Biosourced polyurethanes (PU) were synthesized from a serinol deriv. contg. a pyrrole ring, 2-​(2,​5-​dimethyl-​1H-​pyrrol-​1-​yl)​-​1,​3-​propanediol (SP)​, and stable supramol. interaction with multiwalled carbon nanotubes (MWCNT) was established. Synthesis of SP was solvent free and with high atom efficiency: serinol was reacted with 2,​5-​hexandione, obtaining the tricyclic compd. 4a,​6a-​dimethyl-​hexahydro-​1,​4-​dioxa-​6b-​azacyclopenta[cd]​pentalene, whose aromatization led to SP. Solvent free polymn. of SP and 1,​6-​hexamethylene diisocyanate led to PU oligomers. High resoln. transmission electron microscopy of CNT adducts with PU oligomers revealed individual CNT, with intact skeleton and PU oligomers tightly adhered to their surface. Suspensions of MWCNT-​PU adducts in acetone were stable even after centrifugation. These results pave the way to composite material contg. carbon nanofillers tightly bound to the polymer matrix, reducing their dispersion in the environment.

Supramolecular interactions of carbon nanotubes with biosourced polyurethanes from 2-(2,5-dimethyl-1H-pyrrol-1-yl)-1,3-propanediol

GALIMBERTI, MAURIZIO STEFANO;BARBERA, VINCENZINA;CITTERIO, ATTILIO;SEBASTIANO, ROBERTO;TRUSCELLO, ADA;VALERIO, ANTONIO MARCO;
2015-01-01

Abstract

Biosourced polyurethanes (PU) were synthesized from a serinol deriv. contg. a pyrrole ring, 2-​(2,​5-​dimethyl-​1H-​pyrrol-​1-​yl)​-​1,​3-​propanediol (SP)​, and stable supramol. interaction with multiwalled carbon nanotubes (MWCNT) was established. Synthesis of SP was solvent free and with high atom efficiency: serinol was reacted with 2,​5-​hexandione, obtaining the tricyclic compd. 4a,​6a-​dimethyl-​hexahydro-​1,​4-​dioxa-​6b-​azacyclopenta[cd]​pentalene, whose aromatization led to SP. Solvent free polymn. of SP and 1,​6-​hexamethylene diisocyanate led to PU oligomers. High resoln. transmission electron microscopy of CNT adducts with PU oligomers revealed individual CNT, with intact skeleton and PU oligomers tightly adhered to their surface. Suspensions of MWCNT-​PU adducts in acetone were stable even after centrifugation. These results pave the way to composite material contg. carbon nanofillers tightly bound to the polymer matrix, reducing their dispersion in the environment.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11311/935771
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