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Pentabromodiphenyl ether (also known as pentabromodiphenyl oxide) is a
brominated flame retardant Brominated flame retardants (BFRs) are organobromine compounds that have an inhibitory effect on combustion chemistry and tend to reduce the flammability of products containing them. The brominated variety of commercialized chemical flame retardants ...
which belongs to the group of
polybrominated diphenyl ethers Polybrominated diphenyl ethers or PBDEs, are a class of organobromine compounds that are used as flame retardants. Like other brominated flame retardants, PBDEs have been used in a wide array of products, including building materials, electronics, ...
(PBDEs). Because of their toxicity and persistence, their industrial production is to be eliminated under the
Stockholm Convention Stockholm Convention on Persistent Organic Pollutants is an international environmental treaty, signed on 22 May 2001 in Stockholm and effective from 17 May 2004, that aims to eliminate or restrict the production and use of persistent organic ...
, a treaty to control and phase out major
persistent organic pollutants Persistent organic pollutants (POPs), sometimes known as "forever chemicals", are organic compounds that are resistant to environmental degradation through chemical, biological, and photolytic processes. They are toxic chemicals that adversel ...
(POP).


Composition, uses, and production

Commercial pentaBDE is a technical mixture of different PBDE congeners, with BDE-47 (2,2',4,4'- tetrabromodiphenyl ether) and BDE-99 (2,2',4,4',5-pentabromodiphenyl ether) as the most abundant.Persistent Organic Pollutants Review Committee of the Stockholm Convention
Commercial Pentabromodiphenyl Ether: Risk Management Evaluation.
United Nations Environment Programme, August 2007.
The term pentaBDE alone refers to
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Iso ...
s of pentabromodiphenyl ether (PBDE congener numbers 82-127).Agency for Toxic Substances and Disease Registry
Toxicological Profile for Polybrominated Biphenyls and Polybrominated Diphenyl Ethers (PBBs and PBDEs).
Atlanta, GA: U.S. Department of Health and Human Services, Public Health Service, September 2004.
Only congeners with more than 1% listed. Commercial pentaBDE is most commonly used as a flame retardant in flexible
polyurethane Polyurethane (; often abbreviated PUR and PU) refers to a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethan ...
foam; it was also used in
printed circuit board A printed circuit board (PCB; also printed wiring board or PWB) is a medium used in Electrical engineering, electrical and electronic engineering to connect electronic components to one another in a controlled manner. It takes the form of a L ...
s in Asia, and in other applications. The annual demand worldwide was estimated as 7,500
tonne The tonne ( or ; symbol: t) is a unit of mass equal to 1000  kilograms. It is a non-SI unit accepted for use with SI. It is also referred to as a metric ton to distinguish it from the non-metric units of the short ton ( United State ...
s in 2001, of which the Americas accounted for 7,100 tonnes, Europe 150 tonnes, and Asia 150 tonnes. The global industrial demand increased from 4,000 tonnes annually in 1991 to 8,500 tonnes annually in 1999. As of 2007, "there should be no current production of C-PentaBDE ommercial pentaBDEin Europe, Japan, Canada, Australia and the US"; however, it is possible that production continues elsewhere in the world.


Environmental chemistry

PentaBDE is released by different processes into the environment, such as emissions from manufacture of pentaBDE-containing products and from the products themselves. Elevated concentrations can be found in air, water, soil, food,
sediment Sediment is a naturally occurring material that is broken down by processes of weathering and erosion, and is subsequently transported by the action of wind, water, or ice or by the force of gravity acting on the particles. For example, sand an ...
,
sludge Sludge is a semi-solid slurry that can be produced from a range of industrial processes, from water treatment, wastewater treatment or on-site sanitation systems. For example, it can be produced as a settled suspension obtained from conventional ...
, and
dust Dust is made of fine particles of solid matter. On Earth, it generally consists of particles in the atmosphere that come from various sources such as soil lifted by wind (an aeolian process), volcanic eruptions, and pollution. Dust in homes ...
.Stapleton, Heather M., et al
Polybrominated Diphenyl Ethers in House Dust and Clothes Dryer Lint.
''Environmental Science & Technology'' 39(4), 925-931, 2005.


