Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide

Substance identity

Identification

Display Name:

Mixture of octachloro, monomethoxy-heptachloro and bismethoxy-hexachloro derivatives of 3,3'-(1,4-phenylenedinitrilo)bis[2,3-dihydro-1H-isoindol-1-one]

EC Number:

600-736-8

CAS Number:

106276-80-6

Molecular formula:

C9 H3 Cl4 N O2 .C6 H8 N2 .C H40 .Na

IUPAC Name:

Mixture of octachloro, monomethoxy-heptachloro and bismethoxy-hexachloro derivatives of 3,3'-(1,4-phenylenedinitrilo)bis[2,3-dihydro-1H-isoindol-1-one]

Type of Substance

Composition:

UVCB

Origin:

organic

Substance Identifiers

Trade name

Irgazin Yellow 3RLTN

Irgazin Yellow L 2060

Compositions

Boundary Composition(s)

Boundary comp_PY 110_bulk form Boundary comp_Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide_bulk form

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

p-phenylenediamine

EC Number:

203-404-7

EC Name:

p-phenylenediamine

CAS Number:

106-50-3

Molecular formula:

C6H8N2

IUPAC Name:

benzene-1,4-diamine

Constituent 2

Reference substance name:

3,4,5,6-tetrachlorophthalimide

EC Number:

216-386-0

EC Name:

3,4,5,6-tetrachlorophthalimide

CAS Number:

1571-13-7

Molecular formula:

C8HCl4NO2

IUPAC Name:

4,5,6,7-tetrachloro-1H-isoindole-1,3(2H)-dione

Constituent 3

Reference substance name:

Water

EC Number:

231-791-2

EC Name:

Water

CAS Number:

7732-18-5

Molecular formula:

H2O

IUPAC Name:

water

Constituent 4

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 5

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

mono/bis-methoxy derivatives

Boundary composition_PY 110_nanoform Boundary composition_Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide_nanoform

Nanoform

State Form:

solid: nanoform

Constituent 1

Reference substance name:

p-phenylenediamine

EC Number:

203-404-7

EC Name:

p-phenylenediamine

CAS Number:

106-50-3

Molecular formula:

C6H8N2

IUPAC Name:

benzene-1,4-diamine

Constituent 2

Reference substance name:

3,4,5,6-tetrachlorophthalimide

EC Number:

216-386-0

EC Name:

3,4,5,6-tetrachlorophthalimide

CAS Number:

1571-13-7

Molecular formula:

C8HCl4NO2

IUPAC Name:

4,5,6,7-tetrachloro-1H-isoindole-1,3(2H)-dione

Constituent 3

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 4

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

mono/bis-methoxy derivatives

Characterisation of nanoforms

Type of information reported:

single nanoform

Name of nanoform:

Boundary composition_PY 110_nanoform

Shape

Shape description

Shape description 1

Shape category:

spheroidal

Shape:

orthorhombic

Pure shape:

no

Range:

>= 0 - <= 50 %

Shape description 2

Shape category:

spheroidal

Shape:

spherical

Pure shape:

no

Range:

>= 0 - <= 50 %

Shape description 3

Shape category:

elongated

Shape:

rod

Pure shape:

no

Range:

>= 0 - <= 100 %

Particle size distribution and range

Particle size distribution and range

Particle size distribution and range 1

Shape category:

spheroidal

Percentile

Percentile 1

Percentile:

D50

Range:

> 10 - <= 200 nm

Percentile 2

Percentile:

D10

Range:

> 10 - <= 200 nm

Percentile 3

Percentile:

D90

Range:

> 10 - <= 200 nm

Additional information:

spheroidal - orthorombic

Fraction of constituent particles in the size range 1-100 nm:

>= 50 - <= 100 %

Particle size distribution and range 2

Shape category:

spheroidal

Percentile

Percentile 1

Percentile:

D50

Range:

> 10 - <= 200 nm

Percentile 2

Percentile:

D10

Range:

> 10 - <= 200 nm

Percentile 3

Percentile:

D90

Range:

> 10 - <= 200 nm

Additional information:

spheroidal - spherical

Fraction of constituent particles in the size range 1-100 nm:

