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Phthalocyanine Green G

From Wikipedia, the free encyclopedia
Phthalocyanine Green G
Chemical structure of one of the components of Phthalocyanine Green G
Names
Other names
Phthalo green, viridian hue, pigment green 7, copper phthalocyanine green, C.I. pigment green 7, non-flocculating green G, polychloro copper phthalocyanine, and C.I. 74260, copper hexadecachlorophthalocyanine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.014.114Edit this at Wikidata
EC Number
  • 238-897-8
UNII
  • InChI=1S/C32Cl16N8.Cu/c33-9-1-2(10(34)18(42)17(9)41)26-49-25(1)53-27-3-4(12(36)20(44)19(43)11(3)35)29(50-27)55-31-7-8(16(40)24(48)23(47)15(7)39)32(52-31)56-30-6-5(28(51-30)54-26)13(37)21(45)22(46)14(6)38;/q-2;+2
    Key: ABFKYPFPQRDCGM-UHFFFAOYSA-N
  • C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)C3=NC4=NC(=NC5=C6C(=C([N-]5)N=C7C8=C(C(=C(C(=C8Cl)Cl)Cl)Cl)C(=N7)N=C2[N-]3)C(=C(C(=C6Cl)Cl)Cl)Cl)C9=C4C(=C(C(=C9Cl)Cl)Cl)Cl.[Cu+2]
Properties
C32Cl16CuN8
Molar mass1127.15 g·mol−1
AppearanceGreen solid
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Phthalo green
 
Phthalocyanine green pigment
About these coordinates     Colour coordinates
Hex triplet#123524
sRGBB (r,g,b)(18, 53, 36)
HSV (h,s,v)(151°, 66%, 21%)
CIELChuv (L,C,h)(19, 15, 146°)
SourceThe Mother of All HTML Colo(u)r Charts[usurped]
ISCC–NBS descriptorVery dark yellowish green
B: Normalized to [0–255] (byte)

Phthalocyanine green G, which has many commercial names, is a synthetic greenpigment from the group ofphthalocyanine dyes, acomplex ofcopper(II) with chlorinated phthalocyanine. It is a soft green powder, which is insoluble in water.[1] It is a bright, high intensity colour used inoil andacrylic based artist'spaints, and in other applications.

Synthesis, properties, and production

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Phthalocyanine green is derived fromphthalocyanine blue by chlorination in the presence ofaluminium trichloride. The stoichiometry for the complete chlorination is shown:[1]

Cu(C32H16N8) + 16 Cl2 → Cu(C32N8Cl16) + 16 HCl

In practice, this pigment is a mixture of isomers and degrees of chlorination. The 15th and 16th chlorides are difficult to install. The chemical formula usually ranges from C32H3Cl13CuN8 to C32HCl15CuN8.

Due to the presence of strongly electronegative chlorine substituents, the absorption spectrum is shifted from that of the parent copper phthalocyanine. Phthalo green is highly stable and resistant to alkali, acids,solvents, heat, andultraviolet radiation.

Uses

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Due to its stability, phthalo green is used ininks,oil paint, coatings, and manyplastics. In application it is transparent. Being insoluble, it has no tendency to migrate in the material. It is a standard pigment used in printing ink and packaging industry. It is also legal[where?] in allcosmetics except those used around the eyes. It is used in sometattoos.

Related compounds

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Copper phthalocyanine green 36 is a variant where some of the chlorine atoms are replaced with bromine. Bromination is less efficient than chlorination. Consequently, the degree of bromination is lower.[1][2]

See also

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References

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  1. ^abcLöbbert, Gerd (2000). "Phthalocyanines".Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.a20_213.ISBN 3527306730..
  2. ^Phthalo Green: How Can You Tell If It's Always the Same? 1/7/2003 , Dr. Richard M. Podhajny, Ph.D. ,pffc-online.com
Apple greenAquamarine (Crayola)AquamarineAsparagusAvocadoBeigeBlue-greenBright greenBritish racing greenBrunswick green
          
Cal Poly greenCaribbean GreenCastleton greenCeladonChartreuseCyanDark greenDark moss greenDark pastel greenDark spring green
          
Dartmouth greenEmeraldErinFern greenForest greenGreenGreen-yellowHarlequinHoneydewHooker's green
          
Hunter greenIndia greenIslamic greenJadeJungle greenKelly greenLawn greenLight blueLight greenLime
          
Lime greenMagic mintMalachiteMantisMarrs greenMaximum Blue GreenMedium sea greenMiddle blue greenMidnight greenMindaro
          
MintMint creamMSU greenMyrtle greenNeon greenOffice greenOliveOlivinePakistan greenParis green
          
PearPersian greenPigment greenPine greenPistachioReseda greenRifle greenRobin egg blueSageSea green (Crayola)
          
Sea greenSGBUS greenShamrock greenSpring budSpring greenTea greenTealTurquoiseViridianYellow-green
          
A typical sample is shown for each name; a range of color-variations is commonly associated with each color-name.
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