Synthesis of well-defined block copolymers containing poly(N-isopropylacrylamide) segment by anionic block copolymerization of N-methoxymethyl-N-isopropylacrylamide
Anionic polymerization of N-methoxymethyl-N-isopropylacrylamide (1) was carried out with diphenylmethyllithium,-potassium and-cesium in the presence of diethylzinc in THF at-78°C for 1-3 h. The resulting poly(1)s possessed the predicted molecular weights based on the molar ratios between monomer and...
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| Veröffentlicht in: | Designed monomers and polymers 2004-01, Vol.7 (1-2), p.11-24 |
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| creator | Ito, Mana Ishizone, Takashi |
| description | Anionic polymerization of N-methoxymethyl-N-isopropylacrylamide (1) was carried out with diphenylmethyllithium,-potassium and-cesium in the presence of diethylzinc in THF at-78°C
for 1-3 h. The resulting poly(1)s possessed the predicted molecular weights based on the molar ratios between monomer and initiators and the narrow molecular weight distributions (M
w
/M
n
= 1.1). The methoxymethyl protecting groups were completely hydrolyzed to afford a poly(N-isopropylacrylamide) (poly(NIPAM)), having well-defined chain structures by treatment with aqueous HCl in 1,4-dioxane
at room temperature for 12 h. Stereoregularity of the resulting poly(NIPAM) was strongly affected by the counterions of anionic initiator. From the
1
H-NMR measurement, the racemo dyad of poly(NIPAM)
obtained with diphenylmethyllithium, -potassium and -cesium in the presence of Et
2
Zn was found to be 75, 50 and 30%, respectively. The sequential copolymerization of styrene or isoprene with
1 and the subsequent deprotection quantitatively gave well-defined block copolymers containing poly(NIPAM) segments. The copolymers had the predicted molecular weights, compositions and the narrow molecular
weight distributions, and showed the typical amphiphilic character with regard to solubility. |
| doi_str_mv | 10.1163/156855504322890016 |
| format | Article |
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for 1-3 h. The resulting poly(1)s possessed the predicted molecular weights based on the molar ratios between monomer and initiators and the narrow molecular weight distributions (M
w
/M
n
= 1.1). The methoxymethyl protecting groups were completely hydrolyzed to afford a poly(N-isopropylacrylamide) (poly(NIPAM)), having well-defined chain structures by treatment with aqueous HCl in 1,4-dioxane
at room temperature for 12 h. Stereoregularity of the resulting poly(NIPAM) was strongly affected by the counterions of anionic initiator. From the
1
H-NMR measurement, the racemo dyad of poly(NIPAM)
obtained with diphenylmethyllithium, -potassium and -cesium in the presence of Et
2
Zn was found to be 75, 50 and 30%, respectively. The sequential copolymerization of styrene or isoprene with
1 and the subsequent deprotection quantitatively gave well-defined block copolymers containing poly(NIPAM) segments. The copolymers had the predicted molecular weights, compositions and the narrow molecular
weight distributions, and showed the typical amphiphilic character with regard to solubility.</description><identifier>ISSN: 1385-772X</identifier><identifier>ISSN: 1568-5551</identifier><identifier>EISSN: 1568-5551</identifier><identifier>DOI: 10.1163/156855504322890016</identifier><language>eng</language><publisher>Lieden: Taylor & Francis Group</publisher><subject>ANIONIC POLYMERIZATION ; Applied sciences ; BLOCK COPOLYMER ; DEPROTECTION ; Exact sciences and technology ; N-METHOXYMETHYL-N-ISOPROPYLACRYLAMIDE ; Organic polymers ; Physicochemistry of polymers ; POLY N-ISOPROPYLACRYLAMIDE ; Polymerization ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; STEREOREGULARITY</subject><ispartof>Designed monomers and polymers, 2004-01, Vol.7 (1-2), p.11-24</ispartof><rights>Copyright Taylor & Francis Group, LLC 2004</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c488t-6c59def123c6f1d6ba9c054301f1d9ab3c27b36627bf410585cb76916a92efd63</citedby><cites>FETCH-LOGICAL-c488t-6c59def123c6f1d6ba9c054301f1d9ab3c27b36627bf410585cb76916a92efd63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>309,310,314,780,784,789,790,4050,4051,23930,23931,25140,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15666168$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Ito, Mana</creatorcontrib><creatorcontrib>Ishizone, Takashi</creatorcontrib><title>Synthesis of well-defined block copolymers containing poly(N-isopropylacrylamide) segment by anionic block copolymerization of N-methoxymethyl-N-isopropylacrylamide</title><title>Designed monomers and polymers</title><description>Anionic polymerization of N-methoxymethyl-N-isopropylacrylamide (1) was carried out with diphenylmethyllithium,-potassium and-cesium in the presence of diethylzinc in THF at-78°C
for 1-3 h. The resulting poly(1)s possessed the predicted molecular weights based on the molar ratios between monomer and initiators and the narrow molecular weight distributions (M
w
/M
n
= 1.1). The methoxymethyl protecting groups were completely hydrolyzed to afford a poly(N-isopropylacrylamide) (poly(NIPAM)), having well-defined chain structures by treatment with aqueous HCl in 1,4-dioxane
at room temperature for 12 h. Stereoregularity of the resulting poly(NIPAM) was strongly affected by the counterions of anionic initiator. From the
1
H-NMR measurement, the racemo dyad of poly(NIPAM)
