Quinacridone

HCID 13976CAS 1047-16-1

Basic information

Standard SMILES
O=c1c2ccccc2[nH]c2cc3c(=O)c4ccccc4[nH]c3cc12
InChIKey
NRCMAYZCPIVABH-UHFFFAOYSA-N
Molecular formula
C20H12N2O2
Average molar mass
312.3 g/mol
Monoisotopic mass
312.08987762

Overview

Quinacridone is an organonitrogen heterocyclic compound and an organic heterotetracyclic compound.

Names & identifiers

Preferred name
Quinacridone
IUPAC
5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
English name
Quinacridone
Molecular formula
C20H12N2O2
Molecular weight
312.32

Names & synonyms

Quinacridone1047-16-1CINQUASIA REDMonastral RedQuinacridone violetMonastral Violet RSunfast VioletCinquasia Red BCinquasia Red YMonastral Red BMonastral Red YMonastrol Red Y
Show more names
PIGMENT VIOLET 19Violet 195,12-dihydroquino[2,3-b]acridine-7,14-dione3-b)acridine-7,14-dione,5,12-dihydro-quino(5,12-dihydroquinolino[2,3-b]acridine-7,14-dione5,12-dihydroquinolino[2,3-b]acridine-7,14-quinonee3bredrede3bci46500CI 73900
Permanent MagentaPaliogen Red BGCinquasia Violet RDark violetSunfast Red 19Cinquasia VioletQuinacridone RedQuinacridone Red MC

Database identifiers

CAS
1047-16-1
PubChem CID
13976
DTXSID
DTXSID5027354
ChEBI
CHEBI:174977
UNII
11P487375P
EC Number
213-879-2
Nikkaji
J8.584G

Properties

Computed structural properties

XLogP
4
Topological polar surface area
58.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
24

Experimental & physicochemical properties

Chemical ClassesDyes -> Acridine Dyes
Polymers · 2 items

Plastics -> Polyolefin-I; PUR; Polyolefin-II; PVC (soft); ABS; PVC (rigid); PET; PMMA; PA; PC; (E)PS

Plastics -> Pigments agents

CosmeticsHair dyeing; Cosmetic colorant
SpringerMaterials PropertiesCrystal structure
LogP1.9 (estimated)
Density1.5

Physicochemical properties

Melting point
390 °C · 390 °C
Boiling point
568.5 · 568.5±50.0 °C(Predicted)
Density
1.5 g/cm3 · 1.5 g/cm3
storage temp.
Sealed in dry,Room Temperature
form
Solid:nanomaterial
pka
-2.96 · -2.96±0.20(Predicted)

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 99.6% (760 of 763) of all reports.

Not Classified

Aggregated GHS information provided per 763 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro-

Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 23-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14755

Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Skin reactions have been reported: inflammation in a tattoo after sun exposure and acne-like changes on the face of a child colored with a red felt-tip pen; Also acne-like reaction on the skin of rabbits after coloring with red felt-tip pen; [HSDB] No known adverse effects on human health; Not an irritant; Not a sensitizer; [MSDSonline] See Acridine.

Special Reports · 2 items

A BRIEF DESCRIPTION OF THE CHEMICAL PROPERTIES, DEVELOPMENT, & EFFORTS TOWARD GAINING APPROVAL OF THE QUINACRIDONE PIGMENT VIOLET #19 (LINEAR TRANS QUINACRIDONE) BY THE FDA IS PRESENTED.[VIOLET #19--POTENTIAL NEW COSMETIC COLOR; COSMET TOILET 94(MAY) 19 (1979)]

[ITC/USEPA; Information Review #315 (Draft) Cinquasia Red 1982]

TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use and exposure to EPA.
Hazard Classes and CategoriesNot Classified

Toxicology

Environmental Fate · 3 items

Much of cinquasia red will be bound up in the components of landfills, junkyards, and general dump sites.

Terrestrial: The insolubility of cinquasia red will cause it to collect in soils and sediments.

Aquatic: Due to its insolubility, cinquasia red may reside in the water column for a substantial period, long enough to become part of deep sea sediments.

Adverse EffectsDermatotoxin - PICD (photoirritant contact dermatitis).
Human Toxicity Excerpts · 2 items

Two different red pigments used for tattooing were found to give rise to inflammatory reactions in the skin. No inorganic component was found in the pigments. NMR and MS analyses elucidated the molecular structures ... a red-violet pigment was found to be linear quinacridone. A strong exposure to UV-light was reported in most cases prior to the onset of the inflammation.

Acne-like changes were observed on a child's cheek after coloring them with a red felt tip pen. Numerous comedos appeared around a red tattoo colored with felt tip pen ink on a 16-yr-old girl.

Artificial Pollution Sources · 2 items

Released to the environment as fugitive dust during manufacturing and end use.

EPA reported that the waste streams from the manufacture of cinquasia red are brines which contain small amounts of organic chemicals and strong acid wastes.

Environmental BiodegradationBiodegradation is expected to be slow. The strong crystal lattice (e.g. low sol) is partially responsible.
Environmental BioconcentrationCinquasia red should not bioconcentrate, since it is insoluble, and therefore, will not be taken up into the body.

Regulatory information

TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use and exposure to EPA.

Safety data

tsca
TSCA listed
rtecs
VA8533500
hs_code
29339900
Toxicity
LD50 oral in rat: > 20mL/kg
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Uses · 6 items

Used as pigment (paints, printing inks, plastics, rubber, alkyd resin enamels, textile emulsion inks, textiles, nitrocellulose, vinyl, and acrylic lacquers) and sensitizing dye in color photo electrophoresis; Used to tone and make other pigments; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

PAINTS, PRINTING INKS, PLASTICS, RUBBER

Cinquasia red is used a sensitizing dye in color photoelectrophoresis.

Pigment in textiles

As colorants for plastics, quinacridone pigments may be used in all resins except nylon-66 and polystyrene./Quinacridone Pigments/

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) 2.49X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1981) 6.21X10+6 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 4 items

2023: 1,000,000 - <2,500,000 lb

1.2 million lbs.

(1979) 7.11X10+8 GRAMS

(1981) 6.25X10+8 GRAMS

Consumption Patterns · 2 items

Quinacridone pigment use in automotive finishes accounts for the majority of the consumption of cinquasia red, with lesser quantities finding end uses in PVC manufacturing and the textile industry.

ESSENTIALLY 100% AS A PIGMENT

Consumer UsesPigment

Applications

DescriptionCI 73900 is classed chemically as a quinacridone colour.

UsesQuinacridone is mainly used for coloring plastics, coatings, resins, coating printing, inks, paints, rubber (including synthetic rubber) and plexiglass, and can also be used for dope (slurry) coloring of synthetic fibers.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionA lightfast pigment used in paints, printing inks, plastics, etc.

Related reactions

150 records

Linked notes

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