4,4'-Isopropylidenediphenol, polymer with 1-chloro-2,3-epoxypropane, propane-1,2-diol acrylate and succinic anhydride

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:

From 25June, 2012 to 26 June, 2012

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))

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
The following pKa values in the pH range of 1 - 14 were calculated (Perrin calculation method (pKalc 5.0, module in Pallas 3.0, CompuDrug International San Francisco, CA, USA)): pKa acidic: 11.8, 13.4 and 13.7; pKa basic: none.

HPLC METHOD CONDITIONS
Justification for Estimation method at neutral pH: based on the pKa calculations, 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 1056 mg/L stock solution of the test substance was prepared in methanol. The stock solution was diluted to obtain a final concentration of 15.8 mg/L. End solution: 55/45 (v/v) methanol/water. 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’ = 0.286 x log Koc– 1.18 (r = 0.97, n = 16).

Key result

Type:

log Koc

Remarks:

major constituents with peak area of 81%

Value:

ca. 4.34 dimensionless

pH:

7

Temp.:

35 °C

Key result

Type:

log Koc

Remarks:

minor constituents with peak area ranging from 0.22 to 4.9%

Value:

<= 5.66 dimensionless

pH:

7

Temp.:

35 °C

Key result

Type:

log Koc

Remarks:

all constituents

Value:

ca. -0.49 - <= 5.66 dimensionless

pH:

7

Temp.:

35 °C

Details on results (HPLC method):

In the HPLC chromatogram of the test solution, one major peak and several small 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)	1.976	1.976	1.976
Acetanilide	2.216	2.217		1.26
Atrazine	2.388	2.389		1.81
Monuron	2.451	2.451		1.99
2,5-Dichloroaniline	2.708	2.709		2.55
Benzoic acid phenylester	2.957	2.957		2.87
Fenthion	3.727	3.727		3.31
Phenanthrene	3.816	3.815		4.09
4,4’-DDT	6.388	6.387		5.63
Component 1	1.309	1.318	1.314	< 1.26	<1.8E1	1.2
Component 2	1.514	1.535	1.525	< 1.26	<1.8E1	0.22
Component 3^1	2.071	2.072	2.072	-0.49	3.2E-1	4.9
Component 4	2.985	2.986	2.986	3.09	1.2E3	4.7
Component 5	3.407	3.403	3.405	3.62	4.2E3	1.1
Component 6	3.704	3.690	3.697	3.90	8.0E3	1.2
Major component 7	4.281	4.279	4.280	4.34	2.2E4	81
Component 8	5.336	5.334	5.335	4.92	8.3E4	3.0
Component 9	6.125	6.139	6.132	5.24	1.7E5	0.65
Component 10^1	7.472	7.431	7.452	5.66	4.6E5	1.6

¹Obtained by extrapolation of the calibration curve.

 

Conclusions:

Using the HPLC method, the log Koc for the major constituent present at ca. 81% peak area was 4.3, while those for the remaining minor components ranged from <1.3 to 5.7. Following a conservative approach, the highest log Koc of 5.66 has been taken forward as the key value for hazard/risk assessment.

Executive summary:

A study was conducted to determine the log Koc of the test substance at neutral pH using the HPLC method, according to OECD Guideline 121 and EC Method C.9, in compliance with GLP.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 (81% peak area) and nine small peaks (0.2- 5% peak area) were observed. The log Koc values for the major component (peak area: 81%) was 4.3 (Koc: 2.2 x 104). The log Koc values for the 9 minor components (peak areas: 0.22 to 4.9%) ranged from <1.26 to 5.66 (i.e., equivalent to Koc values ranging from <1.3 to 4.6 x 105) (Lammers, 2012). Following a conservative approach, the highest log Koc of 5.66 has been taken forward as the key value for the risk assessment.​

 

Description of key information

Using the HPLC method, the log Koc for the major constituent present at ca. 81% peak area was 4.3, while those for the remaining minor components ranged from <1.3 to 5.7. Following a conservative approach, the highest log Koc of 5.66 (or Koc value of 4.6 x 105)  has been taken forward as the key value for hazard/risk assessment. 

Key value for chemical safety assessment

Koc at 20 °C:

460 000

Additional information

A study was conducted to determine the log Koc of the test substance at neutral pH using the HPLC method, according to OECD Guideline 121 and EC Method C.9, in compliance with GLP.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 (81% peak area) and nine small peaks (0.2- 5% peak area) were observed. The log Koc values for the major component (peak area: 81%) was 4.3 (Koc: 2.2 x 104). The log Koc values for the 9 minor components (peak areas: 0.22 to 4.9%) ranged from <1.26 to 5.66 (i.e., equivalent to Koc values ranging from <1.3 to 4.6 x 105) (Lammers, 2012). Following a conservative approach, the highest log Koc of 5.66 has been taken forward as the key value for the risk assessment.​