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Chemical structure and application range of pigment No. 6 yellow (Hansha yellow 3G) for coatings
2024-11-15 08:56:09 Literature

Accession number: CAS[4106-76-7]; CI 11670

Catalog:Acetyl aromatic amine organic pigments

Molecular formula: C16H13ClN4O4

Molecular Weight: 360.75

 Structural formula:

3G黄化学结构图

 Quality Standards:



 appearance
 Light yellow powder
 Shade
 Similar to standards
 Tinting strength/%
 100±3 of the standard
 Light fastness/class
5~6
 heat tolerance
差


 Quality:

This product is a light yellow powder. Melting point 250 °c. Slightly soluble in ethanol and acetone. In case of concentrated sulfuric acid, it is dark yellow, and it is yellow precipitate after dilution, and there is no change in concentrated nitric acid, concentrated hydrochloric acid, and dilute sodium hydroxide solution.

 Method:

 1. Production principle

The red-based 3GL was diazotized and coupled with acetoacetanilide to obtain Hansa Yellow 3G.

3G黄苯胺偶合

 2. Technical formula



 Red base 3GL
495
 Acetoaniline
487
 Sodium nitrite (98%)
203


 3. Production process

 (1) Process 1

 (1) Diazotization

342kg of red base 3GL was first dissolved in sulfuric acid, then precipitated in water, washed in water until there was no free acid, added to 700L of water and 1100L of 5mol/L hydrochloric acid, then added 600kg of ice, stirred overnight, added ice to cool to 0 °C the next day, and then added 263L of 40% sodium nitrite solution, diazotization was completed within 0.5h, diluted to a total volume of 8000L, filtered, and diazo solution was obtained.

 (2) Coupling

Dissolve 366kg of acetylacetanilide in 197L 33% sodium hydroxide and 8000L water, then add 500kg of sodium acetate and 12000L water, then add 1200L dilute acetic acid solution containing 150kg of glacial acetic acid, acetoacetanilide precipitation, the suspension is weakly acidic to litmus test paper, dilute to a total volume of 24000L, the temperature is 30 °C, the coupling components are added to the diazo solution from the liquid surface within 2h, stirred for 0.5h, filtered, washed with water, and dried at 50~55 °C, The product is 698kg.

 (2) Process 2 (mixed coupling process)

 (1) Diazotization

Add red base 3GL 1026kg to 1500L of water and stir overnight. The next day, 10.5kg of m-nitrop-methoxyaniline and 3600L of 5mol/L hydrochloric acid were added, ice was added to cool to 0 °C, 788L of 40% sodium nitrite was added from under the liquid surface for diazotization, diluted to a total volume of 12000L after the reaction, 15kg of diatomaceous earth was added, filtered, and diazosalt solution was obtained.

 (2) Coupling

Dissolve 1120kg of sodium formate in 2500L water at a temperature of 25~30 °C, then add 10kg of diatomaceous earth and filter. Filtered sodium formate and 260L 5mol/L hydrochloric acid are added to 700L of water to show strong acidity, the temperature is 25 °C, stir for 45min, dilute to a total volume of 27000L, the temperature is still maintained at 25 °C, add 1100kg acetoacetanilide, stir for 0.5h, obtain the coupling component, within 3~3.5h, add diazo solution from the liquid surface of the coupling component, stir for 0.5h, filter, wash with water, dry at 50~55 °C, and obtain 2150kg of Hansa Huang 3G.

 The product composition and structure are as follows:

3G黄组成结构图


 Use:

 It is used for coloring coatings and inks, and can also be used for coloring rubber and plastics.