581-75-9

Usage

Uses

Used in Dye and Pigment Manufacturing:
Naphthalene-2,6-disulfonic acid is used as a key intermediate in the production of dyes and pigments due to its strong acidic and sulfonating properties, which contribute to the color intensity and stability of the final products.
Used in Pharmaceutical Production:
Naphthalene-2,6-disulfonic acid serves as a precursor in the synthesis of various pharmaceuticals, enabling the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Production:
Naphthalene-2,6-disulfonic acid is utilized in the manufacturing of agrochemicals, playing a crucial role in the development of effective and safe products for agricultural use.
Used in Industrial Cleaners and Detergent Formulation:
Naphthalene-2,6-disulfonic acid is incorporated into the formulation of industrial cleaners and detergents, enhancing their cleaning power and effectiveness in various applications.
Used in Fluorescent Agent Manufacturing:
Due to its unique chemical properties, Naphthalene-2,6-disulfonic acid is employed in the production of fluorescent agents, which are used in various applications such as diagnostics, imaging, and sensing.

InChI:InChI=1/C10H8O6S2/c11-17(12,13)9-3-1-7-5-10(18(14,15)16)4-2-8(7)6-9/h1-6H,(H,11,12,13)(H,14,15,16)

Upstream product

• 91-20-3 naphthalene 
• 120-18-3 naphthalene-2-sulfonate 
• 7664-93-9 sulfuric acid 
• 81-04-9 naphthalene-1,5-disulfonate 
• 7732-18-5 water 
• 525-37-1 naphthalene-1,6-disulfonic acid 
• 1655-45-4 disodium 2,6-naphthalenedisulfonate 
• 6362-04-5 3-Aminonaphthalene-2,6-disulfonic acid 
• 92-41-1 2,7-naphthalenedisulfonic acid 

Downstream Products

• 6654-67-7 naphthalene-1,3,5,7-tetrasulphonic acid 
• 6362-05-6 1-amino-3,7-naphthalenedisulfonic acid 
• 93-01-6 2-naphthol-6-sulfonic acid 
• 13827-62-8 2,6-naphthalenedisulfonyl dichloride 
• 92-41-1 2,7-naphthalenedisulfonic acid 
• 581-43-1 2.6-dihydroxynaphthalene 
• 6483-80-3 4-hydroxy-naphthalene-2,6-disulfonic acid 
• 96892-95-4 2,6-naphthalene-dithiol 

Relevant academic research and scientific papers

Method of synthesizing, purifying and refining 2,6-naphthalene disulfonic acid

The invention discloses a method of synthesizing, purifying and refining 2,6-naphthalene disulfonic acid. The method comprises the following steps of 1) sulfonation and solventing-out: heating refinednaphthalene and concentrated sulfuric acid for sulphonation to produce 2,6-naphthalene disulfonic acid and 2,7-naphthalene disulfonic acid, and performing solventing-out with water and filtering to obtain a 2,6-naphthalene disulfonic acid filter cake and a 2,7-naphthalene disulfonic acid mother liquor; 2) washing: by taking ammonia water with the mass percentage being 0.08-0.20 percent or a 0.15-0.28 percent ammonium sulfate aqueous solution as a washing reagent, washing the 2,6-naphthalene disulfonic acid filter cake to obtain a 1-grade 2,6-naphthalene disulfonic acid filter cake and a 1-grade refined filtrate, performing circulation washing on the 2,6-naphthalene disulfonic acid filter cake for 2-4 times at this way to obtain a 2,6-naphthalene disulfonic acid product with the purity larger than 99 percent; and 3) washing solution indiscriminate application: enabling the 1-grade refined filtrate to return for indiscriminate application to a solventing-out procedure in the step 1) and/or a washing procedure in the step 2), and enabling the residual refined filtrate to return for indiscriminate application to the washing procedure in the step 2). The method provided by the invention realizes the purposes of acquiring high-quality 2,6-naphthalene disulfonic acid with separation, refining and purification, increasing the yield of 2,7-naphthalene disulfonic acid and lowering wastewater discharge.

