Synthesis and properties of poly(ether imide)s based on the bis(ether anhydride)s from hydroquinone and its derivatives

Hsiao, Sheng‐Huei; Dai, Liang-Ru

doi:10.1002/(sici)1099-0518(19990301)37:5<665::aid-pola17>3.0.co;2-g

Cited by 45 publications

(29 citation statements)

References 14 publications

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“…Several papers and patents disclose nitrodisplacement reactions with hydroquinone and subsequent conversion of the intermediate to the bis(ether anhydride) [34][35][36][37][38][39][40], which is readily reacted with aromatic diamines to PEIs with 1,4-linked phenyleneether units. We have previously reported the synthesis and properties of PEIs derived from 4,4'-(2,5-tolylenedioxy)diphthalic anhydride (I) [40].…”

Section: Groups Into Polyimide Backbones Resulted In Anmentioning

confidence: 99%

“…We have previously reported the synthesis and properties of PEIs derived from 4,4'-(2,5-tolylenedioxy)diphthalic anhydride (I) [40]. The reported PEIs exhibit reduced T g as compared to conventional polyimides because of the incorporation of flexible ether linkages in the backbone, but the solubility is still not satisfactory.…”

Section: Groups Into Polyimide Backbones Resulted In Anmentioning

confidence: 99%

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Highly soluble and colorless fluorinated poly(ether imide)s based on 4,4’-(2,5-tolylenedioxy)diphthalic anhydride and trifluoro methyl-substituted aromatic bis(ether amine)s

Yang

Hsiao

et al. 2008

E-Polymers

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A series of novel fluorinated poly(ether imide)s (PEIs) IVa-h were synthesized from 4,4'-(2,5-tolylenedioxy)diphthalic anhydride (I) and various trifluoromethyl-substituted aromatic bis(ether amine)s (IIa-h) via a conventional two-step method with thermal or chemical imidization of the precursor poly(amic acid)s. These PEIs were readily soluble in a variety of organic solvents; they were soluble with a concentration higher than 10% in amide-type polar solvents, ether type solvents, and chlorinated hydrocarbons. The solution-cast films showed a high optical transparency and low color intensity, with an ultraviolet-visible absorption edge of 371-377 nm and low b* values (a yellowness index) of 4.9-7.5. These films were strong and tough with tensile strength of 90-103 MPa. They exhibited glass-transition temperatures (T g ) in the range of 207-293 o C, with 10% weight loss temperature in excess of 500 o C in air or nitrogen atmosphere. They also showed low-dielectric constants (2.95-3.37 at 1 MHz) and low moisture absorption (0.20-0.67 wt %).

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Section: Groups Into Polyimide Backbones Resulted In Anmentioning

confidence: 99%

Section: Groups Into Polyimide Backbones Resulted In Anmentioning

confidence: 99%

Highly soluble and colorless fluorinated poly(ether imide)s based on 4,4’-(2,5-tolylenedioxy)diphthalic anhydride and trifluoro methyl-substituted aromatic bis(ether amine)s

Yang

Hsiao

et al. 2008

E-Polymers

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“…In this work, the obtained MeO-PAA solution showed an intrinsic viscosity of 4.03 dL/g, which was higher than that of OH-PAA (3.20 dL/g) and much higher than that of PHA (0.27 and 0.56 dL/g) and MeO-PA (0.5 dL/g). Previous studies demonstrated that the aromatic PBOs could be thermal rearranged from the initial formation of poly(o-alkoxy amide)s with curing temperature around 300-350 °C [25][26][27] and from the precursor of poly(o-hydroxy imide)s with much higher curing temperature around 450-550 °C. Fig.…”

Section: Synthesis and Characterization Of Polymer Nanofibersmentioning

confidence: 99%

Thermal, mechanical and thermomechanical properties of tough electrospun poly(imide-co-benzoxazole) nanofiber belts

et al. 2015

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Electrospun PI-co-PBO nanofiber belts possessed superior thermal mechanical properties.Mechanically strong electrospun nanofibers at high temperature are highly desired in aerospace industry, high temperature filtration and fire protection clothing. In the present work, highly tough poly(imide-co-benzoxazole) (PI-co-PBO) nanofiber belts with excellent thermal stability, mechanical properties and thermal mechanical properties were produced from the high viscous methoxy-containing polyamic acid (MeO-PAA) solution by electrospinning followed with thermal rearrangement. The chemical structures of the polymer nanofibers and the corresponding thermal rearrangement were confirmed by 1H-NMR, FT-IR and TGA. The mechanical properties and thermal mechanical properties were characterized by tensile test and thermal mechanical analysis (TMA). The aligned nanofiber belt heat-treated at 450 °C (ANF-450) had the highest tensile strength of 559 MPa, modulus of 11.2 GPa and toughness of 12.0 J g-1, respectively, which were much higher than those of the pure PBO films made by thermal rearrangement. The TMA test showed that the ANF-450 exhibited high tensile strength retention of 90% and modulus retention of 94% at a high temperature of 200 °C. These excellent thermal mechanical properties make electrospun PI-co-PBO nanofibers promising candidates in high temperature areas.

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“…In other word, polyimides possessed less processability. In order to improve the processability, the introduction of flexible linkages and bulky units into the aromatic groups were investigated [10][11][12]. Furthermore, several random or block copolymers have been prepared by incorporation of flexible polydimethylsiloxane (PDMS) components into the polyimide main chains [13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Syntheses and Characterizations of Soluble PDMS-Grafted Polyimides

Yun

Abeta

Wirittichai

et al. 2010

Trans. Mat. Res. Soc. Japan

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Polydimethylsiloxane (PDMS) grafted polyimides with different backbone structures were prepared by polycondensation of 3,5-bis(4-aminophenoxy)benzyloxypropyl-terminated PDMS with 4,4'-oxydiphtalic dianhydride (ODPA) and 4,4'-hexafluoroisopropylidene diphthalic anhydride (6FDA) followed by chemical imidization to afford PI-g-PDMS and FPI-g-PDMS, respectively. Another PDMS-grafted polyimide, MPI-g-PDMS, was also prepared by similar procedure from 3,5-bis(4-amino-3-methylphenoxy)benzyloxypropyl-terminated PDMS and ODPA.1 H-NMR and FT-IR spectra clearly demonstrated that the desired PDMS-grafted polyimides were successfully synthesized. FPI-g-PDMS and MPI-g-PDMS exhibited the high solubility, which were soluble in chloroform, THF, DMF, NMP, toluene, benzene as well as acetone, while PI-g-PDMS was soluble only in chloroform. Therefore, the membranes could be prepared by solvent-casting method using chloroform. Interestingly, the obtained membranes became insoluble in any solvents after the thermal imidization at 200℃ in vacuo for 24 h.

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Synthesis and properties of poly(ether imide)s based on the bis(ether anhydride)s from hydroquinone and its derivatives

Cited by 45 publications

References 14 publications

Highly soluble and colorless fluorinated poly(ether imide)s based on 4,4’-(2,5-tolylenedioxy)diphthalic anhydride and trifluoro methyl-substituted aromatic bis(ether amine)s

Highly soluble and colorless fluorinated poly(ether imide)s based on 4,4’-(2,5-tolylenedioxy)diphthalic anhydride and trifluoro methyl-substituted aromatic bis(ether amine)s

Thermal, mechanical and thermomechanical properties of tough electrospun poly(imide-co-benzoxazole) nanofiber belts

Syntheses and Characterizations of Soluble PDMS-Grafted Polyimides

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