>= 50 - <= 100 %

Particle size distribution and range 3

Shape category:

elongated

Percentile

Percentile 1

Percentile:

D50

Range:

> 10 - <= 200 nm

Percentile 2

Percentile:

D10

Range:

> 10 - <= 200 nm

Percentile 3

Percentile:

D90

Range:

> 10 - <= 200 nm

Typical length:

ca. 150 nm

Range of length:

> 50 - < 1 000 nm

Typical aspect ratio (:1):

>= 3 :1

Range of aspect ratio (:1):

>= 3 - <= 7

Fraction of constituent particles in the size range 1-100 nm:

>= 50 - <= 100 %

Crystallinity

Structures

Structure:

crystalline

Name:

Boundary composition_PY 110_nanoform

Pure structure:

yes

Description:

Assessed as crystalline based on TEM pictures. Determination of crystal lattice is unclear based on TEM and would need Rietveld refinement based on powder X-ray difffractogramm,
https://en.wikipedia.org/wiki/Rietveld_refinement
which is not available.

Specific surface area

Typical specific surface area:

ca. 50 m²/g

Range of specific surface area:

> 30 - < 100 m²/g

Surface functionalisation / treatment

Surface treatment applied:

no

Legal Entity Composition(s)

LE_PY 110_bulk form LE_Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide_bulk form

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 2

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

mono/bis-methoxy derivatives

Constituent 3

Reference substance name:

Water

EC Number:

231-791-2

EC Name:

Water

CAS Number:

7732-18-5

Molecular formula:

H2O

IUPAC Name:

water

Constituent 4

Reference substance name:

3,4,5,6-tetrachlorophthalimide

EC Number:

216-386-0

EC Name:

3,4,5,6-tetrachlorophthalimide

CAS Number:

1571-13-7

Molecular formula:

C8HCl4NO2

IUPAC Name:

4,5,6,7-tetrachloro-1H-isoindole-1,3(2H)-dione

Constituent 5

Reference substance name:

p-phenylenediamine

EC Number:

203-404-7

EC Name:

p-phenylenediamine

CAS Number:

106-50-3

Molecular formula:

C6H8N2

IUPAC Name:

benzene-1,4-diamine

Constituent 6

Reference substance name:

Hexachlorobenzene

EC Number:

204-273-9

EC Name:

Hexachlorobenzene

CAS Number:

118-74-1

Molecular formula:

C6Cl6

IUPAC Name:

hexachlorobenzene

Constituent 7

Reference substance name:

unkown organic impurity/ies; no molecular and structural information available

IUPAC Name:

unkown organic impurity/ies; no molecular and structural information available

LE_PY 110_nanoform LE_Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide_nanoform

Nanoform

State Form:

solid: nanoform

Constituent 1

Reference substance name:

p-phenylenediamine

EC Number:

203-404-7

EC Name:

p-phenylenediamine

CAS Number:

106-50-3

Molecular formula:

C6H8N2

IUPAC Name:

benzene-1,4-diamine

Constituent 2

Reference substance name:

Hexachlorobenzene

EC Number:

204-273-9

EC Name:

Hexachlorobenzene

CAS Number:

118-74-1

Molecular formula:

C6Cl6

IUPAC Name:

hexachlorobenzene

Constituent 3

Reference substance name:

Water

EC Number:

231-791-2

EC Name:

Water

CAS Number:

7732-18-5

Molecular formula:

H2O

IUPAC Name:

water

Constituent 4

Reference substance name:

3,4,5,6-tetrachlorophthalimide

EC Number:

216-386-0

EC Name:

3,4,5,6-tetrachlorophthalimide

CAS Number:

1571-13-7

Molecular formula:

C8HCl4NO2

IUPAC Name:

4,5,6,7-tetrachloro-1H-isoindole-1,3(2H)-dione

Constituent 5

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

mono/bis-methoxy derivatives

Constituent 6

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Characterisation of nanoforms

Type of information reported:

single nanoform

Name of nanoform:

LE_PY110_nanoform

Shape

Shape description

Shape category:

elongated

Shape:

rod

Pure shape:

yes

Typical composition:

>= 85 %

Range:

>= 80 - <= 100 %

Particle size distribution and range

Particle size distribution and range

Shape category:

elongated

Percentile

Percentile 1

Percentile:

