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You are here: Home > All About Hand Dyeing > About Dyes > Fiber Reactive Dyes > Vinyl Sulfone Fiber Reactive Dyes

Vinyl Sulfone Fiber Reactive Dyes

Vinyl Sulfone dyes, also known as Remazol® dyes after the trademarked name under which they were first introduced, are a type of fiber reactive dye that is often used in silk painting. Although silk paintings made with vinyl sulfone dyes are usually steamed to set the dye, the dyes can also be "batch cured" at warm room temperatures.

Unlike some fiber reactive dyes, vinyl sulfones can be used as true reactive dyes on cotton, silk, AND wool. Of course, wool must never be subjected to the high pHs used in dyeing cotton, and it requires high heat, unlike cotton. Like all dyes that work on cotton, vinyl sulfones can also be used on linen, hemp, and other cellulose (plant) fibers.

Vinyl sulfone dyes are a type of fiber reactive dye that is less reactive than, for example, Procion MX dyes, and thus they both last longer in solution in water, and require more heat for the reaction with the fiber. This means that they can actually be purchased already dissolved in water, unlike Procion MX or Cibacron F dyes, eliminating the one slightly hazardous step of working with powdered dyes.

The lower reactivity of Vinyl sulfones is not the whole story, however. Unlike Drimarene K and Cibacron F dye, Vinyl sulfones contain a 'masking' group, on the reactive part of the molecule, which prevents them from reacting with the dye water until it is removed. This makes the dyes much longer lasting in water! The masking group of at least some of the Remazols can be removed at high pH (i.e, with soda ash or pot ash or sodium silicate), which is suitable for cotton, or, if the dye solution is heated to a high enough temperature, at mildly acid pH, which is suitable for wool. The latter is a slower process. [Thanks to Doug Wilson for describing this on the Dyerslist mailing list; he referenced the book Wool Dyeing, edited by David M. Lewis and published by the Society of Dyers and Colorists.]

Table of Contents:


How to use Vinyl sulfone fiber reactive dyes

Keep it warm!

If you are omitting the heat-setting step altogether, using soda ash as when dyeing with Procion MX dye, it is best to place the freshly dyed items in a warm place overnight, ideally between between 40 and 60 degrees Celsius (104 and 140 degrees Fahrenheit), though somewhat cooler temperaures can be used. You can achieve this by placing buckets or sealed bags containing your dyed items in a sinkful of hot water, or by placing your items on waterproof sheeting on top of a heating pad or under an electric blanket, or on top of the refrigerator in a warm kitchen. You can wrap your items to keep them damp (and/or use urea when mixing your dyes), and place them in a slightly warm oven. Or you can seal them in plastic and microwave them briefly, until the fabric is hot to the touch. (Sealing in plastic keeps the microwave clean, and it keeps your fabric from drying out, so it does not burn. Watch closely so that the steam inside does not burst the plastic.

Look at the pros' instructions

Request instructions from your supplier, or see the helpful web pages below. Instructions may not be completely interchangeable, as it is possible that the dye solutions sold by the different companies may be different in concentration!


Where to buy specific single-hue unmixed Remazol dyes

Different brand names are applied to the vinyl sulfone dyes for sale. In the US, they are available as PRO Chemical & Dye's Liquid Reactive Dyes, as Createx Colors Liquid Fiber Dyes (now discontinued), and as Jacquard Red Label Silk Colors. In Australia, they are sold under the name of Remazol dyes by Batik Oetoro and by KraftKolour. In Europe, they are sold as Granat Remazolfarver by Granat Farvekompagniet, in Denmark, as Tobasign Dyes by Tobasign, in Spain, and as Ostazin V dyes by Synthesia in the Czech Republic.

The Remazol brand name is owned by Dystar, which still manufacturers many vinyl sulfone dyes. Vinyl sulfone dyes are also manufactured by other companies now. Dystar has obtained Oeko-Tex Standard 100 certification (PDF) for many of its Remazol and Procion HE dyes.

Notice, in the table below, that each company carries different Remazol dyes. You may find that only one company carries your very favorite dye color. A similar color can often be mixed from other primaries, but it may have slightly different properties, or be less glowingly bright, or perhaps less subtle. In most cases, they also sell a number of other useful colors, which they have blended from two or more other colors. These can be good to use, but to truly know the properties of your dyes, you must consider them individually. You can also mix any color you wish, if you start with a good set of primaries, ideally including colors that closely approximate the cyan, magenta, and yellow widely used as printer's primaries, plus some dull, dark colors to be used in mixing dark, deep shades. Unlike most types of fiber reactive dyes that can be used at room remperature, the vinyl sulfones include a couple of single-color unmixed blacks.

Each of these dye companies sells the dye directly to the public through their web site, except for Createx Colors and Jacquard, both of which sell through multiple retailers. One supplier for Createx Colors is Dick Blick; one supplier for Jacquard Red Label Silk Colors is Jalt.com, and they can be special-ordered from Dharma Trading Company. [Createx Remazols have been discontinued from all sources, although there was a report from a user that one can still buy them by calling the Createx company directly.]

