Polytetrafluoroethylene 30791 223348356 2008-07-03T18:07:43Z Amatulic 524544 /* External links */ rv linkspam added by serial spammer 64.32.153.12 {{chembox new <!-- please see [[Polytetrafluoroethylene (data page)]] for the full transcluded template. --> | ImageFile = Teflon structure.PNG | ImageSize = 130px | ImageFile1 = PTFE-3D-vdW.png | ImageSize1 = 250px | IUPACName = Poly(tetrafluoroethene) | SystematicName = Poly(tetrafluoroethylene) | OtherNames = Teflon | Section1 = {{Chembox Identifiers | Abbreviations = PTFE | CASNo = 9002-84-0}} | Section2 = {{Chembox Properties | Formula = C<sub>''n''</sub>F<sub>2''n'' | Density = 2200 kg m<sup>−3</sup> | MeltingPt = 327 °C}} }} In [[chemistry]], '''poly(tetrafluoroethene)''' or '''poly(tetrafluoroethylene)''' ('''PTFE''') is a synthetic [[fluoropolymer]] which finds numerous applications. PTFE's most well known trademark in the industry is the [[DuPont]] brand name '''[[Teflon]]'''. Water and water-containing substances like most foods do not wet PTFE, therefore adhesion to PTFE surfaces is inhibited. Due to this property PTFE is used as a [[non-stick]] coating for pans and other cookware. It is very non-reactive, and so is often used in containers and pipework for reactive and corrosive chemicals. Where used as a lubricant, PTFE reduces friction, wear and energy consumption of machinery. == History == PTFE was accidentally invented by [[Roy Plunkett]] of [[Kinetic Chemicals]]<ref>[http://www.refrigerants.dupont.com/Suva/en_US/about/history/history_1930.html|Dupont history timeline]</ref> in 1938.<ref>[http://www.chemheritage.org/classroom/chemach/plastics/plunkett.html Roy J. Plunkett] Chemical Heritage Foundation. Retrieved [[10 September]] 2006.</ref> While Plunkett was attempting to make a new [[CFC]] refrigerant, the [[perfluorethylene]] polymerized in its pressurized storage container. (In this original chemical reaction, iron from the inside of the container acted as a catalyst.) Kinetic Chemicals patented it in 1941 and registered the Teflon trademark in 1944.<ref>[http://www.dupont.com/teflon/bakeware/power.html The story of Teflon]</ref> The original patent number is US2,230,654.<ref>{{patent|US|2230654|Tetrafluoroethylene polymers}}</ref> Teflon was first sold commercially in 1946. By 1950, DuPont had acquired full interest in Kinetic Chemicals and was producing over a million pounds (450 t) per year in [[Parkersburg, West Virginia]]. In 1954, French engineer [[Marc Grégoire]] created the first pan coated with Teflon non-stick resin under the brandname of Tefal after his wife urged him to try the material that he'd been using on fishing tackle on her cooking pans.<ref>[http://home.nycap.rr.com/useless/teflon/index.html Teflon History - Retrieved October 15, 2007]</ref> In the United States, Kansas City, Missouri resident [[Marion A. Trozzolo]], who had been using the substance on scientific utensils, marketed the first frying pan, "The Happy Pan," in 1961.<ref>[http://select.nytimes.com/search/restricted/article?res=F50711F93A5D0C728EDDAB0994DE484D81 TEFLON MAKER: OUT OF FRYING PAN INTO FAME - New York Times - December 21, 1986]</ref> An early advanced use was in the [[Manhattan Project]] as a material to coat valves and seals in the pipes holding highly reactive [[uranium hexafluoride]] in the vast [[enriched uranium|uranium enrichment]] plant at [[Oak Ridge, Tennessee]], when it was known as K-25. == Properties == [[Image:100 0783.JPG|thumb|left|PTFE is often used to coat non-stick [[frying pan]]s as it is not water-wettable and possesses fairly high heat resistance.]] PTFE is a white solid at room temperature, with a [[density]] of about 2.2 g/cm³. According to DuPont its melting point is 327 °C (620.6 °F), but its properties degrade above 260 °C (500 °F).<ref name=dupont>http://www2.dupont.com/Teflon_Industrial/en_US/tech_info/techinfo_compare.html Fluoropolymer Comparison - Typical Properties] www2.dupont.com. Retrieved [[10 September]] 2006.