Synthesis and properties of soybean oil-based biodegradable polyurethane films

• Published in: Progress in organic coatings Vol. 123; pp. 261 - 266
• Main Authors: Acik, Gokhan, Kamaci, Musa, Altinkok, Cagatay, Karabulut, H.R. Ferhat, Tasdelen, Mehmet Atilla
• Format: Journal Article
• Language: English
• Published: Lausanne Elsevier B.V 01-10-2018; Elsevier BV
• Subjects: Biodegradability; Biodegradable properties; Condensation polymerization; Diisocyanates; Epoxidized soybean oil; Influence; l-Lysine diisocyanate ethyl ester; Lysine; Mechanical properties; Polymerization; Polyurethane film; Polyurethane resins; Soybean oil; Soybeans; Step-Growth polymerization; Studies; Thermodynamic properties; Vegetable oils; Weight; Biodegradable properties; Epoxidized soybean oil; Polyurethane film; Step-Growth polymerization; l-Lysine diisocyanate ethyl ester
• ISSN: 0300-9440; 1873-331X
• DOI: 10.1016/j.porgcoat.2018.07.020

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•A series of biodegradable polyurethane films is prepared by step-growth polymerization.•Hydroxylated soybean oil and L-lysine diisocyanate ethyl ester are utilized as renewable sources.•The biodegradable, mechanical and thermal properties of obtained polyurethane films are systematically investigated.•The polyurethane films are degraded around 50 and 60% by enzymatic and hydrolytic experiments after 12 weeks.
In this study, a series of biodegradable polyurethane films (PU-Fs) is prepared by step-growth polymerization of hydroxylated soybean oil (SBO-OH) and L-lysine diisocyanate ethyl ester (L-LDI) that are renewable-based difunctional building blocks. The influence of loading ratio by weight (SBO-OH/L-LDI (w/w) = 1:0.5; 1:1 and 1:1.5) on the biodegradable, mechanical and thermal properties of final PU-Fs is systematically investigated. In the first step, epoxy groups of epoxidized soybean oil are converted to corresponding hydroxyl functionalities to react with the diisocyanate groups of L-LDI via film casting method at room temperature. The obtained PU-Fs with higher L-LDI loading exhibit higher thermal and mechanical properties as well as more hydrophobic characteristic compared to others. Moreover, biodegradability of resulting PU-Fs is also studied using hydrolytic and enzymatic degradation experiments. Noteworthy, it is found that around 50 and 60% of PU-Fs are degraded by enzymatic and hydrolytic experiments after 12 weeks.