Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions
ABSTRACT: The commercial copolymers Eudragit® E 100 and Eudragit® PO are widely used materials in the pharmaceutical field as coating systems. Such materials derived from amino-methacrylate groups under acidulated conditions may acquire an ionisable fraction or undergo hydrolytic degradation of the...
- Autores:
-
Galeano Jaramillo, Elkin de Jesús
Echeverri Ulloa, Juan Diego
Yarce Castellanos, Cristhian Javier
Salamanca Mejía, Constain Hugo
Linares, Valentina
- Tipo de recurso:
- Article of investigation
- Fecha de publicación:
- 2019
- Institución:
- Universidad de Antioquia
- Repositorio:
- Repositorio UdeA
- Idioma:
- eng
- OAI Identifier:
- oai:bibliotecadigital.udea.edu.co:10495/38980
- Acceso en línea:
- https://hdl.handle.net/10495/38980
- Palabra clave:
- Eudragit® E 100
Eudragit® E PO
Cationic polymer
Polymeric ionisation degree
Polymeric hydrophobic surfaces
- Rights
- openAccess
- License
- http://creativecommons.org/licenses/by/2.5/co/
| id |
UDEA2_4ec90bb56d716f976ddaf417502066c0 |
|---|---|
| oai_identifier_str |
oai:bibliotecadigital.udea.edu.co:10495/38980 |
| network_acronym_str |
UDEA2 |
| network_name_str |
Repositorio UdeA |
| repository_id_str |
|
| dc.title.spa.fl_str_mv |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| title |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| spellingShingle |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions Eudragit® E 100 Eudragit® E PO Cationic polymer Polymeric ionisation degree Polymeric hydrophobic surfaces |
| title_short |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| title_full |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| title_fullStr |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| title_full_unstemmed |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| title_sort |
Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditions |
| dc.creator.fl_str_mv |
Galeano Jaramillo, Elkin de Jesús Echeverri Ulloa, Juan Diego Yarce Castellanos, Cristhian Javier Salamanca Mejía, Constain Hugo Linares, Valentina |
| dc.contributor.author.none.fl_str_mv |
Galeano Jaramillo, Elkin de Jesús Echeverri Ulloa, Juan Diego Yarce Castellanos, Cristhian Javier Salamanca Mejía, Constain Hugo Linares, Valentina |
| dc.contributor.researchgroup.spa.fl_str_mv |
Grupo de Investigación en Sustancias Bioactivas (GISB) |
| dc.subject.proposal.spa.fl_str_mv |
Eudragit® E 100 Eudragit® E PO Cationic polymer Polymeric ionisation degree Polymeric hydrophobic surfaces |
| topic |
Eudragit® E 100 Eudragit® E PO Cationic polymer Polymeric ionisation degree Polymeric hydrophobic surfaces |
| description |
ABSTRACT: The commercial copolymers Eudragit® E 100 and Eudragit® PO are widely used materials in the pharmaceutical field as coating systems. Such materials derived from amino-methacrylate groups under acidulated conditions may acquire an ionisable fraction or undergo hydrolytic degradation of the polymeric structure. This work focused on establishing the chemical, physical, and surface changes of two reprocessed polymeric materials, here named as EuCl-E-100 and EuCl-E-PO, which were obtained from the commercial Eudragit® E 100 and Eudragit® E PO, respectively. The commercial materials were exposed to extreme acid conditions, where the polymers were solubilised and subsequently dried by the refractance window method. The materials obtained were chemically characterised by potentiometric titration, nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR) in one and two dimensions (COSY, HSQC, and HMBC), infrared spectroscopy, X-ray diffraction, and differential scanning calorimetry. Changes in the physical properties of the materials were evaluated through studies of flowability, compactability, and their ability to gain and lose humidity. Surface thermodynamic studies were carried out through contact angle measurements using the sessile drop method. The results showed that the processed polymeric materials acquired a substantial degree of ionisation without undergoing hydrolysis of the esterified groups. Furthermore, such changes improved the flow characteristics of the material and the solubility in aqueous media at pH > 5, while also maintaining the hydrophobicity degree of the polymeric surface. |
