Naphthalene-1,3,6-trisulfonyl chloride, ≥85%

Product Introduction

Naphthalene-1,3,6-trisulfonyl chloride (CAS No. 67294-61-5) is a multifunctional aromatic sulfonyl chloride containing three sulfonyl chloride groups attached to a naphthalene core. Its molecular formula is C₁₀H₅Cl₃O₆S₃ and its molecular weight is 423.70 g/mol.

The three highly reactive –SO₂Cl groups provide multiple sites for reaction with nucleophilic functional groups such as amines and alcohols. This makes Naphthalene-1,3,6-trisulfonyl chloride a useful multifunctional building block for polymer synthesis, crosslinking, membrane materials, and advanced organic materials.

J&K Scientific specifically describes this compound as a crosslinking agent for membrane materials, particularly for the preparation of polysulfonamide nanofiltration membranes. It can help improve membrane divalent-salt rejection, acid resistance, and hydrophilicity.

Mechanism / Principle

Multifunctional Sulfonyl Chloride Reactivity

Naphthalene-1,3,6-trisulfonyl chloride contains three sulfonyl chloride groups that readily undergo nucleophilic substitution reactions.

The general reaction principle is:

• The sulfur atom of the –SO₂Cl group is electrophilic.
• Nucleophiles such as amines can attack the sulfonyl sulfur.
• Chloride is displaced as the leaving group.
• Sulfonamide or sulfonate linkages can subsequently form.
• Because the molecule contains three sulfonyl chloride groups, it can act as a multifunctional crosslinking reagent.

This multifunctionality makes it particularly useful for constructing crosslinked polymer networks and membrane structures.

Key Research Applications

1. Nanofiltration Membranes

Naphthalene-1,3,6-trisulfonyl chloride is used as a multifunctional crosslinking reagent in membrane-material research.

Applications include:

• Nanofiltration membranes
• Polysulfonamide membranes
• Water-treatment membranes
• Ion-selective membranes
• Separation membrane development

J&K Scientific reports its use for polymerization of polysulfonamide nanofiltration membranes, with potential improvements in divalent-salt rejection, acid resistance, and hydrophilicity.

2. Polymer Crosslinking

The three sulfonyl chloride groups allow this compound to function as a multifunctional crosslinker.

Applications include:

• Polymer network formation
• Crosslinked polymers
• Functional polymer synthesis
• Polymer structure modification
• High-performance polymer materials

3. Polysulfonamide Materials

The compound can react with amine-containing monomers to form sulfonamide linkages.

Applications include:

• Polysulfonamide synthesis
• Aromatic sulfonamide polymers
• Membrane polymers
• Functional polymer networks
• High-performance separation materials

4. Membrane Surface and Interface Engineering

Its multifunctional sulfonyl chloride structure can be used to introduce crosslinked structures and modify membrane properties.

Applications include:

• Membrane surface modification
• Interfacial polymerization
• Membrane hydrophilicity optimization
• Chemical resistance improvement
• Separation-performance optimization

5. Organic Synthesis

Naphthalene-1,3,6-trisulfonyl chloride can also be used as a multifunctional sulfonylating reagent.

Applications include:

• Sulfonamide synthesis
• Sulfonylation reactions
• Functional aromatic compound synthesis
• Organic synthesis
• Synthetic intermediate development

6. Advanced Functional Materials

The rigid naphthalene core combined with three reactive sulfonyl chloride groups makes the compound attractive for functional-material research.

Applications include:

• Functional organic materials
• Crosslinked aromatic materials
• Molecular network construction
• Advanced polymer materials
• Chemical-resistant materials

Advantages

• Contains three reactive sulfonyl chloride groups
• Multifunctional crosslinking capability
• Rigid naphthalene aromatic core
• Suitable for sulfonamide formation
• Useful for polymer crosslinking
• Applicable to nanofiltration membrane development
• Suitable for polysulfonamide membrane synthesis
• Useful for membrane hydrophilicity and chemical-resistance studies
• Enables construction of highly crosslinked polymer networks

Storage & Handling

Naphthalene-1,3,6-trisulfonyl chloride is a reactive sulfonyl chloride and should be handled under appropriate laboratory conditions.

• Store in a tightly sealed container.
• Protect from moisture and humidity.
• ChemScene specifies storage in a sealed, dry environment at 2–8°C for its ≥98% grade. 
• Avoid prolonged exposure to atmospheric moisture.
• Handle in a suitable fume hood.
• Avoid contact with skin and eyes.
• Avoid breathing dust.
• Wear appropriate gloves, protective clothing, and eye protection.
• Because sulfonyl chlorides can react with moisture and nucleophiles, keep the material away from incompatible substances.
• Consult the product-specific SDS before handling.

The available SDS identifies potential hazards including harmful if swallowed, skin irritation, serious eye irritation, and respiratory irritation.

Research Areas

Researchers working in the following fields may benefit from Naphthalene-1,3,6-trisulfonyl chloride (CAS No. 67294-61-5):

• Membrane materials
• Nanofiltration
• Water treatment
• Polymer chemistry
• Polymer crosslinking
• Polysulfonamide materials
• Interfacial polymerization
• Organic synthesis
• Functional materials
• Separation technology

Q1: What is Naphthalene-1,3,6-trisulfonyl chloride?

A: Naphthalene-1,3,6-trisulfonyl chloride is a multifunctional aromatic sulfonyl chloride with CAS No. 67294-61-5, molecular formula C₁₀H₅Cl₃O₆S₃, and molecular weight 423.70 g/mol.

Q2: What is Naphthalene-1,3,6-trisulfonyl chloride used for?

A: It is primarily used as a multifunctional crosslinking and sulfonylating reagent, particularly in polymer, nanofiltration membrane, polysulfonamide, and functional-material research.

Q3: How many reactive groups does Naphthalene-1,3,6-trisulfonyl chloride contain?

A: It contains three sulfonyl chloride (–SO₂Cl) groups, allowing it to participate in multifunctional crosslinking reactions.

Q4: Is Naphthalene-1,3,6-trisulfonyl chloride used for nanofiltration membranes?

A: Yes. J&K Scientific identifies it as a crosslinking agent for polysulfonamide nanofiltration membranes and reports potential improvements in divalent-salt rejection, acid resistance, and hydrophilicity.

Q5: What is the molecular weight of Naphthalene-1,3,6-trisulfonyl chloride?

A: Its molecular weight is 423.70 g/mol.

Q6: Is Naphthalene-1,3,6-trisulfonyl chloride moisture sensitive?

A: Yes. As a sulfonyl chloride compound, it should be protected from moisture and stored under dry conditions.

Q7: Can it be used as a polymer crosslinker?

A: Yes. Its three sulfonyl chloride groups make it suitable for forming multiple covalent linkages with appropriate nucleophilic monomers, making it useful for crosslinked polymer and membrane-material research.

Q8: What is the difference between Naphthalene-1,3,6-trisulfonyl chloride and Naphthalene-1,3,6-trisulfonyl trichloride?

A: They refer to the same chemical compound, CAS 67294-61-5. “Naphthalene-1,3,6-trisulfonyl trichloride” is a synonym used by several chemical databases and suppliers.