Document 6BLJJzyObZZGdQGGpe3XjeRX4
PHOTODEGRADATION (SOIL)
ARi x - o y a
TEST SUBSTANCE
Identity: N-ethylperfluorooctane sulfonamidoethanol; may also be referred to as N-EtFOSE Alcohol or FM-3422. (1-Octanesulfonamide, N-ethyl1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-N-(2-hydroxyethyl)-, CAS # 1691-99-2)
Remarks: Material is an off-white, waxy solid of uncharacterized purity!
The following summary is abbreviated due to the fact that a new study is pending.
METHOD_________________________________________________________
Method/guideline followed: Procedure developed by 3M to study the photolysis of N-EtFOSE alcohol sorbed to soil. Type (test type): Sunlight exposure GLP(Y/N): No Year: 1979 Light Source: Minnesota sunlight as it passes through an east-facing window in the 3M Environment Laboratory from February 26 to October 18,1979. Light Spectrum (nm): Not recorded Intensity: Not recorded
Spectrum of substance (max lambda, max epsilon and epsilon 295): Not determined.
Remarks field:
- Test medium (air, water, soil, other - specify): Soil - Duration: 233 days - Positive Controls: None - Negative Controls: None - Blank Controls: One
RESULTS____________________________________ ____________________
Concentration of Substance: One gram N-EtFOSE alcohol on 20 grams of soil Temperature C: Not recorded Degradation %: Not quantified
CONCLUSIONS___________________________
No reliable conclusions can be derived from this study.
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Subm itter: 3M Company, Environmental Laboratory, P.O. Box 33331, St. Paul, Minnesota, 55133 DATA QUALITY_____________________________________________________ R eliability: Klimisch ranking 3. Study is invalidated by a lack of proper methodology and record keeping. Test substance purity was not properly characterized. REFERENCES_____________________________________________________ 3M Technical Report "Photolysis of FM 3422 on Soil." James E Gagnon and Arthur Mendel, Fate of Fluorochemicals, Project 9770612600, Report Number 015, December 10,1979 Review of Technical Report Summary. Photolysis of FM 3422 on Soil. Professor Stephen A. Boyd, Michigan State University, May 19,1993. OTHER___________________________________________________________ Last changed: 5/18/00
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Attached are comments on the 3M Technical Report "Photolysis o f FM-3422 on Soil. J. Gagnon and A, Mendel, Project 9970612600, Report No. 15, Dec. 10, 1979" made by Professor Stephen A. Boyd, Michigan State University, dated May 19, 1993.
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Review o f Technical Report Summary Photolysis of FM 3422 on Soil The report lacks any description of the experiments. The Materials and Methods section is missing. The fact that FM 3422 is virtually absent in the control soil is worrisome. O f course, an exact description o f the control isn't given, but I assume it is the same coated soil not exposed to sunlight. At any rate the control looks invalid, which essentially invalidates the whole study. The study should be re-designed in consultation with a photochemist and repeated.
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SHED
Form6747-11-A
TECHNICAL REPORT SUMMARY
Data Dec. 10, 1979
TO: TECHNICAL COMMUNICATIONS CENTER - 201-2CN
{Im portant - I f report is printed on both sides o f paper, sand two copies to TCC.)
Ohrision Environmental Laboratory (EE & PC)
Frolact
Fate of Fluorochemicals ReportTitle
Photolysis of FM 3422 on Soil To
Dale L. Bacon Authorial
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James E. Gagnyn, Arthur Mendel
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Dept.Number 0535
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015
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KEYWORDS: (Salact tarms from 3M
Thatauru*. Suggest other applicable tarira.)
C U R R E N T O B JEC TIVE :
Determine if FM 3422 (FM 3923) coated onto soil would degrade in sunlight.
Env. Lab FM-3422 Photolysis
REPO RT A B STR A C T: (200-250 words) This abstract inform ation is distributed by the Technical Comm unications Cantor to alert 3M 'ers to Company R & D . It is Company confidential m aterial.
Soil coated with FM 3422 and control soil were exposed to sunlight for 7 1/2 months. Methanol extracts of the v respective soils were then analyzed by gas chromatography.
cc: D. Ricker A. N. Welter
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Introduction
The complex of FM 3422 with sludge and the photolysis of FM 3422 in water were reported earlier"1' . It was of interest to study the fate of FM 3422 deposited on soil and then exposed to sunlight since photolysis, if any, under these conditions may differ from aqueous photolysis.
