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Synthesis, functionalization and characterization of UV-curable lactic acid based oligomers to be used as surgical adhesives

2015-07-21Journal article Restricted access
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dc.contributor.authorSantos, João
dc.contributor.authorMarques, Dina
dc.contributor.authorAlves, Patrícia
dc.contributor.authorCorreia, Tiago R.
dc.contributor.authorCorreia, Ilídio Joaquim Sobreira
dc.contributor.authorBaptista, Cristina Maria dos Santos Gaudêncio
dc.contributor.authorFerreira, Paula
dc.date.accessioned2018-03-21T09:59:54Z
dc.date.available2018-03-21T09:59:54Z
dc.date.issued2015-07-21
dc.description.abstractThe synthesis, functionalization and characterization of low molecular weight L-lactic acid based oligomers to be used as new UV-curable bioadhesives are presented herein. Prepolymers hydroxyl terminated were produced by L-lactic acid dehydration with 1,4-butanediol. The prepolymer was further modified with photoreactive sites by adding an isocyanate-functional unsaturated acrylic ester, which was used for the first time in the biomedical field (LAROMER® LR 9000). Films were afterwards produced upon UV irradiation for 120 s, using a biocompatible photoinitiator (Irgacure® 2959), and finally characterized. The synthesized films exhibited a moderate swelling ratio, suitable for the envisioned application. DSC analysis confirmed an increase in Tg values after each synthesis step. Nevertheless, the film Tg remains lower than the physiological and room temperature. TGA confirmed an improved stability of films at high temperatures. The in vitro degradation tests showed their susceptibility to hydrolysis at 37 °C, suitable for short-term uses. Preliminary evaluation of the adhesion capacity suggested that the synthesized material may be effective in sustaining wound closure and repair. The surface energy was also measured and its value was lower than the ones from blood or skin which supports the previous statement. Blood compatibility studies, cell viability assays (using human dermal fibroblasts) and bacterial inhibition tests (using two bacteria models) were performed. The results indicated that cured adhesive is bio/haemocompatible and possesses antimicrobial activity. Altogether, characterization results showed that the produced material presented a set of properties suitable for biomedical applications, particularly as a surgical adhesive.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationSantos, J.M.C., Marques, D.S., Alves, P., Correia, T.R., Correia, I.J., Baptista, C.M.S.G. e Ferreira, P. (2015) “Synthesis, functionalization and characterization of UV-curable lactic acid based oligomers to be used as surgical adhesives”, Reactive and Functional Polymers, Vol. 94, pp. 43-54pt_PT
dc.identifier.doi10.1016/j.reactfunctpolym.2015.07.003pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.6/4677
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationPREPARAÇÃO E CARACTERIZAÇÃO DE NOVOS MATERIAIS BIODEGRADÁVEIS DE BASE POLIÁCIDO LÁCTICO
dc.relationPHARMACOLOGICALLY ACTIVE BIOADHESIVE DESIGNED FOR WOUND CLOSURE
dc.relationDEVELOPMENT OF NEW STIMULI-RESPONSIVE POLYMER-LIPOSOME COMPLEXES BY LIVING RADICAL POLYMERIZATION AND “CLICK CHEMISTRY”
dc.relationUC-NMR: a voyage from chemical space to biological function
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S1381514815300225#!pt_PT
dc.subjectBiocompatibilitypt_PT
dc.subjectBioadhesivespt_PT
dc.subjectBlood compatibilitypt_PT
dc.subjectL-Lactic acidpt_PT
dc.subjectPhotocrosslinkingpt_PT
dc.titleSynthesis, functionalization and characterization of UV-curable lactic acid based oligomers to be used as surgical adhesivespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitlePREPARAÇÃO E CARACTERIZAÇÃO DE NOVOS MATERIAIS BIODEGRADÁVEIS DE BASE POLIÁCIDO LÁCTICO
oaire.awardTitlePHARMACOLOGICALLY ACTIVE BIOADHESIVE DESIGNED FOR WOUND CLOSURE
oaire.awardTitleDEVELOPMENT OF NEW STIMULI-RESPONSIVE POLYMER-LIPOSOME COMPLEXES BY LIVING RADICAL POLYMERIZATION AND “CLICK CHEMISTRY”
oaire.awardTitleUC-NMR: a voyage from chemical space to biological function
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F42245%2F2007/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/OE/SFRH%2FBPD%2F86338%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBPD%2F69410%2F2010/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876-PPCDTI/RECI%2FQEQ-QFI%2F0168%2F2012/PT
oaire.citation.endPage54pt_PT
oaire.citation.startPage43pt_PT
oaire.citation.titleReactive and Functional Polymerspt_PT
oaire.citation.volume94pt_PT
oaire.fundingStreamOE
oaire.fundingStream5876-PPCDTI
person.familyNameAlves
person.familyNameCorreia
person.familyNameJoaquim Sobreira Correia
person.familyNameCristina Nunes Ferreira Calvinho
person.givenNamePatrícia
person.givenNameTiago
person.givenNameIlídio
person.givenNamePaula
person.identifierUMbJ1KMAAAAJ
person.identifier.ciencia-id341B-551C-19FD
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person.identifier.ciencia-idF610-7373-DC81
person.identifier.ciencia-idA119-FFB8-0899
person.identifier.orcid0000-0002-8943-8329
person.identifier.orcid0000-0002-4077-4698
person.identifier.orcid0000-0003-1613-9675
person.identifier.orcid0000-0003-3393-4427
person.identifier.ridI-1004-2013
person.identifier.scopus-author-id12762379800
person.identifier.scopus-author-id55670188900
person.identifier.scopus-author-id7003557499
person.identifier.scopus-author-id55321888200
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.embargofctCopyright cedido à editora no momento da publicaçãopt_PT
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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