Dynamic tensile properties of a novel Kapton-type asymmetric polyimide derived from 2-phenyl-4,4′-diaminodiphenyl ether

Miyauchi, Masahiko; Kazama, Kenichi; Sawaguchi, Takashi; Yokota, Rikio

doi:10.1038/pj.2011.67

Cited by 20 publications

(18 citation statements)

References 7 publications

(4 reference statements)

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“…We examined the effects of the asymmetric structure on the polyimide properties. The polyimide from 3 and pyromellitic dianhydride has been synthesized to investigate possibility of heat-resistant composite materials with good processability [9]. [12] were prepared as previously reported.…”

Section: N-methyl-2-pyrrolidone (Nmp) Nn-dimethylaxetamide (Dmac) Amentioning

confidence: 99%

Synthesis and Characterization of Polyimide from 4,4’-Diamino diphenyl ether having Substituents at 2,2’-position

Morikawa

Nabeshima

Satoh

et al. 2013

J. Photopol. Sci. Technol.

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Aromatic polyimides having phenyl groups and trifluoromethyl groups at 2,2'-position of the diphenyl ether moieties have been prepared from bis(4-amino-2-biphenyl)ether (1) and bis(4-amino-2-trifluoromethylphenyl)ether (2), respectively and various tetracarboxylic dianhydrides by the conventional two-step procedure. The substituents at 2,2'-position of the diphenyl ether had a great influence on the properties of polyimides. In this paper, aromatic polyimises having only one phenyl group at 2,2'-position of the diphenyl ether moieties are prepared from 4,4'-diamino-2-phenyldiphenylether (3), and the properties are compared with those of the polyimides from 1 and 2.

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Section: N-methyl-2-pyrrolidone (Nmp) Nn-dimethylaxetamide (Dmac) Amentioning

confidence: 99%

Synthesis and Characterization of Polyimide from 4,4’-Diamino diphenyl ether having Substituents at 2,2’-position

Morikawa

Nabeshima

Satoh

et al. 2013

J. Photopol. Sci. Technol.

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“…Wide-angle X-ray diffraction patterns of PI(PMDA/p-ODA) showed only a broadened peak without dependence on annealing temperature, suggesting the formation of an amorphous structure. 23 The thermal and mechanical properties of PI(PMDA/p-ODA) determined by DSC and tensile measurements are presented in Table 1. PI(PMDA/p-ODA) showed high thermal stability up to 500 1C in nitrogen atmosphere and a high temperature of Td 5 (549 1C) from thermogravimetric analysis.…”

Section: Resultsmentioning

confidence: 99%

“…23 Preparation of PMDA/p-ODA/PEPA and PMDA/p-ODA;BAFL/ PEPA imide oligomers PEPA-terminated imide oligomers were synthesized using the following process (Supplementary Figures S1, S2 and S3). 23 A total of 5.0 mmol of p-ODA and NMP was added to a dried 100 ml, threenecked, round-bottom flask equipped with a nitrogen inlet and magnetic stirrer. After the diamine had dissolved completely, 4.0 mmol of PMDA was added and the reaction mixture was stirred for almost 2 h at room temperature in a nitrogen atmosphere.…”

Section: Measurementsmentioning

confidence: 99%

“…23 p-ODA, based on the 4,4 0 -ODA structure, has not only the simplest asymmetric, nonplanar and aromatic diamine structure but also the free rotational restriction of an ether linkage that exhibits a higher T g than p-TPEQ-PIs. PI(PMDA/p-ODA) film exhibited a high T g at 325 1C, good chemical stability, excellent mechanical properties and the formation of amorphous structures.…”

Section: Introductionmentioning

confidence: 99%

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Novel phenylethynyl-terminated PMDA-type polyimides based on KAPTON backbone structures derived from 2-phenyl-4,4′-diaminodiphenyl ether

Miyauchi

Ishida

Ogasawara

et al. 2012

Polym J

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Novel phenylethynyl-terminated addition-type imide oligomers (degree of polymerization, n ¼ 4) derived from 1,2,4,5-benzenetetracarboxylic dianhydride, 2-phenyl-4,4 0 -diaminodiphenyl ether (p-ODA), which has an asymmetric and nonplanar structure, and 9,9-bis(4-aminophenoxy)fluorene were synthesized for use as the matrix resin of fiber-reinforced composites with high heat resistance. The uncured imide oligomers showed good solubility (430 wt%) in aprotic solvents such as N-methyl-2-pyrrolidone and very low minimum melt viscosity. These excellent properties were achieved using steric hindrance of the pendant phenyl group of p-ODA in a solution or a melted state to prevent the intramolecular/intermolecular interactions of imide oligomer chains. The imide oligomers were converted to crosslinked structures after curing at 370 1C for 1 h. Thermal and rheological properties of the cured resins were characterized by differential scanning calorimetry, thermogravimetric analysis and dynamic rheometry. The glass transition temperature and elongation-at-break of the cured imide resin were found to be almost 4350 1C and 415%, respectively. These excellent properties of pyromellitic dianhydride-based and p-ODA-based addition-type aromatic polyimides are promising for applications in highly heat-resistant composites.

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“…For example, Kapton is not soluble in any organic solvents. In order to improve the solubility of 4,4′‐ODA‐based polyimides, three diamines, including those with trifluoromethyl at the 2‐position, phenyl at the 2‐position and phenyl at the 2‐ and 2′‐positions, have been reported . Polyimides derived from these diamines exhibited enhanced solubility over that of the corresponding 4,4′‐ODA‐based polyimides.…”

Section: Introductionmentioning

confidence: 99%

Organosoluble polyimides derived from asymmetric 2‐substituted‐and 2,2′,6‐trisubstituted‐4,4′‐oxydianilines

Chen

Wu²,

Chang³

et al. 2013

Polymer International

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Dynamic tensile properties of a novel Kapton-type asymmetric polyimide derived from 2-phenyl-4,4′-diaminodiphenyl ether

Cited by 20 publications

References 7 publications

Synthesis and Characterization of Polyimide from 4,4’-Diamino diphenyl ether having Substituents at 2,2’-position

Synthesis and Characterization of Polyimide from 4,4’-Diamino diphenyl ether having Substituents at 2,2’-position

Novel phenylethynyl-terminated PMDA-type polyimides based on KAPTON backbone structures derived from 2-phenyl-4,4′-diaminodiphenyl ether

Organosoluble polyimides derived from asymmetric 2‐substituted‐and 2,2′,6‐trisubstituted‐4,4′‐oxydianilines

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