DEP0054980DA - Process for the preparation of anthraquinone dyes - Google Patents
Process for the preparation of anthraquinone dyesInfo
- Publication number
- DEP0054980DA DEP0054980DA DEP0054980DA DE P0054980D A DEP0054980D A DE P0054980DA DE P0054980D A DEP0054980D A DE P0054980DA
- Authority
- DE
- Germany
- Prior art keywords
- bath
- tiger
- amino
- dye
- dyes
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 3
- 239000001000 anthraquinone dye Substances 0.000 title 1
- 239000000975 dye Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 210000002268 wool Anatomy 0.000 claims description 3
- 239000011888 foil Substances 0.000 claims description 2
- 241000282376 Panthera tigris Species 0.000 claims 4
- 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 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000009958 sewing Methods 0.000 description 2
- CXTPIHZYOGDSLV-UHFFFAOYSA-N 1-bromoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Br CXTPIHZYOGDSLV-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 241000350052 Daniellia ogea Species 0.000 description 1
- 241001154238 Quercus douglasii Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
Description
lrofaaaor Dr. Ott© Beyer und Br» Ernst» Ga:a®rlrofaaaor Dr. Ott © Beyer and Br »Ernst» Ga: a®r
Y er fahre η. sur Hergte UaBg- von Aa"feiis?aahliioiifarbstoff©n*Y he drive η . sur Hergte UaBg- from Aa "feiis? aahliioii dye © n *
aus Aialno-halogeBaiitlsraG-hliaos-g-aii-oasäur-eß und. imίnaae.et anili4-en li-erge-stelltes farbstoffe simä als. wertvoll© saure Wollfarbgtoffe ijeltasR-t und seiehnen slcli dsarah -gate LäHl ksit and ,gutes lgalisie.ruBgsferffl.ogeafrom Aialno-halogeBaiitlsraG-hliaos-g-aii-oasäur-eß and. imίnaae.et anili4-en li-erge-produced dyes simä as. valuable © acid Wool dyes ijeltasR-t and seiehnen slcli dsarah -gate LäHl ksit and, good lgalisie.ruBgsferffl.ogea
Es wurde sxxta gefund-era, ässs. roan ©atiap© Wollfarfestoff© von ■besseren Eigenschtiftea erlaält, wbmsi laa» l-Amijao-i^lialogenaa. thraelainon-sulf©asäurefl mit salchen Mariiiasbeiasolea iiffise1:;a1i dar en. -eim·© Aminogrupp® mit (Hykolsäur© a.o^XlertIt was found sxxta, ässs. roan © atiap © Wollfarfestoff © by ■ better propriety, wbmsi laa »l-Amijao-i ^ lialogenaa. thraelainon-sulf © acidfl with salt Mariiiasbeiasolea iiffise1:; a1i dar en. -eim © Aminogrupp® with (Hykolsäur © ao ^ Xlert
Die verwendeten ©"LykolisatirederiVvitie ksxm, ma:a s.B. erbsiltea, weam man Ohloraoetanilid© mit basischen MIt.t9.la b-ej ein Auataiasch ä®B €1-Atoißaa gegen Sie Hydroxylgruppe stattfindet. dairn Sis erhaltenen, Slykolsaureaiiillde nitriart und. rB..i«.sad;srt, oder wenn ffiB.nrunsffi-it"b'.elbar von Clil©race.tyl-Siti"saaill<2aa .ausgsdurqii Behandeln mit alkelisollen MittelnThe used © "LykolisatirederiVvitie ksxm, ma: a sB erbsiltea, weam one Ohloraoetanilid © with basic Mit.t9.la b-ej a Auataiasch ä®B € 1-Atoißaa against you hydroxyl group takes place. Dairn Sis obtained, Slykolsaureaartiiillde rBitri ..i «.sad; srt, or if ffiB.n r unsffi-it"b'.elbar von Clil © race.tyl-Siti "saaill <2aa .ausgsdurqii treatment with alkali agents
k©lsäur©-nitr-oanilid.e durch ledaktiom ia dl© gK © lsäur © -nitr-oanilid.e by ledaktiom ia dl © g
uberfiihrt* Üb weiterer Weg zur Sbtstellvüig 'Ψ&& lmin@glykolsä*iS' aniliö-ea bestellt da.rin# dass man Slykolid ode.? I°©.i;<?glyk-eliä .•an ,Anilin ©der Uitroaailin oder deren S-abstifeitlonsprediaktss anlagert,, wobei man die gewünschten §lykolsätarear*i'lid:e be sw* Sljkolsänfe^ai-tro-anilid-e erhält * aas denen -man,wie oben bsschrieben, su den gew:üas.Giätea Imiasglfkolsäureanili&em gslangt...uberfiihrt * over further way to Sbtstellvüig 'Ψ && lmin @ glycolsä * iS' aniliö-ea ordered da.rin # that one slycolide ode.? I ° © .i; <? Glyk-eliä. • an, aniline © of the Uitroaailin or its S-abstifeitlonsprediaktss, whereby the desired §lykolsätarear * i'lid: e be sw * Sljkolsänfe ^ ai-tro-anilid- e receives * aas those -man, as described above, su the following : üas.Giätea Imiasglfkolsäureanili & em gslangt ...
