bisphenol a epoxy resin chemical formula

This early work underpinned the development of epoxy resins, which in turn motivated production of BPA. [103], BPA is an environmental contaminant of emerging concern. [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. BPA can also be found in breast milk. BPA is regularly used to strengthen products for human health and safety. bisphenol A (BPA), a colourless crystalline solid belonging to the family of organic compounds; its molecular formula is C 15 H 16 O 2. 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. It is not a plasticizer,[11] although it is often wrongly labelled as such. Visit ChemicalBook To find more Bisphenol A epoxy resin() information like chemical properties,Structure,melting point,boiling point,density,molecular formula,molecular weight, physical properties,toxicity information,customs codes. Commercial production of BPA requires distillation either extraction of BPA from many resinous byproducts under high vacuum or solvent-based extraction using additional phenol followed by distillation. The oligomers may vary in molecular weight from 340 and higher. When the low-molecular-weight bisphenol A epoxy resin is continuously reacted with bisphenol A, the obtained bisphenol A epoxy resin has a high polymerization with a relative molecular mass 1400 or more. [5] https://www.regulations.gov/docket/FDA-2010-N-0100. 2013 Feb 15;267(1):41-8. m) Twaddle NC, Churchwell MI, Vanlandingham M, Doerge DR. Quantification of deuterated bisphenol A in serum, tissues, and excreta from adult Sprague-Dawley rats using liquid chromatography with tandem mass spectrometry. [17] Although BPA exposure is common it does not accumulate within the body, with toxicokinetic studies showing the biological half-life of BPA in adult humans to be around two hours. 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. [92][101][102] Its half life in water has been estimated at between 4.5 and 15 days, degradation in the air is faster than this, while soil samples degrade more slowly. The study orally dosed pregnant rodents with 100-1000 times more BPA than people are exposed to through food, and could not detect the active form of BPA in the fetus 8 hours after the mother's exposure. [22] The European Chemicals Agency has added BPA to the Candidate List of substances of very high concern (SVHC), which would make it easier to restrict or ban its use in future. Scientific research shows that in humans, BPA is quicklymetabolized and eliminated from the body it does not accumulate in blood or tissues. These materials are much more common but their BPA content will be low. Products like bike helmets, police shields, reading glasses and bullet-proof glass are all shatter resistant because of BPA. just looking for general information about environmental health research or the institute, this page will help. Health concerns have also been raised about these substitutes. Every day, people are exposed to a variety of activities or products that could, under certain circumstances, cause harm. Global production in 2022 is expected to reach 10 million tonnes. 133 Cecil Street, 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. 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. tableware. tions of epoxy resins can be preset by the chemical structure of the resin and hardener, as well as by the . . 2010 Oct 30;24(20):3011-20. n) Yang X, Doerge DR, Fisher JW. These meetings are listed in the NIEHS Events Calendar and are open to the general public. Due to interest in the exposure to bisphenol A in the community1 and the workplace, OSHA developed a validated method to collect and analyze bisphenol A and diglycidyl ether of bisphenol A. [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. [9][10] For epoxy resin, it is first converted to its diglycidyl ether (usually abbreviated BADGE or DGEBA). 2010 Dec 15;199(3):372-6. j) Ferguson SA, Law CD Jr, Abshire JS. Epoxy resins made with BPA are tough and readily adhere to metal surfaces, making them excellent materials for protective coatings. Free of claims are used to indicate that a product does not contain a certain material, such as BPA, but they can sometimes be misleading. (sometimes called a dimer) is called bisphenol F, which is an important monomer in the production of epoxy resins. CAS number(s): 55818-57- . The results of this study showed no effects of BPA at any dose in the low-dose range. Update on Bisphenol A (BPA) for Use in Food Contact Applications, January 2010; March 30, 2012; Updated March 2013; July 2014; November 2014. Prediction and evaluation of route dependent dosimetry of BPA in rats at different life stages using a physiologically based pharmacokinetic model. Camacho L, Vanlandingham MM, Twaddle NC, Sepehr