Preparation of poly(thiourethane) thermosets by controlled thiol-isocyanate click reaction using a latent organocatalyst

Different poly(thiourethane) thermosets were prepared by means of a thiol-isocyanate click reaction starting from three diisocyanates with different structure (isophorone diisocyanate, IPDI, 4,4'-methylene bis(cyclohexy isocyanate), HMDI and hexamethylene diisocyanate, HDI, and a tetrathiol, pe...

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Bibliographic Details
Authors: Gamardella, Francesco, Ramis Juan, Xavier|||0000-0003-2550-7185, Flor López, Sílvia de la|||0000-0002-6851-1371, Serra Albet, Maria Àngels|||0000-0003-1387-0358
Format: article
Publication Date:2019
Country:España
Institution:Universitat Politècnica de Catalunya (UPC)
Repository:UPCommons. Portal del coneixement obert de la UPC
Language:English
OAI Identifier:oai:upcommons.upc.edu:2117/128308
Online Access:https://hdl.handle.net/2117/128308
https://dx.doi.org/10.1016/j.reactfunctpolym.2018.11.019
Access Level:Open access
Keyword:Catalysts
Polymers
Poly(thiourethanes)
Click reaction
Thermosets
Latency Organocatalysts
Catalitzadors
Polímers
Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
Àrees temàtiques de la UPC::Enginyeria química
Description
Summary:Different poly(thiourethane) thermosets were prepared by means of a thiol-isocyanate click reaction starting from three diisocyanates with different structure (isophorone diisocyanate, IPDI, 4,4'-methylene bis(cyclohexy isocyanate), HMDI and hexamethylene diisocyanate, HDI, and a tetrathiol, pentaerythritol tetrakis(3-mercap- topropionate), PETMP. The curing process has been catalyzed by basic and acid catalysts. The use of a thermally activated base generator (1-methylimidazolium tetraphenylborate, BG1MI), which is an organocatalyst, allowed a better control on the curing initiation than those traditionally used dibutyltin dilaurate (DBTDL) or tertiary amines. The curing evolution was investigated by DSC and FTIR spectroscopy. The materials obtained were characterized by thermomechanical and mechanical tests. Homogeneous ma- terials were obtained in all cases. The chemical structure of the network was correlated with the thermal and mechanical data determined. T g values in the range of 75 to 150 °C were obtained. The thermal degradation of these materials has also been investigated and a complex degradation mechanism, with three different steps was observed in all cases. These materials showed a higher thermal stability than their oxygen counterparts did. The thermosets obtained using the latent organocatalyst have similar characteristics to the ones obtained by using the common DBTDL