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PCB's Page

Peterman, Paul H.   (1983)  Polychlorinated Biphenyl (PCB) Substitute Compounds In The Fox River System:  Their Identification And Distribution.  Master Thesis UWI-M "... the PCB substitutes (as well as PCB's themselves)  have been released from waste paper during deinking-recycling by the B-G mill.  The non-chlorinated PCB substitute compounds become chlorinated during bleaching operations within the mill.  A leaching experiment with carbonless copy paper and a mild, aqueous chlorination experiment verified that the chemicals can be released from the paper and that they are able to become chlorinated."  Peterman further "calculated log P values showed that all of the PCB substitutes were lipophilic and potentially able to bioaccumulate.  He notes, "The non-chlorinated PCB substitute components of Isopropyl-biphenyl, Santosol 100 and Santosol 150 become chlorinted during their exposure to aqueous chlorinating agents in the mill's bleaching processes.  Substituted derivatives contained one to three chlorine atoms." This should be a definite possibility at all recycling-deinking mills that use the process aformentioned process. 

See also:
Peterman, P.H., J.J. Delfino, D.J. Dube, T.A. Gibson, and F.J. Priznar.  1980.  Chloro-Organic Compunds in the Lower Fox River, Wisconsin.  In Hydrocarbons and Halogenated Hydrocarbons in the Aquatic Environment.  B. K. Afghan and D. Mackay, Eds. Plenum Press.  New York.  pp. 145-160     

Skin Damage and Absorption Summeries on PCB's http://www.foxriverwatch.com/dermal_skin_pcb_pcbs_1e.html A good summery on many PCB exposures.  Plus much more information.  The Fox River Watch is commended for their excellent site and information.  See also  TOXNET at http://toxnet.nlm.nih.gov

PCB replacement, substitute chemical compounds from Mr. Peterman's
articles above, NIOSH, patents and other public sources.
 
ALKYLATE 215*  (LABs)                Monsanto
C10-C13 Linar alkyl benzenes
1-(Butyl-hexyl)-Benzene
1-(Propyl-heptyl)-Benzene
1-(Ethyl-octyl)-Benzene
1-((Methyl-nonyl)-Benzene
1-(Pentyl-hexyl)-Benzene
1-(Butyl-heptyl)-Benzene
1-(Propyl-octyl)-Benzene
1-(Ethyl-nonyl)-Benzene
1-(Methyl-decyl)-Benzene
1-(Pentyl-heptyl)-Benzene
1-(Butyl-octyl)-Benzene
1-(propyl-nonyl)-Benzene
1-(Ethyl-decyl)-Benzene
1-(methyl-undecyl)-Benzene
1-(Hexyl-heptyl)-Benzene
1-(pentyl-octyl)-Benzene
1-(Butyl-nonyl)-Benzene
 
Diisopropylnaphthalene  (DIPN)
Dipropyl naphthalene
Isopropylnaphthalene
Triethyl naphthalene
Triisopropylnaphthalene
 
Isopropylbiphenyl  (IPB)
diisopropylbiphenyl (DIPB)
Triisopropylbiphenyl  (TIPB)
3-isopropylbiphenyl
4-isopropylbiphenyl
m-isopropylbiphenyl
Bisphenol A
Di-sec-butyl biphenyl
Dimethyl biphenyl
Ethyl biphenyl
Diethyl biphenyl
Triethyl biphenyl
 
Suresol 290
sec--Butyl biphenyl
Di-sec-Butylbiphenyl
 
Santosol 150*                Monsanto
Dimethyl-diphenylmethane
Benzyl-dimethyl-diphenylmethane
Dibenzyl-dimethyl-diphenylmethane
1,3-dimethyl(phenylmethyl)-Benzene
1,3-dimethyltris(phenylmethyl)-benzene
dimethyl(phenylmethyl)-Benzene
Dimethyl dibenzyl benzene
3,5-Dimethyl-DPM
2,6-Dimethyl-DPM
2,4-Dimethyl-DPM
Methyl-benzyl-dimethyl-DPM
Benzyl-dimethyl-DPM
Benzylated m-xylene
Dibenzyl xylene
Tribenzyl xylene
 
