Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content

Liu, Huan; Zhai, Lihong; Bai, Ling; He, Meng; Wang, Changou; Song, Mo; Fan, Lin

doi:10.1016/j.polymer.2018.12.045

Cited by 84 publications

(64 citation statements)

References 55 publications

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“…On the other hand, the PEAzMs derived from the 4‐isopropylphenoxy‐based diamine (PEAzM‐3 and PEAzM‐6) exhibited the highest transparencies of their respective series, in agreement with their lower chain‐packing forces in solution due to the higher volume of the isopropyl groups in comparison with the hydrogen and methyl substituents. Similar results have been reported for silylated‐polycondensation materials and not‐silylated polymers, such as fluorine‐containing semiaromatic poly(imide)s …”

Section: Resultssupporting

confidence: 86%

Flexible oligomeric silicon‐containing poly(ether‐azomethine)s obtained from epoxide derivatives. Synthesis and characterization

Tundidor‐Camba

Araya

González‐Henríquez

et al. 2019

J of Applied Polymer Sci

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Three new diamines derived from epoxide compounds were synthesized. The preparation of diamine monomers implied the reaction between a phenoxyalkyloxirane (alkyl: H, methyl, isopropyl) and bisphenol A, obtaining the respective aliphatic diols, which produced the corresponding dinitro derivatives. Finally, these derivatives were reduced by using palladium/carbon activated as catalyst and hydrazine as a hydrogen source. Then, six oligomeric poly(ether-azomethine)s (PEAzMs) were obtained from a polycondensation reaction between the new diamines and bis(4-formylbiphenyl-4-yl)dialkylsilane (alkyl: methyl, phenyl) with 84-93% yields. The structural characterization of the diamines and PEAzMs was performed by elemental analysis, infrared spectroscopy, and nuclear magnetic resonance spectroscopy ( 1 H, 13 C, and 29 Si). Furthermore, polymers were analyzed by solubility tests, gel permeation chromatography, ultraviolet-visible (UV-vis) spectroscopy, thermogravimetry, and differential scanning calorimetry analysis. The results showed PEAzMs with 2-11 repetitive units, where the design of the monomers allowed to obtain improved solution processability in comparison with previously reported silylated poly(azomethine)s and good thermal stability. Additionally, all samples showed high transparency in the UV-vis region.

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Section: Resultssupporting

confidence: 86%

Flexible oligomeric silicon‐containing poly(ether‐azomethine)s obtained from epoxide derivatives. Synthesis and characterization

Tundidor‐Camba

Araya

González‐Henríquez

et al. 2019

J of Applied Polymer Sci

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“…This was mainly due to the fact that BPDA, a raw material for the synthesis of polyimide films, had a highly symmetrical structure and a high degree of molecular rigidity [23,24] , resulting in the improvement of molecular heat resistance. As the temperature continued to increase, the pendant groups on the main chain of the polyimide decomposed, the imine bond broke with the formation of short-chain molecules, and the benzene ring side chain dehydrogenatee to produce H 2 , CO 2 , CO [25] . With the increase of pyrolysis temperature, the quality of the film decreased obviously.…”

Section: Structure Characterization Of Fluorinated Polyimide Filmsmentioning

confidence: 99%

Synthesis and properties of fluorinated copolymerized polyimide films

Cao

Liu

et al. 2020

Polímeros

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Two series of fluorinated copolymerized polyimide films with different dianhydride ratios were prepared via the conventional two-step method by using 4,4-oxydianiline(ODA) as the diamine monomer, 4,4'-(hexafluoroisopropylidene) diphthalic anhydride(6FDA), 4,4'-oxydiphthalic anhydride(ODPA) and 3,3',4,4'-biphenyl tetracarboxylic dianhydride(BPDA) as the dianhydride monomer in N, N-dimethylacetamide. With the increase of 6FDA in the proportion of dianhydride, the tensile strength of the polyimide film showed a decreasing trend. This work provided a high performance film. The mass retention rate at 800°C was above 50%. The glass transition temperatures of the two films were 260 °C and 275 °C. The storage modulus of the two were 1500 MPa and 1250 MPa. The loss modulus were 218.70 MPa and 120.74 MPa. The transmittance of the film was 71.43%. The transmittance of fluorinated copolymerized polyimide films were significantly improved in the visible region of ultraviolet light, indicating that the polyimide film with high transmittance, high tensile strength, high heat resistance and high storage modulus was successfully prepared. It had an excellent application prospect in the field of flexible display.

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“…Fortunately, the introduction of bulky pendant substituents can improve the processability and optical transparency without seriously sacrificing the thermal stability of PIs 16–21. In other words, PIs containing alicyclic moieties as bulky pendant substituents were more stable than those as structural units in main chains 22–24.…”

Section: Introductionmentioning

confidence: 99%

Optically Transparent and Thermal‐Stable Polyimide Films Derived from a Semi‐Aliphatic Diamine: Synthesis and Properties

Chen

et al. 2020

Macro Chemistry & Physics

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A novel semi‐aliphatic diamine with bulky cyclohexyl and ortho‐substituted tertiary butyl groups (4,4'‐(cyclohexylmethylene)bis(2‐(tert‐butyl)aniline), CHMBTBA) is synthesized via Mannich and rearrangement reactions of cyclohexanecarboxaldehyde and 2‐tert‐butylaniline. Afterward, several semi‐aliphatic polyimides are prepared by the high‐temperature one‐pot polymerization of CHMBTBA with various aromatic dianhydrides respectively. The resulting PIs exhibit outstanding solubility in common organic solvents (i.e., trichloromethane, etc.) and are easily processed into light color or colorless transparent films (thickness: 25 ± 1 µm) by the blade coating of polymer solution. The transmittance of all resulting films is above 86% in the visible light region (400–760 nm). Their glass transition temperatures exceed 310 °C and reach even to 374 °C (by differential scanning calorimetry). They also display low water absorption (0.29–0.87%) and good mechanical properties (tensile strength: 50.9–87.7 MPa, Young's modulus: 2.0‐2.5 GPa, elongation at break: 3.8–7.6%). Thus, they are promising potential candidates for flexible display substrates.

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Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content

Cited by 84 publications

References 55 publications

Flexible oligomeric silicon‐containing poly(ether‐azomethine)s obtained from epoxide derivatives. Synthesis and characterization

Flexible oligomeric silicon‐containing poly(ether‐azomethine)s obtained from epoxide derivatives. Synthesis and characterization

Synthesis and properties of fluorinated copolymerized polyimide films

Optically Transparent and Thermal‐Stable Polyimide Films Derived from a Semi‐Aliphatic Diamine: Synthesis and Properties

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