Synthesis of organ-soluble copolyimides by one-step polymerization and fabrication of high performance fibers

Dong, Jie; Yin, Chaoqing; Luo, Weiqiang; Zhang, Qinghua

doi:10.1007/s10853-013-7576-2

Cited by 40 publications

(29 citation statements)

References 29 publications

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“…As is well known, the earliest commercialized P84 fibers manufactured by Lenzing AG are derived from 3,3 0 ,4,4 0 -benzophenonetetracarboxylic dianhydride (BTDA), 4,4 0 -diphenylmethane diisocyanate (MDI), and 2,4-tolylene diisocyanate (TDI) by the one-step method [7,8]. In the one-step spinning process, PI fibers are produced directly from organ-soluble PIs synthesized via a polycondensation reaction of dianhydrides and diamines in toxic phenol solvents [4,5,[9][10][11][12]. Due to the convenience in preparation of PI fibers, this method has been recognized as the most effective way to prepare PI fibers with excellent mechanical properties.…”

Section: Introductionmentioning

confidence: 99%

Structures and properties of polyimide fibers containing ether units

et al. 2015

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Copolyimide (co-PI) fibers containing 4,4 0 -oxydiphthalic anhydride (ODPA) moiety into the 3,3 0 ,4,4 0 -biphenyltetracarboxylic dianhydride (BPDA)/p-phenylenediamine backbone were prepared via a two-step wet-spinning method. The processability and mechanical properties were improved significantly after the incorporation of ODPA, and the fibers exhibited an optimum tensile strength of 10.94 cN dtex -1 and modulus of 470.52 cN dtex -1 with elongation of 2.75 % at a BPDA/ODPA molar ratio of 7/3. Two-dimensional wide angle X-ray diffraction indicated that highly oriented structures and ordered molecular packing regions were formed in the fibers. Two-dimensional small angle X-ray scattering revealed that the incorporation of ODPA resulted in the reduction in radius, length, misorientation, and internal surface roughness of the microvoids in the fibers simultaneously, which was supposed to be mainly dominated for the drastically improved mechanical properties of PI fibers. Moreover, the co-PI fibers exhibited excellent thermal and thermal-oxidative stability, and the 5 % weight loss temperature was above 572 and 535°C under nitrogen and air, respectively.

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Section: Introductionmentioning

confidence: 99%

Structures and properties of polyimide fibers containing ether units

et al. 2015

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“…Polymerization was carried out with various ratios of TFMB to BIA: 85/15 (co‐PI‐1), 50/50 (co‐PI‐2), 40/60 (co‐PI‐3), and 10/90 (co‐PI‐4). Detailed synthesis routes have been described previously . The copolyimide solutions were filtered and degassed at 60 °C prior to spinning.…”

Section: Methodsmentioning

confidence: 99%

Hydrogen‐Bonding Interactions and Molecular Packing in Polyimide Fibers Containing Benzimidazole Units

Dong

Yin

Zhang

et al. 2014

Macro Materials & Eng

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Rigid-rod polyimides (PI) containing benzimidazole moieties were synthesized and spun into fibers by a wet-spinning method. The resultant fibers exhibited an optimum tensile strength of 2.15 GPa and an initial modulus of 105 GPa with a low elongation of 2.2%. The PI fibers consisting of various ratios of 2,2 0 -bis(trifluoromethyl)-4,4 0 -diaminobiphenyl (TFMB) and 2-(4-aminophenyl)-5-aminobenzimidazole (BIA) were investigated by Fourier transform infrared spectroscopy and two-dimensional wide angle X-ray diffraction (2D WAXD). Direct evidence of hydrogen-bonding involving the N-H groups of BIA and the imide carbonyls is presented. Qualitative and quantitative information of this molecular interaction was obtained and discussed. This has been considered as a main factor responsible for the significantly improved mechanical properties of the PI fibers. 2D WAXD and molecular mechanics modeling were used to simulate the structure of the aromatic PI fibers. As a result, the addition of BIA in the main chains is to increase the regularity of the molecule packing, which plays an important role in the enhanced strength of the PI fibers with more BIA loadings.

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“…or flexible linkages (such as ether or sulfone bonds) to decrease the packing densities and intermolecular interactions of polymer chains. Our previous report has illustrated that the incorporation of bulky trifluoromethyl groups into the PI backbones results in great benefits for improving polymer solubility without sacrificing the excellent mechanical and thermal properties of PIs . The new diamine monomer, 1,4‐bis‐(4‐amino‐2‐trifluoromethyl‐phenoxy)‐benzene (p‐6FAPB), possesses a flexible non‐coplanar structure with two bulky trifluoromethyl groups and an ether bond.…”

Section: Introductionmentioning

confidence: 99%

Preparation of organo‐soluble co‐polyimides using N‐methyl‐2‐pyrrolidone as the solvent via one‐pot high‐temperature polymerization

Tan

Wang

et al. 2017

J of Applied Polymer Sci

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A series of organo‐soluble co‐polyimides (co‐PIs) were successfully synthesized from 3,3′,4,4′‐benzophenonetetracarboxylic‐dianhydride (BTDA), 1,4‐bis‐(4‐amino‐2‐trifluoromethyl‐phemoxy)‐benzene (p‐6FAPB) and 2‐(4‐aminophenyl)‐5‐aminobenzimidazole (BIA) via the one‐pot high‐temperature polymerization using N‐methyl‐2‐pyrrolidone (NMP) as the solvent. The imidization reaction of poly(amic acid)s in solution state was discussed in detail by attenuated total reflectance‐Fourier transform infrared spectra (ATR‐FTIR), and the results illustrate that the introduced benzimidazole moiety has a catalytic activity on the imidization process. The number‐average molecular weights and polydispersity index of these PIs measured by gel permeation chromatography range from 1.11 × 105 to 2.20 × 105 and 1.82 to 3.84, respectively. The prepared co‐PIs exhibit sufficient solubility in some polar solvents and high optical transparency. Meanwhile, these co‐PI films show good mechanical performances, and the strength and modulus of the sample with the molar ratio of p‐6FAPB/BIA = 5/5 reach 183 MPa and 4.71 GPa, respectively. Moreover, the obtained co‐PIs possess high glass transition temperatures (Tg) (above 260 °C) and good thermal stability with 5% weight loss temperature in the range of 502–531 °C in the nitrogen atmosphere. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45497.

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Synthesis of organ-soluble copolyimides by one-step polymerization and fabrication of high performance fibers

Cited by 40 publications

References 29 publications

Structures and properties of polyimide fibers containing ether units

Structures and properties of polyimide fibers containing ether units

Hydrogen‐Bonding Interactions and Molecular Packing in Polyimide Fibers Containing Benzimidazole Units

Preparation of organo‐soluble co‐polyimides using N‐methyl‐2‐pyrrolidone as the solvent via one‐pot high‐temperature polymerization

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