ABSTRACT
N-Methyl-2-pyrrolidone is a toxic dipolar aprotic solvent widely used in the synthesis of polyurethane dispersions (PUD). Since legislation strongly restricts this substance, green alternatives are essential. Dihydrolevoglucosenone and gamma valerolactone demonstrate comparable performance to that of NMP as cosolvent in the synthesis and the film forming process of PUD.
ABSTRACT
Coumarin derivatives are a class of compounds with a pronounced wide range of applications, especially in biological activities, in the medicine, pharmacology, cosmetics, coatings and food industry. Their potential applications are highly dependent on the nature of the substituents attached to their nucleus. These substituents modulate their photochemical and photophysical properties, as well as their interactions in their crystalline form, which largely determines the final field of application. Therefore, in this work a series of mono and dihydroxylated coumarin derivatives with different chemical substituents were synthesized and characterized by UV-Visible spectroscopy, thermal analysis (differential scanning calorimetry (DSC) and TGA), 1H NMR and X-Ray Diffraction to identify limitations and possibilities as a function of the molecular structure for expanding their applications in polymer science.
Subject(s)
Apiaceae/chemistry , Hydroxides/chemistry , Phytochemicals/chemistry , Plant Extracts/chemistry , Umbelliferones/chemistry , Calorimetry, Differential Scanning , Crystallization , Humans , Molecular Structure , Proton Magnetic Resonance Spectroscopy , Solvents/chemistry , Ultraviolet Rays , X-Ray DiffractionABSTRACT
Polyurethanes are of undoubted interest for the scientific community and the industry. Their outstanding versatility from tailor-made structures turns them into major polymers for use in a wide range of different applications. As with other polymers, new, emerging molecules and monomers with specific attributes can provide new functions and capabilities to polyurethanes. Natural and synthetic coumarin and its derivatives are characterised by interesting biological, photophysical and photochemical properties. Then, the polyurethanes can exploit those features of many coumarins which are present in their composition to achieve new functions and performances. This article reviews the developments in the proper use of the special properties of coumarins in polyurethanes to produce functional and smart materials that can be suitable for new specific applications.
ABSTRACT
An attractive strategy involving photodimerization of a novel amidocoumarin moiety is presented to prepare polyurethane coatings with excellent mechanical properties. Two families of polyurethanes containing these chromophore units into soft or hard segments were easily synthesized by inserting a small fraction of amidocoumarin-diol (5 wt% or 10 wt%). A systematic study has been carried out comparing hard segment, chromophore content and the influence of this amidocoumarin unit within the hard or soft segment. For all synthetized polymers, mechanical properties of the coatings have been evaluated before and after an excitation of the coumarin units with UV light. The results show that the insertion of coumarin into the hard segment leads to a considerable improvement of the mechanical properties after irradiation. Additionally, the photochemical activity of amidocoumarin was studied by UV-Vis and Raman spectroscopies.
