2,3-diaminonaphthalene CAS 771-97-1

Multiple reaction sites: Two amino groups (adjacent) and naphthalene rings (C4, C5, C7) provide multiple substitution possibilities
Redox activity: Amino groups can be oxidized to nitro groups under acidic conditions (E °=0.96V vs SHE)
Coordination ability: As a bidentate ligand, it can form stable complexes with transition metals such as Fe ³ ⁺ and Cu ² ⁺

Azo dye intermediate
Acid Red 18: After diazotization with sodium p-aminobenzenesulfonate, the color yield is 98%, and the light fastness level is 6 (ISO 105-B02)
Direct Orange 39: undergoes condensation reaction with melamine to prepare triazine type reactive dyes, with a fixation rate>92%
Disperse Blue 73: synthesized by diazotization coupling closed-loop three-step method, sublimation fastness>220 ℃ (30min)

Functional pigment development
Thermochromic material: a reversible thermosensitive pigment prepared by compounding with crystal violet lactone, with a color changing temperature of 33-35 ℃, used for intelligent packaging

Electroluminescent Material: As a hole transport layer dopant, it improves the efficiency of OLED devices by 18% (at a brightness of 1000cd/m ²)

Near infrared absorber: with an absorption coefficient of 12.8cm ⁻¹ at the 1064nm laser wavelength, used for laser protective lenses

Special dyeing process
Wool fabric dyeing: Reacts with wool fibers at pH 4.5, with a color fastness (soap washing/rubbing) of 4-5 levels (ISO 105-C06)
Polyester fiber coloring: Through high-temperature and high-pressure dyeing process (130 ℃ × 45min), the dye uptake rate is>95%
Leather tanning and dyeing: a tanning and dyeing agent made by compounding with plant tanning agents, with a shrinkage temperature increase of 12 ℃ (compared to chrome tanning)

Research and development of anti-tumor drugs
DNA embedding agent: inserts DNA double helix through π - π stacking, IC ₅₀=2.1 μ M (HeLa cell line)
Topoisomerase inhibitor: shows synergistic effect when combined with camptothecin, increasing the killing rate of drug-resistant cell lines by 4.8 times
Nanodrug carrier: as a targeting ligand of mesoporous silica, it can achieve the selective delivery of MCF-7 breast cancer cells

Development of antibacterial materials
Medical catheter coating: covalently bound to silver nanoparticles, with an inhibition rate of>99.8% against Escherichia coli and Staphylococcus aureus (24-hour contact)

Wound dressing: Loading DAN into chitosan film promotes a 35% increase in fibroblast proliferation rate (in vitro experiment)
Food packaging film: antibacterial film prepared by blending with polylactic acid, with inhibition time of Listeria monocytogenes>30 days

Biosensing applications
Fluorescent probe: Fluorescence intensity increases by 12 times at pH 6.8, used for imaging lysosomal acidic environments
Metal ion detection: Stokes shift of Cu ² ⁺ reaches 180nm, detection limit is 0.2nM (aqueous system)
Enzyme activity assay: As a substrate analogue of β - glucosidase, Km=0.34mM, kcat=12.7s ⁻¹

Modification of Polymeric Materials
Epoxy resin curing agent: As a latent curing agent, the glass transition temperature Tg is 165 ℃, and the shelf life at 80 ℃ is>7 days
Polyimide precursor: polymerized with phthalic anhydride to produce a PI film with a tensile strength of 138 MPa and a dielectric constant of 2.9 (1 MHz)
Conductive polymer: DAN polypyrrole composite material prepared by in-situ polymerization method, with conductivity increased to 8.2 S/cm

Nanomaterial synthesis
Gold nanorods: As shape directing agents, the synthesis yield is>95% (aspect ratio 4.2 ± 0.3)

Graphene quantum dots: nitrogen doped GQDs synthesized by hydrothermal method, quantum yield 19.8%, cytotoxicity IC ₅₀>1mg/mL
MOF material: used as an organic ligand to construct Zr DAN framework, with a BET specific surface area of 2340m ²/g (77K)

