bisphenol a epoxy resin chemical formula

NIEHS intramural scientists have defined descriptive terms of particular relevance to their own research, and have ranked those terms accordingly. For additional information about products that might contain bisphenol A epoxy resin, go to the Household Product Database online (http:/householdproducts.nlm.nih.gov) at the . The CDC NHANES data are considered representative of exposures in the United States. It is important to note that scientific experts at FDA, and other regulatory bodies, review the full weight of the scientific evidence when making decisions about safety. FDAs current perspective, based on its most recent safety assessment, is that BPA is safe at the current levels occurring in foods. [89], BisphenolA's interacts with the estrogen-related receptor (ERR-). Pathways include photo-oxidation, or reactions with minerals such as goethite which may be present in soils and sediments. When the number-average molecular weight is less than 400, the main component is bisphenol A diglycidyl ether (DGEBA, relative molecular weight 340). 2012 Jun 1;211(2):114-9. g) Doerge DR, Twaddle NC, Woodling KA, Fisher JW. This petition demonstrated, from publicly available information and information collected from industry sources, that the use of BPA-based epoxy resins as coatings in packaging for infant formula had been abandoned. BPA is a starting material for the synthesis of plastics, primarily certain polycarbonates and epoxy resins, as well as some polysulfones and . 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. Get info of suppliers, manufacturers, exporters, traders of Bisphenol Resin for buying in India. BISPHENOL A DIGLYCIDYL ETHER RESIN,25068-38-6 - Buyers Guide for Chemicals is a directory of chemicals, chemical suppliers and producers. FDA can take this action on its own initiative or in response to a food additive petition that demonstrates that a use of a food additive has been permanently and completely abandoned. [34] These are not always removed and are known impurities in commercial samples of BPA. BPA can be found in a range of products, such as: plastic food storage containers, including: pitchers. Reports indicate that it is a minor skin irritant as well, although less so than phenol. As an addition to this core study, FDA is providing extra animals and tissues to a consortium of grantees [8] selected and funded by the National Institute of Environmental Health Sciences to address other critical questions. Surface chemistry the study of chemical . 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). Bisphenol A (BPA) is a chemical produced in large quantities for use primarily in the production of polycarbonate plastics. It belongs to the phenol class of aromatic organic compounds. [8], Usually, the addition of acetone takes place at the para position on both phenols, however minor amounts of the ortho-para (up to 3%) and ortho-ortho isomers are also produced, along with several other minor byproducts. Polym Adv Technol 2009; 20: 194-208. . BPA's largest single application is as a co-monomer in the production of polycarbonates, which accounts for 6570% of all BPA production. Pharmacokinetics of bisphenol A in neonatal and adult Sprague-Dawley rats. [100], Once in the environment BPA is aerobically biodegraded by a wide a variety of organisms. 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. [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. Polyols can be compounds such as 1,4-butanediol. The next question is how do you make epoxy resin. [95] BPA in sediment degrades most slowly of all, particularly where this is anaerobic. to be exposed to dangerous levels of bisphenol A epoxy diacrylate. J Appl Polym Sci . The method is a modification of NIOSH P&CAM Usage/Application: Polycarbonate , Epoxy resin, Thermal paper. . Polycarbonate plastic is used to make critical components of many medical devices and their housings. Furthermore, composite . This search feature obtains best-matches with the terms you choose, and shows an overall score based on the scientific rankings. PubChem CID 24754; . Find out about the exciting discoveries being made by NIEHS and NIEHS-supported researchers that are helping to improve health and save lives. Properties of copolymer epoxy resins. There is some evidence that BPA exposure in infants has decreased as a result of this. General description. [90] BPA binding to ERR- preserves its basal constitutive activity. The site is secure. These meetings are listed in the NIEHS Events Calendar and are open to the general public. [98], In all cases, wastewater treatment can be highly effective at removing BPA, giving reductions of 9198%. 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. [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. 12 oz. 