Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts

Detalhes bibliográficos
Autor(a) principal: Tomé, Liliana C.
Data de Publicação: 2011
Outros Autores: Freire, Mara G., Rebelo, Luís Paulo N., Silvestre, Armando J. D., Carlos Pascoal Neto, Marrucho, Isabel M., Freire, Carmen S. R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10773/5142
Resumo: The surface hydrophobization through heterogeneous chemical modification of bacterial (and vegetable) cellulose fibers with several anhydrides (acetic, butyric, hexanoic and alkenyl succinic anhydrides) and hexanoyl chloride suspended in an ionic liquid, tetradecyltrihexylphosphonium bis(trifluoromethylsulfonyl) imide, [TDTHP][NTf(2)], was studied. Furthermore, in the reaction with hexanoyl chloride, another ionic liquid, N-hexyl-4-(dimethylamino)pyridinium bis(trifluoromethylsulfonyl) imide, [C(6)N(CH(3))(2)py][NTf(2)], was used instead of common organic bases as catalyst and to trap the released HCl. The analysis of the ensuing modified fibers by FTIR, XRD and SEM clearly showed that the esterification reactions occurred essentially at the fibers' outmost layers, not affecting their ultrastructure. The degree of substitution (DS) of the ensuing esterified fibers ranged from less than 0.002 to 0.41; and in all instances, the fibers' surface acquired a high hydrophobicity. This novel approach constitutes an important strategy in the preparation of modified fibers under greener conditions relaying in the use of non-volatile solvents.
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spelling Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalystsThe surface hydrophobization through heterogeneous chemical modification of bacterial (and vegetable) cellulose fibers with several anhydrides (acetic, butyric, hexanoic and alkenyl succinic anhydrides) and hexanoyl chloride suspended in an ionic liquid, tetradecyltrihexylphosphonium bis(trifluoromethylsulfonyl) imide, [TDTHP][NTf(2)], was studied. Furthermore, in the reaction with hexanoyl chloride, another ionic liquid, N-hexyl-4-(dimethylamino)pyridinium bis(trifluoromethylsulfonyl) imide, [C(6)N(CH(3))(2)py][NTf(2)], was used instead of common organic bases as catalyst and to trap the released HCl. The analysis of the ensuing modified fibers by FTIR, XRD and SEM clearly showed that the esterification reactions occurred essentially at the fibers' outmost layers, not affecting their ultrastructure. The degree of substitution (DS) of the ensuing esterified fibers ranged from less than 0.002 to 0.41; and in all instances, the fibers' surface acquired a high hydrophobicity. This novel approach constitutes an important strategy in the preparation of modified fibers under greener conditions relaying in the use of non-volatile solvents.Royal Society of Chemistry2012-01-16T17:00:51Z2011-01-01T00:00:00Z2011info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/5142eng1463-926210.1039/C1GC15432JTomé, Liliana C.Freire, Mara G.Rebelo, Luís Paulo N.Silvestre, Armando J. D.Carlos Pascoal NetoMarrucho, Isabel M.Freire, Carmen S. R.info: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:RCAAP2024-02-22T11:06:56Zoai:ria.ua.pt:10773/5142Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T02:43:04.433132Repositório 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 Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
title Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
spellingShingle Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
Tomé, Liliana C.
title_short Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
title_full Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
title_fullStr Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
title_full_unstemmed Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
title_sort Surface hydrophobization of bacterial and vegetable cellulose fibers using ionic liquids as solvent media and catalysts
author Tomé, Liliana C.
author_facet Tomé, Liliana C.
Freire, Mara G.
Rebelo, Luís Paulo N.
Silvestre, Armando J. D.
Carlos Pascoal Neto
Marrucho, Isabel M.
Freire, Carmen S. R.
author_role author
author2 Freire, Mara G.
Rebelo, Luís Paulo N.
Silvestre, Armando J. D.
Carlos Pascoal Neto
Marrucho, Isabel M.
Freire, Carmen S. R.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Tomé, Liliana C.
Freire, Mara G.
Rebelo, Luís Paulo N.
Silvestre, Armando J. D.
Carlos Pascoal Neto
Marrucho, Isabel M.
Freire, Carmen S. R.
description The surface hydrophobization through heterogeneous chemical modification of bacterial (and vegetable) cellulose fibers with several anhydrides (acetic, butyric, hexanoic and alkenyl succinic anhydrides) and hexanoyl chloride suspended in an ionic liquid, tetradecyltrihexylphosphonium bis(trifluoromethylsulfonyl) imide, [TDTHP][NTf(2)], was studied. Furthermore, in the reaction with hexanoyl chloride, another ionic liquid, N-hexyl-4-(dimethylamino)pyridinium bis(trifluoromethylsulfonyl) imide, [C(6)N(CH(3))(2)py][NTf(2)], was used instead of common organic bases as catalyst and to trap the released HCl. The analysis of the ensuing modified fibers by FTIR, XRD and SEM clearly showed that the esterification reactions occurred essentially at the fibers' outmost layers, not affecting their ultrastructure. The degree of substitution (DS) of the ensuing esterified fibers ranged from less than 0.002 to 0.41; and in all instances, the fibers' surface acquired a high hydrophobicity. This novel approach constitutes an important strategy in the preparation of modified fibers under greener conditions relaying in the use of non-volatile solvents.
publishDate 2011
dc.date.none.fl_str_mv 2011-01-01T00:00:00Z
2011
2012-01-16T17:00:51Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10773/5142
url http://hdl.handle.net/10773/5142
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1463-9262
10.1039/C1GC15432J
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dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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