US1855278A - Process of dyeing acetate silk - Google Patents

Process of dyeing acetate silk Download PDF

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Publication number
US1855278A
US1855278A US289614A US28961428A US1855278A US 1855278 A US1855278 A US 1855278A US 289614 A US289614 A US 289614A US 28961428 A US28961428 A US 28961428A US 1855278 A US1855278 A US 1855278A
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United States
Prior art keywords
dyeing
hexahydroaniline
acetate silk
silk
cellulose acetate
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Expired - Lifetime
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US289614A
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Berthold Hermann
Rabe Paul
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General Aniline Works Inc
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General Aniline Works Inc
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General 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
    • D06P1/44—General 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
    • D06P1/64—General 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
    • D06P1/642—Compounds containing nitrogen
    • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
    • 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
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/921—Cellulose ester or ether

Definitions

  • hexahydroaniline and substitution products thereof for example, hexahydro-methyl'aniline, hexahydro-ethylaniline, also the homologues of hexahydro-aniline, for example, hexahydrotoluidines, such as hexahydroethyl-ortho-' I I toluidine and hexahydro-ortho- (and meta-) toluidine, liexahydroxylidines, such as hexahydro-meta-xylidine and finally the hydrogenated naphthalenediamines, for example,
  • the quantity of the bases added to the dye ing bath may be varied within wide limits. We prefer to use about 1 to 3 per cent calculated on the amount of the bath.
  • the dyeing 841 and the like.
  • Such salts can be prepared, for example, by dissolving the sodium salt of the dyestuf'f in alcohol, adding hydrochloric acid, whereby the so-called anhydroform of the sulfonic acid separates, which latter can be transformed into the salt to be prepared by simple rubbing with the respective base.
  • Example 1 0.1 gram of the sodium salt of 1-amino-4-hexahydroanilido anthraquinone-2-sulfonic acid is dissolved in 100 cc. of water. About 1 gram of hexahydroaniline is added and the wetted goods are introduced into the solution at 70 C. and dyed at 7'5 C. for about one hour, rinsed and dried. The acetate silk is dyed in clear blue shades. When applying in this example instead of the free dyestufl its salt with hexahydroaniline, the same result is obtained without the addition of free hexahydroaniline.
  • Ewample Q Orange II (see Color Index 1924, Nb. 151) is used for dyeing in the same manner, .vvhen deeper shades areobtained compared with those resulting from the customary dyeing methods without the addition of the above bases.
  • Example 3 -Benzo brown G (see Color Index 1924,'No. 331) with the addition of 3% of hexahydroaniline dyes acetate'silk better and in clearer shades than according to the dyeing methods hitherto known.
  • water-soluble dyestuffs can be used, for example, brilliant rhodulin violet R (see German Patent 81,963), methyleneblue BB (see Color Index 1924, No. 922), safranine FF extra No. 0 (see Color Index 1924, No.
  • Process which comprises dyeing acetate silk with a dyeing bath containing l-aminoa-hexahydro-anilido anthraquinone 2 -sulfonic acid and hexahydroani-line.
  • a dyeing composition comprising a water-soluble dyestufi having aflinity for cellulose acetate fibres and a hydrogenated carbocyclic base having a benzene or naphtha lene nucleus, the nitrogen atom being attached to a carbon atom in said nucleus.
  • a dyeing composition comprising a water-soluble dyestufit' having affinity for cellulose acetate fibres and'hexahydroaniline.
  • a dyeing composition comprising 1- amino-4-hexahydroanilido-anthraquinone-2 sulfonic acid and hexahydroaniline.

