New synthetic method of poly-hidroxyurethanes from triacylglycerol using catalysts or triacylmelamine to inhibition side reactions

• Grant number: 21/14879-0
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: August 01, 2022
• Status: Discontinued
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Analytical Chemistry
• Principal Investigator: Éder Tadeu Gomes Cavalheiro
• Grantee: Rafael Turra Alarcon
• Host Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil
• Associated scholarship(s): 24/03936-1 - Synthesis of biobased photocurable resin and exploitation in 3D printing, BE.EP.PD

Abstract

Due to increase of CO2 emission by anthropogenic action, it is necessary its storage and using in new synthetic routes. There is a possibility of using CO2 and epoxides to obtain organic cyclic carbonates. Compounds with more than one carbonate group can be synthesized from epoxidized vegetable oils. Therefore, the use of renewable materials is necessary such as macaw vegetable oil (Brazilian biomass) to substitute soybean or linseed vegetable oils (triacylglycerol). The carbonated triacylglycerol can react with diamines to obtain poly-hidroxyurethanes. However, a side reaction between amines and glyceride ester occurs, which spoils the crosslinking between polymeric structures increasing the reaction time. The project aims a remedy this problem; then, two alternatives are purposed. The first alternative consists to use selective catalysts to activate the cyclic carbonate. Hence, two catalyst classes will be selected such as tertiary amines and metallic complexes. The second alternative is a synthesis of triacylmelamine (TAM) from triacylglycerol and melamine, the respective compound has three amide groups instead of three ester group, which will inhibit the side reaction. The triacylglycerol, its derivatives, the TAM, and polymers will be characterized by Simultaneous Thermogravimetric/Derivative Thermogravimetry-Differential Thermal Analysis (TG/DTG-DTA), Differential Scanning Calorimetry (DSC), Dynamic Mechanical Analysis (DMA), Mid-Infrared Spectroscopy (MIR), Ultraviolet and Visible Light Spectroscopy (UV-Vis), Nuclear Magnetic Resonance (1H-NMR and 13C-NMR). The self-healing and shape memory proprieties will be tested in these polymers, they will be used as electrodes to detect organic molecules. (AU)

Scientific publications

(5)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

GAGLIERI, CAROLINE; ALARCON, RAFAEL T.; DE MOURA, ANIELE; MAGRI, RAQUEL; RINALDO, DANIEL; BANNACH, GILBERT. Effect of Isomerization and Copolymerization of Itaconic Anhydride During the Synthesis of Renewable Monomers Using Vegetable Oils. Journal of the Brazilian Chemical Society, v. N/A, p. 14-pg., 2022-10-27. (21/14879-0, 21/02152-9)

ALARCON, RAFAEL T.; LAMB, KATIE J.; CAVALHEIRO, EDER T. G.; NORTH, MICHAEL; BANNACH, GILBERT. A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers. Journal of Applied Polymer Science, v. N/A, p. 14-pg., 2023-04-19. (19/11493-4, 21/14879-0, 21/02152-9)

MAGRI, RAQUEL; GAGLIERI, CAROLINE; ALARCON, RAFAEL TURRA; DOS SANTOS, GABRIEL IAGO; BANNACH, GILBERT. Eco-friendly polymers based on Baru vegetable oil and fumaric acid using photopolymerization. JOURNAL OF POLYMER RESEARCH, v. 30, n. 6, p. 13-pg., 2023-06-01. (22/03489-0, 21/14879-0, 21/02152-9)

MAGRI, RAQUEL; GAGLIERI, CAROLINE; ALARCON, RAFAEL TURRA; DOS SANTOS, GABRIEL IAGO; BANNACH, GILBERT. From Patauá Oil to Sustainable Polymers: Investigation of Epoxy/Anhydride Crosslink in Different Proportions. JOURNAL OF POLYMERS AND THE ENVIRONMENT, v. N/A, p. 16-pg., 2023-09-28. (22/03489-0, 13/07793-6, 21/14879-0, 21/02152-9)

RAFAEL T. ALARCON; GILBERT BANNACH; ÉDER TADEU G. CAVALHEIRO. Greener Epoxidation Reaction of Macaw Palm Oil Using Metal Oxides and Niobium Phosphate as Catalysts. Journal of the Brazilian Chemical Society, v. 36, n. 1, 2024-05-31. (21/14879-0, 21/02152-9, 22/15211-6)