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Hydrolysis

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Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
weight of evidence
Study period:
from 2009-04-03 to 2009-06-11
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Qualifier:
according to guideline
Guideline:
OECD Guideline 111 (Hydrolysis as a Function of pH)
Version / remarks:
13 April 2004
Deviations:
no
Qualifier:
according to guideline
Guideline:
EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)
Version / remarks:
440/2008/EC; 31 May 2008
Deviations:
no
GLP compliance:
yes (incl. QA statement)
Radiolabelling:
no
Analytical monitoring:
yes
Details on sampling:
Sample preparation
The samples were measured by HPLC according to the conditions detailed below after dilution of samples.
Dilution of the samples:
Samples Dilution with dilution mixture
4pH 1.0 mL → 25 mL 25-fold
7pH 0.5 mL → 25 mL 50-fold
9pH 0.5 mL → 10 mL 20-fold
Buffers:
Compositions of the buffer solutions:
pH 4.0: 2 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Potassium hydrogen phthalate was diluted in a total volume of 1000 mL ultra-pure water.
pH 7.0: 147.8 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Potassium dihydrogen phosphate was diluted in a total volume of 1000 mL ultra-pure water.
pH 9.0: 107 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Boric acid and Potassium chloride was diluted in a total volume of 1000 mL ultra-pure water.
Details on test conditions:
HPLC Conditions
Detector: UV at 230 nm
Column: Discovery RP Amide C16 (5 µm), 150x4.6 mm No.: 64181-05
Mobil Phase: A: 0.1 % Trifluoroacetic acid and TEA (pH 4.5) in water
B: 0.1 % Trifluoroacetic acid and TEA (0.13 %) in Acetonitrile
Gradient: 0 min 80 % A
7 min 40 % A
10 min 40 % A
12 min 10 % A
14 min 10 % A
16 min 80 % A
18 min 80 % A
Flow: 0.8 mL/min
Injection volume: 50 µL
Temperature: 25 °C
Calculation: based on the sum of the areas of three peaks
Retention time: 6.2 - 7.2 min ± 10 %
Duration:
0 h
pH:
4
Temp.:
50 °C
Initial conc. measured:
579 mg/L
Duration:
2.4 h
pH:
4
Temp.:
50 °C
Initial conc. measured:
547 mg/L
Duration:
120 h
pH:
4
Temp.:
50 °C
Initial conc. measured:
413 mg/L
Duration:
0 h
pH:
7
Temp.:
50 °C
Initial conc. measured:
469 mg/L
Duration:
2.4 h
pH:
7
Temp.:
50 °C
Initial conc. measured:
430 mg/L
Duration:
120 h
pH:
7
Temp.:
50 °C
Initial conc. measured:
430 mg/L
Duration:
0 h
pH:
9
Temp.:
50 °C
Initial conc. measured:
189 mg/L
Duration:
2.4 h
pH:
9
Temp.:
50 °C
Initial conc. measured:
166 mg/L
Duration:
120 h
pH:
9
Temp.:
50 °C
Initial conc. measured:
123 mg/L
Number of replicates:
Three replicates
Negative controls:
yes
Remarks:
control buffer
Statistical methods:
Data Handling
The chromatograms were evaluated with the help of “LaChrom” chromatogram processor software. The calibration curves were constructed applying weighted linear regression by “Statistica for Windows” software, using 1/concentration as weighting factor. Calculations were carried out using EXCEL for Windows.
Preliminary study:
The concentration of the test item was not changed after 5 days (which means T1/2 >1 year at 25 °C) in buffer solutions pH 7, therefore, the test item is considered to be hydrolytically stable under the conditions investigated.
At pH 4 about 29 % and at pH 9 about 35 % of the test item hydrolysed after 5 days at 50 °C. Based on the results obtained, the test item can be considered as hydrolytically unstable at pH 4 and pH 9.
Transformation products:
not measured
% Recovery:
94
pH:
4
Temp.:
50 °C
Duration:
2.4 h
% Recovery:
71
pH:
4
Temp.:
50 °C
Duration:
120 h
% Recovery:
92
pH:
7
Temp.:
50 °C
Duration:
2.4 h
% Recovery:
91
pH:
7
Temp.:
50 °C
Duration:
120 h
% Recovery:
88
pH:
9
Temp.:
50 °C
Duration:
2.4 h
% Recovery:
65
pH:
9
Temp.:
50 °C
Duration:
120 h
pH:
4
Remarks on result:
other: hydrolytically unstable
Key result
pH:
7
Remarks on result:
hydrolytically stable based on preliminary test
pH:
9
Remarks on result:
other: hydrolytically unstable
Details on results:
The test item is considered to be hydrolytically stable at pH 7.
At pH 4 about 29 % and at pH 9 about 35 % of the test item hydrolysed after 5 days at 50 °C.

