Naphthol reds: Difference between revisions

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== Description ==
== Description ==


A general class of azo-type organic colorants. Naphthol pigments contain a backbone of 2-hydroxy-3-naphthanilide (Napthol AS) and include many shades of red and some oranges. They were first patented in 1911 and sold as Grela Reds but did not become popularly used until the 1930s when the were produced by IG Farben (Berrie Lomax 1997). About 6% of the red colorants used in 1985 were naphthol pigments. They provide good tinting strength and good lightfastness, but can bleed when exposed to organic solvents. Naphthol reds are used to color plastics, automotive finishes, architectural paints, pencils, crayon, printing inks and inexpensive artists oil paints and watercolors.
A general class of azo-type organic colorants. Naphthol pigments contain a backbone of 2-hydroxy-3-naphthanilide and include many shades of red and some oranges. They were first patented in 1911 and sold as Grela Reds but did not become popularly used until the 1930s when they were produced by IG Farben (Berrie and Lomax 1997).  Later, a series of naphthol reds, called American Naphthol Reds, was introduced to the United States in the 1940s (Berrie and Lomax 1997). About 6% of the red colorants used in 1985 were naphthol pigments. They provide good tinting strength and good lightfastness, but can bleed when exposed to organic solvents. Naphthol reds are used to color plastics, automotive finishes, architectural paints, pencils, crayon, printing inks and inexpensive artists oil paints and watercolors.
 
See also [[Naphthol pigments]] and [[Beta naphthol pigment]].


== Synonyms and Related Terms ==
== Synonyms and Related Terms ==


naphthol dye; azoic dye; Naphthol Red; Permanent Carmine; Grela Red; napthol dye (sp); hydroxynaphthoic anilide; Naphtol Anilid Saure (Deut.); Napthol AS (Deut.); pigment à base de naphtol (Fr.);
naphthol dye; azoic dye; Naphthol Red; Permanent Carmine; Grela Red; napthol dye (sp); hydroxynaphthoic anilide; Naphtol Anilid Saure (Deut.); Naphtol AS (Deut.); pigment à base de naphtol (Fr.);
 
[[[SliderGallery rightalign|PR5 Monolite Red CB.PNG~FTIR PR5 (MFA)|PR9 kremer23290-b.TIF~FTIR PR9 (MFA)|PR017sun naphtol red medium 235-7515.TIF~FTIR PR17 (MFA)|PR022 sun naphthol red light 235-7511 (with kaolin).TIF~FTIR PR22 (MFA)|PR023 Sun Naphthol red dark.PNG~FTIR PR23 (MFA)|PR146 naphthol Red FFB (magruder ra1308-dc).TIF~FTIR PR146 (MFA)|PR170 sun naphthol red 235-0170.TIF~FTIR PR170(MFA)|PR266 Naphthol Red.PNG~FTIR PR266 (MFA)|PR268 Naphthol Red.PNG~FTIR PR268 (MFA)|PR269 Naphthol Red.PNG~FTIR PR269 (MFA)]]]  
[[[SliderGallery rightalign|PR5 Monolite Red CB.PNG~FTIR PR5 (MFA)|PR9 kremer23290-b.TIF~FTIR PR9 (MFA)|PR017sun naphtol red medium 235-7515.TIF~FTIR PR17 (MFA)|PR022 sun naphthol red light 235-7511 (with kaolin).TIF~FTIR PR22 (MFA)|PR023 Sun Naphthol red dark.PNG~FTIR PR23 (MFA)|PR146 naphthol Red FFB (magruder ra1308-dc).TIF~FTIR PR146 (MFA)|PR170 sun naphthol red 235-0170.TIF~FTIR PR170(MFA)|PR266 Naphthol Red.PNG~FTIR PR266 (MFA)|PR268 Naphthol Red.PNG~FTIR PR268 (MFA)|PR269 Naphthol Red.PNG~FTIR PR269 (MFA)]]]
==FTIR Spectra Information ==
== Comparisons ==
 
