Novel poly(aryl ether)s containing benzimidazole pendants derived from 1,4-bis(2-benzimidazolyl)-2,5-difluorobenzene

Huang, Xiaosong; Huang, Yangen; Qing, Feng‐Ling

doi:10.1007/s10853-009-3482-z

Cited by 9 publications

(5 citation statements)

References 17 publications

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“…PAEs with benzimidazolyl groups are good candidates for high-performance thermoplastics. [11][12][13][14][15][16][17][18][19][20] Poly(arylene ether (N-arylenebenzimidazole))s (PAENABIs) display better thermoxidative stability than unsubstituted polymers. 21 Hay and coworkers first reported that the NÀH group in benzimidazoles could undergo an aromatic nucleophilic displacement reaction with activated halides to produce linear polymers.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of novel poly(arylene ether)s containing N-arylenebenzimidazolyl groups via C–N/C–O coupling reaction

Lei

et al. 2015

High Performance Polymers

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This article presents a convenient polymerization route to synthesize poly(arylene ether)s containing N-arylenebenzimidazolyl groups. The novel polymers were prepared by a catalyst-free nucleophilic substitution reaction, in which the N–H and O–H sites were removed from 2-(2-hydroxyphenyl)-1H-benzimidazole with different activated difluorides containing carbonyl groups in sulfolane. The reaction was carried out in the presence of anhydrous potassium carbonate at 210°C. The structures of the polymers were characterized using Fourier transform infrared spectroscopy, proton nuclear magnetic resonance spectroscopy, and elemental analysis. The results show good agreement with the proposed structure. All resulting polymers show essentially amorphous patterns. Moreover, differential scanning calorimetry and thermogravimetric measurements show that the polymers have high glass transition temperatures (>209°C), good thermostability, and high decomposition temperatures (>425°C). Furthermore, the polymers also exhibit excellent solubility in common organic solvents.

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Section: Introductionmentioning

confidence: 99%

Facile synthesis of novel poly(arylene ether)s containing N-arylenebenzimidazolyl groups via C–N/C–O coupling reaction

Lei

et al. 2015

High Performance Polymers

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“…Aromatic polybenzimidazoles (PBIs) are a class of heterocyclic polymers that have received considerable attention due to their outstanding ability to withstand extreme conditions without an extensive loss of properties . However, the poor solubility of PBIs, a result of their highly rigid backbones, is a major barrier to their practical use.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of soluble and thermally stable poly(N -arylenebenzimidazole)s

Cui

Zhu³

et al. 2013

Polym. Int.

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Six new bis(benzimidazolyl) monomers containing ether, sulfonyl and ketone groups were synthesized efficiently. A series of poly(N-arylenebenzimidazole)s were prepared using an aromatic nucleophilic displacement reaction that removed the N-H sites from the novel bis(benzimidazolyl) derivatives with activated aromatic difluorides in sulfolane. The reaction was carried out at 210• C in the presence of anhydrous potassium carbonate. All resulting polymers showed essentially amorphous patterns. This was consistent with the calculated results. Differential scanning calorimetry and thermogravimetric measurements showed that the polymers had high glass transition temperatures (>240• C), good thermostability and high decomposition temperatures (>400• C). These novel polymers also showed easy solubility.

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“…To overcome these problems, much research effort has been focused on the synthesis of soluble and processable PIs in fully imidized form without deterioration of their own excellent properties. Several approaches were reported to synthesize soluble PIs including introduction of flexible linkage and heteroaromatic rings into the polymer backbone [30]. The benzimidazole rings with heteroaromatic structure have excellent stabilities derived from its molecular symmetry and aromaticity, so the incorporation of benzimidazole group into PI backbone would improve the solubility without deterioration of their own excellent properties [31][32][33].…”

Section: Introductionmentioning

confidence: 99%

In situ preparation of high performance polyimide nanocomposites based on functionalized multiwalled carbon nanotubes

Abdehgah

Ashouri

Mousavian

2012

Designed Monomers and Polymers

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Nanocomposites of high performance polyimide and modified multiwalled carbon nanotube were prepared via in situ polymerization technique. Neat fluorinated polyimide was synthesized from the reaction between 4,4′-(hexafluoroisopropylidene) diphthalic anhydride and 2-(3,5-diaminophenyl)-benzimidazole. Polyimide/modified carbon nanotube nanocomposites enclosing 0.5, 1, 3, and 5% of functionalized carbon nanotube were successfully prepared by an in situ polymerization reaction through thermal imidization. The Fourier transform infrared spectroscopy, X-ray diffraction, field emission type scanning electron microscope, transmission electron microscopy, and thermogravimetric analysis techniques were used to evaluate the properties of the novel nanocomposites. According to thermogravimetric analysis results, the addition of the modified multiwalled carbon nanotube improved thermal stability of the obtained hybrid materials. The morphological images show that the carbon nanotubes were dispersed homogeneously in polymer matrix. The mechanical properties of nanocomposites were substantially improved by the incorporation of functionalized carbon nanotube into the polymer matrix.

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Novel poly(aryl ether)s containing benzimidazole pendants derived from 1,4-bis(2-benzimidazolyl)-2,5-difluorobenzene

Cited by 9 publications

References 17 publications

Facile synthesis of novel poly(arylene ether)s containing N-arylenebenzimidazolyl groups via C–N/C–O coupling reaction

Facile synthesis of novel poly(arylene ether)s containing N-arylenebenzimidazolyl groups via C–N/C–O coupling reaction

Synthesis of soluble and thermally stable poly(N -arylenebenzimidazole)s

In situ preparation of high performance polyimide nanocomposites based on functionalized multiwalled carbon nanotubes

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