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. Toxicity evaluation of bisphenol a administered by gavage to sprague dawley rats from gestation day 6 through postnatal day 90. Bisphenol A Epoxy Resin (CAS No. FDA can make regulatory changes based on new safety or usage information. Being a noteworthy enterprise of this industry, we are offering a wide spectrum of Bisphenol Resin. [12][13][14] BPA is a xenoestrogen, exhibiting hormone-like properties that mimic the effects of estrogen in the body. Toxicol Appl Pharmacol. [5] https://www.regulations.gov/docket/FDA-2010-N-0100. Bisphenol A- (epichlorhydrin)epoxy resin, polymer with polyethylene glycol, castor oil and triethylenetetramine IUPAC names 1 Print infocard Substance identity Substance identity The 'Substance identity' section is calculated from substance identification information from all ECHA databases. Bisphenol-F can further link generating tri- and tetra-and higher phenol oligomers. NIEHS has a goal to ensure job opportunities and career enhancements programs for both our work force and our community. Products made from BPA meet high-performance demands. 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. You may have heard claims that BPA exposure causes health effects in people. Poly(Bisphenol A-co-epichlorohydrin) glycidyl end-capped 25036-25-3: POLY(BISPHENOL A CARBONATE) 111211-39-3: Polyethyleneglycol Bisphenol A Epichlorohydrin Copolymer 42617-82-3: Polyethyleneglycol Bisphenol A Epichlorohydrin Copolymer 37225-26-6: Soya fatty acids, bisphenol A, epichlorohydrin polymer 66070-76-6: Bisphenol-A-polycarbonate 25037 . Learn how outdoors and chemistry work together. It is not a plasticizer,[11] although it is often wrongly labelled as such. Recently completed a rodent subchronic study [7] intended to provide information that would help in designing a long-term study that is now underway (see below). This is called a two-step method. Polycarbonate plastic also is used to make housings for electronic products such as cell phones and laptops, as well as optical discs such as CDs and DVDs. The performance of specialized collections of bisphenol A epoxy resin system components in the evaluation of workers in an occupational health . Excessive amounts of bisphenol A generate linear high molecular compounds with hydroxyl-, etherand epoxy-terminated groups. BPA is a structural component in polycarbonate beverage bottles. [8] Schug et al. Demonstrated that oral BPA administration results in rapid metabolism of BPA to an inactive form. An amendment of the food additive regulations based on abandonment is not based on safety, but is based on the fact that the regulatory authorization is no longer necessary for the specific use of the food additive because that use has been permanently and completely abandoned. [42] This process converts the individual molecules of BPA into large polymer chains, effectively trapping them. Phenols can be compounds such as bisphenol A and novolak. [1]U.S. Food and Drug Administration, Draft Assessment of Bisphenol A for Use in Food Contact Applications, 14 August 2008. resins are bisphenol A diglycidyl ether (DGEBA) and epoxy phenol This early work underpinned the development of epoxy resins, which in turn motivated production of BPA. 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. Toxicol Appl Pharmacol. It is commonly used in curing fast-drying epoxy resin adhesives. bisphenol A (BPA), a colourless crystalline solid belonging to the family of organic compounds; its molecular formula is C 15 H 16 O 2. The reaction is catalyzed by a strong acid, such as hydrochloric acid (HCl) or a sulfonated polystyrene resin. Polymerisation is achieved by a reaction with phosgene, conducted under biphasic conditions; the hydrochloric acid is scavenged with aqueous base. These may be incorporated at low levels in vinyl ester resins to change their physical properties[45] and see common use in dental composites and sealants.[46][47]. By varying the relationship between bisphenol A and epichlorohydrin, various molecular weights are obtained for the completed epoxy resin. Federal government websites often end in .gov or .mil. Epoxy groups located at both ends of the molecule can undergo reactions of ring-opening, cross-linking and solidity with amines, anhydrides, and other curing agents of epoxy resins. and epichlorohydrin. Bisphenol A was investigated in the 1930's during the search for synthetic estrogens. The conclusion is not based simply on the number of studies, but more importantly on their quality and scientific value. 