D10

Typical value:

ca. 25 nm

Range:

>= 10 - <= 200 nm

Percentile 2

Percentile:

D90

Typical value:

ca. 83 nm

Range:

>= 10 - <= 200 nm

Percentile 3

Percentile:

D50

Typical value:

ca. 46 nm

Range:

>= 10 - <= 200 nm

Typical length:

ca. 160 nm

Range of length:

>= 70 - <= 300 nm

Typical aspect ratio (:1):

ca. 3.5 :1

Range of aspect ratio (:1):

>= 1.2 - <= 6

Fraction of constituent particles in the size range 1-100 nm:

> 85 - <= 100 %

Crystallinity

Structures

Structure:

crystalline

Name:

LE_PY 110_nanofrm

Pure structure:

yes

Description:

Crystallinity
Assessed as crystalline based on TEM pictures form attached dossier ID 31 and on XRD. Determination of crystal lattice is unclear based on TEM and would need Rietveld refinement based on powder X-ray difffractogramm,
https://en.wikipedia.org/wiki/Rietveld_refinement
which is not available.
Assessed as crystalline based on TEM pictures form attached dossier ID 31.
It is well known in the field of Pigments, that powder X-Ray diffraction mesurements of very fine crystals cannot be used to properly define the crystal system and/or Bravais lattice due to signal broadening.
(e.g. Herbst, Hunger, Industrial Organic Pigments VCH, 1993, p.44)

Specific surface area

Typical specific surface area:

ca. 48 m²/g

Range of specific surface area:

> 30 - < 100 m²/g

Surface functionalisation / treatment

Surface treatment applied:

no

Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide

Nanoform

State Form:

solid: nanoform

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 2

Reference substance name:

not yet assigned

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

not yet assigned

Characterisation of nanoforms

Type of information reported:

single nanoform

Name of nanoform:

PY110 (Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide) spherical nanoform 50 nm, not surface-treated

Shape

Shape description

Shape category:

spheroidal

Shape:

spherical

Pure shape:

yes

Particle size distribution and range

Particle size distribution and range

Shape category:

spheroidal

Percentile

Percentile 1

Percentile:

D50

Typical value:

ca. 54 nm

Range:

ca. 50 - ca. 60 nm

Percentile 2

Percentile:

D10

Typical value:

ca. 31 nm

Range:

ca. 25 - ca. 40 nm

Percentile 3

Percentile:

D90

Typical value:

ca. 85 nm

Range:

ca. 75 - ca. 95 nm

Fraction of constituent particles in the size range 1-100 nm:

ca. 90 - ca. 95 %

Crystallinity

Structures

Structure:

crystalline

Name:

needle

Pure structure:

yes

Specific surface area

Typical specific surface area:

ca. 44.6 m²/g

Range of specific surface area:

ca. 40 - ca. 50 m²/g

Typical volume specific surface area:

ca. 83 m²/cm³

Range of volume specific surface area:

ca. 70 - ca. 93 m²/cm³

Skeletal density:

ca. 1.81 g/cm³

Surface functionalisation / treatment

Surface treatment applied:

no

Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 2

Reference substance name:

not yet assigned

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

not yet assigned

C.I. Pigment Yellow 110

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 2

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

not applicable (UVCB)

IUPAC Name:

mono/bis-methoxy derivatives

Pigment Yellow 110

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Benzoic acid, 2,3,4,5-tetrachloro-6-cyano-, methyl ester, reaction products with p-phenylenediamine and sodium methoxide

State Form:

solid: particulate/powder

Constituent 1

Reference substance name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

EC Number:

226-999-5

EC Name:

3,3'-(1,4-phenylenediimino)bis[4,5,6,7-tetrachloro-1H-isoindol-1-one]

CAS Number:

5590-18-1

Molecular formula:

C22H6Cl8N4O2

IUPAC Name:

3,3'-(1,4-phenylenediimino)bis(4,5,6,7-tetrachloro-1H-isoindol-1-one)

Constituent 2

Reference substance name:

mono/bis-methoxy derivatives

Molecular formula:

C22-24H6-12Cl6-8N4O2-4

IUPAC Name:

mono/bis-methoxy derivatives