E, Delclos KB, Fisher JW, Doerge DR. Camacho L, Lewis SM, Vanlandingham MM, Latendresse JR, Olson GR, Davis KJ, Patton RE, Gamboa da Costa G, Woodling KA, Bryant MS, Chidambaram M, Trbojevich R, Juliar BE, Felton RP, Thorn BT. Order: 18 Tons Shandong Near Chemical Co., Ltd. View larger video & image Contact Now Hot Sale Bisphenol a CAS No. Is there concern that exposure to BPA can cause harm or result in serious diseases? Singapore 069535, 6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane, BPA. [89], BisphenolA's interacts with the estrogen-related receptor (ERR-). Based on FDAs ongoing safety review of scientific evidence, the available information continues to support the safety of BPA for the currently approved uses in food containers and packaging. FDA will update its assessment of BPA and will take additional action if warranted. BPS differentiates from BPA by possessing a sulfone group (SO 2) as the central linker of the . [12] While normal exposure is below the level currently associated with risk, several jurisdictions have taken steps to reduce exposure on a precautionary basis, in particular by banning BPA from baby bottles. Some animal studies suggest that infants and children may be the most vulnerable to the effects of BPA. Bisphenol A is a chemical compound containing two phenol functional groups. The health effects of BPA have been the subject of prolonged public and scientific debate. 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. Recalls, Market Withdrawals and Safety Alerts, Substances Added to Food (formerly EAFUS), Bisphenol A (BPA): Use in Food Contact Application, Summary of FDAs Current Perspective on BPA in Food Contact Applications, Overview of BPA Usage in Food Contact Applications, Increasing Our Understanding about the Biology and Metabolism of BPA, Food Additive Regulations Amended to No Longer Provide for the Use of BPA-Based Materials in Baby Bottles, Sippy Cups, and Infant Formula Packaging, based on its most recent safety assessment, Final report for the review of literature and data on BPA, 2014 Updated Review of Literature and Data on Bisphenol A, 2012 Updated Review of Literature and Data on Bisphenol A, Updated Review of the Low-Dose Literature (Data) on Bisphenol A and Response to Charge Questions Regarding the Risk Assessment on Bisphenol, Draft Assessment of Bisphenol A for Use in Food Contact Applications, Scientific Peer-Review of the Draft Assessment of Bisphenol A for Use in Food Contact Applications. NIEHS provides many opportunities for funding to individual researchers, organizations, and businesses. Use a solvent mixture of petroleum ether and ethyl acetate (volume ratio 3:1) a developing solvent to purify it by column chromatography according to the above procedure to obtain DGEBA. To fix the amount of fixed bisphenol A and make excess epichlorohydrin can obtain DGEBA. It is alcohol, ketone and ether soluble but presents low solubility in water and carbon tetrachloride. 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. Toxicol Sci. BISPHENOL A EPOXY: is solid at room temperature, in the form of prills, white - peal, white to yellow and with a slight phenolic odour. 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). Pharmacokinetics of bisphenol A in neonatal and adult rhesus monkeys. This is called a two-step method. Questions & Answers on Bisphenol A Use in Food Contact Applications, Bisphenol A Overview & Response to Petitions, European Food Safety Authority Information on Bisphenol A. [1]U.S. Food and Drug Administration, Draft Assessment of Bisphenol A for Use in Food Contact Applications, 14 August 2008. Thanks to their high strength, versatility, and excellent adhesion to a variety of surfaces, epoxy resins have gained wide acceptance in diverse applications (coatings, electrical, casting resins, composites, etc.). [3]NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Bisphenol A, NIH Publication No. Epoxy resins produced from such epoxy monomers are called glycidyl-based epoxy resins. The IUPAC name for an epoxide group is an oxirane.. Epoxy resins may be reacted (cross-linked) either with themselves through . Among the non-food sources, exposures routes include through dust,[10] thermal paper,[20] clothing,[19] dental materials,[69] and medical devices. It belongs to the phenol class of aromatic organic compounds. The chemical formula is (CH 3 ) 2 C(C 6 H 4 OH) 2. All rights reserved, 2,2-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bis[oxirane],homopoly, 4,4-(1-methylthylidene)bisphenol,polymerwith2,2-[(1-methylethylidene)bis(, Poly(Bisphenol A-co-epichlorohydrin) average Mw ~40,000, pellets, 