Name | Vat Brown 5 |
Synonyms | C.I.73410 C.I. 73410 Vat Brown 5 C.I.Vat Brown 5 C.I. Vat Brown 5 Calcotone Brown 2R C.I.Pigment Brown 27 Lithosol Fast Brown GP Vat brown 5 (C.I. 73410) Δ2,2'(1H,1'H)-Binaphtho[2,1-b]thiophene-1,1'-dione (2E)-1H,1'H-2,2'-binaphtho[2,1-b]thiophene-1,1'-dione 2-(1-oxonaphtho[2,1-b]thien-2(1H)-ylidene)naphtho[2,1-b]thiophen-1(2H)-one 2-(1-oxonaphtho[2,1-b]thiophen-2(1H)-ylidene)naphtho[2,1-b]thiophen-1(2H)-one |
CAS | 3989-75-1 |
EINECS | 223-633-6 |
InChI | InChI=1/C24H12O2S2/c25-21-19-15-7-3-1-5-13(15)9-11-17(19)27-23(21)24-22(26)20-16-8-4-2-6-14(16)10-12-18(20)28-24/h1-12H/b24-23+ |
Molecular Formula | C24H12O2S2 |
Molar Mass | 396.48 |
Density | 1.523±0.06 g/cm3(Predicted) |
Boling Point | 575.7±50.0 °C(Predicted) |
Flash Point | 248.3°C |
Vapor Presure | 2.96E-13mmHg at 25°C |
Refractive Index | 1.863 |
Physical and Chemical Properties | solubility: insoluble in ethanol, slightly soluble in xylene (jujube red); Dark brown in concentrated sulfuric acid, blue after dilution; Red and yellow in alkaline powder solution, light brown in case of acid. hue or shade: Brown |
Use | The pigment belongs to thioindigo type of Vat Dyes, is an important Brown fabric dyeing colorant, with excellent light fastness and heat stability, mainly used in coatings, ink and leather coloring. |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | reduced brown 5(Vat Brown 5), also known as pigment brown 27, belongs to thioindigo vat dye type pigment, red brown powder, insoluble in water and ethanol; Slightly soluble in xylene is jujube red. When it comes to concentrated sulfuric acid, it is dark brown and turns blue, and it is blue after dilution. The leuco in the alkaline hydrosulfite reduction solution is slightly red and yellow, and it is light brown in the acidic solution. It is a thioindigo vat dye, which is an important brown fabric dyeing colorant. It has excellent light fastness and heat stability. It is mainly used for coloring materials, printing inks and leather. |
synthetic raw material | from 2-naphthalenesulfonic acid as raw material, it is reduced to 2-mercapto naphthalene, and then condensed with chloroacetic acid, acyl chlorination, and closed-loop reaction to generate benzo [4,5-]-hydroxythioindole, which is oxidized to obtain C.I. reduction of brown 5; Or adopt a simplified process: using naphthalene as raw material and acetic anhydride (aluminum trichloride as catalyst) to generate 1-naphthalenone, and then sulfidation with sodium polysulfide to generate C.I. reduced brown 5; reduced brown 5 is obtained by pigment treatment. |
preparation process | 2-naphthalenesulfonic acid is used as raw material through acyl chlorination, reduction and conversion to 2-mercaptobenaphthalene, and then condensation with chloroacetic acid, acyl chlorination, and closed-loop reaction to generate benzo [4,5-]-hydroxythioindole, which is oxidized to obtain C.I. reduction of brown 5; Or adopt a simplified process: naphthalene is used as raw material and acetic anhydride (aluminum trichloride is used as catalyst) to generate 1-naphthalene ketone, which is then subjected to vulcanization reaction with sodium polysulfide to generate C.I. reduced brown 5; C.I. pigment brown 27 is obtained by pigment treatment. |
use | is used for dyeing and printing cotton, viscose, silkworm thread, wool, vinylon and other textiles. The affinity for cotton is poor, so it is less used for dyeing. It can be applied to direct printing, anti-dyeing printing and aniline black anti-dyeing, and also suitable for light to medium color pull-out printing. After finishing with urea-formaldehyde, cyanaldehyde, KMEU, BHES and other resins, the color light is slightly lighter. After finishing with 2D resin, the color light is almost unchanged. The printing and dyeing products of this product are exposed to sunlight, which is easy to cause embrittlement of fibers. |
production method | the product is prepared by acetylation of naphthalene with acetic anhydride and aluminum trichloride, hydrolysis with sodium polysulfide and ethanol for vulcanization and condensation, filtration, drying and commercial treatment after desulfurization. Raw material consumption (kg/t) refined naphthalene 615 acetic anhydride 600 dichloroethane 690 ethanol (95%) 950 sulfur 2040 caustic soda (100%) 2100 aluminum trichloride 1690 sodium nitrite 215 diffuser (100%) 640 disodium hydrogen phosphate 102 |