Ertl, Johanna
(2015)
Fully bio-based epoxy resins, [Dissertation thesis], Alma Mater Studiorum Università di Bologna.
Dottorato di ricerca in
Chimica, 27 Ciclo. DOI 10.6092/unibo/amsdottorato/6827.
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Abstract
Epoxy resins are mainly produced by reacting bisphenol A with epichlorohydrin. Growing concerns about the negative health effects of bisphenol A are urging researchers to find alternatives. In this work diphenolic acid is suggested, as it derives from levulinic acid, obtained from renewable resources. Nevertheless, it is also synthesized from phenol, from fossil resources, which, in the current paper has been substituted by plant-based phenols. Two interesting derivatives were identified: diphenolic acid from catechol and from resorcinol.
Epichlorohydrin on the other hand, is highly carcinogenic and volatile, leading to a tremendous risk of exposure. Thus, two approaches have been investigated and compared with epichlorohydrin.
The resulting resins have been characterized to find an appropriate application, as epoxy are commonly used for a wide range of products, ranging from composite materials for boats to films for food cans. Self-curing capacity was observed for the resin deriving from diphenolic acid from catechol.
The glycidyl ether of the diphenolic acid from resorcinol, a fully renewable compound, was cured in isothermal and non-isothermal tests tracked by DSC. Two aliphatic amines were used, namely 1,4-butanediamine and 1,6-hexamethylendiamine, in order to determine the effect of chain length on the curing of an epoxy-amine system and determine the kinetic parameters. The latter are crucial to plan any industrial application. Both diamines demonstrated superior properties compared to traditional bisphenol A-amine systems.
Abstract
Epoxy resins are mainly produced by reacting bisphenol A with epichlorohydrin. Growing concerns about the negative health effects of bisphenol A are urging researchers to find alternatives. In this work diphenolic acid is suggested, as it derives from levulinic acid, obtained from renewable resources. Nevertheless, it is also synthesized from phenol, from fossil resources, which, in the current paper has been substituted by plant-based phenols. Two interesting derivatives were identified: diphenolic acid from catechol and from resorcinol.
Epichlorohydrin on the other hand, is highly carcinogenic and volatile, leading to a tremendous risk of exposure. Thus, two approaches have been investigated and compared with epichlorohydrin.
The resulting resins have been characterized to find an appropriate application, as epoxy are commonly used for a wide range of products, ranging from composite materials for boats to films for food cans. Self-curing capacity was observed for the resin deriving from diphenolic acid from catechol.
The glycidyl ether of the diphenolic acid from resorcinol, a fully renewable compound, was cured in isothermal and non-isothermal tests tracked by DSC. Two aliphatic amines were used, namely 1,4-butanediamine and 1,6-hexamethylendiamine, in order to determine the effect of chain length on the curing of an epoxy-amine system and determine the kinetic parameters. The latter are crucial to plan any industrial application. Both diamines demonstrated superior properties compared to traditional bisphenol A-amine systems.
Tipologia del documento
Tesi di dottorato
Autore
Ertl, Johanna
Supervisore
Dottorato di ricerca
Scuola di dottorato
Scienze chimiche
Ciclo
27
Coordinatore
Settore disciplinare
Settore concorsuale
Parole chiave
epoxy, green chemistry, renewable, natural phenols, diphenolic acid, catechol, resorcinol, guaiacol, m-cresol
URN:NBN
DOI
10.6092/unibo/amsdottorato/6827
Data di discussione
29 Aprile 2015
URI
Altri metadati
Tipologia del documento
Tesi di dottorato
Autore
Ertl, Johanna
Supervisore
Dottorato di ricerca
Scuola di dottorato
Scienze chimiche
Ciclo
27
Coordinatore
Settore disciplinare
Settore concorsuale
Parole chiave
epoxy, green chemistry, renewable, natural phenols, diphenolic acid, catechol, resorcinol, guaiacol, m-cresol
URN:NBN
DOI
10.6092/unibo/amsdottorato/6827
Data di discussione
29 Aprile 2015
URI
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