Synthesis of hetero-telechelic polymers by self-polyaddition of monomers containing both oxetanyl and carboxyl groups
The synthesis and self-polyaddition of new monomers, o-, m-, and p-[(3-ethyloxetane-3-yl)methoxyethyl]benzoic acid (o-EOMB, m-EOMB, and p-EOMB) containing both oxetanyl groups and carboxyl groups were examined. The reactions of o-EOMB, m-EOMB, and p-EOMB in the presence of tetraphenylphosphonium bro...
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| Veröffentlicht in: | Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2008-12, Vol.46 (23), p.7835-7842 |
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| container_issue | 23 |
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| container_title | Journal of polymer science. Part A, Polymer chemistry |
| container_volume | 46 |
| creator | Kudo, Hiroto Atsumi, Hiroyuki Sato, Masaaki Nishikubo, Tadatomi |
| description | The synthesis and self-polyaddition of new monomers, o-, m-, and p-[(3-ethyloxetane-3-yl)methoxyethyl]benzoic acid (o-EOMB, m-EOMB, and p-EOMB) containing both oxetanyl groups and carboxyl groups were examined. The reactions of o-EOMB, m-EOMB, and p-EOMB in the presence of tetraphenylphosphonium bromide as a catalyst in o-dichlorobenzene at 150-170 °C resulted in self-polyaddition to give the corresponding hetero-telechelic polymers poly(o-EOMB), poly(m-EOMB), and poly(p-EOMB) with Mns = 14,500-33,400 in satisfactory yields. The Mn of poly(o-EOMB) decreased at higher reaction temperatures than 150 °C, unlike those of poly(m-EOMB) and poly(p-EOMB), possibly due to inter- or intraester exchange side reactions. It was also found that the thermal properties and solubilities of these polymers were supposed with the proposed structures. |
| doi_str_mv | 10.1002/pola.23088 |
| format | Article |
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The reactions of o-EOMB, m-EOMB, and p-EOMB in the presence of tetraphenylphosphonium bromide as a catalyst in o-dichlorobenzene at 150-170 °C resulted in self-polyaddition to give the corresponding hetero-telechelic polymers poly(o-EOMB), poly(m-EOMB), and poly(p-EOMB) with Mns = 14,500-33,400 in satisfactory yields. The Mn of poly(o-EOMB) decreased at higher reaction temperatures than 150 °C, unlike those of poly(m-EOMB) and poly(p-EOMB), possibly due to inter- or intraester exchange side reactions. It was also found that the thermal properties and solubilities of these polymers were supposed with the proposed structures.</description><identifier>ISSN: 0887-624X</identifier><identifier>EISSN: 1099-0518</identifier><identifier>DOI: 10.1002/pola.23088</identifier><identifier>CODEN: JPLCAT</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Applied sciences ; catalyst ; Exact sciences and technology ; Organic polymers ; oxetane ; Physicochemistry of polymers ; Polymerization ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; self-polyaddition ; synthesis ; telechelic polymer</subject><ispartof>Journal of polymer science. 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Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><description>The synthesis and self-polyaddition of new monomers, o-, m-, and p-[(3-ethyloxetane-3-yl)methoxyethyl]benzoic acid (o-EOMB, m-EOMB, and p-EOMB) containing both oxetanyl groups and carboxyl groups were examined. The reactions of o-EOMB, m-EOMB, and p-EOMB in the presence of tetraphenylphosphonium bromide as a catalyst in o-dichlorobenzene at 150-170 °C resulted in self-polyaddition to give the corresponding hetero-telechelic polymers poly(o-EOMB), poly(m-EOMB), and poly(p-EOMB) with Mns = 14,500-33,400 in satisfactory yields. The Mn of poly(o-EOMB) decreased at higher reaction temperatures than 150 °C, unlike those of poly(m-EOMB) and poly(p-EOMB), possibly due to inter- or intraester exchange side reactions. It was also found that the thermal properties and solubilities of these polymers were supposed with the proposed structures.