Tall oil, reaction products with diethylenetriamine

Toxicity to microorganisms

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

activated sludge respiration inhibition testing

Type of information:

read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

key study

Justification for type of information:

It is considered appropriate to address the data requirements for DTO_DETA by read-across to the available studies on the main components of DTO_DETA: AAI_DETA and Rosin.
DTO_DETA and AAI_DETA are each a mixture of constituents which include monoamide, diamide, residual amine and imidazoline (mono-, di- and tri-condensate) chemical structures. The substances therefore have common functional groups based on amide, amine and imidazoline moieties and are sufficiently similar in terms of chemical structure to support a read-across approach.
DTO_DETA contains comparatively lower levels of imidazolines and higher levels of resin acids than AAI_DETA and therefore consideration of data for resin acids is also considered necessary. The main resin acid in DTO_DETA is abietic acid, but abietic acid derivatives and other acids, such as pimaric acid, are also found in notable quantities, and the resin acids collectively are known as ‘rosin’. DTO_DETA contains upto 25% unreacted rosin, and taking into account the compositional information available for the rosin in DTO_DETA and Rosin (CAS# 8050-09-07, EC# 232-475-7), the latter was considered appropriate for read-across to DTO_DETA.
The AAI_DETA dataset is worst case with regards to biodegradability and aquatic toxicity, with the dataset for Rosin showing a lower toxicity profile. Therefore, AAI_DETA is considered to be a worst case read-across source for the DTO_DETA target substance in the context of toxicity to microorganisms.

Reason / purpose for cross-reference:

read-across source

Duration:

3 h

Dose descriptor:

EC50

Effect conc.:

175 mg/L

Nominal / measured:

nominal

Conc. based on:

test mat.

Basis for effect:

inhibition of total respiration

Remarks on result:

other: with 95% confidence limits of 92 and 473 mg/L

Key result

Duration:

3 h

Dose descriptor:

EC50

Effect conc.:

165.2 mg/L

Nominal / measured:

nominal

Conc. based on:

test mat.

Remarks:

corrected for the active ingredient content of 94.4%

Basis for effect:

inhibition of total respiration

Details on results:

Test conditions:
The pH of the reaction mixtures after the incubation period ranged from 7.2 to 7.6. Temperature varied from 20.1 to 21.3 °C. These conditions allowed respiration of the activated sludge used.

Validity of the test:
The validity of the test is demonstrated by two criteria. First, the control respiration rates were within 15% of each other and secondly, the EC50 of the reference compound was 9 mg/L which is within the prescribed range of 5 to 30 mg/L .

Activated sludge respiration inhibition test:
The inhibitory effect of tall oil diethylenetriamine imidazoline at a particular concentration is expressed as a percentage of the two controls. From the results EC values were calculated. The EC50 of tall oil diethylenetriamine imidazoline for activated sludge after 3 hours contact time is 175 mg/L with 95% confidence limits of 92 and 473 mg/L. The EC10, EC20 and EC80 are 59, 85 and 360 mg/L, respectively.

Results with reference substance (positive control):

The EC50 of the reference compound was 9 mg/L at a contact time of 3 hours, respectively. These EC50 values are within the prescribed range of 5 to 30 mg/L.

Validity criteria fulfilled:

yes

Remarks:

The validity of the test is demonstrated by two criteria. First, the control respiration rates were within 15% of each other and secondly, the EC50 of the reference compound was 9 mg/L which is within the prescribed range of 5 to 30 mg/L .

Conclusions:

The toxicity of the target substance DTO_DETA to microorganisms is estimated to be a 3 h EC10 = 55.7 mg a.i./L and EC50 = 165.2 mg a.i./L, based on read-across from a study testing AAI_DETA.

Executive summary:

The toxicity of the target substance DTO_DETA to microorganisms is estimated to be a 3 h EC₁₀ = 55.7 mg a.i./L and EC₅₀ = 165.2 mg a.i./L, based on read-across from a study testing AAI_DETA.

As explained in the justification for type of information, DTO_DETA and AAI_DETA are each a mixture of constituents which include monoamide, diamide, residual amine and imidazoline (mono-, di- and tri-condensate) chemical structures. The substances therefore have common functional groups based on amide, amine and imidazoline moieties and are sufficiently similar in terms of chemical structure to support a read-across approach.

