Amines, N-(C16-18 and C18-unsatd. alkyl)trimethylenedi-, diacetates

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

November 2012 - January 2013

Reliability:

1 (reliable without restriction)

Qualifier:

according to guideline

Guideline:

OECD Guideline 123 (Partition Coefficient (1-Octanol / Water), Slow-Stirring Method)

Version / remarks:

23 March 2006

Deviations:

no

Remarks:

No deviation was issued for this study

GLP compliance:

yes (incl. QA statement)

Type of method:

slow-stirring method

Remarks:

The OECD Guideline 123 : Slow-Stirring Method, is the method in theory, the more suitable for surfactants (R7a section R7.1.8.5). The slow-stirring avoid the formation of microdroplets of either octanol phase in water or water phase in octanol.

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Source and lot/batch number of test material: not precised
- Expiration date of the lot/batch: 28/11/14
- Purity test date: 17/12:2013


TREATMENT OF TEST MATERIAL PRIOR TO TESTING
- Treatment of test material prior to testing: none
- Preliminary purification step (if any): none
- Final dilution of a dissolved solid, stock liquid or gel: none

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

0.49

Temp.:

25 °C

pH:

5.63

Remarks on result:

other: The average value of Log P o/w = 0.49.

Details on results:

The device used was a special flask identical to the model described in the Annex 2 of the OECD123 Guideline. It allows sampling of the octanol phase through the upper part and sampling of the water phase by the valve at the lower part.

The two solvents are mutually saturated at the temperature of the experiment (25°C ± 0.5°C) by contacting 1.8 L of ultrapure water and 1.8 L of 1-Octanol. Slow-stirring of the mixture was performed during 4 days at 25 °C.
The critical micellar concentration (CMC) of the test item determined in another study is 1.31 g/L. Thus, according to the OECD 123 Guideline, the Pow determination was performed using a solution at 0.655 g/L of 1,3-Propanediamine,N-tallow-,diacetate in octanol saturated ultrapure water (that is half the CMC).
This solution was prepared by dissolution of 982 mg of the test item into 1.5 L of octanol saturated ultrapure water. The solution was then slowly stirred during 45 min., avoiding to create any foam or emulsion. The final pH of this stock solution was 5.63, thus it was not necessary to adjust it.

For each of the following experiments, two replicates were used.

For the first experiment, the volumic ratio octanol/water was 0.5: 165 mL of octanol and 330 mL of the water stock solution. For the second experiment, the volumic ratio octanol/water was 1: 250 mL of octanol and 250 mL of the water stock solution. For the third experiment, the volumic ratio octanol/water was 2: 330 mL of octanol and 165 mL of the water stock solution. Speed of stirring was adjusted in order to obtain a vortex of approximately 2 cm. Temperature was 25°C ± 0.5°C. Samples of each phase for each experiment were taken along time and given to analysis for determination of the concentration of the test item.

Conclusions:

The partition coefficient for Amines, N-(C16-18 and C18-unsatd. alkyl)trimethylenedi-, diacetates has been determined according to OECD 123 and following GLP. In the test conditions ( t° = 25°C), Log Pow is determined to 0.49.

Executive summary:

The objective of this study was to determine the Partition Coefficient of the test item 1,3-Propanediamine,N-tallow-,diacetate applying the procedure described in the OECD Guideline 123 Partition Coefficient (1-Octanol/water), Slow-Stirring Method.

In comparison with the OECD 107 method, the slow-stirring avoid the formation of microdroplets of either octanol phase in water or water phase in octanol. The slow stirring method in theory is the best for surface active substance, but still not demonstrated to be perfect according REACH guidance document R7a (v6 July 2017 page 79).

During the test, the temperature was 25°C and the pH value was 5.63. The partition coefficient for Amines, N-(C16-18 and C18-unsatd. alkyl)trimethylenedi-, diacetates has been determined according to OECD 123 and following GLP. In the test conditions at 25°C, the average value of Log P o/w for 1,3-Propanediamine,N-tallow-,diacetate is 0.49.

Reference 2

Endpoint:

partition coefficient

Type of information:

read-across based on grouping of substances (category approach)

Adequacy of study:

supporting study

Study period:

2009

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Run by a GLP certified lab but not using full GLP procedure for this work. Determination according to standardized method.

Qualifier:

according to guideline

Guideline:

OECD Guideline 123 (Partition Coefficient (1-Octanol / Water), Slow-Stirring Method)

Deviations:

yes

Remarks:

Some adjustments have been done. The concentration of the surfactant are below the CMC value, pH has been adjusted to pH 6.8 since it is more "environmental pH"

GLP compliance:

no

Type of method:

shake-flask method to: flask method

Remarks:

slow stir

Partition coefficient type:

octanol-water

Type:

log Pow

Partition coefficient:

0.03

Temp.:

25.7 °C

pH:

6.8

The measurements were made at neutral conditions (pH=6.8) and at an initial concentration of 38 mg/L in the water phase (ca 50% of the critical micelle concentration (CMC). The partition coefficient value was determined from the weighed avareage of the concentrations of the main components in the product: Diamines of C14, C16, C16’, C18’ and C18’’.

