US2200452A - Method of producing cellulosic fibers having affinity for acid dyes - Google Patents

Method of producing cellulosic fibers having affinity for acid dyes Download PDF

Info

Publication number
US2200452A
US2200452A US20704A US2070435A US2200452A US 2200452 A US2200452 A US 2200452A US 20704 A US20704 A US 20704A US 2070435 A US2070435 A US 2070435A US 2200452 A US2200452 A US 2200452A
Authority
US
United States
Prior art keywords
cellulosic fibers
fibers
acid dyes
affinity
producing cellulosic
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
Application number
US20704A
Inventor
Kosslinger Karl
Klare Hermann
Bitterfeld Wolfen Kreis
Rein Herbert
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Application granted granted Critical
Publication of US2200452A publication Critical patent/US2200452A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • D06P1/64General 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 without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/645Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
    • 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
    • D06P1/655Compounds containing ammonium groups
    • D06P1/66Compounds containing ammonium groups containing quaternary ammonium groups

Definitions

  • a good afiinity for said wool-dyestuffs is imparted to vegetable or artificial cellulosic fibers by incorporating in the fiber, according to the customary methods, a primary, secondary or tertiary amine of the general formula (R1, R2, R3)N or a quarternary ammonium base of the general formula: (R132 R: R4 N) OH, or a salt of any of these compounds.
  • the amine or ammonium base should be taken up and retained by the fiber; this is the case when at least one of the residues represented by R1, R2, R3 and R4 comprises an aliphatic chain having eight or more carbon atoms.
  • the remaining groups in the amine or ammonium base may' 'be hydrogen, aromatic residues or aliphatic residues containing less than eight carbon atoms.
  • nitrogen atom of the amine or ammonium base 30 may itself be a member ofa ring system, that is to say it may belong to a heterocyclic ring.
  • the compounds may be incorporated in the cellulosic fibers by impregnating the fiber with a solution or emulsion of the base or of a salt there- 35 of with an inorganic or organic acid.
  • vAn addition of formaldehyde increases the fastness of the dyeings produced on fibers treated in accordance with the invention.
  • the formaldehyde may be added to the impregnating bath or it may be 40 applied to the fibers in a separate bath.
  • the amine or ammonium base or salt thereof may be incorporated in the spinning solution and the latter then spun according to the known methods. Since the compounds are contained in the artificial fibers thus produced, the same effect is attained. The effect is further improved by the simultaneous addition of proteins to the 50 spinning solution directly before the spinning in 'accordancewith the process described in the U. S. Patent 2,059,632 to Paul Esselmann and Karl Kfisslinger, one of these being also an in- The.
  • cholic acid or acid amines such as formamide or acetamide.
  • the amine or ammonium base or salt thereof may be incorporated inthe spinning solution or artificial fibers prepared according to the aforesaid patent may be subsequently treated with a solution or emulsion of the base or asalt thereof.
  • Example 1 200 grams of stearylamine acetate are dissolved in 40 liters of water containing 5 per cent of formaldehyde, 2 kilos of cellulosic artificial silk or cotton are introduced into the bath thus prepared and frequently moved therein upwards and downwards during 15 to 20 minutes. Thematerial is then centrifuged and dried at 80 to 90 C.
  • Example 2 The procedure is as in Example 1 with the exception that instead of stearylamine acetate there are used 20 grams of isopropyl; dodecylamine lactate or 200 grams of N-dodecyl- 1:3-propylene diamine formate.
  • the term-cellulosic is intendedto include materials consisting of cellulose or cellulose hydrate, however, it shall exclude cellulose derivatives such as cellulose esters and ethers.
  • a method of increasing the aflinity of cellulosic fibers for acid dyes comprisesimp regnating the undyed fibers with formaldehyde and an, aqueous liquid containing a compouhd selected from the group consisting of amines containing an aliphatic radical of more than 8 carbon atoms, tetra alkyl ammonium bases containing at least one radical with more than 8 carbon atoms and salts of these compounds, and drying the fibers thus treated.

