bisphenol a epoxy resin chemical formula

. we live in today. [5] https://www.regulations.gov/docket/FDA-2010-N-0100. According to the ratio of raw materials, the reaction conditions and adopt the same method can be obtained with different degrees of polymerization of low molecular weight viscous liquid and high . from modified natural oils and Bisphenol A or Bisphenol A-based epoxy resins. Empirical Formula (Hill Notation): C21H24O4 CAS Number: 1675-54-3 Molecular Weight: 340.41 Beilstein: 299026 EC Number: 216-823-5 MDL number: MFCD00080480 PubChem Substance ID: 57654090 NACRES: NA.77 Pricing and availability is not currently available. Name: Bisphenol A epoxy diacrylate . The FDAs National Center for Toxicological Research is continuing with an additional study: Rodent chronic toxicity study, which is currently underway. bisphenol A: [noun] an industrial chemical compound C15H16O2 that is a component especially of hard plastics (such as polycarbonate) and epoxy resins. [7] Thus, in bisphenol F, the F signifies formaldehyde. Because of the way BPA is processed in the body, it is very unlikely that exposure to BPA at typical levels could cause health effects. Another reason for concern, especially for parents, may be because some animal studies report effects in fetuses and newborns exposed to BPA. Bisphenol A was first synthesized by A.P. Toxicol Sci. Products made from BPA meet high-performance demands. Is there concern that exposure to BPA can cause harm or result in serious diseases? J Appl Polym Sci . Although it is 1000- to 2000-fold less potent than estradiol, the major female sex hormone in humans. Neurotoxicol Teratol. When dropping is completed within half an hour, heat it for 12-24 hours under temperature 70-80C Stop the heating after bisphenol A is completely disappeared validated by TLC method. Demonstrated that oral BPA administration results in rapid metabolism of BPA to an inactive form. After their first commercial production in the late 1940s, epoxy resins comprise a wide family of materials today. Bisphenol A-type epoxy resin is bisphenol A and epichlorohydrin under the action of sodium hydroxide condensation derived. :30583-72-3 Molecular formula:C18H33ClO3 Molecular weight: 332.91 Appearance:Colorless liquid Assay 60% Hydrogenated Bisphenol A Epoxy Resin Specification: Hydrogenated Bisphenol A Epoxy Resin Application Bisphenol A diglycidyl ether (DGEBA) is a pale yellow liquid epoxy compound formed by the polycondensation of epichlorohydrin (ECH) and bisphenol A (BPA). BPA is a structural component in polycarbonate beverage bottles. Distribution of bisphenol A into tissues of adult, neonatal, and fetal Sprague-Dawley rats. Over the following decade, coatings and resins derived from similar materials were described by workers at the companies of DeTrey Freres in Switzerland and DeVoe and Raynolds in the US. Use the browser controls to adjust the font size, or print this page. The site is secure. The conclusion is not based simply on the number of studies, but more importantly on their quality and scientific value. Scientific Peer-Review of the Draft Assessment of Bisphenol A for Use in Food Contact Applications, 31 October 2008. On the regulatory front, FDAs regulations authorize FDA to amend its food additive regulations to reflect when certain uses of an additive have been abandoned. Make any industrial chemical reactions run smoothly with the organic intermediate compounds available at Alibaba.com's chemical store. In July, 2012, FDA took this action in response to a food additive petition filed by the American Chemistry Council (ACC) [9]. [1] This draft assessment was reviewed by a Subcommittee of FDAs Science Board, which released its report at the end of October 2008. The remaining 5% of BPA is used in a wide range of applications, many of which involve plastic. In the United States, FDA is the agency charged with this review for food contact applications. Whether you're producing perfume or PVC plastics, the chances are intermediates will . Polycarbonate drinks containers are also a source of exposure, although most disposable drinks bottles are actually made of PET, which contains no BPA. The National Institute of Environmental Health Sciences (NIEHS) is expanding and accelerating its contributions to scientific knowledge of human health and the environment, and to the health and well-being of people everywhere. [28], The synthesis of BPA still follows Dianin's general method, with the fundamentals changing little in 130 years. Compounds without a Phenanthrene Nucleus", "Bio-Based Aromatic Epoxy Monomers for Thermoset Materials", "European Union Summary Risk Assessment Report - Bis (2-ethylhexyl) Phthalate (DEHP)", "Bisphenol S and F: A Systematic Review and Comparison of the Hormonal Activity of Bisphenol A Substitutes", "Exposure of the U.S. population to bisphenol A and 4-tertiary-octylphenol: 2003-2004", "The state of bisphenol research in the lesser developed countries of the EU: a mini-review", "An extensive new literature concerning low-dose effects of bisphenol A shows the need for a new risk assessment", "Bisphenol A and baby bottles: challenges and perspectives", "Consolidated federal laws of canada, Canada Consumer Product Safety Act", "MSC unanimously agrees that Bisphenol A is an endocrine disruptor - All news - ECHA", "EU court confirms BPA as substance of 'very high concern', "Estrogen biology: new insights into GPER function and clinical opportunities", "Global Assessment of Bisphenol A in the Environment: Review and Analysis of Its Occurrence and Bioaccumulation", "A critical analysis of the biological impacts of plasticizers