Fatty acids, linseed-oil, reaction products with 2-amino-2-(hydroxymethyl)-1,3-propanediol and formaldehyde

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2016-08-24 to 2017-02-14

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

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

Deviations:

yes

Remarks:

A test item solution dissolved in pure methanol was injected in the HPLC. This deviation is stated as uncritical because the inject volume of the pure methanol solution is very small, therefore solvent does not affect the retention time of the test item.

Qualifier:

according to guideline

Guideline:

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

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

3.7 - 3.8

Remarks on result:

other: See remarks

Remarks:

Variations of the retention times of reference items and test item are very small. Therefore a stable configuration of the HPLC-column can be assumed. The correlation log /log Pow is good: the coefficient of determination r*2 was calculated with 0.9523. This value was considered as sufficiently high to use the calibration function for the determination of the log Pow of the test item VOELOFA Monomer.

Details on results:

For detailed results please refer to table 1-6 in box " Any other information on results incl. tables".

Results:

The retention times which were recorded for the reference items are presented in table1:

Table 1: Retention times (RT) of reference items
Compound	RT 1	RT 2	RT 3	RT 4	RT 5	RT 6
	Min.	Min.	Min.	Min.	Min.	Min.
Thiourea	1.463	1.465	1.459	1.468	1.462	1.465
2-Butanone	1.789	1.790	1.785	1.793	1.786	1.792
Benzyl alcohol	1.935	1.936	1.931	1.939	1.932	1.938
Acetophenone	2.216	2.218	2.212	2.221	2.213	2.219
Nitrobenzene	2.463	2.464	2.459	2.469	2.461	2.467
Benzene	3.165	3.166	3.161	3.170	3.162	3.170
Toluene	4.254	4.252	4.250	4.259	4.252	4.258
Naphthalene	5.139	5.138	5.135	5.146	5.140	5.145
Diphenylether	6.766	6.766	6.762	6.776	6.765	6.773

 

For each reference item, the calculated capacity factors are presented in table 2:

Table 2: Capacity factors of reference items
Compound	Retention time mean	Retention time standard deviation	Retention time relative standard deviation	k
	Min.	Min.	%
Thiourea	1.463	0.003	0.220	0.0000
2-Butanone	1.789	0.003	0.188	0.2225
Benzyl alcohol	1.935	0.003	0.177	0.3221
Acetophenone	2.216	0.003	0.155	0.5145
Nitrobenzene	2.464	0.004	0.151	0.6835
Benzene	3.166	0.004	0.125	1.1631
Toluene	4.254	0.003	0.079	1.9069
Naphthalene	5.141	0.004	0.079	2.5126
Diphenylether	6.768	0.005	0.076	3.6245

 

The values for log k and log Pow of the reference items are presented in table 3:

Table 3: Log k and log Pow of reference items
Compound	log k	log Pow
2-Butanone	-0.6528	0.30
Benzyl alcohol	-0.4920	1.10
Acetophenone	-0.2886	1.70
Nitrobenzene	-0.1653	1.90
Benzene	0.0656	2.10
Toluene	0.2803	2.70
Naphthalene	0.4001	3.60
Diphenylether	0.5593	4.20

 

Correlation results:

Dead time is 1.463 +/- 0.003 minutes, with RSD 0.22% The RSD of the retention times of the reference items lay all below 0.5%

Test item results:

The retention times of the test item are presented in table 4:

Table 4: Retention times of test item
Measurement	Peak 1	Peak 2
	Min.	Min.
Measurement 1	5.665	6.034
Measurement 2	5.658	6.030
Measurement 3	5.662	6.035
Mean	5.662	6.033
Standard deviation	0.003	0.003

 

Table 5: Areas of test item
Measurement	Area peak 1	Relative area peak 1	Area peak 2	Relative area peak 2
	mAU*min	%	mAU*min	%
Measurement 1	7.9932	38.83	12.5938	66.93
Measurement 2	8.0351	38.89	12.6244	66.91
Measurement 3	8.0879	38.74	12.7867	66.92
Mean	8.0387	38.82	12.6683	66.92
Relative standard deviation	0.590 %	0.191 %	0.819 %	0.121 %

 

The calculated values are presented in table 6:

Table 6: Capacity factor, log capacity factor, log Pow test item peaks
Peak 1	Measurement No.	k	log k	log Pow
	1	2.8706	0.4580	3.686
	2	2.8664	0.4573	3.684
	3	2.8690	0.4577	3.685
	Mean			3.685
	Standard Dev.			0.001
Peak 2	1	3.1231	0.4946	3.796
	2	3.1202	0.4942	3.795
	3	3.1238	0.4947	3.796
	Mean			3.796
	Standard Dev.			0.001

 

Log Pow was calculated from the capacity factor as follows:

Log Pow (log k + 0.7689) / 0.3328

Conclusions:

The partition coefficient log Pow of VOELOFA Monomer was determined by using the "HPLC-method", as described in OECD test guideline 117. Using the correlation log k / log Pow, the log Pow of test item VOELOFA Monomer was calculated as 3.7 ± 0.0 - 3.8 ± 0.0 (mean ± standard deviation).

Executive summary:

The partition coefficient log Pow of VOELOFA Monomer was determined by using the "HPLC-method", as described in OECD test guideline 117. Eight reference items with different retention times and thiourea for the determination of the dead time were used to produce a calibration curve. The capacity factor k was calculated for each reference item from the retention time of thiourea and the retention time of the respective reference item. A calibration function (log k vs. log Pow) was determined using the literature values for Pow of the reference items and the retention times in the six determinations. The chromatogram of the test item gave two peaks. Using the correlation log k / log Pow, the log Pow was calculated as 3.7 ± 0.0 - 3.8 ± 0.0 (mean  ± standard deviation).

Description of key information

The partition coefficient log Pow of VOELOFA Monomer was determined by using the "HPLC-method", as described in OECD test guideline 117. Eight reference items with different retention times and thiourea for the determination of the dead time were used to produce a calibration curve. The capacity factor k was calculated for each reference item from the retention time of thiourea and the retention time of the respective reference item. A calibration function (log k vs. log Pow) was determined using the literature values for Pow of the reference items and the retention times in the six determinations. The chromatogram of the test item gave two peaks. Using the correlation log k / log Pow, the log Pow was calculated as 3.7 ± 0.0 - 3.8 ± 0.0 (mean  ± standard deviation).

Key value for chemical safety assessment

Log Kow (Log Pow):

3.7