Difference between revisions of "Polychlorinated naphthalenes"

From MarineSpecies Traits Wiki
Jump to: navigation, search
 
(8 intermediate revisions by one other user not shown)
Line 1: Line 1:
{{Definition|title=Polychlorinated naphthalenes (PCN)  
+
{{Definition|title=polychlorinated naphthalenes (PCN)  
  
|definition=Polychlorinated naphthalene (PCN) products are made by chemically reacting chlorine with [[naphthalene]]. A PCN can contain 1 to 8 chlorine atoms on 8 different positions, yielding 75 possible congeners. Commercial products are generally mixtures of several congeners and range from thin liquids to hard waxes to high melting point solids. <ref name="wik">http://en.wikipedia.org/wiki/Polychlorinated_naphthalene</ref>}}
+
|definition=Polychlorinated naphthalene (PCN) products are made by chemically reacting chlorine with [[naphthalene]]. A PCN can contain 1 to 8 chlorine atoms on 8 different positions, yielding 75 possible congeners. Commercial products are generally mixtures of several congeners and range from thin liquids to high melting point solids<ref name="wik">http://en.wikipedia.org/wiki/Polychlorinated_naphthalene</ref>. }}
  
 
== Notes ==
 
== Notes ==
Line 10: Line 10:
 
| align="center" bgcolor="#FFFFFF" | [[Image:4 PCN.png|200px|]]  
 
| align="center" bgcolor="#FFFFFF" | [[Image:4 PCN.png|200px|]]  
 
|-
 
|-
! bgcolor="#8888FF" | Formula C10H10-nCln
+
! bgcolor="#8888FF" | Formula  
 
|-
 
|-
| align="center" | C<sub>10</sub>H<sub>10-n</sub>Cl<sub>n</sub> (here n=4 --> C<sub>10</sub>H<sub>6</sub>Cl<sub>4</sub>)
+
| align="center" | C<sub>10</sub>H<sub>10-n</sub>Cl<sub>n</sub>  
 +
with n=4: C<sub>10</sub>H<sub>6</sub>Cl<sub>4</sub>
 
|-
 
|-
 
|}
 
|}
  
 
Production of PCNs started in 1910, it peaked between 1930 and 1950. US production decreased from 3200 tonnes in 1957 to about 320 tonnes in 1978 due to the replacement of PCNs by substitutes. By 1980 US production had ceased.
 
Production of PCNs started in 1910, it peaked between 1930 and 1950. US production decreased from 3200 tonnes in 1957 to about 320 tonnes in 1978 due to the replacement of PCNs by substitutes. By 1980 US production had ceased.
PCNs have been mainly used in cable insulation, wood preservation, engine oil additives, electroplating masking compounds, capacitors  and as a feedstock for dye production. The major sources of release of PCNs into the environment are likely from waste incineration (which also produces [[dioxins]]) and disposal of items containing chlorinated naphthalenes to landfill.<ref name="WHO">[http://www.inchem.org/documents/cicads/cicads/cicad34.htm#1.0 Howe, P.D.; C. Melber & J. Kielhorn et al. (2001), Chlorinated naphthalenes, International Programme on Chemical Safety CICAD 34]</ref>
+
PCNs have been mainly used in cable insulation, wood preservation, engine oil additives, electroplating masking compounds, capacitors  and as a feedstock for dye production. The major sources of release of PCNs into the environment are likely to derive from waste incineration (which also produces [[dioxins]]) and disposal of items containing chlorinated naphthalenes<ref name="WHO">[http://www.inchem.org/documents/cicads/cicads/cicad34.htm#1.0 Howe, P.D.; C. Melber & J. Kielhorn et al. (2001), Chlorinated naphthalenes, International Programme on Chemical Safety CICAD 34]</ref>.
  
They have a low water solubility, and [[adsorption|adsorb]] to particles, soils and sediments. Highly chlorinated PCNs have a higher tendency to adsorb than those that are less chlorinated. They are stable chemicals although they can be biodegraded in the soil by micro-organisms. Chlorinated naphthalenes have been shown to be highly [[bioaccumulation|bioaccumulative]] in fish, but less so in shrimp and algae. The amount of bioaccumulation observed increases with the degree of chlorination, although the highest chlorinated naphthalenes appear to bioaccumulate less.
+
They have a low water solubility, and [[adsorption|adsorb]] to particles, soils and sediments. Highly chlorinated PCNs have a higher tendency to adsorb than those that are less chlorinated. They are stable chemicals although they can be biodegraded in the soil by micro-organisms. Chlorinated naphthalenes have been shown to be highly [[bioaccumulation|bioaccumulative]] in [[pollution and benthic fishes|fish]], but less so in shrimp and algae. The amount of bioaccumulation increases with the degree of chlorination, although the highest chlorinated naphthalenes appear to bioaccumulate less.
  