DTO_DETA contains comparatively lower levels of imidazolines and higher levels of resin acids than AAI_DETA and therefore consideration of data for resin acids is also considered necessary. The main resin acid in DTO_DETA is abietic acid, but abietic acid derivatives and other acids, such as pimaric acid, are also found in notable quantities, and the resin acids collectively are known as ‘rosin’. DTO_DETA contains upto 25% unreacted rosin, and taking into account the compositional information available for the rosin in DTO_DETA and Rosin (CAS# 8050-09-07, EC# 232-475-7), the latter was considered appropriate for read-across to DTO_DETA and relevant studies testing Rosin are included as separate supporting source records.

The AAI_DETA dataset is worst case with regards to biodegradability and aquatic toxicity, with the dataset for Rosin showing a lower toxicity profile. Therefore, AAI_DETA is considered to be a worst case read-across source for the DTO_DETA target substance in the context of toxicity to microorganisms.

Reference 2

Endpoint:

activated sludge respiration inhibition testing

Type of information:

experimental study

Adequacy of study:

key study

Study period:

08-02-2010 - 11-02-2010

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Test performed under GLP according guidelines, all quality criteria were met

Reason / purpose for cross-reference:

read-across source

Qualifier:

according to guideline

Guideline:

OECD Guideline 209 (Activated Sludge, Respiration Inhibition Test

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Specific details on test material used for the study:

Test material
A sample of tall oil diethylenetriamine imidazoline was received from AkzoNobel Surface Chemistry on 18-12-2009. The following test substance
data were submitted by the sponsor, who accepted full responsibility for the validity thereof.
• substance name tall oil diethylenetriamine imidazoline
• CAS reg. No. 68442-97-7
• composition see certificate of analysis
• batch/lot No. S000922
• appearance Light brown liquid
• stability stable under test conditions
• storage at ambient temperature in the dark; add nitrogen gas into the bottle before closing to prevent oxidizing
The concentrations cited in this report refer to the as-received sample of tall oil diethylenetriamine imidazoline

Analytical monitoring:

not required

Vehicle:

no

Details on test solutions:

The tall oil diethylenetriamine imidazoline stock solution was prepared by stirring 0.48 g tall oil diethylenetriamine imidazoline in 480 mL of deionized water. The tall oil diethylenetriamine imidazoline stock solution was a homogenous suspension (light turbidity).
pH stock solution = 10.0

Test organisms (species):

activated sludge of a predominantly domestic sewage

Details on inoculum:

Unadapted secondary activated sludge was obtained (08-02-2010) from the WWTP Nieuwgraaf in Duiven. The WWTP Duiven is an activated sludge plant treating predominantly domestic wastewater. Prior to use the activated sludge was homogenized with a syringe. The dry weight of the homogenized activated sludge was determined and subsequently concentrated by settlement to the required dry weight concentration. The dry weight of the activated sludge in the incubation vessels was 1.7 g/L.

Test type:

static

Water media type:

freshwater

Limit test:

no

Total exposure duration:

3 h

Test temperature:

Temperature varied from 20.1 to 21.3°C.

pH:

The pH of the reaction mixtures after the incubation period ranged from 7.2 to 7.6.

Dissolved oxygen:

aerobic during test

Details on test conditions:

-The test was performed in 250 to 300 ml Erlenmeyers.
-The homogenized activated sludge was incubated in a shaking water bath (100 rpm, 20°C) for 3 hours with various concentrations of the test
compound and synthetic sewage.
-Synthetic sewage was added to the activated sludge (1.6 ml on a total volume of 50 ml).
Synthetic sewage contained per liter: 16 g peptone
11 g meat extract
3 g urea
0.7 g NaCl
0.4 g CaCl2.2H2O
0.2 g MgSO4.7H2O
2.8 g K2HPO4
-Different concentrations (spaced by a factor two) of test compound and reference compound where added using stock solutions of respectively
1.0 g/l and 0.5 g/l.
-Tap-water was used to fill up the total test volume to 50 ml.
- The dry weight concentration of the activated sludge in the test was 1.7 g/l
-The tested concentrations of the reference compound 3,5-dichlorophenol where: 2.5 mg/l, 5.1 mg/l,10.2 mg/l, 20.3 mg/l and 40.6 mg/l
-The tested concentrations of tall oil diethylenetriamine imidazoline where: 20 mg/l, 40 mg/l, 80 mg/l, 160 mg/l, 320 mg/l and 640 mg/l
-Controls without test substance (or reference compound) are measured at the beginning and at the end of the test
-The inhibitory effect of the test substance/reference compound is expressed as a percentage of the mean of the two control respiration rates.