Note that not every dye in each line of dyes is of this dye class. Jacquard includes one Procion H-E bifunctional dye as their Red Label Magenta. PRO Chemical & Dye's Fuchsia LR308 uses instead a magenta from the Levafix line, Levafix Brilliant Red E-6BA, which I find very beautiful. ProChem's Sun Yellow and Golden Yellow are of undisclosed dye types (their 'Golden Yellow' is more tan than golden in color). Although Dylon Permanent, Dylon Washing Machine, and Dylon Hand dyes all contain mostly Drimarene K type dyes, their Black contains mostly Reactive Black 5, a highly satisfactory Remazol type dye.

Recommended mixing primaries in the Jacquard Red Label line are yellow, magenta, cyan, and black; their web site includes a table for mixing different colors from these four. Don't use ProChem's 'Golden Yellow' as a mixing primary, because it is a tan color, not yellow, to my eye; it should be very useful as a toning mixer, however, for dulling down overly bright color mixtures. ProChem's 'Sun Yellow' is a good bright color for mixing, as are their Intense Blue and Turquoise; I personally prefer their Fuchsia to their Mixing Red as a primary.

In the table below, "JR" stands for Jacquard Red Label Dyes; "BO" stands for Batik Oetoro; "KK" for Kraftkolour; "GF" stands for Granat Farvekompagniet; and SYN stands for Synthesia. "PRO" stands for PRO Chemical & Dye. Note that Jacquard Red Label Silk Colors also include many other colors, which are, according to the manufacturers, mixtures of two or more colors of dye.

Jacquard Green Label Silk Colors contain the same dyes as Jacquard Red Label Silk Colors, but in the Green Label dyes, the concentration is half that of the Red Label dyes, and the Green Label dye mixtures have been acidified and appear to contain some (unidentified) chemicals not found in the Red Label dye mixtures. Jacquard Red Label Silk Colors are more dilute than ProChem's Liquid Fiber Reactive Dyes; Jacquard Red Label Black 759 is approximately one-fourth the strength of ProChem's Black 50% LR604.

The notes in the right hand column, below, are merely points of interest. I do not believe that the metals contained in a few of the dyes amount to enough to cause problems with disposal in home septic systems. It's interesting, to me, to note that blues often contain copper, since copper compounds themselves are often beautiful blues.

codeCI numberother namesretailersnotes
Yellow GR Reactive Yellow 15 Gelb GRBO, GF, SYNno metals
Yellow RTN Reactive Yellow 24Gelb RTN GF
Yellow GL Reactive Yellow 37Brill. Gelb GL GF, KK incl. in PRO Leaf Green
Yellow FG Reactive Yellow 42 SYN
Yellow R Reactive Yellow 77 BO, GFdischargeable (?)
Yellow R4GL Reactive Yellow 160 Brill. Gelb 4GL GF dischargeable (?)
Yellow 4G Reactive Yellow 186 SYN dischargeable (?)
Orange 2R Reactive Orange 7
Orange 3R Reactive Orange 16 Brill. Orange 3R;
Red Label 706 Apricot;
Strong Orange LR202
JR, BO, GF, KK, PRO, SYNdischargeable (?)
Orange 2G Reactive Orange 72
Orange 2RL Reactive Orange 82
Golden Yellow RNL Reactive Orange 107 KK
Red 5B Reactive Red 35SYN
Bordeaux B Reactive Red 49 Bordox B;
Red Label 717 Digital
JR, GF
Rubine CB Reactive Red 60
Red C2G Reactive Red 106
Red BS Reactive Red 111
Procion H-E 8B Reactive Red 152Red Label 715 MagentaJRreactive red #152 is actually a binfunctional dye, Procion H-E 8B, not a vinyl sulfone
Levafix Brilliant Red E-6BA Reactive Red 159 BOnot a vinyl sulfone: found in PRO LR 308 Fuchsia and mixtures
Red 6B Reactive Red 174 BO
Red RF3B Reactive Red 180 Brill. Rot F3BGF, KKno metals; dischargeable (?)
Red RB Reactive Red 198Red VS-MRBL
Mixing Red LR305
PRO, SYN
Red Violet R Reactive Violet 4
Violet 5R Reactive Violet 5Brill. Violet 5R;
Red Label 718 Purple
JR, BO, GF, KK ,SYNnon-dischargeable (?)
Blue R (Special) Reactive Blue 19Red Label 722 Royal Blue;
Intense blue LR406
JR, BO, GF, KK, PRO, SYN no metals; non-dischargeable (?)
Turquoise Blue G Reactive Blue 21 Türkisblau G133 BO, GF, KK, PRO, SYNcontains copper
PRO describes as "copper phthalo- cyanine dye solution"; non-dischargeable (?)
Blue 3R Reactive Blue 28Blau 3R GF
Green 6B Reactive Blue 38 BO, KK
Dark Blue HR Reactive Blue 89
Blue 3G Reactive Blue 98
Navy Blue GG Reactive Blue 203Brill. Blau BB133 GF, KK
Navy Blue 6G Reactive Blue 218 BO
Blue BB Reactive Blue 220 contains copper
Navy Blue RGB Reactive Blue 250
Brown GR Reactive Brown 18 Braun GRBO, GF, KKnon-dischargeable (?)
Black B Reactive Black 5 Schwarz B;
Red Label 759 Black
JR, BO, GF, KK, PRO, SYNno metals; some versions might also contain a tiny quantity of an unidentified dye; also found in Dylon Permanent dye "12 Black"; dischargeable (?);
Black RL Reactive Black 31 Schwarz RLGF