PCNs are toxic to marine organisms. Some algae might show a reduced growth at concentrations above 0.1 mg/l. Concentrations of 80 µg/l are toxic for horseshoe crabs, and concentrations of only 20 µg/l might already cause effects on moulting. In work places PCN concentrations up to 14.5 mg/m<sup>3</sup> have been measured in work places. These conditions caused severe skin rashes and liver conditions which led to the dead of workers. <ref name="wik">http://en.wikipedia.org/wiki/Polychlorinated_naphthalene</ref>
+
PCNs are [[toxic]] to marine organisms. Some algae might show a reduced growth at concentrations above 0.1 mg/l. Concentrations of 80 µg/l cause acute toxicity to horseshoe crabs. In work places PCN concentrations up to 14.5 mg/m<sup>3</sup> have been measured. These conditions caused severe skin rashes and liver conditions which led to the dead of workers<ref name="wik">http://en.wikipedia.org/wiki/Polychlorinated_naphthalene</ref>.
  
In fish, concentrations up to 300 µg/kg [[lipid weight]] of PCNs have been found. The concentrations in [[pollution and sea birds|sea birds]] are decreasing.<ref name="WHO">[http://www.inchem.org/documents/cicads/cicads/cicad34.htm#1.0 Howe, P.D.; C. Melber & J. Kielhorn et al. (2001), Chlorinated naphthalenes, International Programme on Chemical Safety CICAD 34]</ref>
+
In fish, concentrations up to 300 µg/kg [[lipid weight]] of PCNs have been found. The concentrations in [[pollution and sea birds|sea birds]] are decreasing<ref name="WHO">[http://www.inchem.org/documents/cicads/cicads/cicad34.htm#1.0 Howe, P.D.; C. Melber & J. Kielhorn et al. (2001), Chlorinated naphthalenes, International Programme on Chemical Safety CICAD 34]</ref>.
  
 
<P>
 
<P>
Line 39: Line 40:
 
<references/>
 
<references/>
  
[[Category:Coastal and marine pollution]]
+
{{author
 +
|AuthorID=19826
 +
|AuthorFullName=Daphnis De Pooter
 +
|AuthorName=Daphnisd}}
 +
 
 +
[[Category:Toxicity chemicals]]

Latest revision as of 14:34, 9 August 2020

Definition of polychlorinated naphthalenes (PCN):
Polychlorinated naphthalene (PCN) products are made by chemically reacting chlorine with naphthalene. A PCN can contain 1 to 8 chlorine atoms on 8 different positions, yielding 75 possible congeners. Commercial products are generally mixtures of several congeners and range from thin liquids to high melting point solids[1].
This is the common definition for polychlorinated naphthalenes (PCN), other definitions can be discussed in the article

Notes

2,3,6,7-Tetrachlornaphthalin
4 PCN.png
Formula
C10H10-nCln

with n=4: C10H6Cl4

Production of PCNs started in 1910, it peaked between 1930 and 1950. US production decreased from 3200 tonnes in 1957 to about 320 tonnes in 1978 due to the replacement of PCNs by substitutes. By 1980 US production had ceased. PCNs have been mainly used in cable insulation, wood preservation, engine oil additives, electroplating masking compounds, capacitors and as a feedstock for dye production. The major sources of release of PCNs into the environment are likely to derive from waste incineration (which also produces dioxins) and disposal of items containing chlorinated naphthalenes[2].

They have a low water solubility, and adsorb to particles, soils and sediments. Highly chlorinated PCNs have a higher tendency to adsorb than those that are less chlorinated. They are stable chemicals although they can be biodegraded in the soil by micro-organisms. Chlorinated naphthalenes have been shown to be highly bioaccumulative in fish, but less so in shrimp and algae. The amount of bioaccumulation increases with the degree of chlorination, although the highest chlorinated naphthalenes appear to bioaccumulate less.

PCNs are toxic to marine organisms. Some algae might show a reduced growth at concentrations above 0.1 mg/l. Concentrations of 80 µg/l cause acute toxicity to horseshoe crabs. In work places PCN concentrations up to 14.5 mg/m3 have been measured. These conditions caused severe skin rashes and liver conditions which led to the dead of workers[1].

In fish, concentrations up to 300 µg/kg lipid weight of PCNs have been found. The concentrations in sea birds are decreasing[2].


Environmental standards and legislation

Included in the OSPAR list of substances of priority action


References

The main author of this article is Daphnis De Pooter
Please note that others may also have edited the contents of this article.

Citation: Daphnis De Pooter (2020): Polychlorinated naphthalenes. Available from http://www.coastalwiki.org/wiki/Polychlorinated_naphthalenes [accessed on 19-10-2021]