ε-Caprolactone, oligomers, esters with acrylic acid and 2,2,2',2'-tetrakis (hydroxymethyl)-3,3'-oxydipropan-1-ol

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Test guideline 1

Qualifier:

equivalent or similar to guideline

Guideline:

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

Version / remarks:

2008

Test guideline 2

Qualifier:

equivalent or similar to guideline

Guideline:

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

Version / remarks:

2004

Test guideline 3

Qualifier:

equivalent or similar to guideline

Guideline:

EPA OPPTS 830.7570 (Partition Coefficient, n-octanol / H2O, Estimation by Liquid Chromatography)

GLP compliance:

yes (incl. QA statement)

Remarks:

MHRA

Type of method:

HPLC method

Partition coefficient type:

other: methanol-water

Test material

Test material information

Constituent 1

Reference substance name:

ε-Caprolactone, oligomers, esters with acrylic acid and 2,2,2',2'-tetrakis (hydroxymethyl)-3,3'-oxydipropan-1-ol

EC Number:

500-276-7

EC Name:

ε-Caprolactone, oligomers, esters with acrylic acid and 2,2,2',2'-tetrakis (hydroxymethyl)-3,3'-oxydipropan-1-ol

Cas Number:

89800-10-2

Molecular formula:

{(C10H16O7).(C3H3O)b.[(C6H10O2)m.(C3H3O)a]} (i.e., UVCB substance)

IUPAC Name:

ε-Caprolactone, oligomers, esters with acrylic acid and 2,2,2',2'-tetrakis (hydroxymethyl)-3,3'-oxydipropan-1-ol

Test material form:

liquid

Details on test material:

Colorless to light yellow

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Partition coefficient 1

Key result

Type:

log Pow

Partition coefficient:

< 3

Temp.:

30 °C

pH:

6.6

Remarks on result:

other: see Remarks

Remarks:

for 17.9% (w/w)

Partition coefficient 2

Key result

Type:

log Pow

Partition coefficient:

>= 3 - <= 6

Temp.:

30 °C

pH:

6.6

Remarks on result:

other: see Remarks

Remarks:

for 53.9% (w/w)

Partition coefficient 3

Key result

Type:

log Pow

Partition coefficient:

> 6.5

Temp.:

30 °C

pH:

6.6

Remarks on result:

other: see Remarks

Remarks:

for 27.4% (w/w)

Any other information on results incl. tables

Preliminary Estimate

The log₁₀ P_ow was estimated for two potential constituent species. These were calculated to be log₁₀ P_ow 2.8 and 6.8.

Calibration

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

Dead time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Thiourea	1.550	1.545	1.548

Standard	Retention Time (mins)			Capacity Factor (k’)	Log10k’	Log10Pow
	Injection 1	Injection 2	Mean
2-Butanone	1.822	1.822	1.822	0.177	-0.751	0.3
Toluene	4.086	4.086	4.086	1.64	0.215	2.7
Naphthalene	4.961	4.961	4.961	2.21	0.344	3.6
Phenanthrene	9.286	9.281	9.283	5.00	0.699	4.5
Triphenylamine	22.080	22.080	22.080	12.3	1.12	5.7
DDT	31.132	31.137	31.135	19.1	1.28	6.5

Partition Coefficient of Sample

The retention times, capacity factor and log₁₀P_owvalue determined for the sample are shown in the following table:

 

