Degradation kinetics of acid-sensitive hydrogels
Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of t...
Ausführliche Beschreibung
Autor*in: |
Kim, Soeun [verfasserIn] |
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Format: |
E-Artikel |
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Sprache: |
Englisch |
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2015transfer abstract |
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Umfang: |
8 |
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Übergeordnetes Werk: |
Enthalten in: Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey - 2013, Amsterdam [u.a.] |
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Übergeordnetes Werk: |
volume:121 ; year:2015 ; pages:303-310 ; extent:8 |
Links: |
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DOI / URN: |
10.1016/j.polymdegradstab.2015.09.014 |
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Katalog-ID: |
ELV028634071 |
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520 | |a Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. | ||
520 | |a Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. | ||
650 | 7 | |a Hydrolysis |2 Elsevier | |
650 | 7 | |a Acetal |2 Elsevier | |
650 | 7 | |a GC–MS |2 Elsevier | |
650 | 7 | |a Degradable crosslinker |2 Elsevier | |
650 | 7 | |a Thiol-ene networks |2 Elsevier | |
650 | 7 | |a Acid sensitive |2 Elsevier | |
650 | 7 | |a Degradation kinetics |2 Elsevier | |
700 | 1 | |a Linker, Olga |4 oth | |
700 | 1 | |a Garth, Kim |4 oth | |
700 | 1 | |a Carter, Kenneth R. |4 oth | |
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2015 |
allfields |
10.1016/j.polymdegradstab.2015.09.014 doi GBVA2015002000017.pica (DE-627)ELV028634071 (ELSEVIER)S0141-3910(15)30088-4 DE-627 ger DE-627 rakwb eng 540 660 540 DE-600 660 DE-600 610 VZ 550 VZ 38.86 bkl 43.50 bkl 58.51 bkl Kim, Soeun verfasserin aut Degradation kinetics of acid-sensitive hydrogels 2015transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Hydrolysis Elsevier Acetal Elsevier GC–MS Elsevier Degradable crosslinker Elsevier Thiol-ene networks Elsevier Acid sensitive Elsevier Degradation kinetics Elsevier Linker, Olga oth Garth, Kim oth Carter, Kenneth R. oth Enthalten in Elsevier Science Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey 2013 Amsterdam [u.a.] (DE-627)ELV016597362 volume:121 year:2015 pages:303-310 extent:8 https://doi.org/10.1016/j.polymdegradstab.2015.09.014 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-GGO 38.86 Grundwasser VZ 43.50 Umweltbelastungen VZ 58.51 Abwassertechnik Wasseraufbereitung VZ AR 121 2015 303-310 8 045F 540 |
spelling |
10.1016/j.polymdegradstab.2015.09.014 doi GBVA2015002000017.pica (DE-627)ELV028634071 (ELSEVIER)S0141-3910(15)30088-4 DE-627 ger DE-627 rakwb eng 540 660 540 DE-600 660 DE-600 610 VZ 550 VZ 38.86 bkl 43.50 bkl 58.51 bkl Kim, Soeun verfasserin aut Degradation kinetics of acid-sensitive hydrogels 2015transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Hydrolysis Elsevier Acetal Elsevier GC–MS Elsevier Degradable crosslinker Elsevier Thiol-ene networks Elsevier Acid sensitive Elsevier Degradation kinetics Elsevier Linker, Olga oth Garth, Kim oth Carter, Kenneth R. oth Enthalten in Elsevier Science Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey 2013 Amsterdam [u.a.] (DE-627)ELV016597362 volume:121 year:2015 pages:303-310 extent:8 https://doi.org/10.1016/j.polymdegradstab.2015.09.014 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-GGO 38.86 Grundwasser VZ 43.50 Umweltbelastungen VZ 58.51 Abwassertechnik Wasseraufbereitung VZ AR 121 2015 303-310 8 045F 540 |
allfields_unstemmed |
10.1016/j.polymdegradstab.2015.09.014 doi GBVA2015002000017.pica (DE-627)ELV028634071 (ELSEVIER)S0141-3910(15)30088-4 DE-627 ger DE-627 rakwb eng 540 660 540 DE-600 660 DE-600 610 VZ 550 VZ 38.86 bkl 43.50 bkl 58.51 bkl Kim, Soeun verfasserin aut Degradation kinetics of acid-sensitive hydrogels 2015transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Hydrolysis Elsevier Acetal Elsevier GC–MS Elsevier Degradable crosslinker Elsevier Thiol-ene networks Elsevier Acid sensitive Elsevier Degradation kinetics Elsevier Linker, Olga oth Garth, Kim oth Carter, Kenneth R. oth Enthalten in Elsevier Science Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey 2013 Amsterdam [u.a.] (DE-627)ELV016597362 volume:121 year:2015 pages:303-310 extent:8 https://doi.org/10.1016/j.polymdegradstab.2015.09.014 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-GGO 38.86 Grundwasser VZ 43.50 Umweltbelastungen VZ 58.51 Abwassertechnik Wasseraufbereitung VZ AR 121 2015 303-310 8 045F 540 |
allfieldsGer |
10.1016/j.polymdegradstab.2015.09.014 doi GBVA2015002000017.pica (DE-627)ELV028634071 (ELSEVIER)S0141-3910(15)30088-4 DE-627 ger DE-627 rakwb eng 540 660 540 DE-600 660 DE-600 610 VZ 550 VZ 38.86 bkl 43.50 bkl 58.51 bkl Kim, Soeun verfasserin aut Degradation kinetics of acid-sensitive hydrogels 2015transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Hydrolysis Elsevier Acetal Elsevier GC–MS Elsevier Degradable crosslinker Elsevier Thiol-ene networks Elsevier Acid sensitive Elsevier Degradation kinetics Elsevier Linker, Olga oth Garth, Kim oth Carter, Kenneth R. oth Enthalten in Elsevier Science Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey 2013 Amsterdam [u.a.] (DE-627)ELV016597362 volume:121 year:2015 pages:303-310 extent:8 https://doi.org/10.1016/j.polymdegradstab.2015.09.014 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-GGO 38.86 Grundwasser VZ 43.50 Umweltbelastungen VZ 58.51 Abwassertechnik Wasseraufbereitung VZ AR 121 2015 303-310 8 045F 540 |
allfieldsSound |