Santosol 100*        Monsanto
Ethyl-diphenylmethane
Benzyl-ethyl-diphenylmethane
Dibenzyl-ethyl-diphenylmethane
Benzyl-ethyl-DPM
 
Peterman, Paul H.   (1983)  Polychlorinated Biphenyl (PCB) Substitute Compounds In The Fox River System:  Their Identification And Distribution.  Master Thesis UWI-M "...
 
Peterman, P.H., J.J. Delfino, D.J. Dube, T.A. Gibson, and F.J. Priznar.  1980.  Chloro-Organic Compunds in the Lower Fox River, Wisconsin.  In Hydrocarbons and Halogenated Hydrocarbons in the Aquatic Environment.  B. K. Afghan and D. Mackay, Eds. Plenum Press.  New York.  pp. 145-160     
Have MSDS's from Monsanto
 
Related articles
 
Gas chromatographic-mass spectrometric, high-performance liquid
chromatographic-UV and gas chromatographic-Fourier transform
IR responses to an industrial mixture of diisopropylnaphthalenes
A. Sturaro, G. Parvoli, R. Rella, L. Doretti.
Ufficio Sicurezza e Prevenzione del CNR, Corso Stati Uniti 4, 35020
Padova, Italy.  Journal of Chromatography A, 688 (1994) 211-219
Elsevier.
 
ABSTRACT
" GC and HPLC parameters and mass spectrometric, ultraviolet and
infrared responses of the diisopylnaphthalene isomers are reported
in order to allow their analytical determination.  The interest in these
compounds, widely used in the manufacture of specialty paper, is
linked to their appearance as environmental and food pollutants due to
recycling and waste processes."
 
*specialty paper is ccp
 
 
Food contamination by diisopropylnaphthalenes from cardboard packages.   Alberto Sturaro, Giorgio Parvoli, Rocco Rella, Sonia
Bardati, and Lucio Doretti.  1994. 
Ufficio Sicurezza e Prevenzione del CNR, Corso Stati Uniti 4, 35020
Padova, Italy.  International Journal of Food Science and Technology
29, 593-603.
 
Summary
"A GC/MS investigation performed in two kinds of foods (rice and pasta)
and their packages showed the presence of six diisopropylnaphthalene isomers.  It has been demonstrated that such compounds, chemical components of carbonless and thermal copy paper, are present in cardboard, usually obtained with recycled paper.  This work also demonstrates that diisopropylnaphthalenes can migrate from boxes
to foods."
 
 
Hydrogenated Terphenyl Contaminants In Recycled Paper
A. Sturaro, G. Parvoli, R. Rella and L. Doretti. 
Ufficio Sicurezza e Prevenzione del CNR, Corso Stati Uniti 4, 35020
Padova, Italy.  1995.  Chemosphere, Vol. 30, No. 4, pp. 687-694
Elsevier Science Ltd.  Printed in Great Britain.
 
ABSTRACT
"Cardboard packages, made from recycled material containing carbonless copy paper (CLCP), may produce food contamination by migration of some water-insoluble chemicals used in solvents in CLCP.  The identification and quantification of partially hydrogenated terphenyls (HTP) in matrices as food, food packages and CLCP are
reported.  Results are discussed in relation to the simultaneous presence in many samples of diisopropylnaphthalene mixture (DIPN) and HTP."
 


AROCLOR, a PCB, made by Monsanto was used in CCP by several manufacturers.

