4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]diphenol; bisphenol AF

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

10 August 2017 - 01 December 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Remarks:

Study was conducted in accordance with international guidelines and in accordance with GLP. All guideline validity criteria were met.

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient - HPLC Method)

Version / remarks:

Regulation (EC) 440/2008 of 30 May 2008

Deviations:

no

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Version / remarks:

23 November 2004

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

other: N/A - Partition coefficient determined by HPLC method.

Key result

Type:

log Pow

Partition coefficient:

2.79

Temp.:

20 °C

pH:

6.88

Remarks on result:

other: Mean Value

Remarks:

Two measurements were made under identical conditions, using the same set of reference items that fall within a range of ± 0.1 log units. Therefore the quality criteria outlined in OECD 117 have been fulfilled.

Table 7:          Data Evaluation

Calculation of log k	The corresponding logarithms of the capacity factors, log k, were calculated from the retention times and the dead time.
Calibration Graph	A correlation graph of log k versus log Pow was plotted.
Sample Results	The partition coefficient of the test item was obtained by interpolation from the calibration graph, using the calculated capacity factor

 

 

Table 8:          Retention time and log Pow of the test item (mean of two runs)

	Retention time [min]	Mean retention time [min]	Mean retention time of two runs [min]	Absolute deviation [min]	POW	Mean log POW	Mean log Powof two runs	Absolute deviation of log Pow
Run 1, Injection 1	4.009	4.011	4.02	0.01	2.78	2.78	2.79	0.01
Run 1, Injection 2	4.006				2.78
Run 1, Injection 3	4.008				2.78
Run 1, Injection 4	4.020				2.79
Run 2, Injection 1	4.016	4.022			2.78	2.79
Run 2, Injection 2	4.013				2.78
Run 2, Injection 3	4.029				2.79
Run 2, Injection 4	4.029				2.79

The requirements of OECD guideline 117 concerning the quality criteria are fulfilled (two measurements made under identical conditions and using the same set of reference items fall within a range of ± 0.1 log units).

 

Table 9:          Calibration parameter obtained from first run

	Slope	x	Intercept
Log Pow =	2.763635	log k	+ 2.329564
R =	0.9958

 

 

Table 10:        Calibration parameter obtained from second run

	Slope	x	Intercept
Log Pow =	2.762738	log k	+ 2.328014
R =	0.9958

 

 

Table 11:        Values for determination of Pow, dead time and calibration graph obtained from 1st run

Name	Log Pow nominal	RT [min]	Mean RT [min]	SD [min]	log k	Log Pow determined	Mean log Pow	SD log Pow
Test Item	---	4.009	4.011	0.006	0.163	2.78	2.78	0.010
		4.006			0.163	2.78
		4.008			0.163	2.78
		4.020			0.165	2.79
Thiourea	---	1.630	1.632	0.002	---	---	---		Dead time
		1.631
		1.633
		1.633
Nitrobenzene	1.9	2.910	2.914	0.003	-0.106	2.04	2.04	0.00	Reference Items
		2.913			-0.105	2.04
		2.916			-0.104	2.04
		2.916			-0.104	2.04
Atrazine	2.6	3.477	3.483	0.004	0.053	2.48	2.48	0.00
		3.481			0.054	2.48
		3.486			0.055	2.48
		3.486			0.055	2.48
Diphenylamine	3.4	5.489	5.500	0.009	0.374	3.36	3.37	0.01
		5.496			0.374	3.36
		5.508			0.376	3.37
		5.506			0.375	3.37
Benzylbenzoate	4.0	7.685	7.704	0.016	0.569	3.90	3.91	0.01
		7.698			0.570	3.90
		7.716			0.571	3.91
		7.718			0.572	3.91
Phenanthrene	4.5	12.657	12.686	0.025	0.830	4.62	4.63	0.01
		12.673			0.830	4.62
		12.705			0.832	4.63
		12.710			0.832	4.63
Fluoranthene	5.1	17.779	17.821	0.036	0.995	5.08	5.08	0.00
		17.803			0.996	5.08
		17.845			0.997	5.08
		17.856			0.997	5.08

