Reaction products of 3-aminomethyl-3,5,5-trimethylcyclohexylamine with 2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bisoxirane

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

from 2007-10-29 to 2007-10-30

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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 (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Radiolabelling:

yes

Test temperature:

25 °C

Details on study design: HPLC method:

Apparatus
HPLC system: Merck-Hitachi LaChrom HPLC system:
D-7000 Interface, No.: 1126-175
L-7100 HPLC pump, No.: 1388-056
L-7200 Autosampler, No.: 1380-033
L-7400 UV Detector, No.: 1374-025
L-7360 Column Oven, No.: 00118060
L-7614 Degasser, No.: 144116A0094
Balance: BP 221 S Sartorius, No.: 11809117
Ultrasonic bath: ELMA Elmasonic S300H, No.:10890105
PH meter: Radelkisz OP-208, No.:1701
Water purification system: MILLIPORE, DIRECT Q3,
FOMNO 7334I
Stationary Phase
Analytical column: LiChrospher 100 CN (5µm) 250x4 No.: 638212
HPLC Conditions
Detector: UV at 230 nm
Flow: 0.8 mL/min.
Injection volume: 5 µL
Temperature: 25 °C
Mixtures, Solutions
Mobil Phase: Methanol: Water and Trifluoroacetic acid mixture with the ratio 55 : 45 : 0.1(v/v)
Test Item: 1 mg/mL test item was dissolved in Methanol
Reference Substances
Eight chemicals for which log Koc has been reported were used to calibrate the elution time in units of log Koc.
Reference substances used for calibration:
Sodium nitrate = T0
Acetanilide = 1.25
Methyl benzoate = 1.80
Isoproturon = 1.86
Linuron = 2.59
Naphthalene = 2.75
Pyrazophos = 3.65
Phenantrene = 4.09
DDT = 5.63

Key result

Type:

Koc

Value:

65 860

Key result

Type:

log Koc

Value:

4.82

Details on results (HPLC method):

The adsorption coefficient Koc was determined based on a calibration curve using 8 reference items. The capacity factors k’ were calculated from the dead time and retention times of the reference substances. The log k’ data of the reference substances were plotted against their log Koc values.

Validity criteria fulfilled:

yes

Conclusions:

In the course of this study the adsorption coefficient (Koc) of the test item was estimated, using high performance liquid chromatography.
The log Koc of the test item was found to be 4.82.
The quality criteria were met, as values of log Koc derived from individual measurements fell within a range of ± 0.25 log units and the correlation coefficient R was >0.95.
The estimated log Koc: 4.82
The estimated Koc: 65860

Executive summary:

The adsorption/desorption characteristics of the test item were studied using high performance liquid chromatography. While passing through a column along with the mobile phase the test item interacts with the stationary phase. As a result of portioning between mobile and stationary phases the test item is retarded. The dual composition of the stationary phase having polar and non-polar sites allows for interaction of polar and non-polar groups of a molecule in a similar way as in the case for organic matter in soil or matrices. This enables the relationship between the retention time on the column and the adsorption coefficient on organic matter to be established. For calibration purposes the following reference substances were used:

Log Koc mean values of reference substances used from the batch equilibrium method as follows:

Acetanilide = 1.25

Methyl benzoate = 1.80

Isoproturon = 1.86

Linuron = 2.59

Naphthalene = 2.75

Pyrazophos = 3.65

Phenantrene = 4.09

DDT = 5.63

The reference substances were dissolved in methanol. The concentration of the stock solutions was about 1 mg/ml. These stock solutions were diluted with the eluent resulting in concentrations of the test solutions of approximately 50 µg/ml. The test item was dissolved in methanol. The concentration of this solution was about 1 mg/ml. It was diluted with eluent to 500 µg/ml. Three series were measured which contained the above reference solutions and the test item solution. The series of the solution were measured with two parallel injections, each. The retention times were determined. The three calibration series and three test item series were measured alternately. For the determination of t0 (t0 = retention time of the unretarded component) Sodium Nitrate solution was measured three times. Chromatograms were evaluated using LaChrom chromatogram processor software. Calculations were carried out using EXCEL for Windows. The capacity factors, k’ were calculated from the retention times (tR) of the selected reference substances and the dead time (t0). The log k’ data of the reference substances were plotted against their log Koc values. The regression coefficients (m, b) were determined by linear regression calculation using the least squares method. Log Koc value of the test item was calculated using these regression coefficients and the capacity factor of the test item: log k' = m * log Koc + b. The log Koc was found to be 4.82. The quality criteria were met, as values of log Koc derived from individual measurements fell within a range of ± 0.25 log units and the correlation coefficient R was >0.95.

Description of key information

In the course of this study the adsorption coefficient (Koc) of the test item was estimated, using high performance liquid chromatography.

The log Koc of the test item was found to be 4.82.

The estimated log Koc: 4.82

The estimated Koc: 65860

Key value for chemical safety assessment

Koc at 20 °C:

65 860

Additional information

The adsorption/desorption characteristics of the test item were studied using high performance liquid chromatography. While passing through a column along with the mobile phase the test item interacts with the stationary phase. As a result of portioning between mobile and stationary phases the test item is retarded. The dual composition of the stationary phase having polar and non-polar sites allows for interaction of polar and non-polar groups of a molecule in a similar way as in the case for organic matter in soil or matrices. This enables the relationship between the retention time on the column and the adsorption coefficient on organic matter to be established. For calibration purposes the following reference substances were used:

Log Koc mean values of reference substances used from the batch equilibrium method as follows:

Acetanilide = 1.25

Methyl benzoate = 1.80

Isoproturon = 1.86

Linuron = 2.59

Naphthalene = 2.75

Pyrazophos = 3.65

Phenantrene = 4.09

DDT = 5.63

The reference substances were dissolved in methanol. The concentration of the stock solutions was about 1 mg/mL. These stock solutions were diluted with the eluent resulting in concentrations of the test solutions of approximately 50 µg/mL. The test item was dissolved in methanol. The concentration of this solution was about 1 mg/mL. It was diluted with eluent to 500 µg/mL. Three series were measured which contained the above reference solutions and the test item solution. The series of the solution were measured with two parallel injections, each. The retention times were determined. The three calibration series and three test item series were measured alternately. For the determination of t0 (t0 = retention time of the unretarded component) Sodium Nitrate solution was measured three times. Chromatograms were evaluated using LaChrom chromatogram processor software. Calculations were carried out using EXCEL for Windows. The capacity factors, k’ were calculated from the retention times (tR) of the selected reference substances and the dead time (t0). The log k’ data of the reference substances were plotted against their log Koc values. The regression coefficients (m, b) were determined by linear regression calculation using the least squares method. Log Koc value of the test item was calculated using these regression coefficients and the capacity factor of the test item: log k' = m * log Koc + b. The log Koc was found to be 4.82. The quality criteria were met, as values of log Koc derived from individual measurements fell within a range of ± 0.25 log units and the correlation coefficient R was >0.95.