Aroclor 1242
Aroclor 1254
Aroclor 1248 ***

Aroclor 1254 MSDS
http://ptcl.chem.ox.ac.uk/MSDS/AR/aroclor_1254.html

Environmental Health Perspectives EHP 104(1) Articles: Address correspondence to P. E. Ganey, Department of Pharmacology and Toxicology, Life Sciences Building, Michigan State University, East Lansing, MI 48824 USA. Received 25 July 1995; accepted 29 September 1995.
http://ehp.niehs.nih.gov/members/1996/104-1/tithof.html

"In conclusion, the results presented in this study are consistent with the hypothesis that neutrophils, upon exposure to Aroclor 1242, produce O2- by a mechanism that involves phospholipase A2-dependent release of arachidonic acid. The release of arachidonic acid by inflammatory cells upon exposure to PCBs may represent an additional mechanism of PCB-induced toxicity. Arachidonic acid and its metabolites have been implicated in a variety of inflammatory disease states including septicemia (36,37), rheumatoid arthritis (38), and systemic lupus erythematosus (39), as well as diseases characterized by cellular transformation such as hypertrophic transformation of the skin (40) and colon cancer (41). In addition, arachidonic acid has been implicated as a cytotoxicant in various models of tissue injury (42,43), and activation of phospholipase A2 is required for the cytotoxic effects of cytokines such as tumor necrosis factor (44). Therefore, the activation of phospholipase A2 and subsequent release of arachidonic acid from cells exposed to PCBs may be important in mechanisms of PCB toxicity."

Environmental Health Perspectives Volume 106, Number 6, June 1998

Assessing the Cancer Risk From Environmental PCB's Vincent James Cogliano U.S. Environmental Protection Agency, National Center for Environmental Assessment, Washington, D.C. 20460 USA http://ehp.niehs.nih.gov/members/1998/106p317-323cogliano/cogliano-full.html

"In the recent cancer study (1), groups of 50 male or female Sprague-Dawley rats were fed diets with 50, 100, or 200 ppm Aroclor 1016; 50 or 100 ppm Aroclor 1242; or 25, 50, or 100 ppm Aroclor 1254 or 1260. There were 100 controls of each sex. Exposure began when the rats were 6-9 weeks old, and the animals were killed 104 weeks later. Complete histopathologic evaluations were done for control and high-dose groups; for low- and mid-dose groups, evaluations were done for liver, brain, mammary gland, and male thyroid gland. Statistically significant increased incidences of liver tumors were found in female rats for all Aroclors and in male rats for Aroclor 1260 (Table 3). Fewer than a quarter of the tumors were malignant, but the proportion of tumors that were malignant increased with dose. In female rats, Aroclor 1254 appeared most potent, followed by Aroclors 1260 and 1242, with Aroclor 1016 markedly less potent. In male rats, only Aroclor 1260 caused liver tumors. "

"To investigate tumor progression after exposure stops, this same study exposed groups of 24 female rats for 52 weeks; exposure was then discontinued for an additional 52 weeks before the rats were killed. For 52 weeks exposure to Aroclors 1242 or 1254, tumor incidences were approximately half those for 104 weeks exposure, that is, nearly proportional to exposure duration. In contrast, there were no tumors from 52 weeks exposure to Aroclor 1016, while for Aroclor 1260 incidences were generally greater than half those for 104 weeks exposure (Table 4). For 100 ppm Aroclor 1260, the incidence from 52 weeks exposure was greater than that from 104 weeks, 71 and 48%, respectively. "

"Different patterns may hold for other cancers. In the study just described (1), thyroid gland follicular cell adenomas or carcinomas were increased in males for all Aroclors, and statistically significant trends were noted for Aroclors 1242 and 1254. The increases did not continue proportionately above the lowest dose, and no thyroid trends were apparent in females. "

Endocrine Abstracts (2003) 5 P198 Effect of aroclor 1242 (PCB) on the reproductive function of adult male rhesus monkey (Macaca mulatta) MM Ahmad, SU Ahmad & S Tariq
http://www.endocrine-abstracts.org/ea/0005/ea0005p198.htm

Department of Biological Sciences, Quaid-i-Azam University, Islamabad, Pakistan.