| publishDate |
2019 |
| dc.date.issued.none.fl_str_mv |
2019 |
| dc.date.accessioned.none.fl_str_mv |
2024-04-10T23:41:19Z |
| dc.date.available.none.fl_str_mv |
2024-04-10T23:41:19Z |
| dc.type.spa.fl_str_mv |
Artículo de investigación |
| dc.type.coar.spa.fl_str_mv |
http://purl.org/coar/resource_type/c_2df8fbb1 |
| dc.type.redcol.spa.fl_str_mv |
https://purl.org/redcol/resource_type/ART |
| dc.type.coarversion.spa.fl_str_mv |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| dc.type.driver.spa.fl_str_mv |
info:eu-repo/semantics/article |
| dc.type.version.spa.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
| format |
http://purl.org/coar/resource_type/c_2df8fbb1 |
| status_str |
publishedVersion |
| dc.identifier.citation.spa.fl_str_mv |
Linares V, Yarce CJ, Echeverri JD, Galeano E, Salamanca CH. Relationship between Degree of Polymeric Ionisation and Hydrolytic Degradation of Eudragit® E Polymers under Extreme Acid Conditions. Polymers (Basel). 2019 Jun 7;11(6):1010. doi: 10.3390/polym11061010. |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/10495/38980 |
| dc.identifier.doi.none.fl_str_mv |
10.3390/polym11061010 |
| dc.identifier.eissn.none.fl_str_mv |
2073-4360 |
| identifier_str_mv |
Linares V, Yarce CJ, Echeverri JD, Galeano E, Salamanca CH. Relationship between Degree of Polymeric Ionisation and Hydrolytic Degradation of Eudragit® E Polymers under Extreme Acid Conditions. Polymers (Basel). 2019 Jun 7;11(6):1010. doi: 10.3390/polym11061010. 10.3390/polym11061010 2073-4360 |
| url |
https://hdl.handle.net/10495/38980 |
| dc.language.iso.spa.fl_str_mv |
eng |
| language |
eng |
| dc.relation.ispartofjournalabbrev.spa.fl_str_mv |
Polymers |
| dc.relation.citationendpage.spa.fl_str_mv |
18 |
| dc.relation.citationissue.spa.fl_str_mv |
6 |
| dc.relation.citationstartpage.spa.fl_str_mv |
1 |
| dc.relation.citationvolume.spa.fl_str_mv |
11 |
| dc.relation.ispartofjournal.spa.fl_str_mv |
Polymers |
| dc.rights.uri.*.fl_str_mv |
http://creativecommons.org/licenses/by/2.5/co/ |
| dc.rights.uri.spa.fl_str_mv |
https://creativecommons.org/licenses/by/4.0/ |
| dc.rights.accessrights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
| dc.rights.coar.spa.fl_str_mv |
http://purl.org/coar/access_right/c_abf2 |
| rights_invalid_str_mv |
http://creativecommons.org/licenses/by/2.5/co/ https://creativecommons.org/licenses/by/4.0/ http://purl.org/coar/access_right/c_abf2 |
| eu_rights_str_mv |
openAccess |
| dc.format.extent.spa.fl_str_mv |
18 páginas |
| dc.format.mimetype.spa.fl_str_mv |
application/pdf - application/epub |
| dc.publisher.spa.fl_str_mv |
MDPI |
| dc.publisher.place.spa.fl_str_mv |
Basilea, Suiza |
| institution |
Universidad de Antioquia |
| bitstream.url.fl_str_mv |
https://bibliotecadigital.udea.edu.co/bitstreams/f6a3761a-383a-416f-87be-abbb53dd1462/download https://bibliotecadigital.udea.edu.co/bitstreams/ac15cd5a-b9a3-4881-9db1-0bc7dec0c251/download https://bibliotecadigital.udea.edu.co/bitstreams/003dc537-0967-46af-a039-ec6c14fbb0f2/download https://bibliotecadigital.udea.edu.co/bitstreams/b5ef2949-7c0f-4804-af2d-51e71b400234/download https://bibliotecadigital.udea.edu.co/bitstreams/6357b5ca-3c74-419f-838d-381e33629d8d/download https://bibliotecadigital.udea.edu.co/bitstreams/a8f9e43c-c056-4f3e-b571-1b63aff6353e/download |
| bitstream.checksum.fl_str_mv |
1646d1f6b96dbbbc38035efc9239ac9c 8a4605be74aa9ea9d79846c1fba20a33 a8871f90ee9e5690a1c9c3811131c130 43044e065f7cd7c673c1d54e18427540 a984c5fc335461a43d59ecd0a8b6250d b2b2e892f5908ee2a8e33307daed6f86 |
| bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 MD5 |
| repository.name.fl_str_mv |
Repositorio Institucional de la Universidad de Antioquia |
| repository.mail.fl_str_mv |
aplicacionbibliotecadigitalbiblioteca@udea.edu.co |
| _version_ |
1851052652492750848 |
| spelling |
