Reaction mass of 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol and 3-(2,3-dihydroxypropoxy)propane-1,2-diol and 3-[3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy]propane-1,2-diol

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

07 July - 21 October 2009

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study was performed according to OECD and EC guidelines and according to GLP principles.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2009

Report date:

2009

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

Deviations:

no

GLP compliance:

yes

Type of method:

HPLC estimation method

Media:

other: HPLC column

Test material

Test material information

Constituent 1

Reference substance name:

1-(1,3-dihydroxypropoxy)propane-1,3-diol; 3-{3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy}propane-1,2-diol; nonane-1,2,4,5,6,8,9-heptol

EC Number:

915-741-3

Cas Number:

25618-55-7

Molecular formula:

not applicable - multi-constituent substance

IUPAC Name:

1-(1,3-dihydroxypropoxy)propane-1,3-diol; 3-{3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy}propane-1,2-diol; nonane-1,2,4,5,6,8,9-heptol

Constituent 2

Reference substance name:

Polyglycerol-3

IUPAC Name:

Polyglycerol-3

Details on test material:

- Name of test material (as cited in study report): Polyglycerol-3
- Substance type: organic liquid
- Physical state: Colourless to pale yellow viscous liquid
- Analytical purity:
27.9% Diglycerol
46.0% Triglycerol
17.9% Tetraglycerol
5.6% Pentaglycerol
2.6% Hexaglycerol and higher
- Purity test date: no data
- Lot/batch No.: RBA081008A
- Expiration date of the lot/batch: 31 May 2010
- Stability under test conditions: stabile

Radiolabelling:

no

Study design

Test temperature:

35°C +/- 1°C

HPLC method

Details on study design: HPLC method:

Analytical conditions
Instrument: Acquity UPLC system (Waters, Milford, MA, USA)
Detector: ZQ 2000 mass spectrometer (Waters)
Acquity UPLC TUV detector (Waters)
Column: Hypersil BDS-CN, 100 mm x 2.1 mm i.d., dp = 3 µm (Thermo, San Jose, CA, USA)
Column temperature: 35°C +/- 1°C
Mobile phase neutral pH: 30/70 (v/v) methanol/water
Flow: 0.2 ml/min
Injection volume: 10 µl
Post column addition: 30 mM ammonium hydroxide at a flow of 0.1 ml/min
UV detection: 210 nm
MS detection
Ionisation source: ESI+
Cone voltage: 20 V
Quantitation diglycerol: m/z 167.0 amu
Quantitation triglycerol: m/z 241.0 amu
Quantitation Ethylmethylketone: m/z 73.0 amu

Reference substance solution: A stock solution of Acetanilide at a concentration of 1.05 g/l in methanol was used. A dilution of this stock solution was prepared by adding 50 µl of the stock solution to a 5 ml volumetric flask. The flask was filled up to the mark with mobile phase. The blank solution was mobile phase.

Ethylmethylketone solution: A stock solution of Ethylmethylketone was prepared to determine the difference in retention time between the UV-detector and the MS-detector. The stock solution was prepared by adding 2000 µl Ethylmethylketone [99.9%; Sigma-Aldrich] to a 10 ml volumetric flask. The flask was filled up to the mark with mobile phase.

Test solution: A 2975 mg/l stock solution of the test substance was prepared in methanol. The test solution was prepared by adding 500 µl of the stock solution and 1167 µl water to a 5 ml volumetric flask. The flask was filled up to the mark with mobile phase. The final concentration of the test substance solution was 297.5 mg/l. The test substance blank solution was mobile phase.

Injections: The Acetanilide and test substance solutions were injected in duplicate. Blank solutions and the ethylmethylketone solution were analysed by single injection.

Results and discussion

Adsorption coefficient

Adsorption coefficient 1

Type:

Koc

Value:

< 10.82

Adsorption coefficient 2

Type:

log Koc

Value:

< 1.26

Results: HPLC method

Details on results (HPLC method):

In the chromatogram of the test substance solution recorded on the MS detector, one peak was observed at m/z 167.0 amu (diglycerol) and one at m/z 241.0 amu (triglycerol). Both peaks had a retention time of 1.55 minutes. Under the same analytical conditions, the retention time of acetanilide (log Koc = 1.26) was 2.18 minutes on the UV detector which is equivalent to a retention time of 2.27 minutes on the MS detector .

Because the major constituents in Polyglycerol-3 eluted before Acetanilide, it was concluded that the log Koc of Polyglycerol-3 at neutral pH is < 1.26 (Koc < 1.82 x 10^1).

Results: Batch equilibrium or other method

Statistics:

none

Any other information on results incl. tables

none

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

HPLC estimation method showed that the log Koc of Polyglycerol-3 at neutral pH is < 1.26 (Koc < 18.2).