Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization

In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (H...
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Autor*in:	Liao, Wen [verfasserIn] Liao, Qiuyan [verfasserIn] Xiong, Ying [verfasserIn] Li, Zhen [verfasserIn] Tang, Hongding [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2022

Schlagwörter:	Photoinitiators Photobleachable Photopolymerization Curing depth

Übergeordnetes Werk:	Enthalten in: Journal of photochemistry and photobiology / A - New York, NY [u.a.] : Elsevier, 1987, 435
Übergeordnetes Werk:	volume:435

DOI / URN:	10.1016/j.jphotochem.2022.114297

Katalog-ID:	ELV008708029

Internformat


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520			\|a In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing).
650		4	\|a Photoinitiators
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650		4	\|a Photopolymerization
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700	1		\|a Liao, Qiuyan \|e verfasserin \|4 aut
700	1		\|a Xiong, Ying \|e verfasserin \|4 aut
700	1		\|a Li, Zhen \|e verfasserin \|4 aut
700	1		\|a Tang, Hongding \|e verfasserin \|4 aut
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912			\|a GBV_ILN_4335
912			\|a GBV_ILN_4338
912			\|a GBV_ILN_4393
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publishDate	2022
allfields	10.1016/j.jphotochem.2022.114297 doi (DE-627)ELV008708029 (ELSEVIER)S1010-6030(22)00520-2 DE-627 ger DE-627 rda eng 540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Liao, Wen verfasserin aut Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing). Photoinitiators Photobleachable Photopolymerization Curing depth Liao, Qiuyan verfasserin aut Xiong, Ying verfasserin aut Li, Zhen verfasserin aut Tang, Hongding verfasserin aut Enthalten in Journal of photochemistry and photobiology / A New York, NY [u.a.] : Elsevier, 1987 435 Online-Ressource (DE-627)302718087 (DE-600)1491828-6 (DE-576)255266642 nnns volume:435 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 435
spelling	10.1016/j.jphotochem.2022.114297 doi (DE-627)ELV008708029 (ELSEVIER)S1010-6030(22)00520-2 DE-627 ger DE-627 rda eng 540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Liao, Wen verfasserin aut Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing). Photoinitiators Photobleachable Photopolymerization Curing depth Liao, Qiuyan verfasserin aut Xiong, Ying verfasserin aut Li, Zhen verfasserin aut Tang, Hongding verfasserin aut Enthalten in Journal of photochemistry and photobiology / A New York, NY [u.a.] : Elsevier, 1987 435 Online-Ressource (DE-627)302718087 (DE-600)1491828-6 (DE-576)255266642 nnns volume:435 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 435
allfields_unstemmed	10.1016/j.jphotochem.2022.114297 doi (DE-627)ELV008708029 (ELSEVIER)S1010-6030(22)00520-2 DE-627 ger DE-627 rda eng 540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Liao, Wen verfasserin aut Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing). Photoinitiators Photobleachable Photopolymerization Curing depth Liao, Qiuyan verfasserin aut Xiong, Ying verfasserin aut Li, Zhen verfasserin aut Tang, Hongding verfasserin aut Enthalten in Journal of photochemistry and photobiology / A New York, NY [u.a.] : Elsevier, 1987 435 Online-Ressource (DE-627)302718087 (DE-600)1491828-6 (DE-576)255266642 nnns volume:435 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 435
allfieldsGer	10.1016/j.jphotochem.2022.114297 doi (DE-627)ELV008708029 (ELSEVIER)S1010-6030(22)00520-2 DE-627 ger DE-627 rda eng 540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Liao, Wen verfasserin aut Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing). Photoinitiators Photobleachable Photopolymerization Curing depth Liao, Qiuyan verfasserin aut Xiong, Ying verfasserin aut Li, Zhen verfasserin aut Tang, Hongding verfasserin aut Enthalten in Journal of photochemistry and photobiology / A New York, NY [u.a.] : Elsevier, 1987 435 Online-Ressource (DE-627)302718087 (DE-600)1491828-6 (DE-576)255266642 nnns volume:435 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 435
allfieldsSound	10.1016/j.jphotochem.2022.114297 doi (DE-627)ELV008708029 (ELSEVIER)S1010-6030(22)00520-2 DE-627 ger DE-627 rda eng 540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Liao, Wen verfasserin aut Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing). Photoinitiators Photobleachable Photopolymerization Curing depth Liao, Qiuyan verfasserin aut Xiong, Ying verfasserin aut Li, Zhen verfasserin aut Tang, Hongding verfasserin aut Enthalten in Journal of photochemistry and photobiology / A New York, NY [u.a.] : Elsevier, 1987 435 Online-Ressource (DE-627)302718087 (DE-600)1491828-6 (DE-576)255266642 nnns volume:435 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 435
