PL20573B1 - Method for the production of water-insoluble azo dyes. - Google Patents
Method for the production of water-insoluble azo dyes. Download PDFInfo
- Publication number
- PL20573B1 PL20573B1 PL20573A PL2057333A PL20573B1 PL 20573 B1 PL20573 B1 PL 20573B1 PL 20573 A PL20573 A PL 20573A PL 2057333 A PL2057333 A PL 2057333A PL 20573 B1 PL20573 B1 PL 20573B1
- Authority
- PL
- Poland
- Prior art keywords
- water
- azo dyes
- insoluble azo
- production
- benzothiazole
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 7
- GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical class CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000006193 diazotization reaction Methods 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 229920000742 Cotton Polymers 0.000 description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 235000017281 sodium acetate Nutrition 0.000 description 4
- 239000001632 sodium acetate Substances 0.000 description 4
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Wykryto, ze mozna otrzymywac cenne, nierozpuszczalne w wodzie barwniki azo¬ we, sprzegajac amidy kwasu acetyloocto- wego, w których atom wodoru grupy ami¬ dowej jest zastapiony reszta benzotiazolu wzglednie podstawionego benzotiazolu, ze skladnikami dwuazowania, niezawierajace- mi grup, które czynia zwiazki te rozpu- szczalnemi w wodzie.Barwniki, otrzymywane w ten sposób, barwia naogól w odcieniach zóltych, a wy¬ tworzone zabarwienia odznaczaja sie bar¬ dzo dobra odpornoscia na dzialanie swiatla i chloru.Przyklad I. 6 g acetooctowokarboylo- 2'-amino-6'-etoksy-benzotiazolu rozpuszcza sie w 5 cm3 lugu sodowego o 38°Be oraz 10 cm3 czerwonego oleju tureckiego i dopelnia woda do litra. 50 g przedzy bawelnianej zaprawia sie tym roztworem, dodajac soli kuchennej, i wywoluje wybarwienie roztworem, zawie¬ rajacym 1,42 g dwuazowanego l-a.mmo-2- metylo-5-chlorobenzenu i zobojetnionym octanem sodowym, nastepnie plócze i na¬ mydla. Otrzymuje sie jasna zólcien o bar¬ dzo dobrej trwalosci.Przyklad II. 50 g przedzy bawelnianej zaprawia sie roztworem, opisanym w przy¬ kladzie I. Przez wywolywanie wybarwienia roztworem, zawierajacym 1,52 g dwuazo¬ wanego ^-amino-2-nitro-4-metylobenzenu i zobojetnionym octanem sodowym, otrzy¬ muje sie, po wyplókaniu i namydleniu prze-dzy, zólcien o czerwonym odcieniu i o bar¬ dzo dobrej trwalosci.Przyklad III. 50 g przedzy bawelnianej zaprawia sie, jak w przykladzie L Przez wywolywanie wybarwienia roztworem, za¬ wierajacym 1,42 g dwuazowanego ./-amino- 2-imetylo-4-chlorobenzenu i zobojetnionym octanem sodowym, otrzymuje sie, po wy- plókaniu i namydleniu przedzy, piekna zól¬ cien.Przyklad IV. Przedze bawelniana za¬ prawia sie wedlug przykladu I, wywoluje wybarwienie roztworem, zawierajacym 1,27 g dwuazowanej o-chloro-aniliny i zobojet¬ nionym octanem sodowym. Po wyplókaniu i namydleniu przedzy otrzymuje sie jasna zólcien o odcieniu zielonym i o dobrej trwa¬ losci. PLIt has been found that it is possible to obtain valuable water-insoluble azo dyes by coupling acetoacetic acid amides in which the hydrogen of the amide group is replaced with a benzothiazole residue of a relatively substituted benzothiazole, with diazotization components not containing the groups that make the compounds These are water-soluble. The dyes obtained in this way dye generally in shades of yellow, and the colors produced have a very good resistance to the action of light and chlorine. Example I. 6 g acetoacetocarboylo-2'-amino- The 6'-ethoxy-benzothiazole is dissolved in 5 cm3 of sodium liquor at 38 ° Be and 10 cm3 of Turkish red oil and made up to one liter with water. 50 g of cotton yarn is seasoned with this solution, with the addition of common salt, and the color is developed with a solution containing 1.42 g of diazotized 1-a.mmo-2-methyl-5-chlorobenzene and neutralized sodium acetate, then fluff and soapy. A light yellow with a very good durability is obtained. Example II. 50 g of cotton yarn is seasoned with the solution described in Example I. By developing a dye with a solution containing 1.52 g of diazotized β-amino-2-nitro-4-methylbenzene and neutralized sodium acetate, it is obtained after softening and soaping of yellows with a red tint and very good durability. Example III. 50 g of cotton yarn are seasoned, as in Example L. By developing a dye with a solution containing 1.42 g of diazotized amino-2-imethyl-4-chlorobenzene and neutralized sodium acetate, it is obtained, after spinning and soaping yarns, beautiful yellow. Example IV. The cotton yarn is repaired according to Example 1, and develops a color with a solution containing 1.27 g of diazotized o-chloroaniline and neutralized sodium acetate. After washing and soaping, the yarn is light yellow with a green tinge and good durability. PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL20573B1 true PL20573B1 (en) | 1934-10-31 |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH238452A (en) | Process for the preparation of a copper-compatible polyazo dye. | |
| DE685124C (en) | Process for dyeing fibrous materials | |
| DE2255652A1 (en) | SULFONIZED TRIAZO DYES AND THE PROCESS FOR THEIR MANUFACTURING | |
| PL20573B1 (en) | Method for the production of water-insoluble azo dyes. | |
| DE666080C (en) | Process for the production of water-insoluble azo dyes | |
| DE637019C (en) | Process for the production of water-insoluble azo dyes | |
| DE431773C (en) | Process for the production of azo dyes | |
| DE556479C (en) | Process for the preparation of water-insoluble azo dyes | |
| DE684524C (en) | Process for the preparation of disazo dyes | |
| DE506073C (en) | Process for the preparation of azo dyes which are insoluble in water | |
| DE534891C (en) | Process for dyeing rayon from regenerated cellulose with azo dyes | |
| DE622656C (en) | Process for the production of water-insoluble azo dyes | |
| DE422214C (en) | Process for the preparation of monoazo dyes | |
| DE737584C (en) | Process for the production of water-insoluble monoazo dyes on vegetable fibers | |
| DE445403C (en) | Process for the preparation of azo dyes | |
| DE614459C (en) | Process for the production of azo dyes on the fiber | |
| DE653529C (en) | Process for the production of azo dyes on cellulose fiber | |
| DE693023C (en) | Process for the preparation of polyazo dyes | |
| DE696369C (en) | Process for the preparation of o-oxyazo dyes | |
| DE591549C (en) | Process for the production of water-insoluble azo dyes | |
| DE637089C (en) | Process for the production of water-insoluble azo dyes | |
| DE601962C (en) | Process for the production of azo dyes | |
| DE716715C (en) | Process for the preparation of o-oxyazo dyes | |
| DE906212C (en) | Process for the production of color-fast colors on acetyl cellulose as well as polyamides or polyurethanes | |
| DE475125C (en) | Process for dyeing rayon from regenerated cellulose |