US3085849A - Process for dyeing and printing cellulose-containing fibres and composition for same - Google Patents

Process for dyeing and printing cellulose-containing fibres and composition for same Download PDF

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Publication number
US3085849A
US3085849A US94704A US9470461A US3085849A US 3085849 A US3085849 A US 3085849A US 94704 A US94704 A US 94704A US 9470461 A US9470461 A US 9470461A US 3085849 A US3085849 A US 3085849A
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United States
Prior art keywords
parts
dyeing
sodium
printing
salts
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 - Lifetime
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US94704A
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English (en)
Inventor
Dussy Paul
Bosshard Hans
Leutenegger Willi
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Novartis AG
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JR Geigy AG
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/62General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/628Compounds containing nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/673Inorganic compounds
    • D06P1/67333Salts or hydroxides
    • D06P1/67341Salts or hydroxides of elements different from the alkaline or alkaline-earth metals or with anions containing those elements
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/918Cellulose textile

Definitions

  • the present invention concerns a process for the dyeing and printing of fibres containing cellulose with reactive dyestuffs, the dyes and printing pastes used accr-oding to thech invention and the material fast dyed or printed there- 'Wl
  • the shade and colour strength of certain substantive dyestuffs is disadvantageously influenced.
  • This phenomenon is known in the trade as boil fading. This boil fading, which is principally due to a reduction process, is caused either by the textiles themselves or by impurities adhering to them or also present in the dyebath. This phenomenon can be prevented or at least minimised by the addition of salts of nitrated aromatic sulphonic acids to the dye bath or to the printing paste.
  • alkali metal and ammonium salts of mononitrobenzene sulphonic acid especially m-nitrobenzene sulphonic acid, and dinitrobenzcne sulphonic acid as well as mixtures of same are suitable.
  • the vanadates usual as contact substances in oxidationreduction processes are used as salts of vanadium oxygen acids. As they are used in the present process in very small amounts, in order to attain a good distribution they should be Water soluble in the dyeing or printing agent. Aduantageously soluble salts as ammonium vanadates, alkali metal vanadates and mixtures of same are applicable. 'lhe alkali vanadates are preferred but also ammonium and amine salts of vanadic acids can be used. It has been found that simple salts, double salts and also complex salts of meta-, orthoand pyro-vanadates can be used; preferred compounds are the ammonium, sodium, potassium and lithium metavanadates.
  • the reactive dyestuffs with which dyeings and prints without boil fading effects are obtained according to the 3,085,849 Patented Apr. 16, 1963 invention on fibres containing cellulose such as cotton, viscose rayon, staple fibre, jute, ramie and hemp by the new process, can belong to the most various classes of dyestuffs, for example, the azo, anthraquinone or phthalocyanine series. In particular they can also contain heavy metal bound in complex linkage.
  • the reactive egroups of these dyestuffs can be any substituent which reacts with alkalies while splitting off as anion at temperatures such as are usual in dyeing and printing processes with reactive dyestuffs.
  • the reactive substituent can be the radical of a fl-halogen fatty acid or the radical of a cyclic carbimide halide which contains at least one halogen atom at a ring carbon atom adjacent to a tertiary ring nitrogen atom.
  • this substituent can consist of an azine ring of aromatic character which contains at least two tertiary ring nitro-' gen atoms and at least one halogen of the atomic numbers 17 to 35 at ring carbon atoms adjacent thereto, that is, for example, a mono-, dior tri-halogen diazinyl radical and, in particular, a trichloropyrimidyl radical.
  • the fibres containing cellulose are dyed and printed with reactive dyestuffs with the addition of protecting agents according to the present process, by the methods usual for this class of dyestuffs.
  • the advantageous effect of the protecting agents used according to this invention is apparent particularly in the Wet development processes such as e.g. the so-called pad-steam process and the single bath-steam process; but also the use of the protecting agents according to the invention is often indicated in dry development process, i.e. in the so-called thermofix process. Their effect is particularly striking in the dyeing and printing of synthetic silks such as viscose and cuprammonimn rayon and staple fibre.
  • the use of the protecting agents as defined in the dyeing and printing of fibres containing cellulose with reactive dyestuffs does not cause any disadvantageous side effects, for example it does not prejudice the fastness of the dyeings and prints. Often, even an easier fixation of the dyestuffs onto the fibre is noticeable in that stronger dyeings are obtained than when there are no protecting agents present.
  • reactive dyestuffs having a polyhalogenpyrimidine group as reactive substituent are isomeric mixtures as on being reacted with trior tetra-halogen pyrimidines it is ditficult to determine which halogen atom reacts with the amino group of the dyestuff.
  • the pyrimidine radical can be bound in the 2- or 4-position.
  • the bond is shown in the 2-position of the pyrimidine ring.
  • parts are given in the examples as parts by weight.
  • the relationship of parts by weight to parts by volume is as that of grammes to cubic centimetres.
  • the temperatures are in degrees centigrade.
  • EXAMPLE 1 50 parts of urea, 20 parts of sodium carbonate, 10 parts of the sodium salt of 3-nitrobenzene sulphonic acid and 1 minutes. The goods so treated are rinsed hot and soaped at the boil for 30 minutes with a solution which contains 1 part of grain soap per 1000 parts of water. A strong, vivid yellow dyeing is obtained. If the same procedure is followed but no sodium metavanadate is used, then a considerably weaker and more cloudy dyeing is obtained.
  • N O SOaH HOaS- J CH3 4 ⁇ N 11038 s opera-om-o O--NHC SOaH g I /N Yellow.
  • the goods are first rinsed cold and then soaped C for 3 minutes at the boil with a solution of 1 part of I 51 grain soap in 1000 parts of water. A pure, level orange H038 HOgS- S03H dyeing is obtained.
  • H0 NH-CO-CH O-CH3 1 4.--.
  • N N- Brilliant red.
  • HOxS- NHO N C O 3-... HOaS- N N Reddish black.
  • EXAMPLE 6 3 parts of the dyestuff obtained by condensing 1 mol of copper phthalocyanine disulphonic acid disulphochloride with 2 mols of 4,4'-diaminodiphenyl-2,2-disulphonic acid and then with 2 mols of fl-chlorocrotonic acid chloride, are dissolved in 2000 parts of water and 10 parts of the sodium salt of 3-nitrobenzenersulphonic acid, 0.3 part of sodium metavanadate and 5 parts of trisodium phosphate are added. 100 parts of cotton are entered at -25 and the bath is heated to 80-85 while gradually adding 100 g. of sodium chloride per litre in portions. Dyeing is continued for 60 minutes at this temperature,
  • Process for the dyeing and printing of cellulosecontaining fibre which comprises treating in alkaline medium, said fibre with a composition containing a reactive dyestuif and, as protective agents against boil fading phenomena, salts of nitrated aromatic sulphonic acids and small amounts of soluble salts of vanadium oxygen acids.
  • the soluble salt of vanadium oxygen acid is a member selected from the group consisting of ammonium vanadates and alkali metal vanadates.
  • a dyeing and printing composition for cellulosecontaining fibres comprising, in alkaline medium, a reactive dyestuif and, as protective agents against boil fad- Refet'ences Cited in the file of this patent UNITED STATES PATENTS 2,205,887 Kern June 25, 1940 2,278,540 Ellis et a1. Apr. 7, 1942 2,880,052 Conciatori et al. Mar. 31, 1959 2,891,941 Fasciati et al. June 23, 1958

