CH335796A - Use of heterocyclic compounds as pigment dyes for dyeing viscose rayon in bulk and for dyeing and printing paper and cardboard - Google Patents
Use of heterocyclic compounds as pigment dyes for dyeing viscose rayon in bulk and for dyeing and printing paper and cardboardInfo
- Publication number
- CH335796A CH335796A CH335796DA CH335796A CH 335796 A CH335796 A CH 335796A CH 335796D A CH335796D A CH 335796DA CH 335796 A CH335796 A CH 335796A
- Authority
- CH
- Switzerland
- Prior art keywords
- dyeing
- cardboard
- bulk
- viscose rayon
- printing paper
- Prior art date
Links
- 238000004043 dyeing Methods 0.000 title claims description 10
- 229920000297 Rayon Polymers 0.000 title claims description 6
- 239000011111 cardboard Substances 0.000 title claims description 6
- 239000011087 paperboard Substances 0.000 title claims description 6
- 239000000975 dye Substances 0.000 title claims description 5
- 239000000049 pigment Substances 0.000 title claims description 4
- 150000002391 heterocyclic compounds Chemical class 0.000 title description 2
- 239000000123 paper Substances 0.000 description 4
- 238000000227 grinding Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- NIDFGXDXQKPZMA-UHFFFAOYSA-N 14h-benz[4,5]isoquino[2,1-a]perimidin-14-one Chemical compound C1=CC(N2C(=O)C=3C4=C(C2=N2)C=CC=C4C=CC=3)=C3C2=CC=CC3=C1 NIDFGXDXQKPZMA-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- HTHKZOCCOVYKKI-UHFFFAOYSA-N dinaphthalen-1-ylmethanedisulfonic acid;sodium Chemical compound [Na].C1=CC=C2C(C(C=3C4=CC=CC=C4C=CC=3)(S(=O)(=O)O)S(O)(=O)=O)=CC=CC2=C1 HTHKZOCCOVYKKI-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/28—Colorants ; Pigments or opacifying agents
Landscapes
- Paper (AREA)
Description
Verwendung von heterocyclischen Verbindungen als Pigmentfarbstoffe zum Färben von Viscosekunstseide in der Masse sowie zum Färben und Bedrucken von Papier und Karton Gegebenenfalls substituierte, aber von wasser- löslichmachenden Gruppen freie Phthaloperinone und Naphthaloperinone sind an sich bekannt. Sie sind im allgemeinen gegen chemische Mittel unstabil und werden beispielsweise schon beim Umfällen aus Schwefelsäure chemisch verändert.
Es wurde nun überraschenderweise gefunden, dass Viscosekunstseide in der Masse mit gegebenen falls substituierten, aber von wasserlöslichmacheriden Gruppen freien Phthaloperinonen und Naphthalo- perinonen gefärbt werden kann, ohne dass diese in den Cellulosexanthogenatlösungen eine Veränderung erleiden.
Des weiteren eignen sich die oben genann ten Phthaloperinone und Naphthaloperinone auch zum Färben von Papier in der Masse und zum Färben und Bedrucken von Papieren aller Art und von Karton. Gegenstand des vorliegenden Patentes ist somit die Verwendung von gegebenenfalls substi tuierten, aber von wasserlöslichmachenden Gruppen freien Phthaloperinonen und Naphthaloperinonen zum Färben von Viscosekunstseide in der Masse sowie zum Färben und Bedrucken von Papieren und Karton.
Das Phthaloperinon entspricht der Formel
EMI0001.0027
und das Naphthaloperinon der Formel
EMI0001.0029
Die genannten Phthaloperinone und Naphthalo- perinone können derart in feinverteilte Form über geführt werden, dass man die technischen Produkte in einem mit Wasser mischbaren organischen Lö sungsmittel, gegebenenfalls bei erhöhter Tem peratur, löst und die erhaltene Lösung auf Was ser auslädt, das Produkt abfiltriert, wäscht und mit einem Dispergiermittel verknetet.
Die erhaltene Paste kann anschliessend bei gewöhnlichem Druck, in vacuo oder durch Zerstäuben getrocknet werden. Eine an dere Art der Überführung der Phthaloperinone in feinverteilte Form besteht darin, dass man die tech nischen Phthaloperinone trocken oder feucht, in Gegenwart von Dispergiermitteln und gegebenenfalls von Füllmitteln und/oder Mahlhelfern,
durch Mah len und/oder Kneten zerkleinert und dem Mahl vorgang gegebenenfalls einen in der Pigmenther stellung üblichen Trocknungsprozess anschliesst. Die so erhaltenen Farbstoffpräparate enthalten die ge nannten Phthaloperinone und Naphthaloperinone in Teilchen von der Grössenordnung 1 j.c. Die nachfolgenden Beispiele erläutern die vor liegende Erfindung. Unter Teilen sind Gewichts teile zu verstehen.
