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EP0060468B1 - Procédé pour colorer le papier et le papier coloré - Google Patents

Procédé pour colorer le papier et le papier coloré Download PDF

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Publication number
EP0060468B1
EP0060468B1 EP82101762A EP82101762A EP0060468B1 EP 0060468 B1 EP0060468 B1 EP 0060468B1 EP 82101762 A EP82101762 A EP 82101762A EP 82101762 A EP82101762 A EP 82101762A EP 0060468 B1 EP0060468 B1 EP 0060468B1
Authority
EP
European Patent Office
Prior art keywords
alkyl
optionally substituted
methyl
denotes
hydrogen
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
Application number
EP82101762A
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German (de)
English (en)
Other versions
EP0060468A1 (fr
Inventor
Peter Dr. Wild
Horst Dr. Nickel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
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Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0060468A1 publication Critical patent/EP0060468A1/fr
Application granted granted Critical
Publication of EP0060468B1 publication Critical patent/EP0060468B1/fr
Expired legal-status Critical Current

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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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/919—Paper

Definitions

  • Alkylene is in particular a radical having 1 to 3 carbon atoms.
  • Acylamino is preferably understood to mean C 1 to C 3 alkylcarbonylamino, C 1 to C 3 alkylsulfonylamino, aminocarbonylamino or benzoylamino, optionally substituted by halogen or an ammonium group, but especially acetylamino, propionylamino or aminocarbonyl.
  • Halogen is preferably chlorine or bromine.
  • Anions An (-) are the colorless organic and inorganic anions customary for cationic dyes, for example chloride, bromide, iodide, hydroxide, hydrogen sulfate, sulfate, nitrate, dihydrogen phosphate, phosphate, carbonate, perchlorate, fluoroborate, chlorozincate, methosulfate, ethosulfate, acetate, Propionate, lactate, citrate, benzenesulfonate and toluenesulfonate.
  • cationic dyes for example chloride, bromide, iodide, hydroxide, hydrogen sulfate, sulfate, nitrate, dihydrogen phosphate, phosphate, carbonate, perchlorate, fluoroborate, chlorozincate, methosulfate, ethosulfate, acetate, Propionate, lactate, citrate, benzenesulfonate and toluen
  • the anion is generally given by the manufacturing process.
  • the dyes are preferably present as chlorides, hydrogen sulfates, sulfates, methosulfates, phosphates, acetates, lactates, citrates.
  • the anions can be exchanged for other anions in a known manner and can be present as mixtures.
  • the dyes (I) are used for dyeing paper either as dye-powder preparations or preferably in the form of concentrated dye solutions.
  • Powder preparations are made in the usual way with coupé agents such as sodium sulfate, phosphates, chloride, acetate or are marketed as spray drying brands.
  • the concentrated dye solutions can be of an aqueous or aqueous / organic type, with customary environmentally friendly and readily degradable organic additives being preferred, such as organic acids such as acetic acid, formic acid, amides such as formamide, dimethylformamide, urea, alcohols such as glycol, diglycol, diglycol ether, especially the latter Methyl or ethyl ether.
  • the concentrated dye solutions are prepared in a conventional manner, for example by dissolving the dye (as a paste or powder) in a suitable solvent or solvent mixture.
  • the dye powders or solutions are generally used after dilution with water for the continuous or discontinuous dyeing of paper.
  • the dyes are used for paper pulp dyeing or for paper surface dyeing. They are suitable for sized and unsized paper types based on bleached or unbleached pulp of different origins such as softwood or hardwood, sulfite and / or sulfate pulp.
  • the dyeing is preferably carried out at pH values from 4 to 8, in particular pH 5 to 7.
  • the dyeing temperature is generally 10 to 50, preferably about 20 ° C. (room temperature).
  • auxiliaries and fillers customary in paper dyeing and production can also be used when using the dyes according to the invention.
  • the dyes have excellent drawability when coloring paper.
  • the paper dyeings obtained with the dyes according to the invention are notable for very good fastness to water (fastness to bleeding) and fastness to acids, alkali and alum.
  • the dyes of the formula (I) are known, for example from US Pat. No. 602637, DE-PS No. 93499, DE-PS No. 95530 and DE-AS No. 1005486, and have hitherto been used for dyeing tannic cotton, half-wool and polyacrylonitrile used. It is therefore surprising that in the case of paper dyeing, even without auxiliaries, they produce almost colorless waste water with good wet fastness properties of the dyeings obtained.
  • a desiccant consisting of 60% wood pulp and 40% unbleached sulfite pulp is beaten with water in the Dutch and ground to a degree of 40 ° SR so that the dryness is a little over 2.5%, and then with water to an exact 2.5% dryness of the thick matter adjusted.