Description

Patented Apr. 26, 1932 UNITED STATES PATENT OFFICE" HERMANN BERTHOLD AND PAUL RAIBE, OF LEVERKUSEN-ON-THE-RHINE, GERMANY,
ASSIGNORS TO GENERAL ANILINE WORKS, INC, OF NEW YORK, N. Y., A CORPORA- TION or DELAWARE PROCESS or nYniNG ACETATE SILK No Drawing. Application filed June 30, 1928, Serial No. 289,614, and in Germany July 11, 1927.
- 10 naphthalene nucleus, the nitrogen atom being attached to a carbon atom in said nucleus is added to the dyeing bath. This addition'facilitatesthe dyeing of the acetyl cellulose without the harmful secondary effects generally caused by other alkaline reacting agents, i. e. partial saponification accompa nied by deterioration of the mechanical strength and the luster of the acetyl cellulose products. Moreover, it is possible according to the present process to dye acetate silk particularly clear shades by means of many wool dyestufl's, especially such as contain sulfur groups, which until now could only be applied to cellulose acetate fibers with Such bases are, for instance, hexahydroaniline and substitution products thereof, for example, hexahydro-methyl'aniline, hexahydro-ethylaniline, also the homologues of hexahydro-aniline, for example, hexahydrotoluidines, such as hexahydroethyl-ortho-' I I toluidine and hexahydro-ortho- (and meta-) toluidine, liexahydroxylidines, such as hexahydro-meta-xylidine and finally the hydrogenated naphthalenediamines, for example,
hydrogenated 1: 5- and 1:7 naphthalenediamines.
The quantity of the bases added to the dye ing bath may be varied within wide limits. We prefer to use about 1 to 3 per cent calculated on the amount of the bath. The dyeing 841), and the like.
used in the dyeing process in the customary manner, instead of adding the said base to the dyeing bath. Such salts can be prepared, for example, by dissolving the sodium salt of the dyestuf'f in alcohol, adding hydrochloric acid, whereby the so-called anhydroform of the sulfonic acid separates, which latter can be transformed into the salt to be prepared by simple rubbing with the respective base.
The following examples will illustrate our invention, Without limiting it thereto:
Example 1.-0.1 gram of the sodium salt of 1-amino-4-hexahydroanilido anthraquinone-2-sulfonic acid is dissolved in 100 cc. of water. About 1 gram of hexahydroaniline is added and the wetted goods are introduced into the solution at 70 C. and dyed at 7'5 C. for about one hour, rinsed and dried. The acetate silk is dyed in clear blue shades. When applying in this example instead of the free dyestufl its salt with hexahydroaniline, the same result is obtained without the addition of free hexahydroaniline.
Ewample Q. Orange II (see Color Index 1924, Nb. 151) is used for dyeing in the same manner, .vvhen deeper shades areobtained compared with those resulting from the customary dyeing methods without the addition of the above bases.
Example 3.-Benzo brown G (see Color Index 1924,'No. 331) with the addition of 3% of hexahydroaniline dyes acetate'silk better and in clearer shades than according to the dyeing methods hitherto known.
Example 4.2% of rhodulin orange NO (see Color Index, 1924, No. 778) with the addition of 3% of hexahydroaniline dyes acetate silk considerably better than according to the dyeing methods hitherto known.
Other water-soluble dyestuffs can be used, for example, brilliant rhodulin violet R (see German Patent 81,963), methyleneblue BB (see Color Index 1924, No. 922), safranine FF extra No. 0 (see Color Index 1924, No.
We claim: 1. Process which comprises dyeing cellulose acetate with a dyeing bath containing a water-soluble dyestufli' having afiinity for cellulose acetate fibres and a hydrogenated carbocyclic base having a benzene or naphthalene nucleus, the nitrogen atom being attached to a carbon atom in said nucleus.
2. Process which comprises dyeing cellulose acetate with a dyeing bath'containing a water-soluble dyestutf having aifinity for cellulose acetate fibres and hexahydroaniline.
3. Process which comprises dyeing acetate silk with a dyeing bath containing l-aminoa-hexahydro-anilido anthraquinone 2 -sulfonic acid and hexahydroani-line.
4. A dyeing composition comprising a water-soluble dyestufi having aflinity for cellulose acetate fibres and a hydrogenated carbocyclic base having a benzene or naphtha lene nucleus, the nitrogen atom being attached to a carbon atom in said nucleus.
5. A dyeing composition comprising a water-soluble dyestufit' having affinity for cellulose acetate fibres and'hexahydroaniline.
6. A dyeing composition comprising 1- amino-4-hexahydroanilido-anthraquinone-2 sulfonic acid and hexahydroaniline.
7. A dyeing bath containing a water-soluble dyestuft having afiinity for cellulose acetate fibres and a hydrogenated carbocyclic base having a benzene 0r naphthalene nu-' cleus, the nitrogen atom being attached toa carbon atom in said nucleus.
8. As a new article of manufacture, cellulose acetate dyed with a water-soluble dye stuff having aflinity for cellulose acetate fibres in the presence of a hydrogenated carbocyclic base having a benzenev or naphthalene nucleus, the nitrogen atom being attached to a carbon atom in said nucleus.
9. As a new article of manufacture, acetate silk dyed with a water-soluble dyestufi having afiinity for acetate silk in the presence of hexahydroaniline.
10. As a new article ofma-nufacture, acetate silk dyed in clear blue shades with 1- amino i-hexahydroanilido-anthraquin0ne-2 sulfonic acid in the presence of hexahydroaniline. v
In testimony whereof we have hereunto set our hands.
-HERMANN BERTHOLD. [L. 5.]
PAUL BABE. [L. s.]
US289614A 1927-07-11 1928-06-30 Process of dyeing acetate silk Expired - Lifetime US1855278A (en)

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