<I>Beispiel 1</I> 10 Teile Phthaloperinon, 10 Teile dinaphthyl- methandisulfonsaures Natrium und 30 Teile Wasser werden so lange durch einen Walzenstuhl gepresst, bis eine Paste entsteht, welche eine einwandfreie Auslaufprobe ergibt.
Diese wird derart bestimmt, dass man 0,5 cm3 Paste in 10 cm3 Wasser anrührt und von der erhaltenen kolloidalen Lösung 1 cm3 auf ein Filterpapier Nr. 5892 (Schleicher und Schuell) von 11 cm 0 auslaufen lässt. Das Filterpapier soll gleichmässig gefärbt sein; es dürfen keine Ringe sichtbar sein.
21 Teile der 20prozentigen Farbstoffpaste wer den nun in 225 Teilen Viscoselösung, welche 20 Teile reine a-Cellulose enthalten, angerührt. Man lässt die Masse stehen und verspinnt sie hierauf in üb licher Weise. Es werden Fäden mit einer lebhaften orangen Färbung erhalten, welche sehr gut licht- und sublimierecht ist.
<I>Beispiel 2</I> 2 Teile Phthaloperinon werden mit 98 Teilen Bariumsulfat zu einem feindispersen Pulver ver- mahlen. Man verrührt hierauf das Mahlprodukt mit Tierleim oder mit einem andern in der Papier industrie üblicherweise verwendeten Bindemittel- zu einer Paste und verstreicht diese auf Papier oder Karton. Man erhält einen lebhaften orangen Leim aufstrich, welcher hervorragend licht- und subli- mierecht ist.
The use of heterocyclic compounds as pigment dyes for dyeing viscose rayon in bulk and for dyeing and printing paper and cardboard Phthaloperinones and naphthaloperinones which may be substituted but free from water-solubilizing groups are known per se. They are generally unstable to chemical agents and are chemically changed, for example, when they are reprecipitated from sulfuric acid.
It has now surprisingly been found that viscose rayon can be dyed in bulk with phthaloperinones and naphthaloperinones which are optionally substituted but free from water-solubilizing groups, without these undergoing any change in the cellulose xanthate solutions.
Furthermore, the above-mentioned phthaloperinones and naphthaloperinones are also suitable for dyeing paper in bulk and for dyeing and printing all types of paper and cardboard. The present patent thus relates to the use of phthaloperinones and naphthaloperinones, which may be substituted but free of water-solubilizing groups, for dyeing viscose rayon in bulk and for dyeing and printing paper and cardboard.
The phthaloperinone corresponds to the formula
EMI0001.0027
and the naphthaloperinone of the formula
EMI0001.0029
The phthaloperinones and naphthaloperinones mentioned can be converted into finely divided form in such a way that the technical products are dissolved in a water-miscible organic solvent, optionally at an elevated temperature, and the resulting solution is discharged onto water, the product is filtered off, washes and kneaded with a dispersant.
The paste obtained can then be dried under normal pressure, in vacuo or by atomization. Another way of converting the phthaloperinones into finely divided form is that the technical phthaloperinones are dry or moist, in the presence of dispersants and optionally fillers and / or grinding aids,
comminuted by grinding and / or kneading and the grinding process is optionally followed by a drying process customary in pigment manufacture. The dye preparations thus obtained contain the phthaloperinones and naphthaloperinones mentioned in particles of the order of 1 j.c. The following examples explain the present invention. Parts are parts by weight.
<I> Example 1 </I> 10 parts of phthaloperinone, 10 parts of sodium dinaphthyl methanedisulphonic acid and 30 parts of water are pressed through a roller mill until a paste is formed which gives a perfect leak test.
This is determined in such a way that 0.5 cm3 of paste is mixed in 10 cm3 of water and 1 cm3 of the resulting colloidal solution is allowed to run out onto filter paper No. 5892 (Schleicher and Schuell) of 11 cm3. The filter paper should be evenly colored; no rings should be visible.
21 parts of the 20 percent dye paste are now mixed with 225 parts of viscose solution containing 20 parts of pure α-cellulose. You let the mass stand and then spin it in the usual way. Threads with a lively orange color are obtained, which is very fast to light and sublimation.
<I> Example 2 </I> 2 parts of phthaloperinone are ground with 98 parts of barium sulfate to give a finely dispersed powder. The ground product is then mixed with animal glue or with another binder commonly used in the paper industry to form a paste and spread on paper or cardboard. A lively orange glue spread is obtained, which is outstandingly lightfast and sublimation fast.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH335796T | 1955-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH335796A true CH335796A (en) | 1959-01-31 |
Family
ID=4503676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH335796D CH335796A (en) | 1955-07-22 | 1955-07-22 | Use of heterocyclic compounds as pigment dyes for dyeing viscose rayon in bulk and for dyeing and printing paper and cardboard |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH335796A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3299065A (en) * | 1963-11-29 | 1967-01-17 | Allied Chem | Phthaloperinone compound |
-
1955
- 1955-07-22 CH CH335796D patent/CH335796A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3299065A (en) * | 1963-11-29 | 1967-01-17 | Allied Chem | Phthaloperinone compound |
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