</description><subject>Applied sciences</subject><subject>catalyst</subject><subject>Exact sciences and technology</subject><subject>Organic polymers</subject><subject>oxetane</subject><subject>Physicochemistry of polymers</subject><subject>Polymerization</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>self-polyaddition</subject><subject>synthesis</subject><subject>telechelic polymer</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNp9kEFPHCEYhklTk261l_6BcmkPTUZhWAbmaEy1Nhs1tabeCMN8s0vLwgpsuvPvZR3r0dOX7-N5n5AXoY-UHFNC6pNNcPq4ZkTKN2hGSdtWhFP5Fs3KRVRNPb9_h96n9IeQ8sblDG1vR59XkGzCYcAryBBDlcGBWYGzBhfhuIaYcDfiBG6o9gfd9zbb4PeRdfDhCTDBZ2299UvchbzCYQdZ-9Fh7XtsdOzCrizLGLabdIQOBu0SfHieh-ju_Nuvs-_V4vri8ux0URnWNrKSTHMuWANaUCoJ40bOmemhE4JKwRtBeEtpzTrgpOZATVfodjC16Xtg_Zwdoi-TdxPDwxZSVmubDDinPYRtUqyhpRfWFPDrBJoYUoowqE20ax1HRYnaN6v2zaqnZgv8-dmqk9FuiNobm14SNZGcsUYUjk7cP-tgfMWobq4Xp__d1ZSxKcPuJaPjX1WMgqvfVxeK3fzkV-fze_Wj8J8mftBB6WUs_7i7rQllhHIuaenjEdIwoyc</recordid><startdate>20081201</startdate><enddate>20081201</enddate><creator>Kudo, Hiroto</creator><creator>Atsumi, Hiroyuki</creator><creator>Sato, Masaaki</creator><creator>Nishikubo, Tadatomi</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20081201</creationdate><title>Synthesis of hetero-telechelic polymers by self-polyaddition of monomers containing both oxetanyl and carboxyl groups</title><author>Kudo, Hiroto ; Atsumi, Hiroyuki ; Sato, Masaaki ; Nishikubo, Tadatomi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3968-83a55736ea7118035c843cdeb771875670591123be5025e1cb5739fc2cdde3d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Applied sciences</topic><topic>catalyst</topic><topic>Exact sciences and technology</topic><topic>Organic polymers</topic><topic>oxetane</topic><topic>Physicochemistry of polymers</topic><topic>Polymerization</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>self-polyaddition</topic><topic>synthesis</topic><topic>telechelic polymer</topic><toplevel>online_resources</toplevel><creatorcontrib>Kudo, Hiroto</creatorcontrib><creatorcontrib>Atsumi, Hiroyuki</creatorcontrib><creatorcontrib>Sato, Masaaki</creatorcontrib><creatorcontrib>Nishikubo, Tadatomi</creatorcontrib><collection>AGRIS</collection><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 polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kudo, Hiroto</au><au>Atsumi, Hiroyuki</au><au>Sato, Masaaki</au><au>Nishikubo, Tadatomi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of hetero-telechelic polymers by self-polyaddition of monomers containing both oxetanyl and carboxyl groups</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><date>2008-12-01</date><risdate>2008</risdate><volume>46</volume><issue>23</issue><spage>7835</spage><epage>7842</epage><pages>7835-7842</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>The synthesis and self-polyaddition of new monomers, o-, m-, and p-[(3-ethyloxetane-3-yl)methoxyethyl]benzoic acid (o-EOMB, m-EOMB, and p-EOMB) containing both oxetanyl groups and carboxyl groups were examined. The reactions of o-EOMB, m-EOMB, and p-EOMB in the presence of tetraphenylphosphonium bromide as a catalyst in o-dichlorobenzene at 150-170 °C resulted in self-polyaddition to give the corresponding hetero-telechelic polymers poly(o-EOMB), poly(m-EOMB), and poly(p-EOMB) with Mns = 14,500-33,400 in satisfactory yields. The Mn of poly(o-EOMB) decreased at higher reaction temperatures than 150 °C, unlike those of poly(m-EOMB) and poly(p-EOMB), possibly due to inter- or intraester exchange side reactions. It was also found that the thermal properties and solubilities of these polymers were supposed with the proposed structures.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/pola.23088</doi><tpages>8</tpages></addata></record> |
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| subjects | Applied sciences catalyst Exact sciences and technology Organic polymers oxetane Physicochemistry of polymers Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts self-polyaddition synthesis telechelic polymer |
| title | Synthesis of hetero-telechelic polymers by self-polyaddition of monomers containing both oxetanyl and carboxyl groups |
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