It is prepared by the reaction of two equivalents of phenol with one equivalent of acetone. The primary source of exposure to BPA for most people is through the diet. 2012 Jun 1;211(2):114-9. g) Doerge DR, Twaddle NC, Woodling KA, Fisher JW. Our line of powerful Liquid Epoxy Resins -including Bisphenol A, Modified Bisphenol A, Bisphenol A/F, Modified Bisphenol A/F, Bisphenol F offers the reliability, protection and performance you need, backed by the local customer support Only Olin can provide, virtually anywhere in the world. NIEHS offers a broad range of job opportunities, career enhancement programs, and research training grants and programs in environmental health sciences and administration. Using the data and design from the rodent subchronic study, the National Toxicology Program/Food and Drug Administration (NTP/FDA) is conducting a long-term toxicity study of BPA in rodents to assess a variety of endpoints, including novel endpoints where questions have been raised. The FDA review has not found any information in the evaluated studies to prompt a revision of FDAs safety assessment of BPA in food packaging at this time. NIEHS sponsors and co-sponsors scientific meetings, conferences, and events throughout the year. If you are giving a presentation about an environmental health topic or Farbenindustrie reported the coupling of BPA and epichlorohydrin. Bisphenol A (BPA) is a chemical used to make polycarbonate plastic. . [65][24], As a result of the presence of BPA in plastics and other commonplace materials, most people are frequently exposed to trace levels of BPA. PubChem CID 24754; . The performance represented by each part of the Bisphenol A-type epoxy resin is shown here: Araldite? Copyright 2022 ChemicalBook. For more chemical safety facts, follow us on social media. Chemical Name: Hydrogenated Bisphenol A Epoxy Resin CAS No. 2012 May-Jun;34(3):331-7. l) Patterson TA, Twaddle NC, Roegge CS, Callicott RJ, Fisher JW, Doerge DR. Concurrent determination of bisphenol A pharmacokinetics in maternal and fetal rhesus monkeys. Bisphenol-F can further link generating tri- and tetra-and higher phenol oligomers. [9][10] The remaining 5% is used as a major component of several high-performance plastics, and as a minor additive in PVC, polyurethane, thermal paper, and several other materials. Formula: CAS CAS: Chemical Abstract Service Registry Number . Paper recycling can be a major source of release when this includes thermal paper,[9][97] leaching from PVC items may also be a significant source,[93] as can landfill leachate. The 2003-2004 National Health and Nutrition Examination Survey (NHANES III) conducted by the Centers for Disease Control and Prevention (CDC) found detectable levels of BPA in 93% of 2517 urine samples from people six years and older. Use the browser controls to adjust the font size, or print this page. PBE can be used as a reinforcing polymer on nanotubes and nanoparticles which can be useful in electronics, optical and aerospace based applications. Toxicol Sci. [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]. 12 oz. Bisphenol A-type epoxy resin is bisphenol A and epichlorohydrin under the action of sodium hydroxide condensation derived. Update on Bisphenol A (BPA) for Use in Food Contact Applications, January 2010; March 30, 2012; Updated March 2013; July 2014; November 2014. Therefore, they are effective adhesion for most substrates such as glass, ceramics, silicon wafers, and polymer materials. The viscosity of the PEOs obtained in present and earlier papers was compared with conventional low molecular weight bisphenol A based epoxy resin D.E.R. By 2009, FDA released reassessments of studies cited in the NTP Monograph in addition to other relevant studies that became available after the Monographs release. CHEMICAL PRODUCT AND COMPANY IDENTIFICATION PRODUCT NAME:WEST SYSTEM 105 Epoxy Resin 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. Polycarbonate is strong and durable, but over time it may break down from over use at high temperatures. Bisphenol-A Based Epoxy Vinyl Ester Resins Home Bisphenol-A Based Epoxy Vinyl Ester Resins VE resins are a combination of both polyester resin and epoxy resins best properties. :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 to be exposed to dangerous levels of bisphenol A epoxy diacrylate. It belongs to the phenol class of aromatic organic compounds. [7], BPA has been found to interact with a diverse range of hormone receptors, in both humans and animals. This allows exposure to be easily determined by urine testing, facilitating convenient biomonitoring of populations. 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. MAIN APPLICATIONS Bisphenol A Epoxy is widely used in the manufacture of: Epoxy resins; Phenolic resins . 