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Acryloyl Chloride

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Gerard Riess – One of the best experts on this subject based on the ideXlab platform.

  • synthesis and characterization of new unsaturated esters of gellan gum
    Carbohydrate Polymers, 2008
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    Abstract A series of Gellan Gum unsaturated esters by addition of free radical polymerizable groups, which can be polymerized under mild conditions to design biodegradable three-dimensional networks having hydrogels properties, were synthesized by esterification under various conditions. Different degrees of functionalization were obtained either homogeneously in water with acrylic acid or heterogeneously with Acryloyl Chloride and maleic anhydride in organic solvents. Acrylate and maleate groups determination was carried out by ATR-FTIR and 1 H liquid NMR techniques. The degree of substitution as determined by 1 H NMR could be controlled by varying the chemical nature of functionalization agent, reaction time and temperature. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride.

  • Synthesis and characterization of new unsaturated esters of Gellan Gum
    Carbohydrate Polymers, 2008
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    A series of Gellan Gum unsaturated esters by addition of free radical polymerizable groups, which can be polymerized under mild conditions to design biodegradable three-dimensional networks having hydrogels properties, were synthesized by esterification under various conditions. Different degrees of functionalization were obtained either homogeneously in water with acrylic acid or heterogeneously with Acryloyl Chloride and maleic anhydride in organic solvents. Acrylate and maleate groups determination was carried out by ATR-FTIR and 1H liquid NMR techniques. The degree of substitution as determined by 1H NMR could be controlled by varying the chemical nature of functionalization agent, reaction time and temperature. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride. © 2007 Elsevier Ltd. All rights reserved.

  • New unsaturated derivatives of Xanthan gum: Synthesis and characterization
    Polymer, 2007
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    Unsaturated Xanthan derivatives, which can be used for the development of biodegradable three-dimensional networks having hydrogel properties, were prepared by esterification under various conditions. Xanthan gum derivatives with different degrees of substitution were obtained by reaction with an unsaturated organic acid (acrylic acid) or with acid reactive derivatives (Acryloyl Chloride, maleic anhydride). The presence of acrylate and maleate groups in the modified structure of Xanthan gum was detected by ATR-FTIR, 1H liquid NMR and 1H HRMAS NMR spectroscopies. The degree of substitution as determined by 1H NMR could be controlled by varying the chemical nature of functionalisation agent, reaction time and temperature. The results proved that this polysaccharide can be modified by esterification with acids or unsaturated acid derivatives for further synthesis of hydrogels. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride. © 2007 Elsevier Ltd. All rights reserved.

Mihaela Hamcerencu – One of the best experts on this subject based on the ideXlab platform.

  • synthesis and characterization of new unsaturated esters of gellan gum
    Carbohydrate Polymers, 2008
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    Abstract A series of Gellan Gum unsaturated esters by addition of free radical polymerizable groups, which can be polymerized under mild conditions to design biodegradable three-dimensional networks having hydrogels properties, were synthesized by esterification under various conditions. Different degrees of functionalization were obtained either homogeneously in water with acrylic acid or heterogeneously with Acryloyl Chloride and maleic anhydride in organic solvents. Acrylate and maleate groups determination was carried out by ATR-FTIR and 1 H liquid NMR techniques. The degree of substitution as determined by 1 H NMR could be controlled by varying the chemical nature of functionalization agent, reaction time and temperature. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride.

  • Synthesis and characterization of new unsaturated esters of Gellan Gum
    Carbohydrate Polymers, 2008
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    A series of Gellan Gum unsaturated esters by addition of free radical polymerizable groups, which can be polymerized under mild conditions to design biodegradable three-dimensional networks having hydrogels properties, were synthesized by esterification under various conditions. Different degrees of functionalization were obtained either homogeneously in water with acrylic acid or heterogeneously with Acryloyl Chloride and maleic anhydride in organic solvents. Acrylate and maleate groups determination was carried out by ATR-FTIR and 1H liquid NMR techniques. The degree of substitution as determined by 1H NMR could be controlled by varying the chemical nature of functionalization agent, reaction time and temperature. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride. © 2007 Elsevier Ltd. All rights reserved.

  • New unsaturated derivatives of Xanthan gum: Synthesis and characterization
    Polymer, 2007
    Co-Authors: Mihaela Hamcerencu, Jacques Desbrieres, Abdel Khoukh, Marcel Popa, Gerard Riess

    Abstract:

    Unsaturated Xanthan derivatives, which can be used for the development of biodegradable three-dimensional networks having hydrogel properties, were prepared by esterification under various conditions. Xanthan gum derivatives with different degrees of substitution were obtained by reaction with an unsaturated organic acid (acrylic acid) or with acid reactive derivatives (Acryloyl Chloride, maleic anhydride). The presence of acrylate and maleate groups in the modified structure of Xanthan gum was detected by ATR-FTIR, 1H liquid NMR and 1H HRMAS NMR spectroscopies. The degree of substitution as determined by 1H NMR could be controlled by varying the chemical nature of functionalisation agent, reaction time and temperature. The results proved that this polysaccharide can be modified by esterification with acids or unsaturated acid derivatives for further synthesis of hydrogels. Maleic anhydride presents a higher reactivity as compared to acrylic acid and Acryloyl Chloride. © 2007 Elsevier Ltd. All rights reserved.

