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Environmental fate & pathways

Hydrolysis

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Description of key information

weighted half-lives based on the respective half-lives of the Epoxid mono-acrylate and BFDGE at 20, 30 and 50°C:
pH4: 234, 83.5 and 13.1 h
pH7: 287, 99 and 15.2 h
pH9: 230, 71.7 and 12.1 h
OECD Guideline111 / EU method C.7; GLP

Key value for chemical safety assessment

Half-life for hydrolysis:
287 h
at the temperature of:
20 °C

Additional information

Hydrolysis as a function of pH of Epoxy half acrylate at 500 µg a.i./L was studied in the dark at 20, 30 and 50ºC in sterile aqueous buffered solutions at pH 5 (citrate buffer), pH 7 (phophate buffer) and pH 9 (borate buffer) for up to 30 days. 

The experiment was conducted in accordance with OECD Guideline No. 111 and Council Regulation (EC) No. 440/2008, Method C.7. 

Samples were taken at test start (0 h) and at 10 spaced points until test end. Buffer solutions were analysed at test start and test end and there was no analytical interference with the test item.

Analyses of the test item were performed via LC-MS on a reversed phase column using an external standard. For determination of BFDGE hydrolysate Bisphenol A diglycidyl ether was used as external standard. For the other components the test item was used as external standard. The method was validated with satisfactory results regarding linearity, accuracy, precision and specificity.

The hydrolysis was determined observing the elimination of Epoxid mono-acrylate and Bisphenol-F-diglycidyl ether (BFDGE). Formation or decline over time was monitored for Epoxid mono-acrylate and the other analytes (Bisphenol-F-diglycidyl ether (BFDGE), Epoxid di-acrylate and 1,2 -Propanediol, 3-[4-[[4-(2-oxiranylmethoxy) phenyl]methyl]phenoxyl]-).

Epoxid-mono-acrylate showed a moderate hydrolysis at pH 4 and 7 at 20 and 30 °C. At pH 4 and 7 at 50°C as well as at pH 9 a fast elimination of Epoxid-mono-acrylate was observed.
The half‑lives of the test item at 20°C are ranging from 7.38 – 14.5 d at pH 4, 9.54 – 16.8 d at pH 7 and 4.54 – 12.1 d at pH 9 (based on the respective half‑lives of the main components).

Reaction rate constants and half-lives as well as weighted half-lives (based on the respective half-lives of the Epoxid mono-acrylate and

BFDGE) were calculated from the analysed samples and are presented in the tables below:

 

Reaction Rate Constants and Half-Lives of Epoxid mono-acrylate 

 

pH 4

pH 7

pH 9

 


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C

Reaction rate constant kobs
[1/s]

5.53 x
10-7

5.55 x
10-6

9.83 x
10-6

4.78 x
10-7

1.36 x
10-6

9.58 x
10-6

1.77 x
10-6

6.56 x
10-6

5.97 x
10-5

Half-lifeT½[h]

348

125

19.6

403

142

20.1

109

29.4

3.23

Half-lifeT½[d]

14.5

5.21

0.82

16.8

5.92

0.84

4.54

1.23

0.13

 

Reaction Rate Constants and Half-Lives of BFDGE 

 

pH 4

pH 7

pH 9

 


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C

Reaction rate constant kobs
[1/s]

1.09 x
10-6

3.08 x
10-6

1.97 x
10-5

8.39 x
10-7

2.49 x
10-6

1.51 x
10-5

6.64 x
10-7

2.07 x
10-6

1.16 x
10-5

Half-lifeT½[h]

177

62.5

9.77

229

77.3

12.8

290

93.0

16.6

Half-lifeT½[d]

7.38

2.60

0.407

9.54

3.22

0.533

12.1

3.88

0.692

 

Weighted Half-Lives and Half-Live Ranges of the Test Item 

 

pH 4

pH 7

pH 9

 


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C


20 °C


30 °C


50 °C

Weighted Half-lifeT½[h]

234

83.5

13.1

287

99

15.2

230

71.7

12.1

Range [h]

177 - 348

62.5-125

9.77 - 19.6

229 - 403

77.3 – 142

12.8 - 20.1

109 – 290

29.4 - 93.0

3.23 -16.6