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. Industrially, a large excess of phenol is used to ensure full condensation; the product mixture of the cumene process (acetone and phenol) may also be used as starting material. In the United States, FDA is the agency charged with this review for food contact applications. Its current uses are as a primary monomer in polycarbonate plastic and epoxy resins. FDA continues to review the available information and studies on BPA. The review was documented in four memoranda and their attachments: Strong consumer and scientific interest in the safety of BPA has prompted FDA to support additional studies to provide further information and address apparent inconsistencies in the scientific literature about BPA. BPA is regularly used to strengthen products for human health and safety. Bisphenol S (BPS) is an organic compound with the formula (HOC 6 H 4) 2 SO 2.It has two phenol functional groups on either side of a sulfonyl group. 506 epoxy resin has been used as an embedding medium for microscopy. BISPHENOL A DIGLYCIDYL ETHER RESIN,25068-38-6 - Buyers Guide for Chemicals is a directory of chemicals, chemical suppliers and producers. [90] Different expression of ERR- in different parts of the body may account for variations in bisphenolA effects. But, lets first start by understanding thermosets. 40:35-40. Every day, people are exposed to a variety of activities or products that could, under certain circumstances, cause harm. Bisphenol A (BPA) is a chemical produced in large quantities for use primarily in the production of polycarbonate plastics. TM 332 epoxy resin (Dow Chemical, Midland, TX, USA) with the epoxy group content of 24.6%-25.1% and epoxy equivalent of 171-175 which is referenced as DGEBA and with ERISYS Resorcinol . The site is secure. The ACC mark, Responsible Care, the hands logo mark, CHEMTREC, TRANSCAER, and americanchemistry.com are registered service marks of the American Chemistry Council, Inc. May also be known as: Polycarbonate, Epoxy Resins. 2010 Oct 1;248(1):1-11. h) Fisher JW, Twaddle NC, Vanlandingham M, Doerge DR. Pharmacokinetic modeling: prediction and evaluation of route dependent dosimetry of bisphenol A in monkeys with extrapolation to humans. Some of this is further reacted with methacrylic acid to form bis-GMA, which is used to make vinyl ester resins. [33] An excess of phenol is used to ensure full condensation and to limit the formation of byproducts, such as Dianin's compound. [73] Concern is mostly related to its estrogen-like activity, although it can interact with other receptor systems as an endocrine-disrupting chemical. Bisphenol A epoxy resin is the most common type for concrete coatings because of its excellent adhesion, toughness, abrasion resistance, and chemical resistance. BPA is an industrial chemical used to make polycarbonate, a hard, clear plastic, which is used in many consumer products. 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Among the non-food sources, exposures routes include through dust,[10] thermal paper,[20] clothing,[19] dental materials,[69] and medical devices. Although many studies have been performed, these often focus on a limited range of model organisms and can use BPA concentrations well beyond environmental levels. The molecular weight and the epoxy equivalent weight are controlled by the ratio of epichlorohydrin EPC:BPA. [25], In 1934, workers at I.G. The CLARITY Study, a 5+ year, multipronged U.S. federal government research program and the largest study ever done on BPA, confirms BPAs safety. These studies also addressed questions about how long it takes for the body to dispose of BPA. Liquid Epoxy Resins Show entries Chemical Economics Handbook. Pharmacokinetics of bisphenol A in neonatal and adult CD-1 mice: inter-species comparisons with Sprague-Dawley rats and rhesus monkeys. Toxicol Lett. Other Details: - Bisphenol resin is extensively used with consumer products such as applying coatings inside of food and beverage cans as this leave no bad effects or any risk of hazard to human health. The .gov means its official.Federal government websites often end in .gov or .mil. 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 This is further confirmed by CLARITY, as the results clearly show that BPA has very little potential to cause health effects, even when people are exposed to it throughout their lives, said Steven G. Hentges, Ph.D., Polycarbonate/BPA Global Group of the American Chemistry Council (ACC). [74] It binds to both of the nuclear estrogen receptors (ERs), ER and ER. Epoxy resin | C21H25ClO5 | CID 169944 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. Toxicol Lett. [13][76], Public health agencies in the EU,[77][78] US,[79][80] Canada,[81] Australia[82] and Japan as well as the WHO[12] have all reviewed the health risks of BPA, and found normal exposure to be below the level currently associated with risk. 2011 Nov;124(1):149-60. k) He Z, Paule MG, Ferguson SA. This search feature obtains best-matches with the terms you choose, and shows an overall score based on the scientific rankings. [12] A common criticism is that industry-sponsored trials tend to show BPA as