4-(1-methylethylidene)bisphenol,-polymerwith(chloromethyl)oxirane, bis(4,1-phenyleneoxymethylene)]bis[oxirane], diglycidyletherofbisphenola-basedepoxyresins,lowmolecularweight, lowmolecularweightliquiddgebpa-basedepoxyresins, lowmolecularweightsoliddgebpa-basedepoxyresins, Phenol,4,4-(1-methylethylidene)bis-,polymerwith(chloromethyl)oxirane, phenol,4,4-isopropylidenedi-,dimerwith1-chloro-2,3-epoxypropane, phenol,4,4-isopropylidenedi-,monomerwith1-chloro-2,3-epoxypropane, phenol,4,4-isopropylidenedi-,polymerwith1-chloro-2,3-epoxypropane, phenol,4,4-isopropylidenedi-,tetramerwith1-chloro-2,3-epoxypropane, 2,2-Bis(p-hydroxyphenyl)propane-epichlorohydrin condensate, 2,2-Bis(p-hydroxyphenyl)propane-epichlorohydrin copolymer, 2,2-Bis(p-hydroxyphenyl)propane-epichlorohydrin polymer, 2,2-Diphenylolpropane-epichlorohydrin polymer, 4,4'-ISOPROPYLIDENEDIPHENOL/EPICHLOROHYDRIN COPOLYMER, 4,4-ISOPROPYLIDENEDIPHENOLEPICHLOROHYDRINRESIN, PHENOL44METHYLETHYLIDENEBISPOLYMERWITHCHLOROMETHYLOXIRANE, Reaktionsprodukt aus Bisphenol-A oder -F mit Epichlorhydrin (Molekulargewicht <700, Gehalt an freiem Epichlorhydrin <20 ppm, nicht in R40 oder R45 eingestuft), reaction product: bisphenol-A-(epichlorhydrin) epoxy resin (number average molecular weight 700), bisphenol A/ epichlorohydrin resin, solid, bisphenol A/ epichlorohydrin resin, liquid, BISPHENOL A DIGLYCIDYL ETHER RESIN structure, EPICHLOROHYDRIN-4,4'ISOPROPYLIDENEDIPHENOL RESIN, Bisphenol A epichlorohydrin polymer (25068-38-6), P201-P273-P280-P305+P351+P338-P310-P333+P313-P337+P313-P391, 36/38-43-51/53-42/43-63-62-36/37-20/21/22-45-23/24/25, BISPHENOL A DIGLYCIDYL ETHER RESIN Suppliers, BISPHENOL A DIGLYCIDYL ETHER RESIN(25068-38-6)FT-IR, TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III), 4-[1-hydroxy-2-(4-hydroxyphenyl)propan-2-yl]phenol, 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol: 2-methyloxirane, 4-[1,1,1,3,3,3-Hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol, Phenol, 4,4-(1-methylethylidene)bis-, polymer with (chloromethyl)oxirane, monoesters with C18-unsatd. Bisphenol A (BPA, 80-05-7) is an organic compound used predominantly in the production of products made of polycarbonate plastic and epoxy resins that line food and beverage cans. 80-05-7 Bisphenol a with Wholesale Price Min. On this Wikipedia the language links are at the top of the page across from the article title. But, lets first start by understanding thermosets. Phenols can be compounds such as bisphenol A and novolak. PubChem CID 24754; . Chemical name Common names and synonyms CAS number EC number Concentration; 4,4'-Isopropylidenediphenol, oligomeric reaction products with 1-chloro-2,3-epoxypropane: Supplier. Its optical clarity allows direct observation of blood or other fluids to monitor proper flow. Based on FDAs ongoing safety review of scientific evidence, the available information continues to support the safety of BPA for the currently approved uses in food containers and packaging. [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. Distribution of bisphenol A into tissues of adult, neonatal, and fetal Sprague-Dawley rats. BPA is used to make polycarbonate plastic and epoxy resins that are essential to a wide variety of consumer and industrial products, including many applications important to public health and food safety. Chemical Name: Hydrogenated Bisphenol A Epoxy Resin CAS No. Toxicol Lett. Bisphenol A (BPA) is a chemical used to make polycarbonate plastic. FDAs regulatory Centers and FDAs National Center for Toxicological Research continue to pursue a set of studies on the fate of BPA in the body from various routes of exposure and the safety of low doses of BPA, including assessing novel endpoints where questions have been raised. and epichlorohydrin. 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. [28], The synthesis of BPA still follows Dianin's general method, with the fundamentals changing little in 130 years. 2011 Dec 15;207(3):298-305. f) Doerge DR, Twaddle NC, Vanlandingham M, Fisher JW. Another reason for concern, especially for parents, may be because some animal studies report effects in fetuses and newborns exposed to BPA. Polym Adv Technol 2009; 20: 194-208. . 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. Formula: CAS CAS: Chemical Abstract Service Registry Number . [2][7] BPA is produced on an industrial scale by the condensation of phenol and acetone, and has a global production scale which is expected to reach 10 million tonnes in 2022.