Synthesis and properties of polyimides derived from isomeric biphenyltetracarboxylic dianhydrides

Rozhanskii, Igor L.; Okuyama, Keisuke; Goto, Kiminobu

doi:10.1016/s0032-3861(00)00068-9

Cited by 88 publications

(69 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…2,3,3 0 ,4 0 -Biphenyltetracarboxylic dianhydride (asymmetric BPDA, aBPDA) was synthesized in-house according to a modified reported procedure. 21 Commercially available N-methyl-2-pyrrolidinone (NMP) and N,N-dimethylformamide (DMF) were purified by vacuum distillation over CaH 2 prior to use.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of High Refractive Index Polyimides Derived from 4,4′-(p-Phenylenedisulfanyl)dianiline and Various Aromatic Tetracarboxylic Dianhydrides

Liu

Nakamura

Shibasaki

et al. 2007

Polym J

View full text Add to dashboard Cite

ABSTRACT:A series of sulfur-containing polyimides with high refractive indices have been synthesized from an aromatic sulfur-containing diamine, 4,4 0 -(p-phenylenedisulfanyl)dianiline (2SPDA) and various aromatic tetracarboxylic dianhydrides via a two-step polycondensation procedure. 2SPDA was synthesized by the Williamson reaction of 4-aminothiophenol with 1,4-dichlorobenzene in a yield of 75.8%. The flexible and tough polyimide films exhibited good thermal stability with the glass transition temperatures of 214.6-261.6 C, the 5% weight loss temperatures of 509-537 C, and residual weights of 83-91% at 550 C in nitrogen. The films also exhibited the good transmittances of higher than 80% at 500 nm. The average refractive indices (n av ) and in-plane/out-of-plane birefringence (Án) measured at 632.8 nm are in the range of 1.7117-1.7356 and 0.0074-0.0119, respectively. The good transparency in the visible region, high n av , and low Án of the PI films are very suitable for optical applications.

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of High Refractive Index Polyimides Derived from 4,4′-(p-Phenylenedisulfanyl)dianiline and Various Aromatic Tetracarboxylic Dianhydrides

Liu

Nakamura

Shibasaki

et al. 2007

Polym J

View full text Add to dashboard Cite

show abstract

“…Therefore, it is obvious that both of the polymers show good thermal properties, which were thermally stable up to 490 • C in N 2 . However, compared to BPDA-based polyimides, the PIs in our case displayed lower thermal stability [42]. This is most likely due to the weaker bonding energy of the C-O bond in phenoxyl substituents.…”

Section: Thermal Properties Of the Polymermentioning

confidence: 58%

Synthesis and Characterization of Highly Organosoluble Polyimides Based on a New Asymmetric Dianhydride

Zeng

Zhou

Fan

et al. 2012

Designed Monomers and Polymers

View full text Add to dashboard Cite

A new asymmetric biphenyl dianhydride, 2-o-tert-butylphenoxy-4,4 ,5,5 -biphenyltetracarboxylic dianhydride, was readily synthesized via a four-step route. The key intermediate, 2-nitro-bis(N-methylphthalimide) (2), was synthesized at low temperature (around 15 • C), with a yield of over 90%, which enhances the molecular adjustment flexibility of the monomer. FT-IR and 1 H-NMR were used to fully verify the proposed structure of this new asymmetric dianhydride. The polyimides were prepared from such new dianhydride and commercial diamines by high-temperature one step polymerization in m-cresol. The molecular structures of the polymers were determined by FT-IR and 1 H-NMR. The inherent viscosities were in the range of 0.40-0.41. The polymers show high organosolubility in common solvents such as NMP, CHCl 3 and THF. TGA analysis revealed that the polymers displayed good thermal stability up to 490 • C. © Koninklijke Brill NV, Leiden, 2012

show abstract

“…[15] 3,3 0 ,4,4 0 -Tetraamino biphenyl (TABP) was purchased from Acros and used as received. 3,3 0 ,4,4 0 -Tetraamino diphenyl ether (TADPE) was synthesized according to the literature.…”

Section: 33mentioning

confidence: 99%

Novel High Temperature Polypyrrolones with Asymmetric Biphenyl Moieties in the Main Chain: Synthesis and Characterization

Liu

Zhao

et al. 2006

Macro Chemistry & Physics

View full text Add to dashboard Cite

Summary: Two novel polypyrrolones (PPys) with asymmetric biphenyl moieties in the main chains have been synthesized from 2,3,3′,4′‐biphenyl tetracarboxylic dianhydride (a‐BPDA) and two aromatic tetra‐amines: 3,3′,4,4′‐tetra‐amino biphenyl (TABP) and 3,3′,4,4′‐tetra‐amino diphenyl ether (TADPE) respectively, via soluble poly(amide amino acid) (PAAA) precursors, followed by thermal cyclization at elevated temperatures. The polymerization and curing conditions were studied and confirmed. Asymmetric biphenyl structures endowed the polymers with good combined properties. For example, flexible and tough PPy films with acceptable mechanical properties were obtained. Tensile strengths of higher than 70 MPa and elongations at break of higher than 6% were achieved. The PPy films with a final curing temperature of 350 °C exhibited good thermal stability and the 10% weight loss temperatures were 610.3 °C for PPy‐I, and 607.8 °C for PPy‐II. The residual weight ratios at 700 °C were higher than 80%. In addition, the PPy films showed good dielectric properties with dielectric breakdown strengths of higher than 100 V · µm−1 and dielectric constants of 3.64 for PPy‐I and 3.53 for PPy‐II.Chemical structures of polypyrrolones with asymmetric biphenyl moieties.magnified imageChemical structures of polypyrrolones with asymmetric biphenyl moieties.

show abstract

Synthesis and properties of polyimides derived from isomeric biphenyltetracarboxylic dianhydrides

Cited by 88 publications

References 14 publications

Synthesis and Characterization of High Refractive Index Polyimides Derived from 4,4′-(p-Phenylenedisulfanyl)dianiline and Various Aromatic Tetracarboxylic Dianhydrides

Synthesis and Characterization of High Refractive Index Polyimides Derived from 4,4′-(p-Phenylenedisulfanyl)dianiline and Various Aromatic Tetracarboxylic Dianhydrides

Synthesis and Characterization of Highly Organosoluble Polyimides Based on a New Asymmetric Dianhydride

Novel High Temperature Polypyrrolones with Asymmetric Biphenyl Moieties in the Main Chain: Synthesis and Characterization

Contact Info

Product

Resources

About