Pigment yellow 185

Last updated
Pigment yellow 185
PY185.svg
Names
Preferred IUPAC name
(2Z)-2-Cyano-N-methyl-2-[3-(2,4,6-trioxo-1,3-diazinan-5-ylidene)-2,3-dihydro-1H-isoindol-1-ylidene]acetamide
Other names
  • Isoindolinone Yellow AS-AP
  • Isoindolinone Yellow AS-BH
  • Isoindolinone Yellow ASR-AG
  • Enceprint Yellow
  • Sico Fast Yellow D
Identifiers
3D model (JSmol)
ECHA InfoCard 100.071.241 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 278-388-8
PubChem CID
  • InChI=1S/C16H11N5O4/c1-18-13(22)9(6-17)11-7-4-2-3-5-8(7)12(19-11)10-14(23)20-16(25)21-15(10)24/h2-5,19H,1H3,(H,18,22)(H2,20,21,23,24,25)/b11-9-
    Key: ACUPDOXCXXCPIX-LUAWRHEFSA-N
  • CNC(=O)/C(C#N)=C1/c2ccccc2C(N1)=C3C(=O)NC(=O)NC3=O
Properties
C16H11N5O4
Molar mass 337.295 g·mol−1
Appearanceyellow green solid
Density 1.576 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pigment yellow 185 is an organic compound that is used as a green yellow pigment and optical brightener. It is classified as a derivative of isoindoline. This yellow green compound is prepared by addition of ammonia to o-phthalonitrile to give the diiminoisoindoline, which in turn condenses first with N-methylcyanoacetamide and then with barbituric acid. [1]

Related Research Articles

Green Additive primary color visible between blue and yellow

Green is the color between blue and yellow on the visible spectrum. It is evoked by light which has a dominant wavelength of roughly 495–570 nm. In subtractive color systems, used in painting and color printing, it is created by a combination of yellow and cyan; in the RGB color model, used on television and computer screens, it is one of the additive primary colors, along with red and blue, which are mixed in different combinations to create all other colors. By far the largest contributor to green in nature is chlorophyll, the chemical by which plants photosynthesize and convert sunlight into chemical energy. Many creatures have adapted to their green environments by taking on a green hue themselves as camouflage. Several minerals have a green color, including the emerald, which is colored green by its chromium content.

Yellow Color

Yellow is the color between orange and green on the spectrum of visible light. It is evoked by light with a dominant wavelength of roughly 570–590 nm. It is a primary color in subtractive color systems, used in painting or color printing. In the RGB color model, used to create colors on television and computer screens, yellow is a secondary color made by combining red and green at equal intensity. Carotenoids give the characteristic yellow color to autumn leaves, corn, canaries, daffodils, and lemons, as well as egg yolks, buttercups, and bananas. They absorb light energy and protect plants from photodamage in some cases. Sunlight has a slight yellowish hue when the Sun is near the horizon, due to atmospheric scattering of shorter wavelengths.

Primary color Sets of colors that can be mixed to produce gamut of colors

A set of primary colors is a set of real colorants or colored lights that can be mixed in varying amounts to produce a gamut of colors. This is the essential method used in applications that are intended to elicit the perception of diverse sets of color, e.g. electronic displays, color printing, and paintings. Perceptions associated with a given combination of primary colors are predicted by applying the appropriate mixing model that embodies the underlying physics of how light interacts with the media and ultimately the retina.

Pigment Colored material

A pigment is a colored material that is completely or nearly insoluble in water. In contrast, dyes are typically soluble, at least at some stage in their use. Generally dyes are often organic compounds whereas pigments are often inorganic compounds. Pigments of prehistoric and historic value include ochre, charcoal, and lapis lazuli.

Basic copper carbonate Chemical compound

Basic copper carbonate is a chemical compound, more properly called copper(II) carbonate hydroxide. It is an ionic compound consisting of the ions copper(II) Cu2+
, carbonate CO2−
3
, and hydroxide OH
.

Cadmium pigments Class of pigments that have cadmium as one of the chemical components

Cadmium pigments are a class of pigments that contain cadmium. Most of the cadmium produced worldwide has been for use in rechargeable nickel-cadmium batteries, which have been replaced by other rechargeable nickel-chemistry cell varieties such as NiMH cells, but about half of the remaining consumption of cadmium, which is approximately 2,000 tonnes annually, is used to produce colored cadmium pigments. The principal pigments are a family of yellow, orange and red cadmium sulfides and sulfoselenides, as well as compounds with other metals.

Chromoplast pigment-bearing organelle in plant cells

Chromoplasts are plastids, heterogeneous organelles responsible for pigment synthesis and storage in specific photosynthetic eukaryotes. It is thought that like all other plastids including chloroplasts and leucoplasts they are descended from symbiotic prokaryotes.

Plant physiology Subdiscipline of botany

Plant physiology is a subdiscipline of botany concerned with the functioning, or physiology, of plants. Closely related fields include plant morphology, plant ecology, phytochemistry, cell biology, genetics, biophysics and molecular biology.

