A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

Biodegradation in water: screening tests

Administrative data

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Study period:

March 30 to April 27, 1990

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: see 'Remark'

Remarks:

Study was conducted following good laboratory practices and following a procedure similar to OECD Guideline 301D, Ready Biodegradability: Closed Bottle Test. Some test modifications were made, which are noted in the study design section. The batch number and purity of the test substance was not specified in the report.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1990

Report date:

1990

Materials and methods

Test guideline

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 301 D (Ready Biodegradability: Closed Bottle Test)

Deviations:

not specified

GLP compliance:

yes

Test material

Test material information

Constituent 1

Reference substance name:

87787-81-3

EC Number:

618-070-1

Cas Number:

87787-81-3

IUPAC Name:

87787-81-3

Constituent 2

Reference substance name:

A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

EC Number:

413-800-3

EC Name:

A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

Cas Number:

87787-81-3

Molecular formula:

C44H79NO3

IUPAC Name:

2-(dioctadecylcarbamoyl)benzoic acid; 2-(ditetradecylcarbamoyl)benzoic acid; 2-[(propan-2-yloxy)carbonyl]benzoic acid; 2-[octadecyl(tetradecyl)carbamoyl]benzoic acid; 2-octadecyl-2,3-dihydro-1H-isoindole-1,3-dione; 2-tetradecyl-2,3-dihydro-1H-isoindole-1,3-dione; benzene-1,2-dicarboxylic acid; dioctadecylamine; ditetradecylamine; octadecyl(tetradecyl)amine

Constituent 3

Reference substance name:

reaction mass of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid dihydrogenated alkyl (C14-C18)amine

IUPAC Name:

reaction mass of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid dihydrogenated alkyl (C14-C18)amine

Constituent 4

Reference substance name:

Stepan TAB-2

IUPAC Name:

Stepan TAB-2

Details on test material:

No details provided in study report, other than the test sample being designated as Stepan Agent X-1469-91, and described as a water insoluble white solid.,

Specific details on test material used for the study:

Details on properties of test surrogate or analogue material (migrated information):
Not applicable.

Study design

Oxygen conditions:

aerobic

Inoculum or test system:

activated sludge, domestic (adaptation not specified)

Details on inoculum:

Innoculum: Activated sludge bacteria from Bergen County, NJ, MUA, collected March 28, 1990. The inoculums was maintained in an established activated sludge apparatus until test initiation.

Duration of test (contact time):

28 d

Details on study design:

Procedure: Testing was conducted in accordance with the attached procedure: PRO/FT CBT-AC 014-7, “Ready Biodegradability: Closed Bottle Test (OECD).” The closed bottle test procedure was chosen, according to the study author, because of the water insolubility of the test substance. Although the closed bottle test is an aqueous test system, the system is sealed, thus containing and isolating the test material. The measurement for degradation (oxygen consumption) is indirect and insolubility does not interfere with analysis.

Test Conditions: Duration = 28 days; Incubation = 20 ± 1°C, in the dark

Instrument: YSI Dissolved Oxygen Analyzer 54A

A minimum of two replicate dissolved oxygen readings were taken at each time period, with eight replicate readings for the target concentration at 28 days, and four replicate readings for the supplementary concentrations at 28 days.
Innoculum: Activated sludge bacteria from Bergen County, NJ, MUA, collected March 28, 1990. The inoculums was maintained in an established activated sludge apparatus until test initiation.
Dilution water: Standard dilution water
Test Concentrations: (2 mg/l) target concentration; (5 mg/l) supplementary concentration by lab; (q mg/l) supplementary concentration by lab
Modifications of Test Procedure:
(1) Use of inert carrier. The laboratory delivered the test substance into the system by first solubilizing it in an evaporate solvent and then cast it on glass fiber filters. The glass fiber filters help in sinking the sample in the test vessels, and help spread the insoluble material over a wide surface for interfacial reaction with the test medium.
(2) An expanded range of test concentrations was used. The optional 5 mg/l and 1 mg/l bracket the 2 mg/l target concentration. The 5 mg/l helps in confirming partially degradable materials, while the 1 mg/l helps in confirming highly degradable materials.

