Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders
In this study, biodegradable fluorine‐containing polyurethanes (PU/OFHD) were synthesized using 4,4'‐diphenylmethane diisocyanate, polycaprolactone diol (PCL), and 2,2,3,3,4,4,5,5,‐octafluoro‐1,6‐hexanediol (OFHD). PCL is a biodegradable soft segment, and OFHD is a fluoro chain extender. In add...
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| Veröffentlicht in: | Polymers for advanced technologies 2016-05, Vol.27 (5), p.665-676 |
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| creator | Wu, Cheng-Lung Chiu, Shih-Hsuan Lee, Hsun-Tsing Suen, Maw-Cherng |
| description | In this study, biodegradable fluorine‐containing polyurethanes (PU/OFHD) were synthesized using 4,4'‐diphenylmethane diisocyanate, polycaprolactone diol (PCL), and 2,2,3,3,4,4,5,5,‐octafluoro‐1,6‐hexanediol (OFHD). PCL is a biodegradable soft segment, and OFHD is a fluoro chain extender. In addition, other polyurethanes (PU/HD) were synthesized using 4,4'‐diphenylmethane diisocyanate, PCL, and another chain extender [i.e., 1,6‐hexanediol (HD)] for comparison.
Gel permeation chromatography analysis indicated that the molecular weight of PU/OFHD is greater than that of PU/HD. 19F nuclear magnetic resonance analysis revealed that the OFHD chain extender was successfully incorporated into the backbone of PU. According to Fourier transform infrared spectroscopy and X‐ray photoelectron spectroscopy analyses, strong interactions between the C=O and CF2 groups in PU/OFHD exist. Based on thermal analysis, PU/OFHD exhibited an initial decomposition temperature that was 6.5–7.9°C higher than that of PU/HD. Differential scanning calorimetry and dynamic mechanical analysis analyses indicated that both the glass transition (Tg) and dynamic Tg of PU/OFHD are higher than those of PU/HD. Mechanical property analysis demonstrated that the tensile strength of PU/OFHD is higher than that of PU/HD. Moreover, PU/OFHD exhibited better chemical resistance than PU/HD. The scanning electron microscope images indicated that both PU/HD and PU/OFHD exhibited higher hydrolytic degradation at a higher PCL content. However, PU/OFHD is less degradable than PU/HD. Copyright © 2015 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/pat.3737 |
| format | Article |
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Gel permeation chromatography analysis indicated that the molecular weight of PU/OFHD is greater than that of PU/HD. 19F nuclear magnetic resonance analysis revealed that the OFHD chain extender was successfully incorporated into the backbone of PU. According to Fourier transform infrared spectroscopy and X‐ray photoelectron spectroscopy analyses, strong interactions between the C=O and CF2 groups in PU/OFHD exist. Based on thermal analysis, PU/OFHD exhibited an initial decomposition temperature that was 6.5–7.9°C higher than that of PU/HD. Differential scanning calorimetry and dynamic mechanical analysis analyses indicated that both the glass transition (Tg) and dynamic Tg of PU/OFHD are higher than those of PU/HD. Mechanical property analysis demonstrated that the tensile strength of PU/OFHD is higher than that of PU/HD. Moreover, PU/OFHD exhibited better chemical resistance than PU/HD. The scanning electron microscope images indicated that both PU/HD and PU/OFHD exhibited higher hydrolytic degradation at a higher PCL content. However, PU/OFHD is less degradable than PU/HD. Copyright © 2015 John Wiley & Sons, Ltd.