Fatty acids, tall-oil, compds. with (Z)-N-9-octadecenyl-1,3-propanediamine (2:1)

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

Testing was conducted between 18 October 2010 and 17 December 2010.

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: The partition coefficient was estimated using a computer-based atom fragment contribution method, KOWWIN, version 1.67a (Sept 2008), © 2000 U.S. Environmental Protection Agency.

Justification for type of information:

No determination was possible according to Methods 107 and/or 117 of the OECD Guidelines for Testing of Chemicals, 27 July 1995 and 13 April 2004, respectively, due to the following reasons: An assessment of the emulsification properties of the test item was carried out with the test item prepared in water saturated n-octanol and shaken with an equal amount of n-octanol saturated water. Observations during this test showed that the two immiscible phases emulsified easily; additionally, after 2½ hours standing, there were still three layers visible, the middle layer being a white emulsion. Surface-active test items are not suitable for determination by the flask-shake method or the HPLC method. Estimation using the ratio of the solubility of the test item in n-octanol and water would also be unreliable due to the possible self-aggregation properties shown by surfactants. Therefore, the partition coefficient was estimated using the computer-based atom fragment contribution method, KOWWIN, version 1.67a (Sept 2008), © 2000 U.S. Environmental Protection Agency. Using the computer-based atom fragment contribution method, KOWWIN, version 1.67a, © 2000 US Environmental Protection Agency, the partition coefficient (log10 Pow) of the test item was estimated to be greater than or equal to 13.5.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2011

Report date:

2011

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

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

Deviations:

no

Principles of method if other than guideline:

The partition coefficient was estimated using a computer-based atom fragment contribution method, KOWWIN, version 1.67a (Sept 2008), © 2000 U.S. Environmental Protection Agency.

GLP compliance:

no

Type of method:

other: Estimated by calculation

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Additiv 309

IUPAC Name:

Additiv 309

Details on test material:

Sponsor's identification: Additiv 309
Description : Brown liquid
Batch number : 651098135
Purity : Technical:
Amine: >90% Oleylpropylenediamine(>98% Fatty acid diamine)
Water: max 0.5%
Distilled tall oil: >95% fatty acid
(ca. 5% unsaponifiables)
Date received : 03 September 2010
Expiry Date : 31 March 2012
Storage conditions: room temperature in the dark

Study design

Analytical method:

other: Estimated by calculation only

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

>= 13.5

Details on results:

The results are presented in the attached file "Appendix 2".

Any other information on results incl. tables

Discussion

The Sponsor indicated that the test item was a complex reaction mixture of tall oil acids, with (Z)-N-9-octadecenyl-1,3-propanediamine. Therefore, the limit value given was based on the initial (1:1), secondary amide reaction product of pimaric acid (the carboxylic acid group with the lowest estimated log₁₀P_ow) with the (Z)-N-9-octadecenyl-1,3-propanediamine.

Applicant's summary and conclusion

Conclusions:

Using the computer-based atom fragment contribution method, KOWWIN, version 1.67a, © 2000 US Environmental Protection Agency, the partition coefficient (log10 Pow) of the test item was estimated to be greater than or equal to 13.5.

Executive summary:

Method

No determination was possible according to Methods 107 and/or 117 of the OECD Guidelines for Testing of Chemicals, 27 July 1995 and 13 April 2004, respectively, due to the following reasons:

• An assessment of the emulsification properties of the test item was carried out with the test item prepared in water saturated n-octanol and shaken with an equal amount of n-octanol saturated water. Observations during this test showed that the two immiscible phases emulsified easily; additionally, after 2½ hours standing, there were still three layers visible, the middle layer being a white emulsion. Surface-active test items are not suitable for determination by the flask-shake method or the HPLC method.
• Estimation using the ratio of the solubility of the test item in n-octanol and water would also be unreliable due to the possible self-aggregation properties shown by surfactants.

Therefore, the partition coefficient was estimated using the computer-based atom fragment contribution method, KOWWIN, version 1.67a (Sept 2008), © 2000 U.S. Environmental Protection Agency.

Discussion

The Sponsor indicated that the test item was a complex reaction mixture of tall oil acids, with (Z)-N-9-octadecenyl-1,3-propanediamine. Therefore, the limit value given in Section 8.4 was based on the initial (1:1), secondary amide reaction product of pimaric acid (the carboxylic acid group with the lowest estimated log₁₀P_ow) with the (Z)-N-9-octadecenyl-1,3-propanediamine.

Conclusion Using the computer-based atom fragment contribution method, KOWWIN, version 1.67a, © 2000 US Environmental Protection Agency, the partition coefficient (log₁₀ P_ow) of the test item was estimated to be greater than or equal to 13.5.