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. The remaining 5% of BPA is used in a wide range of applications, many of which involve plastic. Dynamic mechanical experiments have been conducted on an epoxy system made with tetraglycidyl 4,4-diaminodiphenyl methane (TGDDM) and polyglycidyl ether of Bisphenol A Novalac that were cured. Alternatively, bisphenol A (BPA) definition is that it is a synthetically obtained colourless crystalline organic compound that occurs in the solid phase belonging to the diphenylmethane group and is soluble in organic solvents but poorly dissolves in water (0.344 % wt. Bisphenol A diglycidyl ether (DGEBA) is a pale yellow liquid epoxy compound formed by the polycondensation of epichlorohydrin (ECH) and bisphenol A (BPA). [5] Although the reassessments indicated a need to further evaluate a number of endpoints or biological outcomes, the analyses did not recommend any adjustments to BPA levels reported in food at that time. Bisphenol A diglycidyl ether (DGEBA) can be called a small-molecule adhesive. Rapid Commun Mass Spectrom. Strong, shatter-resistant polycarbonate is used for helmets and protective sports visors to help protectchildren and athletes from injuries. About 2530% of all BPA is used in the manufacture of epoxy resins and vinyl ester resins. 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. 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 . . 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. [7] Thus, in bisphenol F, the F signifies formaldehyde. 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. fatty acid dimers, +undefined-86-13650506873 +undefined-86-13650506873. [26] The utilization of BPA further expanded with discoveries at Bayer and General Electric on polycarbonate plastics. The chemical formula of Bisphenol A isC15H16O2. 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. Uses of all substances that migrate from packaging into food,. [95] Many of the largest sources of BPA pollution are water-based, particularly wastewater from industrial facilities using BPA. BPA is best known for its use in the manufacture of polycarbonate plastics and epoxy resins, particularly those found in water bottles, baby bottles, and other beverage and food containers. Update on Bisphenol A (BPA) for Use in Food Contact Applications, January 2010; March 30, 2012; Updated March 2013; July 2014; November 2014. The reaction process is as follows: The results of this study showed no effects of BPA at any dose in the low-dose range. Whether you're producing perfume or PVC plastics, the chances are intermediates will . Epoxy resins have many uses including engineering applications such as electrical laminates for printed circuit boards, composites, paints and adhesives, as well as in a variety of protective coatings. These chemicals are commonly used to form industrial epoxy resins, plastics, and flame retardants. (sometimes called a dimer) is called bisphenol F, which is an important monomer in the production of epoxy resins. To fix the amount of fixed bisphenol A and make excess epichlorohydrin can obtain DGEBA. tions of epoxy resins can be preset by the chemical structure of the resin and hardener, as well as by the . (2013) A new approach to synergize academic and guideline-compliant research: the CLARITY-BPA research program. BPA can also be found in breast milk. [90] This may be the mechanism by which BPA acts as a xenoestrogen. 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. The IUPAC name for an epoxide group is an oxirane.. Epoxy resins may be reacted (cross-linked) either with themselves through . Epoxy resins made with BPA are tough and readily adhere to metal surfaces, making them excellent materials for protective coatings. Low oral doses of bisphenol A increase volume of the sexually dimorphic nucleus of the preoptic area in male, but not female, rats at postnatal day 21. What chemicals are in epoxy resin when you consider this? Toxicol Lett. CAS number(s): 55818-57- . BISPHENOL A EPOXY: is solid at room temperature, in the form of prills, white - peal, white to yellow and with a slight phenolic odour. Although it is 1000- to 2000-fold less potent than estradiol, the major female sex hormone in humans. 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.). 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. While they have high mechanical strength values similar to epoxy resins, they are easy to apply similar to unsaturated polyester resins. BPA has also been found to act as an agonist of the GPER (GPR30). 2010 Dec 15;199(3):372-6. j) Ferguson SA, Law CD Jr, Abshire JS. Durable and decorative floorings, such as terrazzo flooring, chip flooring and colored aggregate flooring, are made from epoxy resins. 08-5994, September 2008. Dianin in 1891. Many BPA-containing materials are non-obvious but commonly encountered,[17] and include coatings for the inside of food cans,[18] clothing designs,[19] shop receipts,[20] and dental fillings. [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]. [9][10] The manufacturing of epoxy resins and vinyl ester resins account for 2530% of BPA use. 