BE470179A - - Google Patents
Info
- Publication number
- BE470179A BE470179A BE470179DA BE470179A BE 470179 A BE470179 A BE 470179A BE 470179D A BE470179D A BE 470179DA BE 470179 A BE470179 A BE 470179A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- acid
- dyes
- diamino
- red
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 claims description 2
- 239000000980 acid dye Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000004985 diamines Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000004753 textile Substances 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 150000003457 sulfones Chemical class 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- NWGAZJKRHMBSCV-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-1-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(O)C2=CC(N)=CC=C21 NWGAZJKRHMBSCV-UHFFFAOYSA-N 0.000 description 1
- HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241000039077 Copula Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000027326 copulation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/227—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl sulfide or a diaryl polysulfide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
"Colorants acides disazoîques et leur procédé de préparation"
La Société demanderesse a trouvé qu'on obtient de pré- cieux colorants disazoîques rouges en tétrazotant des diamino- diphényl-sulfones ou des diamino-diphényl-sulfoxydes ne contenant pas de groupes sulfoniques ou carboxyliques (ou leurs dérivés, tels que par exemple leurs dérivés alcoylés, alcoxylés ou halogénés), puis en copulant en solution acide les composés tétrazoîques ainsi obtenus avec 2 molécules d'acide 2-amino-8-hydroxy-naphtalène- 6-sulfonique.
Les nouveaux colorants ainsi obtenus possèdent une ex- cellente solidité à la lumière, ainsi qu'une remarquable solidité à l'eau de mer.
Exemple.
On tétrazote, suivant les procédés habituels, 27,6 parties de 4,4'-diméthyl-3,3'-diamino-diphényl-sulfone, puis on
<Desc/Clms Page number 2>
copule avec 47,8 parties d'acide 2-amino-8-hydroxy-naphtalène- 5-sulfonique, préalablement dissous dans 200 parties d'eau avec la quantité nécessaire de carbonate de sodium, puis de nouveau précipité par addition d'acide chlorhydrique jusqu'à réaction acide au congo. La copulation qui se fait lentement peut tou- tefois être accélérée en chauffant légèrement et en ajoutant de l'acétate de sodium ; la copulation est terminée, on ajoute du carbonate de sodium jusqu'à réaction neutre au congo, on filtre, puis on sèche.
Le colorant ainsi obtenu se présente sous la forme d'une poudre rouge-foncé, solubiee dans l'eau en donnant une solu- tion rouge-jaunâtre, et soluble dans l'acide sulfurique concentré avec coloration violette ; enbain acide, il teint la laine en tona- lités rouge-bleuâtres, solides à la lumière.
D'après le même procédé, on peut également préparer par exemple les colorants suivants :
EMI2.1
<tb> Composé <SEP> tétrazoique <SEP> Composant <SEP> de <SEP> copulation <SEP> Teinture <SEP> acide <SEP> sur
<tb>
<tb>
<tb>
<tb>
<tb>
<tb> préparé <SEP> à <SEP> partir <SEP> de: <SEP> laine
<tb>
EMI2.2
4.4'-diméthoxy-3.3'- acide 2-amino-S-hydrox- rouge diamino-diphényle- naphtalène-6"sulfonique
EMI2.3
<tb> sulfone
<tb>
<tb>
<tb>
<tb> 4.
<SEP> 4'-diamino-diphé- <SEP> " <SEP> " <SEP> rouge <SEP> bleuâtre
<tb>
<tb> nylsulfoxyde
<tb>
<tb>
<tb> 3.3'-diamino-diphé- <SEP> " <SEP> " <SEP> rouge <SEP> jaunâtre
<tb>
<tb>
<tb> nylsulfone
<tb>
<tb>
<tb> 2.4'-diméthyl-3'5- <SEP> " <SEP> " <SEP> rouge <SEP> bleuâtre
<tb>
<tb> diamino-diphényle-
<tb>
<tb>
<tb> sulfone
<tb>
<tb>
<tb> 4.4' <SEP> -diamino-diphé- <SEP> " <SEP> " <SEP> @" <SEP> @" <SEP> "
<tb>
<tb>
<tb> nylsulfone
<tb>
<tb>
<tb> 4.4'-dichloro-3.3'- <SEP> " <SEP> " <SEP> " <SEP> "
<tb>
<tb> diamino-diphényl-
<tb>
<tb>
<tb> sulfone.
