Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks

A new type of tetraphenylborate salts derived from highly basic and nucleophilic amines, namely 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and triazabicyclodecene (TBD), was applied to the preparation of networked poly(thiourethane)s (PTUs), which showed a vitri...

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Detalles Bibliográficos
Autores: Gamardella, Francesco, Muñoz, Sara, Flor López, Sílvia de la|||0000-0002-6851-1371, Ramis Juan, Xavier|||0000-0003-2550-7185, Serra Albet, Maria Àngels|||0000-0003-1387-0358
Tipo de recurso: artículo
Fecha de publicación:2020
País:España
Institución:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/335253
Acceso en línea:https://hdl.handle.net/2117/335253
https://dx.doi.org/10.3390/polym12122913
Access Level:acceso abierto
Palabra clave:Heat resistant plastics
Chemistry, Analytic
Vitrimers
Poly(thiourethane)
Thermosets
Recyclability
Covalent adaptable networks
Organocatalyst
Plàstics termostables
Química analítica
Àrees temàtiques de la UPC::Física
Àrees temàtiques de la UPC::Física::Termodinàmica
Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
Descripción
Sumario:A new type of tetraphenylborate salts derived from highly basic and nucleophilic amines, namely 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and triazabicyclodecene (TBD), was applied to the preparation of networked poly(thiourethane)s (PTUs), which showed a vitrimer-like behavior, with higher stress-relaxation rates than PTUs prepared by using dibutyl thin dilaurate (DBTDL) as the catalyst. The use of these salts, which release the amines when heated, instead of the pure amines, allows the formulation to be easily manipulated to prepare any type of samples. The materials prepared from stoichiometric mixtures of hexamethylene diisocyanate (HDI), trithiol (S3) and with a 10% of molar excess of isocyanate or thiol were characterized by FTIR, thermomechanical analysis, thermogravimetry, stress-relaxation tests and tensile tests, thus obtaining a complete thermal and mechanical characterization of the materials. The recycled materials obtained by grinding the original PTUs and hot-pressing the small pieces in the optimized time and temperature conditions were fully characterized by mechanical, thermomechanical and FTIR studies. This allowed us to confirm their recyclability, without appreciable changes in the network structure and performance. From several observations, the dissociative interchange trans-thiocarbamoylation mechanism was evidenced as the main responsible of the topological rearrangements at high temperature, resulting in a vitrimeric-like behavior.