Results and Discussion
A soil sample coated with FM 3422 and a control soil sample were exposed to Minnesota suniight from 26 February to 18 October 1979 and then extracted with methanol. The respective extracts were analyzed by electron capture gas chromatography (Figures 1 - 4 ) for possible photolysis products. Three unknown peaks showed up in the FM 3422 soil sample (Table 1) which were not present in the soil control. Owing to the small amount of products present no attempt was made to isolate and identify these compounds. The peak at Tp = 2.13 minutes (Table 1) in the control sample was absent" from the coated sample and is therefore unlikely to be a photolysis product or a sample preparation artifact. Again because of its low concentration no attempt at identification was undertaken.
FM 3422 was also detected in the control sample. The amount detected was much less than in the FM 3422 coated soil. This could have been caused by cross contamination: 1) during sample preparation 2) from sublimation of FM 3422 from soil 3) during extraction step.
TABLE 1
G.C. of Methanol Extracts of FM 3422 from soil
2.13
2.44
TR (Min) **
4.38 5.14 8.43
9.87
Methanol Blank Control FM 3422 Soil Extract FM 3422 Standard
ND ND , ND ND ND ND 6.1** ND ND 93.9 ND ND ND 2.3 3.5 93.5 0.4 0.3 ND ND 6.8 93.2 ND ND
* = Average retention time ND = Not detected ** = Results are reported as relative area percent per sample.
This assumes the same response factor for each component. Future Work
In the future, a scale-up of this experiment should confirm the presence of the unknowns and allow sufficient quantities of samples for subsequent identification.
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Every attempt should be made to eliminate possible cross contamination, such as preparing and analyzing the controls first. An attempt should also be made to physically separate the control and sample during photolysis to eliminate the chance of cross contamination by sublimation, volatilization/ adsorption or other means.
Experimental
1. Sample Materials
Soil - 250y sieved greenhouse soil
FM 3422
FM 3422 is N-ethylperfluorooctanesulfonamide-N-ethylalcohol :
C,,F,,,SO,,N-C,,H.OH 8 17 2 i 2 4
C2H5 Lot E-788 CG-745-2 received from D Ricker of 3M*s Commercial Chemicals Division was sublimed at 60C and 0.1 mm Hg before use.
Methanol - "Lichrosolv" grade available from MC/B Manufacturing Chemists, 2909 Highland Avenue, Norwood, OH 45212.
2. Analysis Instruments/Materials
Extraction Thimbles : Cellulose double thickness available from Curtin Scientific
Gas Chromatograph:
Chromatograph - Hewlett-Packard Model 5713 GC. Integrator - Hewlett-Packard Mo4el 3380 integrator-
printer.
Both of the above available from Hewlett-Packard Co., 150 Page Mill Road, Palo Alto, CA 94304.
Column - Six-foot, 1/8 inch OD, stainless steel, packed with 10% CW20M on 60/80 Chromasorb W-AW.
Column Temperature - 170-220 at 4C/min. 8 minute post injection interval and upper limit hold
Injector - On-column at 200C. Detector - Electron Capture at 300C. Flow - ^40 cc/minute of ArgonrMethane (95/5). .
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3. Procedure Sample Preparation
i
The control plate was prepared by thoroughly shaking 20 grams of soil with 20 mL of methanol. This slurry was evenly spread to a thickness of approximately 0.5 mm with a glass rod onto a precleaned glass plate.
The FM 3422 slurry was prepared by dissolving one gram of FM 3422 in 20 mL of methanol and shaking with 20 grams of soil. This slurry was applied to a glass plate as described above and both were air dried.
Both plates were placed in an east facing window of the environmental laboratory (no manmade obstruction to sunlight) on 26 February, 1979. The plates were separated from each other by a distance of about 30 cm.
Sample Extraction
All extraction thimbles and silanized glass wool were Soxhlet extracted for 7 hours and stored in methanol rinsed aluminum foil until used.
The samples were removed from the window on 17 October, 1979 (233 days of exposure). Each sample was completely scrapped off the glass plate, placed in separate extraction thimbles, and Soxhlet extracted (methanol) for 7 hours (1 cycle per 15 minutes).
The respective extracts were then concentrated to 1.5 raL in a Kudema-Danish (K-D) evaporater using steam heat. The control sample was a dark yellow (some of the soil had been transferred from the Soxhlet) while the FM 3422 sample was a light yellow.
Sample Analysis
Approximately 0.1 mL of each sample was diluted to 100 mL with methanol. A 10 ppm standard, the control and sample (1 uL each) were injected onto the gas chromatograph. Two 1 pL injections of a methanol blank were injected between each run.
References
1) A. Mendel, 3M Technical Report Summary, 30 August 1978
to R. L. Bohon, "Fate of Fluorochemicals Project - Progress Report."
2) Report in progress by J. W. Todd of Agricultural Chemicals.
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