Analysis of Samples

The content of the test item in the different pH buffer samples was determined at the beginning, after 2.4 hours and the end of the test period. From each buffer solution five samples were analysed at the start of hydrolysis test and three separate tubes were analysed after 2.4 hours and after 120 hours. The samples were diluted with dilution mixture to fit the calibrated range for HPLC measurement.

Hydrolysis Test

The measured concentrations at the start, after 2.4 hours and 120 hours are summarised in the table below.

Table 1. Measured data at a temperature of 50 °C at the start, after 2.4 and 120 hours


pH

Sampling time hour

Concentration of

test item

mg/L

Rate %

Measured pH

Test vessels

Mean withthe 95 % confidence intervals

End/Start

4

Start

Control buffer

-

4.03

579

579 ± 10

-

4.01

590

570

571

583

2.4

Control buffer

-

4.00

547

547 ± 6

94

4.02

544

4.03

549

4.03

120

Control buffer

-

4.01

415

413 ± 6

71

4.03

410

4.03

413

4.05

7

Start

Control buffer

-

7.02

475

469 ± 8

-

7.04

468

469

459

473

2.4

Control buffer

-

7.02

414

 

92

7.06

441

430 ± 48

7.07

435

 

7.07

120

Control buffer

-

7.03

417

428 ± 29

91

6.98

440

7.02

425

7.06

9

Start

Control buffer

-

9.00

192

 

189 ± 13

 

-

9.03

182

177

192

203

2.4

Control buffer

-

9.01

164

 

88

9.02

159

166 ± 19

9.02

174

 

9.03

 

120

Control buffer

-

8.90

122

123 ± 39

65

8.99

139

9.01

108

9.02

Validity criteria fulfilled:
yes
Conclusions:
At pH 4 about 29 % and at pH 9 about 35 % of the test item hydrolysed after 5 days at 50 °C. Based on the results obtained, the test substance can be considered as hydrolytically unstable at pH 4 and pH 9.
Executive summary:

Purpose

The purpose of this study was to evaluate the hydrolysis of the test item in different pH buffer solutions.

Results

The concentration of the test item was not changed after 5 days (which means T1/2 >1 year at 25 °C) in buffer solutions pH 7, therefore, the test item is considered to be hydrolytically stable under the conditions investigated. At pH 4 about 29 % and at pH 9 about 35 % of the test item hydrolysed after 5 days at 50 °C.

Based on the results obtained, the test substance can be considered as hydrolytically unstable at pH 4 and pH 9.

Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
weight of evidence
Study period:
from 2008-07-15 to 2008-08-29
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Remarks:
The study is regarded as reliable without restrctions because it was conducted in accordance with GLP regulation and guideline. For read across justification please refer to IUCLID section 13.
Justification for type of information:
For read-across justification please refer to IUCLID section 13.
Qualifier:
according to guideline
Guideline:
EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)
Deviations:
no
Qualifier:
according to guideline
Guideline:
OECD Guideline 111 (Hydrolysis as a Function of pH)
Deviations:
no
GLP compliance:
yes (incl. QA statement)
Radiolabelling:
no
Analytical monitoring:
yes
Buffers:
Buffer solution:
Compositions of the buffer solution:
pH 9.0: 107 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Boric acid and Potassium chloride was diluted 1000 mL with ultra-pure water. The sterile buffer solution was prepared using reagent grade chemicals and ultra-pure, sterile water. The needed amount was prepared according to the above ratios. The pH of the buffer solution was checked with a calibrated pH meter.
Details on test conditions:
The hydrolysis was examined at pH value 9.0 in the dark.
Temperature: 50 °C ± 0.5 °C, 55 °C ± 0.5 °C, 67 °C ± 0.5 °C.
Light and oxygen: The hydrolysis reaction was carried out using a dark thermostat to avoid photolytic effects. Nitrogen was bubbled into the water for five minutes before the preparation of the solutions in order to exclude oxygen. All glassware, water and buffer solution were sterilised.
Duration:
6 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
101 mg/L
Duration:
8 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
98 mg/L
Duration:
14 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
83 mg/L
Duration:
15 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
78 mg/L
Duration:
19 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
66 mg/L
Duration:
25 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
50 mg/L
Duration:
144 h
pH:
9
Temp.:
55 °C
Initial conc. measured:
87 mg/L
Duration:
186 h
pH:
9
Temp.:
55 °C
Initial conc. measured:
80 mg/L
Duration:
210 h
pH:
9
Temp.:
55 °C
Initial conc. measured:
66 mg/L
Duration:
356 h
pH:
9
Temp.:
55 °C
Initial conc. measured:
41 mg/L
Number of replicates:
Three replicates.
Positive controls:
no
Negative controls:
yes
Remarks:
control buffer
Statistical methods:
Calculations were carried out using “EXCEL for Windows". The calibration curves were constructed with “STATISTICA for Windows" using weighted linear regression. The factor was 1/concentration.
Preliminary study:
In the course of the preliminary test (Study Code: 07/523-336AN) Reaction products of IPDA with bisphenol A diglycidylether (BADGE) proved to be hydrolytically unstable at pH 9. Concentration was decreased by about 21 % after 5 days at 50 °C.
Transformation products:
not measured
% Recovery:
78
St. dev.:
101
pH:
9
Temp.:
50 °C
Duration:
6 d
% Recovery:
77
St. dev.:
98
pH:
9
Temp.:
50 °C
Duration:
8 d
% Recovery:
65
St. dev.:
83
pH:
9
Temp.:
50 °C
Duration:
14 d
% Recovery:
61
St. dev.:
78
pH:
9
Temp.:
50 °C
Duration:
15 d
% Recovery:
52
St. dev.:
66
pH:
9
Temp.:
50 °C
Duration:
19 d
% Recovery:
39
St. dev.:
50
pH:
9
Temp.:
50 °C
Duration:
25 d
% Recovery:
73
St. dev.:
87
pH:
9
Temp.:
55 °C
Duration:
144 h
% Recovery:
68
St. dev.:
80
pH:
9
Temp.:
55 °C
Duration:
186 d
% Recovery:
55
St. dev.:
66
pH:
9
Temp.:
55 °C
Duration:
210 d
% Recovery:
35
St. dev.:
41
pH:
9
Temp.:
55 °C
Duration:
356 h
pH:
9
Temp.:
50 °C
Hydrolysis rate constant:
0.04 h-1
DT50:
19 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
55 °C
Hydrolysis rate constant:
0 h-1
DT50:
10 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
67 °C
Hydrolysis rate constant:
0.01 h-1
DT50:
5 d
Type:
(pseudo-)first order (= half-life)
Key result
pH:
9
Temp.:
25 °C
Hydrolysis rate constant:
0 h-1
DT50:
140 d
Type:
(pseudo-)first order (= half-life)
Remarks on result:
other: Arrhenius equation

Total recovery rate of test substance in (%)

Recovery %  St.dev.  pH  Temp.  Duration 
60  71 ± 5  67  114 hours 
49  59 ± 5  67  136 hours 
45  53 ± 5  67  144 hours 
33  39 ± 2  67  186 hours 
36  44 ± 5  67  210 hours 
19  22 ± 9  67  282 hours 
Validity criteria fulfilled:
yes
Conclusions:
The hydrolysis half-life of the test item was determined to be:
t 1/2 at 25 °C and pH 9: 140 days
t 1/2 at 50 °C and pH 9: 19 days
Executive summary:

The purpose of this study was to evaluate the hydrolysis of Reaction products of IPDA with bisphenol A diglycidylether (BADGE) at pH value of 9.

The calculated half-lives of the hydrolysis reactions at pH 9 are given in the following table:

Buffer solution  Temperature  t 1/2 
pH 9  25 °C  140 days (3349 hours) 
pH 9  50 °C  19 days (450 hours) 
Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
weight of evidence
Study period:
from 2008-07-14 to 2008-08-22
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Remarks:
The study is regarded as reliable without restrctions because it was conducted in accordance with GLP regulation and guideline. For read across justification please refer to IUCLID section 13.
Qualifier:
according to guideline
Guideline:
EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)
Deviations:
no
Remarks:
Deviation Concerning: Result Evaluation (Data Handling) According to the Study Plan: kobs = -slope * 2.303 t1/2 = 0.693/kobs Deviation: kobs = –slope (eq. 3) t1/2 = ln2/kobs (ln2=0.693)
Qualifier:
according to guideline
Guideline:
OECD Guideline 111 (Hydrolysis as a Function of pH)
Deviations:
no
GLP compliance:
yes (incl. QA statement)
Radiolabelling:
no
Analytical monitoring:
yes
Buffers:
Compositions of the buffer solutions:
pH 4.0: 2 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Potassium hydrogen phthalate will be diluted to 1000 mL with ultra-pure water.
pH 9.0: 107.0 mL 0.2 M Sodium hydroxide and 250 mL 0.2 M Boric acid and Potassium chloride will be diluted to 1000 mL with ultra-pure water.
These sterile buffer solutions will be prepared using reagent grade chemicals and ultra-pure, sterile water. The needed amount will be prepared according to the above ratios. The pH of the buffer solutions will be checked with a calibrated pH meter.
Details on test conditions:
The hydrolysis was examined at the two different pH values 4.0 and 9.0 in the dark.
Temperature: 50 °C ± 0.5 °C, 55 °C ± 0.5 °C, 67 °C ± 0.5 °C.
Light and oxygen: The hydrolysis reaction was carried out using a dark thermostat to avoid photolytic effects. Nitrogen was bubbled into the water for five minutes before the preparation of the solutions in order to exclude oxygen. All glassware, water and buffer solution were sterilised.
Duration:
2 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
105 mg/L
Duration:
4 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
95 mg/L
Duration:
5 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
95 mg/L
Duration:
6 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
89 mg/L
Duration:
9 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
73 mg/L
Duration:
12 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
59 mg/L
Duration:
15 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
53 mg/L
Duration:
19 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
44 mg/L
Duration:
1 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
113 mg/L
Duration:
2 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
93 mg/L
Number of replicates:
Three replicates.
Positive controls:
no
Negative controls:
yes
Remarks:
Control buffer
Statistical methods:
Calculations were carried out using “EXCEL for Windows". The calibration curves were constructed with “STATISTICA for Windows" using weighted linear regression. The factor was 1/concentration.
Preliminary study:
In the course of the preliminary test (Study Code: 07/524-336AN) Reaction products of MXDA with bisphenol A diglycidylether (BADGE) proved to be hydrolytically unstable at pH 4 and pH 9. Concentration was decreased by about 48 % after 5 days at 50 °C. Thus main test was performed at pH 4 and pH 9 only.
Transformation products:
not measured
% Recovery:
85
St. dev.:
4
pH:
4
Temp.:
50 °C
Duration:
2 d
% Recovery:
76
St. dev.:
7
pH:
4
Temp.:
50 °C
Duration:
4 d
% Recovery:
76
St. dev.:
8
pH:
4
Temp.:
50 °C
Duration:
5 d
% Recovery:
71
St. dev.:
4
pH:
4
Temp.:
50 °C
Duration:
6 d
% Recovery:
51
St. dev.:
3
pH:
4
Temp.:
50 °C
Duration:
9 d
% Recovery:
47
St. dev.:
3
pH:
4
Temp.:
50 °C
Duration:
12 d
% Recovery:
43
St. dev.:
8
pH:
4
Temp.:
50 °C
Duration:
15 d
% Recovery:
36
St. dev.:
1
pH:
4
Temp.:
50 °C
Duration:
19 d
% Recovery:
75
St. dev.:
22
pH:
9
Temp.:
50 °C
Duration:
2 d
% Recovery:
72
St. dev.:
24
pH:
9
Temp.:
50 °C
Duration:
4 d
Key result
pH:
4
Temp.:
25 °C
DT50:
236 d
Type:
(pseudo-)first order (= half-life)
Key result
pH:
9
Temp.:
25 °C
DT50:
54 d
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
50 °C
Hydrolysis rate constant:
0.06 d-1
DT50:
13 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
50 °C
Hydrolysis rate constant:
0.14 d-1
DT50:
5 d
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
55 °C
Hydrolysis rate constant:
0 h-1
DT50:
137 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
55 °C
Hydrolysis rate constant:
0.02 h-1
DT50:
48 h
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
67 °C
Hydrolysis rate constant:
0.02 h-1
DT50:
47 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
67 °C
Hydrolysis rate constant:
0.03 h-1
DT50:
24 h
Type:
(pseudo-)first order (= half-life)

Measured data at a temperature of 50 °C at pH 9

Recovery, %  St.dev.  pH  Temp.  Duration, days 
55  50 
45  50 
39  50 
33  50 

Measured data at a temperature of 55 °C at pH 4

Recovery, %  St.dev.  pH  Temp.  Duration, hours 
64  55  70 
52  55  114 
46  55  144 
39  55  186 

Measured data at a temperature of 67 °C at pH 4

Recovery, %   St.dev.  pH  Tem.  Duration, hours 
63  67  40 
38  67  68 
34  67  74 

Measured data at a temperature of 55 °C at pH 9

Recovery, %  St.dev.  pH  Tem.  Duration, hours 
61  55  40 
41  55  64 
35  55  72 

