A novel aromatic dicarboxylic acid monomer, 4,4-(2,3-naphthalenedioxy)dibenzoic acid ( 3), was prepared by the fluorodisplacement reaction of p-fluorobenzonitrile with 2,3-dihydroxynaphthalene in N,N-dimethylformamide (DMF) in the presence of potassium carbonate followed by alkaline hydrolysis of th
Synthesis and properties of aromatic polyamides based on 4,4′-(2,7-naphthalenedioxy)dibenzoic acid
✍ Scribed by Sheng-Huei Hsiao; Chin-Ping Yang; Kuan-Yu Chu
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 222 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0887-624X
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✦ Synopsis
4,4-(2,7-Naphthalenedioxy)dibenzoic acid, a new aromatic dicarboxylic acid monomer, was prepared starting from 2,7-dihydroxynaphthalene and p-fluorobenzonitrile in three steps. Using triphenyl phosphite (TPP) and pyridine as condensing agents, a series of novel aromatic polyamides were synthesized by the direct polycondensation of the diacid monomer and aromatic diamines in N-methyl-2-pyrrolidone (NMP) solution containing dissolved calcium chloride. The resulting polyamides had inherent viscosities ranging from 0.48 to 0.67 dL/g. Most of these polyamides were readily soluble in polar solvents, such as NMP and N,N-dimethylacetamide (DMAc). Transparent, flexible, and tough films were cast from their DMAc solutions. They had tensile strengths of 65-70 MPa, elongations to break of 5-7%, and initial moduli of 1.4-1.6 GPa. Most of these polymers proved to be amorphous, with glass transition temperatures in the range between 143-227ЊC. Thermogravimetric analysis (TG) showed that all the polyamides were stable up to 450ЊC in both air and nitrogen atmospheres.
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