PL16832B1 - A method for the production of vat dyes tinting in the colors from pink to red. - Google Patents
A method for the production of vat dyes tinting in the colors from pink to red. Download PDFInfo
- Publication number
- PL16832B1 PL16832B1 PL16832A PL1683229A PL16832B1 PL 16832 B1 PL16832 B1 PL 16832B1 PL 16832 A PL16832 A PL 16832A PL 1683229 A PL1683229 A PL 1683229A PL 16832 B1 PL16832 B1 PL 16832B1
- Authority
- PL
- Poland
- Prior art keywords
- pink
- colors
- red
- production
- vat dyes
- Prior art date
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- 239000003086 colorant Substances 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims 2
- 238000006467 substitution reaction Methods 0.000 claims description 4
- 239000000975 dye Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- LGDPTPLJZGPOJL-UHFFFAOYSA-N n,n-dimethyl-2-nitrosoaniline Chemical compound CN(C)C1=CC=CC=C1N=O LGDPTPLJZGPOJL-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Description
Stwierdzono, ze otrzymuje sie zawiera¬ jace siarke barwniki kadziowe, kondensujac 2-arylo-imidy 6-chlorowco-dwuketo-dwuhy- dro-tionaftenów z 3-olksy-4-alkylo-tionafte- nami i ich produktami podstawienia w rdze¬ niu, zwlaszcza takiemi, które w polozeniu 6-podstawione sa chlorowcem, lub odwrot¬ nie 6-chlorowco-3-oksy-tionafteny konden- suje sie z 2-arylo-imidami 4-alkylo-2,3-dwu- keto-dwuhydro-tionaftenów i ich produkta¬ mi podstawienia w rdzeniu, zwlaszcza pod- stawionemi w polozeniu 6. Otrzymane barw¬ niki barwia bawelne z ikadzi podisiarczyno- wej w kolorach od rózowego do czerwone¬ go, dajac prawie takie same jaskrawe bar¬ wy jalk barwniki 4.4'-dwiualkylo-6,6'-dwu- chlorowco-tioinidigo, przewyzszaja je jed¬ nak pod wzgledem trwalosci na swiatlo i wplywy atmosferyczne, Stanowi to znaczny postep techniczny.Przyklad I. 184,5 czesci 6-chloro-3- cksy-tioniaftenu rozpuszcza sie w mniej wiecej 4000 czesciach kwasu octowego lo¬ dowatego i dodaje 364 czesci 4-metylo<-6- chloiro-2,3-dwuhydro-3-ketotionaftenu-2 - (p- dwumetylo-amino) -anilu, które otrzymuje sie np. przez oddzialywanie nitrozo-dwu- metylo-aniliny na alkaliczny roztwór 3-^sy-4-metyl6~6-chlorotionaftenu. Mieszani¬ ne ogrzewa sie przez pewien czas az do u- konczenia tworzenia sie barwnika. Wydzie¬ lony barwnik odsacza sie. Otrzymuje sie w stanie suchym ciemnoczerwony proszek rozpuszczajacy sie w stezonym kwasie siar¬ kowym w kolorze zielonym. Barwi on ba¬ welne z zóltej kadzi na jaskrawy kolor ró¬ zowy z odcieniem niebieskim. Ten sam barwnik otrzymuje sie, wychodzac od 2- arylo-imidu 6-chloro-oksyticnaftenu i kon- densujac go z 3-oksy-4-metylo-6-chlorotio- naftenami.Otrzymuje sie barwnik o podobnych wlasnosciach, gdy zamiast zwiazków chloru uzywa sie odpowiednia pochodna bromu.Przyklad II. Zastepujac w przykladzie I uzyty 3-oksy-4-metylo-6-chloro - tionaften przez 3-oksy-4-metylo-tionaften, otrzymuje sie barwnik barwiacy bawelne na jaskrawy kolor rózowy z odcieniem niebieskim. PLSulfur-containing vat dyes have been found to be obtained by condensing 6-halo-dice-dihydro-thionaphthene 2-arylimides with 3-olxy-4-alkyl thionaphthene and their substitution products at the core. in particular those which are 6-substituted by halogen or, conversely, 6-halo-3-oxy-thionaphthene is condensed with 4-alkyl-2,3-dihydro-thionaphthene 2-arylimides and their substitution products in the core, especially those in position 6. The dyes obtained dyes cotton from the bisulfite vats in pink to red colors, giving almost the same bright color dyes 4.4 '. dialkyl-6,6'-dihalo-thioinidigo, however, in terms of stability to light and atmospheric influences, it is a significant technological advance. Example I. 184.5 parts of 6-chloro-3-cxithionaphthene dissolve about 4,000 parts of glacial acetic acid and 364 parts of 4-methyl-6-chloro-2,3-dihydro-3 -ketothionaphthene-2 - (p-dimethyl-amino) -anil, which is obtained, for example, by the reaction of nitroso-dimethyl-aniline with an alkaline solution of 3-s-4-methyl-6-chlorothionaphthene. The mixtures are heated for some time until the dye formation is complete. The separated dye is filtered off. A dry dark red powder is obtained which dissolves in concentrated green sulfuric acid. It colors the cotton from the yellow vat a bright pink with a tinge of blue. The same dye is obtained by starting from 2-aryl-imide 6-chloro-oxytic naphthene and condensing it with 3-oxy-4-methyl-6-chlorothionaphthene. A dye with similar properties is obtained when instead of chlorine compounds corresponding bromine derivative. Example II. By replacing the 3-oxy-4-methyl-6-chlorothionaphthene used in Example 1 with 3-oxy-4-methyl-thionaphthene, a bright pink color with a blue tinge is obtained. PL
Claims (2)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL16832B1 true PL16832B1 (en) | 1932-10-31 |
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