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Home > Encyclopedia > 16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone

16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone

16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone structure

16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone 

structure
  • CAS No:

    2475-33-4

  • Formula:

    C42H18N2O6

  • Chemical Name:

    16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone

  • Synonyms:

    Naphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone,16,23-dihydro-;Dinaphtho[2,3-a:2′,3′-i]naphth[2′,3′:6,7]indolo[2,3-c]carbazole-5,10,15,17,22,24-hexone,16,23-dihydro-;16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone;C.I. 70800;Ahcovat Brown BR;Amanthrene Brown BR;Benzadone Brown BR;Brown SK;Calcoloid Brown BR;Caledon Dark Brown 3R;Carbanthrene Brown BR;Chemithrene Brown BR;Cibanone Brown BR;Cibanone Brown FBR;C.I. Vat Brown 1;Fenanthren Brown BR;Indanthren Bronze BR;Indanthren Brown BR;Indanthrene Brown BR;Mayvat Brown BR;Mikethrene Brown BR;Nihonthrene Brown BR;Nyanthrene Brown RB;Ostanthren Brown BR;Palanthrene Brown BR;Paradone Red Brown 2RD;Ponsol Brown RBT;Romantrene Brown FBR;Romantrene Brown FGR;Sandothrene Brown NBR;Solanthrene Brown BR;Solanthrene Brown JR;Tinon Brown BR;Tyrian Brown I-BR;Vat Brown SK;Solanthrene Brown F-BR;Vat Brown SKD;Novatic Brown BR;Vat Brown BR;Vat Brown 1;Navinon Brown BR;37400-11-6;39456-84-3;241813-60-5

  • Categories:

    Dyes and Pigments  >  Dye

Description

DryPowder


Vat brown 1 is a fine, dark brown to black crystalline powder with a slight odor. (NTP, 1992)|DryPowder


Vat brown 1 is a fine, dark brown to black crystalline powder with a slight odor. (NTP, 1992)

16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone Basic Attributes

646.60212

646.60

219-599-7

7B7O2R5Q9A

DTXSID7026283

Characteristics

134

7.28180

Vat brown 1 is a fine, dark brown to black crystalline powder with a slight odor. (NTP, 1992)

1.651 g/cm3

greater than 572° F (NTP, 1992)

1.896

less than 1 mg/mL at 66° F (NTP, 1992)

Insoluble in water.

Amines, Phosphines, and Pyridines

Oxidizing agents and reducing agents may destroy this chemical's color. (NTP, 1992).

Safety Information

UN 2810 6.1/PG 3

1

R25:Toxic if swallowed.

S45

T

P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P501

H317

Flash point data for this chemical are not available; however, it is probably combustible. Dust clouds may form explosive mixtures with air. (NTP, 1992)

|Warning|H317 (81.48%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, and P501|Aggregated GHS information provided by 34 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be use. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under ambient temperatures, and keep it away from oxidizing materials. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Drug Information

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound may emit toxic fumes of carbon oxides and nitrogen oxides. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

16,23-Dihydronaphth[2′,3′:6,7]indolo[2,3-c]dinaphtho[2,3-a:2′,3′-i]carbazole-5,10,15,17,22,24-hexone Use and Manufacturing

Methods of Manufacturing

Using 1, 4-diaminoanthraquinone and 1-chloroanthraquinone as raw materials, the two are first condensed in the presence of sodium carbonate, sodium acetate and cuprous chloride (the condensation reaction can also be carried out in a nitrobenzene medium. It is a liquid phase method), then the ring is closed in the presence of aluminum trichloride and sodium fluoride, and the product is obtained after oxidation by sodium hypochlorite. After filtering, drying and crushing, the finished product is obtained. Add 152kg 1-chloroanthraquinone, 68kg 1, 4-diaminoanthraquinone, 45kg sodium carbonate (98%), 4kg sodium acetate (98%), 10kg cuprous chloride (99%) into the drum reactor, After mixing for 15 minutes, the temperature is increased to 160-180°C for dehydration within 1 hour, and the temperature is continued to rise to 230°C for 3 hours. Cool and crush the material. Add water to the reactor to make a slurry, then put it into a boiling pot, add more water to 2000L, raise the temperature to 90-95°C, keep it for 1h, filter, and wash until neutral. Dry to moisture ≤0.5% to get about 200-205kg of condensate. Add 66kg of urea (industrial product), 24kg of sodium fluoride (96%), 60kg of condensate, 180kg of anhydrous aluminum trichloride (98%) into the reactor. After adding the materials in order, mix at room temperature and wait until When the hydrogen chloride gas is released, the temperature is gradually increased to 180-190°C, followed by air cooling for 1 hour, and the temperature is raised to 170-180°C again, kept for 3 hours, cooled, and crushed for 5 hours. Then put the material in the dilution pot (1500L of water has been added to the pot), adjust the volume to 2000L, boil at 90-95°C for 1h, cool to 60°C, filter, and wash with water until it is neutral. The filter cake is about 250kg. Add 1200L of water, 160L of liquid caustic soda (30%), 1200L of sodium hypochlorite solution (10%), 250kg of the above filter cake to the oxidation pot, heat up to 80℃, and then add 8.8kg of potassium permanganate (99%). Incubate at ℃ for 1h, filter to obtain a wet cake. Add 2000L of water, the above-mentioned wet cake, and 80L of hydrochloric acid (30%) into the acid boiling pot, keep it at 90-95℃ for 1h, filter and wash with water until it is neutral, and get about 50-54kg of dye. The total yield is about 85%-90% (based on 100% product).

Uses

Reduced brown BR is mainly used for dyeing cotton fibers, with good level dyeing and good affinity. It is also used for dyeing viscose fiber, silk, vinylon, viscose cotton, and cotton. It can also be used to dye polyester-cotton blended fabrics in the same bath with disperse dyes. The polyester is less stained. Reduced Brown BR can also be dyed with reduced gray BG in brown color, and reduced gray BG, brown GG, khaki GG can be used in a variety of gray and brown. It is a commonly used brown variety.

Production

< 25,000 lb

Naphth[2',3':6,7]indolo[2,3-c]dinaphtho[2,3-a:2',3'-i]carbazole-5,10,15,17,22,24-hexone, 16,23-dihydro-: ACTIVE

Computed Properties

Molecular Weight:646.6
XLogP3:7.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Exact Mass:646.11648630
Monoisotopic Mass:646.11648630
Topological Polar Surface Area:134
Heavy Atom Count:50
Complexity:1460
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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