Pie neuen Farbstoffe geieliiaari eiek v©e den bekaiint®a öurali Iioh bigssere 16e.li.ellMeit unä. Bocli .besseres lgali©iPie new dyes geieliiaari eiek v © e den bekaiint®a öurali Iioh bigssere 16e.li.ellMeit unä. Bocli. Better lgali © i
20 Gewicht s teile l-Amino~4=^roxaanthrachinon-2«s..lfonsaiire&20 weight parts l-amino ~ 4 = ^ roxaanthraquinone-2 «s..lfonsaiire &
UatriumUatrium
lat.riumbic irbonatLatin riumbic irbonate
l~itaino-4=l ~ itaino-4 =
Xupferohlc'ürXupferohlc'ür
GewiehtsteileWeight parts
S-ewiohtsteile
öewicht steileS-ewioht parts
oweight steep
200 Gewicht st ei lea. Wasser mehrere Stunden bei 60° gehalten«200 weight st ei lea. Water kept at 60 ° for several hours «
Der gcMlolr Farbstoff,, der sich im laufe der Heaktion in Form von bläuen Hadeichen abscheidet, wird abgesaugt und mit 5 $iger Kochaalalös'mg gewaoehen. In trockenem Zustande stellt er ein WLsues Pulver dar9 das sich iß konzentrierter Schwefelsäure mit blaugrüner Farbe loot« Der Farbstoff ist la Wasser, auch in aiagesäuert®ms äueserst leicht löslich vmä färbt foil© aus saurem Bade in klaren { grünstichig blauen Töneη. Die Färbung ist durch eine hervorragende Egalität ausgezeichnet«The gmlolr dye, which is deposited in the course of the heating in the form of blue oak oaks, is sucked off and washed with 5% cooking eel solution. When dry, it represents an WLsues powder 9 extending eat concentrated sulfuric bluish green color loot "The dye is la water, even in aiagesäuert ®m s äueserst easily soluble vmä colored foil © from acid bath in clear greenish blue {Töneη. The coloring is distinguished by its excellent levelness «
?©rw©ndet man anstatt des l=Amino-4-slyko3,ylaiainoben!sols das ent= sprechend© l-Amino=-3=-glykolylaHiinoben^ols so erhält rasa bei gleicher Arbeitsweise einen F,rbstoffs der Wolle rotstichig blau färbtB ? © rw © nds instead of l = amino-4-slyko3, ylaiainoben! Sols the ent = speaking © l-amino = -3 = -glykolylaHiinoben ^ ol s so rasa obtained with the same procedure, an F, s rbstoff the wool reddish blue colors B
©©wicht stelle© Brille important point
l=>He3r8hyaroanilido=4-=bromanthrachinon=6-sull => He3r8hyaroanilido = 4- = bromoanthraquinone = 6-sul
xoneaures latriumxoneaures latrium
l=Amino«=4l = amino "= 4
latriumbioarbonatlatrium bicarbonate
15 SewiGhtsteil©15 Sewing part ©
10 Sewiehtsteil©10 Sewing part ©
1 Geviieht steil1 steep
werden inwill be in
300 ßewichtstsilen Wasser bei Θ00 solange verrührt, bis dae bte Aue^angsproöukt vex'schwunrlen ists, und nur noch das300 ßwichtstsile water at Θ0 0 stirred until the floodplain swell is s , and only that
Ee&ktionsprodukt in Form grüner Kristalle unter dem Mikroskop su erkennen ist. Man saugt nun afc und wäscht mit ver dünnter Kochsalzlösung bis zum farblosen Ablauf. In trockenem Sustande stellt der Farbstoff ein grünes Pulver dar, das The product can be seen in the form of green crystals under the microscope, see below. You now suck in afc and wash with ver dilute saline solution until it is colorless. When dry, the dye is a green powder that
Claims (3)
Family
ID=
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