Arylide yellow
{{Short description|Family of organic compounds used as industrial colorants}}
{{infobox color
| title=Arylide yellow
| hex=E9D66B
| source=[http://www.colorhexa.com/e9d66b] [http://encycolorpedia.com/e9d66b]
| isccname=Brilliant greenish 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 and range from orange-yellow to 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.[http://colourlex.com/project/hansa-yellow/ Arylide Yellow], Colourlex
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. The initially formed diazo compound tautomerizes to give a ketohydrazone, which features extended pi-conjugation.K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. {{doi|10.1002/14356007.a20_371}}
Examples
Members of this class include:
- Pigment Yellow 6 (CAS# 2512-29-0), derived from 2-nitrotoluene (diazonium precursor) and aniline (acetoacetanilide precursor) to produce medium yellows.
- Pigment Yellow 3, derived from 4-chloro-2-nitroaniline (diazonium precursor) and 2-chloroaniline (acetoacetanilide precursor) to produce greenish-yellows.
- Pigment Yellow 61 a lake pigment
- Pigment Yellow 74, derived from 2-methoxy-4-nitroaniline (diazonium precursor) and 2-methoxyaniline (acetoacetanilide precursor) to produce greenish-yellows.
- Pigment Yellow 97, which contains the phenylaminosulfonyl substituent, which confers particularly high fastness.
Artists Pigments
Several monoazo yellows are used as artists' pigments, frequently marketed under the names 'Hansa' or Arylide.https://www.handprint.com/HP/WCL/pigmt1d.html#monoazo These include:
- PY1https://artistpigments.org/pigments/PY1
- PY2https://artistpigments.org/pigments/PY2
- PY3 Hansa Yellow Light or Lemon Yellowhttps://artistpigments.org/pigments/PY3
- PY4https://artistpigments.org/pigments/PY4
- PY5https://artistpigments.org/pigments/PY5
- PY6https://artistpigments.org/pigments/PY6
- PY10https://artistpigments.org/pigments/PY10
- PY60https://artistpigments.org/pigments/PY60
- PY65 Hansa Yellow Deep or Indian Yellowhttps://artistpigments.org/pigments/PY65
- PY74 Hansa Yellow Medium or Primary Yellowhttps://artistpigments.org/pigments/PY74
- PY82https://artistpigments.org/pigments/PY82
- PY97 Hansa Yellow Medium or Hansa Yellow Deephttps://artistpigments.org/pigments/PY97
See also
References
- [http://www.optics.rochester.edu/workgroups/cml/opt307/spr05/kevin/ Microstructural Characteristics of Paint Pigments]
- [https://web.archive.org/web/20140224215715/http://www.hubshouts.com/2014/02/deep-technical-insight-arylide-yellow-organic-pigments/ A Deep Technical Insight On Arylide Yellow Organic Pigments]
- [http://www.aarbor.com/yellow_74_pigment/dry_organic_pigments/color_pigments-2.aspx Arylide Yellow GY - Pigment Yellow 74] Industries Details
{{shades of yellow}}