Catalytic Synthesis of Bulk Hydrophilic Acetaldehyde-Modified Polyamide 46

Author(s): Hamidreza Barghi, Mikael Skrifvars, Mohammad J. Taherzadeh.

Journal Name: Current Organic Synthesis

Volume 11 , Issue 2 , 2014

Graphical Abstract:


Abstract:

Hydrophilization of Polyamide 46 (PA46) via modification with acetaldehyde in continuous phase was studied. The chemical modification of PA 46 with acetaldehyde resulted in a water-swollen polymer with hydrophilic property. The polyamide 46 undergoes a nucleophilic addition with acetaldehyde in the presence of aluminum chloride as a catalyst. The extent of bulk hydroxyethylation using AlCl3 resulted in 95.65% modification counted as total N-hydroxyethylated polyamide 46. The modification resulted in improved hydrophilic properties, and a maximum surface free energy of 44.6 mJ/m2 was achieved after 3 h reaction, whereas the unmodified PA46 had a surface free energy of 11.2 mJ/m2. In addition, thermal properties of the polymers were studied using differential scanning calorimetry and thermogravimetric analyses. The functionalization leads to decrease in the crystallization energy from 88 J/g to 51 J/g, while the melting energy is changed from 110 J/g to 53 J/g. Furthermore, the thermal stability of the PA46 to pyrolysis was diminished after hydroxylation.

Keywords: Hydroxylation, Lewis acid, nucleophilic substitute reaction, polyamides, synthesis.

Rights & PermissionsPrintExport Cite as

Article Details

VOLUME: 11
ISSUE: 2
Year: 2014
Page: [288 - 294]
Pages: 7
DOI: 10.2174/1570179411310010003
Price: $58

Article Metrics

PDF: 9