Reference substance (positive control):

yes

Remarks:

3,5-dichlorophenol

Duration:

3 h

Dose descriptor:

EC50

Effect conc.:

175 mg/L

Nominal / measured:

nominal

Conc. based on:

test mat.

Basis for effect:

inhibition of total respiration

Remarks:

respiration rate

Remarks on result:

other: with 95% confidence limits of 92 and 473 mg/L

Details on results:

Test conditions
The pH of the reaction mixtures after the incubation period ranged from 7.2 to 7.6. Temperature varied from 20.1 to 21.3°C. These conditions allowed respiration of the activated sludge used.

Validity of the test
The validity of the test is demonstrated by two criteria. First, the control respiration rates were within 15% of each other and secondly, the EC50 of the reference compound was 9 mg/L which is within the prescribed range of 5 to 30 mg/L .

Activated sludge respiration inhibition test
The inhibitory effect of tall oil diethylenetriamine imidazoline at a particular concentration is expressed as a percentage of the two controls. From the results EC values were calculated. The EC50 of tall oil diethylenetriamine imidazoline for activated sludge after 3 hours contact time is 175 mg/L
with 95% confidence limits of 92 and 473 mg/L. The EC10, EC20 and EC80 are 59, 85 and 360 mg/L, respectively.

Results with reference substance (positive control):

The EC50 of the reference compound was 9 mg/L at a contact time of 3 hours, respectively. These EC50 values is within the prescribed range of 5 to 30 mg/L.

Validity criteria fulfilled:

yes

Remarks:

The validity of the test is demonstrated by two criteria. First, the control respiration rates were within 15% of each other and secondly, the EC50 of the reference compound was 9 mg/L which is within the prescribed range of 5 to 30 mg/L .

Conclusions:

Test performed under GLP according guidelines. The test is valid as shown by the EC50of the reference compound, 3,5-dichlorophenol (9 mg/L
contact time 3 hours ) and the control respiration rates which are within 15% of each other.
The EC50 of tall oil diethylenetriamine imidazoline for activated sludge after 3 hours contact time is 175 mg/L with 95% confidence limits of 92 and
473 mg/L. The EC10, EC20 and EC80 are 59, 85 and 360 mg/L, respectively.
Tall oil diethylenetriamine imidazoline is therefore considered not harmful to activated sludge.

Executive summary:

In order to predict effects of chemicals in the environment and in biological waste water treatment plants, an activated sludge respiration inhibition test was performed. The toxicity to activated sludge was determined in accordance with OECD Test Guideline 209, and in compliance with the OECD principles of Good Laboratory Practice.

The test is valid as shown by the EC₅₀of the reference compound, 3,5-dichlorophenol (9 mg/L) and the control respiration rates which are within 15% of each other.

The toxicity of tall oil diethylenetriamine imidazoline to activated sludge was determined at a contact time of 3 hours, using various concentrations of the test substance. The inhibitory effect of tall oil diethylenetriamine imidazoline at a particular concentration is expressed as a percentage of the two controls. The EC₅₀of tall oil diethylenetriamine imidazoline for activated sludge after 3 hours contact time is 175 mg/L with 95% confidence limits of 92 and 473 mg/L. The EC₁₀, EC₂₀and EC₈₀are 59, 85 and 360 mg/L, respectively.

Tall oil diethylenetriamine imidazoline is therefore considered not harmful to activated sludge.

 

Description of key information

 It is considered appropriate to address the data requirements for DTO_DETA by read-across to the available studies on the main components of DTO_DETA: AAI_DETA and Rosin.
    
    
    
    

For AAI_DETA, the EC50 was determined to be 165.2 mg a.i./L and the EC10 was determined to be 55.7 mg a.i./L. The results were corrected for their active ingredient content of 94.4%. The EC50 for Rosin was determined to be >10,000 mg/L.








  
  
  
  

The AAI_DETA dataset is worst case with regards to biodegradability and aquatic toxicity, with the dataset for Rosin showing a lower toxicity profile. Therefore, AAI_DETA is considered to be a worst case read-across source for the M102K target substance in the context of toxicity to microorganisms. The toxicity of M102K to microorganisms is therefore estimated to be a 3 h EC10 = 55.7 mg a.i./L and EC50 = 165.2 mg a.i./L.

Key value for chemical safety assessment

EC50 for microorganisms:

165.2 mg/L

EC10 or NOEC for microorganisms:

55.7 mg/L