Landscapes

  • Paper (AREA)
  • Coloring (AREA)

Claims (4)

1. Procédé pour colorer du papier à l'aide de colorants azoïques contenant des groupes ammonium, procédé caractérisé en ce que l'on utilise comme colorants azoïques ceux répondant à la formule
Figure imgb0019
X(+) représente un groupe ammonium éventuellement substitué,
m vaut 0 ou 1,
R représente un atome d'hydrogène ou d'halogène ou un groupe alkyle en C1 à C4, alcoxy en C1 à C4, hydroxyle, amino, sulfonamido ou carboxamido ou acylamino,
R1 représente un atome d'hydrogène, un groupe alkyle en C1 à C4, un atome d'halogène ou un groupe alcoxy en C1 à C4,
R2 et R3 représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C1 à C4, alcoxy en C1 à C4 ou acylamino, et An(-) est un anion,

d'autres noyaux carbocycliques ou hétérocycliques peuvent être condensés sur le noyau a, et ils peuvent pour leur part porter R comme substituant.
2. Procédé selon la revendication 1, caractérisé en ce qu'on utilise des colorants azoïques cationiques de formule
Figure imgb0020
R, R1, R2, R3 et An(-) ont lé sens indiqué à la revendication 1,
n va ut 0 à 2,
R4, R5 et R6 représentent chacun, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C1 à C4, alcényle en C3 ou C4, benzyle ou phényléthyle, qui peuvent être substitués par un groupe hydroxyle, alcoxy en C1 à C4, par du chlore ou par un groupe cyano, le radical benzyle et le radical phényléthyle pouvant en outre être substitués par un groupe alkyle en C1 à C4, ou R4 et R6, lorsqu'ils sont pris avec l'atome d'azote, peuvent représenter un noyau de pipéri- dine, de morpholine, de pipérazine ou de pyrroline éventuellement substitué par un groupe alkyle en C1 à C4, ou
R4, R5 et R6, lorsqu'ils sont pris avec l'atome d'azote auquel ils sont fixés, peuvent former un noyau pyridine éventuellement substitué par un groupe alkyle en C1 à C4.
3. Procédé selon la revendication 1, caractérisé en ce qu'on utilise des colorants cationiques répondant à la formule de la revendication 2, dans laquelle
R représente un atome d'hydrogène, un groupe méthyle, sulfonamido ou carboxamido, aminocarbonylamino ou acétylamino ou propionylamino éventuellement substitué par de l'halogène ou par le groupe
Figure imgb0021
R1 représente un atome d'hydrogène, un groupe méthyle, un atome de chlore ou un groupe méthoxy,
R2 et R3 représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe méthyle, méthoxy, aminocarbonylamino ou bien un groupe acétylamino ou propionylamino éventuellement substitué par de l'halogène ou par le groupe
Figure imgb0022
R4, R5 et Re représentent, indépendamment l'un de l'autre, un groupe méthyle, éthyle, hydroxyéthyle, chloréthyle, cyanéthyle, benzyle ou allyle ou bien, lorsqu'ils sont pris avec l'atome d'azote, ils peuvent former un noyau pyridine éventuellement substitué par un groupe méthyle.
4. Papier, caractérisé en ce qu'il a été coloré à l'aide d'un colorant azoïque cationique selon la revendication 1.
EP82101762A 1981-03-17 1982-03-06 Procédé pour colorer le papier et le papier coloré Expired EP0060468B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19813110223 DE3110223A1 (de) 1981-03-17 1981-03-17 Verfahren zum faerben von papier und azofarbstoffe enthaltende mittel
DE3110223 1981-03-17

Publications (2)

Publication Number Publication Date
EP0060468A1 EP0060468A1 (fr) 1982-09-22
EP0060468B1 true EP0060468B1 (fr) 1984-10-03

Family

ID=6127491

Family Applications (1)

Application Number Title Priority Date Filing Date
EP82101762A Expired EP0060468B1 (fr) 1981-03-17 1982-03-06 Procédé pour colorer le papier et le papier coloré

Country Status (3)

Country Link
US (1) US4411669A (fr)
EP (1) EP0060468B1 (fr)
DE (2) DE3110223A1 (fr)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE24321C (de) * B. HESS in Bayreuth Verfahren zur Herstellung eines Ersatzes für Scnmirgei1 dural ßrennen von Serpentin, Grünstein, Hornblende oder Talk
GB630463A (en) 1947-07-10 1949-10-13 Victor Grayson Morgan Improved process for the colouration of paper
US3454552A (en) * 1964-07-23 1969-07-08 Mitsubishi Chem Ind Disazo cationic dyestuffs containing a quaternary ammonium group
US3759893A (en) * 1970-07-27 1973-09-18 Du Pont Biscationic monoazo dyes for acid modified nylons
DE2135152B2 (de) * 1971-07-14 1979-11-15 Bayer Ag, 5090 Leverkusen Kationische Monoazofarbstoffe und deren Verwendung zum Färben von Fasermaterialien aus Polyacrylnitril, Mischpolymerisaten aus Acrylnitril, sauer modifizierten aromatischen Polyestern und sauer modifizierten Polyamiden
DE2933030A1 (de) * 1979-08-16 1981-03-26 Bayer Ag, 51373 Leverkusen Kationische azofarbstoffe, ihre herstellung, ihre verwendung zum faerben von papier und sie enthaltende mittel

Also Published As

Publication number Publication date
DE3260864D1 (en) 1984-11-08
US4411669A (en) 1983-10-25
DE3110223A1 (de) 1982-09-30
EP0060468A1 (fr) 1982-09-22

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