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Coloring (AREA)
US94704A 1960-03-11 1961-03-10 Process for dyeing and printing cellulose-containing fibres and composition for same Expired - Lifetime US3085849A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH276760A CH365695A (de) 1960-03-11 1960-03-11 Verfahren zum Färben und Bedrucken von Textilfasern aus cellulosehaltigem Material

Publications (1)

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US3085849A true US3085849A (en) 1963-04-16

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US94704A Expired - Lifetime US3085849A (en) 1960-03-11 1961-03-10 Process for dyeing and printing cellulose-containing fibres and composition for same

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US (1) US3085849A (US07223432-20070529-C00017.png)
BE (2) BE601240A (US07223432-20070529-C00017.png)
CH (1) CH365695A (US07223432-20070529-C00017.png)
DE (1) DE1132539B (US07223432-20070529-C00017.png)
ES (1) ES265555A1 (US07223432-20070529-C00017.png)
FR (1) FR1283569A (US07223432-20070529-C00017.png)
GB (1) GB914051A (US07223432-20070529-C00017.png)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0209494A1 (de) * 1985-07-19 1987-01-21 Ciba-Geigy Ag Verfahren zum Nuancenstabilen Färben oder Bedrucken

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57105459A (en) * 1980-12-22 1982-06-30 Sumitomo Chem Co Ltd Liquid composition of reactive dye

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2205887A (en) * 1938-06-02 1940-06-25 Nat Aniline & Chem Co Inc Coloring textile materials
US2278540A (en) * 1937-09-01 1942-04-07 Celanese Corp Production or treatment of pigments and textile and other materials containing them
US2880052A (en) * 1954-05-17 1959-03-31 Celanese Corp Dyeing cellulose derivatives and aftertreating for improved washfastness
US2891941A (en) * 1956-06-29 1959-06-23 Ciba Ltd Water soluble triazine azo dyestuffs

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2278540A (en) * 1937-09-01 1942-04-07 Celanese Corp Production or treatment of pigments and textile and other materials containing them
US2205887A (en) * 1938-06-02 1940-06-25 Nat Aniline & Chem Co Inc Coloring textile materials
US2880052A (en) * 1954-05-17 1959-03-31 Celanese Corp Dyeing cellulose derivatives and aftertreating for improved washfastness
US2891941A (en) * 1956-06-29 1959-06-23 Ciba Ltd Water soluble triazine azo dyestuffs

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0209494A1 (de) * 1985-07-19 1987-01-21 Ciba-Geigy Ag Verfahren zum Nuancenstabilen Färben oder Bedrucken
US4828572A (en) * 1985-07-19 1989-05-09 Ciba-Geigy Corporation Process for dyeing or printing textile fibre materials in stable black shades using metal complex reactive dyes with a red shift and a yellow or green shift

Also Published As

Publication number Publication date
BE601240A (fr) 1961-09-13
BE601246A (US07223432-20070529-C00017.png)
CH365695A (de) 1962-08-15
ES265555A1 (es) 1961-10-16
DE1132539B (de) 1962-07-05
GB914051A (en) 1962-12-28
FR1283569A (fr) 1962-02-02

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