</ref> The [[coefficient of friction]] of plastics is usually measured against polished steel.<ref>[http://www.matweb.com/reference/coefficient-of-friction.asp Coefficient of Friction (COF) Testing of Plastics] MatWeb Material Property Data Retrieved 1 January 2007.</ref> PTFE's coefficient of friction is 0.1 or less<ref name=dupont/>, which is the second lowest of any known solid material ([[Diamond-like carbon]] being the first). PTFE's resistance to [[van der Waals force]]s means that it is the only known surface to which a [[gecko]] cannot stick.<ref>[http://socrates.berkeley.edu/~peattiea/research_main.html Research<!-- Bot generated title -->]</ref> PTFE has excellent [[dielectric]] properties. This is especially true at high [[radio frequency|radio frequencies]], making it suitable for use as an [[Electrical insulation|insulator]] in [[cable]]s and [[connector]] assemblies and as a material for [[printed circuit board]]s used at [[microwave]] frequencies. Combined with its high melting temperature, this makes it the material of choice as a high-performance substitute for the weaker and lower melting point [[polyethylene]] that is commonly used in low-cost applications. Its extremely high bulk [[resistivity]] makes it an ideal material for fabricating long life [[electret]]s, useful devices that are the [[electrostatic]] analogues of [[magnet]]s. Because of its chemical inertness, PTFE cannot be cross-linked like an [[elastomer]]. Therefore it has no "memory," and is subject to [[creep (deformation)|creep]] (also known as "cold flow" and "compression set"). This can be both good and bad. A little bit of creep allows PTFE seals to conform to mating surfaces better than most other plastic seals. Too much creep, however, and the seal is compromised. Compounding fillers control unwanted creep and improve wear, friction, and other properties. Sometimes metal springs apply continuous force to PTFE seals to give good contact, while permitting some creep. == Applications == [[Image:Metrodome roof.JPG|thumb|right|The roof of the [[Hubert H. Humphrey Metrodome]] is made of 20 acres of teflon-coated fiberglass]] Due to its low friction, it is used for applications where sliding action of parts is needed: [[bearing (mechanical)|bearings]], [[bushing]]s, [[gear]]s, [[slide plate]]s, etc. In these applications it performs significantly better than [[nylon]] and [[polyoxymethylene|acetal]]; it is comparable to [[Ultra high molecular weight polyethylene|ultra high-molecular weight polyethylene]] (UHMWPE), although UHMWPE is more resistant to wear than Teflon. For these applications, versions of teflon with mineral oil or [[molybdenum disulfide]] embedded as additional [[lubricant]]s in its matrix are being manufactured. [[Gore-Tex]] is a material incorporating fluoropolymer membrane with micropores. The roof of the [[Hubert H. Humphrey Metrodome]] in [[Minneapolis]] is one of the largest applications of Teflon PTFE coatings on Earth, using 20 [[acre]]s (about 8 [[hectare]]s) of the material in a double-layered, white dome, made with PTFE-coated fiberglass, that gives the stadium its distinctive appearance. The [[Millennium Dome]] in [[London]] is also substantially made of PTFE. Powdered PTFE is used in [[pyrotechnic composition]]s as [[oxidizer]] together with powdered metals such as [[aluminium]] and [[magnesium]]. Upon ignition these mixtures form carbonaceous [[soot]] and the corresponding metal [[fluoride]] and release large amounts of heat. Hence they are used as [[infrared decoy flare]]s and [[igniter]]s for [[solid-fuel rocket]] [[propellant]]s.<ref name=koch>E.-C. Koch "Metal-Fluorocarbon Pyrolants:III. Development and Application of Magnesium/Teflon/Viton" Propellants Explosives Pyrotechnics (2002),27(5),pp. 262-266.