A series of renewable resource-based polyurethane networks (NIPUs) with potential application as biodegradable scaffold were prepared through a nonisocyanate methodology. For this purpose, carbonated soybean oil (CSBO) was reacted with amine curing agents composed of 3-aminopropyl-terminated poly (ethylene glycol) (ATPEG) and ethylene diamine (ED) at different weight ratios. CSBO was synthesized from epoxidized soybean oil and carbon dioxide gas at atmospheric pressure using an efficient catalyst system. The chemical identity of NIPUs was confirmed by Fourier transform infrared spectroscopy. Dynamic mechanical analysis of the networks showed single-phase structure for those samples made from ED. Evaluation of tensile property showed widespread behavior from weak plastic up to elastomers with high elongation at break. Hydrolytic degradation profile of NIPUs was increased as ATPEG content increased. Investigation of the L-929 fibroblast cells morphology and evaluation of quantitative tetrazolium dye-based colorimetric assay (MTT assay) confirmed nontoxic behavior and good cytocompatibility of the prepared polyurethanes.

A new diamine containing one keto and four ether groups was prepared through a three-step reaction: first, hydroquinone was reacted with 1-fluoro-4-nitrobenzene and 4-(4-nitrophenoxy) phenol was obtained. The next step was reduction of nitro group to amino group in which 4-(4-aminophenoxy) phenol was prepared. In the final step, the new diamine named as bis(4-(4-(4-aminophenoxy)phenoxy)phenyl) methanone was synthesized through reaction of the later compound with 4,4′-difluoro benzophenone. All prepared materials were fully characterized by spectroscopic methods and elemental analysis. Novel species of poly(keto ether ether amide)s were synthesized via polymerization reaction of the diamine with different diacid chlorides including terephthaloyl chloride, isophthaloyl chloride, and adipoyl chloride. All polyamides were characterized, and their properties such as thermal behavior, thermal stability, solubility, viscosity, water uptake, and crystallinity were investigated and compared together. The glass transition temperatures of the polymers were about 204-232°C, and their 10% weight losses were in the range of 396-448°C. Polymers showed high thermal stability and enhanced solubility that mainly resulted from incorporation of the diamine structure containing keto, ether, and aromatic units into polyamide backbones.

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A novel diamine monomer was prepared in three steps: first, a nucleophilic substitution reaction between hydroquinone and 1‐flouro‐4‐nitrobenzene afforded a nitro compound. Second, the nitro group of this compound was converted to an amino group via reduction in the presence of hydrazine hydrate. In the last step, the reaction of this compound with 4,4'‐diflouro benzophenone led to the synthesis of a novel ether keto diamine. Characterization of all materials was carried out by conventional spectroscopic methods and elemental analysis. A series of new polyureas was prepared via the polymerization reaction of the synthesized diamine with three commercially available diisocyanates including 4,4'‐diphenylmethan diisocyanate, toluene‐2,4‐diisocyanate, and isophoronediisocyanate in N‐methyl‐2‐pyrrolidone. The resulted polyureas were characterized by infrared spectroscopy and elemental analysis. The inherent viscosities of these polyureas ranged from 0.59 to 0.62 dL/g measured at a concentration of 0.5 g/dL. The resulting polyureas were soluble in dipolar aprotic solvents. The thermal properties of the polymers were investigated by differential scanning calorimetry and thermogravimetric analysis. The results indicated that their glass transition temperature values were between 171 and 198°C and at the 10% weight loss of polymers, glass transition temperature was about 325–368°C showing improved thermal stability in comparison with common polyureas. Thermal stability features of the polyurea were also confirmed by means of the pyrolysis‐gas chromatography/mass spectrometry method.