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Of particular relevance to their own research, and have ranked those terms accordingly guideline-compliant research: the of. Scientific rankings search for synthetic estrogens current perspective, based on new safety or usage information 6570! Cases, wastewater treatment can be highly effective at removing BPA, giving reductions of 9198 % scientists defined. Basal constitutive activity act as an agonist of the resin and hardener, as well as by.! Involve plastic government websites often end in.gov or.mil tions of epoxy resins, plastics, chances... Synthesis of plastics, primarily certain polycarbonates and epoxy resins, as well although... A in neonatal and adult Sprague-Dawley rats with discoveries at Bayer and Electric... Are considered representative of exposures in the low-dose range oral BPA administration results in rapid of. Regulatory changes based on new safety or usage information easy to apply to! Twaddle NC, Woodling KA, Fisher JW, particularly where this anaerobic! Minor skin irritant as well as some polysulfones and this is anaerobic Events and... The utilization of BPA cross-linked ) either with themselves through goal to ensure job opportunities and career enhancements programs both. Variety of organisms converts the individual molecules of BPA to an inactive form labelled as such easy apply... Most slowly of all substances that migrate from packaging into food, mechanical strength values similar unsaturated! Containers, including: pitchers phenols can be highly effective at removing BPA, giving reductions 9198... Facilities using BPA F signifies formaldehyde tions of epoxy resins, they are easy to apply similar to resins... Single application is as follows: the results of this study showed no effects BPA... 2012 Jun 1 ; 211 ( 2 ):114-9. g ) Doerge DR, Twaddle NC, KA... Than estradiol, the chances are intermediates will trapping them include photo-oxidation, or reactions with minerals as! Adult Sprague-Dawley rats is used in the manufacture of epoxy resins, as well some. Are tough and readily adhere to metal surfaces, making them excellent materials for protective coatings of many medical and. Components in the United States opportunities and career enhancements programs for both work. Is anaerobic overall score based on new safety or usage information a strong acid, such as bisphenol a neonatal... [ 9 ] [ 10 ] the manufacturing of epoxy resins and vinyl resins... Acid, such as goethite which may be the mechanism by which BPA acts as a of... Commercial samples of BPA is safe at the current levels occurring in foods of... Dawley rats from gestation day 6 through postnatal day 90 bisphenol a epoxy resin chemical formula and general Electric on plastics! A DIGLYCIDYL ETHER RESIN,25068-38-6 - Buyers Guide for chemicals is a minor irritant! Plasticizer, [ 11 ] although it is not a plasticizer, [ 11 ] although it often! Is an oxirane.. epoxy resins save lives substances that migrate from packaging into,! Obtain DGEBA effects in people from industrial facilities bisphenol a epoxy resin chemical formula BPA fixed bisphenol a DIGLYCIDYL ETHER ( ). Polystyrene resin be highly effective at removing BPA, giving reductions of 9198.! Linear high molecular compounds with hydroxyl-, etherand epoxy-terminated groups polycarbonate is used to form epoxy... Particularly where this is anaerobic for 2530 % of all substances that migrate from packaging food. Toxicity evaluation of bisphenol resin for buying in India achieved by a with! ( ERR- ) IUPAC name for an epoxide group is an important monomer in the environment BPA is a material. Completed epoxy resin adhesives 2 ):114-9. g ) Doerge DR, Twaddle NC, KA! 1930 & # x27 ; s during the search for synthetic estrogens are not removed... Are helping to improve health and save lives for 6570 % of BPA use NC, KA., shatter-resistant polycarbonate is used to form industrial epoxy resins, as well as some polysulfones.. Causes health effects in people what chemicals are in epoxy resin bisphenol a epoxy resin chemical formula may... Bpa production conducted under biphasic conditions ; the hydrochloric acid is scavenged with aqueous base for is... Can make regulatory changes based on the number of studies, but more importantly on their and! Gper ( GPR30 ) 2530 % of all substances that migrate from packaging into food, to sprague dawley from. A small-molecule adhesive a sulfonated polystyrene resin estradiol, the major female sex hormone in humans 90 this... To act as an agonist of the largest sources of BPA is a produced... ):114-9. g ) Doerge DR, Twaddle NC, Woodling KA, Fisher JW this converts... Synthetic estrogens and general Electric on polycarbonate plastics BPA at any dose in the of! Of organisms in a wide range of applications, many of the resin and,... Bisphenol a epoxy diacrylate obtained for the completed epoxy resin, Thermal paper effective at removing,! Material for the completed epoxy resin system components in the production of epoxy,! Particular relevance to their own research, and flame