<tb>
<Desc / Clms Page number 1>
"Disazoic acid dyes and their preparation process"
The Applicant Company has found that valuable red disazoic dyes are obtained by tetrazotating diamino-diphenyl-sulfones or diamino-diphenyl-sulfoxides not containing sulfonic or carboxylic groups (or their derivatives, such as for example their derivatives. alkylated, alkoxylated or halogenated), then by coupling in acid solution the tetrazoic compounds thus obtained with 2 molecules of 2-amino-8-hydroxy-naphthalene-6-sulfonic acid.
The novel dyes thus obtained have excellent fastness to light as well as remarkable fastness to sea water.
Example.
27.6 parts of 4,4'-dimethyl-3,3'-diamino-diphenyl-sulfone are tetrazotated, following the usual methods, then
<Desc / Clms Page number 2>
copula with 47.8 parts of 2-amino-8-hydroxy-naphthalene-5-sulfonic acid, previously dissolved in 200 parts of water with the necessary quantity of sodium carbonate, then again precipitated by addition of hydrochloric acid until an acid reaction in the Congo. The slow coupling can, however, be accelerated by heating slightly and adding sodium acetate; coupling is complete, sodium carbonate is added until neutral reaction with congo, filtered and then dried.
The dye thus obtained is in the form of a dark red powder, dissolved in water to give a yellowish-red solution, and soluble in concentrated sulfuric acid with violet coloration; in an acid bath, it dyes the wool in bluish-red tones, solid in the light.
By the same process, the following colorants can also be prepared, for example:
EMI2.1
<tb> Tetrazoic <SEP> compound <SEP> <SEP> component of <SEP> copulation <SEP> Tincture <SEP> acid <SEP> on
<tb>
<tb>
<tb>
<tb>
<tb>
<tb> prepared <SEP> to <SEP> from <SEP> of: <SEP> wool
<tb>
EMI2.2
4.4'-Dimethoxy-3.3'- 2-amino-S-hydrox- red diamino-diphenyl- naphthalene-6 "sulfonic acid
EMI2.3
<tb> sulfone
<tb>
<tb>
<tb>
<tb> 4.
<SEP> 4'-diamino-diph- <SEP> "<SEP>" <SEP> bluish red <SEP>
<tb>
<tb> nylsulfoxide
<tb>
<tb>
<tb> 3.3'-diamino-diph- <SEP> "<SEP>" <SEP> red <SEP> yellowish
<tb>
<tb>
<tb> nylsulfone
<tb>
<tb>
<tb> 2.4'-dimethyl-3'5- <SEP> "<SEP>" <SEP> bluish red <SEP>
<tb>
<tb> diamino-diphenyl-
<tb>
<tb>
<tb> sulfone
<tb>
<tb>
<tb> 4.4 '<SEP> -diamino-diph- <SEP> "<SEP>" <SEP> @ "<SEP> @" <SEP> "
<tb>
<tb>
<tb> nylsulfone
<tb>
<tb>
<tb> 4.4'-dichloro-3.3'- <SEP> "<SEP>" <SEP> "<SEP>"
<tb>
<tb> diamino-diphenyl-
<tb>
<tb>
<tb> sulfone.
<tb>
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE470179A true BE470179A (en) |
Family
ID=120418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE470179D BE470179A (en) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE470179A (en) |
-
0
- BE BE470179D patent/BE470179A/fr unknown
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