Description

. Patented May 14,
PATENT, OFFICE METHOD OF PRODUCING OELLULOSIC FI- BERS HAVING AFFINITY FOR ACID DYES Karl Kiisslinger, Dessau, Hermann Klare, Wolfcn Kreis Bitterfeld, and Herbert Rein, Dessau, Germany, assignors to I. G. Farbenindustrie Aktiengesell'schaft, Germany Frankfort on the Main,
No Drawing. Application May 9, 1935, Serial In Germany May 15, 1934 2 Claims. (01. 8-116) One'of its objects is an improved process of this kind. Another object is to improve the capacity of vegetable or artificial cellulosic fibers to be dyed by acid dyes as used for dyeing wool.
6 Further objects will be seen from the detailed specification following hereafter.
According to this invention a good afiinity for said wool-dyestuffs is imparted to vegetable or artificial cellulosic fibers by incorporating in the fiber, according to the customary methods, a primary, secondary or tertiary amine of the general formula (R1, R2, R3)N or a quarternary ammonium base of the general formula: (R132 R: R4 N) OH, or a salt of any of these compounds. These substances react on the fiber with the dyestuif acid and thus fix the dyestuff to the cellulosic fiber, so that they give to cotton, artificial silk and other cellulosic fibers dyeing properties similar to those of animal fibers. It is essential for the purpose of the invention that the amine or ammonium base should be taken up and retained by the fiber; this is the case when at least one of the residues represented by R1, R2, R3 and R4 comprises an aliphatic chain having eight or more carbon atoms. The remaining groups in the amine or ammonium base may' 'be hydrogen, aromatic residues or aliphatic residues containing less than eight carbon atoms. nitrogen atom of the amine or ammonium base 30 may itself be a member ofa ring system, that is to say it may belong to a heterocyclic ring.
The compounds may be incorporated in the cellulosic fibers by impregnating the fiber with a solution or emulsion of the base or of a salt there- 35 of with an inorganic or organic acid. vAn addition of formaldehyde increases the fastness of the dyeings produced on fibers treated in accordance with the invention. The formaldehyde may be added to the impregnating bath or it may be 40 applied to the fibers in a separate bath.
Instead of introducing the compounds subsequently to the production of the artificial fibers, the amine or ammonium base or salt thereof may be incorporated in the spinning solution and the latter then spun according to the known methods. Since the compounds are contained in the artificial fibers thus produced, the same effect is attained. The effect is further improved by the simultaneous addition of proteins to the 50 spinning solution directly before the spinning in 'accordancewith the process described in the U. S. Patent 2,059,632 to Paul Esselmann and Karl Kfisslinger, one of these being also an in- The.
ventor of' the present invention. These proteins may be fixed by the addition to the spinning solution of suitable compounds, for instance,
cholic acid or acid amines such as formamide or acetamide. In this case also the amine or ammonium base or salt thereof may be incorporated inthe spinning solution or artificial fibers prepared according to the aforesaid patent may be subsequently treated with a solution or emulsion of the base or asalt thereof.
The following examples illustrate the invention: v
Example 1.-200 grams of stearylamine acetate are dissolved in 40 liters of water containing 5 per cent of formaldehyde, 2 kilos of cellulosic artificial silk or cotton are introduced into the bath thus prepared and frequently moved therein upwards and downwards during 15 to 20 minutes. Thematerial is then centrifuged and dried at 80 to 90 C.
Example 2.The procedure is as in Example 1 with the exception that instead of stearylamine acetate there are used 20 grams of isopropyl; dodecylamine lactate or 200 grams of N-dodecyl- 1:3-propylene diamine formate.
The term-cellulosic is intendedto include materials consisting of cellulose or cellulose hydrate, however, it shall exclude cellulose derivatives such as cellulose esters and ethers.
What we claim is:
1.-A method of increasing the aflinity of cellulosic fibers for acid dyes which method comprises treating the undyed fibers with formaldehyde and an aqueous liquid containing a com; pound selected from the group consisting of amines containing an aliphatic radical of more than 8- carbon atoms, tetra alkyl ammonium bases containing at least one radical with more than 8 carbon atoms and salts of these compounds, and drying the fibers thus treated.
2. A method of increasing the aflinity of cellulosic fibers for acid dyes which method comprisesimp regnating the undyed fibers with formaldehyde and an, aqueous liquid containing a compouhd selected from the group consisting of amines containing an aliphatic radical of more than 8 carbon atoms, tetra alkyl ammonium bases containing at least one radical with more than 8 carbon atoms and salts of these compounds, and drying the fibers thus treated.
: KARL Kdssmwna.
HERMANN KI..AR.E. HERBERT REIN.
US20704A 1934-05-15 1935-05-09 Method of producing cellulosic fibers having affinity for acid dyes Expired - Lifetime US2200452A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2200452X 1934-05-15

Publications (1)

Publication Number Publication Date
US2200452A true US2200452A (en) 1940-05-14

Family

ID=7989747

Family Applications (1)

Application Number Title Priority Date Filing Date
US20704A Expired - Lifetime US2200452A (en) 1934-05-15 1935-05-09 Method of producing cellulosic fibers having affinity for acid dyes

Country Status (1)

Country Link
US (1) US2200452A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2448125A (en) * 1943-03-26 1948-08-31 Ciba Ltd Amide derivatives and process of making same
US2580491A (en) * 1950-08-08 1952-01-01 Jr Kyle Ward Reducing the crystallinity of native fibrous cellulosic material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2448125A (en) * 1943-03-26 1948-08-31 Ciba Ltd Amide derivatives and process of making same
US2580491A (en) * 1950-08-08 1952-01-01 Jr Kyle Ward Reducing the crystallinity of native fibrous cellulosic material

Similar Documents

Publication Publication Date Title
US2131145A (en) Process for increasing the reactivity of naturally or artificially shaped articles or materials and product obtained thereby
US2083122A (en) Manufacture of artificial filaments, threads, films, and the like
US2350188A (en) Textile treatment
US3038820A (en) Process for imparting a soft feel to textile fibers
US2345110A (en) Process for improving fibrous material and the material treated by such a process
US2004476A (en) Dyeing of textiles
US2200452A (en) Method of producing cellulosic fibers having affinity for acid dyes
US2183754A (en) Process of dyeing
US4072464A (en) Epoxypropyl ammonium salt and boric acid assisted dyeing process
US2203493A (en) Treatment of cellulosic material
US2131121A (en) Process of increasing the fastness of dyeings
US2263387A (en) Process of dyeing
US2186894A (en) Treating fibrous materials
GB496234A (en) Process for improving artificial silk fabrics
GB1258483A (en)
US2312199A (en) Treatment of cellulosic textile materials
US3009761A (en) Polyquaternary ammonium compounds
US1957493A (en) Treatment of textile and other materials
US2307973A (en) Dyeings
US2148655A (en) Coloration of textile materials
US1838038A (en) Alphonse heckendoen
GB486010A (en) Improvements in dyeing textile fibres
US2231890A (en) Process for improving the dyeing properties of artificial fibers, foils, films, ribbons, and the like, and products obtained therefrom
GB440647A (en) Improvements relating to vegetable and artificial cellulosic fibres
US1856033A (en) Artificial forms or threads fast to water and easily dyed and process of making same