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You are here: Home > All About Hand Dyeing > FAQs > Procion Dye FAQs > What is the chemical structure of Procion MX dye?

What is the chemical structure of Procion MX dye?

Procion MX dyes are described as dichlorotriazine dyes, while Procion H dyes are less reactive monochlorotriazines. Here are the full chemical names and/or structures for several Procion MX dyes. Note the cyclical structure with two chlorine atoms on it: these are the reactive sites that react with -OH groups on the cellulose fiber to create the strong covalent bonds that are responsible for the dichlorotriazines' extremely high washfastness. Procion H or monochlorotriazine dyes have one, rather than two, of these chlorines, for a similarly strong bond, but higher heat requirements due to their reduced reactivity - which also makes them store well in water, unlike the Procion MX dyes.

It is often quite difficult to determine the structures of dyes from the literature, because the manufacturers tend to try to keep this information a secret.

I. Dichlorotriazine (MX) dyes with drawings

Yellow MX-R

structure of
yellow R

reactive orange 44? (no source known to me)

Yellow MX-4R

structure
ofyellow 4R

(no known source)

Orange MX-2R

Colour Index name: reactive orange 4

Molecular Formula: C₂₄H₁₆C_l2N₆O₁₀S₃; Molecular Weight: 715.527.

Full chemical name: 1,5-Naphthalenedisulfonic acid, 2-[[6-[(4,6-dichloro- 1,3,5-triazin-2-yl) methylamino]- 1-hydroxy-3-sulfo -2-naphthalenyl]azo]-, trisodium salt. (CAS 70616-90-9.)

Available wherever Procion MX type dyes are sold.

Rubine MX-B

structure of
rubine B

Colour Index name: reactive red 6

Full chemical name: 2,7-Naphthalenedisulfonic acid, 5-[(4,6-dichloro- 1,3,5-triazin-2-yl)amino]- 4-hydroxy-3-[(2-sulfophenyl)azo]-, trisodium salt (CAS 17752-85-1)

Molecular Formula: C₁₉H₁₂C_l2N₆O₁₀S₃•3Na; Molecular Weight: 720.41

Sold by Colorado Wholesale Dyes as "14 Cherry".

Red MX-2B

structure ofred
2B

Colour Index name: reactive red 1

Full chemical name: 2,7-Naphthalenedisulfonic acid, 5-[(4,6-dichloro-1,3,5- triazin-2-yl)amino]-4-hydroxy- 3-[(2-sulfophenyl)azo]-, trisodium salt

(Sometimes available from Standard Dye or Classic Dye.)

Red MX-5B

structure of
red 5B

Colour Index name: reactive red 2; variously known as light red, mixing red, or clear red

Full chemical name: 2,7-Naphthalenedisulfonic acid, 5-[(4,6-dichloro- 1,3,5-triazin-2-yl)amino]- 4-hydroxy-3-(phenylazo)-, disodium salt

Empirical Formula (Hill Notation): C₁₉H₁₃C_l2N₆NaO₇S₂, Formula Weight: 595.37, CAS Number: 17804-49-8; Dye content 40% (Sigma-Aldrich)

Red MX-8B

structure ofred
8B

Colour Index name: reactive red 11; known everywhere as Fuchsia

Full chemical name: [5-((4,6-dichloro-1,3,5-triazin-2- yl)amino)-4-hydroxy-3-((1-sulfo-2-naphthalenyl)azo)-2, 7- naphthalenedisulfonic acid, trisodium salt] (CAS Reg. No. 12226-08-3)

blue MX-R

Colour Index name: reactive blue 4; known as Sky blue, Basic blue, or Clear blue

Full chemical name: [2-anthracenesulfonic acid, 1-amino-4-(3- ((4,6-dichloro-s-triazin-2-yl)amino)- 4-sulfoanilino)-9,10-dihydro-9,10- dioxo, disodium salt] (CAS Reg. No. 4499-01-8)

also given as "2-Anthracenesulfonic acid, 1-amino-4-[[3-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]- 4-sulfophenyl]amino]-9,10-dihydro-9,10-dioxo-" (CAS 13324-20-4)

Empirical Formula (Hill Notation): C₂₃H₁₄C_l2N₆O₈S₂, Formula Weight: 637.43, CAS Number: 13324-20-4

turquoise MX-G

Colour Index name: reactive blue 140

The structure of reactive blue 140 is not completely known, because it is a heterogenous mixture of several closely related molecules. As indicated by the subscripts m and n in the picture, there may be one or two sulfonate groups on the phthalocyanine ring, there may be two or three dichlorotriazine sections per copper phthalocyanine, and the positions of these different items on the phthalocyanine ring are unknown and presumably random. In addition, this dye molecule, especially if kept in solution for several days, tends to 'stack up' to form aggregates of two or more molecules, causing the hue to shift to be more blue and less green. See "A Beautiful Blue: Procion Turquoise MX-G".

