Reaction of low molecular weight bisphenol A epoxy resin with poly(1,3-phenylene methylphosphonate)

A functional greener solvent mixture containing water, isopropyl alcohol (IPA) and ethyl acetate with the ratio 10:20:70 (wt%) was found to accelerate hydrogenation of bisphenol A type epoxy resin BE503 with a molecular weight of 1500 through an on-water mechanism, and led to an increased H2 availability, due to high solubility of H2 in IPA. Different carbon-based supports were tested and VulcanXC72 was found as the best support among the tested carbon-based ones as it possessed the highest amount of electron deficient promoter, RhOx. The catalyst, Rh5/VulcanXC72-polyol, synthesized by the microwave assisted polyol method, yielded a 100% hydrogenation of aromatic rings with an epoxy ring opening below 20.0% at 50 °C and a H2 pressure of 1000 psi in 2.25 h. Intrinsic activation energies for the hydrogenation of aromatic rings and epoxy ring opening were experimentally estimated and a mechanism for the hydrogenation of BE503 was proposed, wherein the hydrogenation of aromatic rings and epoxy ring opening in BE503 proceeded simultaneously in parallel and in-series with parallel being the major pathway.

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Influence of the synthesis conditions on the properties of low molecular weight epoxy resin

Polimery ◽

10.14314/polimery.2003.549 ◽

2003 ◽

Vol 48 (07/08) ◽

pp. 549-556 ◽

Cited By ~ 1

Author(s):

PIOTR KROL ◽

BOZENA KROL ◽

EUZEBIUSZ DZIWINSKI

Keyword(s):

Molecular Weight ◽

Epoxy Resin ◽

Low Molecular Weight ◽

Synthesis Conditions

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Nanoscale Confinement Effects on the Relaxation Dynamics in Networks of Diglycidyl Ether of Bisphenol-A and Low-Molecular-Weight Poly(ethylene oxide)

The Journal of Physical Chemistry B ◽

10.1021/jp066899+ ◽

2007 ◽

Vol 111 (11) ◽

pp. 2774-2782 ◽

Cited By ~ 16

Author(s):

Ioannis M. Kalogeras ◽

Andreas Stathopoulos ◽

Aglaia Vassilikou-Dova ◽

Witold Brostow

Keyword(s):

Molecular Weight ◽

Ethylene Oxide ◽

Bisphenol A ◽

Diglycidyl Ether ◽

Low Molecular Weight ◽

Relaxation Dynamics ◽

Confinement Effects ◽

Poly Ethylene Oxide ◽

Poly Ethylene

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Stable low molecular weight glasses based on mixtures of bisphenol-A and bispyridines

Journal of Materials Chemistry ◽

10.1039/b106234b ◽

2001 ◽

Vol 12 (2) ◽

pp. 195-199 ◽

Cited By ~ 10

Author(s):

Sylvie Boileau ◽

Laurent Bouteiller ◽

Eric Foucat ◽

Nelly Lacoudre

Keyword(s):

Molecular Weight ◽

Bisphenol A ◽

Low Molecular Weight

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Sorption Constant of Bisphenol A and Octylphenol Onto Size-Fractioned Dissolved Organic Matter Using a Fluorescence Method

International Journal of Environmental Research and Public Health ◽

10.3390/ijerph18031102 ◽

2021 ◽

Vol 18 (3) ◽

pp. 1102

Author(s):

Cheng-Wen Chuang ◽

Wei-Shiang Huang ◽

Hong-Sheng Chen ◽

Liang-Fong Hsu ◽

Yung-Yu Liu ◽

...