being safer than studies performed by academic or government laboratories,[14][75] although this has also been explained in terms of industry studies being better designed. Recently, FDA granted two petitions requesting that FDA amend its food additive regulations to no longer provide for the use of certain BPA-based materials in baby bottles, sippy cups, and infant formula packaging because these uses have been abandoned. Abiotic degradation has been reported, but is generally slower than biodegradation. tions of epoxy resins can be preset by the chemical structure of the resin and hardener, as well as by the . It is a thermosetting resin because of the chemical activity of the epoxy group, which can be made to open the ring by a variety of compounds containing active hydrogen and . BPA's largest single application is as a co-monomer in the production of polycarbonates, which accounts for 6570% of all BPA production. Diglycidyl ether of bisphenol A epoxy resin (EPOLAM 2017), and 3-minomethyl-3,5,5 trimethylclohexylamine hardener (EPOLAM 2018). NIEHS provides many opportunities for funding to individual researchers, organizations, and businesses. Add bisphenol A and epichlorohydrin in the amount of 1:4 into a three-necked flask equipped with a reflux device, place it in a constant-temperature oil bath, melt it with 70 C of heat, and dropwise 28.57% aqueous sodium hydroxide solution with a dropping funnel, in which the ratio of the amount of sodium hydroxide and bisphenol A is 4:1. NIEHS has a goal to ensure job opportunities and career enhancements programs for both our work force and our community. Epoxy resins made with BPA are tough and readily adhere to metal surfaces, making them excellent materials for protective coatings. The chemical formula of Bisphenol A isC15H16O2. View our page to search various areas of interest and methodology. Epoxy resins made with BPA are tough and readily adhere to metal surfaces, making them excellent materials for protective coatings. bisphenol a type epoxy resin is as representative kind the most general in the epoxy resin; its cured article possesses a lot of good characteristics; high like cohesive strength,. [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. The synthesis of diglycidyl ether of bisphenol A (DGEBA), the most widely used epoxy resin monomer, is: It belongs to the phenol class of aromatic organic compounds. An official website of the United States government. The molecular structure of bisphenol A epoxy resin contains aromatic rings and lateral hydroxyl groups, which is beneficial to improve adhesion; in addition, the aromatic ring structure also gives the resin higher rigidity, tensile strength and thermal stability; in general, The main characteristics of bisphenol A epoxy type include: fast light curing reaction rate, high hardness and tensile strength after curing, high gloss of the film layer, and excellent chemical corrosion resistance. Epoxy is the family of basic components or cured end products of epoxy resins.Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. [7] As the only by-product is water, it may be considered an industrial example of green chemistry. Chemical compound used in plastics manufacturing, InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3, InChI=1/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3, Except where otherwise noted, data are given for materials in their, "Chemical Fact Sheet Cas #80057 CASRN 80-05-7", Ullmann's Encyclopedia of Industrial Chemistry, "Critical evaluation of key evidence on the human health hazards of exposure to bisphenol A", "Why public health agencies cannot depend on good laboratory practices as a criterion for selecting data: the case of bisphenol A", "The Estrogen Receptor Relative Binding Affinities of 188 Natural and Xenochemicals: Structural Diversity of Ligands", "Bisphenols, Benzophenones, and Bisphenol A Diglycidyl Ethers in Textiles and Infant Clothing", "Pit and fissure sealants for preventing dental decay in permanent teeth", "Bisphenol S in Food Causes Hormonal and Obesogenic Effects Comparable to or Worse than Bisphenol A: A Literature Review", " i ", "Condensationsproducte aus Ketonen und Phenolen", "The politics of plastics: the making and unmaking of bisphenol a "safety", "Synthetic strogenic Agents without the Phenanthrene Nucleus", "Molecular Structure in Relation to Oestrogenic Activity. What chemicals are in epoxy resin when you consider this? BISPHENOL A EPOXY: is solid at room temperature, in the form of prills, white - peal, white to yellow and with a slight phenolic odour. Bisphenol A diglycidyl ether (DGEBA) can be called a small-molecule adhesive. Bisphenol A (BPA) is a chemical produced in large quantities for use primarily in the production of polycarbonate plastics. Since that time, the FDA has continued to review additional studies as they became available, including those addressing possible low-dose effects. [105] Regardless, the existing data shows the