Separation of polycarbonate oligomers by high-performance size exclusion and reverse-phase liquid chromatography

Bailly, Christian; Daoust, Daniel; Legras, Roger; Mercier, Jean‐Pierre; Valck, M. de

doi:10.1016/0032-3861(86)90139-4

Cited by 16 publications

(13 citation statements)

References 11 publications

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“…The Millenium 32 software was used for data reduction and integration. It gave a good separation and UV sensitivity to polycarbonate precursors and BPA, but phenol and DPC showed a poor sensitivity, in agreement with the report of Bailly et al 41 Moreover, DMC and solvent were not detected under these conditions.…”

Section: Product Analysessupporting

confidence: 91%

“…The second type precursor is dihydroxy-ended oligomer on both sides and the third is diphenylcarbonate-ended, assigned as DH(n) and DpC(n), respectively. As suggested by Kim et al 4 and Bailly et al, 41 oligomers having the same number of carbonate groups eluted at similar retention times as a group and the bulkier oligomer in the group eluted later in the reverse-phase HPLC analysis. Under our experimental conditions, the precursors were well separated, as illustrated in Figure 1(A), and grouped according to the number of carbonate groups.…”

Section: Resultsmentioning

confidence: 67%

“…We adopted the methods of Bailly et al 41 and Kim et al 4 in separation and identification of polycarbonate oligomers by HPLC under similar analysis conditions. The HPLC analyses were carried out by a reverse-phase method on a Waters 2690 separation module (Waters Associates, Milford, MA) equipped with an autosampler.…”

Section: Product Analysesmentioning

confidence: 99%

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Comparison of polycarbonate precursors synthesized from catalytic reactions of bisphenol‐A with diphenyl carbonate, dimethyl carbonate, or carbon monoxide

Kim

Lee

2002

J of Applied Polymer Sci

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Transesterification of bisphenol-A with diphenyl carbonate or dimethyl carbonate, and direct oxidative carbonylation of bisphenol-A were compared to obtain polycarbonate precursors for phosgene-free polycarbonate synthesis. The melt-transesterification of bisphenol-A and diphenyl carbonate occurred readily to produce reactive precursors without a significant equilibrium constraint. On the other hand, the transesterification of bisphenol-A and dimethyl carbonate showed a serious equilibrium limitation in obtaining reactive polycarbonate precursors leading to high molecular weight polymers, and coproduced a significant amount of methylated bisphenol-A. The direct oxidative carbonylation of bisphenol-A with CO produced diphenolic-ended oligomers and a significant amount of by-products, which are the least reactive in the subsequent polycondensation step of the phosgene-free polycarbonate process. A novel method to synthesize the reactive polycarbonate precursors was proposed that employed the coupled oxidative carbonylation of both bisphenol-A and phenol.

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Section: Product Analysessupporting

confidence: 91%

Section: Resultsmentioning

confidence: 67%

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Comparison of polycarbonate precursors synthesized from catalytic reactions of bisphenol‐A with diphenyl carbonate, dimethyl carbonate, or carbon monoxide

Kim

Lee

2002

J of Applied Polymer Sci

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“…As pointed out by Bailly et al 14 and Kim et al 15 in a similar study for BPA PC, for species having the same number of phenyl carbonate groups (e.g., B n , C nþ1 , and A nþ1 ), the polar hydroxyl groups of C nþ1 and A nþ1 oligomers tend to increase retention time with respect to B n oligomers. Also, A nþ1 oligomers having bulkier bisphenol terminal groups elute after C nþ1 oligomers.…”

Section: Methodsmentioning

confidence: 82%

“…The composition of the reaction mixture was determined by HPLC with a method described by Bailly et al 14 and slightly adapted for our mixture. The Figure 2.…”

Section: Methodsmentioning

confidence: 99%

Melt transesterification of bisphenol acetophenone–polycarbonate: A kinetic study

Godı́nez

Lozano

2006

J of Applied Polymer Sci

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This article deals with the development of kinetic parameters for bisphenol acetophenone-polycarbonate made by melt transesterification with diphenyl carbonate. The understanding of the influence of borosilicate glass of the reactor construction materials on the accuracy of the kinetic data is reported. During the development of analytical methods, the use of high performance liquid chromatography-mass spectrometry (HPLC-MS) was proven to be a valid tool to determine the oligomers existing in the reaction mixture. Accurate kinetics parameters were obtained by elimination of the interference of the construction materials.We provide the rate expressions, kinetic parameters [forward reaction frequency factor ¼ 2.456 Â 10 13 6 0.01 (cm 3 / mol) 2 /min, forward reaction activation energy ¼ 45.69 6 0.2 kJ/mol, reverse reaction frequency factor ¼ 2.068 Â 10 14 6 0.01 (cm 3 /mol) 2 /min, and reverse reaction activation energy ¼ 56.37 6 0.1 kJ/mol], and equilibrium constants at various temperatures.

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Molecular Weight Determination

Cooper

2004

Encyclopedia of Polymer Science and Technology

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Methods to determine molecular weight averages and distributions of polymeric and oligomeric materials have been devised and developed over many decades. Most of the early classical techniques were primary methods which usually yield only a single molecular weight average, based on theory and measurable constants. Of the classical methods only ultracentrifugation can determine a molecular weight distribution. Secondary methods, which depend on the availability of calibration materials, have largely supplanted the older classical techniques. Methods based on fractionation, with molecular weight characterization of the fractions, or chromatography, with continuous determination of molecular weight, are currently used to generate molecular weight distributions. Newer methods based on dynamic light scattering and viscoelastic measurements are available to determine the molecular weight distribution of difficulty soluble materials. Development of methods to describe the molecular weight and compositional distribution of multimer polymers continues to be a vibrant research area.

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Separation of polycarbonate oligomers by high-performance size exclusion and reverse-phase liquid chromatography

Cited by 16 publications

References 11 publications

Comparison of polycarbonate precursors synthesized from catalytic reactions of bisphenol‐A with diphenyl carbonate, dimethyl carbonate, or carbon monoxide

Comparison of polycarbonate precursors synthesized from catalytic reactions of bisphenol‐A with diphenyl carbonate, dimethyl carbonate, or carbon monoxide

Melt transesterification of bisphenol acetophenone–polycarbonate: A kinetic study

Molecular Weight Determination

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