Photoimageable polyimides derived from α,α‐(4‐amino‐3,5‐dimethylphenyl)phenylmethane and aromatic dianhydride

Qian, Zhiguo; Pang, Zhen; Li, Z. X.; He, Meng; Liu, J. G.; Fan, Lin; Shen, Yang

doi:10.1002/pola.10390

Cited by 20 publications

(11 citation statements)

References 25 publications

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“…As an outstanding polymer material, polyimides (PIs) exhibit high thermal stability, excellent mechanical and dielectric properties as well as good chemical resistance, and are applied in diverse fields such as aerospace, composites, gas separation and optoelectronics . However, a deep color and the poor processing ability of PI films are the main limitations for their applications as optical film.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of highly transparent and heat‐resistant polyimides containing bulky pendant moieties

Zheng

et al. 2019

Polymer International

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A new diamine with bulky pendant biphenyl and ortho-position dimethyl structures, 4,4 ′ -((1,1 ′ -biphenyl)-4-ylmethylene)bis(2,6dimethylaniline), was synthesized via a one-pot reaction of 4-biphenyl carboxaldehyde and 2,6-dimethylaniline. The diamine was employed to polymerize with several dianhydrides via one-step condensation under high-temperature conditions. The light yellow or colorless polyimide (PI) films obtained were found to have cut-off wavelengths in the range 286-358 nm and transmittance over 80% in the visible region (400-780 nm). Meanwhile, these PIs possessed excellent solubility in common organic solvents, even in low-boiling-point solvents such as chloroform (CHCl 3 ), dichloromethane (CH 2 Cl 2 ) and tetrahydrofuran. The glass transition temperatures (T g ) of the PIs were determined to exceed 343 ∘ C, even to 456 ∘ C. All PI films were flexible with a tensile strength of 78-119 MPa, a Young's modulus of 2.0-2.5 GPa and elongation at break of 4.0%-8.2%. Therefore, these colorless PIs can be used as candidate materials for flexible display substrates.

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Section: Introductionmentioning

confidence: 99%

Synthesis of highly transparent and heat‐resistant polyimides containing bulky pendant moieties

Zheng

et al. 2019

Polymer International

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“…PI‐4, containing a hexafluoroisopropylidene linkage, showed better solubility compared with the PIs from the other dianhydrides. Compared with the nonfluorinated PI derived from α,α‐(4‐amino‐3,5‐dimethylphenyl)phenylmethane (BADP) and BTDA, PI‐2 was completely soluble in toluene at room temperature, whereas BADP–BTDA could not dissolve completely until it was heated at 80°C 24. The good solubility of the PIs might have been due to the presence of the bulky polyfluorinated phenyl and trifluoromethyl groups, which increased the disorder of the chains, hindered the dense chain stacking, and thus reduced the intermolecular interactions.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of fluorinated polyimides from 1,1‐bis(4‐amino‐3,5‐dimethylphenyl)‐1‐(3,4,5‐trifluorophenyl)‐2,2,2‐trifluoroethane and various aromatic dianhydrides

Zhao

Liu

et al. 2008

J of Applied Polymer Sci

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A novel aromatic diamine, 1,1-bis(4-amino-3,5-dimethylphenyl)-1-(3,4,5-trifluorophenyl)-2,2,2-trifluoroethane, containing a pendant polyfluorinated phenyl group, a trifluoromethyl group, and methyl groups orthosubstituted to the amino groups in the structure was synthesized and characterized. The diamine was polymerized with several aromatic dianhydrides, including 3,3 0 ,4,4 0 -biphenyltetracarboxylic dianhydride, 3,3 0 ,4,4 0 -benzophenonetetracarboxylic dianhydride, 4,4 0 -oxydiphthalic anhydride, and 4,4 0 -hexafluoroisopropylidene diphthalic anhydride, via a high-temperature one-step procedure to afford four polyimides (PIs) with inherent viscosities of 0.47-0.70 dL/g. The PIs exhibited excellent solubilities in a variety of organic solvents. They were soluble not only in polar aprotic solvents but in many common solvents, such as cyclopentanone, tetrahydrofuran, and even toluene at room temperature. The tough and flexible PI films cast from the PI solutions exhibited good thermal stabilities and acceptable tensile properties. The glass-transition temperatures were in the range 312-365 C, and the 5% weight loss temperatures were all higher than 480 C in nitrogen. The films had tensile strengths in the range 76-99 MPa, tensile moduli of 2.2-2.8 GPa, and elongations at break of 5-8%. In addition, the PI films exhibited excellent transparency in the visible light region with cutoff wavelength as low as 302 nm and transmittance higher than 88% at the wavelength of 450 nm. The PI films showed low dielectric constants ranging from 2.50-2.68 and low moisture absorptions of less than 0.56%. The good combined properties of the PIs mainly resulted from the synergic effects of the different substituents. V

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“…With increasing free volume, the dielectric constants decreased. On the contrary, the decreasing free volume led to the enhancement of the dielectric constants 10–13…”

Section: Resultsmentioning

confidence: 99%

Nonfluorinated copolymerized polyimide thin films with ultralow dielectric constants

Yuan

Lin

Zhang

et al. 2008

J of Applied Polymer Sci

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A series of copolymerized polyimide (PI) thin films with low dielectric constants were prepared with different molars ratio of bis [3,5-dimethyl-4-(4-aminophenoxy)phenyl]methane and 9,9-bis[4-(4-aminophenoxy)phenyl]fluorene as diamines and 4,4 0 -(4,4 0 -isopropylidenediphenoxy)bis(phthalic anhydride) as a dianhydride. Some films possessed good dielectric properties with an ultralow dielectric constant of 2.3 at 1 MHz. The structures and properties of the thin films were measured with Fourier transform infrared and NMR spectroscopy, thermogravimetric analysis, and dynamic mechanical analysis. The PI films exhibited glass-transition temperatures in the range 223-2438C and possessed initial thermal decomposition temperatures reaching up to 475-4868C in air and 464-4778C in nitrogen. All of the PI films exhibited excellent solubility in organic solvents. The mechanical properties of these films were also examined.

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Photoimageable polyimides derived from α,α‐(4‐amino‐3,5‐dimethylphenyl)phenylmethane and aromatic dianhydride

Cited by 20 publications

References 25 publications

Synthesis of highly transparent and heat‐resistant polyimides containing bulky pendant moieties

Synthesis of highly transparent and heat‐resistant polyimides containing bulky pendant moieties

Synthesis and properties of fluorinated polyimides from 1,1‐bis(4‐amino‐3,5‐dimethylphenyl)‐1‐(3,4,5‐trifluorophenyl)‐2,2,2‐trifluoroethane and various aromatic dianhydrides

Nonfluorinated copolymerized polyimide thin films with ultralow dielectric constants

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