Synthesis and thermal-reversible polymerization of macromonomers derived from vegetal oil and furan.

• Grant number: 12/00124-9
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: May 01, 2012
• End date: January 31, 2016
• Field of knowledge: Engineering - Materials and Metallurgical Engineering - Nonmetallic Materials
• Principal Investigator: Alessandro Gandini
• Grantee: Talita Martins Lacerda
• Host Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil
• Associated scholarship(s): 13/02663-7 - Synthesis and characterization of monomers and polymers from itaconic and levulinic acids and their interactions with vegetable oils, BE.EP.PD

Abstract

Interest in polymers from renewable resources is growing vigorously, as part of the generalconcern for sustainability. Additionally, the advent of click chemistry has attracted considerable attention in a wide range of synthetic domains, mainly due to its green chemistry connotation and versatility. In the context of polymer science, two types of applications stand out in terms of useful approaches, i.e., (i) irreversible structural modifications, and (ii) the reversible Diels-Alder(DA/rDA) adduct formation, which opened the way to the preparation of novel materials bearingmendable, recyclable and thermally reversible properties. Our research interest relies on the idea of exploring, at the same time, two structures directly obtained from renewable resources and with different chemical characteristics. For this purpose, vegetal oils and/or their corresponding fatty acids, will be modified by furan derivatives via epoxidation or thiol-ene reactions (the latter also being a click chemistry mechanism), aiming at preparing macromonomers to be subsequently applied in DA thermo-reversible polymerization reactions with maleimide derivatives. Both macromonomers and polymers will be characterized by the appropriatedtechniques, highlighting the equilibrium DA/rDA, which gives to the final material a greatpotential to exhibit intelligent features with interesting applications, including some not currently found in materials produced from fossil sources. This investigation will enable to exploit furan chemistry and double click reactions in view of preparing original materials based on renewable resources, with particular emphasis on some of them obtained from Brazilian biomass.

Scientific publications

(6)

(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)

LACERDA, TALITA M.; CARVALHO, ANTONIO J. F.; GANDINI, ALESSANDRO. A minimalist furan-maleimide AB-type monomer and its thermally reversible Diels-Alder polymerization. RSC ADVANCES, v. 6, n. 51, p. 45696-45700, 2016. (12/00124-9)

GANDINI, ALESSANDRO; LACERDA, TALITA M.. From monomers to polymers from renewable resources: Recent advances. PROGRESS IN POLYMER SCIENCE, v. 48, p. 1-39, SEP 2015. (13/02663-7, 12/00124-9)

LACERDA, TALITA M.; CARVALHO, ANTONIO J. F.; GANDINI, ALESSANDRO. Two alternative approaches to the Diels-Alder polymerization of tung oil. RSC ADVANCES, v. 4, n. 51, p. 26829-26837, 2014. (12/00124-9)

TROVATTI, ELIANE; LACERDA, TALITA M.; CARVALHO, ANTONIO J. F.; GANDINI, ALESSANDRO. Recycling Tires? Reversible Crosslinking of Poly(butadiene). Advanced Materials, v. 27, n. 13, p. 2242+, APR 1 2015. (12/00124-9, 12/05184-0)

GANDINI, ALESSANDRO; LACERDA, TALITA M.; CARVALHO, ANTONIO J. F.; TROVATTI, ELIANE. Progress of Polymers from Renewable Resources: Furans, Vegetable Oils, and Polysaccharides. CHEMICAL REVIEWS, v. 116, n. 3, p. 1637-1669, FEB 10 2016. (12/00124-9, 12/05184-0)

GANDINI, ALESSANDRO; LACERDA, TALITA M.; CARVALHO, ANTONIO J. F.. A straightforward double coupling of furan moieties onto epoxidized triglycerides: synthesis of monomers based on two renewable resources. GREEN CHEMISTRY, v. 15, n. 6, p. 1514-1519, 2013. (12/00124-9)