Ethanol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, reaction products with 3-(triethoxysilyl)-1-propanamine

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

other: Analogy

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Guideline study and GLP

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2013

Report date:

2013

Materials and methods

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

29Si-NMR & HPCL

GLP compliance:

yes (incl. QA statement)

Test material

Test material information

Constituent 1

Reference substance name:

Ethanol, 2,2'-oxybis-, reaction products with 3-(triethoxysilyl)-1- propanamine

EC Number:

688-124-7

Cas Number:

152261-43-3

Molecular formula:

unspecified

IUPAC Name:

Ethanol, 2,2'-oxybis-, reaction products with 3-(triethoxysilyl)-1- propanamine

Test material form:

liquid

Specific details on test material used for the study:

Analogy; Data taken from CAS 152261-43-3 <2,2'-Oxybisethanol reaction products with 3-(triethoxysilyl)-1-propanamine>

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Results and discussion

Test performance:

Via 29Si-NMR and HPLC investigations it could be shown that the test item is not stable in water. It immediately undergoes condensation reactions that form "-Si-O-Si-" moieties (="poly silicic acids") with high polymerization degree and liberate the diethylene glycol amount, that was initially added for reaction with 3 -(triethoxysilyl)-1- propanamine. The poly silicic acid moieties are not stable and prone to further condensation.

Transformation products:

not specified

Details on hydrolysis and appearance of transformation product(s):

Via 29Si-NMR and HPLC investigations it could be shown that the test item Ethanol, 2,2 '-oxybis-, reaction products with 3-(triethoxysilyl)-1-propanamine is not stable in water. lt immediately undergoes condensation reactions that form "-Si-0-Si-" moieties (= "poly silicic acids") with high polymerization degree and liberate the diethylene glycol amount, that was initially added for reaction with 3-(triethoxysilyl)-1-propanamine. The underlying chemistry is commonly known as Sol-Gel reaction (see Holleman, Arnold F., Lehrbuch der anorganischen Chemie I Holleman-Wiberg, 101 . Auflage, de Gruyter, Berlin, New York 1995, page 924): the resulting solution is named "silica sol". The poly silicic acid moieties are not stable and prone to further condensation.

The chemistry is also applicable for organo modified systems like the investigated test item Ethanol, 2,2·-oxybis-, reaction products with 3-(triethoxysilyl)-1-propanamine. Thus analysis of the test item Ethanol, 2,2 · -oxybis-, reaction products with 3-(triethoxysilyl)-1-propanamine is not possible in aqueous solutions, as the test item immediately condensates and cannot be detected spectroscopically via NMR. Determination of molecular weight distribution (e.g. via gel permeation chromatography) is not possible due to the formation of the described silicic acid network. Investigations were performed at room temperature (20- 25 °C). Condensation reactions are expected to occur more rapidly when increasing the temperature. pH value of the aqueous solution after addition of the test item and the immediate sol-gel reaction was determined to 1 0.4. The pure water prior addition of the test item showed a pH value of7.1 .

Dissipation DT50 of parent compound

Key result

Remarks on result:

not determinable

Details on results:

not stable in water at 20-25°C

Any other information on results incl. tables

Via 29Si-NMR and HPLC investigations it could be shown that the test item is not stable in water. It immediately undergoes condensation reactions that form "-Si-O-Si-" moieties (="poly silicic acids") with high polymerization degree and liberate the diethylene glycol amount, that was initially added for reaction with 3 -(triethoxysilyl)-1- propanamine. The poly silicic acid moieties are not stable and prone to further condensation.

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

Via 29Si-NMR and HPLC investigations it could be shown that the test item is not stable in water. It immediately undergoes condensation reactions that form "-Si-O-Si-" moieties (="poly silicic acids") with high polymerization degree and liberate the diethylene glycol amount, that was initially added for reaction with 3 -(triethoxysilyl)-1- propanamine. The poly silicic acid moieties are not stable and prone to further condensation.

Executive summary:

Via 29Si-NMR and HPLC investigations it could be shown that the test item is not stable in water. It immediately undergoes condensation reactions that form "-Si-O-Si-" moieties (="poly silicic acids") with high polymerization degree and liberate the diethylene glycol amount, that was initially added for reaction with 3 -(triethoxysilyl)-1- propanamine. The poly silicic acid moieties are not stable and prone to further condensation.