Chromophore the part of a molecule responsible for its color

A chromophore is the part of a molecule responsible for its color. The color that is seen by our eyes is the one not absorbed within a certain wavelength spectrum of visible light. The chromophore is a region in the molecule where the energy difference between two separate molecular orbitals falls within the range of the visible spectrum. Visible light that hits the chromophore can thus be absorbed by exciting an electron from its ground state into an excited state. In biological molecules that serve to capture or detect light energy, the chromophore is the moiety that causes a conformational change of the molecule when hit by light.

Paris green Chemical compound

Paris green is an inorganic compound. As a green pigment it is also known as Schweinfurt green, emerald green or Vienna green. It is a highly toxic emerald-green crystalline powder that has been used as a rodenticide and insecticide, and also as a pigment, despite its toxicity. It is also used as a blue colorant for fireworks. The color of Paris green is said to range from a pale blue green when very finely ground, to a deeper green when coarsely ground.

Quinoline Yellow SS Chemical compound

Quinoline Yellow SS is a bright yellow dye with green shade. It is insoluble in water, but soluble in nonpolar organic solvents. Quinoline yellow is representative of a large class of quinophthalone pigments. It is suggested that quinoline yellow exhibits excited-state intramolecular proton transfer (ESIPT) behavior and the behavior might be the cause of its decent photostability, by recent spectroscopic study.

Scheeles Green Chemical compound

Scheele's Green, also called Schloss Green, is chemically a cupric hydrogen arsenite, CuHAsO
3
. It is chemically related to Paris Green. It is a yellowish-green pigment which in the past was used in some paints, but has since fallen out of use because of its toxicity and the instability of its color in the presence of sulfides and various chemical pollutants. Scheele's Green was invented in 1775 by Carl Wilhelm Scheele. By the end of the 19th century, it had virtually replaced the older green pigments based on copper carbonate.

Lead(II) chromate Chemical compound

Lead(II) chromate is the inorganic compound with the formula (PbCrO4). It has a vivid yellow color and is insoluble in all solvents. Two polymorphs of lead chromate are known, orthorhombic and the more stable monoclinic form. Monoclinic lead chromate is used in paints under the name chrome yellow. It occurs also as the mineral crocoite.

Biological pigment Substances produced by living organisms

Biological pigments, also known simply as pigments or biochromes, are substances produced by living organisms that have a color resulting from selective color absorption. Biological pigments include plant pigments and flower pigments. Many biological structures, such as skin, eyes, feathers, fur and hair contain pigments such as melanin in specialized cells called chromatophores. In some species, pigments accrue over very long periods during an individual's lifespan.

Arylide yellow, also known as Hansa yellow and monoazo yellow, is a family of organic compounds used as pigments. They are primarily used as industrial colorants including plastics, building paints and inks. They are also used in artistic oil paints, acrylics and watercolors. These pigments are usually semi-transparent yellows and yellow-greens. Related organic pigments are the diarylide pigments. Overall, these pigments have partially displaced the toxic cadmium yellow in the marketplace. Painters such as Alexander Calder and Jackson Pollock are known to have employed arylide yellow in their artworks.

Titanium yellow Chemical compound

Titanium yellow, also nickel antimony titanium yellow, nickel antimony titanium yellow rutile, CI Pigment Yellow 53, or C.I. 77788, is a yellow pigment with the chemical composition of NiO·Sb2O3·20TiO2. It is a complex inorganic compound. Its melting point lies above 1000 °C, and has extremely low solubility in water. While it contains antimony and nickel, their bioavailability is very low, so the pigment is relatively safe.

3,3-Dichlorobenzidine Chemical compound

3,3'-Dichlorobenzidine is an organic compound with the formula (C6H3Cl(NH2))2. The pure compound is pale yellow, but commercial samples are often colored. It is barely soluble in water and is often supplied as a wet paste. It is widely used in the production of diarylide yellow pigments used in the production of printing inks. Its use in the production of dyes has been largely discontinued because of concerns about carcinogenicity.

2,3,5,7-Tetrahydroxy-1,4-naphthalenedione Chemical compound

2,3,5,7-Tetraahydroxy-1,4-naphthalenedione, also called 2,3,5,7-tetrahydroxynaphthoquinone or spinochrome B, is an organic compound with formula C
10
H
6
O
4
, formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups.

Diarylide pigments are organic compounds that are used as pigments in inks and related materials. They often are yellow or yellow-green. To some extent, these organic compounds have displaced cadmium sulfide from the market. They exist as yellow powders of low solubility in water.

References

  1. Radtke, Volker; Erk, Peter; Sens, Benno (2009). "Isoindoline pigments". In Faulkner, Edwin B.; Schwartz, Russell J. (eds.). High Performance Pigments (2nd ed.). Wiley-VCH. pp. 221–241. doi:10.1002/9783527626915.ch14. ISBN   978-3-527-62691-5.