Preparation and characterization of organic soluble polyimides with low dielectric constant containing trifluoromethyl for optoelectronic application

The two PIs were characterized by hydrogen nuclear magnetic spectroscopy, infrared spectroscopy, elemental analysis, ultraviolet spectroscopy, GPC, XRD, TGA, DSC and dielectric constant. [Display omitted] •Excellent solubility: (PI-a and PI-b are not only soluble in common polar solvents , but also...

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Bibliographic Details
Published in:European polymer journal 2021-08, Vol.157, p.110566, Article 110566
Main Authors: Hu, Kaitai, Ye, Qingqing, Fan, Yingtao, Nan, Junyi, Chen, Fangyuan, Gao, Yang, Shen, Yingzhong
Format: Article
Language:English
Subjects:
Boiling points
Chemical reactions
Chemical synthesis
Chloroform
Diamines
Dianhydrides
Dichloromethane
Dielectric properties
Electrons
Ethyl acetate
Fluorine
Heat transfer
High temperature
Light transmittance
Low dielectric constant
Optoelectronics
Organo-solubility polyimides
Permittivity
Polyimide resins
Room temperature
Solubility
Solvents
Studies
Temperature
Thermal resistance
Transparency
Trifluoromethyl
Water absorption
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Summary:The two PIs were characterized by hydrogen nuclear magnetic spectroscopy, infrared spectroscopy, elemental analysis, ultraviolet spectroscopy, GPC, XRD, TGA, DSC and dielectric constant. [Display omitted] •Excellent solubility: (PI-a and PI-b are not only soluble in common polar solvents , but also soluble in low boiling point solvents ).•Low dielectric constant: (PI films had extremely low dielectric constant of 2.26 and 2.24, respectively).•High transmittance: (the light transmittance of two PIs highly transparent films at 450 nm exceeds 74 % and 82 %, respectively).•High temperature resistance: (the decomposition temperature (T5%) of PI-a and PI-b are 520 °C and 475 °C respectively, and the residual rate at 790 °C is 50 % and 49 %, respectively).•Novel diamine containing 6 trifluoromethyl groups and hyperbranched PIs (they were rarely reported). Polyimide (PI) films have excellent comprehensive properties and bright prospects in the next generation of optoelectronic and microelectronic applications. PIs were synthesized by aromatic diamines and alicyclic dianhydrides considered to be the most effective method for preparing polyimides with high light transmittance and low dielectric constant. In order to improve the overall performance of polyimide, the introduction of a large trifluoromethyl group into the main chain is also considered a powerful strategy. In this article a novel diamine containing 6 trifluoromethyl groups has been designed and synthesized by Suzuki reaction. Afterwards, PIs were synthesized with fluorinated aromatic dianhydride and alicyclic dianhydride through a two-step method. The two PIs have excellent solubility: PI-a and PI-b exhibited excellent solubility in common polar solvents. Such as DMF, DMAc, NMP and DMSO at room temperature, and PI-a was soluble in low-boiling solvents such as ethyl acetate, CH2Cl2 and CHCl3 at room temperature. PI-b was soluble in low-boiling solvents acetone and CHCl3 at room temperature, which was rarely seen in other aromatic polyimides. Soluble in common organic solvents, especially low boiling point solvents, made these polymers easy to process and suitable for processing technology in solution. This was an important modification for PIs. They also showed good high temperature resistance: the decomposition temperature (T5%) of two PIs were 520 °C and 475 °C. In addition, the residual rate at 790 °C was 50% and 49% respectively. Two PI films had a very low dielectric constant 2.26 and 2.24, respecti
ISSN:0014-3057
1873-1945
DOI:10.1016/j.eurpolymj.2021.110566