Keyword(s):

Molecular Weight ◽

Organic Matter ◽

Dissolved Organic Matter ◽

Bisphenol A ◽

Positive Impact ◽

Low Molecular Weight ◽

Sorption Behavior ◽

Strong Positive Correlation ◽

Positive Correlation ◽

Molecular Weights

Dissolved organic matter (DOM) is a complex and heterogeneous mixture ubiquitously present in aquatic systems. DOM affects octylphenol (OP) and bisphenol A (BPA) distribution, transport, bioavailability, and toxicity. This study investigated OP and BPA sorption constants, log KCOC, with three size-fractioned DOM. The molecular weights of the sized fractions were low molecular weight DOM (LDOM, <1 kDa), middle molecular weight DOM (MDOM, 1–10 kDa), and high molecular weight DOM (HDOM, 10 kDa–0.45 μm). The log KCOC ranged from 5.34 to 6.14 L/kg-C for OP and from 5.59 to 6.04 L/kg-C for BPA. The OP and BPA log KCOC values were insignificantly different (p = 0.37) and had a strong positive correlation (r = 0.85, p < 0.001). The OP and BPA LDOM log KCOC was significantly higher than the HDOM and MDOM log KCOC (p = 0.012 for BPA, p = 0.023 for OP). The average specific ultraviolet absorption (SUVA254) values were 32.0 ± 5.4, 13.8 ± 1.0, and 17.9 ± 2.8 L/mg-C/m for LDOM, MDOM, and HDOM, respectively. The log KCOC values for both OP and BPA had a moderately positive correlation with the SUVA254 values (r = 0.79–0.84, p < 0.002), which suggested the aromatic group content in the DOM had a positive impact on sorption behavior.

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Rheological Analysis of the Synthesis of High-Molecular-Weight Epoxy Resins from Modified Soybean Oil and Bisphenol A or BPA-Based Epoxy Resins

Materials ◽

10.3390/ma14226770 ◽

2021 ◽

Vol 14 (22) ◽

pp. 6770

Author(s):

Anna Sienkiewicz ◽

Piotr Czub

Keyword(s):

Molecular Weight ◽

Bisphenol A ◽

Soybean Oil ◽

Epoxy Resin ◽

Epoxy Resins ◽

Degree Of Conversion ◽

Polymer Materials ◽

Rheological Parameters ◽

Gel Point ◽

Gelation Process

The research undertaken in this work is one of the examples of the engineering of modern polymer materials. This manuscript presents studies on the gelation process which might occur during the synthesis of epoxy resin using the modified vegetable oil via the epoxy fusion process conducted in bulk. Based on obtained results we determined rheological parameters related to the properties of reacting mixture during the polyaddition process, especially before and after occurring the phenomenon of gelation (via (1) theoretical determination of the gel point using the degree of conversion of reactants before occurring the gelation process of reacting mixture and (2) experimentally—the dynamic mechanical properties such as storage modulus, G′; loss modulus, G″; and loss tangent, tg δ). Theoretical investigations show that for both systems: epoxidized soybean oil and bisphenol A (ESBO_BPA), as well as the hydroxylated soybean oil and low molecular weight epoxy resin (SMEG_EPR), theoretical values of the degree of conversion at the gel point are characterized by similar values (ESBO_BPA: xgel-theoretical = 0.620, xgel-theoretical = 0.620 and SMEG_EPR: xgel-theoretical = 0.614, xgel-experiment = 0.630, respectively), while the one determined based on the initial assumptions are greater than the above-mentioned (ESBO_BPA: xgel-assumed = 0.696 and SMEG_EPR: xgel-assumed = 0.667). Moreover, experimental studies in the viscoelastic fluid stage showed that the SMEG_EPR system is characterized by lower values of G′ and G″, which indicates lower elasticity and lower viscosity than the epoxidized derivative. It was found that alike during the conventional polyaddition reaction, both systems initially are homogeneous liquids of increasing viscosity. Wherein gradual increase in viscosity of the reaction mixture is related to the fusion of oligomer molecules and the formation of higher molecular weight products. In the critical stage of the process, known as the gelation point, the reaction mixture converts into the solid form, containing an insoluble cross-linked polymer.

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