Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols
Abstract Long‐chain, symmetrically unsaturated α,ω‐dicarboxylic acid methyl esters (C 18 , C 20 , C 26 ) were obtained by the catalytic metathetical condensation of 9‐decenoic, 10‐undecenoic, and 13‐tetradecenoic acid methyl esters, respectively, with the homogeneous Grubbs catalyst bis(tricyclohexy...
Published in: | Journal of Polymer Science Part A: Polymer Chemistry |
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crwiley:10.1002/pola.1137 2024-06-23T07:45:48+00:00 Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols Warwel, Siegfried Demes, Christoph Steinke, Georg 2001 http://dx.doi.org/10.1002/pola.1137 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fpola.1137 https://onlinelibrary.wiley.com/doi/pdf/10.1002/pola.1137 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of Polymer Science Part A: Polymer Chemistry volume 39, issue 10, page 1601-1609 ISSN 0887-624X 1099-0518 journal-article 2001 crwiley https://doi.org/10.1002/pola.1137 2024-06-06T04:20:47Z Abstract Long‐chain, symmetrically unsaturated α,ω‐dicarboxylic acid methyl esters (C 18 , C 20 , C 26 ) were obtained by the catalytic metathetical condensation of 9‐decenoic, 10‐undecenoic, and 13‐tetradecenoic acid methyl esters, respectively, with the homogeneous Grubbs catalyst bis(tricyclohexyl phosphine) benzylidene ruthenium dichloride dissolved in methylene chloride. The dicarboxylic acid esters were epoxidized chemoenzymatically with H 2 O 2 /methyl acetate with Novozym 435 ® , an immobilized lipase B from Candida antarctica . Polyesters from symmetrically unsaturated or epoxidized α,ω‐dicarboxylic acid methyl esters with 1,3‐propanediol or 1,4‐butanediol, respectively, were achieved by enzymatic polycondensation with the same biocatalyst applied. With 1,3‐propanediol as a substrate, the linear unsaturated and epoxidized polyesters had molecular weights of 1950–3300 g/mol and melting points of 47–75 °C, whereas with 1,4‐butanediol as a substrate, the resulting polyesters showed higher molecular weights, 7900–11,600 g/mol, with similar melting points of 55–74 °C. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 1601–1609, 2001 Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of Polymer Science Part A: Polymer Chemistry 39 10 1601 1609 |
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Abstract Long‐chain, symmetrically unsaturated α,ω‐dicarboxylic acid methyl esters (C 18 , C 20 , C 26 ) were obtained by the catalytic metathetical condensation of 9‐decenoic, 10‐undecenoic, and 13‐tetradecenoic acid methyl esters, respectively, with the homogeneous Grubbs catalyst bis(tricyclohexyl phosphine) benzylidene ruthenium dichloride dissolved in methylene chloride. The dicarboxylic acid esters were epoxidized chemoenzymatically with H 2 O 2 /methyl acetate with Novozym 435 ® , an immobilized lipase B from Candida antarctica . Polyesters from symmetrically unsaturated or epoxidized α,ω‐dicarboxylic acid methyl esters with 1,3‐propanediol or 1,4‐butanediol, respectively, were achieved by enzymatic polycondensation with the same biocatalyst applied. With 1,3‐propanediol as a substrate, the linear unsaturated and epoxidized polyesters had molecular weights of 1950–3300 g/mol and melting points of 47–75 °C, whereas with 1,4‐butanediol as a substrate, the resulting polyesters showed higher molecular weights, 7900–11,600 g/mol, with similar melting points of 55–74 °C. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 1601–1609, 2001 |
format |
Article in Journal/Newspaper |
author |
Warwel, Siegfried Demes, Christoph Steinke, Georg |
spellingShingle |
Warwel, Siegfried Demes, Christoph Steinke, Georg Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
author_facet |
Warwel, Siegfried Demes, Christoph Steinke, Georg |
author_sort |
Warwel, Siegfried |
title |
Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
title_short |
Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
title_full |
Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
title_fullStr |
Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
title_full_unstemmed |
Polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
title_sort |
polyesters by lipase‐catalyzed polycondensation of unsaturated and epoxidized long‐chain α,ω‐dicarboxylic acid methyl esters with diols |
publisher |
Wiley |
publishDate |
2001 |
url |
http://dx.doi.org/10.1002/pola.1137 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fpola.1137 https://onlinelibrary.wiley.com/doi/pdf/10.1002/pola.1137 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Journal of Polymer Science Part A: Polymer Chemistry volume 39, issue 10, page 1601-1609 ISSN 0887-624X 1099-0518 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/pola.1137 |
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Journal of Polymer Science Part A: Polymer Chemistry |
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39 |
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10 |
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1601 |
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1609 |
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1802642401295073280 |