Imidazolium compounds, 2-C17-unsatd.-alkyl-1-(2-C18-unsatd. amidoethyl)-4,5-dihydro-N-methyl, Me sulfates

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption, other

Remarks:

Batch Equilibrium Method

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2018-02-21 to 2018-10-05

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

requested from ECHA final decision on substance evaluation

Qualifier:

according to guideline

Guideline:

OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method)

Version / remarks:

2000

Deviations:

yes

Remarks:

method validation for tier 3: The test item concentrations in the soils were determined in all concentration levels followed by calculating the mass balance.

Qualifier:

according to guideline

Guideline:

EU Method C.18 (Adsorption / Desorption Using a Batch Equilibrium Method)

Version / remarks:

2008

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

batch equilibrium method

Media:

soil

Specific details on test material used for the study:

Name: HH-2014-548
Batch number: AE 188/17
Expiry date: 2019-06-29
purity: 100% (UVCB)

Radiolabelling:

no

Remarks:

it was not possible to obtain a stable radiolabelled substance with needed purity (details see at the attached document)

Test temperature:

20 +- 2 °C (test temperature reached a max. of 22.8 °C during tier 1 and 2)

Analytical monitoring:

yes

Remarks:

in aqueous phase by LC-MS

Details on sampling:

The soil suspensions will be centrifuged after agitation to separate the phases, followed by analysing the concentration of the analytes in aqueous phase by LC-MS. Centrifugation conditions are determined depending on soil / solution ratio and soil type and will be documented in the raw data and given in the report. If necessary, test vessel adsorption will be determined by LC-MS after extraction of the test vessels with an appropriate solvent. For analysis of the soil, the aqueous phase will be decanted and the soil will be extracted. If the mass balance is ≥ 90 % during tier 1 the soil will not be extracted in tier 2 and tier 3 since an indirect method can be used. Details of sample preparation are documented in the raw data and given in the report.
- Concentrations:
2 mg test item /L (concentration used for adsorption kinetics)
1 mg test item /L
0.2 mg test item /L
0.1 mg test item /L
0.02 mg test item /L
- Sampling interval:
Tier 1: 24h
Tier 2: 0.25h, 0.5h, 1h for all soils
2h, 4h, 6h, 24h for soils LUFA 2.2 and 2.4
Desorption kinetics: 2h, 4h, 24h and 72h
Adsorption isotherms: 1h
- Sample storage before analysis: 25 mL acetonitrile containing 2 % formic acid were added to the wet soil. The vessel was shaken for 60 min. The suspensions were centrifuged at 4000 rpm for 5 min. The extraction was repeated twice with 25 mL acetonitrile containing 2 % formic acid (3rd extraction step with shaking overnight). The extracts were transferred quantitatively into a 100 ml. measuring flask and filled
up with acetonitrile containing 2 % formic acid. Blank extract was used for dilutions to calibration range, if necessary. During tier 1 the wet soil was transferred to a new centrifugation tube prior to extraction using 15mL 0.01 M CaCl2-solution. The suspensions were centrifuged at 4000 rpm for 5 min. For the extraction of the test vessel 20 mL acetonitrile/0.01 M CaCl2-solution (50/50 containing 1 % formic acid) was added and the test vessel was shaken for 1 hour.

Matrix no.:

#1

Matrix type:

other: silty sand

% Clay:

3.1

% Silt:

12.2

% Sand:

84.7

% Org. carbon:

0.71

pH:

4.9

CEC:

4.3 meq/100 g soil d.w.

Matrix no.:

#2

Matrix type:

loamy sand

% Clay:

8.6

% Silt:

16.6

% Sand:

74.8

% Org. carbon:

1.61

pH:

5.4

CEC:

9.7 meq/100 g soil d.w.

Matrix no.:

#3

Matrix type:

other: silty sand

% Clay:

6.9

% Silt:

35.6

% Sand:

57.5

% Org. carbon:

0.67

pH:

5.9

CEC:

7.6 meq/100 g soil d.w.

Matrix no.:

#4

Matrix type:

clay loam

% Clay:

26.2

% Silt:

45.7

% Sand:

28.1

% Org. carbon:

1.99

pH:

7.4

CEC:

32.9 meq/100 g soil d.w.

