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Organosoluble and colorless fluorinated poly(ether imide)s containing a bulky fluorene bis(ether anhydride) and various trifluoromethyl-substituted aromatic bis(ether amine)s: synthesis and characterization

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Abstract

A series of fluorinated aromatic poly(ether imide)s (PEIs)(IV) containing bulky fluorene bis(ether anhydride) [(9,9-bis[4-(3,4-dicarboxyphenoxy)-phenyl]fluorene, (I)] with various fluorinated diamines (II) were prepared through polyaddition and chemical, or, thermal imidization two-stage process. The resulting PEIs have inherent viscosities of 0.50–0.58 dL/g and are readily soluble in various organic solvents. Both chemically and thermally imidized PEI films are colorless and highly transparent with cut-off wavelengths below 375 nm and yellowness index ranging from 5.4 to 13.4. They also exhibited excellent thermal stability with glass transition temperatures (Tgs) up to 297 °C and 10% weight loss temperatures (Tds) up to 583 °C in nitrogen atmosphere. Furthermore, the films have tensile strengths of 90–147 MPa and initial modulus of 2.0–2.6 GPa. Meanwhile, all the obtained fluorinated PEIs exhibited low dielectric constant of 2.69–3.19 at 1 MHz and low water uptake of 0.17–0.34%. Finally, the non-fluorinated counterparts derived from similar bis(ether anhydride) (I) with various bis(ether amine)s were prepared and compared. The results demonstrate that the fluorinated PEIs are promising candidates for high-performance films due to the bulky fluorene bis(ether anhydride) and trifluoromethyl substituted along the polymer repeat unit chain.

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Data availability

The datasets generated during and/or analysed during the current study are available from the corresponding author on reasonable request.

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Acknowledgements

Financial support from the National Science and Technology Council, Taiwan is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemical and Materials Engineering, National Kaohsiung University of Science and Technology, 415 Jiangong Rd., Sanmin District, Kaohsiung City, 80778, Taiwan

    Yung-Chung Chen & Sheng-Chieh Lin

  2. Photo-SMART (Photo-Sensitive Material Advanced Research and Technology Center), National Kaohsiung University of Science and Technology, 415, Jiangong Rd., Sanmin District, Kaohsiung City, 80778, Taiwan

    Yung-Chung Chen

  3. Department of Opto-Electronic, Material and Chemical Research Laboratories, Nano Hybrid Materials Research, Industrial Technology Research Institute, Hsinchu, 31040, Taiwan

    Yu-Yang Su

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Correspondence to Yung-Chung Chen.

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Chen, YC., Su, YY. & Lin, SC. Organosoluble and colorless fluorinated poly(ether imide)s containing a bulky fluorene bis(ether anhydride) and various trifluoromethyl-substituted aromatic bis(ether amine)s: synthesis and characterization. Iran Polym J 32, 499–511 (2023). https://doi.org/10.1007/s13726-023-01140-5

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