Biodegradation of Thermoplastic Polyurethanes from Vegetable Oils

Petrovìć, Zoran S.; Xu, Yijin; Milić, Jelena; Glenn, Gregory M.; Klamczynski, Artur

doi:10.1007/s10924-010-0194-z

Cited by 48 publications

(22 citation statements)

References 11 publications

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“…45 Polyurethanes from natural origins lead to applications as various as from medical implants to flame retardants. 46 Castor oil, due to the existence of the hydroxyl group, has been used without any further modification for preparing polyurethanes, 47,48 which can have interesting properties such as wood-to-wood adhesives.…”

Section: Condensation Polymerisationmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

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Dimethyl 1,19-nonadecanedioate is produced from the methoxycarbonylation of commercial olive, rapeseed or sunflower oils in the presence of a catalyst derived from [Pd 2 (dba) 3 ], bis(ditertiarybutylphosphinomethyl)benzene (BDTBPMB) and methanesulphonic acid (MSA). The diester is then hydrogenated to 1,19-nonadecanediol using Ru/1,1,1-tris-(diphenylphosphinemethyl)ethane (triphos). 1,19-Nonadecadienoic acid is hydrogenated to short chain oligoesters, which can themselves be hydrogenated to 1,19-nonadecanol by hydrogenation in the presence of water.

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Section: Condensation Polymerisationmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

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“…The degree of conversion of ESO thermoset was determined using DSC and calculated based on Equation (2). The crosslink density (v c ) and molecular weight between cross-linking (M c ) of the ESO thermoset were determined using DMA and calculated based on Equations (3) and (4) respectively [11][12]:…”

Section: Curing Characteristics Of Eso Thermosetmentioning

confidence: 99%

Thermal properties, curing characteristics and water absorption of soybean oil-based thermoset

Tan¹,

Chow²

2011

Express Polym. Lett.

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Epoxidized soybean oil (ESO) was successfully thermal-cured by using methylhexahydrophthalic anhydride (MHHPA) curing agent, in the presence of tetraethylammonium bromide (TEAB) catalyst of varied concentration (0.3–0.8 phr). The polyesterification process of ESO thermoset was proven and supported by Fourier transforms infrared spectroscopy (FTIR) and gas chromatography-mass spectroscopy analysis (GC-MS). A possible chemical reaction of the MHHPA, TEAB and ESO was proposed based on the experimental work. Differential scanning calorimetry (DSC) and dynamic mechanical analysis (DMA) revealed that there is a positive relationship between the degree of conversion and crosslink density of ESO thermoset with TEAB concentration. The kinetics of water absorption of the ESO thermoset were found to conform to Fickian law behavior

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“…However, in the sample of TPE-Us with 70% of soft segment weight concentrations, dispersed hard domains were observed in the soft matrix. The biodegradation of these TPUs has been investigated by respirometry (Petrović et al, 2010). These TPE-Us with poly(ricinoleic acid) as soft segments have been found to exhibit faster degradation rates than the corresponding petrochemical poly(ester urethane)s, even if this rate is relatively slow.…”

Section: Diols Containing Ether and Ester Functionsmentioning

confidence: 99%

Vegetable oils: a source of polyols for polyurethane materials

Maisonneuve

Chollet

Grau

et al. 2016

OCL

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-This manuscript is dedicated to the literature on vegetable oil-based polyurethanes via the isocyanate/alcohol route. A lot of efforts have been made to replace petroleum-based resources. Among renewable resources, vegetable oils present various advantages going from their availability to the large range of possible chemical modifications they permit. Firstly, the vegetable oil chemical composition and the main commercially available vegetable oil precursors are exposed. Concerning vegetable oils-based polyurethanes, research groups first focused on cross-linked systems directly from triglycerides then on thermoplastic ones from fatty acids or fatty acid methyl esters. This manuscript focuses on thermoplastic PUs and underlines the literature about the introduction of hydroxyl groups and isocyanate functions onto triglycerides and fatty acid derivatives. Besides, in a view to the isocyanate/alcohol approach, vegetable oil-based thermoplastic PUs and corresponding diols and diisocyanates are described in details.Keywords: Polyurethanes / bio-based / vegetable oils / fatty acid / diol / di-isocyanate Résumé -Huiles végétales : une source de polyols pour les matériaux en polyuréthane. Cet article fait un état de l'art de la synthèse de polyuréthanes issus des huiles végétales par la voie alcool/isocyanate. De nombreux efforts ont été réalisés pour remplacer les ressources pétrolières. Parmi les ressources renouvelables, les huiles végétales représentent de nombreux avantages liés à leur disponibilité et aux nombreuses possibilités de modification chimique qu'elles offrent. Dans cet article, les principales huiles, leur composition, et les principaux précurseurs commercialisés issus des huiles végétales sont d'abord présentés. Concernant les PUs issus des huiles végétales, les travaux portent d'une part sur des réseaux tridimensionnels directement à partir des triglycérides et, d'autre part, sur des PUs thermoplastiques à partir des acides gras et de leurs dérivés. Les méthodes d'introduction de fonctions alcool et isocyanate sur les triglycérides et acides gras sont présentées puis la synthèse de PUs thermoplastiques par la voie alcool/isocyanate est discutée de façon détaillée. Mots clés :Polyuréthanes / bio-sourcé / huiles végétales / acide gras / diol / di-isocyanate.

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Biodegradation of Thermoplastic Polyurethanes from Vegetable Oils

Cited by 48 publications

References 11 publications

Polymer precursors from catalytic reactions of natural oils

Polymer precursors from catalytic reactions of natural oils

Thermal properties, curing characteristics and water absorption of soybean oil-based thermoset

Vegetable oils: a source of polyols for polyurethane materials

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