Boron, (benzenemethanamine)trifluoro-, (T-4)-, reaction products with Bu glycidyl ether

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

06.02.2019 to 21.05.2019

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2019

Report date:

2019

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Version / remarks:

adopted 2001-01-22)

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Test material

Test material information

Constituent 1

Reference substance name:

Boron, (benzenemethanamine)trifluoro-, (T-4)-, reaction products with Bu glycidyl ether

EC Number:

270-821-9

EC Name:

Boron, (benzenemethanamine)trifluoro-, (T-4)-, reaction products with Bu glycidyl ether

Cas Number:

68478-46-6

Molecular formula:

C14H23BF3NO2

IUPAC Name:

1-phenylmethanamine; 7-[(benzylamino)methyl]-10-(butoxymethyl)-5,8,11,15-tetraoxaicosan-13-ol; benzyl(3-butoxy-2-hydroxypropyl)amine; benzyl[3-butoxy-2-(3-butoxy-2-hydroxypropoxy)propyl]amine; dibenzyl(3-butoxy-2-hydroxypropyl)amine

Test material form:

liquid: viscous

Details on test material:

Boron, (benzenemethanamine)trifluoro-, (T-4)-, reaction products with Bu glycidyl ether, Batch: NC18201915

Radiolabelling:

no

Study design

Test temperature:

20 - 25 °C ± 1 °C

HPLC method

Details on study design: HPLC method:

TEST SYSTEM
Analytical HPLC-column packed with a cyanopropyl stationary phase and coupled to a diode array detector (DAD)
- Reasons for the selection:
The selection of the test system is based on the guidelines. The HPLC method is a useful method for the estimation of the adsorption coefficient Koc. The Koc indicates the binding capacity of the test item on soil or sewage sludge and allows comparing the adsorption behaviour of different chemicals by them.

HPLC AGILENT 1100 consisting of:
Auto sampler G1329A
Auto sampler thermostat G13308
Pump G1312A
Degasser G1322A
Column oven G1316A
Detector G13158
Software Openlab 2.2, AGILENT TECHNOLOGIES

- HPLC-Column:
YMC-Pack Cyano, S-5 μm / 12nm / 250 x 4.0 mm, batch 11761, YMC EUROPE GMBH

- Injection volume: 20 μL

- Flow rate: 1.0 ml/min

- Mobile phase: Methanol : water (90 : 10) for the definitive test and (55 : 45) for the system suitability

- Reagents: Methanol, > 99.9%, MERCK; Purified water

- Additional equipment:
Analytical balances, SARTORIUS
Data logger/thermometer 175-T3 with temperature sensor, TESTO
Milli-Q Advantage A 10, MERCK
Positive displacement pipettes, THERMO-SCIENTIFIC
Piston stroke pipettes, GILSON MEDICAL
Top pan balance, KERN
Laboratory glassware

- Column temperature: 20 - 25 ± 1 °C

- Temperature monitoring: Data logger using 2 minutes interval

- System suitability:
As a guidance, the following capacity factors k' should be reached: log k' > 0 for log Koc = 3.02 (Endosulfan-diol) and log k' > -0.4 for log Koc = 1.95 (3-Nitrobenzamide). The HPLC-system mentioned above was used.

- Test Item; Boron, (benzenemethanamine )trifluoro-,(t-4 )-, reaction products with bu glycidyl ether

- Stock solution: 1 g/L in methanol

- Test concentration: 900 mg/L

- Dilution: With water to mobile phase ratio

- Replicates: Single (three injections)

- Reference Items: Sodium nitrate was used for determination of the void time. Reference items: Acetanilide, 4-Nitrobenzamide, Monuron, 2,5-Dichloraniline, Linuron, Phenanthrene, 4,4'-DDT

- Stock solution/ test concentration:
A stock solution for each reference item with a concentration of nominal 100 mg/L was prepared in methanol. A stock solution of sodium nitrate with a concentration of nominal 100 mg/L was prepared in water.

