Simple synthesis of amphiphilic poly(3-hydroxy alkanoate)s with pendant hydroxyl and carboxylic groups via thiol-ene photo click reactions
Biodegradable polymers gained worldwide attention among researchers because of environmental and petroleum reserve limitation issues. In this manner, poly (3-hydroxyalkanoate)s, PHAs, are very useful materials from the point of this view. They can be easily obtained by using several bacteria from renewable substrate such as sugar, plant oils and as well as synthetic chemicals. The improvement of their mechanical properties and enhance hydrophilic character are still main challenge of the polymer scientists. Herein we report the thiol-ene photo click reactions of the unsaturated medium chain length PHAs produced by using Pseudomonas oleovorans from 10-undecenoic acid, octanoic acid and/or soybean oily acids that are coded as poly(3-hydroxy undecenoate) (PHU), poly(3-hydroxy octanoate-co-undecenoate) (PHOU) and poly(3-hydroxy octanoate-co-soybean oil polymer) (PHOSy), respectively, in order to obtain their hydroxyl and carboxyl derivatives. The molecular weights of the modified PHAs obtained in this work were the same as those of the starting PHAs. Structural analysis of the PHA derivatives was performed by using 1H-, 13C, HMBC and HSQC NMR techniques. Melting and glass transitions of the hydroxyl and carboxyl derivatives of the microbial polyesters were found to be relatively higher than that of the starting unsaturated PHAs. © 2015 Elsevier Ltd. All rights reserved.
| Yazar |
Hazer, Baki |
| Yayın Türü | Article |
| Tek Biçim Adres | https://hdl.handle.net/20.500.12628/7532 |
| Tek Biçim Adres | 10.1016/j.polymdegradstab.2015.04.024 |
| Konu Başlıkları |
3-Thio glycerol
HMBC-NMR technique Mercapto propionic acid Thiol-ene photo click reaction Unsaturated PHAs |
| Koleksiyonlar |
Fakülteler Fen Edebiyat Fakültesi Kimya Bölümü Makale Koleksiyonu (Kimya Bölümü) Araştırma Çıktıları | WoS | Scopus | TR-Dizin | PubMed | SOBİAD Scopus İndeksli Yayınlar Koleksiyonu Araştırma Çıktıları | WoS | Scopus | TR-Dizin | PubMed | SOBİAD WoS İndeksli Yayınlar Koleksiyonu |
| Dergi Adı | Polymer Degradation and Stability |
| Dergi Cilt Bilgisi | 119 |
| Sayfalar | 159 - 166 |
| Yayın Yılı | 2015 |
| Eser Adı [dc.title] | Simple synthesis of amphiphilic poly(3-hydroxy alkanoate)s with pendant hydroxyl and carboxylic groups via thiol-ene photo click reactions |
| Yazar [dc.contributor.author] | Hazer, Baki |
| Yayın Yılı [dc.date.issued] | 2015 |
| Yayıncı [dc.publisher] | Elsevier Ltd |
| Yayın Türü [dc.type] | article |
| Özet [dc.description.abstract] | Biodegradable polymers gained worldwide attention among researchers because of environmental and petroleum reserve limitation issues. In this manner, poly (3-hydroxyalkanoate)s, PHAs, are very useful materials from the point of this view. They can be easily obtained by using several bacteria from renewable substrate such as sugar, plant oils and as well as synthetic chemicals. The improvement of their mechanical properties and enhance hydrophilic character are still main challenge of the polymer scientists. Herein we report the thiol-ene photo click reactions of the unsaturated medium chain length PHAs produced by using Pseudomonas oleovorans from 10-undecenoic acid, octanoic acid and/or soybean oily acids that are coded as poly(3-hydroxy undecenoate) (PHU), poly(3-hydroxy octanoate-co-undecenoate) (PHOU) and poly(3-hydroxy octanoate-co-soybean oil polymer) (PHOSy), respectively, in order to obtain their hydroxyl and carboxyl derivatives. The molecular weights of the modified PHAs obtained in this work were the same as those of the starting PHAs. Structural analysis of the PHA derivatives was performed by using 1H-, 13C, HMBC and HSQC NMR techniques. Melting and glass transitions of the hydroxyl and carboxyl derivatives of the microbial polyesters were found to be relatively higher than that of the starting unsaturated PHAs. © 2015 Elsevier Ltd. All rights reserved. |
| Kayıt Giriş Tarihi [dc.date.accessioned] | 2019-12-23 |
| Açık Erişim Tarihi [dc.date.available] | 2019-12-23 |
| Yayın Dili [dc.language.iso] | eng |
| Konu Başlıkları [dc.subject] | 3-Thio glycerol |
| Konu Başlıkları [dc.subject] | HMBC-NMR technique |
| Konu Başlıkları [dc.subject] | Mercapto propionic acid |
| Konu Başlıkları [dc.subject] | Thiol-ene photo click reaction |
| Konu Başlıkları [dc.subject] | Unsaturated PHAs |
| Künye [dc.identifier.citation] | Hazer, B. (2015). Simple synthesis of amphiphilic poly(3-hydroxy alkanoate)s with pendant hydroxyl and carboxylic groups via thiol-ene photo click reactions. Polymer Degradation and Stability, 119, 159-166. doi:10.1016/j.polymdegradstab.2015.04.024 |
| Haklar [dc.rights] | info:eu-repo/semantics/closedAccess |
| ISSN [dc.identifier.issn] | 0141-3910 |
| Sponsor YAYINCI [dc.description.sponsorship] | Bülent Ecevit Üniversitesi Fundamental Research Fund of Shandong University: - 2012-10-03-13 211T016 |
| Sponsor YAYINCI [dc.description.sponsorship] | This work was supported by; both the Bülent Ecevit University Research Fund (#BEU- 2012-10-03-13 ) and TUBITAK (Grant # 211T016 ). The Authors thank to Mahmut Köse and İbrahim Demirtaş for their valuable discussion; Elvan Akyol for GPC measurements. Appendix A |
| İlk Sayfa Sayısı [dc.identifier.startpage] | 159 |
| Son Sayfa Sayısı [dc.identifier.endpage] | 166 |
| Dergi Adı [dc.relation.journal] | Polymer Degradation and Stability |
| Dergi Cilt Bilgisi [dc.identifier.volume] | 119 |
| Tek Biçim Adres [dc.identifier.uri] | https://dx.doi.org/10.1016/j.polymdegradstab.2015.04.024 |
| Tek Biçim Adres [dc.identifier.uri] | https://hdl.handle.net/20.500.12628/7532 |
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