Galeano Jaramillo, Elkin de JesúsEcheverri Ulloa, Juan DiegoYarce Castellanos, Cristhian JavierSalamanca Mejía, Constain HugoLinares, ValentinaGrupo de Investigación en Sustancias Bioactivas (GISB)2024-04-10T23:41:19Z2024-04-10T23:41:19Z2019Linares V, Yarce CJ, Echeverri JD, Galeano E, Salamanca CH. Relationship between Degree of Polymeric Ionisation and Hydrolytic Degradation of Eudragit® E Polymers under Extreme Acid Conditions. Polymers (Basel). 2019 Jun 7;11(6):1010. doi: 10.3390/polym11061010.https://hdl.handle.net/10495/3898010.3390/polym110610102073-4360ABSTRACT: The commercial copolymers Eudragit® E 100 and Eudragit® PO are widely used materials in the pharmaceutical field as coating systems. Such materials derived from amino-methacrylate groups under acidulated conditions may acquire an ionisable fraction or undergo hydrolytic degradation of the polymeric structure. This work focused on establishing the chemical, physical, and surface changes of two reprocessed polymeric materials, here named as EuCl-E-100 and EuCl-E-PO, which were obtained from the commercial Eudragit® E 100 and Eudragit® E PO, respectively. The commercial materials were exposed to extreme acid conditions, where the polymers were solubilised and subsequently dried by the refractance window method. The materials obtained were chemically characterised by potentiometric titration, nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR) in one and two dimensions (COSY, HSQC, and HMBC), infrared spectroscopy, X-ray diffraction, and differential scanning calorimetry. Changes in the physical properties of the materials were evaluated through studies of flowability, compactability, and their ability to gain and lose humidity. Surface thermodynamic studies were carried out through contact angle measurements using the sessile drop method. The results showed that the processed polymeric materials acquired a substantial degree of ionisation without undergoing hydrolysis of the esterified groups. Furthermore, such changes improved the flow characteristics of the material and the solubility in aqueous media at pH > 5, while also maintaining the hydrophobicity degree of the polymeric surface.Universidad ICESICOL001035918 páginasapplication/pdf - application/epubengMDPIBasilea, Suizahttp://creativecommons.org/licenses/by/2.5/co/https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Relationship between degree of polymeric ionisation and hydrolytic degradation of Eudragit® E polymers under extreme acid conditionsArtículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionEudragit® E 100Eudragit® E POCationic polymerPolymeric ionisation degreePolymeric hydrophobic surfacesPolymers186111PolymersCA041368RoR:02t54e151PublicationCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8927https://bibliotecadigital.udea.edu.co/bitstreams/f6a3761a-383a-416f-87be-abbb53dd1462/download1646d1f6b96dbbbc38035efc9239ac9cMD53falseAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://bibliotecadigital.udea.edu.co/bitstreams/ac15cd5a-b9a3-4881-9db1-0bc7dec0c251/download8a4605be74aa9ea9d79846c1fba20a33MD54falseAnonymousREADORIGINALGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdfGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdfArtículo de investigaciónapplication/pdf4230049https://bibliotecadigital.udea.edu.co/bitstreams/003dc537-0967-46af-a039-ec6c14fbb0f2/downloada8871f90ee9e5690a1c9c3811131c130MD51trueAnonymousREADGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.epubGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.epubArtículo de investigaciónapplication/epub+zip10781498https://bibliotecadigital.udea.edu.co/bitstreams/b5ef2949-7c0f-4804-af2d-51e71b400234/download43044e065f7cd7c673c1d54e18427540MD52falseAnonymousREADTEXTGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdf.txtGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdf.txtExtracted texttext/plain58214https://bibliotecadigital.udea.edu.co/bitstreams/6357b5ca-3c74-419f-838d-381e33629d8d/downloada984c5fc335461a43d59ecd0a8b6250dMD55falseAnonymousREADTHUMBNAILGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdf.jpgGaleanoElkin_2019_Relationship_Between_Degree_Polymeric_Ionisation.pdf.jpgGenerated Thumbnailimage/jpeg14815https://bibliotecadigital.udea.edu.co/bitstreams/a8f9e43c-c056-4f3e-b571-1b63aff6353e/downloadb2b2e892f5908ee2a8e33307daed6f86MD56falseAnonymousREAD10495/38980oai:bibliotecadigital.udea.edu.co:10495/389802025-03-27 01:40:50.823http://creativecommons.org/licenses/by/2.5/co/open.accesshttps://bibliotecadigital.udea.edu.coRepositorio Institucional de la Universidad de Antioquiaaplicacionbibliotecadigitalbiblioteca@udea.edu.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 |