Controlled orientation of polyconjugated guest molecules in tunable host cavities

Linear conjugated guest molecules with high aspect ratios form inclusion compounds with guanidinium organodisulfonate (GDS) host frameworks in which organodisulfonate pillars connect opposing GS sheets to generate lamellar architectures that reflect templating by the guest. Through judicious selection of pillars having adjustable lengths (lS-S, as measured by the separation between distal sulfur atoms) and guests of various lengths (lg), the framework architecture can be controlled systematically in a manner that enables regulation of the guest orientation and aggregation in the host framework. Inclusion compounds for which lg/lS-S ≤ 0.9 exhibit a bilayer architecture with 1-D channels containing guests oriented parallel to the long axis of the pillar. Guests with values of l g comparable to lS-S, however, promote the formation of a brick architecture in which the guests and the pillar are arranged in a herringbone motif. Surprisingly, longer guests (lg = 1.25l S-S) favor the formation of the bilayer architecture despite their larger volume because the guests are forced to align end-to-end as single-file arrays due to the vertical constraints of the 1-D channels. Bithiophene and biphenyl guests (lg S-S) are exceptional, promoting bilayer structures in which turnstile rotations of the pillars afford an unusual motif in which the guests are isolated from one another. The ability to synthesize a large family of compounds based on a common supramolecular building block (the GS sheet) permits construction of a structural phase diagram based on two simple molecular parameters, lg and l S-S, that can be used to sort the inclusion compounds according to their framework architectures and enable prediction of crystal structures for new host-guest combinations. The effects of these different framework architectures and packing motifs is manifested as bathochromic shifts in the absorption and emission spectra of the guests compared with their spectra in methanol solutions. This behavior is supported by ab initio TDDFT calculations that reproduce the bathochromic shifts associated with the effects of guest-guest and guest-host interactions, combined with conformational constraints imposed on the guest molecules by the rigid host framework.

A ph switchable pseudorotaxane based on a metal cage and a bis-anionic thread

Please let me in! A new kind of (pseudo)rotaxane is formed quantitatively when a bis-anionic thread is added to a molecular cage comprised of two positively charged metal complexes. The rotaxanation mechanism follows two alternative ways depending on the metal (Pd vs. Pt) and the stopper size of the guest (see figure).

On the positional reactivity order in the sulfuric acid sulfonation of the two naphthalenesulfonic acids

The sulfonation in 98.5percent H2SO4 at 25.0 deg C of naphthalene-1-sulfonic acid yields 58percent 1,5-, 32percent 1,6-, and 10percent 1,7-disulfonic acids and that of the 2-sulfonic acid 4percent 1,3-, 74percent 1,6-, 18percent 1,7-, and 4percent 2,6- + 2,7-disulfonic acids.Further sulfonation of the latter disulfonic acid mixture in 105.2percent H2SO4 at 25.0 deg C yields 78percent 1,3,6- and 12percent 1,3,5- + 1,3,7-trisulfonic acids.Reaction of naphthalene-1,5-disulfonic acid with 105.2percent H2SO4 at 25 deg C yields 5-sulfonaphthalene-1-sulfonic anhydride.Partial rate factors for the sulfonation of naphthalene-1- and -2-sulfonate in highly concentrated aqueous sulfuric acid (where the sulfonating entity is H2S2O7) are reported.They are discussed in terms of the difference in the reactivity of the α- and β-positions of the naphthalene skeleton and the electronic and steric effects of the sulfonate substituent already present.

Process for separation of naphthalenedisulfonic acids

A process for separating 1,6-naphthalenedisulfonic acid, 2,6-naphthalenedisulfonic acid or 2,7-naphthalenedisulfonic acid selectively from reaction mixtures obtained by disulfonation of naphthalene under different reaction conditions is disclosed. For example, a particular disulfonation reaction of naphthalene is carried out which favors the formation of a particular isomer. This reaction mixture is diluted with water to adjust the sulfuric acid concentration to 35 to 90% by weight and the temperature is maintained at 0° to 80° C.; 1,6-naphthalene-disulfonic acid is selectively separated at high purity.