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제125회 대한화학회 학술발표회 및 총회 Synthesis of Biomass-derived Polyurethanes with Photo-degradability via Curtius Rearrangement

2020년 2월 5일 12시 17분 42초
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Polymer Chemistry
저자 및
Juhyen Lee, Changsik Song*
Department of Chemistry, Sungkyunkwan University, Korea
Bioplastics are commonly defined as the biobased or biodegradable polymer. To solve environmental pollution, it is important to develop eco-friendly plastic with photodegradation ability. Polyurethanes (PUs) are one of the most interesting polymers which are generally synthesized from petroleum-based materials. Furandicarboxylic acid (FDCA), which is extracted 5-hydroxymethylfurfural (5-HMF), has been considered as a good biomass precursor. The structure of FDCA from biomass-derived sugars have good thermal stability and physical properties. Curtius rearrangement is the thermal decomposition of an acyl azide to an isocyanate with a loss of nitrogen gas. The isocyanate undergoes attack by various nucleophiles such as water, alcohols and amine to obtain a primary amine, carbamate or urea derivative respectively. In this study, FDCA is substituted with acyl azide and reacts to a variety of alcohols via Curtius rearrangement. Through various catalyst screenings such as DBTDL, DABCO, organic catalyst, optimize the reaction condition. Also, the nitro group was introduced at the ortho position to photo-degradable polyurethane. We measured photo-degradability of biomass-derived polyurethane and can be applied as eco-friendly plastic.