Reaction products of trimethylolpropane triglycidyl ether and acrylic acid

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

14 Mar - 09 May 2016

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Remarks:

GLP guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2016

Report date:

2016

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

adopted in 2004

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

adopted in 2008

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

Hess. Ministerium für Umwelt, Energie, Landwirtschaft und Verbraucherschutz,Wiesbaden, Germany

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Reaction products of trimethylolpropane triglycidyl ether and acrylic acid

EC Number:

603-303-1

Cas Number:

128819-84-1

Molecular formula:

C18 H30 O9, C21 H35 Cl O10, C24 H38 O12 and C27 H43 Cl O13 (mainly)

IUPAC Name:

Reaction products of trimethylolpropane triglycidyl ether and acrylic acid

Specific details on test material used for the study:

Storage conditions: ambient temperature (< 40 °C), keep container tightly closed, protected from sunlight

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Partition coefficient 1

Type:

log Pow

Partition coefficient:

< 0.3

Temp.:

20 °C

Remarks on result:

other: pH not measured

Remarks:

1st and 2nd component, 50% area

Partition coefficient 2

Type:

log Pow

Partition coefficient:

1.1

Temp.:

20 °C

Remarks on result:

other: pH not measured

Remarks:

3rd component, 25% area

Partition coefficient 3

Type:

log Pow

Partition coefficient:

1.8

Temp.:

20 °C

Remarks on result:

other: pH not measured

Remarks:

4th component (12% area)

Any other information on results incl. tables

Main test
After measurement of retention times t_R, the log k values of the reference items were plotted as a function of their log P_OW values.The partition coefficient of the test item was obtained by interpolating the calculated capacity factor on the calibration graph of the reference items.

Table 1 – Retention time of dead time marker

	1st run	2nd run	Mean value
t0 (min)	2.261	2.260	2.2605

  

The log P_OW of the test item can be calculated for both measurements using the determined regression coefficients a and b. Table 2 to table 4 show the measured retention times of the components with > 10 area-% in the HPLC chromatograms and the calculated log P_OW values for both measurement series.

Table 2 – Retention times of the first component with 11 area-%

 

component	tR	k	log k	Log POW	POW
1st measurement	2.492	0.102	-0.990	-0.675	0.211
2nd measurement	2.493	0.103	-0.988	-0.670	0.214
			Mean value	-0.672	0.213
			Standard deviation	< 0.01	0.002

Table 3 – Retention times of the second component with 39 area-%

 

component	tR	k	log k	Log POW	POW
1st measurement	2.653	0.174	-0.760	0.207	1.612
2nd measurement	2.655	0.175	-0.758	0.215	1.639
			Mean value	0.211	1.626
			Standard deviation	< 0.01	0.019

Table 4 – Retention times of the third component with 12 area-%

component	tR	k	log k	Log POW	POW
1st measurement	2.934	0.298	-0.526	1.110	12.874
2nd measurement	2.936	0.299	-0.525	1.114	12.998
			Mean value	1.112	12.936
			Standard deviation	< 0.01	0.088

Table 4 – Retention times of the fourth component with 12 area-%

component	tR	k	log k	Log POW	POW
1st measurement	3.285	0.453	-0.344	1.811	64.669
2nd measurement	3.288	0.455	-0.342	1.815	65.346
			Mean value	1.813	65.007
			Standard deviation	< 0.01	0.479

57% by area of the test item’s components have a shorter retention time than the measured reference item with the lowest partition coefficient (2-butanone). Therefore, 57% by area of the test item’s components have partition coefficients at 20 °C of

log P_OW < 0.3

43% by area of the test item’s components have a partition coefficient within the validated range of this test.

The two main components of the test item with > 10 area-% in the HPLC, within the validated range of this test (in total 37% by area) have partition coefficients at 20 °C of

3rd main component: log P_OW = 1.1

4th main component: log P_OW = 1.8

Final results
The partition coefficients at 20 °C were determined by the HPLC method to be in the range: log P_OW < 0.3 – 2.4
for > 99% by area of the test item.
For the main components with > 10 area-% in the HPLC (in total 87% by area), the results were:

1st and 2nd main component (in total 50 area-%): log P_OW < 0.3
3rd main component (25 area-%): log P_OW = 1.1
4th main component (12 area-%): log P_OW = 1.8