Laurie J. Butler – One of the best experts on this subject based on the ideXlab platform.

  • Two HCl-Elimination Channels and Two CO-Formation Channels Detected with Time-Resolved Infrared Emission upon Photolysis of Acryloyl Chloride [CH2CHC(O)Cl] at 193 nm.
    The journal of physical chemistry. A, 2015
    Co-Authors: Pei Wen Lee, Laurie J. Butler, Preston G. Scrape, Yuan-pern Lee

    Abstract:

    Following photodissociation of gaseous Acryloyl Chloride, CH2CHC(O)Cl, at 193 nm, temporally resolved vibration–rotational emission spectra of HCl (v ≤ 7, J ≤ 35) in region 2350–3250 cm–1 and of CO (v ≤ 4, J ≤ 67) in region 1865–2300 cm–1 were recorded with a step-scan Fourier-transform spectrometer. The HCl emission shows a minor low-J component for v ≤ 4 with average rotational energy Erot = 9 ± 3 kJ mol–1 and vibrational energy Evib = 28 ± 7 kJ mol–1 and a major high-J component for v ≤ 7 with average rotational energy Erot = 36 ± 6 kJ mol–1 and vibrational energy Evib = 49 ± 9 kJ mol–1; the branching ratio of these two channels is ∼0.2:0.8. Using electronic structure calculations to characterize the transition states and each intrinsic reaction coordinate, we find that the minor pathway corresponds to the four-center HCl-elimination of CH2ClCHCO following a 1,3-Cl-shift of CH2CHC(O)Cl, whereas the major pathway corresponds to the direct four-center HCl-elimination of CH2CHC(O)Cl. Although several chan…

  • Two HCl-Elimination Channels and Two CO-Formation
    Channels Detected with Time-Resolved Infrared Emission upon Photolysis
    of Acryloyl Chloride [CH2CHC(O)Cl] at 193 nm
    , 2015
    Co-Authors: Pei Wen Lee, Laurie J. Butler, Preston G. Scrape, Yuan-pern Lee

    Abstract:

    Following
    photodissociation of gaseous Acryloyl Chloride, CH2CHC­(O)­Cl,
    at 193 nm, temporally resolved vibration–rotational
    emission spectra of HCl (v ≤ 7, J ≤ 35) in region 2350–3250 cm–1 and
    of CO (v ≤ 4, J ≤
    67) in region 1865–2300 cm–1 were recorded
    with a step-scan Fourier-transform spectrometer. The HCl emission
    shows a minor low-J component for v ≤ 4 with average rotational energy Erot = 9 ± 3 kJ mol–1 and vibrational
    energy Evib = 28 ± 7 kJ mol–1 and a major high-J component for v ≤ 7 with average rotational energy Erot = 36 ± 6 kJ mol–1 and vibrational
    energy Evib = 49 ± 9 kJ mol–1; the branching ratio of these two channels is ∼0.2:0.8. Using
    electronic structure calculations to characterize the transition states
    and each intrinsic reaction coordinate, we find that the minor pathway
    corresponds to the four-center HCl-elimination of CH2ClCHCO
    following a 1,3-Cl-shift of CH2CHC­(O)­Cl, whereas the major
    pathway corresponds to the direct four-center HCl-elimination of CH2CHC­(O)­Cl. Although several channels are expected for CO produced
    from the secondary dissociation of C2H3CO and
    H2CCCO, each produced from two
    possible dissociation channels of CH2CHC­(O)­Cl, the CO emission
    shows a near-Boltzmann rotational distribution with average rotational
    energy Erot = 21 ± 4 kJ mol–1 and average vibrational energy Evib =
    10 ± 4 kJ mol–1. Consideration of the branching
    fractions suggests that the CO observed with greater vibrational excitation
    might result from secondary decomposition of H2CCCO
    that was produced via the minor low-J HCl-elimination
    channel, while the internal state distributions of CO produced from
    the other three channels are indistinguishable. We also introduce
    a method for choosing the correct point along the intrinsic reaction
    coordinate for a roaming HCl elimination channel to generate a Franck–Condon
    prediction for the HCl vibrational energy

  • 193-nm photodissociation of Acryloyl Chloride to probe the unimolecular dissociation of CH2CHCO radicals and CH2CCO
    The Journal of chemical physics, 2004
    Co-Authors: D. E. Szpunar, J. L. Miller, Laurie J. Butler

    Abstract:

    The work presented here uses photofragment translational spectroscopy to investigate the primary and secondary dissociation channels of Acryloyl Chloride (CH2=CHCOCl) excited at 193 nm. Three primary channels were observed. Two C–Cl fission channels occur, one producing fragments with high kinetic recoil energies and the other producing fragments with low translational energies. These channels produced nascent CH2CHCO radicals with internal energies ranging from 23 to 66 kcal/mol for the high-translational-energy channel and from 50 to 68 kcal/mol for the low-translational-energy channel. We found that all nascent CH2CHCO radicals were unstable to CH2CH+CO formation, in agreement with the G3//B3LYP barrier height of 22.4 kcal/mol to within experimental and computational uncertainties. The third primary channel is HCl elimination. All of the nascent CH2CCO coproducts were found to have enough internal energy to dissociate, producing CH2C:+CO, in qualitative agreement with the G3//B3LYP barrier of 39.5 kcal…