The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks
The influence of the hydroxyl groups (OH) type on the polyaddition processes of isocyanates represents a critical approach for the design of multicomponent polyurethane systems. Herein, to prove the effect of hydroxyl nature on both the isocyanate-OH polyaddition reactions and the structure/properti...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-06-01
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| Series: | Gels |
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| Online Access: | https://www.mdpi.com/2310-2861/8/6/348 |
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| author | Cristian Peptu Alexandra-Diana Diaconu Maricel Danu Catalina A. Peptu Mariana Cristea Valeria Harabagiu |
| author_facet | Cristian Peptu Alexandra-Diana Diaconu Maricel Danu Catalina A. Peptu Mariana Cristea Valeria Harabagiu |
| author_sort | Cristian Peptu |
| collection | DOAJ |
| description | The influence of the hydroxyl groups (OH) type on the polyaddition processes of isocyanates represents a critical approach for the design of multicomponent polyurethane systems. Herein, to prove the effect of hydroxyl nature on both the isocyanate-OH polyaddition reactions and the structure/properties of the resulting networks, two structurally different cyclodextrins in terms of the primary and secondary groups’ ratio were analyzed, namely native β-cyclodextrin (CD) and its derivative esterified to the primary hydroxyl groups with oligolactide chains (CDLA). Thus, polyurethane hydrogels were prepared via the polyaddition of CD or CDLA to isophorone diisocyanate polyethylene glycol-based prepolymers (PEG-(NCO)<sub>2</sub>). The degradable character of the materials was induced by intercalating oligolactide short sequences into the polymer chains composing the polymer network. In order to establish the influence of the OH type, the synthesis of polyurethane hydrogels was analyzed by a rheological investigation of the overall system reactivity. Materials properties such as swelling behavior, thermal properties and hydrolytic degradation were influenced by the reaction feed. Specifically, the presence of primary OH groups leads to more compact networks with similar water uptake, disregarding the CD content, while the predominance of secondary OH groups together with the presence of oligolactide spacers leads to the fine tuning of the water swelling properties. |
| first_indexed | 2024-03-09T23:45:20Z |
| format | Article |
| id | doaj.art-f5c21e544a6e4131a6bf1d1c962b64c9 |
| institution | Directory Open Access Journal |
| issn | 2310-2861 |
| language | English |
| last_indexed | 2024-03-09T23:45:20Z |
| publishDate | 2022-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Gels |
| spelling | doaj.art-f5c21e544a6e4131a6bf1d1c962b64c92023-11-23T16:45:22ZengMDPI AGGels2310-28612022-06-018634810.3390/gels8060348The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane NetworksCristian Peptu0Alexandra-Diana Diaconu1Maricel Danu2Catalina A. Peptu3Mariana Cristea4Valeria Harabagiu5“Petru Poni” Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487 Iasi, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487 Iasi, RomaniaDepartment of Natural and Synthetic Polymers, Faculty of Chemical Engineering and Environmental Protection, “Gheorghe Asachi” Technical University of Iasi, 71, Prof. Dr. Docent Dimitrie Mangeron Street, 700050 Iasi, RomaniaDepartment of Natural and Synthetic Polymers, Faculty of Chemical Engineering and Environmental Protection, “Gheorghe Asachi” Technical University of Iasi, 71, Prof. Dr. Docent Dimitrie Mangeron Street, 700050 Iasi, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487 Iasi, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487 Iasi, RomaniaThe influence of the hydroxyl groups (OH) type on the polyaddition processes of isocyanates represents a critical approach for the design of multicomponent polyurethane systems. Herein, to prove the effect of hydroxyl nature on both the isocyanate-OH polyaddition reactions and the structure/properties of the resulting networks, two structurally different cyclodextrins in terms of the primary and secondary groups’ ratio were analyzed, namely native β-cyclodextrin (CD) and its derivative esterified to the primary hydroxyl groups with oligolactide chains (CDLA). Thus, polyurethane hydrogels were prepared via the polyaddition of CD or CDLA to isophorone diisocyanate polyethylene glycol-based prepolymers (PEG-(NCO)<sub>2</sub>). The degradable character of the materials was induced by intercalating oligolactide short sequences into the polymer chains composing the polymer network. In order to establish the influence of the OH type, the synthesis of polyurethane hydrogels was analyzed by a rheological investigation of the overall system reactivity. Materials properties such as swelling behavior, thermal properties and hydrolytic degradation were influenced by the reaction feed. Specifically, the presence of primary OH groups leads to more compact networks with similar water uptake, disregarding the CD content, while the predominance of secondary OH groups together with the presence of oligolactide spacers leads to the fine tuning of the water swelling properties.https://www.mdpi.com/2310-2861/8/6/348cyclodextrincyclodextrin-oligolactidepolyurethanepolyethylene glycolbiodegradable hydrogelisophorone diisocyanate |
| spellingShingle | Cristian Peptu Alexandra-Diana Diaconu Maricel Danu Catalina A. Peptu Mariana Cristea Valeria Harabagiu The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks Gels cyclodextrin cyclodextrin-oligolactide polyurethane polyethylene glycol biodegradable hydrogel isophorone diisocyanate |
| title | The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks |
| title_full | The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks |
| title_fullStr | The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks |
| title_full_unstemmed | The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks |
| title_short | The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks |
| title_sort | influence of the hydroxyl type on crosslinking process in cyclodextrin based polyurethane networks |
| topic | cyclodextrin cyclodextrin-oligolactide polyurethane polyethylene glycol biodegradable hydrogel isophorone diisocyanate |
| url | https://www.mdpi.com/2310-2861/8/6/348 |
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