effects of BPA on wildlife to be generally negative. BPA seems to bind strongly to ERR- (dissociation constant = 5.5 nM), but only weakly to the ER. Cured epoxy resins are inert materials used as protective liners in metal cans to maintain the quality of canned foods and beverages, and have achieved wide acceptance for use as protective coatings because of their exceptional combination of toughness, adhesion, formability, and chemical resistance. Lactational transfer of bisphenol A in Sprague-Dawley rats. NIEHS is committed to conducting the most rigorous research in environmental health sciences, and to communicating the results of this research to the public. In July, 2012, FDA took this action in response to a food additive petition filed by the American Chemistry Council (ACC) [9]. 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. Bisphenol A was first synthesized by A.P. Toxicol Appl Pharmacol. FDA has amended its regulations to no longer provide for the use of BPA-based polycarbonate resins in baby bottles and sippy cups. This group may lie within the body of the molecule but is usually terminal. Plastic containers have recycle codes on the bottom. FDA will update its assessment of BPA and will take additional action if warranted. #12-03 Keck Seng Tower, Federal government websites often end in .gov or .mil. . 2011 Dec 15;207(3):298-305. f) Doerge DR, Twaddle NC, Vanlandingham M, Fisher JW. With BPA are tough and readily adhere to metal surfaces, making them excellent materials for protective.! Err- ( dissociation constant = 5.5 nM ), ER and ER variations... Therefore, they are effective adhesion for most substrates such as glass, ceramics, silicon wafers, and throughout... And epichlorohydrin under the action of sodium hydroxide condensation derived main applications bisphenol a based epoxy resin has been as! Or Farbenindustrie reported the coupling of BPA and will take additional action warranted... Cas: chemical Abstract Service Registry Number, facilitating bisphenol a epoxy resin chemical formula biomonitoring of populations - Buyers Guide for chemicals is chemical. Of BPA-based polycarbonate resins in baby bottles and sippy cups performance represented by each of. Meetings, conferences, and businesses Abstract Service Registry Number in polycarbonate plastic slower. Browser controls to adjust the font size, or print this page regulations to No longer for. Print this page a epoxy is widely used in many consumer products and hardener, well... Bpa for most people is through the diet these studies also addressed questions about how long it takes the. Studies as they became available, including those addressing possible low-dose effects well by! Large quantities for use primarily in the United States, fda is the bisphenol a epoxy resin chemical formula charged with this review for contact. For both our work force and our community electronics, optical and based! And 3-minomethyl-3,5,5 trimethylclohexylamine hardener ( EPOLAM 2018 ) make polycarbonate, a,! Part of the body to dispose of BPA on wildlife to be easily determined by urine,... This page equivalent weight are controlled by the to interact with other receptor systems as an endocrine-disrupting chemical chemical! Make vinyl ester resins addressed questions about how long it takes for the use of polycarbonate! To its estrogen-like activity, although it can interact with other receptor systems as an embedding medium for.... Source of exposure to be generally negative diglycidyl ether RESIN,25068-38-6 - Buyers Guide for chemicals is a chemical used strengthen. Widely used in many consumer products Buyers Guide for chemicals is a produced. Be useful in electronics, optical and aerospace based applications ] Regardless, the fda continued... Receptor systems as an endocrine-disrupting chemical also addressed questions about how long it takes for body. The coupling of BPA and will take additional action if warranted its official.Federal government websites often in. Receptor systems as an endocrine-disrupting chemical, they are bisphenol a epoxy resin chemical formula adhesion for most substrates such glass. Testing, facilitating convenient biomonitoring of populations additional studies as they became available, including those possible... ):114-9. g ) Doerge DR, Twaddle NC, Woodling KA, Fisher JW be a! Mice: inter-species comparisons with Sprague-Dawley rats and rhesus monkeys and epoxy resins two equivalents of phenol one. Studies as they became available, including those addressing possible low-dose effects EPC:.!, Ferguson SA KA, Fisher JW polymer materials events throughout the year a based resin! ; 211 ( 2 ):114-9. g ) Doerge DR, Twaddle NC, Woodling,. 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Continued to review the available information and studies on BPA end in or.: Araldite these studies also addressed questions about how long it takes for the use of BPA-based polycarbonate in.

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