60204-75-3

Upstream product

• 110-13-4 2,5-hexanedione 
• 534-03-2 serinol 

Relevant academic research and scientific papers

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

Biosourced polyurethanes (PU) were synthesized from a serinol derivative containing a pyrrole ring, 2-(2,5-dimethyl-1H-pyrrol-1-yl)-1,3-propanediol (SP), and stable supramolecular 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 compound 4a,6a-dimethyl-hexahydro-1,4-dioxa-6b-azacyclopenta[cd]pentalene, whose aromatization led to SP. Solvent free polymerization of SP and 1,6-hexamethylene diisocyanate led to PU oligomers. High resolution 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 containing carbon nanofillers tightly bound to the polymer matrix, reducing their dispersion in the environment.

Biobased Janus molecule for the facile preparation of water solutions of few layer graphene sheets

A biobased Janus molecule was used to prepare water solutions of nano-stacks made by few layer graphene. The Janus molecule was 2-(2,5-dimethyl-1H-pyrrol-1-yl)-1,3-propanediol (serinol pyrrole, SP), a serinol derivative obtained through the neat reaction of 2-amino-1,3-propandiol with 2,5-hexanedione, with atom efficiency of about 85%. SP contains the pyrrole ring, suitable for the interaction with carbon allotropes and hydroxy groups, that can easily interact with polar surroundings. Adducts, with about 14% by mass of SP, were prepared by reacting SP with a high surface area nano-sized graphite (HSAG), with about 35 graphene layers stacked in crystalline domains. Green methods were adopted, such as ball milling (HSAG-SP-M) and heating. Infrared spectra revealed peaks due to both HSAG and SP and additional peaks that could be attributed to the adduct. Both thermal and mechanical reactions left substantially unaltered the order in the graphitic layers and the interlayer distance, as shown by X-ray diffraction patterns. The relative intensity of the G and D band in the Raman spectrum was not modified by the thermal reaction, whereas enhancement of the D peak was observed after ball milling. Stable water solutions of HSAG-SP-M were prepared in a concentration range from 0.1 to 1 mg mL-1. Centrifugation allowed isolation of adducts with few stacked graphene layers, as revealed by high resolution transmission electron microscopy. An image of the adduct showed an organic layer tightly adhered to the carbon surface. SP appears a suitable molecule for the easy functionalization of carbon allotropes, such as nano-stacks of graphene layers, without substantially affecting the bulk crystalline organization and promoting the separation of the aggregates into stacks containing a low/very low number of graphene layers.

PROCESS FOR THE SYNTHESIS OF 2-(2,5-DIMETHYL-1H-PYRROL-1-YL)-1,3-PROPANEDIOL AND ITS SUBSTITUTED DERIVATIVES.

The present invention relates to a process for the synthesis of molecules that have a pyrrole ring bonded to a diol. In particular, the invention relates to the synthesis of molecules that have the pyrrole ring and a diol derived from serinol by means of