CS236435B1 - Method of monoazo-dye stuff's chromite complex preparation - Google Patents
Method of monoazo-dye stuff's chromite complex preparation Download PDFInfo
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- CS236435B1 CS236435B1 CS1019183A CS1019183A CS236435B1 CS 236435 B1 CS236435 B1 CS 236435B1 CS 1019183 A CS1019183 A CS 1019183A CS 1019183 A CS1019183 A CS 1019183A CS 236435 B1 CS236435 B1 CS 236435B1
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- Prior art keywords
- mol
- chromium
- monoazo
- acid
- addition
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 title abstract description 8
- 239000011651 chromium Substances 0.000 claims abstract description 11
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052804 chromium Inorganic materials 0.000 claims abstract description 10
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 7
- 239000012736 aqueous medium Substances 0.000 claims abstract description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 3
- 239000011707 mineral Substances 0.000 claims abstract description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 14
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 7
- 235000019253 formic acid Nutrition 0.000 claims description 7
- 150000001844 chromium Chemical class 0.000 claims description 5
- -1 chloride salts sulphate Chemical class 0.000 claims description 2
- 229940117975 chromium trioxide Drugs 0.000 claims description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N chromium trioxide Inorganic materials O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 2
- GAMDZJFZMJECOS-UHFFFAOYSA-N chromium(6+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Cr+6] GAMDZJFZMJECOS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229940037003 alum Drugs 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910021653 sulphate ion Inorganic materials 0.000 claims 1
- 238000004532 chromating Methods 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QLOKJRIVRGCVIM-UHFFFAOYSA-N 1-[(4-methylsulfanylphenyl)methyl]piperazine Chemical compound C1=CC(SC)=CC=C1CN1CCNCC1 QLOKJRIVRGCVIM-UHFFFAOYSA-N 0.000 description 1
- 229910021555 Chromium Chloride Inorganic materials 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 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
- 238000004043 dyeing Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Abstract
Způsob přípravy chromitého komplexu monoazobarviva obecného vzorce chromací polobarviva ve vodném prostředí za přídavku 0,01 až 0,3 molu minerální , kyseliny, vztaženo na 0,1 molu chromité sole.Process for preparing a chromium complex monoazo dyes of the formula by chromating the semi-dye in an aqueous medium with the addition of 0.01 to 0.3 moles of mineral acid, based on 0.1 mol of chromium sole.
Description
Vynález řeší «působ přípravy chromitého komplexu monoazobařviva obecného vzorce IThe present invention is directed to the preparation of the chromium complex of the monoazobaring agent of the formula I
Tento komplex je meziproduktem k výrobě barviv vhodných pro barvení vlny, hedvábí, polyamidových a polyuretanových vláken nebo jejich směsí ze slabě kyselé až neutrální lázně žlutými odstíny s vysokými stálostmi. Může být ale také použit i k jiným účelůip.This complex is an intermediate product for the production of dyes suitable for dyeing wool, silk, polyamide and polyurethane fibers or mixtures thereof from weakly acid to neutral baths with high shade yellows. It can also be used for other purposes.
ββ
Uvedený chromitý komplex se připravuje působením chromitých solí ne výchozí monoazobarvivo ve vodném prostředí při teplotě nad 100 °C (v uzavřené nádobě) za přídavku 5 až 20 % hmot. kyseliny mravenčí vztaženo na hmotnost azobarviva.Said chromium complex is prepared by treatment with chromium salts not the starting monoazo dye in an aqueous medium at a temperature above 100 ° C (in a closed vessel) with the addition of 5 to 20% by weight. formic acid based on the weight of azo dye.
23B 43523B 435
Nevýhodou tohoto postupu je kromě dlouhé reakční doby i nutnost použití značného přebytku chromítých solí i mravenčí kyseliny, který nejen že nezaručí kvantitativní průběh chromace, ale při izolaci chromitého komplexu přechází do odpadních vod.The disadvantage of this process is, besides the long reaction time, the necessity to use a considerable excess of chromium salts and formic acid, which not only does not guarantee the quantitative course of chromation, but passes into the waste water during the isolation of the chromium complex.
Nyní bylo nalezeno, že uvedené.nevýhody odstraňuje způsob přípravy chromitého komplexu, monoazobarviva Obecného vzorce IIt has now been found that these disadvantages are eliminated by the process for the preparation of the chromium complex, the monoazo dyes of the general formula I
kde jedno ze čtyř X je -SO^H a zbylá tři jsou atomy vodíku, chromací monoazobarviva obecného vzorce IIwhere one of the four X's is -SO 4 H and the other three are hydrogen atoms, by chromating the monoazo dyes of formula II
XX
- 3 236 435 kde jedno ze čtyř X je SO^H a zbylé tři X jsou 'atomy vodíku chromitými solemi ve vodném prostředí, podle vynálezu tím, že se chromace provádí za přídavku 0,01 až 0,3 mol minerální kyseliny vztaženo na 0,1 mol chromité sole, případně za přídavku 0,01 až 0,3 mol kyseliny mravenčí.3 236 435 wherein one of the four X is SO 4 H and the other three X are hydrogen atoms with chromium salts in an aqueous medium, according to the invention, in that the chromation is carried out with an addition of 0.01 to 0.3 mol of mineral acid based on 0 1 mol of chromium salt, optionally with the addition of 0.01 to 0.3 mol of formic acid.
Příklad 1 ..Example 1 ..