Matrix no.:

#5

Matrix type:

loamy sand

% Clay:

10.8

% Silt:

34.7

% Sand:

54.5

% Org. carbon:

1.02

pH:

7.3

CEC:

17.7 meq/100 g soil d.w.

Details on matrix:

COLLECTION AND STORAGE
- Soil preparation (e.g.: 2 mm sieved; air dried etc.):Standard LUFA soils 2.1, 2.2, 2.3, 2.4 and 5M in contact to 0.01 M CaCl2-solution were used for this study. These matrices have varying adsorption capacities in relation to their content of organic matter, clay, pH and cation exchange capacity. All soils are air-dried and sieved to a maximum particle size of 2 mm by the distributor.
PROPERTIES
- Soil texture: Additionally, the actual content of organic matter, the content of clay, silt and sand and the cation exchange capacity were determined (externally, non-GLP).
- pH: pH values and Soil Dry Weights are given in Table 1 and 2 under 'Any other information on material and methods incl. tables'

Details on test conditions:

The soils will be weighed into the test vessels and an appropriate volume of 0.01 M CaCl2-solution will be added. After agitation overnight (12 h minimum), the samples will be used for adsorption experiments.
The soil samples will be conditioned as described above.
0.1 volume-% of the stock solutions, related to the volume of the aqueous phase in the soil suspensions will be added in order to adjust the test concentrations. Afterwards, the samples will be agitated.
Samples at adsorption equilibrium will be used for this purpose.
The test vessels will be centrifuged after completion of the adsorption experiments, weighed and the supernatant will be replaced by fresh 0.01 M CaCl2-solution. Then, the test vessels will be agitated again to investigate the desorption behavior of the test item.
The soil suspensions will be centrifuged after agitation to separate the phases, followed by analysing the concentration of the analytes in aqueous phase by LC-MS. Centrifugation conditions are determined depending on soil / solution ratio and soil type and will be documented in the raw data and given in the report. If necessary, test vessel adsorption will be determined by LC-MS after extraction of the test vessels with an appropriate solvent. For analysis of the soil, the aqueous phase will be decanted and the soil will be extracted. If the mass balance is ≥ 90 % during tier 1 the soil will not be extracted in tier 2 and tier 3 since an indirect method can be used. Details of sample preparation are documented in the raw data and given in the report.
All samples will be prepared in duplicate.
Sampling points will be fixed based on the results of tier 1 and described in a study plan amendment.
For the adsorption and desorption isotherms, the samples will be agitated according to the equilibration time determined during the adsorption and desorption kinetic experiments.
TEST CONDITIONS
- Buffer: 0.01 M CaCl2-solution
- pH: please refer to Table 1 ' any other information oin materials and methods incl. tables'
- Suspended solids concentration: please refer to Table 2 ' any other information oin materials and methods incl. tables'

TEST SYSTEM
- Type, size and further details on reaction vessel: 50 mL disposable centrifugation tubes
- Water filtered (i.e. yes/no; type of size of filter used, if any): no
- Soil/water ratio (if simulation test): Test volume: 40mL Tier 1: 1:40,1:10 and 1:5; Tier 2 and Tier 3: 1:10
- Number of reaction vessels/concentration: duplicates except Blank vessel for tier 2 testing (single)
- Measuring equipment: Equipment
Piston stroke pipettes, THERMO SClENTlFlC
Positive displacement pipettes, GILSON MEDlCAL
Centrifuge Megastar 3.0, VWR
Ultrasonic bath, BANDELIN
Multipette E3x, EPPENDORF
Top pan Balance, KERN
Analytical balance, SARTORlUS
pH-Meter, Lab 850, Si ANALYTlCS + HACH
Laboratory glassware
Data logger, TESTO
Shaker, EDMUND BUHLER
Syringe filter, Chromafil GF/RC-45/25, MACHEREY & NAGEL
Milli-Q system, Merck
PP 50 mL centrifugation tubes, VWR
Reagents
Calcium chloride ≥ 98 %, ROTH
Ultrapure water generated in house
Acetonitrile, HPLC-Plus ≥ 99.9 %, Merck
Formic Acid, ≥ 98 %, VWR
- Test performed in closed vessels due to significant volatility of test substance: no
- Test performed in open system: not reported
- Method of preparation of test solution:
Stock solutions
Stock solutions of 2, 1, 0.2, 0.1 and 0.02 g/L of the test item in acetonitrile were prepared.
Preparation of the soil samples (conditioning): The soils were weighed into the test vessels and an appropriate volume of 0.01 M CaCl2-solution was added.
After agitation overnight (12 h minimum), the samples were used for adsorption experiments.
Preparation of the samples for adsorption experiments
The soil samples were conditioned as described above. 0.1 volume-% (0.04 mL) of the stock solutions was added in order to adjust the test concentrations. Afterwards, the samples were agitated.
Preparation of the samples for desorption experiments
Samples at adsorption equilibrium were used for this purpose. After completion of the adsorption experiments the test vessels were centrifuged, weighed and the supernatant was replaced by fresh 0.01 M CaCl2-solution. Then the test vessels were agitated again to investigate the desorption behavior of the test item.