Peak	Injection	Retention Time (mins)	Capacity Factor (k’)	Log10k’	Log10Pow	Mean Log10Pow	Mean Area %
1	1	2.080	0.344	-0.464	0.995	0.995	0.4
	2	2.080	0.344	-0.464	0.995
2	1	2.556	0.651	-0.186	1.84	1.84	2.5
	2	2.561	0.655	-0.184	1.85
3	1	2.872	0.856	-0.0677	2.20	2.20	0.9
	2	2.872	0.856	-0.0677	2.20
4	1	3.134	1.03	0.0108	2.44	2.44	0.4
	2	3.134	1.03	0.0108	2.44
5	1	3.557	1.30	0.113	2.75	2.75	9.5
	2	3.562	1.30	0.114	2.76
6	1	3.848	1.49	0.172	2.93	2.93	4.2
	2	3.848	1.49	0.172	2.93
7	1	4.169	1.69	0.229	3.10	3.11	0.2
	2	4.174	1.70	0.230	3.11
8	1	4.538	1.93	0.286	3.28	3.28	0.9
	2	4.543	1.94	0.287	3.28
9	1	4.942	2.19	0.341	3.45	3.45	0.3
	2	4.942	2.19	0.341	3.45
10	1	5.190	2.35	0.372	3.54	3.54	0.2
	2	5.194	2.36	0.372	3.54
11	1	5.432	2.51	0.400	3.62	3.62	0.4
	2	5.437	2.51	0.400	3.63
12	1	5.943	2.84	0.453	3.79	3.79	15.7
	2	5.948	2.84	0.454	3.79
13	1	6.463	3.18	0.502	3.93	3.94	3.2
	2	6.467	3.18	0.502	3.94
14	1	6.948	3.49	0.543	4.06	4.06	0.3
	2	6.953	3.49	0.543	4.06
15	1	7.993	4.16	0.620	4.29	4.29	0.7
	2	7.998	4.17	0.620	4.29
16	1	8.586	4.55	0.658	4.41	4.41	0.3
	2	8.591	4.55	0.658	4.41
17	1	9.266	4.99	0.698	4.53	4.53	0.2
	2	9.276	4.99	0.698	4.53
18	1	9.738	5.29	0.724	4.61	4.61	0.7
	2	9.747	5.30	0.724	4.61
19	1	10.850	6.01	0.779	4.78	4.78	14.9
	2	10.855	6.01	0.779	4.78
20	1	11.662	6.54	0.815	4.89	4.89	1.5
	2	11.672	6.54	0.816	4.89
21	1	12.094	6.81	0.833	4.94	4.94	0.4
	2	12.104	6.82	0.834	4.95
22	1	10.784	7.26	0.861	5.03	5.03	0.4
	2	12.799	7.27	0.862	5.03
23	1	14.947	8.66	0.937	5.26	5.26	0.5
	2	14.981	8.68	0.939	5.26
24	1	15.928	9.29	0.968	5.35	5.35	0.2
	2	15.943	9.30	0.969	5.36
25	1	16.574	9.71	0.987	5.41	5.41	0.1
	2	16.594	9.72	0.988	5.41
26	1	17.624	10.4	1.02	5.50	5.50	0.1
	2	-	-	-	-
27	1	18.552	11.0	1.04	5.58	5.58	1.0
	2	18.567	11.0	1.04	5.58
28	1	20.928	12.5	1.10	5.75	5.75	11.4
	2	20.943	12.5	1.10	5.75
29	1	23.547	14.2	1.15	5.92	5.92	0.2
	2	23.596	14.2	1.15	5.92
30	1	24.718	15.0	1.18	5.98	5.98	0.1
	2	24.708	15.0	1.18	5.98
31-36	1	≥33.309	≥20.5	≥1.31	≥6.5	≥6.5	27.4
	2	≥33.314	≥20.5	≥1.31	≥6.5

 

 

Log₁₀P_ow: In the range 0.995 to greater than 6.5

Partition coefficient: In the range 9.89 to greater than 3.2 x 10⁶

 

By area normalisation, 17.9% of the test item gave a log₁₀P_owless than 3.0, 53.9% gave log₁₀P_owbetween 3.0 and 6.0 and 27.4% gave a log₁₀P_owof >6.5.

 

Discussion

As the test item is a complex mixture, it was considered that the HPLC method would be the most suitable for determination of partition coefficient.

As the test item contains no modes of dissociation, testing was performed at approximately neutral pH with the test item in a non-ionized form.

 

Conclusion

The partition coefficient of the test item has been determined to be in the range 9.89 to greater than 3.2 x 106, log₁₀P_owin the range 0.995 to greater than 6.5. By area normalisation, 17.9% of the test item gave a log₁₀P_owless than 3.0, 53.9% gave a log₁₀P_owbetween 3.0 and 6.0 and 27.4% gave a log₁₀P_owof >6.5.