obtained with diphenylmethyllithium, -potassium and -cesium in the presence of Et
2
Zn was found to be 75, 50 and 30%, respectively. The sequential copolymerization of styrene or isoprene with
1 and the subsequent deprotection quantitatively gave well-defined block copolymers containing poly(NIPAM) segments. The copolymers had the predicted molecular weights, compositions and the narrow molecular
weight distributions, and showed the typical amphiphilic character with regard to solubility.</description><subject>ANIONIC POLYMERIZATION</subject><subject>Applied sciences</subject><subject>BLOCK COPOLYMER</subject><subject>DEPROTECTION</subject><subject>Exact sciences and technology</subject><subject>N-METHOXYMETHYL-N-ISOPROPYLACRYLAMIDE</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>POLY N-ISOPROPYLACRYLAMIDE</subject><subject>Polymerization</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>STEREOREGULARITY</subject><issn>1385-772X</issn><issn>1568-5551</issn><issn>1568-5551</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKxDAUhosoOF5ewFU3gi6iSdNk0oULEW8g40IFdyVNEyeaJiUJjPV5fFBTRhEc0c25_Dnfn8PJsj0EjxCi-BgRygghsMRFwSoIEV3LJqMIkorWU40ZAdNp8biZbYXwDGGBMSsn2fvdYONcBh1yp_KFNAa0Umkr27wxTrzkwvXODJ30IZU2cm21fcpH7WAGdHC9d_1guPApdLqVh3mQT520MW-GnFvtrBY_rfQbj-lh_HEGOhnn7nUY02DAr5472YbiJsjdz7ydPVyc359dgZvby-uz0xsgSsYioIJUaXlUYEEVamnDKwFJiSFKXcUbLIppgylNUZUIEkZEM6UVorwqpGop3s6Kpa_wLgQvVd173XE_1AjW453r1TsnaH8J9TwIbpTnVujwTRJKKaIszbHlnLbK-Y4vnDdtHflgnP-CVu3r-BoTevIviv9Y8QOV36kB</recordid><startdate>20040101</startdate><enddate>20040101</enddate><creator>Ito, Mana</creator><creator>Ishizone, Takashi</creator><general>Taylor & Francis Group</general><general>VSP</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20040101</creationdate><title>Synthesis of well-defined block copolymers containing poly(N-isopropylacrylamide) segment by anionic block copolymerization of N-methoxymethyl-N-isopropylacrylamide</title><author>Ito, Mana ; Ishizone, Takashi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c488t-6c59def123c6f1d6ba9c054301f1d9ab3c27b36627bf410585cb76916a92efd63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>ANIONIC POLYMERIZATION</topic><topic>Applied sciences</topic><topic>BLOCK COPOLYMER</topic><topic>DEPROTECTION</topic><topic>Exact sciences and technology</topic><topic>N-METHOXYMETHYL-N-ISOPROPYLACRYLAMIDE</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>POLY N-ISOPROPYLACRYLAMIDE</topic><topic>Polymerization</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>STEREOREGULARITY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ito, Mana</creatorcontrib><creatorcontrib>Ishizone, Takashi</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Designed monomers and polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ito, Mana</au><au>Ishizone, Takashi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of well-defined block copolymers containing poly(N-isopropylacrylamide) segment by anionic block copolymerization of N-methoxymethyl-N-isopropylacrylamide</atitle><jtitle>Designed monomers and polymers</jtitle><date>2004-01-01</date><risdate>2004</risdate><volume>7</volume><issue>1-2</issue><spage>11</spage><epage>24</epage><pages>11-24</pages><issn>1385-772X</issn><issn>1568-5551</issn><eissn>1568-5551</eissn><abstract>Anionic polymerization of N-methoxymethyl-N-isopropylacrylamide (1) was carried out with diphenylmethyllithium,-potassium and-cesium in the presence of diethylzinc in THF at-78°C
for 1-3 h. The resulting poly(1)s possessed the predicted molecular weights based on the molar ratios between monomer and initiators and the narrow molecular weight distributions (M
w
/M
n
= 1.1). The methoxymethyl protecting groups were completely hydrolyzed to afford a poly(N-isopropylacrylamide) (poly(NIPAM)), having well-defined chain structures by treatment with aqueous HCl in 1,4-dioxane
at room temperature for 12 h. Stereoregularity of the resulting poly(NIPAM) was strongly affected by the counterions of anionic initiator. From the
1
H-NMR measurement, the racemo dyad of poly(NIPAM)
obtained with diphenylmethyllithium, -potassium and -cesium in the presence of Et
2
Zn was found to be 75, 50 and 30%, respectively. The sequential copolymerization of styrene or isoprene with
1 and the subsequent deprotection quantitatively gave well-defined block copolymers containing poly(NIPAM) segments. The copolymers had the predicted molecular weights, compositions and the narrow molecular
weight distributions, and showed the typical amphiphilic character with regard to solubility.</abstract><cop>Lieden</cop><pub>Taylor & Francis Group</pub><doi>10.1163/156855504322890016</doi><tpages>14</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1385-772X |
| ispartof | Designed monomers and polymers, 2004-01, Vol.7 (1-2), p.11-24 |
| issn | 1385-772X 1568-5551 1568-5551 |
| language | eng |
| recordid | cdi_pascalfrancis_primary_15666168 |
| source | EZB-FREE-00999 freely available EZB journals |
| subjects | ANIONIC POLYMERIZATION Applied sciences BLOCK COPOLYMER DEPROTECTION Exact sciences and technology N-METHOXYMETHYL-N-ISOPROPYLACRYLAMIDE Organic polymers Physicochemistry of polymers POLY N-ISOPROPYLACRYLAMIDE Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts STEREOREGULARITY |
| title | Synthesis of well-defined block copolymers containing poly(N-isopropylacrylamide) segment by anionic block copolymerization of N-methoxymethyl-N-isopropylacrylamide |
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