Computational methods:

- Adsorption and desorption coefficients (Kd): yes, as detailed in the study report
- Freundlich adsorption and desorption coefficients: yes, as detailed in the study report
- Adsorption coefficient per organic carbon (Koc): yes, as detailed in the study report

Key result

Sample No.:

#1

Type:

Koc

Remarks:

C40H73N3O

Value:

267 471 L/kg

pH:

5.9

Temp.:

22.8 °C

Matrix:

LUFA2.1

% Org. carbon:

0.718

Key result

Sample No.:

#2

Type:

Koc

Remarks:

C40H73N3O

Value:

136 414 L/kg

pH:

6.6

Temp.:

22.8 °C

Matrix:

LUFA2.2

% Org. carbon:

1.47

Key result

Sample No.:

#3

Type:

Koc

Remarks:

C40H73N3O

Value:

1 203 052 L/kg

pH:

6.8

Temp.:

22.8 °C

Matrix:

LUFA 2.3

% Org. carbon:

0.412

Key result

Sample No.:

#4

Type:

Koc

Remarks:

C40H73N3O

Value:

346 000 L/kg

pH:

7.4

Temp.:

22.8 °C

Matrix:

LUFA 2.4

% Org. carbon:

1.74

Key result

Sample No.:

#5

Type:

Koc

Remarks:

C40H73N3O

Value:

637 465 L/kg

pH:

7.5

Temp.:

22.8 °C

Matrix:

LUFA 5M

% Org. carbon:

0.916

Key result

Sample No.:

#1

Type:

Koc

Remarks:

C41H76N3O

Value:

278 741 L/kg

pH:

5.9

Temp.:

22.8 °C

Matrix:

LUFA 2.1

% Org. carbon:

0.718

Key result

Sample No.:

#2

Type:

Koc

Remarks:

C41H76N3O

Value:

140 238 L/kg

pH:

6.6

Temp.:

22.8 °C

Matrix:

LUFA 2.2

% Org. carbon:

1.47

Key result

Sample No.:

#3

Type:

Koc

Remarks:

C41H76N3O

Value:

1 183 242 L/kg

pH:

6.8

Temp.:

22.8 °C

Matrix:

LUFA 2.3

% Org. carbon:

0.412

Key result

Sample No.:

#4

Type:

Koc

Remarks:

C41H76N3O

Value:

320 551 L/kg

pH:

7.4

Temp.:

22.8 °C

Matrix:

LUFA 2.4

% Org. carbon:

1.74

Key result

Sample No.:

#5

Type:

Koc

Remarks:

C41H76N3O

Value:

573 756 L/kg

pH:

7.5

Temp.:

22.8 °C

Matrix:

LUFA 5M

% Org. carbon:

0.916

Key result

Sample No.:

#1

Type:

Kd

Remarks:

C40H73N3O

Value:

1 920 L/kg

pH:

5.9

Temp.:

22.8

Matrix:

LUFA 2.1

% Org. carbon:

0.718

Key result

Sample No.:

#2

Type:

Kd

Remarks:

C40H73N3O

Value:

2 005 L/kg

pH:

6.6

Temp.:

22.8 °C

Matrix:

LUFA 2.2

% Org. carbon:

1.47

Key result

Sample No.:

#3

Type:

Kd

Remarks:

C40H73N3O

Value:

4 957 L/kg

pH:

6.8

Temp.:

22.8 °C

Matrix:

LUFA 2.3

% Org. carbon:

0.412

Key result

Sample No.:

#4

Type:

Kd

Remarks:

