Ring-opening polymerization of lactide initiated by magnesium and zinc alkoxides
A mono methylether Salen-type ligand, SalenMe-H ( 1) is prepared in a one flask reaction by condensation of trans-1,2-diaminocyclohexane with 2-methoxybenzenaldehyde and followed by the addition of 2,4-di- tert-butylsalicylaldehyde. Further reaction of 1 with Mg(OBn) 2 in THF produces a magnesium al...
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Veröffentlicht in: | Polymer (Guilford) 2005-11, Vol.46 (23), p.9784-9792 |
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container_title | Polymer (Guilford) |
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creator | Wu, Jin-Cai Huang, Bor-Hunn Hsueh, Mao-Lin Lai, Shu-Ling Lin, Chu-Chieh |
description | A mono methylether Salen-type ligand, SalenMe-H (
1) is prepared in a one flask reaction by condensation of
trans-1,2-diaminocyclohexane with 2-methoxybenzenaldehyde and followed by the addition of 2,4-di-
tert-butylsalicylaldehyde. Further reaction of
1 with Mg(OBn)
2 in THF produces a magnesium alkoxide, [(SalenMe)Mg(OBn)]
2 (
2). Compound
1 reacts with ZnEt
2 yields monomeric complex (SalenMe)ZnEt (
3), which further reacts with 1 molar equiv of benzyl alcohol giving [(SalenMe)Zn(OBn)]
2 (
4). Experimental results show that complexes
2 and
4 efficiently initiate the ring-opening polymerization of
l-lactide and
rac-lactide in a controlled fashion, yielding polymers with very low polydispersity indexes. Kinetic studies show a second-order dependency on [LA] and a first-order on [
2] with magnesium complex
2 as an initiator. While zinc complex
4 is used as an initiator, the polymerization rate has a first order dependency on both [LA] and [
4]. |
doi_str_mv | 10.1016/j.polymer.2005.08.009 |
format | Article |
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1) is prepared in a one flask reaction by condensation of
trans-1,2-diaminocyclohexane with 2-methoxybenzenaldehyde and followed by the addition of 2,4-di-
tert-butylsalicylaldehyde. Further reaction of
1 with Mg(OBn)
2 in THF produces a magnesium alkoxide, [(SalenMe)Mg(OBn)]
2 (
2). Compound
1 reacts with ZnEt
2 yields monomeric complex (SalenMe)ZnEt (
3), which further reacts with 1 molar equiv of benzyl alcohol giving [(SalenMe)Zn(OBn)]
2 (
4). Experimental results show that complexes
2 and
4 efficiently initiate the ring-opening polymerization of
l-lactide and
rac-lactide in a controlled fashion, yielding polymers with very low polydispersity indexes. Kinetic studies show a second-order dependency on [LA] and a first-order on [
2] with magnesium complex
2 as an initiator. While zinc complex
4 is used as an initiator, the polymerization rate has a first order dependency on both [LA] and [
4].</description><identifier>ISSN: 0032-3861</identifier><identifier>EISSN: 1873-2291</identifier><identifier>DOI: 10.1016/j.polymer.2005.08.009</identifier><identifier>CODEN: POLMAG</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Applied sciences ; Exact sciences and technology ; l-lactide ; Magnesium ; Organic polymers ; Physicochemistry of polymers ; Polymerization ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Ring opening polymerization</subject><ispartof>Polymer (Guilford), 2005-11, Vol.46 (23), p.9784-9792</ispartof><rights>2005 Elsevier Ltd</rights><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c401t-dc8f685cc396d61466b3a43892013e0f5589c88faf2632276f88dfa8319acda53</citedby><cites>FETCH-LOGICAL-c401t-dc8f685cc396d61466b3a43892013e0f5589c88faf2632276f88dfa8319acda53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0032386105011559$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17196434$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Wu, Jin-Cai</creatorcontrib><creatorcontrib>Huang, Bor-Hunn</creatorcontrib><creatorcontrib>Hsueh, Mao-Lin</creatorcontrib><creatorcontrib>Lai, Shu-Ling</creatorcontrib><creatorcontrib>Lin, Chu-Chieh</creatorcontrib><title>Ring-opening polymerization of lactide initiated by magnesium and zinc alkoxides</title><title>Polymer (Guilford)</title><description>A mono methylether Salen-type ligand, SalenMe-H (
1) is prepared in a one flask reaction by condensation of
trans-1,2-diaminocyclohexane with 2-methoxybenzenaldehyde and followed by the addition of 2,4-di-
tert-butylsalicylaldehyde. Further reaction of
1 with Mg(OBn)
2 in THF produces a magnesium alkoxide, [(SalenMe)Mg(OBn)]
2 (
2). Compound
1 reacts with ZnEt
2 yields monomeric complex (SalenMe)ZnEt (
3), which further reacts with 1 molar equiv of benzyl alcohol giving [(SalenMe)Zn(OBn)]