Measured data at a temperature of 67 °C at pH 9

Recovery, %  St. dev.  pH  Temp.  Duration, hours 
67  67  20 
50  67  30 
36   9 67  40 
25  67  46 

Rate constants and half-lives calculated at 25°C

Temperature, °C  pH  kobs  t 1/2 
25  0.0001  5659 hours (236 days) 
25  0.0005  1299 (54 days) 
Validity criteria fulfilled:
yes
Conclusions:
The following hydrolysis half-lives were determined:
t 1/2 at 25°C and pH 4: 236 days
t 1/2 at 50°C and pH 4: 13 days
t 1/2 at 25°C and pH 9: 54 days
t 1/2 at 50°C and pH 9: 5 days
Executive summary:

The purpose of this study was to evaluate the hydrolysis of Reaction products of MXDA with bisphenol A diglycidylether (BADGE) at pH values of 4 and 9.

The calculated half lives of the Reaction products of MXDA with bisphenol A diglycidylether (BADGE) hydrolysis reactions at pH 4 and pH 9 are given in the following table:

Buffer solution  Temperature  t 1/2 
pH 4  25 °C  236 days 
pH 4  50 °C  13 days 
pH 9  25 °C  54 days 
pH 9  50 °C  5 days 
Endpoint:
hydrolysis
Type of information:
read-across from supporting substance (structural analogue or surrogate)
Adequacy of study:
weight of evidence
Justification for type of information:
For read across justification please refer to IUCLID section 13.
Reason / purpose for cross-reference:
read-across source
Transformation products:
not measured
Key result
pH:
9
Temp.:
25 °C
Hydrolysis rate constant:
0 h-1
DT50:
140 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
50 °C
Hydrolysis rate constant:
0.04 h-1
DT50:
19 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
55 °C
Hydrolysis rate constant:
0 h-1
DT50:
10 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
67 °C
Hydrolysis rate constant:
0.01 h-1
DT50:
5 d
Type:
(pseudo-)first order (= half-life)
Endpoint:
hydrolysis
Type of information:
read-across from supporting substance (structural analogue or surrogate)
Adequacy of study:
weight of evidence
Justification for type of information:
For read-across justification please refer to IUCLID section 13.
Reason / purpose for cross-reference:
read-across source
Transformation products:
not measured
Key result
pH:
4
Temp.:
25 °C
DT50:
236 d
Type:
(pseudo-)first order (= half-life)
Key result
pH:
9
Temp.:
25 °C
DT50:
54 d
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
50 °C
Hydrolysis rate constant:
0.06 d-1
DT50:
13 d
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
50 °C
Hydrolysis rate constant:
0.14 d-1
DT50:
5 d
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
55 °C
Hydrolysis rate constant:
0 h-1
DT50:
137 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
55 °C
Hydrolysis rate constant:
0.02 h-1
DT50:
48 h
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
67 °C
Hydrolysis rate constant:
0.02 h-1
DT50:
47 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
67 °C
Hydrolysis rate constant:
0.03 h-1
DT50:
24 h
Type:
(pseudo-)first order (= half-life)

Description of key information

Based on the results obtained in the preliminary test according to EU method C.7 and OECD guideline no. 111, the test item was hydrolytically stable at pH 7 and 12 °C (half-life >1030 days at 12 °C). Hydrolysis at pH 4 and pH 9 was assessed using a read-across approach to the symmetrical epoxy amine adducts. Based on the results obtained hydrolysis at 50 °C was 19 days for pH 4 and pH 9.

Key value for chemical safety assessment

Half-life for hydrolysis:
19 d
at the temperature of:
50 °C

Additional information

Preliminary hydrolysis test results were available for the asymmetrical epoxy amine. The substance was practically stable at all pH and temperatures tested and a DT50 at pH 7 and 12 °C of >1030 days obtained. In addition, a read-across approach was applied using data from the symmetrical epoxy amine adducts Reaction products of IPDA with bisphenol A diglycidylether (BADGE) and Reaction products of MXDA with bisphenol A diglycidylether (BADGE), as these substances were considered to show comparable environmental fate properties. For Reaction products of IPDA with bisphenol A diglycidylether (BADGE) the DT50-value at 50 °C was determined to be 19 days at pH 9. For Reaction products of MXDA with bisphenol A diglycidylether (BADGE) the respective DT50-values at 50 °C were 5 days at pH 9 and 13 days at pH 4. Thus, worst-case DT50-values for the asymmetrical adduct at 50 °C are 19 days at pH 4 and pH 9.