on wildlife", Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione), DHEA (androstenolone, prasterone; 5-DHEA), 7-Methyl-19-norandrostenedione (MENT dione, trestione), 11-Methyl-19-nortestosterone dodecylcarbonate, Normethandrone (methylestrenolone, normethisterone), Oxabolone cipionate (oxabolone cypionate), Methylclostebol (chloromethyltestosterone), Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4), Enobosarm (ostarine, MK-2866, GTx-024, S-22), 3-Methyl-19-methyleneandrosta-3,5-dien-17-ol, 10,17-Dihydroxyestra-1,4-dien-3-one (DHED), 16,17-Epiestriol (16-hydroxy-17-estradiol), 17-Epiestriol (16-hydroxy-17-estradiol), Epiestriol (16-epiestriol, 16-hydroxy-17-estradiol), Fosfestrol (diethylstilbestrol diphosphate), Furostilbestrol (diethylstilbestrol difuroate), Triphenylmethylethylene (triphenylpropene), https://en.wikipedia.org/w/index.php?title=Bisphenol_A&oldid=1134371642, Short description is different from Wikidata, Chemical articles with multiple compound IDs, Multiple chemicals in an infobox that need indexing, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License 3.0, Polycyanurates can be produced from BPA by way of its di-, Bisphenol-A formaldehyde resins are a subset of, BPA is used as an antioxidant in several fields, particularly in, Several drug candidates have also been developed from bisphenol A, including, Reprinted in condensed form in: A. Dianin (1892), This page was last edited on 18 January 2023, at 10:18. NIEHS provides many opportunities for funding to individual researchers, organizations, and businesses. Surface chemistry the study of chemical . [70][71] The body first converts it into more water-soluble compounds via glucuronidation or sulfation, which are then removed from the body through the urine. 2011 Dec 15;207(3):298-305. f) Doerge DR, Twaddle NC, Vanlandingham M, Fisher JW. The original approvals for BPA were issued under FDAs food additive regulations and date from the 1960s. Background. The lowest molecular weight an epoxy resin of the DGEBA type can have is 340, but if two elements together can form different molecular weights when they react, the epoxy resin will contain a mixture of epoxy molecules of varying lengths. The degree to which BPA leaches from polycarbonate bottles into liquid may depend more on the temperature of the liquid or bottle, than the age of the container. 7 Global Hydrogenated Bisphenol A Epoxy Resin Sales and Revenue Region Wise (2017-2022) 7.1 Global Sales and Market Share, Region Wise (2017-2022) 7.2 Global Revenue (Revenue) and Market Share . Many of these studies addressed how the body disposes of or metabolizes BPA. This early work underpinned the development of epoxy resins, which in turn motivated production of BPA. Bisphenol A was investigated in the 1930's during the search for synthetic estrogens. [2] Also in 2008, the National Toxicology Program Center for the Evaluation of Risks to Human Reproduction, part of the National Institutes of Health, released the Monograph on the Potential Human Reproductive and Developmental Effects of Bisphenol A.[3]. It may also be used as an ingredient in some resins, which can act as a lining on the inside of some metal food and drink cans. [99] Regardless, the remaining 29% of BPA will continue through to the environment, with low levels of BPA commonly observed in surface water and sediment in the U.S. and Europe. These chemicals are commonly used to form industrial epoxy resins, plastics, and flame retardants. Farbenindustrie reported the coupling of BPA and epichlorohydrin. The safety of a food additive is not relevant to FDAs determination regarding whether a certain use of that food additive has been abandoned. [26] The utilization of BPA further expanded with discoveries at Bayer and General Electric on polycarbonate plastics. Dianin in 1891. Explore thermosetting epoxy resins in detail along with their key properties and understand what makes them an ideal choice in so many applications. . As a result, many exploratory scientific studies have appeared in the public literature. Bisphenol A | C15H16O2 | CID 6623 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. FDAs Studies. The chemical formula is (CH 3 ) 2 C(C 6 H 4 OH) 2. Bisphenol A can leach into food from the protective internal epoxy resin coatings of canned foods and from consumer products such as polycarbonate tableware, food storage containers, water bottles, and baby bottles. In 2008 FDA released a document titled Draft Assessment of Bisphenol A for Use in Food Contact Applications. Properties form viscous liquid Quality Level 100 composition Epoxide equivalent weight, 172-176 In addition to receptor binding, the compound has been found to affect Leydig cell steroidogenesis, including affecting 17-hydroxylase/17,20 lyase and aromatase expression and interfering with LH receptor-ligand binding. The epoxide functional group is also collectively called epoxy. What Does U.S. Government Research Tell Us About BPA? This process, also known as a one-step process, is commonly used for the preparation of low and medium molecular weight bisphenol A epoxy resins. [48] BPA is a major component of several high-performance plastics, the production of these is low compared to other plastics but still equals several thousand tons a year. Bisphenol A is an organic synthetic compound used in formulating plastics and epoxy resin. NIEHS research uses state-of-the-art science and technology to investigate the interplay between environmental exposures, human biology, genetics, and common diseases to help prevent disease and improve human health. Regardless, due to the scientific uncertainty, many jurisdictions have taken steps to reduce exposure on a precautionary basis. Transfer to a pear-shaped separatory funnel to separate the liquid, continue washing and separating with deionized water until the solution turns to neutral from alkaline. 