language	English
source	Enthalten in Journal of photochemistry and photobiology / A 435 volume:435
sourceStr	Enthalten in Journal of photochemistry and photobiology / A 435 volume:435
format_phy_str_mv	Article
bklname	Chemie: Allgemeines
institution	findex.gbv.de
topic_facet	Photoinitiators Photobleachable Photopolymerization Curing depth
dewey-raw	540
isfreeaccess_bool	false
container_title	Journal of photochemistry and photobiology / A
authorswithroles_txt_mv	Liao, Wen @@aut@@ Liao, Qiuyan @@aut@@ Xiong, Ying @@aut@@ Li, Zhen @@aut@@ Tang, Hongding @@aut@@
publishDateDaySort_date	2022-01-01T00:00:00Z
hierarchy_top_id	302718087
dewey-sort	3540
id	ELV008708029
language_de	englisch
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author	Liao, Wen
spellingShingle	Liao, Wen ddc 540 fid BIODIV bkl 35.00 misc Photoinitiators misc Photobleachable misc Photopolymerization misc Curing depth Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
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topic_title	540 570 DE-600 BIODIV DE-30 fid 35.00 bkl Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization Photoinitiators Photobleachable Photopolymerization Curing depth
topic	ddc 540 fid BIODIV bkl 35.00 misc Photoinitiators misc Photobleachable misc Photopolymerization misc Curing depth
topic_unstemmed	ddc 540 fid BIODIV bkl 35.00 misc Photoinitiators misc Photobleachable misc Photopolymerization misc Curing depth
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title	Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
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title_full	Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
author_sort	Liao, Wen
journal	Journal of photochemistry and photobiology / A
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author_browse	Liao, Wen Liao, Qiuyan Xiong, Ying Li, Zhen Tang, Hongding
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doi_str_mv	10.1016/j.jphotochem.2022.114297
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title_sort	design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
title_auth	Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
abstract	In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing).
abstractGer	In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing).
abstract_unstemmed	In order to investigate the properties of carbazole-indenedione based photoinitiators for photopolymerization, two visible light-sensitive photoinitiators (CAs) were designed and synthesized. Their structures were confirmed by nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS). Additionally, their properties concerned photophysical/photochemical and photoinitiating were determined by electron paramagnetic resonance (EPR), UV–vis spectrophotometer and real-time FT-IR spectroscopy. The results have showed that CA-2 could be regarded as an effective one-component photobleachable photoinitiator for free-radical polymerization (FRP). Meanwhile, its photoinitiating property could be enhanced or optimized by adding the additional hydrogen donor or iodonium salt, and the interpenetrated polymer networks (IPN) were synthesized by the hybrid polymerization of TMPTA (trimethylolpropane triacrylate)/EPOX (3,4-epoxycyclohexylmethyl 3,4-epoxycycohexanecarboxylate) initiated by two-component CA-2/Iod (iodonium salt). The results of theoretical calculation experiments showed that it is also an effective way to improve the photoinitiating efficiency by the introduction of the electron-donating piperidine group in the ortho-position of the double bond on carbazole skeleton. The curing depth experiments showed that the photobleaching performance could be enhanced by introduction of Iod in acrylic/epoxy resin and a colorless polymer with the thickness of 5.8 mm was obtained under visible LED light irradiation for 6 min. Thus, the carbazole-indenedione based photobleachable dye CA-2 has great potential in deep curing materials (e.g. dental materials, biomedical materials and 3D printing).
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title_short	Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization
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up_date	2024-07-06T20:37:55.625Z
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Design, synthesis and properties of carbazole-indenedione based photobleachable photoinitiators for photopolymerization

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