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Current Organic Synthesis
ISSN (Print): 1570-1794
ISSN (Online): 1875-6271
Epub Full Text Article
DOI: 10.2174/1570179411310010003      Price:  $95









Catalytic Synthesis of Bulk Hydrophilic Acetaldehyde-Modified Polyamide 46

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Author(s): Hamidreza Barghi, Mikael Skrifvars and Mohammad J. Taherzadeh
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
Affiliation:
Engineering, University of Borås, SE-50190 Borås, Sweden and Department of Chemical and Biological Engi- neering, Chalmers University of Technology, SE-41296 Gothenburg, Sweden