Oxidative copolymerization of p-phenylenediamine and 3-aminobenzenesulfonic acid
| Autor: | Linda L. Jewell, Hermanus C.M. Vosloo, Desmond A. Young, Ismael Amer, Touhami Mokrani |
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| Rok vydání: | 2016 |
| Předmět: |
Steric effects
Organic Chemistry p-Phenylenediamine 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Monomer chemistry Drug Discovery Polymer chemistry Polar effect Copolymer Ammonium persulfate Thermal stability Solubility 0210 nano-technology |
| Zdroj: | Tetrahedron Letters. 57:426-430 |
| ISSN: | 0040-4039 |
| Popis: | The sulfonation of poly( p -phenylenediamine) (P( p PD)) was achieved by oxidative copolymerization of p -phenylenediamine ( p PD) and 3-aminobenzenesulfonic acid (3ABSA) monomers using ammonium persulfate ((NH 4 ) 2 S 2 O 8 ). The yield, molecular weight, solubility, degree of sulfonation, molecular structure, and thermal stability of the p PD-co-3ABSA copolymers were shown to be largely dependent on the degree of sulfonation. The solubility of the p PD-co-3ABSA copolymers in most solvents was significantly improved compared to the parent P( p PD) polymer due to the steric effect of sulfonic groups (–SO 3 H). Conversely, the yield, molecular weight, and conductivity values obtained for p PD-co-3ABSA copolymers were lower than those obtained for the P( p PD) polymer, which was attributed to the steric hindrance and the electron withdrawing effects of the sulfonic groups on the aromatic rings. TGA results revealed that P( p PD) and p PD-co-3ABSA copolymers have good thermal stability and decompose at temperatures above 300 °C in nitrogen. |
| Databáze: | OpenAIRE |
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