 

Substance	Log POW
N-oleyl-1,3-diaminopropane	0.0
Tetradecyl-1,3-diaminopropane	-1.2
Hexadecyl-1,3-diaminopropane	-0.2
Hexadecenyl-1,3-diaminopropane	-1.0
Octadecenyl-1,3-diaminopropane	0.1
Octadecyldiene-1,3-diaminopropane	-0.5

Conclusions:

The partition coefficient of Diamine octadecenyl is 0.0 (log Pow).

Executive summary:

A determination of the partition coefficient for N-oleyl-1,3-diaminopropane CAS no 7173-62-8, has been performed by using the slow stirring method according to OECD Guidelines for the Testing of Chemicals, ‘Partition coefficient (1-octanol/water): Slow stirring method’, no 123.

 

The measurements were made at neutral conditions (pH=6.8) and at an initial concentration of 38 mg/L in the water phase (ca 50% of the critical micelle concentration (CMC). The partition coefficient value was determined from the sum of the concentrations of the main components in the product: Diamines of C14, C16, C16’, C18’ and C18’’.

 

Substance	Log POW
N-oleyl-1,3-diaminopropane	0.0
Tetradecyl-1,3-diaminopropane	-1.2
Hexadecyl-1,3-diaminopropane	-0.2
Hexadecenyl-1,3-diaminopropane	-1.0
Octadecenyl-1,3-diaminopropane	0.1
Octadecyldiene-1,3-diaminopropane	-0.5

Reference 3

Endpoint:

partition coefficient

Type of information:

read-across based on grouping of substances (category approach)

Adequacy of study:

supporting study

Study period:

2009-05-26 -> 2009-06-05

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Determination according to stanardized method. no GLP compliance

Qualifier:

according to guideline

Guideline:

OECD Guideline 123 (Partition Coefficient (1-Octanol / Water), Slow-Stirring Method)

Deviations:

yes

Remarks:

Some adjustments have been done. The concentration of the surfactant are below the CMC value, pH has been adjusted to pH 6.8 since it is more "environmental pH"

GLP compliance:

no

Type of method:

shake-flask method to: flask method

Remarks:

(slow stir)

Partition coefficient type:

octanol-water

Type:

log Pow

Partition coefficient:

1.46

Temp.:

25.7 °C

pH:

6.8

The measurements were made at pH=6.8 and at an initial concentration of 11 mg/L in the water phase (about 50% of the critical micelle concentration (CMC)). The partition coefficient value was determined from the weighted average of the concentrations of the main components in the product: Diamines of C14, C16 and C18.

 

Substance	Log POW
N-(hydrogenated tallow)-1,3-diaminopropane	1.5
Tetradecyl-1,3-diaminopropane	0.4
Hexadecyl-1,3-diaminopropane	1.4
Octadecyl-1,3-diaminopropane	1.8

Conclusions:

The partition coefficient of N-(hydrogenated tallow)-1,3-diaminopropane, CAS no 68603-64-5, is 1.5 (log Pow).

Executive summary:

A determination of the partition coefficient for N-(hydrogenated tallow)-1,3-diaminopropane, CAS no 68603-64-5, has been performed by using the slow stirring method according to OECD Guidelines for the Testing of Chemicals, ‘Partition coefficient (1-octanol/water): Slow stirring method’, no 123.

The measurements were made at pH=6.8 and at an initial concentration of 11 mg/L in the water phase (about 50% of the critical micelle concentration (CMC)). The partition coefficient value was determined from the sum of the concentrations of the main components in the product: Diamines of C14, C16 and C18.

 

Substance	Log POW
N-(hydrogenated tallow)-1,3-diaminopropane	1.5
Tetradecyl-1,3-diaminopropane	0.4
Hexadecyl-1,3-diaminopropane	1.4
Octadecyl-1,3-diaminopropane	1.8

Description of key information

The Log Kow (Pow) of Amines, N-(C16-18 and C18-unsatd. alkyl)trimethylenedi-, diacetates (CAS 1313206-64-2) was determined to be 0.49 at 25 °C. 

Key value for chemical safety assessment

Log Kow (Log Pow):

0.49

at the temperature of:

25 °C

Additional information

The Log Kow (Pow) of Amines, N-(C16-18 and C18-unsatd. alkyl)trimethylenedi-, diacetates was determined to be 0.49 at 25 °C according to OECD 123 and following GLP. The same method was used to determine the Log Kow of diamines (supporting studies, K2). The partition coefficient of Amines, N-C16-18-alkyl (evennumbered) propane-1,3-diamine (CAS 133779 -11 -0) and (Z)-N-octadecenylpropane-1,3 -diamine (CAS 7173 -62 -8) are 1,5 and 0 respectively.

These results confirm that the presence of acetates have low influence on the behaviour of diamines acetates in the environment (for more details please see the read-across document in the attached justification part of both supporting studies).