Exposures and health effects

PentaBDE may enter the body by ingestion or inhalation. It is "stored mainly in body fat" and may stay in the body for years. A 2007 study found that PBDE 47 (a tetraBDE) and PBDE 99 (a pentaBDE) had
biomagnification Biomagnification, also known as bioamplification or biological magnification, is any concentration of a toxin, such as pesticides, in the tissues of tolerant organisms at successively higher levels in a food chain. This increase can occur as a ...
factors in terrestrial carnivores and humans of 98, higher than any other industrial chemicals studied.Kelly, Barry C., et al
Food Web–Specific Biomagnification of Persistent Organic Pollutants.
''Science'' 13 July 2007: Vol. 317. no. 5835, pp.236-239.
In an investigation carried out by the WWF, "the brominated flame retardant chemical (PBDE 153), which is a component of the penta- and octa- brominated diphenyl ether flame retardant products" was found in all blood samples of 14 ministers of health and environment of 13 European Union countries. The chemical has no proven health effects in humans; however, based on animal experiments, pentaBDE may have effects on "the liver, thyroid, and neurobehavioral development."


Voluntary and governmental actions

In
Germany Germany,, officially the Federal Republic of Germany, is a country in Central Europe. It is the second most populous country in Europe after Russia, and the most populous member state of the European Union. Germany is situated betwe ...
, industrial users of pentaBDE "agreed to a voluntary phaseout in 1986."Alcock, R. E. and J. Busby (2006): Risk migration and scientific advance: The case of flame-retardant compounds. Risk Analysis 26(2): 369-381. In
Sweden Sweden, formally the Kingdom of Sweden,The United Nations Group of Experts on Geographical Names states that the country's formal name is the Kingdom of SwedenUNGEGN World Geographical Names, Sweden./ref> is a Nordic country located on ...
, the government "phase out the production and use of the entaBDEcompounds by 1999 and a total ban on imports came into effect within just a few years." The
European Union The European Union (EU) is a supranational political and economic union of member states that are located primarily in Europe. The union has a total area of and an estimated total population of about 447million. The EU has often been des ...
(EU) has carried out a comprehensive risk assessment under the Existing Substances Regulation 793/93/EEC;European Union risk assessment report. Diphenyl ether, pentabromo derivative (pentabromodiphenyl ether).
Luxembourg: Office for Official Publications of the European Communities, 2001. Publication EUR 19730 EN.
as a consequence, the EU has banned the use of pentaBDE since 2004.Directive 2003/11/Ec of the European Parliament and of the Council of 6 February 2003 amending for the 24th time Council Directive 76/769/EEC relating to restrictions on the marketing and use of certain dangerous substances and preparations (pentabromodiphenyl ether, octabromodiphenyl ether).
''Official Journal of the European Union'' 15.2.2003.
In the
United States The United States of America (U.S.A. or USA), commonly known as the United States (U.S. or US) or America, is a country primarily located in North America. It consists of 50 states, a federal district, five major unincorporated territorie ...
, as of 2005, "no new manufacture or import of" pentaBDE and octaBDE "can occur... without first being subject to EPA .e.,_United_States_Environmental_Protection_Agency_.html" ;"title="United States Environmental Protection Agency">.e., United States Environmental Protection Agency ">United States Environmental Protection Agency">.e., United States Environmental Protection Agency evaluation."U.S. Environmental Protection Agency
Polybrominated diphenylethers (PBDEs).
"Last updated on Thursday, August 2nd, 2007." Accessed 2007-10-26.
As of mid-2007, a total of eleven states in the U.S. had banned pentaBDE.Maine Joins Washington, Bans PBDEs.
Washington, DC: National Caucus of Environmental Legislators, June 18, 2007.
In May 2009, pentaBDE was added to the Stockholm Convention as it meets the criteria for the so-called persistent organic pollutants of persistence, bioaccumulation and toxicity.


Alternatives

The EPA organized a Furniture Flame Retardancy Partnership beginning in 2003 "to better understand fire safety options for the furniture industry" after pentaBDE "was voluntarily phased out of production by the sole U.S. manufacturer on December 31, 2004." In 2005 the Partnership published evaluations of alternatives to pentaBDE, including
triphenyl phosphate Triphenyl phosphate (TPhP) is the chemical compound with the formula OP(OC6H5)3. This colourless solid is the ester (triester) of phosphoric acid and phenol. It is used as a plasticizer and a fire retardant in a wide variety of settings and produc ...
, tribromoneopentyl alcohol, tris(1,3-dicholoro-2-propyl)phosphate, and 12 proprietary chemicals.EPA
Environmental Profiles of Chemical Flame-Retardant Alternatives for Low-Density Polyurethane Foam.
Volumes 1 and 2. September 2005.


References

{{Reflist , 2 Flame retardants Bromoarenes Diphenyl ethers Persistent organic pollutants under the Stockholm Convention