</ref> PTFE is also used in [[body piercing]]s, such as a sub-clavicle piercing, due to its flexibility and bio-compatibility. In optical [[radiometry]], sheets made from PTFE are used as measuring heads in spectroradiometers and broadband radiometers (e.g. [[illuminance]] meter and [[UV]] [[radiometer]]) due to its capability to diffuse a transmitting light nearly perfectly. Moreover, optical properties of PTFE stay constant over a wide range of wavelengths, from UV up to near [[infrared]]. In this region, the relation of its regular transmittance to diffuse transmittance is negligibly small so light transmitted through a [[diffuser (optics)|diffuser]] (PTFE sheet) radiates like [[Lambert's cosine law]]. Thus, PTFE enables cosinusoidal angular response for a detector measuring the power of optical radiation at a surface, e.g., in solar [[irradiance]] measurements. PTFE is also used to coat certain types of hardened, [[kinetic energy penetrator|armor-piercing bullets]], so as to reduce the amount of wear on the firearm's rifling. These are often referred to as [[Teflon coated bullet|"cop-killer" bullets]] by virtue of PTFE's supposed ability to ease a bullet's passage through [[body armor]]. However, this is simply an urban myth as PTFE has no effect in the bullet's ability to penetrate soft body armor.{{Fact|date=April 2008}} PTFE's low frictional properties have also been utilized as [[computer mice]] feet such as the [[Logitech G5]] and [[Logitech G7]] computer mice series from [[Logitech]] or most Razer gaming mice (e.g the Deathadder, Lachesis). The low-friction provided by PTFE allows the mice to be moved and glide across surfaces smoothly and with less effort. PTFE's high corrosion resistance makes it ideal for laboratory environments as containers, magnetic stirrers and tubing for highly corrosive chemicals such as hydrofluoric acid, which will dissolve glass containers. PTFE can be used as a [[thread seal tape]] in plumbing applications. PTFE grafts can be used to bypass stenotic arteries in peripheral vascular disease, if a suitable autologous vein graft is not available. PTFE can be used to prevent insects climbing up surfaces painted with the material. PTFE is so slippery that insects cannot get a grip and tend to fall off. For example PTFE is used to prevent ants climbing out of formicariums. == Production == [[Image:Free radical polymerization of tetrafluoroethylene.gif|thumb]] [[Image:Fluorination of polyethylene.gif|thumb]] PTFE is either synthesized by the [[emulsion polymerization]] of [[tetrafluoroethylene]] monomer under pressure, using free-radical catalysts, or it may be produced by the direct substitution of hydrogen atoms on [[polyethylene]] with fluorine, using polyethylene and [[fluorine]] gas at 20 °C.<ref>Mike Orthner, [http://www.eng.utah.edu/~nairn/mse/students/MSE3410/Teflon/synthesis.html Polytetrafluoroethylene/"Teflon" Synthesis], accessed on 02 Oct 2006.</ref> == Safety == While PTFE itself is chemically inert and non-toxic, it begins to deteriorate after the temperature of cookware reaches about 500 °F (260 °C), and decompose above 660 °F (350 °C).<ref name=kqat>DuPont, [http://www.teflon.com/Teflon/teflonissafe/keyquestions.html#q3 Key Questions About Teflon®], accessed on 03 Dec 2007.</ref> These degradation products can be lethal to [[bird]]s, and can cause flu-like symptoms in humans.<ref name=kqat/> By comparison, cooking fats, oils, and butter will begin to scorch and smoke at about 392 °F (200 °C), and meat is usually fried between 400&ndash;450 °F (200&ndash;230 °C), but empty cookware can exceed this temperature if left unattended on a hot burner. A 1959 study, (conducted before the [[U.S. Food and Drug Administration]] approved the material for use in food processing equipment) showed that the toxicity of fumes given off by the coated pan on dry heating was less than that of fumes given off by ordinary cooking oils.<ref>{{cite web |url=http://www.fda.gov/bbs/topics/CONSUMER/CON00036.html |title=Is That Newfangled Cookware Safe? |publisher=Food and Drug Administration |author=Dale Blumenthal |accessdate=2006-05-20 }}</ref> === Carcinogens in production === The [[United States Environmental Protection Agency]]'s scientific advisory board found in 2005 that [[perfluorooctanoic acid]] (PFOA), a chemical compound used to make Teflon, is a "likely [[carcinogen]]." This finding was part of a draft report that has yet to be made final.