AT59702B - Process for the preparation of salt-like addition products from amines and phenols or other analogous aromatic compounds and of dyeings with the same on animal fibers. - Google Patents
Process for the preparation of salt-like addition products from amines and phenols or other analogous aromatic compounds and of dyeings with the same on animal fibers.Info
- Publication number
- AT59702B AT59702B AT59702DA AT59702B AT 59702 B AT59702 B AT 59702B AT 59702D A AT59702D A AT 59702DA AT 59702 B AT59702 B AT 59702B
- Authority
- AT
- Austria
- Prior art keywords
- sep
- dyeings
- phenols
- amines
- salt
- Prior art date
Links
- 239000000835 fiber Substances 0.000 title claims description 5
- 241001465754 Metazoa Species 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims 2
- 238000004043 dyeing Methods 0.000 title description 3
- 150000001412 amines Chemical class 0.000 title 1
- 150000001491 aromatic compounds Chemical class 0.000 title 1
- 150000002989 phenols Chemical class 0.000 title 1
- 230000003647 oxidation Effects 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 4
- 210000002268 wool Anatomy 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000974482 Aricia saepiolus Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940100630 metacresol Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- -1 ortho-amidophenol Chemical class 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Indole Compounds (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
<Desc/Clms Page number 2>
Paraamidophenol und die entsprechenden Amidorrtho- und Amidometakresole liefern für sich benutzt auf bichromatgebeizter Wolle gelblich-braune Färbungen ; zusammen mit a-Naphtol oder a-Naphtylamin erhält man dagegen violettrote Färbungen.
Zwei Moleküle Paraamidophenol oder des entsprechenden Amidoorthokresols beziehungsweise Amidometakresols geben mit einem Molekül 2-7-Dioxyuaphtalin schwarze Färbungen. Dioxydiphenylamin gibt mit Paraphenylendiamin oder seinen alkylierten Derivaten Schwarzfärbungen.
Grüne Schattierungen werden erhalten durch Kombination von Methyl-, Äthyl-, Dimethyl- oder Diäthylparaphenylendiamin mit orthosul) stituierten Verbindungen, wie Orthoamidophenol, die entsprechenden Amidokresole, Orthoamidobenzoesäure, Orthooxychinolin.
Verbindet sich z. B. ein Molekül Paraphenylendiamin im kristallisierten Zustando mit einem oder zwei Molekülen eines Phenols, Kresols und Naphtols, so sind die in Form von perlmutterglänzenden Schuppen erhaltenen Verbindungen schwer löslich in kaltem
Wasser, leichter löslich in heissem Wasser und sehr leicht löslich in Alkohol.
Die vorerwähnten verschiedenen Additionsprodukte entwickeln bei Zusatz von Alkalibichromst zu ihrer wässerigen Lösung folgende Färbungen :
EMI2.1
<tb>
<tb> violett-blau
<tb> Paraphenylendiamin <SEP> und <SEP> Naphtol <SEP> violett-schwarz
<tb> grünlich-blau
<tb> Paraphenylendiamin <SEP> und <SEP> Phenol <SEP> :
<SEP> schwarz <SEP> oder <SEP> bräunliches <SEP> Schwarz
<tb> Paraphenylendiamin <SEP> und <SEP> Orthokresol <SEP> # <SEP> grünlich-blau
<tb> schwarz <SEP> oder <SEP> bräunliches <SEP> Schwarz
<tb> Paraphenylendiamin <SEP> und <SEP> Metakresol <SEP> # <SEP> blau
<tb> schwarzùlau
<tb> Paraphenylendiamin <SEP> und <SEP> Parakresol <SEP> j <SEP> gelbliches <SEP> Dunkelbraun
<tb> Paraphenylendiamin <SEP> und <SEP> das <SEP> im <SEP> Handel <SEP> @ <SEP> @@@
<tb> erhältliche <SEP> Gemisch <SEP> der <SEP> drei <SEP> Kresole
<tb>
Behufs Anwendung der farbstoffbildenden Eigenschaft dieser eben beschriebenen V'r- bindungen zum Färben animalischer Fasern (Wollfasern, Wollgarn.
Wollgewebe usw.) wird nun so verfahren, dass man das zu färbende Material mit einer neutralen oder alkalischen Lösung der gewählten Verbindung tränkt und den Farbstoff mittels eines Oxydationsbades (Alkalibichromatlösung, Wasserstoffsuperoxyd usw. ) entwickelt, oder dass man umgekehrt
EMI2.2
Phenols, Kresols oder Naphtols, des 2-7-Droxynaphtalins und eines Dioxybenzols (mit Aus- nahme des Hydrochinons) ohne Austritt von Wasser oder Ammomak in neutraler Lösung vereinigt werden.
<Desc / Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
<Desc / Clms Page number 2>
Paraamidophenol and the corresponding amidorrtho and amidometacresols, used by themselves, produce yellowish-brown dyeings on bichromate-stained wool; on the other hand, together with a-naphtol or a-naphtylamine, violet-red colorations are obtained.
