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Photo-curing behaviors of bio-based isosorbide dimethacrylate by irradiation of light-emitting diodes and the physical properties of its photo-cured materials

ABSTRACT Bio‐based isosorbide (1,4:3,6‐dianhydroglucitol), which was obtained from biomass‐derived carbohydrates, has recently attracted much attention as an alternative to bisphenol A (BPA) because of its rigidity and transparency. BPA is still widely used for a variety of chemical applications eve...

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Published in:Journal of applied polymer science 2015-11, Vol.132 (44), p.np-n/a
Main Authors: Kim, Sunhee, Cho, Jin Ku, Shin, Seunghan, Kim, Baek-Jin
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description ABSTRACT Bio‐based isosorbide (1,4:3,6‐dianhydroglucitol), which was obtained from biomass‐derived carbohydrates, has recently attracted much attention as an alternative to bisphenol A (BPA) because of its rigidity and transparency. BPA is still widely used for a variety of chemical applications even though it is known to be an endocrine‐disrupting chemical. BPA is a key precursor to most photo‐curable materials ranging from encapsulants of electronic devices to dental sealants. In this study, photo‐curable isosorbide dimethacrylate (ISDM) was synthesized from bio‐based isosorbide as a substitute for BPA, and the photo‐curing behaviors of ISDM by irradiation with light‐emitting diode (LED) light were investigated. The photo‐curing conversion and rates of ISDM formation were determined based on the change in the peak corresponding to the double bond within the methacrylate groups using attenuated total reflectance Fourier transform infrared (ATR–FTIR) spectroscopy. The effects of initiators and the wavelength of LED light on the photo‐curing conversion and rates of ISDM formation were examined, and a comparative study was carried out with 2,2‐bis[4(2‐hydroxy‐3‐methacryloyloxy‐propyloxy)phenylpropane] (Bis‐GMA), which is a photo‐curing material bearing a BPA moiety. In addition, the mechanical properties, such as surface hardness, adhesion strength, and transparency, after photo‐curing of ISDM were evaluated. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42726.
doi_str_mv 10.1002/app.42726
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Appl. Polym. Sci</addtitle><description>ABSTRACT Bio‐based isosorbide (1,4:3,6‐dianhydroglucitol), which was obtained from biomass‐derived carbohydrates, has recently attracted much attention as an alternative to bisphenol A (BPA) because of its rigidity and transparency. BPA is still widely used for a variety of chemical applications even though it is known to be an endocrine‐disrupting chemical. BPA is a key precursor to most photo‐curable materials ranging from encapsulants of electronic devices to dental sealants. In this study, photo‐curable isosorbide dimethacrylate (ISDM) was synthesized from bio‐based isosorbide as a substitute for BPA, and the photo‐curing behaviors of ISDM by irradiation with light‐emitting diode (LED) light were investigated. 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Sci. 2015, 132, 42726.</description><subject>adhesives</subject><subject>biopolymers &amp; renewable polymers</subject><subject>Bisphenol A</subject><subject>Conversion</subject><subject>Dental materials</subject><subject>Formations</subject><subject>Irradiation</subject><subject>Light-emitting diodes</subject><subject>Materials science</subject><subject>photopolymerization</subject><subject>Polymers</subject><subject>Reflectance</subject><subject>Sealers</subject><issn>0021-8995</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp1kUFv1DAUhC0EEkvhwD-wxAUOae3EseNjVcGCaMsigThaTvzSvJLEwfYC-TP8VrzdwgGJ0zvMN_NGGkKec3bKGSvP7LKcilKV8gHZcKZVIWTZPCSbrPGi0bp-TJ7EeMsY5zWTG_JrN_jki24fcL6hLQz2O_oQqe9pi75obQRHMfroQ4sOqMMJ0mC7sI42AW1XiiFYhzahnw-uEW-GVMCEKR0SHXoHkdrZ0TQAXYY1YmdHugS_QEgId68wxSzdF8kPp5wd0I7xKXnU5wPP7u8J-fzm9aeLt8Xlh-27i_PLohNKywKgBQFdBdArrapW87Kqe1bWoG1TSwmil32nbOOcqlinrahlL0vGmJZN7WR1Ql4ec3Ovb3uIyUwYOxhHO4PfR8OVEIrVjOuMvvgHvfX7MOd2mWJSSK7KA_XqSHXBxxigN0vAyYbVcGYOS5m8lLlbKrNnR_YHjrD-HzTnu90fR3F0YEzw86_Dhq9GqkrV5sv11ny8at5fb9WV4dVveaWndQ</recordid><startdate>20151120</startdate><enddate>20151120</enddate><creator>Kim, Sunhee</creator><creator>Cho, Jin Ku</creator><creator>Shin, Seunghan</creator><creator>Kim, Baek-Jin</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>7SP</scope><scope>L7M</scope></search><sort><creationdate>20151120</creationdate><title>Photo-curing behaviors of bio-based isosorbide dimethacrylate by irradiation of light-emitting diodes and the physical properties of its photo-cured materials</title><author>Kim, Sunhee ; Cho, Jin Ku ; Shin, Seunghan ; Kim, Baek-Jin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4796-eebe4ec3eef7973b91235f025e9a8566e4f6fc7a8dd730c9a456f620009685d63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>adhesives</topic><topic>biopolymers &amp; renewable polymers</topic><topic>Bisphenol A</topic><topic>Conversion</topic><topic>Dental materials</topic><topic>Formations</topic><topic>Irradiation</topic><topic>Light-emitting diodes</topic><topic>Materials science</topic><topic>photopolymerization</topic><topic>Polymers</topic><topic>Reflectance</topic><topic>Sealers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Sunhee</creatorcontrib><creatorcontrib>Cho, Jin Ku</creatorcontrib><creatorcontrib>Shin, Seunghan</creatorcontrib><creatorcontrib>Kim, Baek-Jin</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Electronics &amp; Communications Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Sunhee</au><au>Cho, Jin Ku</au><au>Shin, Seunghan</au><au>Kim, Baek-Jin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photo-curing behaviors of bio-based isosorbide dimethacrylate by irradiation of light-emitting diodes and the physical properties of its photo-cured materials</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2015-11-20</date><risdate>2015</risdate><volume>132</volume><issue>44</issue><spage>np</spage><epage>n/a</epage><pages>np-n/a</pages><issn>0021-8995</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>ABSTRACT Bio‐based isosorbide (1,4:3,6‐dianhydroglucitol), which was obtained from biomass‐derived carbohydrates, has recently attracted much attention as an alternative to bisphenol A (BPA) because of its rigidity and transparency. BPA is still widely used for a variety of chemical applications even though it is known to be an endocrine‐disrupting chemical. BPA is a key precursor to most photo‐curable materials ranging from encapsulants of electronic devices to dental sealants. In this study, photo‐curable isosorbide dimethacrylate (ISDM) was synthesized from bio‐based isosorbide as a substitute for BPA, and the photo‐curing behaviors of ISDM by irradiation with light‐emitting diode (LED) light were investigated. 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subjects adhesives
biopolymers & renewable polymers
Bisphenol A
Conversion
Dental materials
Formations
Irradiation
Light-emitting diodes
Materials science
photopolymerization
Polymers
Reflectance
Sealers
title Photo-curing behaviors of bio-based isosorbide dimethacrylate by irradiation of light-emitting diodes and the physical properties of its photo-cured materials
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