2011 Nov;124(1):149-60. k) He Z, Paule MG, Ferguson SA. [66][67][68] The primary source of human exposure is via food, as epoxy and PVC are used to line the inside of food cans to prevent corrosion of the metal by acidic foodstuffs. At that time, another synthetic compound, diethylstilbestrol, was determined to be more powerful than estrogen itself, so bisphenol A was not used as a synthetic estrogen. The study included an in utero phase, direct dosing to pups to mimic bottle feeding in neonates, and employed a dose range covering the low doses where effects have been previously reported in some animal studies, as well as higher doses where estrogenic effects have been measured in guideline oral studies. To improve the compatibility between flame retardant and epoxy resin (EP) matrix, amino phenyl copper phosphate-9, 10-dihydro-9-oxygen-10-phospha-phenanthrene-10-oxide (CuPPA-DOPO) is synthesized through surface grafting, which is blended with EP matrix to prepare EP/CuPPA-DOPO composites. This compound is synthesized by the condensation of acetone with phenol. [90] This may be the mechanism by which BPA acts as a xenoestrogen. It belongs to the phenol class of aromatic organic compounds. Sign in to download full-size image [42] This process converts the individual molecules of BPA into large polymer chains, effectively trapping them. Food cans and other metal containers may be coated with epoxy resin linings made with BPA to help prevent direct food contact with metal, which helps protect food from contamination and spoilage. Liquid Epoxy Resins Show entries This results in much lower internal exposure of BPA (i.e., the active form) than what occurs from other routes of exposure such as injection. As part of its premarket review of food packaging materials, FDAs food contact regulations and food contact notification program assesses the likely migration from the packaging material to assure that any migration to food occurs at safe levels. Before sharing sensitive information, make sure youre on a federal government site. Usage/Application: Polycarbonate , Epoxy resin, Thermal paper. [23][24], Bisphenol A was first reported in 1891 by the Russian chemist Aleksandr Dianin. Comparison of life-stage-dependent internal dosimetry for bisphenol a, ethinyl estradiol, a reference estrogen, and endogenous estradiol to test an estrogenic mode of action in Sprague Dawley rats. The hydroxy group may be derived from aliphatic diols, polyols (polyether polyols), phenolic compounds or dicarboxylic acids. Studying this sort of longterm, lowdose interaction is difficult, and although there have been numerous studies, there are considerable discrepancies in their conclusions regarding the nature of the effects observed as well as the levels at which they occur. . Developed physiologically based pharmacokinetic models that can be used to predict the level of internal exposure to the active and inactive forms of BPA. The site is secure. . How does BPA get into the body? In addition to the FDA review process, FDAs Acting Chief Scientist asked five expert scientists from across the federal government to provide independent scientific review of these documents in the fall of 2009. Its chemical formula is (CH3)2C (C6H4OH)2. Questions & Answers on Bisphenol A Use in Food Contact Applications, Bisphenol A Overview & Response to Petitions, European Food Safety Authority Information on Bisphenol A. Epoxy is a synthetic resin that uses two chemical components (typically diglycidyl ethers and a combination of bisphenol A and epichlorohydrin) to harden or cure. View our page to search various areas of interest and methodology. It is alcohol, ketone and ether soluble but presents low solubility in water and carbon tetrachloride. and epichlorohydrin. Bisphenol A (BPA) is a known endocrine disrupting chemical (EDC), and commonly used as a raw material for production of epoxy resins and polycarbonate plastics, 27 such as water bottles, tableware and food packing materials. Epoxy resin is based on epichlorhydrin and bisphenol A. From durable sneakers to waterproof jackets, chemistry plays a big role in all types of outdoor activities. Epoxy resins produced from such epoxy monomers are called glycidyl-based epoxy resins. People are generally exposed to minute levels of BPA, mostly from the ingestion of food or beverages that have been in contact with materials manufactured with BPA. . The overall health of the world economy will continue to play a major role in future demand for bisphenol A, as its derivatives' major end-use markets include automotive, construction, and electrical/electronic applications. The results of the independent evaluations were released in April 2010, as FDA made the CFSAN report and other relevant information available for public comment. 1675-54-3 Chemical Name: BISPHENOL A DIGLYCIDYL ETHER RESIN CBNumber: CB3749115 Molecular Formula: C21H24O4 Molecular Weight: 340.41 MDL Number: MFCD00080480 MOL File: 1675-54-3.mol MSDS File: SDS Modify Date: 2022-12-30 16:20:48 Request For Quotation BISPHENOL A DIGLYCIDYL ETHER RESIN Properties SAFETY The chemical formula of Bisphenol A is C15H16O2. BPA can both mimic the action of estrogen and antagonise estrogen, indicating that it is a selective estrogen receptor modulator (SERM) or partial agonist of the ER. Toxicol Sci. 250/ Ton Get Latest Price. 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