"Adult male rhesus monkeys (Macaca mulatta) were given oral treatment of either Aroclor 1242 or vehicle (corn oil and glycerol) at a dose of 200 microgram/kg bw/day/animal for six months to investigate the effect of pollutant on plasma testosterone and morphology of testis and accessory glands. The animals used in this research have been treated humanely according to institutional guidelines, with due consideration to the alleviation of distress and discomfort. Aroclor 1242 treatment significantly decreased testicular size, declined testosterone levels in plasma and adversely affected spermatogenetic activity by disrupting epithelial organization. All the components of germinal epithelium reduced to a great extent. The spermatogonia were either hypertrophied or contained shrunken vesiculated cytoplasm containing distorted mitochondria and nuclei with variable degree of pyknosis. Sertoli cells were least affected by PCB treatment yet, nuclear infoldings were reduced to a considerable extent. Characteristic features of the treated Leydig cells were the presence of electron dense and electron opaque zones appearing as plaques, cell membrane abnormalities and high variability in nuclear shape and heterochromatin distribution. All the Aroclor 1242-treated accessory glands contained more connective tissue than their vehicle-treated counterparts. The epithelium contained many layers of irregular shaped necrotic cells that possessed stereocilia in the epididymides, either hypochromic and hypertrophied or hyperchromic and hypotrophied cells in the prostate and shrunken cuboidal cells with elongated nuclei in the seminal vesicles. It is concluded that Aroclor 1242 treatment cause severe structural alterations in gonads and accessory organs in adult male rhesus monkeys and these effects could have mediated through both estrogen and Ah receptors."

Monsanto Hid Decades Of Pollution
PCBs Drenched Ala. Town, But No One Was Ever Told
By Michael Grunwald
Washington Post Staff Writer
Tuesday, January 1, 2002; Page A01 http://www.connectotel.com/gmfood/wp010102.txt

**** Aroclor 1248 used in Moore Patent 3,016,308. 3,016,308 is referenced in other ccp patents.


Environmental Health Prospectives Volume 113 Number 2
February 2005
 http://ehp.niehs.nih.gov/members/2004/7252/7252.html
 
Exposure to PCBs and p,p´-DDE and Human Sperm Chromatin Integrity

Anna Rignell-Hydbom,1 Lars Rylander,1 Aleksander Giwercman,2 B.A.G. Jönsson,1 Christian Lindh,1 Patrizia Eleuteri,3 Michele Rescia,3 Giorgio Leter,3 Eugenia Cordelli,3 Marcello Spano,3 and Lars Hagmar1

1Department of Occupational and Environmental Medicine, Lund University Hospital, Lund, Sweden; 2Fertility Centre, Malmö University Hospital, Malmö, Sweden; 3Section of Toxicology and Biomedical Sciences, ENEA Casaccia Research Centre, Rome, Italy

Abstract
Persistent organochlorine pollutants (POPs) such as polychlorinated biphenyls (PCBs) and dichlorodiphenyldichloroethylene (p,p´-DDE), the major metabolite of dichlorodiphenyltrichloroethane (DDT), are stable lipophilic compounds widely found in the environment and in the general population. They can enter the food chain, and their negative impact on male reproduction is currently under active scrutiny. To explore the hypothesis that environmental exposure to these compounds is associated with altered sperm chromatin structure integrity in human sperm, we conducted a study of 176 Swedish fishermen (with low and high consumption of fatty fish, a very important exposure source of POPs). We determined serum levels of 2,2´,4,4´,5,5´-hexachlorobiphenyl (CB-153) and p,p´-DDE, and we used the sperm chromatin structure assay (SCSA) to assess sperm DNA/chromatin integrity. When CB-153 serum levels (individual dose range, 39-1,460 ng/g lipid) were categorized into equally sized quintiles, we found an association with the DNA fragmentation index (%DFI). A significantly lower %DFI was found in the lowest CB-153 quintile (< 113 ng/g lipid) compared with the other quintiles; there was a similar tendency, although not statistically significant, between %DFI and p,p´-DDE. These results suggest that POP exposure may have a slight negative impact on human sperm chromatin integrity. Key words: DDE, polychlorinated biphenyls, sperm chromatin integrity, sperm chromatin structure assay (SCSA). Environ Health Perspect 113:175-179 (2005). doi:10.1289/ehp.7252 available via http://dx.doi.org/ doi:10.1289/ehp.7252 available via http://dx.doi.org/ [Online 22 November 2004]

