Studies on self-promoted cure behaviors of hydroxy-containing phthalonitrile model compounds

Zeng, Ke; Zhou, Ke; Zhou, Shaohong; Hong, Haibing; Zhou, Hongfei; Wang, Yipeng; Miao, Peikai

doi:10.1016/j.eurpolymj.2008.12.036

Cited by 108 publications

(75 citation statements)

References 22 publications

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“…On the other hand, oligomer or monomer with phthalonitrile end group have been confirmed to be able to undergo thermal polymerization through the nitrile groups on phthalonitrile units by an addition mechanism to afford heterocyclic crosslinked products, such as triazine, phthalocyanine, and isoindoline [12][13][14][15][16][17]. Aromatic diamine, phenol, and strong organic acid were frequently used as the curing agents [18].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and thermal polymerization of new polyimides with pendant phthalonitrile units

Zeng

Xiang

et al. 2011

Polym. Bull.

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New polyimides with pendant phthalonitrile units were synthesized via the conventional two-step polymerization approach. The chemical structure of the PIs was confirmed by IR and 1 H NMR spectra. The thermogravimetric analysis and differential scanning calorimetry revealed that the thermal properties of the new PIs along with their solvent-resistance can be promoted after thermal treatment at 300°C. This promotion can be attributed to the nitrile cure reaction of the phthalonitrile units indicated by the decrease in nitrile absorptions at around 2231 cm -1 of the IR spectra.

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Section: Introductionmentioning

confidence: 99%

Synthesis and thermal polymerization of new polyimides with pendant phthalonitrile units

Zeng

Xiang

et al. 2011

Polym. Bull.

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“…Zeng et al [48] assigned the cyano stretching vibration at 2233 cm -1 for 3,5-bis(3,4-dicyanophenoxy)aniline and in the range of 2229-2249 cm -1 for hydroxy-containing phthalonitrile model compounds [49]. In this study, the very strong band at 2231 cm -1 in FT-Raman spectrum (2222 cm -1 in FT-IR) and calculated band at 2244 cm -1 Fig.…”

Section: Vibrational Spectramentioning

confidence: 80%

Synthesis, molecular conformation, vibrational, electronic transition, and chemical shift assignments of 4-(thiophene-3-ylmethoxy)phthalonitrile: a combined experimental and theoretical analysis

et al. 2010

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This work presents the synthesis and characterization of a novel compound, 4-(thiophene-3-ylmethoxy)phthalonitrile (TMP). The spectroscopic properties of the compound were examined by FT-IR, FT-Raman, NMR, and UV techniques. FT-IR and FT-Raman spectra in solid state were observed in the region 4000-400 cm -1 and 3500-50 cm -1 , respectively. The 1 H and 13 C NMR spectra were recorded in CDCl 3 solution. The UV absorption spectrum of the compound that dissolved in THF was recorded in the range of 200-800 nm. The structural and spectroscopic data of the molecule in the ground state were calculated using density functional theory (DFT) employing B3LYP exchange correlation and the 6-311??G(d,p) basis set. The vibrational wavenumbers were calculated and scaled values were compared with experimental FT-IR and FT-Raman spectra. The complete assignments were performed on the basis of the experimental results and total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method.Isotropic chemical shifts ( 13 C NMR and 1 H NMR) were calculated using the gauge-invariant atomic orbital (GIAO) method. A study on the electronic properties, such as HOMO and LUMO energies, were performed by timedependent DFT (TD-DFT) approach. The HOMO and LUMO analyses have been used to elucidate information regarding charge transfer within the molecule. Comparison of the calculated frequencies, NMR chemical shifts, absorption wavelengths with the experimental values revealed that DFT method produces good results.

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“…For crosslinking, phthalonitrile polymers require the aid of either external or internal curing groups. Generally, phenol, aromatic amines, metals, metallic salts and complexes are used as catalysts for nitrile polymerization [15][16][17][18][19][20][21][22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

One component propargyl phthalonitrile novolac: Synthesis and characterization

Augustine

Mathew

Nair

2015

European Polymer Journal

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Studies on self-promoted cure behaviors of hydroxy-containing phthalonitrile model compounds

Cited by 108 publications

References 22 publications

Synthesis and thermal polymerization of new polyimides with pendant phthalonitrile units

Synthesis and thermal polymerization of new polyimides with pendant phthalonitrile units

Synthesis, molecular conformation, vibrational, electronic transition, and chemical shift assignments of 4-(thiophene-3-ylmethoxy)phthalonitrile: a combined experimental and theoretical analysis

One component propargyl phthalonitrile novolac: Synthesis and characterization

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