C40H73N3O

Value:

6 020 L/kg

pH:

7.4

Temp.:

22.8 °C

Matrix:

LUFA 2.4

% Org. carbon:

1.74

Key result

Sample No.:

#5

Type:

Kd

Remarks:

C40H73N3O

Value:

5 839 L/kg

pH:

7.5

Temp.:

22.8 °C

Matrix:

LUFA 5M

% Org. carbon:

0.916

Key result

Sample No.:

#1

Type:

Kd

Remarks:

C41H76N3O

Value:

2 001 L/kg

pH:

5.9

Temp.:

22.8 °C

Matrix:

LUFA 2.1

% Org. carbon:

0.718

Key result

Sample No.:

#2

Type:

Kd

Remarks:

C41H76N3O

Value:

2 062 L/kg

pH:

6.6

Temp.:

22.8 °C

Matrix:

LUFA 2.2

% Org. carbon:

1.47

Key result

Sample No.:

#3

Type:

Kd

Remarks:

C41H76N3O

Value:

4 875 L/kg

pH:

6.8

Temp.:

22.8 °C

Matrix:

LUFA 2.3

% Org. carbon:

0.412

Key result

Sample No.:

#4

Type:

Kd

Remarks:

C41H76N3O

Value:

5 578 L/kg

pH:

7.4

Temp.:

22.8 °C

Matrix:

LUFA 2.4

% Org. carbon:

1.74

Key result

Sample No.:

#5

Type:

Kd

Remarks:

C41H76N3O

Value:

5 256 L/kg

pH:

7.5

Temp.:

22.8 °C

Matrix:

LUFA 5M

% Org. carbon:

0.916

Adsorption and desorption constants:

Tier 1 - Adsorption
LUFA 2.2 and LUFA 2.4 soils were used for preliminary investigations on the adsorption behavior of the test item with soil I solution ratios of 1:5, 1:10 and 1:40 at a concentration of 2 mg test item/L. An adsorption of 2 99% was determined for the two analytes in both soils after 24 h.
Tier 1 - Test Vessel Adsorption
The test item adsorption to the test vessels in test item controls and soil suspensions was determined in tier 1 for the samples with the longest agitation period in polypropylene centrifugation tubes. Significant adsorption on test vessels was observed only for the control
samples but not for the samples containing soil.
Tier 1 - Extraction from Soil I Mass Balance
Recovery rates from 83% to 96% of the nominal concentration for the analytes were obtained using acetonitrile containing 2 % formic acid at ambient temperature. Significant adsorption on test vessels was observed only for the soil / solution ratio of 1:40. A soil / solution of 1:10 was chosen for tier 2 and tier 3.
Matrix Effects
Matrix effects of the analytical method have been investigated during tier 1 for the soils LUFA 2.2 and LUFA 2.4 and during tier 2 for the remaining soils. No matrix effects were observed for the samples of the aqueous phase. In contrast, a matrix effect was observed for extracts of some soils. For this reason, extracts of each soil were analysed with a matrix calibration.
Tier 2 - Adsorption Kinetics
The determination for adsorption kinetics was performed with a nominal test item concentration of 2 mg test item/L. A soil / solution ratio of 1:10 was used and concentrations of the test item were measured in aqueous phase at defined sampling points. The equilibrium was reached within 1 hour.
Tier 3 - Desorption Kinetics
The desorption behavior of the test item was determined after 1 h adsorption. The results show that the test item adsorption is not
reversible since the maximum desorption determined is 0.7 %.

Recovery of test material:

Recovery rates from 83% to 96% of the nominal concentration for the analytes were obtained.

Concentration of test substance at end of adsorption equilibration period:

For C40H73N3O (µg/ 40mL):
LUFA 2.1 79.3
LUFA 2.2 79.3
LUFA 2.3 79.5
LUFA 2.4 79.5
LUFA 5M 79.5
For C41H76N3O (µg/ 40mL):
LUFA 2.1 79.3
LUFA 2.2 79.3
LUFA 2.3 79.5
LUFA 2.4 79.5
LUFA 5M 79.5

Concentration of test substance at end of desorption equilibration period:

