Organosoluble and light-colored fluorinated polyimides derived from 2,3-bis(4-amino-2-trifluoromethylphenoxy)naphthalene and aromatic dianhydrides |
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Authors: | Chin-Ping Yang Sheng-Huei HsiaoKuen-Lin Wu |
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Affiliation: | Department of Chemical Engineering, Tatung University, 40 Chungshan North Road, 3rd Section, Taipei, Taiwan, ROC |
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Abstract: | A novel fluorinated bis(ether amine) monomer, 2,3-bis(4-amino-2-trifluoromethylphenoxy)naphthalene, was prepared through the nucleophilic aromatic substitution reaction of 2-chloro-5-nitrobenzotrifluoride and 2,3-dihydroxynaphthalene in the presence of potassium carbonate, followed by catalytic reduction with hydrazine and Pd/C. A series of new fluorine-containing polyimides having inherent viscosities of 0.54 to 1.10 dl/g were synthesized from the diamine with various commercially available aromatic dianhydrides using a standard two-stage process with thermal imidization of poly(amic acid) films. These polyimides were highly soluble in a variety of organic solvents, and most of them afforded transparent, light-colored, and tough films with good tensile strengths. These polyimides exhibited glass transition temperatures (Tgs) of 247-300 °C and showed no significant decomposition below 500 °C under either nitrogen or air atmosphere. Except for the polyimide derived from pyromellitic dianhydride, the polyimide films were almost colorless, with an ultraviolet-visible absorption cutoff wavelength below 400 nm and low b∗ values (a yellowness index) of 10.7-41.9. These polyimides had dielectric constants of 3.09 to 3.65 (1 MHz) and moisture absorptions in the range of 0.2-0.3 wt%. |
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Keywords: | Fluorine-containing polyimides High optical transparency High solubility |
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