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About the Chemistry of the Vinyl Sulfone dyes

Here is a quote from Cellulosics Dyeing (ed. John Shore, 1995, Society of Dyers and Colourists), p 200:
The Remazol (Hoesht) vinylsulfone dyes, containing the characteristic 2-suphatoethylsulphonyl precursor grouping, are intermediate in reactivity between the high-reactivity heterocyclic systems, such as dichlorotriazone [Procion MX type] or difluropyrimidine, and the low-reactivity ranges, such as aminochlorotriazine [Procion H] or trichloropyrimidine. Exhaust dyeing temperatures between 40 and 60 degrees C may be chosen, depending on pH, since caustic soda [NaOH] is often selected to bring about alkaline hydrolysis of the precursor sulphate ester. [Use "ph" in "sulphate" if you're British, "f" if American.] These dyes are applicable by a wide variety of batchwise and continuous processes. The substantivity [tendency to cling to the fiber even when unreacted] of many of these dyes is markedly lower than that of typical haloheterocycloic dyes [eg Procion MX or Cibacron F]. Not only has the vinylsulphone group, unlike the heterocyclic ring systems, little if any inherent affinity for cellulose, but the terminal sulphato group enhances the aqueous solubility of the precursor form before 1,2-elimination to the vinylsulphone. In contrast to the haloheterocyclic systems, the dye-fibre bonds formed by the vinylsulphone dyes are at their weakest under alkaline conditions.
I.e., use temperatures between 40 and 60 C (104 and 140 F), and use alkaline conditions (high pH, as usual with fiber reactive dyes). High pH *might* work for discharging. It should resist acid perspiration better than Procion MX or Cibacron F dyes, if that's a problem for you. It should be vastly easier to wash out of the fabric than Procion MX or Cibacron F dyes. Note: vinyl sulfone dyes should be rinsed in cool water to remove auxiliary chemicals and normalize pH before it is rinsed in hot water; an initial rinse in hot water may break some of the bonds between dye and fiber.

structure, if available
(click on image
for enlarged view)
CI namechemical name
C.I. Reactive Blue 220, aka Remazol Br. Blue BB Cuprate(4-), [4,5-dihydro-4-[[8-hydroxy-7-[[2-hydroxy-5-methoxy-4-[[2- (sulfooxy)ethyl]sulfonyl]phenyl]azo]-6-sulfo-2-naphthalenyl]azo]-5-oxo-1-(4-sulfophenyl)-1H- pyrazole-3-carboxylato(6-)]-, sodium
Reactive Black 5 [2,7-naphthalenedisulfonic acid, 4-amino-5- hydroxy-3,6-bis((4-((2-(sulfooxy)ethyl)sulfonyl)phenyl)azo)-tetrasodium salt] (CAS Reg. No. 17095-24-8)
Reactive Blue 21 [copper, (29H,31H-phthalocyaninato(2-)- N29,N30,N31,N32)-, sulfo((4-((2- sulfooxy)ethyl)sulfonyl)phenyl)amino) sulfonyl derivs] (CAS Reg. No. 73049-92-0)
Reactive Orange 16 ?
Reactive Orange 78 [2-naphthalenesulfonic acid, 7-(acetylamino)- 4-hydroxy-3-((4-((2-(sulfooxy)ethyl) sulfonyl)phenyl)azo)-] CAS Reg. No. 68189-39-9)
Reactive Yellow 15 [benzensulfonic acid, 4-(4,5-dihydro-4-((2- methoxy-5-methyl-4-((2-(sulfooxy)ethyl) sulfonyl)phenyl)azo)-3-methyl-5- oxo-1H-pyrazol-1-yl)-] (CAS Reg. No. 60958-41-0)
Reactive Blue No. 19 [2-anthracene-sulfonic acid, 1-amino-9,10- dihydro-9,10-dioxo-4-((3-((2-(sulfooxy)ethyl)sulfonyl)phenyl)amino)-, disodium salt] (CAS Reg. No. 2580-78-1)
Reactive Red 180 [5-(benzoylamino)-4-hydroxy-3-((1-sulfo- 6-((2-(sulfooxy)ethyl)sulfonyl)-2-naphthalenyl)azo)-2,7- naphthalenedisulfonic acid, tetrasodium salt] (CAS Reg. No. 98114-32-0)


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