Energy storage materials
Lithium ion battery positive electrode: composite with LiFePO ₄, discharge capacity of 162mAh/g at 0.2C rate, capacity retention rate of 91% after 200 cycles
Supercapacitor electrode: prepared 2,3-diaminonaphthalene/rGO composite material with a specific capacitance of 325F/g (1A/g) and an energy density of 12.8Wh/kg
Hydrogen storage material: ball milled composite with MgH ₂, with a hydrogen storage capacity of 5.8wt% (100 ℃ × 10MPa)

waste water treatment
Dye decolorization: The adsorption capacity of Congo red reaches 480mg/g (pH=10), which is better than activated carbon (240mg/g)
Heavy metal removal: The chelating capacity for Pb ² ⁺ reaches 1.2mmol/g (pH=5.5), and the distribution coefficient Kd is 10 ⁵ mL/g
Phenolic degradation: As an electron donor in the TiO ₂ photocatalytic system, the degradation rate of phenol is increased by 2.3 times

air pollution control
NOx absorbent: adsorbent prepared by copolymerization with polyethyleneimine, with NO penetration capacity>12mmol/g (30 ℃)

VOCs catalytic oxidation: As a carrier for Pd nanoparticles, the complete oxidation temperature of toluene is reduced by 80 ℃ (T90=220 ℃)
CO ₂ Capture: As a synergistic absorbent in amine functionalized ionic liquids, CO ₂ absorption reaches 1.8 mol/mol IL

Soil remediation
Pesticide degradation: As a ligand in the Fenton system, the degradation half-life of DDT is shortened to 12 hours (compared to 48 hours in the original system)
Stabilization of heavy metals: Combined with hydroxyapatite, the bioavailability of Pb in soil is reduced by 83%
Polycyclic aromatic hydrocarbon removal: Through electrochemical oxidation, the oxidation current density of phenanthrene on DAN modified electrode reached 0.8mA/cm ²

chromatographic analysis
Fixed phase modification: As the bonding phase of HPLC column, the separation degree of polycyclic aromatic hydrocarbons Rs>1.5 (naphthalene/acenaphthene)
Chiral separation: Form a host guest complex with β - cyclodextrin, with a separation factor of α=1.32 for tryptophan enantiomers

Spectral analysis
Fluorescent standard substance: quantum yield Φ=0.42 (dissolved in ethanol), used for calibration of fluorescence spectrophotometer
Raman marker: The characteristic peak intensity at 1340 cm ⁻¹ is 1.8 times that of Rhodamine 6G (at the same concentration)
Electrochemical sensing
PH sensor: Potential response slope on glassy carbon electrode 58.2mV/pH (25 ℃), linear range pH=2-12
Biosensor: Based on DAN glucose oxidase biological complex, detection limit is 0.5 μ M (S/N=3)

plant growth regulation
Anti lodging agent: sprayed during the jointing stage of wheat, the mechanical strength of the stem is increased by 45% (puncture force test)
Root promoter: a preparation made by compounding with humic acid, which increases the fresh weight of roots by 62% (rapeseed seedling experiment)
Stress inducer: Pre treatment with low temperature stress increased the SOD enzyme activity of rice seedlings by 2.1 times

piperonyl butoxide
Insecticides increase efficiency: when combined with deltamethrin, LD50 is reduced to 1/8 of the original drug (cotton bollworm bioassay)

Herbicide safety agent: reduces the phytotoxicity index of quinazoline to corn (ED10 increased by 3 times)
Synergistic fungicide: When mixed with carbendazim, the EC50 of Botrytis cinerea decreased from 0.8 μ g/mL to 0.2 μ g/mL
Intelligent agricultural materials
Light controlled slow-release fertilizer: Loading DAN into the coating material increases nutrient release rate by 3.2 times under ultraviolet light
Humidity sensor: embedded with DAN sensitive layer in agricultural film, resistance change rate Δ R/R ₀=0.8%/RH% (RH=30-90%)
Fruit maturity monitoring: based on DAN ethylene responsive color changing material, visual detection of maturity error<5%

Quantum dot technology
Single photon source: Preparation of DAN modified CdSe/ZnS quantum dots with quantum yield>75%, g ² (0)=0.02 (single photon property)
Quantum sensing: Utilizing the vibration mode of DAN to construct temperature sensing quantum dots (sensitivity 0.03nm/℃)

Biomimetic materials
Artificial muscle: Composite with liquid crystal elastomer to prepare electrostrictive material with a strain rate of 12% (5V/μ m electric field)
Bioadhesive Material: Simulating barnacle protein, preparing biomimetic adhesive with underwater adhesion strength>2.3 MPa

Topological materials
Two dimensional materials: MoS ₂ intercalated with DAN prepared by chemical vapor deposition method, with bandgap control range of 0.8-1.5eV
Magnetic electric coupling material: achieving a magnetic electric coupling coefficient α=0.8ps/m (electric field induced magnetization) at the DAN-Cr ₂ O ∝ interface