Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone
Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found...
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| Autor*in: |
Nan, Xuying [verfasserIn] |
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| Format: |
Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2022 |
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| Schlagwörter: |
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| Anmerkung: |
© The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 |
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| Übergeordnetes Werk: |
Enthalten in: Polymer bulletin - Springer Berlin Heidelberg, 1978, 79(2022), 12 vom: 11. Jan., Seite 10865-10880 |
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| Übergeordnetes Werk: |
volume:79 ; year:2022 ; number:12 ; day:11 ; month:01 ; pages:10865-10880 |
| Links: |
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| DOI / URN: |
10.1007/s00289-022-04074-9 |
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OLC2079893904 |
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| 520 | |a Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. | ||
| 650 | 4 | |a Glycine derivatives | |
| 650 | 4 | |a -Phenylglycine | |
| 650 | 4 | |a Radical photopolymerization | |
| 650 | 4 | |a Co-initiator | |
| 650 | 4 | |a Initiation efficiency | |
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| 700 | 1 | |a Luo, Youping |4 aut | |
| 700 | 1 | |a Wu, Mingshu |4 aut | |
| 700 | 1 | |a Chen, Guangying |4 aut | |
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10.1007/s00289-022-04074-9 doi (DE-627)OLC2079893904 (DE-He213)s00289-022-04074-9-p DE-627 ger DE-627 rakwb eng 540 530 660 VZ BIODIV DE-30 fid Nan, Xuying verfasserin (orcid)0000-0003-0230-0106 aut Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone 2022 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. Glycine derivatives -Phenylglycine Radical photopolymerization Co-initiator Initiation efficiency Sun, Lili aut Luo, Youping aut Wu, Mingshu aut Chen, Guangying aut Enthalten in Polymer bulletin Springer Berlin Heidelberg, 1978 79(2022), 12 vom: 11. Jan., Seite 10865-10880 (DE-627)129092916 (DE-600)6871-8 (DE-576)01442861X 0170-0839 nnns volume:79 year:2022 number:12 day:11 month:01 pages:10865-10880 https://doi.org/10.1007/s00289-022-04074-9 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC FID-BIODIV SSG-OLC-TEC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_2018 GBV_ILN_4277 AR 79 2022 12 11 01 10865-10880 |
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10.1007/s00289-022-04074-9 doi (DE-627)OLC2079893904 (DE-He213)s00289-022-04074-9-p DE-627 ger DE-627 rakwb eng 540 530 660 VZ BIODIV DE-30 fid Nan, Xuying verfasserin (orcid)0000-0003-0230-0106 aut Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone 2022 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. Glycine derivatives -Phenylglycine Radical photopolymerization Co-initiator Initiation efficiency Sun, Lili aut Luo, Youping aut Wu, Mingshu aut Chen, Guangying aut Enthalten in Polymer bulletin Springer Berlin Heidelberg, 1978 79(2022), 12 vom: 11. Jan., Seite 10865-10880 (DE-627)129092916 (DE-600)6871-8 (DE-576)01442861X 0170-0839 nnns volume:79 year:2022 number:12 day:11 month:01 pages:10865-10880 https://doi.org/10.1007/s00289-022-04074-9 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC FID-BIODIV SSG-OLC-TEC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_2018 GBV_ILN_4277 AR 79 2022 12 11 01 10865-10880 |
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10.1007/s00289-022-04074-9 doi (DE-627)OLC2079893904 (DE-He213)s00289-022-04074-9-p DE-627 ger DE-627 rakwb eng 540 530 660 VZ BIODIV DE-30 fid Nan, Xuying verfasserin (orcid)0000-0003-0230-0106 aut Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone 2022 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. Glycine derivatives -Phenylglycine Radical photopolymerization Co-initiator Initiation efficiency Sun, Lili aut Luo, Youping aut Wu, Mingshu aut Chen, Guangying aut Enthalten in Polymer bulletin Springer Berlin Heidelberg, 1978 79(2022), 12 vom: 11. Jan., Seite 10865-10880 (DE-627)129092916 (DE-600)6871-8 (DE-576)01442861X 0170-0839 nnns volume:79 year:2022 number:12 day:11 month:01 pages:10865-10880 https://doi.org/10.1007/s00289-022-04074-9 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC FID-BIODIV SSG-OLC-TEC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_2018 GBV_ILN_4277 AR 79 2022 12 11 01 10865-10880 |