II. Dichlorotriazine (MX) dyes with full chemical names but no drawings

Yellow MX-8-G

Colour Index name: reactive yellow 86

Full chemical name: [1,3-benzenedisulfonic acid, 4-((5- aminocarbonyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3- pyridinyl)azo)-6-(4,6-dichloro-1,3,5-triazin-2-yl)amino)-, disodium salt] (CAS Reg. No. 61951-86-8; also 70865-29-1)

Yellow MX-3R(A)

Colour Index name: reactive orange 86

Full chemical name: (probably) 1,3,6-Naphthalenetrisulfonic acid, 7-[[2-[(aminocarbonyl)amino]- 4-[(4,6-dichloro-1,3,5- triazin-2-yl)amino]phenyl]azo]-, trisodium salt" (CAS 57359-00-9)

brown MX-GRN

Colour Index name: reactive brown 23

Full chemical name: 1,4-Benzenedisulfonic acid, 2-[[4-[[4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]- 5-sulfo-1-naphthalenyl]azo]- 2,5-dimethylphenyl]azo]-, trisodium salt. (CAS 68892-31-9.)

blue MX-G

Colour Index name: reactive blue 163

Full chemical name: triphenodioxazinedisulfonic acid, 6,13- dichloro-3, 10-bis((4-((4.6-dichloro-1,3,5-triazin-2-yl)amino) sulfophenyl)amino)-, tetrasodium salt (CAS Reg. No. 72847-56-4)

III. Dichlorotriazinwe (MX) dyes with no structures or full chemical names available

yellow MX-6G

reactive yellow 1

yellow MX-4G

reactive yellow 22

cas 12226-49-2

yellow MX-GR

reactive yellow 7

cas 12226-46-9

orange MX-G

reactive orange 1

(Sometimes available from Standard Dye or Classic Dye.)

red MX-G

reactive red 5

Magenta MX-B

reactive violet 13

cas 12270-87-0

Violet MX-2R

(often mislabeled violet MX-G, a meaningless dye code)

reactive violet 14

blue MX-7RX

reactive blue 161

navy MX-3R

(sometimes sold as navy MX-G)

reactive blue 9

cas 12225-37-5

blue MX-2G

reactive blue 109

blue MX-4GD

reactive blue 168

blue MX-3G

reactive blue 1

IV. full names of unknown dichlorotriazine (MX) dyes (need identification with MX codes or CI names)

CAS 57359-00-9 1,3,6-Naphthalenetrisulfonic acid, 7-[[2-[(aminocarbonyl)amino] -4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]phenyl ]azo]-, trisodium salt

129009-88-7 "2-Naphthalenesulfonic acid, 7-[(4,6-dichloro- 1,3,5-triazin-2-yl)amino]- 4-hydroxy- 3-[[4-[[2-(sulfooxy)ethyl]sulfonyl]phenyl]azo]-, disodium salt"

57583-69-4 "2,7-Naphthalenedisulfonic acid, 5-[(4,6-dichloro-1,3,5-triazin-2-yl)amino] -4-hydroxy-3-[(1-sulfo-2-naphthalenyl)azo]-, trisodium salt"

61433-40-7 "2,7-Naphthalenedisulfonic acid, 4-amino- 6-[[5-[(4,6-dichloro-1,3,5 -triazin -2-yl)amino]-2-sulfophenyl]azo]- 3-[(2,5-disulfophenyl)azo]-5-hydroxy-"

68992-03-0 "1,5-Naphthalenedisulfonic acid, 2-[[1-amino-7- [[5-[(4,6-dichloro- 1,3,5- triazin-2-yl)amino]- 2-sulfophenyl]azo]- 8-hydroxy-3,6-disulfo- 2-naphthalenyl]azo]-, pentasodium salt"

70776-20-4 "Benzenesulfonic acid, 5-[[4-[(4,6-dichloro-1,3,5-triazin-2-yl) methylamino]phenyl]azo]- 2-[2-(4-nitro-2-sulfophenyl)ethenyl]-, disodium salt"

70788-63-5 "Chromate(3-), bis[2-[[6-[(4,6-dichloro-1,3,5-triazin-2-yl) amino]-1-hydroxy-3-sulfo-2-naphthalenyl]azo]benzoato(3-)]-, disodium hydrogen"

70865-31-5 "2,7-Naphthalenedisulfonic acid, 4-amino-6-[[5-[(4,6-dichloro-1,3,5-triazin-2-yl) amino]-2-sulfophenyl]azo]- 3-[(2,5-disulfophenyl)azo]-5-hydroxy-, pentasodium salt"

83929-55-9 "Phenazinium, 3-[[4-[(4,6-dichloro-1,3,5-triazin-2-yl) amino]-2-sulfophenyl]amino]- 7-[ethyl[(3-sulfophenyl)methyl]amino]- 5-(4-methoxy-3-sulfophenyl)-, inner salt, disodium salt"

83949-27-3 "Phenazinium, 3-[[4-[(4,6-dichloro- 1,3,5-triazin-2-yl) amino]-2-sulfophenyl]amino]- 7-[ethyl[(3-sulfophenyl)methyl] amino]-5-(4-sulfophenyl)-, inner salt, disodium salt"

85946-19-6 "1H-Pyrazole-3-carboxylic acid, 4-[[5-[(4,6-dichloro-1,3,5- triazin-2-yl)amino]- 2-sulfophenyl]azo]- 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-"

94133-47-8 "4,11-Triphenodioxazinedisulfonic acid, 6,13-dichloro- 3,10-bis[[4-[(4,6-dichloro-1,3,5-triazin-2-yl) amino]disulfophenyl]amino]-"

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