<ref>{{cite web |url=http://www.epa.gov/sab/panels/pfoa_rev_panel.htm |publisher=Environmental Protection Agency |title= Perfluorooctanoic acid human health risk assessment review panel |accessdate=2005-05-20 }}</ref> DuPont settled for $300 million in a 2004 lawsuit filed by residents near its manufacturing plant in Ohio and West Virginia based on groundwater pollution from this chemical. Currently this chemical is not regulated by the EPA. In January 2006, DuPont, the only company that manufactures PFOA in the US, agreed to eliminate releases of the chemical from its manufacturing plants by 2015,<ref>{{cite news |url=http://www.washingtonpost.com/wp-dyn/content/article/2006/01/25/AR2006012502041.html |title=Harmful PTFE chemical to be eliminated by 2015 |author=Juliet Eilperin |work=[[Washington Post]] |date=[[2006-01-26]] |accessdate=2006-09-10}}</ref> but did not commit to completely phasing out its use of the chemical. This agreement is said to apply to not only PTFE used in cookware but also other products such as food packaging, clothing, and carpeting. DuPont also stated that it cannot produce PTFE without the use of the chemical PFOA, although it is looking for a substitute. PFOA is used only during the manufacture of the product&mdash;only a trace amount of PFOA remains after the curing process. DuPont maintains that there should be no measurable amount of PFOA on a finished pan, provided that it has been properly cured.<ref name="PFOA_DuPont">{{ cite web | url = http://www2.dupont.com/PFOA/en_US/about_teflon/ | publisher = DuPont | title = About Teflon | accessdate = 2006-05-20 }}</ref> == Similar polymers == [[Image:PFA structure.PNG|right|thumb|Teflon is also used as the trade name for a polymer with similar properties, perfluoroalkoxy polymer resin (PFA).]] Other polymers with similar composition are also known by the [[Teflon]] name: *[[Perfluoroalkoxy|PFA (perfluoroalkoxy polymer resin)]] *[[Fluorinated ethylene propylene|FEP (fluorinated ethylene-propylene)]] They retain the useful properties of PTFE of low friction and non-reactivity, but are more easily formable. FEP is softer than PTFE and melts at 260°C; it is highly transparent and resistant to sunlight.<ref>[http://www.texloc.com/closet/cl_fep_properties.htm FEP Detailed Properties] Parker-TexLoc, [[13 April]] 2006. Retrieved [[10 September]] 2006. </ref> == See also == * [[Magnesium/Teflon/Viton]] * [[Polymer fume fever]] * [[Gore-Tex]] == Footnotes == {{reflist}} ==References== * {{Cite journal | last = Ellis | first = D.A. | last2 = Mabury | first2 = S.A. | last3 = Martin | first3 = J.W. | last4 = Muir | first4 = D.C.G. | coauthors = Mabury, S.A.; Martin, J.W.; Muir, D.C.G. | date = 2001 | year = 2001 | title = Thermolysis of fluoropolymers as a potential source of halogenated organic acids in the environment | journal = Nature | volume = 412 | issue = 6844 | pages = 321–324 | doi = 10.1038/35085548 }} ==External links== * [[DuPont]] (2005). [http://www.teflon.com/NASApp/Teflon/TeflonPageServlet?pageId=/consumer/na/eng/news/news_list.html Teflon News and Information]. Retrieved Oct 7, 2005. {{HealthIssuesOfPlastics}} {{DuPont}} {{Plastics}} [[Category:Plastics]] [[Category:Fluoropolymers]] [[Category:Lubricants]] [[Category:DuPont]] [[Category:dielectrics]] [[Category:Pyrotechnic oxidizers]] [[bg:Тефлон]] [[ca:Tefló]] [[cv:Тефлон]] [[cs:Polytetrafluorethylen]] [[da:Teflon]] [[de:Polytetrafluorethylen]] [[es:Politetrafluoroetileno]] [[fa:پلی تترافلوئورواتیلن]] [[fr:Polytétrafluoroéthylène]] [[id:Teflon]] [[it:Politetrafluoroetilene]] [[he:טפלון]] [[lt:Teflonas]] [[nl:Teflon]] [[ja:ポリテトラフルオロエチレン]] [[no:Polytetrafluoreten]] [[pl:Teflon]] [[pt:Teflon]] [[ru:Тефлон]] [[sk:Polytetrafluóretylén]] [[fi:Teflon]] [[sv:Teflon]] [[tr:Teflon]] [[uk:Політетрафторетилен]] [[zh:聚四氟乙烯]]