US1609702A - Process of dyeing cellulose compounds - Google Patents

Process of dyeing cellulose compounds Download PDF

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Publication number
US1609702A
US1609702A US16567A US1656725A US1609702A US 1609702 A US1609702 A US 1609702A US 16567 A US16567 A US 16567A US 1656725 A US1656725 A US 1656725A US 1609702 A US1609702 A US 1609702A
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United States
Prior art keywords
cellulose
compounds
anthraquinone
methyl
dyeing
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Expired - Lifetime
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US16567A
Inventor
Duisberg Waither
Hentrich Winfrid
Zeh Ludwig
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Grasselli Dyestuff Corp
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Grasselli Dyestuff Corp
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/30Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated
    • C09B1/306Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated only sulfonated in a substituent
    • 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
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/921Cellulose ester or ether

Definitions

  • Our invention relates to-the use of anthraquinone derivatives which have afiinity for cellulose compounds such as cellulose acetate, cellulose formate, ethyl cellulose, propyl cellulose or other organic cellulose esters and cellulose ethers.
  • cellulose compounds such as cellulose acetate, cellulose formate, ethyl cellulose, propyl cellulose or other organic cellulose esters and cellulose ethers.
  • watersoluble anthraquinone derivatives for example, alkaline earth metal salts such as the sodium salts.
  • alkaline earth metal salts such as the sodium salts.
  • amino-anthraquinone-N-methyl-w-sulfonic acid compounds referred to are of the general type of 1-4-diamino-anthraquinone-N-methyl-msulfonic acid n-N-om-soma are dissolved in 10,000 parts hot water. 250 parts cellulose acetate silk are entered into this dye bath at about C. and treated for of an hour at this temperature. After dyed a clear bright violet.
  • Example 2 -Six parts of the sodium salt of 1-5-dihydroxyl-8-diamino-anthraqui none- I-methyl-w-sulfonic acid NE, on
  • n I n-onrsomn are dissolved in 10,000 parts of wat'er'and They are obtained by treating the correaqueous and eventually acid suspension.
  • Example 1 Our invention will be further illustrated by weight Example 1.--Six parts of'the sodium salt NHI c are dissolved in 10,000 parts ofwater. 250 parts cellulose formate silk are dyed in this bath at about 70 C. for of an hour. A deep,,bright greenish-blue shade is obtained.
  • organo-oxy-cellulose compounds dyed with amino-anthraquinone- N-methyl-w-sulfonic acid compounds.
  • organo-oxy-cellulosc compounds dyed with soluble salts of L4- diamino-anthraquinone-N-methyl-w-sulfonic acids.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Patented Dec. 7, 1926.
UNITED STATES PATENT, OFFICE.
WA1THER DUISBERG, OF LEVERKUSEN, NEAR COLOGNE. AND WINFRID HENTRIOH AND LUDWIG ZEH; OF WIESDORF, NEAR COLOGNE. GERMANY, ASSIGNORS TO GRASSELLI DYESTUFF CORPORATION, OF NEW YORK, N. Y., A CORPORATION OF DELAWARE.
rnocnss or DYEING cELnuLosE comrounns.
No Drawing. Applicationlledflarch 18, 1925, Serial No. 16,567, and in Germany March 18, 1924.
pounds such as cellulose esters or ethers and in the products so Obtained.
Our invention relates to-the use of anthraquinone derivatives which have afiinity for cellulose compounds such as cellulose acetate, cellulose formate, ethyl cellulose, propyl cellulose or other organic cellulose esters and cellulose ethers. Especially suitable are watersoluble anthraquinone derivatives, for example, alkaline earth metal salts such as the sodium salts. For the purpose of this invention we will call these cellulose deriva-' wrmging Washing and drying the Silk is tives organo-oxy-cellulose compounds.
We have now found that amino-anthraquinone-N-methyl w-sulfonic acid compounds are easily'absorbed by organo-oxy-cellulose compounds and that shades ranging ractically over the whole color scale can e obtained by dyeing organic cellulose esters and cellulose-ethers in aqueous solution with such products. This process is exceedingly valuable forobtaining fast and brilliant shades on textile products made out of such cellulose compounds and in so-called mixed goods it i .by the following examples, the parts being allows -to obtain various effects especially when the other textile fibres woven together with the cellulose ester or cellulose ethers have a different aflinity for these anthraquinone dyes. Y Y a The amino-anthraquinone-N-methyl-w-sulfonic acid compounds referred to are of the general type of 1-4-diamino-anthraquinone-N-methyl-msulfonic acid n-N-om-soma are dissolved in 10,000 parts hot water. 250 parts cellulose acetate silk are entered into this dye bath at about C. and treated for of an hour at this temperature. After dyed a clear bright violet.
Example 2.-Six parts of the sodium salt of 1-5-dihydroxyl-8-diamino-anthraqui none- I-methyl-w-sulfonic acid NE, on
n I n-onrsomn are dissolved in 10,000 parts of wat'er'and They are obtained by treating the correaqueous and eventually acid suspension.
Other substitution in the anthraquinone nucleus as for instance by hydroxyl groups though modifying the shade, will 'not influence the dyeing properties for organo-oxycellulose compounds.
Our invention will be further illustrated by weight Example 1.--Six parts of'the sodium salt NHI c are dissolved in 10,000 parts ofwater. 250 parts cellulose formate silk are dyed in this bath at about 70 C. for of an hour. A deep,,bright greenish-blue shade is obtained.
-In the same way beta-aminoanthraquinone- .N-methyl-m-sulfonic acid compounds'can beused.
We claim 2-- v 1. The process ofdyeing organo-oxy-cellulose compounds which consists in treating same with amino-anthraquinone-N-methyh lose compounds which consists in treating same with aqueous solutions of soluble amino-anthraquinone N methyl-m-sulfonic acid compounds.
3. The process of dyeing cellulose acetate which consists in treating same with aminoanthraquinone N1 methyl-m-sulfonic compounds.
4. The process of dyeing cellulose acetate which consists in treating same with aqueous solutions of soluble amino-anthraquinone-N methylw-sulfonic acid compounds.
5. The processof dyeing organo-oxy-cellulose compounds which consists in treating same with l--diamino-anthraquinone-N- methyl-w sulfonic acid compounds.
6. The process of dyeing organoony-cellulose compounds which consists in treating same with aqueous solutions of soluble salts of 1-4-diamino-anthraquinone-N-methyl-wsulfonic acids.
7. The process of dyeing cellulose acetate acid acids.
which consists in treating same with 1-4 diamino-anthraquinone-N-methyl-w-sulfonic acid compounds.
8. The process of dyeing cellulose acetate which consists in treating same with aqueous solutions of soluble salts of l-4-diaminoanthraquinone-N-methyl-w-sulfonic acids.
9. As new products organo-oxy-cellulose compounds dyed with amino-anthraquinone- N-methyl-w-sulfonic acid compounds.
10. As new products organo-oxy-cellulosc compounds dyed with soluble salts of L4- diamino-anthraquinone-N-methyl-w-sulfonic acids.
7 11. As new products cellulose acetate compounds dycd with soluble salts of 1-4- diamino-anthraquinone -N-n'1ethyl-w-su1fonic 12. As new'products cellulose acetate compounds dyed with -amino-anthraquinonc-l methyl-wsulfonic acid compounds.
In testimony whereof we have hereunto set our hands.
WVALTHER DUISBERG. VVINFRID HENTRICH. LUDWIG ZEH.
US16567A 1924-03-18 1925-03-18 Process of dyeing cellulose compounds Expired - Lifetime US1609702A (en)

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