Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

2015

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification, but validity of model and reliability of prediction considered adequate based on a generally acknowledged source

Justification for type of information:

QSAR Prediction
The substance Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine, is an UVCB substance with a complex composition; the exact identity of the components and their concentrations are unknown.
Methods for the experimental measurement of adsorption/desorption property for this substance are technically not feasible. Due to its complex chromatogram, the estimation of Koc using HPLC analysis (EU C.19 method) or Batch equilibrium method (EU C. 18 method) are not applicable.
On the basis of the very low water solubility and its chemical nature, the substance is expected to have a high ability to absorb to soil.
Taking into account its pattern of use and the exposure evaluation for the environment during its life cycle (see Section 9 of the CSR), an estimated value of Koc can be considered as sufficient for indicating the qualitative/quantitative adsorption coefficient of the substance.
QSAR models have been used to estimate the soil sorption of the substance. Several compilations of QSAR models for soil sorption are published in literature. Most of the models are based on the relationship between Koc and the octanol-water partition coefficient (Kow).
Due to its complex composition, methods for the experimental measurement of octanol -water partition coefficient (Kow) of Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine are technically not applicable.
On the basis of the high solubility in octanol (> 30 mg/l) compared to the solubility in water (2.17 ppm), and the chemical nature, Kow value for the substance is expected to be high. Estimated Log Kow value for the smallest molecule arising from the chemical synthesis (see section 1.1 of the CSR) is 11 (KOWIN v.1.68, September 2010; US EPA).

The most appropriate QSAR model , selected for predicting Koc , is the following: Log Koc = 0.81 x Log Kow+ 0.10 with n=0.81, r2=0.89 (Sabljic and Güsten, 1995)

The hydrophobic interactions have been evaluated as the most dominant type of interactions between the substance and the soil organic carbon. The amide groups are not ionized at environmental pH values, then the extent of ionization and the more specific interactions of ionized species with the soil are negligible.
Using the selected QSAR model and the estimated value of Log Kow, the calculated Log Koc for the substance is 9. This estimated value of Koc supports the qualitative evaluation of the adsorption/desorption property for Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine.

Data source

Reference

Reference Type:

review article or handbook

Title:

QUANTITATIVE STRUCTURE–ACTIVITY RELATIONSHIPS FOR PREDICTING SOIL–SEDIMENT SORPTION COEFFICIENTS FOR ORGANIC CHEMICALS

Author:

WILLIAM J. DOUCETTE

Year:

2003

Bibliographic source:

Environmental Toxicology and Chemistry, Vol. 22, No. 8, pp. 1771–1788, 2003

Materials and methods

Principles of method if other than guideline:

QSAR model (Hydrophobic chemicals):
Log Koc = 0.81 x Log Kow+ 0.10 with n=0.81, r2=0.89 (Sabljic and Güsten, 1995)

Type of method:

other: estimation

Media:

soil

Test material

Test material information

Constituent 1

Reference substance name:

Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine

EC Number:

273-601-0

EC Name:

Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine

Cas Number:

68990-47-6

Molecular formula:

The substance is a UVCB substance. One of the most likely and the smallest molecule arising from the reaction process is assumed to be: C18H33O. C18H31O. 2C4H12N3 . C4H2O2

IUPAC Name:

Reaction product of 2,5-Furandione with reaction products of tall-oil fatty acids, diethylenetriamine, triethylenetetramine and tetraethylenepentamine

Results and discussion

Adsorption coefficient

Type:

log Koc

Value:

ca. 9 dimensionless

Remarks on result:

other: Using the selected QSAR model for Hydrophobic chemicals and the estimated value of Log Kow (KOWIN v.1.68, September 2010; US EPA), the calculated Log Koc for the substance is 9.

Applicant's summary and conclusion

Conclusions:

The substance Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine, is an UVCB substance with a complex composition; the exact identity of the components and their concentrations are unknown.
Methods for the experimental measurement of adsorption/desorption property for this substance are technically not feasible. Due to its complex chromatogram, the estimation of Koc using HPLC analysis (EU C.19 method) or Batch equilibrium method (EU C. 18 method) are not applicable.
On the basis of the very low water solubility and its chemical nature, the substance is expected to have a high ability to absorb to soil.
Taking into account its pattern of use and the exposure evaluation for the environment during its life cycle (see Section 9 of the CSR), an estimated value of Koc can be considered as sufficient for indicating the qualitative/quantitative adsorption coefficient of the substance.
QSAR models have been used to estimate the soil sorption of the substance. Several compilations of QSAR models for soil sorption are published in literature. Most of the models are based on the relationship between Koc and the octanol-water partition coefficient (Kow).
Due to its complex composition, methods for the experimental measurement of octanol -water partition coefficient (Kow) of Fatty acids, tall-oil, reaction products with diethylenetriamine, maleic anhydride, tetraethylenepentamine and triethylenetetramine are technically not applicable.
On the basis of the high solubility in octanol (> 30 mg/l) compared to the solubility in water (2.17 ppm), and the chemical nature, Kow value for the substance is expected to be high. Estimated Log Kow value for the smallest molecule arising from the chemical synthesis (see section 1.1 of the CSR) is 11 (KOWIN v.1.68, September 2010; US EPA).
The most appropriate QSAR model , selected for predicting Koc , is the following:

Log Koc = 0.81 x Log Kow+ 0.10 with n=0.81, r2=0.89 (Sabljic and Güsten, 1995)

The hydrophobic interactions have been evaluated as the most dominant type of interactions between the substance and the soil organic carbon. The amide groups are not ionized at environmental pH values, then the extent of ionization and the more specific interactions of ionized species with the soil are negligible.
Using the selected QSAR model and the estimated value of Log Kow, the calculated Log Koc for the substance is 9. This estimated value of Koc supports the qualitative evaluation of the adsorption/desorption property for Fatty acids, tall-oil, reaction products.