Degradable epoxy resins based on bisphenol A diglycidyl ether and silyl ether amine curing agents

Varnishes used as the inner coatings of food cans are often based on epoxy resins or vinylic organosols. The epoxy resins can be produced from bisphenol A (BPA) and bisphenol F (BPF) and they also contain bisphenol A diglycidyl ether (BADGE) of bisphenol F diglycidyl ether (BFDGE) as stabilising components. These compounds may break down during storage and also by influence of food simulants. The stability of BADGE and BFDGE was studied using reverse-phase gradient high performance liquid chromatography (RP-HPLC) with fluorescence detection (FLD). Four experiments were compared: (i) BPA solution at the concentration 3 μg/ml of each food simulant, (ii) BADGE solution at the concentration 3 μg/ml of each food simulant, (iii) BFDGE solution at the concentration 3 μg/ml of each food simulant and (iv) mixture of all bisphenols solution at the concentration 3 μg/ml of each food simulant. Distilled water, 10% ethanol, 95% ethanol and 3% acetic acid were used as food simulants. It was observed that BPA, BADGE and BFDGE were most stabile in 95% ethanol and least stabile in 3% acetic acid. Creation of hydroxy and chlorohydroxy derivatives was in each food simulant different so it cannot be predicted.

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Fast Curing Epoxy and Episulfide Resins for Biomedical Applications

MRS Proceedings ◽

10.1557/proc-110-451 ◽

1987 ◽

Vol 110 ◽

Cited By ~ 2

Author(s):

Ioannis N. Hadjinikolaou ◽

James P. Bell ◽

Larz Spangberg

Keyword(s):

Bisphenol A ◽

Physical Properties ◽

Epoxy Resins ◽

Biomedical Applications ◽

Room Temperature ◽

Diglycidyl Ether ◽

Clinical Use ◽

Curing Agent ◽

Curing Agents

Epoxy resins have physical properties that make them suitable for dental and orthopaedic applications such as adhesives and cements. However, it has been observed that epoxy resins harden too slowly for clinical use when mixed with conventional curing agents, e.g. amines and polyamides. A new epoxy - diepisulfide - polyamide system has been developed which gels in 5 to 20 minutes at room temperature. The system consists of two parts: a polyamide curing agent, and a blend of the diepisulfide analog of diglycidyl ether of bisphenol A [DGEBA] dissolved in a mixture of epoxies of the DGEBA type.

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DETERMINATION OF BISPHENOL A DIGLYCIDYL ETHER IN PLASTIC MATERIALS BASED ON EPOXY RESINS DETERMINACIÓN DEL BISFENOL A DIGLICIDIL ÉTER EN ENVASES ALIMENTARIOS ELABORADOS CON RESINAS EPOXI DETERMINACIÓN DO BISFENOL A DIGLICIDIL ÉTER EN ENVASES ALIMENTARIOS ELABORADOS CON RESINAS EPOXI

Ciencia y Tecnologia Alimentaria ◽

10.1080/11358120009487642 ◽

2000 ◽

Vol 3 (1) ◽

pp. 6-12

Author(s):

M. F. López-Fabal ◽

C. Pérez-Lamela ◽

J. M. Creus-Vidal ◽

P. Paseiro-Losada

Keyword(s):

Bisphenol A ◽

Epoxy Resins ◽

Diglycidyl Ether ◽

Plastic Materials ◽

Bisphenol A Diglycidyl Ether

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Determination of bisphenol A, bisphenol F, bisphenol A diglycidyl ether and bisphenol F diglycidyl ether migrated from food cans using Gas Chromatography-Mass Spectrometry

Czech Journal of Food Sciences ◽

10.17221/3481-cjfs ◽

2011 ◽

Vol 21 (No. 3) ◽

pp. 85-90 ◽

Cited By ~ 10

Author(s):

I. Jordáková ◽

J. Dobiáš ◽

M. Voldřich ◽

J. Postka

Keyword(s):

Gas Chromatography ◽

Bisphenol A ◽

Epoxy Resins ◽

Diglycidyl Ether ◽

Gas Chromatography Mass Spectrometry ◽

Simple Method ◽

Bisphenol F ◽

Mass Spectrometric Detector ◽

Bisphenol A Diglycidyl Ether

Varnishes used for the inner coatings of food cans are mostly based on epoxy resins or vinylic organosols. The epoxy resins are produced from bisphenol A and bisphenol F and they also contain BADGE or BFDGE as stabilising components. A simple method for the quantitative determination of bisphenol A (BPA), bisphenol F (BPF), bisphenol A diglycidyl ether (BADGE), and bisphenol F diglycidyl ether (BFDGE) migrated from food packaging materials was optimised. The can sample was extracted with acetonitrile or with food simulants (distilled water, 3% acetic acid and 10% ethanol) and the extract obtained was analysed by gas chromatography coupled with mass spectrometric detector. The limits of detection and quantification ranged between 0.15–0.86 and 0.51–2.77 µg/dm2, respectively. The migrating levels of bisphenols found in various can samples were for BPA and for BADGE in the range from 0.63 × 10–3 to 0.34 mg/dm2, and from 1.49 × 10–3 to 3.67 mg/dm2, respectively. BPF and BFDGE were practically not detected in the can samples.

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