Reference substance

Reference substance:

aniline

Remarks:

2 mg/l

Results and discussion

Preliminary study:

No preliminary study

Test performance:

See text in results section below.

% Degradation

Parameter:

% degradation (O2 consumption)

Value:

57.1

Sampling time:

28 d

Details on results:

See text below in "any other information on results incl. tables sect.

BOD5 / COD results

Results with reference substance:

The reference compound; aniline degraded 100% after 28 days, thereby rendering the results valid.

Any other information on results incl. tables

Table 1: Average Dissolved Oxygen Measurements

Sample	Concentration (mg/l)	Day 0	Day 5	Day 15	Day 28
Stepan Agent	2	9.4	7.4	5.9	5.8
Stepan Agent	5	9.1	6.2	5.4	5.0
Stepan Agent	1	9.2	7.7	6.7	6.8
Blank Controls:
Dilution water without inoculum		9.3	8.7	8.5	8.8
Dilution water with inoculum		9.2	8.7	7.9	8.2
Carrier Control*		9.2	8.5	8.2	8.3
Reference Controls:
Aniline – Reference substance with inoculums (2mg)		9.2	1.1	0.9	0.8
Interval Calibrating Standard (dilution water with mercuric chloride (20 ppm)**)		9.1	9.0	9.0	9.0

Note: measurements are read to the nearest tenth. Averaged values are calculated to the nearest hundredth.

*The carrier control consisted of 0.5 isopropyl alcohol (IPA) on glass fiber filters. The IPA was allowed to evaporate before adding the fiber filters to the test system containing dilution water with inoculums. As demonstrated, the dissolved oxygen measurements of the carrier control did not significantly differ from the blank control of dilution water with inoculums. This indicates that the use of the alcohol solvent did not interfere with the test procedure.

**Provides preserved solution for intra-test standardization of dissolved oxygen instrument from week to week.

 

Table 2: Mean Oxygen Depletion and Percent Biodegradation

		Blank Adjusted Result*
Sample	Measurement	Day 5	Day 15	Day 28
Stepan Agent (2mg)	Depletion mg 02	1.3	2.0	2.4
	TOD = 4.2 mg/l
	% Degradation	30.9	47.6	57/1
Stepan Agent (5 mg)	Depletion mg 02/l	2.5	2.5	3.2
	TOD = 10.4 mg/l
	% Degradation	24.0	24.0	30.8
Stepan Agent (1 mg)	Depletion mg 02/l	1.0	1.2	1.4
	TOD = 2.1 mg/l
	% Degradation	47.6	57.1	66.7
Blank Controls
Dilution water without inoculums	Depletion mg 02/l	0.6	0.8	0.5
Dilution water with inoculums	Depletion mg 02/l	0.5	1.3	1.0
Reference Controls
Aniline 2 mg/l	Depletion mg 02/l	7.6	7.0	7.4
	TOD 6.18 mg/l
	% Degradation	100.0	100.0	100.0

 *Dissolved oxygen values corrected by the blank control (dilution water with inoculum)

The analysis of biodegradability is dependent on two determinations. First, the calculation of the Theoretical Oxygen Demand (TOD) from the chemical formula, or from the organic carbon analysis, and second, the calculation of the Actual Oxygen Demand. The second calculation yields the test percent biodegradability. It is noted that in all calculations the depletion values are corrected by the appropriate blank controls containing inoculums for each time period.

Calculations:

TOD:

For a compound C_c,H_h, N_n, O_o, P_p, S_s, the theoretical oxygen demand may be calculated from the equation:

TOC_(NO3)= {16 [2c +(1/2)(h-c1) +3s +(5/2)n + (5/2)p +( ½) na – 0]}/ molecular weight  = mgO₂/mg

Note: The TOD of the sample was calculated based on the percent carbon contained in the sample. Calculation of the TOD is illustrated in Appendix A of the study report

Percent Degradation from Actual Oxygen Demand:

%D = [oxygen depletion (BOD mg/l)] conc. of test material (mg/l) x TOD

Applicant's summary and conclusion

Interpretation of results:

inherently biodegradable

Conclusions:

The test substance was found to degrade 57.1% after 28 days. This level of biodegradability was achieved in the 2 mg/L target test concentrations. The reference compound; aniline degraded 100% after 28 days, thereby rendering the results valid.