New oligomeric poly(ether-imide)s containing diphenylsilane and dibenzofuran moieties. Synthesis and characterization

Tundidor‐Camba, Alain; Tagle, L. H.; González‐Henríquez, Carmen M.; Coll, Deysma; Hauyon, René A.; Sobarzo, Patricio A.; Jessop, Ignacio A.; Terraza, Claudio A.

doi:10.1080/10601325.2018.1426387

Cited by 6 publications

(7 citation statements)

References 30 publications

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“…This difference could have been more significant if phenyl side rings had electron-donating substituents at C-4 position, 36 increasing the charge density over the silicon atom and, therefore, improving the reactivity of the TPS-core. The latter has been verified using 29 Si NMR, where the silicon of the TPS-core appears displaced to the high field regarding the DMS-core. 44 The spectroscopic characterization of F1 and F2 provided results consistent with those reported in the literature.…”

Section: Synthesis Of Dialdehydesmentioning

confidence: 72%

“…Melting points (uncorrected) were taken on an SMP3 Stuart Scientific melting point apparatus. NMR spectra ( 1 H, 13 C and 29 Si) were carried out on a Bruker Avance III HD-400 instrument (Bruker Corporation, Karlsruhe, Germany) using DMSO-d 6 as solvent. An asterisk was placed on the not observed and inverted peaks in the DEPT-135 NMR spectrum.…”

Section: Measurementsmentioning

confidence: 99%

“…The aldehyde group was also evidenced as a signal at 10.07 and 192.56 ppm in the 1 H NMR and 13 C NMR spectra, respectively. The 29 Si NMR spectra showed the peaks of the Si atoms according to their electronic environment. 44 Thus, the silicon in DMScore was observed at À7.02 ppm, while the Si unit in TPScore appears at À14.37 ppm.…”

Section: Synthesis Of Dialdehydesmentioning

confidence: 99%

“…Formyl groups were also observed in the 13 C NMR analysis (C O at 192 ppm). The 29 Si NMR spectrum showed the signal associated with the silicon atom bonded to four aromatic rings at À14.4 ppm. 40 PAZ1/2/3 were studied by solid-state 13 C NMR due to their insolubility in the tested deuterated solvents.…”

Section: Synthesis and Structural Characterization Of Pazsmentioning

confidence: 99%

“…21,27 Additionally, Si C bonds in DMS-or TPS-cores have been able to improve the thermal stability and modulate the glass transition temperature (T g ), increasing the thermal window for the processability of their polymers. 28 The use of these silicon-based cores has been widely studied in our group for the synthesis of different types of processable polymers, 29,30 including the more recent silylated oligoand poly(azomethine)s. 11,28,[31][32][33] The optoelectronic and processability enhancement properties of the TPS-core can be used to improve the properties of PAZs. To the best of our knowledge, the combination of an azine polymer with the TPS-core has not been investigated so far.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of dimethyl‐ and diphenylsilane‐based oligo(azine)s: Thermal, optical, electronic, and morphological properties

Sobarzo

Jessop

Pérez

et al. 2022

J of Applied Polymer Sci

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Four new oligo(azine)s were synthesized from dimethyldiphenylsilane and tetraphenylsilane core‐based dialdehydes and hydrazine by high‐temperature polycondesation and proposed as materials for optoelectronic applications. The oligo(azine)s were characterized by EA, FT‐IR, and NMR. Although most of samples were poorly soluble, TPS‐containing PAZ‐4 was soluble in aprotic polar solvents. According to SEC and FT‐IR studies, the samples were oligomers with up to five repeating units long. TGA showed highly stable samples with TDT10% over 420°C except for PAZ‐1 that contains a DMS core along with phenyl units, and thus, the lowest carbon content in the series. From DSC analysis, the substitution of phenyl groups in PAZ‐1/3 by biphenyl moieties in PAZ‐2/4 allowed to obtain oligo(azine)s with lower Tg values. PAZ‐4 showed a UV‐A absorption with optical band‐gap values of 2.91 and 2.65 eV from UV–vis (solution) and DRS (films), respectively. PL analysis showed a violet emission. PAZ‐4 showed resistivity of 29.24 Ω cm, similar to wide‐band gap materials. Their contact angle measurements showed a critical surface tension of 42.29 dynes/cm, revealing its hydrophobicity. AFM analysis indicated that the PAZ‐4 films had homogeneous surfaces. Young's modulus close to 4.46 GPa was established by microindentation for the PAZ‐4 thin‐films.

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Section: Synthesis Of Dialdehydesmentioning

confidence: 72%

Section: Measurementsmentioning

confidence: 99%

Section: Synthesis Of Dialdehydesmentioning

confidence: 99%

Section: Synthesis and Structural Characterization Of Pazsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of dimethyl‐ and diphenylsilane‐based oligo(azine)s: Thermal, optical, electronic, and morphological properties

Sobarzo

Jessop

Pérez

et al. 2022

J of Applied Polymer Sci

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New polyimides containing methyl benzamidobenzoate or dimethyl benzamidoisophthalate as bulky pendant groups. Effects on solubility, thermal and gas transport properties

Terraza

Cruz

Rodríguez

et al. 2022

J of Applied Polymer Sci

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This work reports the synthesis of six new polyimides obtained by the reaction of two novel diamine monomers: methyl 4‐(3,5‐diaminobenzamido)benzoate and dimethyl 5‐(3,5‐diaminobenzamido)isophthalate, bearing one or two methyl ester groups in their phenyl rings, respectively, with three known dianhydrides, 4,4′‐(hexafluoroisopropylidene) diphatalic anhydride (6FDA), 4,4′‐(dimethylsilanediyl) dipthalic anhydride (SiDA) and 4,4′‐oxydiphthalic anhydride (ODPA). The polyimides were synthesized using the “two‐step” method, which first involves forming a poly(amic acid) precursor that is subsequently cyclodehydrated to form the imide linkage. The yields were higher than 95% in all cases, and the structural characterization was performed by spectroscopic techniques like FT‐IR, 1H, 13C, and 29Si NMR. In addition, the effect on the solubility in common organic solvents and thermal and gas transport properties of these polyimides were studied as a function of the nature of the respective side group and the dianhydride used.

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Tri-functional oligomeric polyesters prepared from new dicarboxylic acids containing several amino acids residues by Higashi methodology: synthesis, characterization, and study of solubility and thermal behavior

et al. 2020

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New oligomeric poly(ether-imide)s containing diphenylsilane and dibenzofuran moieties. Synthesis and characterization

Cited by 6 publications

References 30 publications

Synthesis of dimethyl‐ and diphenylsilane‐based oligo(azine)s: Thermal, optical, electronic, and morphological properties

Synthesis of dimethyl‐ and diphenylsilane‐based oligo(azine)s: Thermal, optical, electronic, and morphological properties

New polyimides containing methyl benzamidobenzoate or dimethyl benzamidoisophthalate as bulky pendant groups. Effects on solubility, thermal and gas transport properties

Tri-functional oligomeric polyesters prepared from new dicarboxylic acids containing several amino acids residues by Higashi methodology: synthesis, characterization, and study of solubility and thermal behavior

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