| Name | ORALITH BRILLIANT PINK R |
| Synonyms | P.R.181 C.I. 73360 Vat Red 1 Vat Red 1 (C.I.) Thioindigo Pink R C.I.Pigment Red 181 Oralith brilliant pink R ORALITH BRILLIANT PINK R 6,6-dichloro-4,4-dimethyl-[2,2-bibenzo[b]thiophene]-3,3-dione (2E)-6,6'-dichloro-4,4'-dimethyl-3H,3'H-2,2'-bi-1-benzothiophene-3,3'-dione (2Z)-6,6'-dichloro-4,4'-dimethyl-3H,3'H-2,2'-bi-1-benzothiophene-3,3'-dione 6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2(3H)-ylidene)-4-methyl-1-benzothiophen-3(2H)-one |
| CAS | 2379-74-0 |
| EINECS | 219-163-6 |
| InChI | InChI=1/C18H10Cl2O2S2/c1-7-3-9(19)5-11-13(7)15(21)17(23-11)18-16(22)14-8(2)4-10(20)6-12(14)24-18/h3-6H,1-2H3/b18-17+ |
| Molecular Formula | C18H10Cl2O2S2 |
| Molar Mass | 393.307 |
| Density | 1.583g/cm3 |
| Boling Point | 529.1°C at 760 mmHg |
| Flash Point | 273.8°C |
| Vapor Presure | 2.78E-11mmHg at 25°C |
| Refractive Index | 1.751 |
| Physical and Chemical Properties | hue or shade: brilliant yellow, brilliant red |
| Use | The pigment is a kind of thioindigo vat dye organic pigment, which is specially used for the coloring of polystyrene and similar polymers, and can be dissolved in the coloring medium when the polymer is processed at high temperature, A bright blue red tone is given and has good light fastness. Another important use is as a coloring for cosmetics, such as toothpaste and the like, which is recognized as medicinal cosmetic Red No.30 in the United States and medicinal cosmetic Red No.226 in Japan. There are 13 types of products put on the market. |
| Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. |
| boiling point | 529.1±50.0 °C(Predicted) |
| density | 1.583±0.06 g/cm3(Predicted) |
| storage conditions | Sealed in dry,Room Temperature |
| color index | 73360 |
| EPA chemical information | Benzo[ B ]thiophen-3(2H)-one, 6-chloro-2-(6-chloro-4-methyl-3-oxobenzo[ B ]thien-2(3H)-ylidene)-4-methyl- (2379-74-0) |
introduction
The reduction of rosin R is a thioindigo dye. The main method to obtain thioindigo dyes is to oxidize unsubstituted or substituted benzo [B] thiophene-3 or naphthalene [2,3-b] thiophene, using various oxidants such as bromine in chlorosulfonic acid medium, polysulfide, oxygen in the presence of copper salt, etc.
Preparation
In a reactor equipped with a stirrer, a thermometer, a reflux condenser and a bubler, charge 300ml of water, 2g NaOH, 0.1g of surfactant (sodium salt of dioctyl sulfosuccinate) and 4-Methyl -6-chlorobenzo [B] thiophene-3 aqueous paste, heat the mixture to 70°C, 0.05g of disulfonic acid of cobalt dichlorophthalocyanine (0.12 weight% of 4-methyl-6-chlorobenzo [B] thiophene-3) was added and reacted for 1 hour. An aqueous paste containing 39.4g of 4,4 '-dimethyl -6,6'-dichlorothioindigo (reduced rosin R) was obtained in a yield of 98.5%.
use
1. reduced pink r is used for dyeing cotton, viscose fiber, silk, wool, nylon, vinylon and printing cotton cloth. Good levelness, medium affinity, bright and pure color, can be used alone, can also be combined with reduced red GGN, reduced brown RRD, reduced red lotus RH and other color matching. It is also used to make organic pigments, plastic coloring, etc.
2. Mainly used for dyeing and printing of cotton fabrics, and can also be used as a pigment for coloring plastics
production method
using o-toluidine as raw material, through vulcanization, alkaline hydrolysis, condensation with chloroacetic acid, diazotization, cyanidation, alkaline hydrolysis, cyclization, acidic hydrolysis and oxidation to obtain products. The finished product is filtered, crushed and dried..
334kg of glacial acetic acid is added into the lead-lined reactor, then 237kg of o-toluidine hydrochloride equivalent to 237kg of o-toluidine and 1065kg of sulfur monochloride are added in a batch, and then 9kg of aluminum trichloride is added. Carefully raise the temperature to 30°C and keep it for 5h, then carefully raise the temperature to 63°C and keep it for 5h. The prepared thiothionium chloride is added to 12000L of water, filtered, washed with water, and prepared for the next reaction. The released hydrogen chloride should be recovered.
suspend the above products in ice water, add 880L sodium hydroxide solution (27%) to ice water, and then add 220kg chloroacetic acid and 60kg sodium carbonate. If necessary, chloroacetic acid can be added until there are no yellow spots on the lead acetate test paper to obtain a thioglycolic acid solution. Based on o-toluidine, the yield is about 80%.
take the above thioglycolic acid solution (containing 366kg of thioglycolic acid), add 195kg of sodium nitrite, and add ice to cool the solution to 5 ℃. Ice water and hydrochloric acid are added to another reactor, and the above thioglycolic acid-sodium nitrite solution is added to maintain about 5°C to complete diazotization.
take cuprous chloride solution equivalent to 115kg of copper, 240kg of sodium cyanide solution in 770L of water and 665kg of sodium bicarbonate to make cuprous sodium cyanide solution, add ice to cool to 8 ℃, then inject the above diazonium solution into it, keep the temperature not exceeding 8 ℃, and often use r salt inspection (until diazonium cannot be detected).
Add sodium hydroxide until it is alkaline to phenolphthalein, remove copper and excess sodium cyanide from the reaction solution, and then add sodium tetrasulfide (prepared from 430kg of sodium sulfide crystallization, 165kg of sulfur, and then add 180kg 100% crystalline sodium sulfide) until there is no residual copper in the solution, and all excess sodium cyanide is converted into thiocyanate form. Heating to 65 ℃, adding 2.5t salt to make the salt reach 7% by volume, crystallize, cool, and filter to obtain a mixture of copper sulfide and thionaphthenate. This product is extremely unstable.
stir copper sulfide and thiocaphenate with 9000L of water, add sodium carbonate to make it alkaline, and add 2kg of activated carbon. Add 40000L of water to dissolve it and heat to 70 ℃. Filter into sulfuric acid at 80 ℃, use 13L of 95% sulfuric acid per 1000L of filtrate, keep it at 80 ℃ for 4-6h, filter, wash with water until it does not contain acid, and obtain 6-chloro-4-methylthionone. According to thioglycolic acid, the yield is about 65%.
| safety instructions | 23-24/25 |
| RTECS number | DL9825500 |