VINYLSULFONIC ACID


VINYL SULFONIC ACID

Vinyl sulfonic acid is the simplest representative of unsaturated sulfonic acids. 
The activated double bond causes the high reactivity towards nucleophilic agents and the pronounced tendency to polymerize, especially when used as a comonomer with functional vinyl and (meth) acrylic acid compounds.


Preferred IUPAC name
Ethenesulfonic acid

CAS Number    
1184-84-5
3039-83-6 (sodium salt)

Vinylsulfonic Acid is a useful reagent (monomer) for the formation of poly(anionic) polymers and copolymers. 
Vinylsulfonic Acid is employed as a basic brightener and leveling agent in nickel baths. 
Vinylsulfonic Acid is also used as intermediate for organic synthesis, surfactant, pharmaceutical industry.
Vinylsulfonic Acid is a co-monomer for the polymerization of functional polymers.


Vinylsulfonic Acid
Ethylene sulphonic acid
EC / List no.: 214-676-1
CAS no.: 1184-84-5
Mol. formula: C2H4O3S
Ethylenesulphonic acid
ethylenesulphonic acid
ethenesulfonic acid

SVS


Product Description
Vinylsulfonic acid is the organosulfur compound with the formula CH2=CHSO3H. 
It is the simplest unsaturated sulfonic acid
The C=C double bond is a site of high reactivity. polymerize gives polyvinylsulfonic acid, especially when used as a comonomer with functionalized vinyl and (meth)acrylic acid compounds.
It is a colorless, water-soluble liquid, although commercial samples can appear yellow or even red.
The activated C=C double bond of vinylsulfonic acid reacts readily with nucleophiles in an addition reaction. 
2-Aminoethanesulfonic acid is formed with ammonia and 2-methylaminoethanesulfonic acid with methylamine.
Vinylsulfonic acid is the monomer in the preparation of highly acidic or anionic homopolymers and copolymers. 
These polymers are used in the electronic industry as photoresists, as ion-conductive polymer electrolyte membranes (PEM) for fuel cells. 
For example, transparent membranes with high ion exchange capacity and proton conductivity can be produced from polyvinylsulfonic acid.


Vinylsulfonic acid is the organosulfur compound with the formula CH2=CHSO3H. 
It is the simplest unsaturated sulfonic acid.
The C=C double bond is a site of high reactivity. 
Vinylsulfonic acid polymerizes to polyvinylsulfonic acid, especially when used as a comonomer with functionalized vinyl and (meth)acrylic acid compounds.
It is a colorless, water-soluble liquid, although commercial samples can appear yellow or even red.

Vinylsulfonic acid is produced industrially by the alkaline hydrolysis of carbyl sulfate with subsequent acidification of the resulting vinyl sulfonate salt:


The reaction is highly exothermic (reaction enthalpy: 1,675 kJ/kg) and requires exact maintenance of temperature and pH during the hydrolysis. 
When calcium hydroxide is used as the hydrolysis medium, a solution of calcium vinyl sulfonate is obtained. Acidification of this hydrolysis mixture with sulfuric acid gives vinylsulfonic acid, together with the poorly soluble calcium sulfate.

Vinylsulfonic acid also can be prepared by dehydration of isethionic acid with phosphorus pentoxide:

Vinylsulfonic acid can also be prepared by sulfochlorination of chloroethane, dehydrohalogenation to vinylsulfonyl chloride and subsequent hydrolysis of the acid chloride.

Use
The activated C=C double bond of vinylsulfonic acid reacts readily with nucleophiles in an addition reaction. 
2-Aminoethanesulfonic acid is formed with ammonia and 2-methylaminoethanesulfonic acid with methylamine.

Vinylsulfonic acid is the monomer in the preparation of highly acidic or anionic homopolymers and copolymers. 
These polymers are used in the electronic industry as photoresists, as ion-conductive polymer electrolyte membranes (PEM) for fuel cells. 
For example, transparent membranes with high ion exchange capacity and proton conductivity can be produced from polyvinylsulfonic acid.

Research
Vinylsulfonic acid may also be grafted to polymeric supports (e.g. polystyrene) to give highly acidic ion exchangers, which used as catalysts for esterification and Friedel-Crafts acylations.
Where the sulfonic acid functionality is not essential, the much more usable alkaline aqueous solution of sodium vinylsulfonate is used, which is obtained directly in the alkaline hydrolysis of the carbyl sulfate and is commercially supplied as an aqueous solution..

APPLICATION(S):
• As a monomer in the polymerisation of sulfonated vinyl-type resins and used as an organic intermediate in sulfoethylation reactions.
• In sizing of textile fibres
• Dye fixing agent for textile fibre
• In enhanced oil recovery as fluid loss control additive
• Adjuvant for ion exchange resins to increase the exchange capacity.
• As a cement dispersant for slump and workability improvement
• As an dispersing agent in paper coating.
• As a brightener in Nickel & Chromium baths for electro-deposition.