For C40H73N3O (µg/ 40mL):
LUFA 2.1 0.522
LUFA 2.2 0.336
LUFA 2.3 0.205
LUFA 2.4 0.118
LUFA 5M 0.0382
For C41H76N3O (µg/ 40mL):
LUFA 2.1 0.548
LUFA 2.2 0.369
LUFA 2.3 0.249
LUFA 2.4 0.166
LUFA 5M 0.109

Sample no.:

#1

Duration:

24 h

% Adsorption:

96

Remarks on result:

other: LUFA 2.2/C40H73N3O

Sample no.:

#2

Duration:

24 h

% Adsorption:

85

Remarks on result:

other: LUFA 2.4/C40H73N3O

Sample no.:

#1

Duration:

24 h

% Adsorption:

93

Remarks on result:

other: LUFA 2.2/C41H76N3O

Sample no.:

#2

Duration:

24 h

% Adsorption:

83

Remarks on result:

other: LUFA 2.4/C41H76N3O

Transformation products:

not measured

Details on results (Batch equilibrium method):

PRELIMINARY TEST
- Volume of CaCl2 solution: 40 mL
- Initial test substance concentration: 2 mg/L
- Test substance concentration in final solution: 1 and 0%

MAIN TEST: PERFORMANCE
- Test material stability during adsorption/desorption phase: stable
- Experimental conditions maintained throughout the study: Yes
- Buffer/test substance interactions affecting sorption: No
- Buffer-catalyzed degradation of test substance: No

Table 3: Tier 1:Mass Balance LUFA 2.2 - C40H73N3O Compound, applied test item concentration: 2 mg/L, n=2

Soil / solution ratio	Sampling point [h]	Recovery rate from aqueous phase [%]	Recovery rate from test vessel [%]	Recovery rate from solid phase [%]	Mass balance1) [%]
1:40	24 I	1	4	-	-
	24 II	1	5	-
1:10	24 I	1	0.4	103	96
	24 II	1	0.4	88
1:5	24 I	0	0.3	87	89
	24 II	0	0.2	89

 

Table 4: Tier 1:Mass Balance LUFA 2.2 - C41H76N3O Compound, applied test item concentration: 2 mg/L, n=2

Soil / solution ratio	Sampling point [h]	Recovery rate from aqueous phase [%]	Recovery rate from test vessel [%]	Recovery rate from solid phase [%]	Mass balance1) [%]
1:40	24 I	1	4	-	-
	24 II	1	5	-
1:10	24 I	1	0.3	97	93
	24 II	1	0.4	87
1:5	24 I	0	0.2	88	88
	24 II	0	0.2	87

 

Table 5: Tier 1:Mass Balance LUFA 2.4 - C40H73N3O Compound, applied test item concentration: 2 mg/L, n=2

Soil / solution ratio	Sampling point [h]	Recovery rate from aqueous phase [%]	Recovery rate from test vessel [%]	Recovery rate from solid phase [%]	Mass balance1) [%]
1:40	24 I	1	3	-	-
	24 II	1	3	-
1:10	24 I	0	0.2	81	85
	24 II	0	0.3	87
1:5	24 I	0	0.1	84	85
	24 II	0	0.1	85

 

Table 6: Tier 1:Mass Balance LUFA 2.4 – C41H76N3O Compound, applied test item concentration: 2 mg/L, n=2

Soil / solution ratio	Sampling point [h]	Recovery rate from aqueous phase [%]	Recovery rate from test vessel [%]	Recovery rate from solid phase [%]	Mass balance1) [%]
1:40	24 I	1	3	-	-
	24 II	1	3	-
1:10	24 I	0	0.2	82	83
	24 II	0	0.2	84
1:5	24 I	0	0.1	86	85
	24 II	0	0.1	83

Table 7: Matrix effects – aqueous phase, applied test item concentration: 25 µg/L, n=2, Soil solution ratio 1:10

 

Soil	C40H73N3O Compound Recovery [%]	C41H76N3O Compound Recovery [%]
LUFA 2.1	101	99
LUFA 2.2	96	97
LUFA 2.3	103	101
LUFA 2.4	98	90
LUFA 5M	99	99

Table 8: Matrix effects – soil extract, applied test item concentration: 25 µg/L, n=2, Soil solution ratio 1:10

 

Soil	C40H73N3O Compound Recovery [%]	C41H76N3O Compound Recovery [%]
LUFA 2.1	90	77
LUFA 2.2	86	108
LUFA 2.3	85	76
LUFA 2.4	83	108
LUFA 5M	82	75

