Arylide yellow

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.[1]

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

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.[2]

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 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.
gollark: It filters out one guild on which I discuss somewhat real-world things, filters out DMs, removes pings, and reads the messages.csv files, as well as producing a CSV output for aitextgen.
gollark: ```python#!/usr/bin/env python3import os, os.path, json, csv, reOUT = "/tmp/messages.csv"with open(OUT, "w") as g: outwriter = csv.writer(g) DATA_ROOT = "/tmp/messages" for x in os.listdir(DATA_ROOT): dir = os.path.join(DATA_ROOT, x) if os.path.isdir(dir): with open(os.path.join(dir, "channel.json")) as f: meta = json.load(f) if meta["type"] == 0 and ("guild" not in meta or meta["guild"]["id"] != "771081279403065344"): print(x, meta.get("name", "???"), meta.get("guild", "???")) with open(os.path.join(dir, "messages.csv")) as f: r = csv.reader(f) for row in r: channel, timestamp, message, _ = row message = re.sub("<@[0-9]+>", "", message) outwriter.writerow((message, ))```
gollark: And the messages folder → CSV dumper is something like 20 lines of python.
gollark: Why the free time thing though? It's not like looking up how to do this is particularly time consuming.
gollark: Oh, well, this is faster.

See also
  • List of colors

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