Reaction mass of 2-{[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and 2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-[2-(benzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-benzyl-2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-benzyl-N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride.

Biodegradation in water and sediment: simulation tests

Administrative data

Endpoint:

biodegradation in water: simulation testing on ultimate degradation in surface water

Data waiving:

other justification

Justification for data waiving:

other:

Cross-reference

Cross-reference 1

Reason / purpose for cross-reference:

data waiving: supporting information

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

other: EU Method C.10 ("Abiotic degradation: Hydrolysis as a function of pH")

GLP compliance:

yes

Radiolabelling:

no

Analytical monitoring:

no

Estimation method (if used):

Chemical analysis using Gas Chromatographic analytical method to determine the concentration of organifucntional silane A-1128 in the solution. The test substance is dissolved in methanol. The concentration of the test substance is determined before and after addition of water.

Details on test conditions:

TEST MEDIUM
- Volume used/treatment: no
- Preparation of test medium: A standard solution of the resulting residue was perpared in methanol (LiChrosolv, Merck, Darmstadt, FRG) at the concentration 1.9 g/L. This stock solution was diluted 10 times with methanol. Also dilutions were perpared with addition of 0.2, 1.0, 5.0 and 10.0% Milli-Q water (Millipore Corp.)
- If no traps were used, is the test system closed: After evaporation step the test substance-containing container was flushed with nitrogen and closed.
OTHER TEST CONDITIONS
- Temperature: The test was performed at ambient temperature and remained below 30 °C during the evaporation procedure

Duration:

16.8 min

Initial conc. measured:

190 mg/L

Number of replicates:

5

Preliminary study:

For results see field `any other information on results incl. tables´

Transformation products:

not measured

Hydrolysis rate constant:

< 16 min-1

Table 1: Results of the preliminary test.
Concentration test substance (mg/l)^0after addition of % water.
0%	0.2%	1.0%	5.0%	10.0%
190^1(100%)^2	188 (99%)	131 (69%)	53 (28%)	0 (0%)
^0Mean value of duplicate analysis, quantification was performed with the peak with tr16.8 min. ^1Weighed amount. ^2Percentage between brackets is relative concentration.

Conclusions:

Hence it was concluded that organofunctional silane A-1128 is extremely hydrolytically unstable.

Cross-reference 2

Reason / purpose for cross-reference:

data waiving: supporting information

Reference

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Study period:

28 Apr - 26 May 1993

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test)

Qualifier:

according to guideline

Guideline:

EU Method C.5 (Degradation: Biochemical Oxygen Demand)

GLP compliance:

yes

Oxygen conditions:

aerobic

Inoculum or test system:

other: activated sludge, municipal

Details on inoculum:

- Source of inoculum/activated sludge: Activated sludge was freshly obtained from municipal sewage treatment plant: Waterschap de Aa, Schijndel, The Netherlands
- Pretreatment: The activated sludge was aerated for 4 hours. It was then left to settle for at least 1/2 hour. The supernatant was decanted to provide a sufficiently large volume for a 1% inoculum for each test flask.

Duration of test (contact time):

28 d

Initial conc.:

10 mg/L

Based on:

test mat.

Initial conc.:

20 mg/L

Based on:

test mat.

Parameter followed for biodegradation estimation:

DOC removal

Details on study design:

TEST CONDITIONS
- Composition of medium: The following amounts of stock solutions were added per litre of Milli-Q water for the formulation of the nutrient medium: 2 mL of solution A, 1 mL of solution B, 1 mL, 1 mL of solution C, 4 mL of solution D, 1 mL of solution E. All nutrients were added to Milli-Q water in such a way that no precipitation occurred. After pretreatment weighed amount of test substance, 33.9 and 65.1 mg, were quantitatively added to 3 L test medium.
- Stock solution:
A) 8.50 g KH2PO4, 21.75 g K2HPO4, 67.20 g Na2HPO4 x 12H2O, 0.50 g NH4Cl, dissolved in 1 L Milli-Q water, pH 7.4±0.2
B) 22.50 g MgSO4 x 7H2O, dissolved in 1 L Milli-Q water
C) 36.40 g CaCl2 x 2H2O, dissolved in 1 L Milli-Q water
D) 0.15 g FeCl3, dissolved in 1 L Milli-Q water
E) 40.0 g (NH4)2SO4, dissolved in 1 L Milli-Q water