Table 9: Summarized Endpoints forHH-2014-548and the main components, Mobility according to McCall et al. (1980):KOC0 – 50 very high,KOC50 – 150 high,KOC150 – 500 medium,KOC500 – 2000 low,KOC2000 – 5000 slight,KOC> 5000 immobile

Soil	Soil / Solution Ratio	maq(eq) [µg]	Kd [mL/g]	KOC [mL/g]	Kdes [mL/g]	KFOC [µg1-1/n (mL)1/ng-1]	1/n	Mobility according to McCall et al. based on KOC
Protonated oleic acid IQAC
LUFA 2.1	1:10	0.426	1920	267471	1566	173511	0.95	immobile
LUFA 2.2	1:10	0.426	2005	136414	2538	72343	0.99	immobile
LUFA 2.3	1:10	0.167	4957	1203052	4042	643987	1.0	immobile
LUFA 2.4	1:10	0.146	6020	346000	7425	107761	0.98	immobile
LUFA 5M	1:10	0.147	5839	637465	22597	656566	1.1	immobile
Methyl quaternized oleic acid IQAC
LUFA 2.1	1:10	0.409	2001	278741	1491	184184	0.96	immobile
LUFA 2.2	1:10	0.414	2062	140238	2307	70993	1.0	immobile
LUFA 2.3	1:10	0.170	4875	1183242	3323	529846	0.99	immobile
LUFA 2.4	1:10	0.157	5578	320551	5284	95875	0.96	immobile
LUFA 5M	1:10	0.164	5256	573756	7927	580722	1.1	immobile
HH-2014-548
LUFA 2.1	1:10	0.412	1986	276659	1505	182212	0.96	immobile
LUFA 2.2	1:10	0.416	2051	139531	2350	71242	1.0	immobile
LUFA 2.3	1:10	0.169	4890	1186903	3456	550937	0.99	immobile
LUFA 2.4	1:10	0.155	5660	325254	5680	98071	0.96	immobile
LUFA 5M	1:10	0.161	5364	585528	10638	594737	1.1	immobile

maq(eq)          = mass in the aqueous phase at adsorption equilibrium

Table 10: Freundlich Adsorption Isotherms forC40H73N3O Compound Applied test item concentrations: 2, 1, 0.2, 0.1, 0.02 mg/L

Volume of aqueous phase:40 mL

Soil Type	msoil[g]	r2	1/n	KFads	KFOC
LUFA 2.1	3.88	0.995	0.95	1246	173511
LUFA 2.2	3.71	0.998	0.99	1063	72343
LUFA 2.3	3.84	0.999	1.0	2653	643987
LUFA 2.4	3.62	0.999	0.98	1875	107761
LUFA 5M	3.70	0.999	1.1	6014	656566

Table 11: Freundlich Adsorption Isotherms forC41H76N3O Compound, Applied test item concentrations: 2, 1, 0.2, 0.1, 0.02 mg/L

Volume of aqueous phase:40 mL

Soil Type	msoil[g]	r2	1/n	KFads	KFOC
LUFA 2.1	3.88	0.995	0.96	1322	184184
LUFA 2.2	3.71	0.998	1.0	1044	70993
LUFA 2.3	3.84	0.997	0.99	2183	529846
LUFA 2.4	3.62	1.000	0.96	1668	95875
LUFA 5M	3.70	0.998	1.1	5319	580722

Validity criteria fulfilled:

yes

Conclusions:

Based on the results detected in the present study conducted according to OECD guideline 106 (2000), the test item showed a low desorption (0.05 to 0.7 %) during desorption kinetic experiments, thus, the expected desorption was too low for a reliable determination because the experimental error in the applied analytical methods would have been higher. The test item HH-2014-548 adsorbs to all tested soils with Koc values above 135000 and is therefore immobile in soiis according to McCall et al. The adsorption was not reversible.

Executive summary:

In a study conducted according to OECD guideline 106 (2000) five standard soils were incubated with the test item at concentrations of

2 mg test item /L (concentration used for adsorption kinetics), 1, 0.2, 0.1 and 0.02 mg test item /L for the following durations:

Tier 1: 24h

Tier 2: 0.25h, 0.5h, 1h for all soils

2h, 4h, 6h, 24h for soils LUFA 2.2 and 2.4

Desorption kinetics: 2h, 4h, 24h and 72h

Adsorption isotherms: 1h

Based on the obtained results the adsorption of the test item is nearly 100% in all soils and desorption is very low, thus, the test item HH-2014-548 adsorbs to all tested soils with Koc values above 135000 and is therefore immobile in soiis according to McCall et al. The adsorption was not reversible.