Address correspondence to A. Rignell-Hydbom, Department of Occupational and Environmental Medicine, Lund University, SE-221 85 Lund, Sweden. Telephone: 46-46-177280. Fax: 46-46-173669. E-mail: Anna.Rignell-Hydbom@ymed.lu.se
This work was supported by grants from the European Commission, Quality of Life and Management of Living Resources, Key Action Four on Environment and Health (contract QLK4-CT-2001-00202), the Swedish Research Council, the Swedish Research Council for Environment, Agricultural Sciences and Spatial Planning, and the Medical Faculty, Lund University.
The authors declare they have no competing financial interests.
Received 13 May 2004; accepted 22 November 2004.
 

http://ehp.niehs.nih.gov/members/2001/109p1153-1161kodavanti/kodavanti-full.html
 
http://ehp.niehs.nih.gov/members/1995/Suppl-2/eskenazi-full.html
 
AROCLOR 1254
 http://www.scorecard.org/chemical-profiles/summary.tcl?edf_substance_id=11097-69-1
 
 http://risk.lsd.ornl.gov/tox/profiles/Aroclor1254_ragsa.shtml

Polychlorinated biphenyls (PCBs)

"PCBs are synthetic persistant organic pollutants which were manufactured between 1929 and 1977. Due to their non-flammability, chemical stability, high boiling point and electrical insulating properties, PCBs were used in hundreds of industrial and commercial applications including electrical, heat transfer, and hydraulic equipment; as plasticizers in paints, plastics and rubber products; in pigments, dyes and carbonless copy paper and many other applications. Therefore, although the manufacture of PCBs was banned in 1977, they are still found in older equipment and are still being released in the environment.

Health Effects:

  • PCBs have been shown to have cancer and non-cancer effects in both humans and animals.

Other Notes:

  • "Total PCBs" refers to a summation of measured chlorinated biphenyls  multiplied by two. The factor of two is introduced since the number of congeners measured represents about half of the total PCB congeners possible. 
  • A common trade name for PCBs is Arochlor. Arochlor 1260 is a PCB with 12 carbons and 60% chlorination.
  • 12 of the PCBs are dioxins.
     

Links: will open in a new browser window
http://www.epa.gov/ebtpages/pollsoilcpolychlorinatedbiphenylspcbs.html (general info)
http://www.cpcb.delhi.nic.in/aug2001i.htm

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Polychlorinated biphenyls (PCBs)


PCBs are synthetic persistant organic pollutants which were manufactured between 1929 and 1977. Due to their non-flammability, chemical stability, high boiling point and electrical insulating properties, PCBs were used in hundreds of industrial and commercial applications including electrical, heat transfer, and hydraulic equipment; as plasticizers in paints, plastics and rubber products; in pigments, dyes and carbonless copy paper and many other applications. Therefore, although the manufacture of PCBs was banned in 1977, they are still found in older equipment and are still being released in the environment.

Health Effects:

  • PCBs have been shown to have cancer and non-cancer effects in both humans and animals.

Other Notes:

  • "Total PCBs" refers to a summation of measured chlorinated biphenyls  multiplied by two. The factor of two is introduced since the number of congeners measured represents about half of the total PCB congeners possible. 
  • A common trade name for PCBs is Arochlor. Arochlor 1260 is a PCB with 12 carbons and 60% chlorination.
  • 12 of the PCBs are dioxins".
     


Links: will open in a new browser window
http://www.epa.gov/ebtpages/pollsoilcpolychlorinatedbiphenylspcbs.html (general info)
http://www.cpcb.delhi.nic.in/aug2001i.htm

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Last modified: July 21 2006, 05:02pm