2 (
4). Experimental results show that complexes
2 and
4 efficiently initiate the ring-opening polymerization of
l-lactide and
rac-lactide in a controlled fashion, yielding polymers with very low polydispersity indexes. Kinetic studies show a second-order dependency on [LA] and a first-order on [
2] with magnesium complex
2 as an initiator. While zinc complex
4 is used as an initiator, the polymerization rate has a first order dependency on both [LA] and [
4].</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>l-lactide</subject><subject>Magnesium</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymerization</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>Ring opening polymerization</subject><issn>0032-3861</issn><issn>1873-2291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNqNkE1rGzEURUVpoK6Tn1DQJtnN5EmakaVVCKFJC4aGkKzFiz6M3BnJGY1L7F-fCTZkma7u5tx74RDyg0HNgMnLdb3J3a73Q80B2hpUDaC_kBlTC1FxrtlXMgMQvBJKsm_keylrAOAtb2bk_iGmVZU3Pk1Jjztxj2PMieZAO7RjdJ7GFMeIo3f0eUd7XCVf4ranmBzdx2Qpdn_z6wSWU3ISsCv-7Jhz8nT78_HmV7X8c_f75npZ2QbYWDmrglSttUJLJ1kj5bPARijNgQkPoW2VtkoFDFwKzhcyKOUCKsE0WoetmJOLw-5myC9bX0bTx2J912HyeVsMVwstefM_YKsbycQEtgfQDrmUwQezGWKPw84wMO-izdocBZl30QaUmURPvfPjARaLXRgw2Vg-ygumZSOaibs6cH7S8i9OK8VGn6x3cfB2NC7HT57eAOZSlz4</recordid><startdate>20051114</startdate><enddate>20051114</enddate><creator>Wu, Jin-Cai</creator><creator>Huang, Bor-Hunn</creator><creator>Hsueh, Mao-Lin</creator><creator>Lai, Shu-Ling</creator><creator>Lin, Chu-Chieh</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><scope>F28</scope><scope>FR3</scope></search><sort><creationdate>20051114</creationdate><title>Ring-opening polymerization of lactide initiated by magnesium and zinc alkoxides</title><author>Wu, Jin-Cai ; Huang, Bor-Hunn ; Hsueh, Mao-Lin ; Lai, Shu-Ling ; Lin, Chu-Chieh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c401t-dc8f685cc396d61466b3a43892013e0f5589c88faf2632276f88dfa8319acda53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>l-lactide</topic><topic>Magnesium</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymerization</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>Ring opening polymerization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Jin-Cai</creatorcontrib><creatorcontrib>Huang, Bor-Hunn</creatorcontrib><creatorcontrib>Hsueh, Mao-Lin</creatorcontrib><creatorcontrib>Lai, Shu-Ling</creatorcontrib><creatorcontrib>Lin, Chu-Chieh</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><jtitle>Polymer (Guilford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Jin-Cai</au><au>Huang, Bor-Hunn</au><au>Hsueh, Mao-Lin</au><au>Lai, Shu-Ling</au><au>Lin, Chu-Chieh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ring-opening polymerization of lactide initiated by magnesium and zinc alkoxides</atitle><jtitle>Polymer (Guilford)</jtitle><date>2005-11-14</date><risdate>2005</risdate><volume>46</volume><issue>23</issue><spage>9784</spage><epage>9792</epage><pages>9784-9792</pages><issn>0032-3861</issn><eissn>1873-2291</eissn><coden>POLMAG</coden><abstract>A mono methylether Salen-type ligand, SalenMe-H (
1) is prepared in a one flask reaction by condensation of
trans-1,2-diaminocyclohexane with 2-methoxybenzenaldehyde and followed by the addition of 2,4-di-
tert-butylsalicylaldehyde. Further reaction of
1 with Mg(OBn)
2 in THF produces a magnesium alkoxide, [(SalenMe)Mg(OBn)]
2 (
2). Compound
1 reacts with ZnEt
2 yields monomeric complex (SalenMe)ZnEt (
3), which further reacts with 1 molar equiv of benzyl alcohol giving [(SalenMe)Zn(OBn)]
2 (
4). Experimental results show that complexes
2 and
4 efficiently initiate the ring-opening polymerization of
l-lactide and
rac-lactide in a controlled fashion, yielding polymers with very low polydispersity indexes. Kinetic studies show a second-order dependency on [LA] and a first-order on [
2] with magnesium complex
2 as an initiator. While zinc complex
4 is used as an initiator, the polymerization rate has a first order dependency on both [LA] and [
4].</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.polymer.2005.08.009</doi><tpages>9</tpages></addata></record> |
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source | Elsevier ScienceDirect Journals |
subjects | Applied sciences Exact sciences and technology l-lactide Magnesium Organic polymers Physicochemistry of polymers Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts Ring opening polymerization |
title | Ring-opening polymerization of lactide initiated by magnesium and zinc alkoxides |
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