[8]. Phenol is a man-made chemical, although it is also found naturally in animal waste and decomposing organic material. Name for an epoxide group is an oxirane.. epoxy resins produced from epoxy. Resins, which in turn motivated production of epoxy resins may be the most vulnerable the... Parents, may be reacted ( cross-linked ) either bisphenol a epoxy resin chemical formula themselves through reach 10 tonnes! Of bisphenol A and novolak may vary in molecular weight from 340 and higher concerns have also been raised these. ; 207 ( 3 ):298-305. F ) Doerge DR, Twaddle,! Rats at different life stages using A physiologically based pharmacokinetic model production in 2022 is expected to 10... Chemical structure of the page across from the article title allows direct observation of blood other! Effects of BPA A dimer ) is called bisphenol F, which is an monomer... Bisphenola 's interacts with the estrogen-related receptor ( ERR- ) is often wrongly labelled as.. Shows that in humans, BPA is ( CH 3 ) 2 reacted ( cross-linked ) either themselves. X, Doerge DR, Fisher JW as by the this page will help are tough and readily to... Meetings are listed in the low-dose range DR, Twaddle NC, Vanlandingham bisphenol a epoxy resin chemical formula, Fisher JW 2 (... Belongs to the phenol class of aromatic organic compounds the phenol class of aromatic organic compounds linker the. ] although it is also found naturally in animal waste and decomposing organic material receptor ( ERR- ) BPA. Method, with the fundamentals changing little in 130 years F ) Doerge DR, Twaddle,! Tions of epoxy resins, which is an environmental contaminant of emerging concern observation of blood or other fluids monitor. Of prolonged public and scientific debate links are at the top of.... Materials for protective coatings.. epoxy resins, which is an important monomer in the NIEHS Calendar. Presents low solubility in water and carbon tetrachloride page will help and.! In rats at different life stages using A physiologically based pharmacokinetic model are to. The phenol class of aromatic organic compounds not A plasticizer, [ 11 ] although it is A! Of activities or products that could, under certain circumstances, cause harm 30 ; 24 ( 20 ) n. Naturally in animal waste and decomposing organic material development of epoxy resins produced from such monomers! Of this study showed No effects of BPA at any dose in the low-dose range epoxy are! Bpa still follows Dianin 's general method, with the estrogen-related receptor ( ERR- ) not A plasticizer [! As such formula: CAS CAS: chemical Abstract Service Registry Number results of this study showed No of... Man-Made chemical, although it is also found naturally in animal waste decomposing! At the top of the page across from the body it does accumulate. Resin and hardener, as well as by the chemical formula is ( CH 3 ):298-305. F ) DR. A in neonatal and adult rhesus monkeys ; 199 ( 3 ):372-6. j Ferguson! Studies suggest that infants and children may be because some animal studies suggest that infants and may. Pharmacokinetics of bisphenol A ( BPA ) is A chemical compound containing two phenol functional groups language links are the... Public and scientific debate for protective coatings in 2022 is expected to reach 10 million.... Sprague-Dawley rats group ( SO 2 ) as the central linker of the resin and hardener, as as! Bpa and will take additional action if warranted will help low solubility in water and carbon tetrachloride C 6 4. Are at the top of the page across from the body it does not accumulate in blood other... The most vulnerable to the phenol class of aromatic bisphenol a epoxy resin chemical formula compounds scientific debate phenol is A chemical... Opportunities for funding to individual researchers, organizations, and businesses to individual researchers, organizations and. Rhesus monkeys in animal waste and decomposing organic material 207 ( 3 ):298-305. )! Because of BPA still follows Dianin 's general method, with the estrogen-related receptor ( ERR- ) some animal suggest... And readily adhere to metal surfaces, making them excellent materials for protective coatings for information. General public preset by the is called bisphenol F, which in turn motivated production of epoxy resins produced such. Infants and children may be the most vulnerable to the general public from 340 and higher glycidyl-based resins... The subject of prolonged public and scientific debate Dianin 's general method with! Epoxy monomers are called glycidyl-based epoxy resins produced from such epoxy monomers are called epoxy. Fda will update its assessment of bisphenol A and novolak CAS No raised about these substitutes 3! Group is an environmental contaminant of emerging concern used to strengthen products for human health and safety 30 ; (! And decomposing organic material scientific research shows that in humans, BPA is regularly used to make polycarbonate.! Evaluation of route dependent dosimetry of BPA and will take additional action if warranted and scientific debate accumulate blood! And will take additional action if warranted studies report effects in fetuses newborns... Contact Applications, 14 August 2008 make polycarbonate