Reaction products of 1,5-diaminoanthracene-9,10-dione and 1,8-diaminoanthracene-9,10-dione with bromine

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:

The study was conducted between 04 April 2016 and 10 May 2016

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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:

22 January 2001

Deviations:

no

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:

30 May 2008

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Radiolabelling:

no

Test temperature:

30”C

Details on study design: HPLC method:

Determination of retention time
The sample, dead time and reference standard solutions were injected in duplicate using the following HPLC parameters:
HPLC System : Agilent Technologies 1200 Series, incorporating autosampler and workstation
Detector type : Ultra-violet (UV)
Column : XSelect HSS Cyano, 5µm (150 x 4.6 mm id)
Column temperature : 30 ºC
Mobile phase : Methanol: [pH 5 (citrate) buffer solution*] (55:45 v/v)
pH of the pH 5 (citrate) buffer solution* : 5.5
Flow-rate : 1.0 mL/min
Injection volume : 10 µL
UV detector wavelength : dead time and reference standards: 210 nm
sample: 590 nm

Key result

Type:

Koc

Value:

> 8 980 - < 427 000

pH:

5.5

Temp.:

30 °C

Matrix:

Citrate Buffer

Details on results (HPLC method):

Calibration
The retention times of the dead time and the retention times, capacity factors (k') and log10 Koc values for the reference standards are shown in the two following tables:

Dead time Retention time (mins) Mean retention time (mins)
Injection 1 Injection 2
Formamide 1.948 1.948 1.948


Standard Retention time (mins) Mean retention time (mins) Capacity factor (k') Log10 k' Log10 Koc
Injection 1 Injection 2
Acetanilide 2.668 2.668 2.668 0.369 -0.433 1.25
Phenol 2.541 2.536 2.539 0.303 -0.519 1.32
Atrazine 3.707 3.712 3.710 0.904 -0.044 1.81
Isoproturon 3.965 3.960 3.963 1.03 0.014 1.86
Triadimenol 5.296 5.301 5.299 1.72 0.235 2.40
Linuron 5.403 5.413 5.408 1.78 0.249 2.59
Naphthalene 4.689 4.694 4.691 1.41 0.149 2.75
Endosulfan-diol 6.594 6.599 6.596 2.39 0.378 3.02
Fenthion 8.100 8.095 8.098 3.16 0.499 3.31
-Endosulfan 11.351 11.327 11.339 4.82 0.683 4.09
Diclofop-methyl 12.410 12.410 12.410 5.37 0.730 4.20
Phenanthrene 8.785 8.771 8.778 3.51 0.545 4.09
DDT 24.344 24.339 24.342 11.5 1.06 5.63


Adsorption Coefficient
The retention times, capacity factor and log10 Koc value determined for the sample are shown in the following table:

Peak Injection Retention time (mins) Capacity factor (k') Log10 k' Log10 Koc Mean log10 Koc Adsorption coefficient % by area normalization
1 1 9.927 4.09 0.612 3.96 3.95 8.98 E03 25.4
2 9.908 4.08 0.611 3.95
2 1 10.306 4.29 0.632 4.02 4.01 1.03 E04 11.0
2 10.282 4.28 0.631 4.01
3 1 18.294 8.39 0.924 4.88 4.88 7.55 E04 8.8
2 18.260 8.37 0.923 4.88
4 1 20.491 9.52 0.978 5.04 5.04 1.10E05 38.2
2 20.462 9.50 0.978 5.04
5 1 35.573 >11.5 >1.06 >5.63 >5.63 >4.27E05 10.2
2 35.510 >11.5 >1.06 >5.63
6 1 37.979 >11.5 >1.06 >5.63 >5.63 >4.27 E05 6.4
2 37.886 >11.5 >1.06 >5.63

Overall log10 Koc: In the range 3.95 to greater than 5.63
Adsorption coefficient: In the range 8.98E03 to greater than 4.27E05

As the test item has estimated (ACD/Labs I-Lab 2.0) pKa’s of approximately 8.0 (1 x bromine, where the two OH groups are near to each other), and approximately 9.4 (1 x bromine, where the two OH groups are opposite each other), it was considered appropriate to perform testing at pH 5.5 (this section) and pH 7.2 (see Section 4.2). As the slope of the calibration curve for the reference standards showed good first order correlation and as the retention times between duplicate injections for each solution was consistent, the HPLC method was considered valid for the determination of adsorption coefficient. Based on the chromatographic data, the test item was considered to be stable during the test procedure.

Validity criteria fulfilled:

yes

Conclusions:

The adsorption coefficient (Koc) of the test item at pH 5.5 has been determined to be in the range 8.98E03 to greater than 4.27E05, log10 Koc in the range 3.95 to greater than 5.63. These values indicate that the test item will be immobile at pH 5.5.

Executive summary:

The adsorption coefficient of FAT 36002/G TE has been determined to be in the range 8.98 x 10³ to greater than 4.27 x 10⁵, log10 Koc 3.95 to greater than 5.63, at pH 5.5, and in the range 8.96 x 10³ to greater than 4.27 x 10⁵, log10 Koc in the range 3.95 to greater than 5.63, at pH 7.2, using the HPLC screening method, designed to be compatible with Method C.19 Adsorption Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 121 of the OECD Guidelines for Testing of Chemicals, 22 January 2001. These values indicate that the test item will be immobile in the pH range 5.5 to 7.2.

Description of key information

The adsorption coefficient (Koc) of the test item at pH 5.5 has been determined to be in the range 8.98E03 to greater than 4.27E05, log10 Koc in the range 3.95 to greater than 5.63. These values indicate that the test item will be immobile at pH 5.5.

Key value for chemical safety assessment

Koc at 20 °C:

427 000

Additional information

The adsorption coefficient of FAT 36002/G TE has been determined to be in the range 8.98 x 10³to greater than 4.27 x 10⁵, log10 Koc 3.95 to greater than 5.63, at pH 5.5, and in the range 8.96 x 10³to greater than 4.27 x 10⁵, log10 Koc in the range 3.95 to greater than 5.63, at pH 7.2, using the HPLC screening method, designed to be compatible with Method C.19 Adsorption Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 121 of the OECD Guidelines for Testing of Chemicals, 22 January 2001. These values indicate that the test item will be immobile in the pH range 5.5 to 7.2.

[LogKoc: 5.63]