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10.1007/s00289-022-04074-9 doi (DE-627)OLC2079893904 (DE-He213)s00289-022-04074-9-p DE-627 ger DE-627 rakwb eng 540 530 660 VZ BIODIV DE-30 fid Nan, Xuying verfasserin (orcid)0000-0003-0230-0106 aut Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone 2022 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. Glycine derivatives -Phenylglycine Radical photopolymerization Co-initiator Initiation efficiency Sun, Lili aut Luo, Youping aut Wu, Mingshu aut Chen, Guangying aut Enthalten in Polymer bulletin Springer Berlin Heidelberg, 1978 79(2022), 12 vom: 11. Jan., Seite 10865-10880 (DE-627)129092916 (DE-600)6871-8 (DE-576)01442861X 0170-0839 nnns volume:79 year:2022 number:12 day:11 month:01 pages:10865-10880 https://doi.org/10.1007/s00289-022-04074-9 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC FID-BIODIV SSG-OLC-TEC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_2018 GBV_ILN_4277 AR 79 2022 12 11 01 10865-10880 |
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10.1007/s00289-022-04074-9 doi (DE-627)OLC2079893904 (DE-He213)s00289-022-04074-9-p DE-627 ger DE-627 rakwb eng 540 530 660 VZ BIODIV DE-30 fid Nan, Xuying verfasserin (orcid)0000-0003-0230-0106 aut Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone 2022 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. Glycine derivatives -Phenylglycine Radical photopolymerization Co-initiator Initiation efficiency Sun, Lili aut Luo, Youping aut Wu, Mingshu aut Chen, Guangying aut Enthalten in Polymer bulletin Springer Berlin Heidelberg, 1978 79(2022), 12 vom: 11. Jan., Seite 10865-10880 (DE-627)129092916 (DE-600)6871-8 (DE-576)01442861X 0170-0839 nnns volume:79 year:2022 number:12 day:11 month:01 pages:10865-10880 https://doi.org/10.1007/s00289-022-04074-9 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC FID-BIODIV SSG-OLC-TEC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_2018 GBV_ILN_4277 AR 79 2022 12 11 01 10865-10880 |
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glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone |
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Glycine derivatives with closed carboxyl group as effective co-initiators for radical photopolymerization in the presence of camphorquinone |
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Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 |
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Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 |
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Abstract N-Phenylglycine (NPG) has been used for many years as efficient biocompatible co-initiator in initiating radical photopolymerization. Apart of that, very few amino acid co-initiators have been proposed to exhibit the comparable ability with NPG. Unlike NPG with free carboxyl group, we found that several glycine derivatives with closed carboxyl groups as co-initiators could compete or even work better than NPG in initiating photopolymerization in the presence of camphorquinone, while the counterparts with free carboxyl groups were invalid. In this work, the performances of these glycine derivatives as co-initiators were evaluated by photopolymerization of hydroxyethyl acrylate aqueous solution, and NPG was used as reference. The effects of pH values of formula on their co-initiation behaviors were investigated. Although the same photo-induced electron transfer pathway for radical generation, NPG underwent decarboxylation to produce radical species, while the investigated derivatives leaded to sterically hindered radicals only by hydrogen-abstraction on a-methylene, which were confirmed by 1H NMR spectra, ESR spectra and polymerization experiments. The derivatives combined with CQ could efficiently initiate photopolymerization of other monomers, indicating the wide substrate adaptability and being a class of robust co-initiators with potential application in the preparation of biohydrogels. © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022 |
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