Synthesis and characterization of poly(esters) derived from diacids and diphenols containing silicon and germanium

Tagle, L. H.; Díaz, F. R.; Vega, Jorge; Valenzuela, Patricio

doi:10.1016/s0014-3057(02)00226-4

Cited by 34 publications

(29 citation statements)

References 17 publications

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“…15,19 The dialcohols were obtained by reduction of the corresponding diacid with LiAlH 4 in N 2 atmosphere (step IV), also according to a described procedure. 16 All the precursors and monomers were characterized by FT-IR and 1 H, 13 C and 29 Si NMR spectroscopy, and the results were in agreement with the proposed structures.…”

Section: Results and Discusionsupporting

confidence: 75%

“…12,19 The diacids, bis(4-carboxyphenyl) dimethylsilane (2a) and bis(4-carboxyphenyl)ethylmethylsilane (2b), were obtained by oxidation of the ditolyl compounds, according to a described procedure. 15 These diacids were reduced with LiAlH 4 in THF in order to obtain the dialcohols bis(4-hydroxymethylphenyl)dimethylsilane (3a) or bis(4-hydroxymethylphenyl)ethylmethylsilane (3b), according to the procedure described by Mingal et al 15 All compounds were characterized by FT-IR and 1 H, 13 C and 29 Si NMR spectroscopy, and the results were in agreement with the proposed structures. Scheme 1.…”

Section: Precursors and Monomers Synthesismentioning

confidence: 54%

“…Similar results are observed for the protons from the ethyl groups in PE-4. On the other hand, the 13 C NMR spectra showed clearly the effect of the silicon atom on the CH 3 displacement. All signals appear at negative values due to the difference of electronegativity between Si and C atoms.…”

Section: Results and Discusionmentioning

confidence: 97%

“…1 H, 13 C and 29 Si NMR spectra were carried out on a 400 MHz instrument (Bruker AC-200) using DMSO-d 6 , CDCl 3 or acetone-d 6 as solvents and TMS as internal standard. Viscosimetric measurements were made in a Desreux-Bischof type dilution viscosimeter at 25 °C (c = 0.3 g/dL).…”

Section: Instrumentationmentioning

confidence: 99%

“…2,[10][11][12][13] Likewise, it has been reported the preparation of polycondensation materials that include the ester and other functional groups. 4,6,14 On the other hand, Migdal et al 15 reported the synthesis of a series of dimethylsilylen-containing aliphatic poly(esters).…”

Section: Introductionmentioning

confidence: 99%

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Silicon-Containing Aromatic Poly(esters) Derived From Bis(4-Carboxyphenyl)methyl-R-Silane and Bis(4-(Hydroxymethyl) Phenyl)methyl-R-Silane: Synthesis, Characterization and Thermal Studies

Tagle

Terraza

Pino

2012

J. Chil. Chem. Soc.

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This work describes the synthesis, characterization and thermal studies of poly(esters) (PEs) containing two Si atoms in the main chain, derived from aromatic diacids and aliphatic dialcohols in which the Si atom is bonded to methyl and/or ethyl groups. PEs were characterized by FT-IR and 1 H, 13 C and 29 Si spectroscopy and the results were in agreement with the proposed structures. Poly(esters) were soluble in polar aprotic solvents, such as DMSO and DMF, and acetone, and partially soluble in ethanol. The inherent viscosity and glass transition and thermal decomposition temperatures, h inh , Tg and TDT respectively, were determined. These results showed that PE-2 and PE-4, derived from the dialcohol with the -Si(CH 3 )(CH 2 CH 3 )-moiety as central element, had the larger values of h inh , Tg, TDT and the residual weight after heating at 900 °C, indicating that the specific structure of aliphatic dialcohols control the reaction.

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Section: Results and Discusionsupporting

confidence: 75%

Section: Precursors and Monomers Synthesismentioning

confidence: 54%

Section: Results and Discusionmentioning

confidence: 97%

Section: Instrumentationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Silicon-Containing Aromatic Poly(esters) Derived From Bis(4-Carboxyphenyl)methyl-R-Silane and Bis(4-(Hydroxymethyl) Phenyl)methyl-R-Silane: Synthesis, Characterization and Thermal Studies

Tagle

Terraza

Pino

2012

J. Chil. Chem. Soc.

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Chemistry of Rubber–Organoclay Nanocomposites

Giannini

Citterio

Galimberti

et al. 2011

Rubber‐Clay Nanocomposites

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Organogermanium polymers prepared from s‐indacene and carbodiimide compounds

Dahrouch

Díaz

Gatica

et al. 2012

Applied Organom Chemis

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The synthesis of bis-organogermanium compounds including s-indacene structure was described and showed the formation of one type of trans isomer characterized by spectroscopic methods. In the same way, the digermyl-s-indacene dichlorides were prepared and structural characterizations confirmed the unique formation of trans isomers. These digermyl-s-indacene dichlorides were used as monomers in a polymerization reaction in order to prepare poly(germyl-s-indacenes) and poly(germyl-s-indacene carbodiimides). However, only the products obtained from tetraalkyl-s-indacene reached high molecular weight, probably due to a minor steric hindrance compared to the hexaalkyl-s-indacene. Thermal degradation only starts from 250 C for poly(germyl-s-indacene carbodiimides) and from 350 C for poly(germyl-s-indacenes). The structures of the first digermyl-s-indacene dichlorides were determined by X-ray analysis, confirming that the chlorogermyl groups are located in trans positions.The disilylation of tetraalkyl-and hexaalkyl-1,5-dihydro-s-indacenes 1a/1b with trimethylchlorosilane always gives cis and trans isomers and the major compound formed is always the trans isomer. [41,74] However, depending on experimental conditions, the quantity of trans isomer can be significantly increased, [74] which is important for the preparation of polymers where the metal centers must be placed in trans positions to obtain materials with a certain thermodynamic stability.M. Dahrouch et al.wileyonlinelibrary.com/journal/aoc

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Synthesis and characterization of poly(esters) derived from diacids and diphenols containing silicon and germanium

Cited by 34 publications

References 17 publications

Silicon-Containing Aromatic Poly(esters) Derived From Bis(4-Carboxyphenyl)methyl-R-Silane and Bis(4-(Hydroxymethyl) Phenyl)methyl-R-Silane: Synthesis, Characterization and Thermal Studies

Silicon-Containing Aromatic Poly(esters) Derived From Bis(4-Carboxyphenyl)methyl-R-Silane and Bis(4-(Hydroxymethyl) Phenyl)methyl-R-Silane: Synthesis, Characterization and Thermal Studies

Chemistry of Rubber–Organoclay Nanocomposites

Organogermanium polymers prepared from s‐indacene and carbodiimide compounds

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