- Additional substrate: 4 g Barium hydroxide per L Milli-Q water was filtered through filter paper and stored in a sealed vessel to prevent absorption of CO2 from the air. After the aeration period, three CO2-absorber bottles were filled with 80 mL 0.025 N Ba(OH)2.
- Test temperature: 20 ± 2 °C
- pH: blank 6.7, positive control 6.46, organofunctional silane A-1128 (10 mg/L) 6.44, organofunctional silane A-1128 (20 mg/L) 5.57
- Aeration: The mixture was aerated with CO2-free air for 24 hours (pre-incubation medium); on the 26th day, the bottles were aerated overnight

TEST SYSTEM
- Culturing apparatus: CO2-absorber
- Number of culture flasks/concentration: 2 flasks and 2 concentrations

SAMPLING
- Sampling frequency: every day for the first 10 days, and thereafter every fifth day until the 28th day
- Sampling method: Titration

CONTROL AND BLANK SYSTEM
- Inoculum blank: contained inoculum but neither test nor control substance
- positive control: 20 mg/L sodium acetate (Merck art. 6268, batch 049 TA933768)

Parameter:

% degradation (CO2 evolution)

Value:

28.8

Sampling time:

28 d

Remarks on result:

other: 10 mg/L of test substance

Parameter:

% degradation (CO2 evolution)

Value:

16.7

Sampling time:

28 d

Remarks on result:

other: 20 mg/L of test substance

Details on results:

The control substance was biodegraded by more than 60% within 12 days and 76% degradation was reached at the end of the test period. The total CO2 release in the blank reached a total value of 20 mg CO2.

Table 1: CO2 -evolution and percentage of biodegradation of the positive control substance.
Day	Titrant Blank (mL)	Titrant CO2trap (mL)	Produced CO2 in mL HCL	Normality HCL	Produced CO2 CO2mg	Cumulative CO2mg	Degrad. %
2	38.78	36.65	2.13	0.048	2.25	2.25	3.4
5	37.01	21.92	15.09	0.048	15.94	15.94	24.1
7	36.50	28.01	8.49	0.048	8.97	24.91	37.6
10	38.87	34.05	4.82	0.048	5.09	30.00	45.3
12	38.28	26.03^a	12.25	0.048	12.94	42.94	64.9
16	36.22	32.08	4.14	0.048	4.37	47.31	71.5
21	35.94	33.79	2.15	0.048	2.27	49.58	74.9
26	38.04	37.55	0.49	0.048	0.52	50.10	75.7
28	34.79	36.35	0.00	0.048	0.00	50.10	75.7
28	36.12	37.87	0.00	0.048	0.00	50.10	75.7
28	38.39	39.28	0.00	0.048	0.00	50.10	75.7
Theoretical CO2production sodium acetate: 66.2 mg CO2/3L ^aturbid solution

Table 2: CO2 -evolution and percentage of biodegradation of the test substance (low concentration).
Day	Titrant Blank (mL)	Titrant CO2trap (mL)	Produced CO2 in mL HCL	Normality HCL	Produced CO2 CO2mg	Cumulative CO2mg	Degrad. %
2	38.78	38.08	0.70	0.048	0.74	0.74	1.4
5	37.01	35.90	1.11	0.048	1.17	1.17	2.2
7	36.50	34.95	1.54	0.048	1.63	2.80	5.3
10	38.87	34.77	4.10	0.048	4.33	7.13	13.4
12	38.28	37.06	1.22	0.048	1.29	8.42	15.9
16	36.22	35.54	0.68	0.048	0.72	9.14	17.2
21	35.94	34.56	1.38	0.048	1.46	10.60	20.0
26	38.04	35.19	2.85	0.048	3.01	13.61	25.6
28	34.79	34.22	0.57	0.048	0.60	14.21	26.8
28	36.12	35.12	1.00	0.048	1.06	15.27	28.8
28	38.39	38.97	0.00	0.048	0.00	15.27	28.8
Theoretical CO2production (low concentration): 53.1 mg CO2/3L

