Esterification product of castor oil and tetrahydromethyl-1,3-isobenzofuranedione

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2017-08-22 - 2018-06-27

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

other: The Guidelines for the Testing of Chemicals- Physical-Chemical Properties and Physical Hazards, 2013, 121 Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC).

Test guideline 2

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))

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

other: HPLC column X SELECT HSS Cyano

Test material

Test material information

Constituent 1

Reference substance name:

Esterification product of castor oil and tetrahydromethyl-1,3-isobenzofuranedione

EC Number:

700-064-6

Cas Number:

2105830-60-0

Molecular formula:

Not applicable as this is a UVCB substance

IUPAC Name:

Esterification product of castor oil and tetrahydromethyl-1,3-isobenzofuranedione

Test material form:

liquid

Details on test material:

- Molecular weight: 2800-3000
- CAS Name: Castor oil, polymer with tetrahydromethyl-1,3-isobenzofurandione
- Description: Very viscous amber liquid
- Test substance storage: At room temperature in the dark under nitrogen
- Stebility under storage conditions: Stable
- Expiry date: 01 January 2009

Specific details on test material used for the study:

Test substance code: BLKN20170414-1787

Radiolabelling:

no

Study design

Test temperature:

Column temprature 40°C

HPLC method

Details on study design: HPLC method:

HPLC is performed on analytical columns packed with a commercially available cyanopropyl solid phase containing non-polar and polar moieties.

While passing through the column along with the mobile phase the test substance interacts with the stationary phase. As a result of partitioning between mobile and stationary phases the test substance is retained. 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 is the case for organic matter in soil or sewage sludge matrices. This enables the relationship between the retention time on the column and the adsorption coefficient on organic matter to be established. According lgKoc and lgk of reference sample and to establish the calibration curve. By this calibration curve, the lgk and lgK0c of test substance were calculated.

Reference substances
Chemicals CAS Manufacturer lgKoc
Thiourea 62-56-6 Sigma -
Acetanilide 103-84-4 Sigma 1.25
Carbendazim 10605-21-7 Sigma 2.35
Linuron 330-55-2 Sigma 2.59
Methiocarb 2032-65-7 Sigma 3.10
1,2,3-Trichlorobenzene 87-61 -6 Sigma 3.16
Phenanthrene 85-01-8 Sigma 4.09
Diclofop-methyl 51338-27-3 Sigma 4.20
4,4'-DDT 50-29-3 Macklin 5.63

HPLC conditions
Instrument HPLC (Waters2695/ 2998,INS-031-03)
Column X SELECT HSS Cyano C4.6x150mm, 5μm)
Column temperature 40°c
Flow rate 1.0ml/min
Detective wave 30 scanning,210-400nm scan
lnjection volume 10μL
mobile phase Methanol

Results and discussion

Adsorption coefficient

Key result

Sample No.:

#1

Type:

log Koc

Value:

> 5.63 dimensionless

Results: HPLC method

Details on results (HPLC method):

Thiourea was used to measure t0. Different concentrations of the reference substances were injected their retention time were recorded. The test solution with a concentration of 1207mg/L was injected and the retention time was determined and recorded. All reference- and test substances were injected and determined two times. Using methanol as the mobile phase, the retention times of the reference samples cannot be linear fit due to the strong eluent strength. According to the sample information, it belongs to no unique and identified molecular structure substance. lt shows two series peaks with the retention times of the peak1 were 2.86minute and 2.86minute respectively and the retention times of the peak2 were 3.69minute and 3.69minute respectively. According to the method, at least one reference substance with a lgKoc value above the expected lgKoc value of test substance should be used.
However, the test substance was very strong retained on the column and its lgKoc was even higher than the reference substance 4,4'-DDT with the highest lgKoc of 5.63 listed in the guideline. The adsorption coefficient (Koc) of the test substance was shown to be very high. Therefore, the lgKoc of the test substance was considered to be greater than 5.63.

The results of the reference substances
Reference substance tR1 (min) tR2 (min) ØtR (min) lg Koc
Thiourea 1.84* 1.84* 1.84* -
Acetanilide 1.90 1.90 1.90 1.25
Carbendazim 1.93 1.93 1.93 2.35
Linuron 1.95 1.95 1.95 2.59
Methiocarb 1.91 1.91 1.91 3.10
1,2,3-Trichlorobenzene 1.97 1.97 1.97 3.16
Phenanthrene 2.05 2.05 2.05 4.09
Diclofop-methyl 1.95 1.95 1.95 4.20
4,4'-DDT 1.99 1.99 1.99 5.63
-: not applied; *:t0

The results of the test substance
Sample Replicate tR (min) Area%
1 2.86 28.7
CAS 3.69 71 .3
2105830-60-0 2 2.86 35.2
3.69 64.8

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The adsorption Coefficient (Koc) of the test substance was determined by the HPLC method. However, the test substance was very strong retained on the column and its retention time was higher than even that of the reference substance 4,4'-DDT with the highest lgKoc of 5.63. Therefore, the lgKoc of the test substance was considered to be greater than 5.63.

Executive summary:

In the test, thiourea, acetanilide, carbendazim, linuron, methiocarb, 1,2,3 - trichlorobenzene, phenanthrene, diclofop-methyl and 4,4'-DDT were selected as reference substances. Using methanol as the mobile phase, the rentention times of the reference samples cannot be linear fit due to the strong eluent strength. According to the sample information, it belongs to no unique and identified molecular structure substance. lt shows two series peaks with the retention time of the peak1 were 2.86minute and 2.86minute respectively and the retention time of the peak2 were 3.69minute and 3.69minute respectively. According to the method, at least one reference substance

with a lgKoc value above the expected lgKoc value of test substance should be used. However, the test substance was very strong retained on the column and its retention time was even higher than the reference substance 4,4'-DDT with the highest lgKoc of 5.63 listed in the guideline. The adsorption coefficient (Koc) of the test substance was shown to be very high. Considering the uncertainty of extrapolation, the lgKoc of the test

substance was considered tobe greater than 5.63.