</description><identifier>ISSN: 1042-7147</identifier><identifier>EISSN: 1099-1581</identifier><identifier>DOI: 10.1002/pat.3737</identifier><identifier>CODEN: PADTE5</identifier><language>eng</language><publisher>Bognor Regis: Blackwell Publishing Ltd</publisher><subject>Biodegradability ; Chains ; chemical resistance ; Degradation ; Diisocyanates ; Dynamic tests ; Dynamics ; hydrogen bonding ; hydrolytic degradation ; Plutonium ; Polyurethane resins ; polyurethanes</subject><ispartof>Polymers for advanced technologies, 2016-05, Vol.27 (5), p.665-676</ispartof><rights>Copyright © 2015 John Wiley & Sons, Ltd.</rights><rights>Copyright © 2016 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3317-558bc36e3e59b29546bfdf73b4271aaf914b8379e160cf6aed679f0ffc6fc6e33</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpat.3737$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpat.3737$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Wu, Cheng-Lung</creatorcontrib><creatorcontrib>Chiu, Shih-Hsuan</creatorcontrib><creatorcontrib>Lee, Hsun-Tsing</creatorcontrib><creatorcontrib>Suen, Maw-Cherng</creatorcontrib><title>Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders</title><title>Polymers for advanced technologies</title><addtitle>Polym. Adv. Technol</addtitle><description>In this study, biodegradable fluorine‐containing polyurethanes (PU/OFHD) were synthesized using 4,4'‐diphenylmethane diisocyanate, polycaprolactone diol (PCL), and 2,2,3,3,4,4,5,5,‐octafluoro‐1,6‐hexanediol (OFHD). PCL is a biodegradable soft segment, and OFHD is a fluoro chain extender. In addition, other polyurethanes (PU/HD) were synthesized using 4,4'‐diphenylmethane diisocyanate, PCL, and another chain extender [i.e., 1,6‐hexanediol (HD)] for comparison.
Gel permeation chromatography analysis indicated that the molecular weight of PU/OFHD is greater than that of PU/HD. 19F nuclear magnetic resonance analysis revealed that the OFHD chain extender was successfully incorporated into the backbone of PU. According to Fourier transform infrared spectroscopy and X‐ray photoelectron spectroscopy analyses, strong interactions between the C=O and CF2 groups in PU/OFHD exist. Based on thermal analysis, PU/OFHD exhibited an initial decomposition temperature that was 6.5–7.9°C higher than that of PU/HD. Differential scanning calorimetry and dynamic mechanical analysis analyses indicated that both the glass transition (Tg) and dynamic Tg of PU/OFHD are higher than those of PU/HD. Mechanical property analysis demonstrated that the tensile strength of PU/OFHD is higher than that of PU/HD. Moreover, PU/OFHD exhibited better chemical resistance than PU/HD. The scanning electron microscope images indicated that both PU/HD and PU/OFHD exhibited higher hydrolytic degradation at a higher PCL content. However, PU/OFHD is less degradable than PU/HD. Copyright © 2015 John Wiley & Sons, Ltd.</description><subject>Biodegradability</subject><subject>Chains</subject><subject>chemical resistance</subject><subject>Degradation</subject><subject>Diisocyanates</subject><subject>Dynamic tests</subject><subject>Dynamics</subject><subject>hydrogen bonding</subject><subject>hydrolytic degradation</subject><subject>Plutonium</subject><subject>Polyurethane resins</subject><subject>polyurethanes</subject><issn>1042-7147</issn><issn>1099-1581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpdkF9LwzAUxYsoOKfgRyj44ku3pGmb5nEMnX-Gipv4GNL2ZsvsmpqkuH17UyYKwoVzuefH5XCC4BKjEUYoHrfCjQgl9CgYYMRYhNMcH_d7EkcUJ_Q0OLN2g5D3GB0EsNg3bg1W2VA0Vdga3YJxCmyoZVgoXcHKiEoUNYStrvel8EQtSqcbGPeHzoBbi8bznVXNKpR1p40Oy7VQTQg7B00Fxp4HJ1LUFi5-dBi83d4sp3fR_Hl2P53Mo5IQTKM0zYuSZEAgZUXM0iQrZCUpKZKYYiEkw0mRE8oAZ6iUmYAqo0wiKcvMDxAyDK4Pf33Kzw6s41tlS6hrn1B3luMc5ShDCaMevfqHbnRnGp-OY0opi1OS9lR0oL5UDXveGrUVZs8x4n3Z3JfN-7L5y2TZ6x-vrIPdLy_MB8-8n_L3pxl_uGXx63LxyGfkG8YYhW4</recordid><startdate>201605</startdate><enddate>201605</enddate><creator>Wu, Cheng-Lung</creator><creator>Chiu, Shih-Hsuan</creator><creator>Lee, Hsun-Tsing</creator><creator>Suen, Maw-Cherng</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>201605</creationdate><title>Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders</title><author>Wu, Cheng-Lung ; Chiu, Shih-Hsuan ; Lee, Hsun-Tsing ; Suen, Maw-Cherng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3317-558bc36e3e59b29546bfdf73b4271aaf914b8379e160cf6aed679f0ffc6fc6e33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Biodegradability</topic><topic>Chains</topic><topic>chemical resistance</topic><topic>Degradation</topic><topic>Diisocyanates</topic><topic>Dynamic tests</topic><topic>Dynamics</topic><topic>hydrogen bonding</topic><topic>hydrolytic degradation</topic><topic>Plutonium</topic><topic>Polyurethane resins</topic><topic>polyurethanes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Cheng-Lung</creatorcontrib><creatorcontrib>Chiu, Shih-Hsuan</creatorcontrib><creatorcontrib>Lee, Hsun-Tsing</creatorcontrib><creatorcontrib>Suen, Maw-Cherng</creatorcontrib><collection>Istex</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Polymers for advanced technologies</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Cheng-Lung</au><au>Chiu, Shih-Hsuan</au><au>Lee, Hsun-Tsing</au><au>Suen, Maw-Cherng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders</atitle><jtitle>Polymers for advanced technologies</jtitle><addtitle>Polym. Adv. Technol</addtitle><date>2016-05</date><risdate>2016</risdate><volume>27</volume><issue>5</issue><spage>665</spage><epage>676</epage><pages>665-676</pages><issn>1042-7147</issn><eissn>1099-1581</eissn><coden>PADTE5</coden><abstract>In this study, biodegradable fluorine‐containing polyurethanes (PU/OFHD) were synthesized using 4,4'‐diphenylmethane diisocyanate, polycaprolactone diol (PCL), and 2,2,3,3,4,4,5,5,‐octafluoro‐1,6‐hexanediol (OFHD). PCL is a biodegradable soft segment, and OFHD is a fluoro chain extender. In addition, other polyurethanes (PU/HD) were synthesized using 4,4'‐diphenylmethane diisocyanate, PCL, and another chain extender [i.e., 1,6‐hexanediol (HD)] for comparison.
Gel permeation chromatography analysis indicated that the molecular weight of PU/OFHD is greater than that of PU/HD. 19F nuclear magnetic resonance analysis revealed that the OFHD chain extender was successfully incorporated into the backbone of PU. According to Fourier transform infrared spectroscopy and X‐ray photoelectron spectroscopy analyses, strong interactions between the C=O and CF2 groups in PU/OFHD exist. Based on thermal analysis, PU/OFHD exhibited an initial decomposition temperature that was 6.5–7.9°C higher than that of PU/HD. Differential scanning calorimetry and dynamic mechanical analysis analyses indicated that both the glass transition (Tg) and dynamic Tg of PU/OFHD are higher than those of PU/HD. Mechanical property analysis demonstrated that the tensile strength of PU/OFHD is higher than that of PU/HD. Moreover, PU/OFHD exhibited better chemical resistance than PU/HD. The scanning electron microscope images indicated that both PU/HD and PU/OFHD exhibited higher hydrolytic degradation at a higher PCL content. However, PU/OFHD is less degradable than PU/HD. Copyright © 2015 John Wiley & Sons, Ltd.</abstract><cop>Bognor Regis</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/pat.3737</doi><tpages>12</tpages></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Biodegradability Chains chemical resistance Degradation Diisocyanates Dynamic tests Dynamics hydrogen bonding hydrolytic degradation Plutonium Polyurethane resins polyurethanes |
| title | Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders |
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