Bisphénol A

Résumé

Le bisphénol A (BPA) est un composé organique de la famille des aromatiques, utilisé principalement dans la fabrication de plastiques et de résines. Obtenue par réaction entre deux équivalents de phénol et un équivalent d'acétone, sa molécule comporte deux groupements fonctionnels phénol. Il est aussi dénommé 4,4'-(propan-2-ylidène)diphénol ou p, p'-isopropylidènebisphénol. Son écotoxicité a été débattue, mais en juin 2017, après que le Canada l'eut classé comme reprotoxique, le comité des États-membres de l'Agence européenne des produits chimiques (AEPC) a classé à l'unanimité le bisphénol A parmi les du règlement REACh, en tant que perturbateur endocrinien. Chez l'animal, il affecte l'immunité et a des effets transgénérationnels démontrés, même à de très faibles niveaux d'exposition in utero, avec chez la souris un effet comportemental pouvant être lié à l'inhibition de deux hormones, la vasopressine et l'ocytocine, observé sur 4 générations. Comme le nonylphénol, c'est un per

Source officielle

https://fr.wikipedia.org/wiki/Bisph%C3%A9nol_A

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D35-TiO2 nano-crystalline film as a high performance visible-light photocatalyst towards the degradation of bis-phenol A

Xue Bai, Ulf Anders Hagfeldt, Lin Yang

Dye-sensitized photocatalytic suspension system for wastewater treatment is still limited in practice due to particle aggregation, fast charge carrier recombination, poor stability and recycling issue. In this study, we combine TiO2 nano-crystalline film with D35 organic dye to fabricate a new visible-light photocatalyst D35-TiO2, which exhibits excellent visible light absorption. Its transient photocurrent is almost 10 times higher than pure TiO2 under visible light illumination (lambda > 420 nm). Besides the well characterizations of the D35-TiO2 film, e.g., SEM, EDS, TEM, XRD, UV-Vis DRS, XPS, PL and I-T, degradation of bis-phenol A (BPA) is performed as the model reaction to test its photocatalytic activity. Meanwhile, we employ external bias in the reaction system to further enhance the photogenerated charge carrier separation, and improve the photocatalytic efficiency. Under the better experimental conditions of initial BPA concentration (5 mg/L), initial pH (pH 7), external bias (0.25 V) and sensitizer concentration (0.1 mM), BPA is almost completely degraded in 300 min, and the four intermediates are gradually mineralized. The ecotoxicity of BPA also decreases significantly after the photo-degradation. During the reaction, center dot O-2(-) plays a dominant role, meanwhile center dot OH and h(D35)(+) also contribute to the BPA degradation. After five cycles, the D35-TiO2 film still maintain the normal photocatalytic activity. Due to the high stability and recyclability, the D35-TiO2 nano-crystalline film provides a sustainable way for degrading micropollutants in wastewater.

ELSEVIER SCIENCE SA2019

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Perinatal Exposure to Bisphenol A Increases Adult Mammary Gland Progesterone Response and Cell Number

Ayyakkannu Ayyanan, Cathrin Brisken, Jacques Rougemont, Christina Schrick, Tamara Tanos

Bisphenol A [BPA, 2,2,-bis (hydroxyphenyl) propane] is one of the highest-volume chemicals produced worldwide. It is detected in body fluids of more than 90% of the human population. Originally synthesized as an estrogenic compound, it is currently utilized to manufacture food and beverage containers resulting in uptake with food and drinks. There is concern that exposure to low doses of BPA, defined as less than or equal to 5 mg/kg body weight /d, may have developmental effects on various hormone-responsive organs including the mammary gland. Here, we asked whether perinatal exposure to a range of low doses of BPA is sufficient to alter mammary gland hormone response later on in life, with a possible impact on breast cancer risk. To mimic human exposure, we added BPA to the drinking water of C57/Bl6 breeding pairs. Analysis of the mammary glands of their daughters at puberty showed that estrogen-dependent transcriptional events were perturbed and the number of terminal end buds, estrogen-induced proliferative structures, was altered in a dose-dependent fashion. Importantly, adult females showed an increase in mammary epithelial cell numbers comparable to that seen in females exposed to diethylbestrol, a compound exposure to which was previously linked to increased breast cancer risk. Molecularly, the mRNAs encoding Wnt-4 and receptor activator of nuclear factor ĸB ligand, two key mediators of hormone function implicated in control of mammary stem cell proliferation and carcinogenesis, showed increased induction by progesterone in the mammary tissue of exposed mice. Thus, perinatal exposure to environmentally relevant doses of BPA alters long-term hormone response that may increase the propensity to develop breast cancer.

Endocrine Society2011

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Dynamics of Spatially Confined Bisphenol A Trimers in a Unimolecular Network on Ag(111)

Katharina Johanna Diller

Bisphenol A (BPA) aggregates on Ag(111) shows a polymorphism between two supramolecular motifs leading to formation of distinct networks depending on thermal energy. With rising temperature a dimeric pairing scheme reversibly converts into a trimeric motif, which forms a hexagonal superstructure with complex dynamic characteristics. The trimeric arrangements notably organize spontaneously into a self-assembled one-component array with supramolecular BPA rotors embedded in a two-dimensional stator sublattice. By varying the temperature, the speed of the rotors can be controlled as monitored by direct visualization. A combination of scanning tunneling microscopy and dispersion corrected density-functional tight-binding (DFTB-vdW(surf)) based molecular modeling reveals the exact atomistic position of each molecule within the assembly as well as the driving force for the formation of the supramolecular rotors.

American Chemical Society2016

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