0,1 mol neutrální kopulační suspenze monoazobarviva z 2-amino-4-sulfoberzoové kyseliry a- l-fenyl-3-methyl-5pyrazolorx o objemu 500 ml se okyselí 0,1 mol kyseliny solné,; přidá se 0,11 mol chloridu chromítého a reakční směs se zahřívá v uzavřeném kotlíku 3 hodiny na 130 °C.A neutral mole suspension of the monoazo dye of 2-amino-4-sulfoberzoic acid and 1-phenyl-3-methyl-5-pyrazolorx (0.1 ml) is acidified with 0.1 mol of hydrochloric acid; 0.11 mol of chromium chloride was added and the reaction mixture was heated in a sealed kettle at 130 ° C for 3 hours.
Po ochlazení se vyloučený krystalický komplex odfiltruje. Získá se 72 g vlhkého - 55 g suchého, krystalického, chrematograficky zcela čistého produktu.After cooling, the precipitated crystalline complex is filtered off. 72 g of wet - 55 g of dry, crystalline, completely pure chromatographically is obtained.
Příklad 2 zExample 2 of
0,1 mol monoazobarvivay^-amino-5-sulfobenzoovJé kyseliny a l-fenyl-3-methyl-5-pyrazplonÁse rozpustí v 500 ml vody, okyselí 0,05 mol kyseliny sírové a přidá se 0,055 mol CrgíSO^^.ie HgO. V kotlíku se zahřívá 3 hodiny na 130 °C.0.1 mole of monoazo dye-4-amino-5-sulfobenzoic acid and 1-phenyl-3-methyl-5-pyrazplonic acid are dissolved in 500 ml of water, acidified with 0.05 mole of sulfuric acid and 0.055 mole of Cr 2 SO 4 is added. Heat in a cauldron at 130 ° C for 3 hours.
Po' ochlazení se filtrací izoluje 62 g vlhkého = 52 g suchého, kystalického, ehromatografieky jednotného chromitého komplexu.After cooling, 62 g of wet = 52 g of dry, crystalline, chromatographic, uniform chromium complex were isolated by filtration.
Příklad 3Example 3
K 0,1 mol neutrálního až slabě kyselého kopulačního x / roztoku (pH 5 až 7) monoazobarvivay 2-aminobenzoov© kyše- 4 238 43S lir y ai 1(4-sulfcfenyl)-3-methyl-5-pyrazoloni o objemuTo 0.1 mole of a neutral to weakly acidic coupling x / solution (pH 5-7) with 2-aminobenzoic monoazobarvivay kyše- © 4238 lire 43S ai y 1 (4-sulfcfenyl) -3-methyl-5-pyrazolone volume
500 ml se přidá 55 g kamence chroraÍto-draselného(=0,ll mol500 ml is added 55 g of potassium chromate alumina (= 0.1 mol
KCr(SO4>2*12H^-O)>.'17,8' g kyseliny mravenčí 85 # (= 15,13 g kyseliny mravenčí 100 % - 0,33 molu) a 0,075 mol kyselinyKCr (SO 4 > 2 * 12 H 4 -O)> 17.8 g of formic acid 85 # (= 15.13 g of formic acid 100% - 0.33 mol) and 0.075 mol of acid
3olné^? Suspenze se zahřívá v uzavřeném kotlíku 5 hodin na 110^0. Po ochlazení se izoluje 61 g vlhkého = 53 g o suchého krystalického, chromátograficky jednothého chromit ého 1 : 1 komplexu.3olné ^? The suspension was heated to 110 ° C in a sealed kettle for 5 hours. After cooling, 61 g of wet = 53 g of a dry, crystalline, 1: 1 chromium complex are isolated by chromatography.
Příklad 4 zExample 4 of
0,1 mol monoazobarvivaj/í-aminobenzoové kyseliny a l(3-sulfofenyl)“3-methyl-5“Pyrazoloruise rozpustí v 500 ml vody a přídavkem kyseliny solné upraví na pH 2,0 až 2,9. Přidá se 0,15 molu kyseliny solné aDissolve 0.1 mol of monoazo dye-1-aminobenzoic acid and 1- (3-sulfophenyl) -3-methyl-5-pyrazoloruise in 500 ml of water and adjust to pH 2.0 to 2.9 by addition of hydrochloric acid. 0.15 mol of hydrochloric acid a is added
C,55 molu hydr. kysličníku chromitého rozpuštěného v xC, 55 mol of hydr. chromium trioxide dissolved in x
Ιγ,β g a kyseliny mravenčí 85ř %· Reakční směs se zahřívá r v uzavřeném kotlíku 5 hodin na 115 až 120 °C. Po ochlazení se získá 67 g vlhkého = 52 g suchého krystalického, chro<Ιγ, β g formic acid 85r% · The reaction mixture was heated in a closed kettle r 5 hours at 115 to 120 ° C. After cooling, 67 g of wet = 52 g of dry crystalline chromium are obtained
matograficky jednotného produktu.of a single product.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS1019183A CS236435B1 (en) | 1983-12-29 | 1983-12-29 | Method of monoazo-dye stuff's chromite complex preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS1019183A CS236435B1 (en) | 1983-12-29 | 1983-12-29 | Method of monoazo-dye stuff's chromite complex preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS236435B1 true CS236435B1 (en) | 1985-05-15 |
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ID=5448284
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS1019183A CS236435B1 (en) | 1983-12-29 | 1983-12-29 | Method of monoazo-dye stuff's chromite complex preparation |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS236435B1 (en) |
-
1983
- 1983-12-29 CS CS1019183A patent/CS236435B1/en unknown
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