Two molecules of paraamidophenol or the corresponding amidoorthocresol or amidometacresol give black colorations with one molecule of 2-7-dioxyuaphthalene. Dioxydiphenylamine gives black coloration with paraphenylenediamine or its alkylated derivatives.
Green shades are obtained by combining methyl, ethyl, dimethyl or diethyl paraphenylenediamine with ortho-substituted compounds, such as ortho-amidophenol, the corresponding amidocresols, ortho-amidobenzoic acid and orthooxyquinoline.
Connects z. B. a molecule of paraphenylenediamine in the crystallized stateo with one or two molecules of a phenol, cresol and naphthol, the compounds obtained in the form of pearlescent flakes are sparingly soluble in cold
Water, more easily soluble in hot water and very easily soluble in alcohol.
The various addition products mentioned above develop the following colors when alkali dichromate is added to their aqueous solution:
EMI2.1
<tb>
<tb> violet-blue
<tb> Paraphenylenediamine <SEP> and <SEP> Naphtol <SEP> violet-black
<tb> greenish-blue
<tb> Paraphenylenediamine <SEP> and <SEP> Phenol <SEP>:
<SEP> black <SEP> or <SEP> brownish <SEP> black
<tb> Paraphenylenediamine <SEP> and <SEP> Orthocresol <SEP> # <SEP> greenish-blue
<tb> black <SEP> or <SEP> brownish <SEP> black
<tb> Paraphenylenediamine <SEP> and <SEP> Metacresol <SEP> # <SEP> blue
<tb> schwarzùlau
<tb> Paraphenylenediamine <SEP> and <SEP> Paracresol <SEP> j <SEP> yellowish <SEP> dark brown
<tb> Paraphenylenediamine <SEP> and <SEP> the <SEP> in <SEP> trade <SEP> @ <SEP> @@@
<tb> available <SEP> mixture <SEP> of the <SEP> three <SEP> cresols
<tb>
For the purpose of using the dye-forming property of these compounds just described for dyeing animal fibers (wool fibers, wool yarn.
Wool fabric, etc.) is now done in such a way that the material to be dyed is soaked in a neutral or alkaline solution of the selected compound and the dye is developed using an oxidation bath (alkali dichromate solution, hydrogen peroxide, etc.), or vice versa
EMI2.2
Phenol, cresol or naphthol, 2-7-droxynaphthalene and a dioxybenzene (with the exception of the hydroquinone) can be combined in a neutral solution without the escape of water or ammonia.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT59702T | 1908-08-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT59702B true AT59702B (en) | 1913-06-25 |
Family
ID=3581532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT59702D AT59702B (en) | 1908-08-12 | 1908-08-12 | Process for the preparation of salt-like addition products from amines and phenols or other analogous aromatic compounds and of dyeings with the same on animal fibers. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT59702B (en) |
-
1908
- 1908-08-12 AT AT59702D patent/AT59702B/en active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AT59702B (en) | Process for the preparation of salt-like addition products from amines and phenols or other analogous aromatic compounds and of dyeings with the same on animal fibers. | |
| DE565340C (en) | Process for the preparation of azo dyes | |
| DE556475C (en) | Process for the preparation of azo dyes | |
| DE693021C (en) | Process for the preparation of monoazo dyes | |
| AT142557B (en) | Process for making blue azo dyes. | |
| DE651676C (en) | Process for dyeing vegetable fibers that consist of bundles of individual cells | |
| AT119954B (en) | Process for the preparation of water-insoluble azo dyes. | |
| DE918635C (en) | Process for the production of real colors and prints | |
| DE473454C (en) | Process for dyeing rayon from cellulose esters or ethers or their conversion products | |
| AT106984B (en) | Process for making ice colors. | |
| AT149349B (en) | Process for the production of azo dyes. | |
| DE626938C (en) | Process for the preparation of trisazo dyes | |
| DE729845C (en) | Process for coloring vulcanized fiber | |
| AT201024B (en) | Method for vat dyeing | |
| AT137316B (en) | Process for the production of new azo dyes. | |
| DE727700C (en) | Process for the preparation of chromium-containing disazo dyes | |
| DE651374C (en) | Process for the production of azo dyes | |
| DE582966C (en) | Process for the production of azo dyes on the fiber | |
| DE572663C (en) | Process for the production of azo dyes | |
| DE582378C (en) | Process for dyeing and printing animal and vegetable materials with stain dyes | |
| DE569305C (en) | Process for the preparation of azo dyes | |
| AT52040B (en) | Process for the production of real dyeings. | |
| DE1057558B (en) | Process for the production of real colors and prints on structures made of aromatic polyesters, in particular polyethylene terephthalates | |
| CH214813A (en) | Process for the preparation of a trisazo dye. | |
| CH187340A (en) | Process for the preparation of an o-oxyazo dye. |