10.1016/j.polymdegradstab.2015.09.014 doi GBVA2015002000017.pica (DE-627)ELV028634071 (ELSEVIER)S0141-3910(15)30088-4 DE-627 ger DE-627 rakwb eng 540 660 540 DE-600 660 DE-600 610 VZ 550 VZ 38.86 bkl 43.50 bkl 58.51 bkl Kim, Soeun verfasserin aut Degradation kinetics of acid-sensitive hydrogels 2015transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. Hydrolysis Elsevier Acetal Elsevier GC–MS Elsevier Degradable crosslinker Elsevier Thiol-ene networks Elsevier Acid sensitive Elsevier Degradation kinetics Elsevier Linker, Olga oth Garth, Kim oth Carter, Kenneth R. oth Enthalten in Elsevier Science Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey 2013 Amsterdam [u.a.] (DE-627)ELV016597362 volume:121 year:2015 pages:303-310 extent:8 https://doi.org/10.1016/j.polymdegradstab.2015.09.014 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-GGO 38.86 Grundwasser VZ 43.50 Umweltbelastungen VZ 58.51 Abwassertechnik Wasseraufbereitung VZ AR 121 2015 303-310 8 045F 540 |
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Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. |
abstractGer |
Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. |
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Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde. |
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Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde.</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Dimethacrylate or divinyl-functionalized acetal-based crosslinkers were synthesized as building elements of acid-sensitive crosslinked hydrogels. Each crosslinker was prepared under catalytic acidic conditions with different functional groups installed at the acetal position. The hydrophilicity of the crosslinkers was tuned to control acidic-hydrolysis rate. We report the synthesis of hydroxyethyl dimethacrylate-functionalized dimethyl ketal (CL1), meta- or para-methoxybenzaldehyde based acetals (CL2m and CL2p), poly(ethylene glycol) dimethacrylate-functionalized dimethyl ketal-based crosslinker (CL3), and divinyl-functionalized meta-methoxybenzaldehyde-based acetal crosslinker (V-CL2m). An examination of acetal hydrolysis kinetics of the monomers was performed in aqueous buffer solutions using 1H NMR (proton nuclear magnetic resonance) and UV–Vis (ultraviolet–visible) spectroscopy at various pH ranges. The hydrolysis rates were strongly dependent on the structure of the acetal. Network films containing CL2m were prepared by thermally initiated polymerization with either hydroxyethylmethacrylate (HEMA) or methylmethacrylate (MMA). A study of the hydrolysis kinetics of these crosslinked films was performed using GC–MS (gas chromatography and mass spectroscopy) to understand the effect of monomer hydrophilicity, crosslinking density, and polymerization mechanism at different pHs. The crosslinked films composed of the hydrophilic monomer, HEMA, show faster hydrolysis than those containing more hydrophobic monomers (e.g. MMA). The hydrolysis rate decreases as the crosslinking density increases. In the case of thiol-ene networks formed by reacting pentaerythritol tetrakis(3-mercaptopropionate) and V-CL2m, each repeating unit is composed of an acid-degradable acetal-moiety. Hydrolysis of the thio-ene network films results in depolymerization into two lower molecular weight components, pentaerythritol tetrakis(3-(6-hydroxyhexylthio)propanoate) and meta-methoxybenzaldehyde.</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Hydrolysis</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Acetal</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">GC–MS</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Degradable crosslinker</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Thiol-ene networks</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Acid sensitive</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="650" ind1=" " ind2="7"><subfield code="a">Degradation kinetics</subfield><subfield code="2">Elsevier</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Linker, Olga</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Garth, Kim</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Carter, Kenneth R.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">Enthalten in</subfield><subfield code="n">Elsevier Science</subfield><subfield code="t">Patient and Graft Survival After Pre-emptive Versus Non-pre-emptive Kidney Transplantation: A Single-Center Experience From Turkey</subfield><subfield code="d">2013</subfield><subfield code="g">Amsterdam [u.a.]</subfield><subfield code="w">(DE-627)ELV016597362</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:121</subfield><subfield code="g">year:2015</subfield><subfield code="g">pages:303-310</subfield><subfield code="g">extent:8</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">https://doi.org/10.1016/j.polymdegradstab.2015.09.014</subfield><subfield code="3">Volltext</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_U</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ELV</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SYSFLAG_U</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OPC-GGO</subfield></datafield><datafield tag="936" ind1="b" ind2="k"><subfield code="a">38.86</subfield><subfield code="j">Grundwasser</subfield><subfield code="q">VZ</subfield></datafield><datafield tag="936" ind1="b" ind2="k"><subfield code="a">43.50</subfield><subfield code="j">Umweltbelastungen</subfield><subfield code="q">VZ</subfield></datafield><datafield tag="936" ind1="b" ind2="k"><subfield code="a">58.51</subfield><subfield code="j">Abwassertechnik</subfield><subfield code="j">Wasseraufbereitung</subfield><subfield code="q">VZ</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">121</subfield><subfield code="j">2015</subfield><subfield code="h">303-310</subfield><subfield code="g">8</subfield></datafield><datafield tag="953" ind1=" " ind2=" "><subfield code="2">045F</subfield><subfield code="a">540</subfield></datafield></record></collection>
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