Arylide yellow

Arylide yellow

Color coordinates
Hex triplet	#E9D66B
sRGB^B (r, g, b)	(233, 214, 107)
CMYK^H (c, m, y, k)	(0, 8, 54, 9)
HSV (h, s, v)	(51°, 54%, 91%)
Source
B: Normalized to [0–255] (byte) H: Normalized to [0–100] (hundred)

Arylide yellow, also known as Hansa Yellow and Monoazo yellow, are 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 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 cadmium yellow in the marketplace.

Production

The compound is obtained by azo coupling of aniline and acetoacetanilide or their derivatives. The class of compounds was discovered in Germany in 1909.^[1]

Synthesis of Hansa Yellow Pigments, R and R' represent a variety of substituents.

Examples

Members of this class include:

Pigment Yellow 6 (CAS # 2512-29-0), derived from 4-chloro-2-nitroaniline (diazonium precursor) and aniline (acetoacetanilide precursor) to produce medium yellows.
Pigment Yellow 3 (CAS # 6486-23-3), derived from 4-chloro-2-nitroaniline (diazonium precursor) and 2-chloroaniline (acetoacetanilide precursor) to produce greenish-yellows.
Pigment Yellow 16 derived from 2,4-dichloroaniline (diazonium precursor) and o-tolidine (acetoacetanilide precursor) to produce medium-yellows.
Pigment Yellow 74 (CAS # 6358-31-2), derived from 2-methoxy-4-nitroaniline (diazonium precursor) and 2-methoxyaniline (acetoacetanilide precursor) to produce greenish-yellows.

Pigment Yellow 16

Maimeri, an Italian paint manufacturer, combines arylide yellow with yellow iron oxide and zinc oxide to create their version of Naples yellow light.

References

↑ K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371

Shades of yellow

Amber	Apricot	Arylide yellow	Aureolin	Beige	Buff	Chartreuse	Citrine	Cream	Dark goldenrod

Ecru	Gold	Gold (metallic)	Goldenrod	Harvest Gold	Jasmine	Jonquil	Khaki	Lemon chiffon	Lion

Maize	Mikado yellow	Mustard	Naples yellow	Navajo white	Old gold	Olive	Papaya whip	Saffron	School bus yellow

Selective yellow	Stil de grain yellow	Straw	Sunglow	Vanilla	Yellow

A typical sample is shown for each name; however, a range of color-variations is commonly associated with each color-name.

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Arylide yellow

Production

Examples

See also

References