Beta naphthol pigment

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Description

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A general class of azo-type organic colorants that are fluorescent. The beta-naphthol molecules are made into colored pigments or yes by two different processes. The pigments are made by coupling the beta-naphthol with an substituted aniline. The solvent-soluble dyes are made by coupling the beta-naphthol with a sulfonate or carboxylate group to form an ion, which is then metallized.

β-naphthol Pigment Group:

Pigment number Pigment name Dates Properties Uses
PO5 Dinitroaniline Orange patented 1909 Intense color with good lightfastness, but tends to darken printing inks, architectural paint, artist paints, color plastics
PO5 Orthonitroaniline orange first prepared 1895; introduced to US in 1940s Poor bleed resistance, poor lightfastness crayons, artist colors, paper coatings, water-based inks
PR1 Para red first synthesized azo red; made in 1895 Good chemical resistant but poor lightfastness, as well as poor bleed and heat resistance Rarely used now, previously used for industrial finishes
PR4 Chlorinated para red prepared in 1907 Poor lightfastness and poor bleed resistance wax crayons, colored pencils, artists color
PR6 Parachlor red discovered 1906 Better lightfastness but poor bleed resistance used in latex paints and outdoor signs
PR3 Toluidine red synthesized in 1905 Height of popularity in 1970s, decreasing since due to poor lightfastness wax crayons, pastels, watercolors

β-naphthol Salts and Lakes Group:

Pigment number Pigment name Dates Properties Uses
PR49 Lithol reds (salts of sodium, barium, calcium and strontium) discovered 1899
PR57 Lithol Rubine (BON pigment)
PR48 Permanent Red 2B (BON pigment)
PR55 Lithol Maroon (BON pigment)
PR52 Red 2G (BON pigment)
PR55 Yellow BON Maroon (BON pigment)
PR63 BON Maroon e
PR Red 2G e
PR Yellow BON Maroon

See also Naphthol pigment.

Synonyms and Related Terms

2-naphthol dye; β-naphthol; naphthalen-2-ol (IUPAC); 2-Hydroxynaphthalene; 2-Naphthalenol; beta-Naphthol; Naphth-2-ol

Physical and Chemical Properties

Resources and Citations

  • Richard S. Lewis, Hawley's Condensed Chemical Dictionary, Van Nostrand Reinhold, New York, 10th ed., 1993
  • 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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