- Dilution:
The stock solutions were diluted individually with methanol and water to the mobile phase ratio to concentrations of nominal 10 mg/L (20 mg/L for endosulfan-diol).

- Injections:
NaNO3: three injections
Reference items: duplicate injections, one injection before and one after the test item injections

- Type and Frequency of Measurement:
Analyses of the test item was carried out by HP LC-DAD with a cyanopropyl analytical column. The test item and the reference items were diluted to mobile phase ratio and injected into the H PLC system, where the items interacted with the stationary phase while passing through the column. The column temperature was monitored with a data logger during the test using 2 minutes interval.


EVALUATION:
- Calculation capacity factor:
Calibration of the method was done by determination of the retention times tR of the reference items (minimum of six items). Each reference item was analysed separately once before and after the test item.
The retention time was described by the capacity factor k' given by the expression:
k'= (tR-t0)/t0
k': capacity factor, tR: retention time, to: void time

- Calculation log Koc:
By linear regression of the log Koc of the reference items against the log k' of the reference items, the equation for two calibration graphs was obtained. Two individual adsorption coefficients for the test item were
calculated by experimentally determining its capacity factor k' and inserting k' into the following equation (2) obtained from the first and second calibration graph:
log Koc = a • log k + b
a: slope of the calibration graph
b: y-intercept of calibration graph
Finally, a mean value was calculated from these individual log Koc values.

- Software:
The data presented in the tables were computer-generated and rounded for presentation. Thus, manual calculation of results based on the data in this report may yield minor deviations from these figures.
Calculations were carried out using the software:
• Microsoft® Office Excel, MICROSOFT CORPORATION
• GraphPadPrism, GRAPHPAD SOFTWARE, INC
-
- Notification:
Due to the test item properties and according to the results of the non GLP preliminary test, the values of the test item had to be extrapolated using the calibration data.

Batch equilibrium or other method

Analytical monitoring:

yes

Results and discussion

Adsorption coefficient

Adsorption coefficient 1

Key result

Sample No.:

#2

Type:

log Koc

Value:

ca. 67.23 dimensionless

Temp.:

23 °C

Matrix:

sewage sludge

Adsorption coefficient 2

Key result

Sample No.:

#2

Type:

log Koc

Value:

ca. 76.95 dimensionless

Temp.:

23 °C

Matrix:

soil

Adsorption coefficient 3

Key result

Sample No.:

#1

Type:

log Koc

Value:

ca. 49.73 dimensionless

Temp.:

23 °C

Matrix:

sewage sludge

Adsorption coefficient 4

Key result

Sample No.:

#1

Type:

log Koc

Value:

ca. 56.89 dimensionless

Temp.:

23 °C

Matrix:

soil

Any other information on results incl. tables

1

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The adsorption coefficients (Koc) of the two test item signals were determined at 23.0 °c to be
56.89 and 76.95 for soil as well as 49. 73 and 67.23 for sewage sludge, respectively. The values
were extrapolated.
The determined values are not plausible in any kind and are indicating that the determination of
the adsorption coefficient acc. to the guideline OECD 121 is not feasible. It can be assumed,
that the adsorption coefficient is above that of the highest of the used reference items
(log Koc, soil > 5.63; log Koc, sewage sludge > 4.35).

Executive summary:

The adsorption coefficients (Koc) of the two test item signals were determined at 23.0 °c to be
56.89 and 76.95 for soil as well as 49. 73 and 67.23 for sewage sludge, respectively. The values
were extrapolated.
The determined values are not plausible in any kind and are indicating that the determination of
the adsorption coefficient acc. to the guideline OECD 121 is not feasible. It can be assumed,
that the adsorption coefficient is above that of the highest of the used reference items
(log Koc, soil > 5.63; log Koc, sewage sludge > 4.35).