Thiourea was used for determination of the dead time; RT = retention time; SD = standard deviation

 

 

Table 12:        Values for determination of Pow, dead time and calibration graph obtained from 2nd run

Name	Log Pow nominal	RT [min]	Mean RT [min]	SD [min]	log k	Log Pow determined	Mean log Pow	SD log Pow
Test Item	---	4.016	4.022	0.008	0.164	2.78	2.79	0.010
		4.013			0.163	2.78
		4.029			0.166	2.79
		4.029			0.166	2.79
Thiourea	---	1.635	1.634	0.001	---	---	---	---	Dead time
		1.634
		1.632
		1.633
Nitrobenzene	1.9	2.921	2.919	0.002	-0.104	2.04	2.04	0.00	Reference Items
		2.921			-0.104	2.04
		2.917			-0.105	2.04
		2.918			-0.105	2.04
Atrazine	2.6	3.491	3.489	0.003	0.056	2.48	2.48	0.00
		3.491			0.056	2.48
		3.486			0.054	2.48
		3.486			0.054	2.48
Diphenylamine	3.4	5.520	5.514	0.005	0.376	3.37	3.37	0.01
		5.514			0.376	3.37
		5.509			0.375	3.36
		5.511			0.375	3.36
Benzylbenzoate	4.0	7.740	7.726	0.010	0.573	3.91	3.91	0.00
		7.724			0.571	3.91
		7.718			0.571	3.91
		7.721			0.571	3.91
Phenanthrene	4.5	12.745	12.719	0.018	0.833	4.63	4.62	0.00
		12.714			0.831	4.62
		12.709			0.831	4.62
		12.708			0.831	4.62
Fluoranthene	5.1	17.900	17.865	0.024	0.998	5.09	5.08	0.00
		17.861			0.997	5.08
		17.849			0.997	5.08
		17.848			0.997	5.08

Thiourea was used for determination of the dead time; RT = retention time; SD = standard deviation

Conclusions:

The test item was determined to have a mean partition coefficient (Log Pow) of 2.79 at a mean temperature of 20 ± 1.0 °C.

Executive summary:

EU Method A.8. – The partition coefficient of the test item was determined using the HPLC method.  The procedure employed was designed to be compatible with Method A.8., partition coefficient, of Commission Regulation (EC) No 440/2008 of 30 May 2008.

Analysis was performed using a solid phase of long hydrocarbon chains chemically bound onto silica (Luna 5µ C18(2) 100A; 250 x 3.0 mm), with a mobile phase mixture of 75 % methanol and 25 % 0.01 M phosphate buffer (pH 7).  A PDA detector at 220 nm was used for both the test item and reference substances.  Reference items were used to determine column dead time and regression coefficients.

For the test item a mean measured partition coefficient range of log Pow = 2.79, with an absolute deviation of ≤ 0.02 log units at 20 °C ± 1 °C, at pH 6.88 was determined.

Description of key information

Partition coefficient: Log P_ow = 2.79 ± 0.01 at 20.0°C ± 1.0 °C; EU Method A.8. ; C Bär (2017)

Key value for chemical safety assessment

Log Kow (Log Pow):

2.79

at the temperature of:

20 °C

Additional information

EU Method A.8. – The partition coefficient of the test item was determined using the HPLC method.  The procedure employed was designed to be compatible with Method A.8., partition coefficient, of Commission Regulation (EC) No 440/2008 of 30 May 2008.

Analysis was performed using a solid phase of long hydrocarbon chains chemically bound onto silica (Luna 5µ C18(2) 100A; 250 x 3.0 mm), with a mobile phase mixture of 75 % methanol and 25 % 0.01 M phosphate buffer (pH 7).  A PDA detector at 220 nm was used for both the test item and reference substances.  Reference items were used to determine column dead time and regression coefficients.

For the test item a mean measured partition coefficient range of log Pow = 2.79, with an absolute deviation of ≤ 0.02 log units at 20 °C ± 1 °C, at pH 6.88 was determined.