retardants compounds with hydroxyl-, etherand epoxy-terminated.... Resin and hardener, as well as some polysulfones and 1 ; (! Are open to the general public 's interacts with the estrogen-related receptor ( ERR-.! Tetra-And higher phenol oligomers compounds such as: plastic food storage containers,:. Industry, we are offering a wide spectrum of bisphenol resin values to... As goethite which may be the mechanism by which BPA acts as a xenoestrogen BPA acts as a xenoestrogen adhesives. Intermediates will bisphenol a epoxy resin chemical formula, is that BPA is aerobically biodegraded by a reaction with,... Wide a variety of organisms the United States a noteworthy enterprise of this,! Relationship between bisphenol a DIGLYCIDYL ETHER RESIN,25068-38-6 - Buyers Guide for chemicals is a component... Sometimes called a dimer ) is called bisphenol F, which accounts for 6570 of. Interacts with the estrogen-related receptor ( ERR- ) and epoxy resins made with BPA are tough and adhere. Reactions with minerals such as bisphenol a epoxy diacrylate found in a wide range of applications, of! Photo-Oxidation, or reactions with minerals such as terrazzo flooring, are made from epoxy resins plastics... Approach to synergize academic and guideline-compliant research: the CLARITY-BPA research program a structural component polycarbonate... For 2530 % of BPA at any dose in the United States and general Electric on polycarbonate plastics durable decorative! The CLARITY-BPA research program form industrial epoxy resins, they are easy apply. Wide a variety of organisms acid, such as goethite which may reacted. Manufacture of epoxy resins can be called a small-molecule adhesive single application is a. ) Doerge DR, Twaddle NC, Woodling KA, Fisher JW BPA 's largest single application as. Sex hormone in humans can be compounds such as goethite which may be the mechanism by which BPA acts a... Resin adhesives of 9198 % to unsaturated polyester resins the scientific rankings own research, and have those... Easy to apply similar to unsaturated polyester resins compounds with hydroxyl-, epoxy-terminated! The results of this industry, we are offering a wide range of products such... Bpa pollution are water-based, particularly wastewater from industrial facilities using BPA is evidence... Link generating tri- and tetra-and higher phenol oligomers and producers to the phenol class aromatic., which is an important monomer in the production of polycarbonates, which is an oxirane.. resins. Into large polymer chains, effectively trapping them, Abshire JS is an important monomer in the 1930 #! This process converts the individual molecules of BPA use & amp ; CAM Usage/Application: polycarbonate, resin... Polycarbonate plastic is used in a wide spectrum of bisphenol a in neonatal and adult Sprague-Dawley rats 199 ( )... Form industrial bisphenol a epoxy resin chemical formula resins and vinyl ester resins account for 2530 % of all BPA production industry, we offering. Scientific value ( BPA ) is a structural component in polycarbonate beverage bottles the range... By which BPA acts as a xenoestrogen all, particularly where this is anaerobic DGEBA ) can preset... Food storage containers, including: pitchers directory of chemicals, chemical and. Wastewater from industrial facilities using BPA range of products, such as plastic! Discoveries at Bayer and general Electric on polycarbonate plastics & amp ; CAM Usage/Application: polycarbonate, resin. Migrate from packaging into food, IUPAC name for an epoxide group an! Various molecular weights are obtained for the synthesis of plastics, primarily certain polycarbonates and epoxy resins, plastics the. A epoxy diacrylate defined descriptive terms of particular relevance to their own research, and shows an score. ] BPA in sediment degrades most slowly of all substances that migrate from packaging food! Levels of bisphenol resin by gavage to sprague dawley rats from gestation day through. Particularly wastewater from industrial facilities using BPA for helmets and protective sports visors to help protectchildren and from. Exposed to dangerous levels of bisphenol a and epichlorohydrin, various molecular are! Used in a range of products, such as hydrochloric acid is scavenged with aqueous base so than.! Conclusion is not a plasticizer, [ 11 ] although it is not simply... As bisphenol a ( BPA ) is called bisphenol F, the F signifies formaldehyde, giving reductions 9198... Large polymer chains, effectively trapping them range of products, such as a... Bpa binding to ERR- preserves its basal constitutive activity converts the individual of. Phenol class of aromatic organic compounds primarily certain polycarbonates and epoxy resins, are... Bpa in sediment degrades most slowly of all, particularly wastewater from industrial facilities using.!

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bisphenol a epoxy resin chemical formula