Golpanol VS is used as a basic brightener and leveling agent for electroplated nickel at concentrations of 2 – 4 g/l.

Metal Surface Treatment
Product: Golpanol Metal Brighteners
Industries: Metal Processing & Fabrication


Sodium Vinyl Sulfonate Market: Application Segment Analysis
Emulsifier
Plating additive
Fiber processing
Paint
Other


Vinylsulfonic acid [Wiki]


VINYLSULFONIC ACID

ethenesulfonic acid

Ethylenesulfonic acid

1184-84-5

VINYLSULPHONIC ACID

UNII-GJ6489R1WE

GJ6489R1WE

Ethylenesulphonic acid

Sodium ethylenesulfonate

1rql

Ethylenesulfonicacid

NSC8957

EINECS 214-676-1

vinyl sulfonic acid

ethylene sulfonic acid

SCHEMBL16079

Vinylsulfonic Acid, >/=97%

CHEMBL1236690

DTXSID2047018

CTK0I0218

Sodium ethenesulfonate(25%Nasalt)

1184-84-5 [RN]
214-676-1 [EINECS]
Acide éthènesulfonique [French] [ACD/IUPAC Name]
Ethenesulfonic acid [ACD/Index Name] [ACD/IUPAC Name]
Ethensulfonsäure [German] [ACD/IUPAC Name]
ethylenesulfonic acid
GJ6489R1WE
Vinylsulfonic acid [Wiki]
3039-83-6 (SODIUM SALT)
EINECS 214-676-1
ESA
Ethanesulfonic acid [ACD/Index Name] [ACD/IUPAC Name]
ethenesulphonic acid
Ethylenesulfonicacid
ethylenesulphonic acid
MFCD09743544
Sodium ethenesulfonate(25%Nasalt)
UNII:GJ6489R1WE
UNII-GJ6489R1WE
vinyl sulfonic acid
vinylsulfonicacid
VINYLSULPHONIC ACID
VSO


Pure vinyl sulfonic acid is a colorless, viscous and water-attracting liquid that quickly turns yellow-brown to dark red in air. 
Cleaning by decolorization with activated carbon and vacuum distillation, as well as stabilization of the oxidation-sensitive substance, e.g. B. MEHQ require considerable effort, but are essential to achieve high molecular weights in (co) polymerization or when used in electronic materials. 
Aqueous vinylsulfonic acid solutions are very acidic.

use
Nucleophiles can easily be added to the activated double bond of vinyl sulfonic acid; This creates taurine with ammonia and N-methyltaurine with methylamine , which is used as the starting material for the surfactant class of taurides. 
Vinyl sulfonic acid is used as a reactive monomer for the production of strongly acidic or anionic homo- and copolymers, which are used in the electronics industry in photoresists , as conductive polymers and in polymer electrolyte membranes (PEM) for fuel cells. 
Polyvinyl sulfonic acid forms transparent membranes with high ion exchange capacity and proton conductivity. 
Vinyl sulfonic acid can also be applied to polymeric carriers, such as. B. polystyrene can be grafted, with strongly acidic ion exchangers are obtained, which are suitable as catalysts for esterifications and Friedel-Crafts acylations . 
Where the sulfonic acid functionality is not absolutely necessary, the much more user-friendly alkaline-aqueous solution of sodium vinyl sulfonate , which is obtained directly from the alkaline hydrolysis of the carbyl sulfate, is used.

Golpanol VS
Chemical nature: Sodium vinyl sulphonate
Structural formula: H2C=CH–SO3Na
Molecular formula: C2H3O3NaS
Molar mass (DIN 32625): 130.1 g/mol

Properties
Physical form: Clear, yellow liquid
Concentration: 25.0 – 26.0 % (BASF method, hydrogenation iodine number)
Iodine colour (DIN EN 1557):  < 5
Density:  1.18 –1.22 g/cm3 (DIN 51757, Part 1, 23 °C, ASTM D 1298)
pH:  8 –10(ISO 976)

The above information is correct at the time of going to press. It does not necessarily form part of the product specification.
A detailed product specification is available from your local BASF representative.
Solubility Golpanol VS is miscible with water in all proportions.
Storage Golpanol VS should not be stored at temperatures above 30 °C, because this causes its pH to fall. 
It has a shelf life of six months in its sealed original packaging, provided it is stored properly.

Application
Golpanol VS is used to formulate brightener additives employed in the electroplating industry. 
It is employed as a basic brightener and levelling agent for electroplated nickel at concentrations of 2 – 4 g/l.

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