Photocurable bioadhesive based on lactic acid
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10400.6/4680 |
Resumo: | Novel photocurable and low molecular weight oligomers based on l-lactic acid with proven interest to be used as bioadhesive were successfully manufactured. Preparation of lactic acid oligomers with methacrylic end functionalizations was carried out in the absence of catalyst or solvents by self-esterification in two reaction steps: telechelic lactic acid oligomerization with OH end groups and further functionalization with methacrylic anhydride. The final adhesive composition was achieved by the addition of a reported biocompatible photoinitiator (Irgacure® 2959). Preliminary in vitro biodegradability was investigated by hydrolytic degradation in PBS (pH = 7.4) at 37 °C. The adhesion performance was evaluated using glued aminated substrates (gelatine pieces) subjected to pull-to-break test. Surface energy measured by contact angles is lower than the reported values of the skin and blood. The absence of cytoxicity was evaluated using human fibroblasts. A notable antimicrobial behaviour was observed using two bacterial models (Staphylococcus aureus and Escherichia coli). The cured material exhibited a strong thrombogenic character when placed in contact with blood, which can be predicted as a haemostatic effect for bleeding control. This novel material was subjected to an extensive characterization showing great potential for bioadhesive or other biomedical applications where biodegradable and biocompatible photocurable materials are required. |
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Photocurable bioadhesive based on lactic acidBioadhesive formulationTelechelic lactic acid prepolymersPhotocurablePolycondensationBiocompatibilityNovel photocurable and low molecular weight oligomers based on l-lactic acid with proven interest to be used as bioadhesive were successfully manufactured. Preparation of lactic acid oligomers with methacrylic end functionalizations was carried out in the absence of catalyst or solvents by self-esterification in two reaction steps: telechelic lactic acid oligomerization with OH end groups and further functionalization with methacrylic anhydride. The final adhesive composition was achieved by the addition of a reported biocompatible photoinitiator (Irgacure® 2959). Preliminary in vitro biodegradability was investigated by hydrolytic degradation in PBS (pH = 7.4) at 37 °C. The adhesion performance was evaluated using glued aminated substrates (gelatine pieces) subjected to pull-to-break test. Surface energy measured by contact angles is lower than the reported values of the skin and blood. The absence of cytoxicity was evaluated using human fibroblasts. A notable antimicrobial behaviour was observed using two bacterial models (Staphylococcus aureus and Escherichia coli). The cured material exhibited a strong thrombogenic character when placed in contact with blood, which can be predicted as a haemostatic effect for bleeding control. This novel material was subjected to an extensive characterization showing great potential for bioadhesive or other biomedical applications where biodegradable and biocompatible photocurable materials are required.ElsevieruBibliorumMarques, DinaSantos, JoãoFerreira, PaulaCorreia, Tiago R.Correia, Ilídio Joaquim SobreiraGil, MariaBaptista, Cristina Maria dos Santos Gaudêncio2018-03-21T10:39:42Z2016-01-012016-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.6/4680engMarques, D.S., Santos, J.M.C., Ferreira, P., Correia, T.R., Correia, I.J., Gil, M.H. e Baptista, C.M.S.G. (2016) "Photocurable Bioadhesive Based on Lactic Acid", Materials Science & Engineering C - Materials for Biological Applications, Vol. 58, pp. 601-60910.1016/j.msec.2015.09.009metadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-07T02:30:52Zoai:ubibliorum.ubi.pt:10400.6/4680Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T00:45:44.120097Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Photocurable bioadhesive based on lactic acid |
title |
Photocurable bioadhesive based on lactic acid |
spellingShingle |
Photocurable bioadhesive based on lactic acid Marques, Dina Bioadhesive formulation Telechelic lactic acid prepolymers Photocurable Polycondensation Biocompatibility |
title_short |
Photocurable bioadhesive based on lactic acid |
title_full |
Photocurable bioadhesive based on lactic acid |
title_fullStr |
Photocurable bioadhesive based on lactic acid |
title_full_unstemmed |
Photocurable bioadhesive based on lactic acid |
title_sort |
Photocurable bioadhesive based on lactic acid |
author |
Marques, Dina |
author_facet |
Marques, Dina Santos, João Ferreira, Paula Correia, Tiago R. Correia, Ilídio Joaquim Sobreira Gil, Maria Baptista, Cristina Maria dos Santos Gaudêncio |
author_role |
author |
author2 |
Santos, João Ferreira, Paula Correia, Tiago R. Correia, Ilídio Joaquim Sobreira Gil, Maria Baptista, Cristina Maria dos Santos Gaudêncio |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
uBibliorum |
dc.contributor.author.fl_str_mv |
Marques, Dina Santos, João Ferreira, Paula Correia, Tiago R. Correia, Ilídio Joaquim Sobreira Gil, Maria Baptista, Cristina Maria dos Santos Gaudêncio |
dc.subject.por.fl_str_mv |
Bioadhesive formulation Telechelic lactic acid prepolymers Photocurable Polycondensation Biocompatibility |
topic |
Bioadhesive formulation Telechelic lactic acid prepolymers Photocurable Polycondensation Biocompatibility |
description |
Novel photocurable and low molecular weight oligomers based on l-lactic acid with proven interest to be used as bioadhesive were successfully manufactured. Preparation of lactic acid oligomers with methacrylic end functionalizations was carried out in the absence of catalyst or solvents by self-esterification in two reaction steps: telechelic lactic acid oligomerization with OH end groups and further functionalization with methacrylic anhydride. The final adhesive composition was achieved by the addition of a reported biocompatible photoinitiator (Irgacure® 2959). Preliminary in vitro biodegradability was investigated by hydrolytic degradation in PBS (pH = 7.4) at 37 °C. The adhesion performance was evaluated using glued aminated substrates (gelatine pieces) subjected to pull-to-break test. Surface energy measured by contact angles is lower than the reported values of the skin and blood. The absence of cytoxicity was evaluated using human fibroblasts. A notable antimicrobial behaviour was observed using two bacterial models (Staphylococcus aureus and Escherichia coli). The cured material exhibited a strong thrombogenic character when placed in contact with blood, which can be predicted as a haemostatic effect for bleeding control. This novel material was subjected to an extensive characterization showing great potential for bioadhesive or other biomedical applications where biodegradable and biocompatible photocurable materials are required. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-01-01 2016-01-01T00:00:00Z 2018-03-21T10:39:42Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10400.6/4680 |
url |
http://hdl.handle.net/10400.6/4680 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Marques, D.S., Santos, J.M.C., Ferreira, P., Correia, T.R., Correia, I.J., Gil, M.H. e Baptista, C.M.S.G. (2016) "Photocurable Bioadhesive Based on Lactic Acid", Materials Science & Engineering C - Materials for Biological Applications, Vol. 58, pp. 601-609 10.1016/j.msec.2015.09.009 |
dc.rights.driver.fl_str_mv |
metadata only access info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
metadata only access |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799136354510045184 |