 

Some numerical results are listed in the following table:

 

Soil	Soil / Solution Ratio	Kd [mL/g]	Koc [mL/g]	logKoc	Mobility according to McCall et al. based on Koc
LUFA 2.1	1:10	1986	276659	5.44	immobile
LUFA 2.2	1:10	2051	139531	5.14	immobile
LUFA 2.3	1:10	4890	1186903	6.07	immobile
LUFA 2.4	1:10	5660	325254	5.51	immobile
LUFA 5M	1:10	5364	585528	5.77	immobile
		arithmetic mean Koc	502775	5.59	arithmetic mean logKoc

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

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))

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Radiolabelling:

no

Test temperature:

Column temperature = 35 °C ± 1 °C

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: Acquity UPLC system (Waters. Milford, MA. U.S.A.)
- Type, material and dimension of analytical (guard) column: Hypersil BDS-CN, 100 x 2.1 mm i.d., dp = 3 µm (Thermo Fisher Scientific. Waltham, MA. U.S.A.)
- Detection system: Acquity UPLC TUV detector (Waters). ZQ 2000 mass spectrometer (Waters)

MOBILE PHASES
- Type: A - 55/45 (v/v), B - methanol
- pH: not specified
- Experiments with additives carried out on separate columns: no
- Solutes for dissolving test and reference substances: A - 55/45 (v/v)

DETERMINATION OF DEAD TIME
- Method: by means of homologous series / by inert substances which are not retained by the column: not reported

REFERENCE SUBSTANCES
- Identity:2,4-DDT

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: 10 µl
- Quantity of reference substances: 10 µl

REPETITIONS
- Number of determinations:1

Key result

Type:

Koc

Value:

> 427 000

Temp.:

35 °C

Key result

Type:

log Koc

Value:

> 5.63

Temp.:

35 °C

Details on results (HPLC method):

The reference substance 2,4-DDT was detected and had a retention time of 2.9 minutes. The results demonstrated the validity of the analytical method on the day of analysis.
A gradient to 100% methanol was applied in order to elute the test substance components. Neither in the full scan mode nor in the MRM mode at m/z 628.5 test substance related compounds were detected. To demonstrate that the test substance was applied, the test solution was analysed in the bypass mode (i.e. without the analytical column). The test substance was detected in the dead volume of the system. It demonstrated that the test substance most Iikely interacted strongly with the analytical column and no eluting of the components occurred. Based on the results obtained it was concluded that the test substance has a Kc value of higher than the reference substance 2,4-DDT. It corresponds with Koc and log Koc value for the test
substance of > 427000 and > 5,63, respectively.

No test substance related compounds were detected during any of the HPLC trials. The test substance was detected when the solution was analyzed in by-pass mode (i.e. without analytical column). This indicates that the test substance interacted strongly with the analytical column and no eluting of the compounds occurred.

The reference substance was detected and had a retention time of 2.9 minutes.

Validity criteria fulfilled:

yes

Conclusions:

In a study according the EC C.19 guideline (OECD 121) the adsorption coefficient Koc of the test item was studied. It was found that the test item strongly interacted with the analytical column. The reference substance 2,4 -DDT was detected and had a retention time of 2.9 minutes. Based on the results obtained it was concluded that the test substance has a Koc value of higher than the reference substance 2,4-DDT. It corresponds with Koc and log Koc value for the test substance of > 427000 and > 5,63, respectively.

Executive summary:

In a study according the EC C.19 guideline (OECD 121) the adsorption coefficient Koc of the test item was studied. It was found that the test item strongly interacted with the analytical column. The reference substance 2,4 -DDT was detected and had a retention time of 2.9 minutes. Based on the results obtained it was concluded that the test substance has a Koc value of higher than the reference substance 2,4-DDT. It corresponds with Koc and log Koc value for the test substance of > 427000 and > 5,63, respectively.

