Bis(dimethyl-(2-hydroxyethyl)ammonium) 1,2-ethanediyl-bis(2-hexadecenylsuccinate)

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption

Remarks:

adsorption

Type of information:

experimental study

Adequacy of study:

key study

Study period:

27 November to 3 December 1996

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was performed to a guideline and used GLP.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1997

Report date:

1997

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

other: Koc estimate by HPLC screening

Principles of method if other than guideline:

The determination of the soil adsorption coefficient was carried out using an HPLC screening method. The procedure employed is that outlined in "HPLC-screening method for the determination of the adsorption coefficient on soil comparison of different stationary phases", W Kördel, J Stutte and G Kotthoff, Fraunhofer - Institut für Umweltchemie and Ökotoxikologie.

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil

Test material

Test material information

Constituent 1

Reference substance name:

Bis(dimethyl-(2-hydroxyethyl)ammonium) 1,2-ethanediyl-bis(2-hexadecenylsuccinate)

EC Number:

421-660-1

EC Name:

Bis(dimethyl-(2-hydroxyethyl)ammonium) 1,2-ethanediyl-bis(2-hexadecenylsuccinate)

Molecular formula:

Hill formula: C50 H96 N2 O10 CAS formula: C42 H74 O8. 2(C4 H11 N O)

IUPAC Name:

bis((2-hydroxyethyl)dimethylazanium) (4E)-3-{[2-({3-carboxylato-3-[(2E)-hexadec-2-en-2-yl]propanoyl}oxy)ethoxy]carbonyl}-4-methyloctadec-4-enoate

Constituent 2

Reference substance name:

BIS(DIMETHYL-(2-HYDROXYETHYL)AMMONIUM) 1,2-ETHANEDIYL-BIS (2-HEXADECENYLSUCCINATE)

IUPAC Name:

BIS(DIMETHYL-(2-HYDROXYETHYL)AMMONIUM) 1,2-ETHANEDIYL-BIS (2-HEXADECENYLSUCCINATE)

Radiolabelling:

no

Study design

Test temperature:

Column temperature: 30 °C

HPLC method

Details on study design: HPLC method:

EQUIPMENT
- Apparatus:
- Type: NDA
- Type, material and dimension of analytical (guard) column: Column: Zorbax CN 7 µ (250 x 4.6 mm id)
- Detection system: Wavelength: 210 nm


MOBILE PHASES
- Type: Tetrahydrofuran : Water (50:50); Flow rate: 1 mL/min
- Experiments with additives carried out on separate columns: No
- pH: 8.89
- Solutes for dissolving test and reference substances: The test material and reference substances were dissolved in tetrahydrofuran.


DETERMINATION OF DEAD TIME
- Method: The dead time was determined by measuring the retention time of a 279 mg/L solution of formamide (purity 99.5 %) in tetrahydrofuran.


REFERENCE SUBSTANCES
- Identity: Solutions of the reference standards were prepared in tetrahydrofuran:
Simazine (purity 99 %): Concentration 154 mg/L
Monolinuron (purity 98.2 %): Concentration 150 mg/L
Isoproturon (purity 99.6 %): Concentration 108 mg/L
Monuron (purity 99 %): Concentration 136 mg/L
Atrazine (purity 98.8 %): Concentration 162 mg/L
Triapenthenol (purity 99.3 %): Concentration 184 mg/L
Linuron (purity 98 %): Concentration 134 mg/L
Endosulphan-alcohol (purity 99 %): Concentration 160 mg/L
Disulfoton (purity 98 %): Concentration 248 mg/L
Methiocarb (purity 98 %): Concentration 176 mg/L
Cyfluthrin (purity 98 %): Concentration 148 mg/L


DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: An aliquot (0.2615 g) of test material was diluted to 50 mL with tetrahydrofuran). The injection volume was 20 µL.
- Quantity of reference substances: The concentrations of the reference substances are given above. The injection volume was 20 µL.
- Intervals of calibration: The mean retention times of the reference substances varied from 4.294 minutes to 24.213 minutes


REPETITIONS
- Number of determinations: Two injections were performed for each substance and the test material.


EVALUATION
- Calculation of capacity factors k': The capacity factors for the reference standards were calculated using the following equation:
k = (tR - t0) / t0
where:
tR = retention time of the substance (mins)
t0 = dead time (mins)
- Calculation of retention times: NDA
- Determination of the log Koc value: Log10 Koc values of the reference standards were taken from the draft guideline and was determined with reference to the calibration curve for the test sample.

Batch equilibrium or other method

Analytical monitoring:

no

Details on sampling:

N/A

Details on matrix:

N/A

Details on test conditions:

N/A

Computational methods:

N/A

Results and discussion

Adsorption coefficient

Type:

log Koc

Results: HPLC method

Details on results (HPLC method):

The results for the two components of the test material are shown in Table 1.

The soil adsorption coefficients coefficients for OS 114451A are as follows:

COMPONENT A:
log10 Koc: <1.77
Koc: <58.9

COMPONENT B:
log10 Koc: 2.02
Koc: 105

Under the conditions of the test, one component of the test material showed negligible retention on the HPLC column. The log10 Koc of the component was deduced by direct comparison of the sample retention time with that of the reference standard having the lowest log10 Koc value.

- Mean retention times of reference substances used for calibration:
Simazine: 4.829 mins
Monolinuron: 5.216 mins
Isoproturon: 4.758 mins
Monuron: 4.294 mins
Atrazine: 5.564 mins
Triapenthenol: 6.854 mins
Linuron: 5.852 mins
Endosulphan-alcohol: 6.914 mins
Disulfoton: 10.357 mins
Methiocarb: 5.863 mins
Cyfluthrin: 24.213 mins
- Details of fitted regression line (log k' vs. log Koc): r = 0.915
- Average retention data for test substance: Component A: 2.20 mins; Component B: 5.06 mins

Results: Batch equilibrium or other method

Adsorption and desorption constants:

N/A

Recovery of test material:

N/A

Concentration of test substance at end of adsorption equilibration period:

N/A

Concentration of test substance at end of desorption equilibration period:

N/A

Details on results (Batch equilibrium method):

N/A

Statistics:

N/A

Any other information on results incl. tables

Table 1 Summary of the results for determination of the soil adsorption coefficient

Component	Injection	Retention time (mins)	Capacity factor (k)	Log10k	Log10Koc	Mean Log10Koc	Koc	Peak area as % of total
A	1	2.213	-0.113	*	<1.77^a	<1.77	<58.9	66.6
	2	2.181	-0.126	*	<1.77^a
B	1	5.086	1.039	1.66x10^-2	2.04	2.02	105	33.4
	2	5.038	1.020	8.45x10^-3	2.01

* logarithmic values do not exist for negative numbers

^adetermined with reference to the log10 Koc and retention time data of the reference standards

Applicant's summary and conclusion

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficients coefficients for OS 114451A are as follows:

COMPONENT A:
log10 Koc: <1.77
Koc: <58.9

COMPONENT B:
log10 Koc: 2.02
Koc: 105

Executive summary:

In a detemination of soil adsorption coefficient study (525/066), the test material (OS 114451A) was determined to have the following soil adsorption coefficients:

COMPONENT A:

log10 Koc: <1.77

Koc: <58.9

COMPONENT B:

log10 Koc: 2.02

Koc: 105