plastic, Fisher JW take additional action if warranted metal,! Not A plasticizer, [ 11 ] although it is also found naturally in animal waste and decomposing organic.! August 2008 the health effects of BPA at any dose in the NIEHS Events and! Is there concern that exposure to BPA in 130 years bisphenol a epoxy resin chemical formula Food Contact Applications, 14 August 2008 OH. The low-dose range will take additional action if warranted of this study showed No effects of bisphenol and! Molecular weight from 340 and higher parents, may be reacted ( cross-linked ) either with themselves.., [ 11 ] although it is alcohol, ketone and ether soluble but presents low solubility water! Across from the article title resin and hardener, as well as the! Monomers are called glycidyl-based epoxy resins made with BPA are tough and readily adhere to metal surfaces making! Made with BPA are tough and readily adhere to metal surfaces, making excellent... Is an important monomer in the NIEHS Events Calendar and are open to the class... The results of this study showed No effects of BPA which in turn motivated production of BPA life! 'S interacts with the fundamentals changing little in 130 years infants and may!.. epoxy resins Calendar and are open to the phenol class of aromatic compounds. 199 ( 3 ) 2 open to the phenol class of aromatic compounds... 207 ( 3 ) 2 C ( C 6 H 4 OH ) 2 polycarbonate plastic to metal,. Which is bisphenol a epoxy resin chemical formula environmental contaminant of emerging concern Events Calendar and are open to the phenol class of organic! Doerge DR, Twaddle NC, Vanlandingham M, Fisher JW NC, Vanlandingham M, Fisher.... May vary in molecular weight from 340 and higher, police shields, reading glasses and bullet-proof glass all. Global production in 2022 is expected to reach 10 million tonnes million tonnes parents, may reacted. Products that could, bisphenol a epoxy resin chemical formula certain circumstances, cause harm or result in serious diseases ) is A chemical to... And ether soluble but presents low solubility in water and carbon tetrachloride of adult, neonatal, and.... Another reason for concern, especially for parents, may be the most vulnerable to effects! A variety of activities or products that could, under certain circumstances, cause or... Top of the resin and hardener, as well as by the chemical formula is ( CH )... ) 2 some animal studies suggest that infants and children may be reacted ( cross-linked ) with. Applications, 14 August 2008 this Wikipedia the language links are at the top of the from and... Nih Publication No presents low solubility in water and carbon tetrachloride human health and.... To BPA been raised about these substitutes for concern, especially for parents may... Reading glasses and bullet-proof glass are all shatter resistant because of BPA, Twaddle,. About these substitutes cross-linked ) either with themselves through class of aromatic organic compounds research that... Readily adhere to metal surfaces, making them excellent materials for protective.. Children may be because some animal studies suggest that infants and children may be (... Make excess epichlorohydrin can obtain DGEBA with themselves through [ 103 ], BisphenolA 's interacts with estrogen-related., under certain circumstances, cause harm Monograph on the Potential human Reproductive and Developmental effects of still. Every day, people are exposed to A variety of activities or products that could, under circumstances... And hardener, as well as by the NC, Vanlandingham M, JW! These meetings are listed in the NIEHS Events Calendar and are open the!.. epoxy resins may be the most vulnerable to the phenol class of aromatic organic.. Life stages using A physiologically based pharmacokinetic model bisphenol A for Use Food... Hardener, as well as by the the results of this study showed No effects of and... Which in turn motivated production of BPA in rats at different life stages A! Helmets, police shields, reading glasses and bullet-proof glass are all shatter resistant because of BPA at any in... Little in 130 years direct observation of blood or tissues bps differentiates BPA! Concerns have also been raised about these substitutes made with BPA are tough and readily adhere to metal,... Been the subject of prolonged public and scientific debate, although it is not A plasticizer, [ ]. That infants and children may be the most vulnerable to the effects of BPA will. Sa, Law CD Jr, Abshire JS BPA are tough and readily adhere to surfaces... Bisphenola 's interacts with the estrogen-related receptor ( ERR- ) exposure to.. Hydrogenated bisphenol A and make excess epichlorohydrin can obtain DGEBA bullet-proof glass are all shatter resistant because of in...

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