 
{| class="wikitable"
{| class="wikitable"
! Pigment number !! Manufacture !! Pigment name !! Manufacture CI number !! Comments
! CI number !! Pigment name !! Manufacture(number)
|-
|-
| PR005 || unknown|| monolite red CB|| unknown ||
| PR005 || monolite red CB|| unknown  
|-
|-
| PR009 || Kremer|| unidentified|| 23290 ||
| PR009 || unidentified|| Kremer(23290) 
|-
|-
| PR017 || Sun|| naphthol red medium|| 235-7515 ||
| PR017 || naphthol red medium|| Sun(235-7515) 
|-
|-
| PR022 || Sun|| naphthol red light|| 235-7511 ||
| PR022 || naphthol red light|| Sun(235-7511)
|-
|-
| PR022 || Magruder|| naphthol red light shade|| ra1307-dc ||
| PR022 || naphthol red light shade|| Magruder(ra1307-dc) 
|-
|-
| PR023 || Sun|| naphthol red dark|| 235-7575 ||
| PR023 || naphthol red dark|| Sun(235-7575)
|-
|-
| PR146 || Magruder|| naphthol red FFB|| ra1308-dc ||
| PR146 || naphthol red FFB|| Magruder(ra1308-dc)
|-
|-
| PR170 || Sun|| naphthol red|| 235-0170 ||
| PR170 || naphthol red|| Sun(235-0170)
|-
|-
| PR170 || Kremer|| naphthol red|| 23290-a ||
| PR170 || naphthol red|| Kremer(23290-a)
|-
|-
| PR266 || Magruder|| naphthol red medium shade|| ra1014-dc ||
| PR266 || naphthol red medium shade|| Magruder(ra1014-dc)
|-
|-
| PR268 || Magruder|| naphthol red warm light shade|| ra1012-dc ||
| PR268 || naphthol red warm light shade|| Magruder(ra1012-dc)
|-
|-
| PR269 || Magruder|| naphthol red bluish dark shade|| ra1087-dc ||
| PR269 || naphthol red bluish dark shade|| Magruder(ra1087-dc)
|-
|-
|}
|}

Latest revision as of 15:13, 7 May 2026

Description

A general class of azo-type organic colorants. Naphthol pigments contain a backbone of 2-hydroxy-3-naphthanilide and include many shades of red and some oranges. They were first patented in 1911 and sold as Grela Reds but did not become popularly used until the 1930s when they were produced by IG Farben (Berrie and Lomax 1997). Later, a series of naphthol reds, called American Naphthol Reds, was introduced to the United States in the 1940s (Berrie and Lomax 1997). About 6% of the red colorants used in 1985 were naphthol pigments. They provide good tinting strength and good lightfastness, but can bleed when exposed to organic solvents. Naphthol reds are used to color plastics, automotive finishes, architectural paints, pencils, crayon, printing inks and inexpensive artists oil paints and watercolors.

See also Naphthol pigments and Beta naphthol pigment.

Synonyms and Related Terms

naphthol dye; azoic dye; Naphthol Red; Permanent Carmine; Grela Red; napthol dye (sp); hydroxynaphthoic anilide; Naphtol Anilid Saure (Deut.); Naphtol AS (Deut.); pigment à base de naphtol (Fr.);

FTIR PR5 (MFA)

PR5 Monolite Red CB.PNG

FTIR PR9 (MFA)

PR9 kremer23290-b.TIF

FTIR PR17 (MFA)

PR017sun naphtol red medium 235-7515.TIF

FTIR PR22 (MFA)

PR022 sun naphthol red light 235-7511 (with kaolin).TIF

FTIR PR23 (MFA)

PR023 Sun Naphthol red dark.PNG

FTIR PR146 (MFA)

PR146 naphthol Red FFB (magruder ra1308-dc).TIF

FTIR PR170(MFA)

PR170 sun naphthol red 235-0170.TIF

FTIR PR266 (MFA)

PR266 Naphthol Red.PNG

FTIR PR268 (MFA)

PR268 Naphthol Red.PNG

FTIR PR269 (MFA)

PR269 Naphthol Red.PNG

FTIR Spectra Information

CI number Pigment name Manufacture(number)
PR005 monolite red CB unknown
PR009 unidentified Kremer(23290)
PR017 naphthol red medium Sun(235-7515)
PR022 naphthol red light Sun(235-7511)
PR022 naphthol red light shade Magruder(ra1307-dc)
PR023 naphthol red dark Sun(235-7575)
PR146 naphthol red FFB Magruder(ra1308-dc)
PR170 naphthol red Sun(235-0170)
PR170 naphthol red Kremer(23290-a)
PR266 naphthol red medium shade Magruder(ra1014-dc)
PR268 naphthol red warm light shade Magruder(ra1012-dc)
PR269 naphthol red bluish dark shade Magruder(ra1087-dc)

Physical and Chemical Properties

Resistant to acid, alkali and soap.

Resources and Citations

  • Richard S. Lewis, Hawley's Condensed Chemical Dictionary, Van Nostrand Reinhold, New York, 10th ed., 1993 Comment: Napthol AS = azoic coupling component
  • Hoechst Celanese Corporation, Dictionary of Fiber & Textile Technology (older version called Man-made Fiber and Textile Dictionary, 1965), Hoechst Celanese Corporation, Charlotte NC, 1990
  • Rosalie Rosso King, Textile Identification, Conservation, and Preservation, Noyes Publications, Park Ridge, NJ, 1985
  • Fairchild's Dictionary of Textiles, Phyllis G.Tortora, Robert S. Merkel (eds.), Fairchild Publications, New York City, 7th edition, 1996
  • Encyclopedia Britannica, http://www.britannica.com Comment: "Chemical Compound." (Accessed 13 May 2004). gives date of first use as 1912
  • B. Berrie, S.Q. Lomax, 'Azo Pigments: Their History, Synthesis, Properties and Use in Artists' Materials', Studies in the History of Art , National Gallery of Art, Washington DC, No. 57, 1997 Comment: patented 1911
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