Microwave-assisted and conventional polycondensation reaction of optically activeN,N?-(4,4?-sulphonediphthaloyl)-bis-L-leucine diacid chloride with aromatic diamines

2004 ◽  
Vol 91 (5) ◽  
pp. 2992-3000 ◽  
Author(s):  
Shadpour Mallakpour ◽  
Elaheh Kowsari
Keyword(s):  
Polycondensation Reaction ◽  
Aromatic Diamines ◽  
Microwave Assisted ◽  
Diacid Chloride

scholarly journals Microwave-assisted synthesis and characterization of some optically active poly(ester-imide) thermoplastic elastomers

e-Polymers ◽  
2009 ◽  
Vol 9 (1) ◽  
Author(s):  
Saeed Zahmatkesh ◽  
Abdol Reza Hajipour
Keyword(s):  
Thermal Analyses ◽  
Specific Rotation ◽  
Thermoplastic Elastomers ◽  
Optically Active ◽  
Microwave Assisted Synthesis ◽  
H Nmr ◽  
Microwave Assisted ◽  
Diacid Chloride ◽  
Elemental Analyses

AbstractPyromellitic dianhydride (1) was reacted with L-leucine (2) to result in [N,N'-(pyromellitoyl)-bis-L-leucine diacid] (3). This compound (3) was converted to N,N'-(pyromellitoyl)-bis-L-leucine diacid chloride (4) by reaction with thionyl chloride. The microwave-assisted polycondensation of this diacid chloride (4) with polyethyleneglycol-diol (PEG-200) and/or three synthetic bisphenols furnish a series of new PEIs and Co-PEIs in a laboratory microwave oven (Milestone). The resulting polymers and copolymers have inherent viscosities in the range of 0.31- 0.53 dl g-1. These polymers are optically active, thermally stable and soluble in polar aprotic solvents such as DMF, DMSO, NMP, DMAc and sulfuric acid. All of the above polymers were fully characterized by IR spectroscopy, 1H NMR spectroscopy, elemental analyses, specific rotation and thermal analyses. Some structural characterizations and physical properties of these optically active PEIs and Co-PEIs are reported.

Sulfonated aromatic copoly(ether–amide) membranes II

2017 ◽  
Vol 30 (4) ◽  
pp. 437-445 ◽  
Author(s):  
Wadi Elim Sosa-González ◽  
Ramón del Jesús Palí-Casanova ◽  
Yamile Pérez-Padilla ◽  
María Isabel Loría-Bastarrachea ◽  
José Luis Santiago-García ◽  
...  
Keyword(s):  
Proton Conductivity ◽  
Sulfonic Acid ◽  
Main Chain ◽  
Exchange Capacity ◽  
Proton Nuclear Magnetic Resonance ◽  
Polycondensation Reaction ◽  
Aromatic Diamines ◽  
Ion Exchange Capacity ◽  
Sulfonation Degree ◽  
Sulfonic Acid Groups

Several aromatic sulfonated copoly(ether–amide)s, based on the aromatic diamines 4,4′-(hexafluoroisopropylidene)bis(p-phenyleneoxy)-dianiline (HFD) and 2,4-diaminobenzensulfonic acid (DABS) and 4,4′-oxybis(benzoic acid) (OBA), were synthesized through a polycondensation reaction. The sulfonation degree was controlled by introducing different concentrations of 2,4-DABS from 40 mol% up to 80 mol%. Proton nuclear magnetic resonance validated the expected concentrations of sulfonic acid groups in the sulfonated aromatic copoly(ether–amide)s. Thermal decomposition of sulfonic groups was found to initiate at 280°C, while main chain decomposition initiates at 410°C. Proton conductivity between 30°C and 75°C was 19.0 and 45.0 mS/cm, respectively, for the copolymer with the highest concentration of sulfonic groups (–SO3H). Comparison with structurally similar sulfonated copolyamides and copoly(ether–amide)s indicates that these new sulfonated copoly(ether–amide)s based on 4,4′-OBA show improved mechanical properties, but a decrease in ion exchange capacity and proton conductivity.

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