Reaction mass of Amines, N-tallow alkyltrimethylenedi-, mono(2-ethylhexanoates), Amines, N-tallow alkyltrimethylenedi-, acetates and n-tallow-1,3-diaminopropane ditallate

Endpoint summary

Description of key information

The substance under evaluation (R814M) is the salt from tallow-1 ,3 -diaminopropane and a mixture of acetate, 2 -ethylhexanoate and tallate. This salt will under environmental conditions mainly be dissociated and the environmental fate and effects will therefore be similar to that of tallow-1,3 -diaminopropane. Environmental fate data of various alkyl-1,3 -diaminopropanes has therefore been used for the evaluation of the environmental fate of R814M.

Additional information

The substance under evaluation (R814M) is the salt from tallow-1 ,3 -diaminopropane and a mixture of acetate, 2 -ethylhexanoate and tallate. This salt will under environmental conditions mainly be dissociated and the environmental fate and effects will therefore be similar to that of tallow-1,3 -diaminopropane.

Environmental fate data of various alkyl-1,3 -diaminopropanes has therefore been used for the evaluation of the environmental fate of R814M.

Alkyl-1,3 -diaminopropanes are protonated under ambient conditions. This means that they will sorb strongly to negatively charged surfaces like glassware, soil and sediment constituents. For four different soils Kd-values were observed ranging from 250 to 850 L/kg for 14C octadecyl-1,3 -diaminopropane. Biodegradation is considered to be the main removal mechanism of this substance. The half-life in the different environmental compartments is expected to be short. No measured data is available which quantifies the half-life of alkyl-1,3 -diaminopropanes in soil or sediment. These values can therefore be estimated as a worst-case based on the readily biodegradability and the sorption data as determined in the sorption desorption test. For14C-labelled hexadecylamine, a substance structurally strongly related to the alkyl-1,3 -diaminopropanes, a half-life in three soils was measured according to an OECD 307 test. Half-lives of 8.1 to 9.0 days were observed at 20 °C or recalculated to 12 °C (EUSES) a maximum half-life in soil of 17 days. For octadecylamine a similar sorption was observed as for octadecyl-1,3-diaminopropane. As both primary alkyl amines and alkyl-1,3 -diaminopropanes (diamines) are readily biodegradable and have a comparable sorption to soil and sediment, it is considered reasonable to use an half-life of 17 days in soil and sediment for the N-C12-14 alkyl-1,3 -diaminopropane risk assessment as well.

The observed removal in a waste water treatment simulation test was 99.4% for N-C16-18-alkyl (even-numbered) propane-1,3-diamine (CAS no. 133779-11-0) using specific chemical analyses (LC-MS/MS) during day 56 to 60 (n=5). In addition the sorption to sludge was measured and this accounted for 4.1% of the total removal which means that 95.3% was removed by biodegradation. For primary alkyl amines a similar removal of 99.83% was observed in an STP simulation study. Removal via sorption in the STP was however not measured.

Environmental degradation rates for the exposure assessment

	DT50(days)
Degradation in water	15
Degradation in seawater	50
Degradation in sediment	17
Degradation in soil	17

 

Alkyl-1,3 -diaminopropanes have a short predicted half-life in air but because there are no important releases into the atmosphere and volatilisation is expected to be negligible, this removal mechanism is thought to be of low relevance. Alkyl-1,3 -diaminopropanes do not contain hydrolysable covalent bonds. Cleavage of a carbon-nitrogen bond under environmental conditions is only possible with a carbonyl group adjacent to the nitrogen atom. Degradation of Alkyl-1,3 -diaminopropanes through hydrolysis is therefore not considered.

Direct photolysis of alkyl-1,3 -diaminopropanes in air/water/soil will not occur, because it does not absorb UV radiation above 290 nm. Photo transformation in air/water/soil is therefore assumed to be negligible.

Standard OECD 305 tests to assess the bioaccumulation are technically not feasible with these strongly sorbing easily degradable substances. Several attempts have been made which demonstrated that maintaining a steady state exposure at the low aquatic concentrations required is impossible. Furthermore, the route of exposure in a standard OECD 305 test is unrealistic for these substances because the substance will either be sorbed or biodegraded. Because of the readily biodegradability and biotransformation in in-vitro biotransformation tests, it is unlikely that alkyl-1,3 -diaminopropanes will accumulate in the food chain.

The bioaccumulation potential of diamines was despite of the questionable predictive power of the log Kow calculated using the available measured log Kow. These log Kow values were measured using the slow stirring method according to OECD 123 and resulted in log Kow values of 0.0, 1.5 and -0.6 for respectively Oleyl-1,3 -diaminopropane (7173 -62 -8), Hydrogenated tallow-1,3 -diaminopropane (133779 -11 -0) and 12/14 -1,3 -diaminopropane (90640 -43 -0)indicating a low bioaccumulation potential. The calculated log BCF using EPIsuite (v4.0) are respectively 0.66, 0.5 and 0.5.

Like for the primary alkyl amine and ethoxylated (2EO) alkyl amines biotransformation has been observed for C12 and C14 alkyldiamines in an in-vitro biotransformation test using hepatic S9 subcellular fraction indicating that bioaccumulation of diamines in fish is very unlikely.