Synthesis of Morpholinoamido- and Ester-Disubstituted ε-Caprolactones and Their Ring-Opening (Co)Polymerization.
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| Title: | Synthesis of Morpholinoamido- and Ester-Disubstituted ε-Caprolactones and Their Ring-Opening (Co)Polymerization. |
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| Authors: | Orehova, Maria1,2,3 (AUTHOR), Žagar, Ema1,2 (AUTHOR), Pahovnik, David1,3 (AUTHOR) david.pahovnik@ki.si |
| Source: | Materials (1996-1944). Sep2025, Vol. 18 Issue 17, p4067. 17p. |
| Subjects: | Ring-opening polymerization, Caprolactones, Medical technology, Molecular self-assembly, Copolymers, Biodegradable plastics, Drug delivery systems, Morpholine |
| Abstract: | The development of hydrophilic biodegradable polymers is crucial for a range of biomedical applications, including targeted drug delivery and prosthetics. Ring-opening polymerization of substituted ε-caprolactone monomers provides an efficient method for the synthesis of polyesters with tailored properties. In this work, a synthetic approach for the preparation of ester- and morpholinoamido-disubstituted ε-caprolactone monomers was developed. Poorly defined polymers were obtained from the monomers, bearing two ester groups due to the competitive transesterification of the pendant substituents. On the other hand, the disubstituted morpholinoamido-ε-caprolactone was polymerized in a controlled manner by ring-opening polymerization, and amorphous homopolymers with a high glass transition temperature (112 °C) and good solubility in water were obtained. Statistical and block copolymers with the unsubstituted ε-caprolactone were also prepared, and DLS analysis of the amphiphilic block copolymers in water shows the presence of self-assembled particles. These results demonstrate the potential of morpholinoamido-functionalized ε-caprolactone derivatives as building blocks for the development of biodegradable polymeric materials for biomedical applications. [ABSTRACT FROM AUTHOR] |
| Copyright of Materials (1996-1944) is the property of MDPI and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
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| Header | DbId: egs DbLabel: Engineering Source An: 187984543 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Synthesis of Morpholinoamido- and Ester-Disubstituted ε-Caprolactones and Their Ring-Opening (Co)Polymerization. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Orehova%2C+Maria%22">Orehova, Maria</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Žagar%2C+Ema%22">Žagar, Ema</searchLink><relatesTo>1,2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Pahovnik%2C+David%22">Pahovnik, David</searchLink><relatesTo>1,3</relatesTo> (AUTHOR)<i> david.pahovnik@ki.si</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Materials+%281996-1944%29%22">Materials (1996-1944)</searchLink>. Sep2025, Vol. 18 Issue 17, p4067. 17p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Ring-opening+polymerization%22">Ring-opening polymerization</searchLink><br /><searchLink fieldCode="DE" term="%22Caprolactones%22">Caprolactones</searchLink><br /><searchLink fieldCode="DE" term="%22Medical+technology%22">Medical technology</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+self-assembly%22">Molecular self-assembly</searchLink><br /><searchLink fieldCode="DE" term="%22Copolymers%22">Copolymers</searchLink><br /><searchLink fieldCode="DE" term="%22Biodegradable+plastics%22">Biodegradable plastics</searchLink><br /><searchLink fieldCode="DE" term="%22Drug+delivery+systems%22">Drug delivery systems</searchLink><br /><searchLink fieldCode="DE" term="%22Morpholine%22">Morpholine</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: The development of hydrophilic biodegradable polymers is crucial for a range of biomedical applications, including targeted drug delivery and prosthetics. Ring-opening polymerization of substituted ε-caprolactone monomers provides an efficient method for the synthesis of polyesters with tailored properties. In this work, a synthetic approach for the preparation of ester- and morpholinoamido-disubstituted ε-caprolactone monomers was developed. Poorly defined polymers were obtained from the monomers, bearing two ester groups due to the competitive transesterification of the pendant substituents. On the other hand, the disubstituted morpholinoamido-ε-caprolactone was polymerized in a controlled manner by ring-opening polymerization, and amorphous homopolymers with a high glass transition temperature (112 °C) and good solubility in water were obtained. Statistical and block copolymers with the unsubstituted ε-caprolactone were also prepared, and DLS analysis of the amphiphilic block copolymers in water shows the presence of self-assembled particles. These results demonstrate the potential of morpholinoamido-functionalized ε-caprolactone derivatives as building blocks for the development of biodegradable polymeric materials for biomedical applications. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Materials (1996-1944) is the property of MDPI and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
| PLink | https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=187984543 |
| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.3390/ma18174067 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 17 StartPage: 4067 Subjects: – SubjectFull: Ring-opening polymerization Type: general – SubjectFull: Caprolactones Type: general – SubjectFull: Medical technology Type: general – SubjectFull: Molecular self-assembly Type: general – SubjectFull: Copolymers Type: general – SubjectFull: Biodegradable plastics Type: general – SubjectFull: Drug delivery systems Type: general – SubjectFull: Morpholine Type: general Titles: – TitleFull: Synthesis of Morpholinoamido- and Ester-Disubstituted ε-Caprolactones and Their Ring-Opening (Co)Polymerization. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Orehova, Maria – PersonEntity: Name: NameFull: Žagar, Ema – PersonEntity: Name: NameFull: Pahovnik, David IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 09 Text: Sep2025 Type: published Y: 2025 Identifiers: – Type: issn-print Value: 19961944 Numbering: – Type: volume Value: 18 – Type: issue Value: 17 Titles: – TitleFull: Materials (1996-1944) Type: main |
| ResultId | 1 |
