Oligomerisation products of 2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bisoxirane with acrylic acid and lauric acid

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

June 29, 2012 to July 24, 2012

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study has been performed according to OECD and EC guidelines and according to the principles of GLP.

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))

Version / remarks:

(2008)

Deviations:

no

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:

(2001)

Deviations:

no

GLP compliance:

yes

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Radiolabelling:

no

Details on study design: HPLC method:

CALCULATION OF PKA
No dissociation constant(s) was calculated since the test substance is an UVCB substance.

HPLC METHOD CONDITIONS
Justification for Estimation method: UVCB substance. The mobile phase was not buffered.

Instrument: Alliance Separation Module 2695 (Waters, USA)
Detector: Dual λ Absorbance Detector 2487 (Waters)
Column: Hypersil-BDS-CN, 150 mm x 4.6 mm i.d., dp= 5 µm (Thermo Fisher Scientific, USA)
Column temperature: 35°C ± 1°C
Mobile phase:  55/45 (v/v) methanol/water
Flow: 1 ml/min
Injection volume: 10 µl
UV detection: 210 nm

REFERENCE SUBSTANCES
log Koc values based on soil adsorption data (OECD 121):
-Acetanilide, > 99.9%, CAS 103-84-4, log Koc 1.26
-Atrazine, 97.5%, CAS 1912-24-9, log Koc 1.81
-Monuron, 99.9%, CAS 150-68-5, log Koc 1.99
-2,5-Dichloroaniline, 99.8%, CAS 95-82-9, log Koc 2.55
-Benzoic acid phenylester, 99.9%, CAS 93-99-2, log Koc 2.87
-Fenthion, 96.2%, CAS 55-38-9, log Koc 3.31
-Phenanthrene, 98.1%, CAS 85-01-8, log Koc 4.09
-4,4’-DDT, 98.2%, CAS 50-29-3, log Koc 5.63

PREPARATION OF SOLUTIONS
Stock solutions of the reference substances at concentrations of approximately 1 g/l in methanol were used. The stock solutions were diluted to obtain an end solution of 55/45 (v/v) methanol/water.

A 4825 mg/l stock solution of the test substance was prepared in methanol. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water. The final concentration of the test substance solution was 53.1 mg/l. All solutions containing the test substance were protected from light.

A 5.61 g/l stock solution of the unretained compound formamide (99.8%) in methanol was used. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water.


PERFORMANCE OF THE STUDY
The reference substance and test substance solutions were injected in duplicate. Blank solutions (55/45 (v/v) methanol/water) were analysed by single injection. The capacity factor (k') of each compound was calculated from its retention time. The log k’ values of the references substances were plotted against the known log Koc values. A linear regression program was used to calculate the calibration curve. Linear regression analysis was performed using the least squares method. The log Koc value for the test substance was calculated by substituting its mean log k’ in the calibration curve: log k’ = 0.309 x log Koc– 1.04 (r = 0.97, n = 16).

Type:

log Koc

Value:

3.57

Remarks on result:

other: Peak area: 77%. Koc=3.7E3.

Type:

log Koc

Value:

>= 1.64 - <= 5.24 dimensionless

Remarks on result:

other: 13 peaks (peak areas ranging from 0.06% to 11%). Koc ranges from 4.4E1 to 1.7E5.

Details on results (HPLC method):

In the HPLC chromatogram of the test solution, one major peak and several smaller test substance peaks were observed.

Table: Koc of the test substance

Substance	tr,1 [min]	tr,2 [min]	mean tr (n=2)	log Koc	Koc	Area %
Formamide (t0)	1.926	1.926	1.926
Acetanilide	2.258	2.258		1.26
Atrazine	2.511	2.512		1.81
Monuron	2.627	2.627		1.99
2,5-Dichloroaniline	3.096	3.096		2.55
Benzoic acid phenylester	3.397	3.397		2.87
Fenthion	5.003	5.003		3.31
Phenanthrene	4.768	4.769		4.09
4,4’-DDT	9.762	9.768		5.63
Peak 1	2.487	2.488	2.488	1.64	4.4E1	0.42
Peak 2	2.795	2.795	2.795	2.25	1.8E2	0.087
Peak 3	3.091	3.092	3.092	2.67	4.6E2	11
Peak 4	3.425	3.427	3.426	3.02	1.0E3	0.22
Peak 5	3.711	3.709	3.710	3.26	1.8E3	0.058
Peak 6 (major compound)	4.145	4.147	4.146	3.57	3.7E3	77
Peak 7	4.451	4.453	4.452	3.75	5.7E3	3.5
Peak 8	4.710	4.711	4.711	3.89	7.7E3	2.7
Peak 9	5.976	5.977	5.977	4.42	2.6E4	1.7
Peak 10	6.333	6.334	6.334	4.53	3.4E4	0.75
Peak 11	7.542	7.451	7.497	4.86	7.3E4	0.10
Peak 12	7.721	7.726	7.724	4.92	8.3E4	0.24
Peak 13	8.784	8.786	8.785	5.16	1.4E5	0.71
Peak 14	9.207	9.209	9.208	5.24	1.7E5	1.6

Conclusions:

The log Koc values for the 13 minor components ranges from 1.6 to 5.2 (Koc: 4.4E1 to 1.7E5).

Executive summary:

A study was conducted to determine the adsorption coefficient of the substance according to EU Method C.19 and OECD Guideline 121 guideline, in accordance with GLP principles. The HPLC method at neutral pH using soil-adsorption-reference data was applied for the determination of the adsorption coefficient (Koc) of the test substance. The mobile phase was 55/45 (v/v) methanol/water. The column temperature was 35°C. In the HPLC chromatogram of the test solution, one major peak (77% peak area) and thirteen small peaks (0.06 - 11% peak area) were observed. The log Koc value for the major component was 3.6 (Koc: 3.7E3). The log Koc values for the 13 minor components ranges from 1.6 to 5.2 (Koc: 4.4E1 to 1.7E5) (Lammers, 2012).

Key value for chemical safety assessment

Koc at 20 °C:

170 000

Additional information

A study was conducted to determine the adsorption coefficient of the substance according to EU Method C.19 and OECD Guideline 121 guideline, in accordance with GLP principles. The HPLC method at neutral pH using soil-adsorption-reference data was applied for the determination of the adsorption coefficient (Koc) of the test substance. The mobile phase was 55/45 (v/v) methanol/water. The column temperature was 35°C. In the HPLC chromatogram of the test solution, one major peak (77% peak area) and thirteen small peaks (0.06 - 11% peak area) were observed. The log Koc value for the major component was 3.6 (Koc: 3.7E3). The log Koc values for the 13 minor components ranges from 1.6 to 5.2 (Koc: 4.4E1 to 1.7E5) (Lammers, 2012).