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Synthesis and Characterization of Low Viscosity Dimethacrylic Resin Based on Isosorbide
ABSTRACT In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two‐s...
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Published in: | Journal of applied polymer science 2013-11, Vol.130 (4), p.2514-2522 |
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creator | Łukaszczyk, Jan Janicki, Bartosz Kożuch, Justyna Wojdyła, Henryk |
description | ABSTRACT
In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two‐step synthesis including ethoxylation of isosorbide and subsequent methacrylation with methacryloyl chloride. 1HNMR, FTIR, and electrospray ionization mass spectroscopy (ESI‐MS) techniques were used to identify products. ISETDMA as well as composition with 2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)phenyl]propane were polymerized using UV initiator IRGACURE 651. Double bond conversion, polymerization shrinkage, water sorption, and sol fraction of resulting polymers were determined. Selected mechanical (flexural strength and modulus, Brinell hardness) and thermomechanical (dynamic mechanical analysis) properties were also investigated. Triethylene glycol dimethacrylate and 2,2‐bis(4‐(2‐methacryloxyethyl‐1‐oxy)phenyl)propane based homopolymers and copolymers were prepared as reference for comparison of particular properties. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 2514–2522, 2013 |
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In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two‐step synthesis including ethoxylation of isosorbide and subsequent methacrylation with methacryloyl chloride. 1HNMR, FTIR, and electrospray ionization mass spectroscopy (ESI‐MS) techniques were used to identify products. ISETDMA as well as composition with 2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)phenyl]propane were polymerized using UV initiator IRGACURE 651. Double bond conversion, polymerization shrinkage, water sorption, and sol fraction of resulting polymers were determined. Selected mechanical (flexural strength and modulus, Brinell hardness) and thermomechanical (dynamic mechanical analysis) properties were also investigated. Triethylene glycol dimethacrylate and 2,2‐bis(4‐(2‐methacryloxyethyl‐1‐oxy)phenyl)propane based homopolymers and copolymers were prepared as reference for comparison of particular properties. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 2514–2522, 2013</description><identifier>ISSN: 0021-8995</identifier><identifier>EISSN: 1097-4628</identifier><identifier>DOI: 10.1002/app.39435</identifier><identifier>CODEN: JAPNAB</identifier><language>eng</language><publisher>Hoboken, NJ: Blackwell Publishing Ltd</publisher><subject>Applied sciences ; Biological and medical sciences ; biomaterials ; crosslinking ; Exact sciences and technology ; Materials science ; mechanical properties ; Medical sciences ; monomers ; oligomers ; Physicochemistry of polymers ; Polymerization ; Polymers ; Polymers and radiations ; Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases ; Technology. Biomaterials. Equipments ; telechelics</subject><ispartof>Journal of applied polymer science, 2013-11, Vol.130 (4), p.2514-2522</ispartof><rights>Copyright © 2013 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3655-b4305b54b2790b1f5a5da8e82b82ff9c1ddc36bc1a2b0eeaf8c820434da720053</citedby><cites>FETCH-LOGICAL-c3655-b4305b54b2790b1f5a5da8e82b82ff9c1ddc36bc1a2b0eeaf8c820434da720053</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27682997$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Łukaszczyk, Jan</creatorcontrib><creatorcontrib>Janicki, Bartosz</creatorcontrib><creatorcontrib>Kożuch, Justyna</creatorcontrib><creatorcontrib>Wojdyła, Henryk</creatorcontrib><title>Synthesis and Characterization of Low Viscosity Dimethacrylic Resin Based on Isosorbide</title><title>Journal of applied polymer science</title><addtitle>J. Appl. Polym. Sci</addtitle><description>ABSTRACT
In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two‐step synthesis including ethoxylation of isosorbide and subsequent methacrylation with methacryloyl chloride. 1HNMR, FTIR, and electrospray ionization mass spectroscopy (ESI‐MS) techniques were used to identify products. ISETDMA as well as composition with 2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)phenyl]propane were polymerized using UV initiator IRGACURE 651. Double bond conversion, polymerization shrinkage, water sorption, and sol fraction of resulting polymers were determined. Selected mechanical (flexural strength and modulus, Brinell hardness) and thermomechanical (dynamic mechanical analysis) properties were also investigated. Triethylene glycol dimethacrylate and 2,2‐bis(4‐(2‐methacryloxyethyl‐1‐oxy)phenyl)propane based homopolymers and copolymers were prepared as reference for comparison of particular properties. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 2514–2522, 2013</description><subject>Applied sciences</subject><subject>Biological and medical sciences</subject><subject>biomaterials</subject><subject>crosslinking</subject><subject>Exact sciences and technology</subject><subject>Materials science</subject><subject>mechanical properties</subject><subject>Medical sciences</subject><subject>monomers</subject><subject>oligomers</subject><subject>Physicochemistry of polymers</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Polymers and radiations</subject><subject>Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases</subject><subject>Technology. Biomaterials. Equipments</subject><subject>telechelics</subject><issn>0021-8995</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp1kMtOwzAQRS0EEuWx4A8sIRYsArYTJ84SCpSiCipeZWdNHEc1pHGwgyB8PYZCd6w8ks-5o7kI7VFyRAlhx9C2R3GexHwNDSjJsyhJmVhHg_BHI5HnfBNtef9MCKWcpAM0u-ubbq698RiaEg_n4EB12plP6IxtsK3wxL7jR-OV9abr8ZlZ6G4OyvW1Ufg2mA0-Ba9LHOixt966wpR6B21UUHu9-_tuo4eL8_vhZTS5GY2HJ5NIxSnnUZHEhBc8KViWk4JWHHgJQgtWCFZVuaJlGcBCUWAF0RoqoQQjSZyUkDFCeLyN9pe5rbOvb9p38tm-uSaslDRhacLC3SJQh0tKOeu905VsnVmA6yUl8rs3GXqTP70F9uA3EbyCunLQKONXAstSwfI8C9zxkns3te7_D5Qn0-lfcrQ0jO_0x8oA9yLTLM64nF2P5Gj4NBtdPYUh_gK4K4um</recordid><startdate>20131115</startdate><enddate>20131115</enddate><creator>Łukaszczyk, Jan</creator><creator>Janicki, Bartosz</creator><creator>Kożuch, Justyna</creator><creator>Wojdyła, Henryk</creator><general>Blackwell Publishing Ltd</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20131115</creationdate><title>Synthesis and Characterization of Low Viscosity Dimethacrylic Resin Based on Isosorbide</title><author>Łukaszczyk, Jan ; Janicki, Bartosz ; Kożuch, Justyna ; Wojdyła, Henryk</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3655-b4305b54b2790b1f5a5da8e82b82ff9c1ddc36bc1a2b0eeaf8c820434da720053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Applied sciences</topic><topic>Biological and medical sciences</topic><topic>biomaterials</topic><topic>crosslinking</topic><topic>Exact sciences and technology</topic><topic>Materials science</topic><topic>mechanical properties</topic><topic>Medical sciences</topic><topic>monomers</topic><topic>oligomers</topic><topic>Physicochemistry of polymers</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Polymers and radiations</topic><topic>Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases</topic><topic>Technology. Biomaterials. Equipments</topic><topic>telechelics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Łukaszczyk, Jan</creatorcontrib><creatorcontrib>Janicki, Bartosz</creatorcontrib><creatorcontrib>Kożuch, Justyna</creatorcontrib><creatorcontrib>Wojdyła, Henryk</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Łukaszczyk, Jan</au><au>Janicki, Bartosz</au><au>Kożuch, Justyna</au><au>Wojdyła, Henryk</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Characterization of Low Viscosity Dimethacrylic Resin Based on Isosorbide</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2013-11-15</date><risdate>2013</risdate><volume>130</volume><issue>4</issue><spage>2514</spage><epage>2522</epage><pages>2514-2522</pages><issn>0021-8995</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>ABSTRACT
In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two‐step synthesis including ethoxylation of isosorbide and subsequent methacrylation with methacryloyl chloride. 1HNMR, FTIR, and electrospray ionization mass spectroscopy (ESI‐MS) techniques were used to identify products. ISETDMA as well as composition with 2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)phenyl]propane were polymerized using UV initiator IRGACURE 651. Double bond conversion, polymerization shrinkage, water sorption, and sol fraction of resulting polymers were determined. Selected mechanical (flexural strength and modulus, Brinell hardness) and thermomechanical (dynamic mechanical analysis) properties were also investigated. Triethylene glycol dimethacrylate and 2,2‐bis(4‐(2‐methacryloxyethyl‐1‐oxy)phenyl)propane based homopolymers and copolymers were prepared as reference for comparison of particular properties. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 2514–2522, 2013</abstract><cop>Hoboken, NJ</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/app.39435</doi><tpages>9</tpages></addata></record> |
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subjects | Applied sciences Biological and medical sciences biomaterials crosslinking Exact sciences and technology Materials science mechanical properties Medical sciences monomers oligomers Physicochemistry of polymers Polymerization Polymers Polymers and radiations Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases Technology. Biomaterials. Equipments telechelics |
title | Synthesis and Characterization of Low Viscosity Dimethacrylic Resin Based on Isosorbide |
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