioxane, to a greater extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR spectroscopy, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization were stable, monodisperse core–shell particles of 90–100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate) of poly(n-butyl acrylate), poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with a photosensitizer. Interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal (ϕΔ = 0.64 ± 0.10) in a similar range to that of free Rose Bengal in water (ϕΔ = 0.76 ± 0.10) proves the photoactivity of photosensitizer-grafted waterborne latexes.

  • Photoactive Rose Bengal-based Latex via RAFT Emulsion Polymerization-Induced Self-Assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe-lhoste, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces reactive stabilizer for emulsion polymerization induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process efficient to design dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effect of the structure of MRB and solvent of RAFT copolymerization with AA was investigated. While VBRB induced strong retardation in 1-4-dioxane, to a larger extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization are stable monodisperse core-shell particles of 90 - 100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate), either poly(n-butyl acrylate), or poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with photosensitizer. The interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal in a close range with free Rose Bengal in water proves the photoactivity of photosensitizer-grafted waterborne latexes

Julia Sabalot - One of the best experts on this subject based on the ideXlab platform.

  • photoactive Rose Bengal based latex via raft emulsion polymerization induced self assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces a reactive stabilizer for emulsion polymerization-induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process for the efficient design of dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as a photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effects of the structure of MRB and solvent for RAFT copolymerization with AA were investigated. While VBRB induced strong retardation in 1-4-dioxane, to a greater extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR spectroscopy, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization were stable, monodisperse core–shell particles of 90–100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate) of poly(n-butyl acrylate), poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with a photosensitizer. Interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal (ϕΔ = 0.64 ± 0.10) in a similar range to that of free Rose Bengal in water (ϕΔ = 0.76 ± 0.10) proves the photoactivity of photosensitizer-grafted waterborne latexes.

  • Photoactive Rose Bengal-based Latex via RAFT Emulsion Polymerization-Induced Self-Assembly
    Polymer Chemistry, 2021
    Co-Authors: Charlène Boussiron, Mickael Le Béchec, Julia Sabalot, Sylvie Lacombe-lhoste, Maud Save
    Abstract:

    Copolymerization of acrylic acid (AA) with a photosensitizer-based comonomer by reversible addition fragmentation transfer (RAFT) polymerization produces reactive stabilizer for emulsion polymerization induced self-assembly (PISA). This polymerization in aqueous dispersed medium is a surfactant-free and solvent-free environmentally friendly process efficient to design dye-supported polymer colloids dispersed in water. Rose Bengal (RB) was selected as photosensitizer for the synthesis of two types of comonomers (MRB), vinyl benzyl Rose Bengal (VBRB) and ethyl acrylate Rose Bengal (EARB). The effect of the structure of MRB and solvent of RAFT copolymerization with AA was investigated. While VBRB induced strong retardation in 1-4-dioxane, to a larger extent compared to EARB, such retardation was overcome in polar dimethyl sulfoxide. The high level of chain end fidelity of PAA-based macromolecular chain transfer agent, as highlighted by UV-visible spectroscopy and proton NMR, allowed for efficient chain extension. Self-assembled amphiphilic block copolymers synthesized by RAFT-mediated emulsion polymerization are stable monodisperse core-shell particles of 90 - 100 nm diameter. The shell is a hydrophilic poly(ammonium acrylate-co-MRB) statistical copolymer and the core is a film-forming poly(alkyl acrylate), either poly(n-butyl acrylate), or poly(ethyl acrylate) or poly(n-butyl acrylate-co-ethyl acrylate). A second synthetic route is proposed to label the particle core with photosensitizer. The interfacial singlet oxygen production was monitored by the degradation of furfuryl alcohol quencher under visible light irradiation. The average quantum yield of supported Rose Bengal in a close range with free Rose Bengal in water proves the photoactivity of photosensitizer-grafted waterborne latexes

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