Reaction products of diethylenetriamine and 2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bisoxirane

Water solubility

Link to relevant study record(s)

Reference

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

This study was conducted between 12 December 2016 and 23 June 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study is considered to be a reliability 1 as it has been conducted according to OECD TG 105 using an adapted flask method and in compliance with GLP.

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Version / remarks:

27 July 1995

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

Version / remarks:

EC No. 440/2008 of 30 May 2008

Deviations:

no

GLP compliance:

yes

Type of method:

flask method

Specific details on test material used for the study:

Identification: 4,4'-Isopropylidenediphenol, oligomeric reaction products with 1-chloro-2,3-epoxypropane, reaction products with diethylenetriamine
Appearance/Physical state: Yellow/brown extremely viscous liquid
Batch: Ei3041
Purity: 100% UVCB
Expiry date: 01 May 2021
Storage conditions: Room temperature in the dark

The test item was heated to a maximum of 80 °C to enable sampling for testing.

Key result

Water solubility:

> 95 vol%

Conc. based on:

test mat.

Temp.:

20 °C

pH:

ca. 11.4

Preliminary Test

The preliminary estimate of water solubility was greater than 2.6g/L at20.0°C.

 

Definitive test

The results of the definitive test for the water solubility are shown in the following table:

Concentration (% w/w)	Observation	pH
5.00	Almost colorless, clear, single phase solution, no undissolved test item	11.2
27.7	Clear, slightly viscous, pale yellow, single phase solution, no undissolved test item	11.5
49.6	Clear, viscous, pale yellow, single phase solution, no undissolved test item	11.6
75.6	Clear, extremely, viscous, yellow single phase solution, no undissolved test item/water	n/a
94.8	Clear extremely viscous (non-malleable) yellow, single phase solution, no undissolved test item/water	n/a

Miscibility greater than 95% w/w at 20.0 ± 0.5 ºC. 

Discussion

The standard EC method A6 and OECD method 105 was not applicable to this test item due to the high indeterminable saturation levels produced. It was therefore not possible to prepare samples at five times the saturation level as recommended in the guidelines. No analysis could be performed for the main test due to the high solubility producing unfilterable mixtures. Therefore the water solubility was determined based on visual inspection.

Conclusions:

The miscibility of the test item has been determined to be greater than 95% w/w of solution at 20.0 ± 0.5 ºC.

Executive summary:

The general physico-chemical properties of 4,4'-Isopropylidenediphenol, oligomeric reaction products with 1-chloro-2,3-epoxypropane, reaction products with diethylenetriamine have been determined. 

Water Solubility. Miscible greater than 95% w/w, usingan adapted flask method, designed to be compatible with Method A.6 Water Solubility of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 105 of the OECD Guidelines for Testing of Chemicals, 27 July 1995.

Description of key information

Miscible greater than 95% w/w of solution at 20.0 ± 0.5 °C, using an adapted flask method, designed to be compatible with Method A.6 Water Solubility of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 105 of the OECD Guidelines for Testing of Chemicals, 27 July 1995.

Key value for chemical safety assessment

Water solubility:

1 mg/L

at the temperature of:

20 °C

Additional information

Partition Coefficient was calculated to be between 7.86 x 10^3 and 2.57 x 10^5 (95.9% of test item at 2.57 x 10^5), log10 Pow between 3.9 and 5.4 (95.9% of test item at 5.4),using the HPLC method, designed to be compatible with Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 117 of the OECD Guidelines for Testing of Chemicals, 13 April 2004. The determined LogPow indicates that the substance will be poorly soluble and potentially lipophillic. The registered substances physical state is also variable at temperatures >20 °C and therefore can be in a state of flux between solid and a very viscous liquid. The standard EC method A6 and OECD method 105 was not applicable to this test item due to the high indeterminable saturation levels produced. It was therefore not possible to prepare samples at five times the saturation level as recommended in the guidelines. The test item increases miscibility in water with increasing concentrations, until the water becomes miscible in the test item.

 

Total organic content analysis was used to estimate the % w/w of test item saturated within the solutions, due to small amounts of excess test item being present at higher concentration ratios, possibly the presence of an insoluble impurity instead of excess test item. Solutions produced an average saturation of test item greater than 95% w/w based on average carbon content of the three main components. The miscibility of the water and test item phases produces a result of greater than 95% w/w.

 

The registered substance is reported as 95% miscible with water but water was also found to be miscible within the test item at higher concentrations and therefore the results of the OECD 105 study should be considered with caution during risk characterisation. During the conduct of the supporting aquatic ecotoxicology studies test media was prepared using a water accomodated fraction method (WAF) typically used for insoluble substances. A saturated solution was prepared at 1.0 mg/L, stirred for 23 hours and allowed to settle for 1 hour before siphoning the mid portion for use in the testing with fish, algae and Daphnia. Observations conducted in the OECD 201 algal study (Envigo study number: BW18HH) state that

Observations on the test media were carried out during the mixing and testing of the WAFs. At the start of the mixing period the 1.0 mg/L loading rate WAF was observed to have formed a clear colorless media column with test item visible adhered to the glass slide. After stirring a clear colorless media column with solidified test item dispersed throughout and floating at the media surface was formed. Following a 1-Hour standing period the WAF had formed a clear colorless media column with solidified test item floating at the media surface and settled on the bottom of the mixing vessel. Due to these findings it is deemed appropriate to consider the water solubility of the registered substance to be <1.0 mg/L and therefore for risk characterisation purposes it is suggested the 1.0 mg/L is used as it represents a conservative water solubility estimate of test material bioavailable to aquatic species.