Table 3: CO2 -evolution and percentage of biodegradation of the test substance (high concentration).
Day	Titrant Blank (mL)	Titrant CO2trap (mL)	Produced CO2 in mL HCL	Normality HCL	Produced CO2 CO2mg	Cumulative CO2mg	Degrad. %
2	38.78	38.19	0.59	0.048	0.62	0.62	0.6
5	37.01	33.95	3.06	0.048	3.23	3.23	3.2
7	36.50	34.27	2.23	0.048	2.35	5.58	5.5
10	38.87	32.87	6.00	0.048	6.34	11.92	11.7
12	38.28	36.71	1.57	0.048	1.66	13.58	13.3
16	36.22	33.59	2.63	0.048	2.78	16.36	16.1
21	35.94	37.02	0.00	0.048	0.00	16.36	16.1
26	38.04	37.45	0.59	0.048	0.62	16.98	16.7
28	34.79	37.01	0.00	0.048	0.00	16.98	16.7
28	36.12	37.44	0.00	0.048	0.00	16.98	16.7
28	38.39	39.08	0.00	0.048	0.00	16.98	16.7
Theoretical CO2production (low concentration): 101.9 mg CO2/3L

Table 4: CO2-evolution in the blank.
Day	Titrant Blank (mL)	Titrant CO2trap (mL)	Produced CO2 in mL HCL	Normality HCL	Produced CO2 CO2mg	Cumulative CO2mg
2	38.78	38.19	0.59	0.048	0.62	0.62
5	37.01	33.95	3.06	0.048	3.23	3.23
7	36.50	34.27	2.23	0.048	2.35	5.58
10	38.87	32.87	6.00	0.048	6.34	11.92
12	38.28	36.71	1.57	0.048	1.66	13.58
16	36.22	33.59	2.63	0.048	2.78	16.36
21	35.94	37.02	0.00	0.048	0.00	16.36
26	38.04	37.45	0.59	0.048	0.62	16.98
28	34.79	37.01	0.00	0.048	0.00	16.98
28	36.12	37.44	0.00	0.048	0.00	16.98
28	38.39	39.08	0.00	0.048	0.00	16.98

Interpretation of results:

not readily biodegradable

Conclusions:

Although substantial biodegradation was recorded after 28 days of incubation, organofunctional silane A-1128 was not readily biodegradable under conditions in the modified Sturm test presently performed.

Cross-reference 3

Reason / purpose for cross-reference:

data waiving: supporting information

Reference

Endpoint:

bioaccumulation in aquatic species: fish

Data waiving:

other justification

Justification for data waiving:

other:

Reason / purpose for cross-reference:

data waiving: supporting information

Reason / purpose for cross-reference:

data waiving: supporting information

Reason / purpose for cross-reference:

data waiving: supporting information

Materials and methods

Test material

Test material information

Constituent 1

Reference substance name:

Reaction mass of 2-{[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and 2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-[2-(benzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-benzyl-2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-benzyl-N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride.

Molecular formula:

Not applicable

IUPAC Name:

Reaction mass of 2-{[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and 2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-[2-(benzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride and N-benzyl-2-{benzyl[3-(trimethoxysilyl)propyl]amino}ethanaminium chloride and N-benzyl-N-[2-(dibenzylamino)ethyl]-3-(trimethoxysilyl)propan-1-aminium chloride.

Results and discussion

Transformation products:

yes

Remarks:

Degradation is principally expected via abiotic transformation (aqueous). The transformation products expected are those identified in IUCLID section 1.10 "transformation of the registered substance", the environmental hazard assessment is based on those.

Identity of transformation products

Identity of transformation products 1

No.:

#1

Reference

Reference substance name:

Unnamed

IUPAC name:

Reaction mass of 2-{[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and 2-{benzyl[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and N-[2-(benzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride and N-[2-(dibenzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride and N-benzyl-2-{benzyl[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and N-benzyl-N-[2-(dibenzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride.

Identifier:

common name

Identity:

Reaction mass of 2-{[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and 2-{benzyl[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and N-[2-(benzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride and N-[2-(dibenzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride and N-benzyl-2-{benzyl[3-(trihydroxysilyl)propyl]amino}ethanaminium chloride and N-benzyl-N-[2-(dibenzylamino)ethyl]-3-(trihydroxysilyl)propan-1-aminium chloride.

Molecular weight:

>= 216.8 - <= 487.1

Identity of transformation products 2

No.:

#2

Reference

Reference substance name:

Unnamed

IUPAC name:

Methyl alcohol

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 200-659-6]

CAS number:

67-56-1

Identity:

MeOH

Molecular formula:

CH4O

Molecular weight:

ca. 32.04

SMILES notation:

OC

InChl:

InChI=1/CH4O/c1-2/h2H,1H3