Reference 3

Endpoint:

adsorption / desorption

Remarks:

adsorption

Type of information:

calculation (if not (Q)SAR)

Remarks:

Migrated phrase: estimated by calculation

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

other: no information available whether the calculation model is validated for the substance under investigation

Principles of method if other than guideline:

The soil sorption coefficient Koc of imidazolium compounds, 2-(C17 and C17-unsatd. alkyl)-1-[2-(C18 and C18-unsatd. amido)ethyl]-4,5-dihydro-1-methyl, Me sulfates was calculated using EPIWIN v3.20, PCKOCWIN v1.66.

Type of method:

other: calculation

Media:

soil

Key result

Type:

log Koc

Value:

10.95

The estimation of the soil sorption coefficient Koc via EPIWIN v3.20, PCKOCWIN v1.66 yielded a value of 8.97 x 10E10 (log Koc=10.953). The calculated Koc would indicate a very high soil sorption. Due to missing information about the applicability of the calculation model in respect to the substance under investigation the result and the conclusion thereoff should be treated with care.

Conclusions:

The soil sorption coefficient Koc of imidazolium compounds, 2-(C17 and C17-unsatd. alkyl)-1-[2-(C18 and C18-unsatd. amido)ethyl]-4,5-dihydro-1-methyl, Me sulfates was calculated using EPIWIN v3.20, PCKOCWIN v1.66. The estimation yielded a Koc=8.97 x 10E10 (log Koc=10.953). This value would indicate a very high soil sorption. Due to missing information about the applicability of the calculation model in respect to the substance under investigation the result and the conclusion thereoff should be treated with care.

Description of key information

Oleic-acid based IQAC, DMS quaternised will strongly interact with soils, sediment and suspended matter in natural environment. It is technically not feasible to determine a concrete soil sorption coefficient.

Key value for chemical safety assessment

Koc at 20 °C:

502 775

Additional information

In a study conducted according to OECD guideline 106 (2000) five standard soils were incubated with the test item at concentrations of 2 mg test item /L (concentration used for adsorption kinetics), 1, 0.2, 0.1 and 0.02 mg test item /L for the following durations:

Tier 1: 24h

Tier 2: 0.25h, 0.5h, 1h for all soils

2h, 4h, 6h, 24h for soils LUFA 2.2 and 2.4

Desorption kinetics: 2h, 4h, 24h and 72h

Adsorption isotherms: 1h

Based on the obtained results the adsorption of the test item is nearly 100% in all soils and desorption is very low, thus, the test item HH-2014-548 adsorbs to all tested soils with Koc values above 135000 and is therefore immobile in soiis according to McCall et al. The adsorption was not reversible.

Some numerical results are listed in the following table:

Soil	Soil / Solution Ratio	Kd [mL/g]	Koc [mL/g]	logKoc	Mobility according to McCall et al. based on Koc
LUFA 2.1	1:10	1986	276659	5.44	immobile
LUFA 2.2	1:10	2051	139531	5.14	immobile
LUFA 2.3	1:10	4890	1186903	6.07	immobile
LUFA 2.4	1:10	5660	325254	5.51	immobile
LUFA 5M	1:10	5364	585528	5.77	immobile
		arithmetic mean Koc	502775	5.59	arithmetic mean logKoc

 

 

In a study according the EC C.19 guideline (OECD 121) the adsorption coefficient Koc of the test item was studied. It was found that the test item strongly interacted with the analytical column. The reference substance 2,4 -DDT was detected and had a retention time of 2.9 minutes. Based on the results obtained it was concluded that the test substance has a Koc value of higher than the reference substance 2,4-DDT. It corresponds with Koc and log Koc value for the test substance of > 427000 and > 5.63, respectively.A concrete soil sorption coefficient could not be determined as the test item was not eluted from the column. In the guideline, however, it is stated that the method may not work for surface active substances and the results confirm this. Therefore this study is not appropriate to determine the soil sorption coefficient.

 

The soil sorption coefficient was also calculated using EPIWINv3.20, PCKOCWIN v1.66, resulting in a very high soil sorption coefficient of 11. EPIWIN is not outlined to calculate properties of ionic substances, Therefore this value is not suitable fort he assessment.

Furthermore it is not opportune to determine a Koc from log Kow because the common Koc derivations are not valid for surface active substances (EU RAR 2009, see also REACH Reference guidance 7a, section R7.1.15).