US1653757A - Pbocess of - Google Patents

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US1653757A
US1653757A US1653757DA US1653757A US 1653757 A US1653757 A US 1653757A US 1653757D A US1653757D A US 1653757DA US 1653757 A US1653757 A US 1653757A
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ditto
acid
dyeing
combining
acids
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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
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • 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

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  • This invention relates to dyeing and is an improvement in or a modification of the invention described in our copending application No. 180,610, filed April 2, 1927, according to which we have discovered that the secondary disazo dyestuils obtained by coupling aminosalicylic acids or their homologues, hereafter referred to as amino-ohydroxy-carboxy acids of the benzene series, with the usual middle components, further diazotizing and combining with the peri-substituted naphthalene sulpho acids as end-components, have a good aiiinity -for regenerated cellulose silks and possess the valuable property of giving level dyeings on these fibres.
  • the present invention consists in the dyeing of regenerated silks, such as viscose silk, with the secondary disazo dyestuii obtained by combining amino-o-hydroxy-carboXy acids of the benzene series with the usual middle components, further diazotizing and combining with a coupling ofthe naphthalene series, namely a naphthol, or a naphthylamine or an N-sul; stitution product or the latter, or with a sulphonated derivative of one of these.
  • middle components there may be used a-naphthylamine, 1-amino-2- naphthol ether-s, l-naphthylamine-B- or 7- sulphonic acids, 1amino-2-alkoXy-naphthalene-6- or 7-sulphonic acids, meta-aminopa-ra-cresol methyl ether, amino-hydroquinone-dimethyl ether and the like.
  • the dyestuffs so obtained have a wide range oi shades according to the end component chosen, and they give level dyeings on regenerated cellulose silks.
  • Some of these dyestuffs are already known and have been used for dyeing wool, particularly for producing blacks by after-treatment with chromium compounds, but it was not foreseen that they would have a good afinity for regenerated cellulose silks and that they would give level dyeings on these fibres.
  • the fibres are dyed in the usual way, the
  • the dyebath is made up from 3000 parts of water, 20 parts of Glaubers salt, 2 parts of soap and one part of solochrome black F (Colour Index No. 299). 100 parts of the regenerated cellulose silk are entered into the bath at about C. The bath is then heated to about C. and dyeing allowed to proceed for about one hour. The silk is then removed, rinsed and dried. The resulting dyeing is a level deep black shade. By after-treating the dyed fabric with chromium fluoride the tastness to. washing is considerably increased.
  • naphthalene-8- I sulphonic acid Am nosalicylic -.ditto 2-naphthol-6-su1- Blue-vioaeid (technical phonic acid. let. mixture).
  • the dyeing process which comprises dyeing regenerated cellulose silks with secondary disazo dyestuffs made by combining amino-o-hydroXy-carboXy-acids of the benzene series with the usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group H 2.
  • the dyeing process which comprises dyeing regenerated cellulose silks with the secondary disazo dyestufis made by combining an amino salicylic acid with the'usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group.
  • the dyeing process which comprises -dyeing regenerated cellulose silks
  • the secondary disazo dyestuffs made by combining -amino-salicylic acid with the usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group.

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

Patented Dec. 27, 1927.
"UNITED "STATES PATENT ames BADDILEY, annoy ononLEY, Ann canteen BUTLER, oriiunncrinsrnnnne- .LANZD, nssienons 'ro nfarrrsrr nrns'rn'rr's conronarron LIMITED, or MAN- cirnsr'en, ENGLAND.
rnoonss or DYEme ARTIFICIAL SILK.
No Drawing. Application filed April 2, 1927, Serial No."1B 0,611, and in Great Britain June 7, 1926.
This invention relates to dyeing and is an improvement in or a modification of the invention described in our copending application No. 180,610, filed April 2, 1927, according to which we have discovered that the secondary disazo dyestuils obtained by coupling aminosalicylic acids or their homologues, hereafter referred to as amino-ohydroxy-carboxy acids of the benzene series, with the usual middle components, further diazotizing and combining with the peri-substituted naphthalene sulpho acids as end-components, have a good aiiinity -for regenerated cellulose silks and possess the valuable property of giving level dyeings on these fibres.
We have now found that in addition to the said disubstituted naphthalene sulpho acid components used in our previous application there may be used as end components coupling components of the naphthalene series containing a single auxochromic group, namely naphthols, naphthylamines and their N-su lostitution products, and sulphonated derivatives of these classes. The present invention consists in the dyeing of regenerated silks, such as viscose silk, with the secondary disazo dyestuii obtained by combining amino-o-hydroxy-carboXy acids of the benzene series with the usual middle components, further diazotizing and combining with a coupling ofthe naphthalene series, namely a naphthol, or a naphthylamine or an N-sul; stitution product or the latter, or with a sulphonated derivative of one of these. As middle components there may be used a-naphthylamine, 1-amino-2- naphthol ether-s, l-naphthylamine-B- or 7- sulphonic acids, 1amino-2-alkoXy-naphthalene-6- or 7-sulphonic acids, meta-aminopa-ra-cresol methyl ether, amino-hydroquinone-dimethyl ether and the like.
The dyestuffs so obtained have a wide range oi shades according to the end component chosen, and they give level dyeings on regenerated cellulose silks. Some of these dyestuffs are already known and have been used for dyeing wool, particularly for producing blacks by after-treatment with chromium compounds, but it was not foreseen that they would have a good afinity for regenerated cellulose silks and that they would give level dyeings on these fibres.
The fibres are dyed in the usual way, the
following description being typical, but we do "not limit ourselves to the conditions quoted (the parts are by weight) The dyebath is made up from 3000 parts of water, 20 parts of Glaubers salt, 2 parts of soap and one part of solochrome black F (Colour Index No. 299). 100 parts of the regenerated cellulose silk are entered into the bath at about C. The bath is then heated to about C. and dyeing allowed to proceed for about one hour. The silk is then removed, rinsed and dried. The resulting dyeing is a level deep black shade. By after-treating the dyed fabric with chromium fluoride the tastness to. washing is considerably increased.
Other examples to illustrate our inventoin are quoted in the following table 2- Secondary disazo dyestulf from- Shade on viscose First component Middle component End component 311k aarninosalicylie a-naphthylamine l-naphtholl-sul- Black.
11010. phonic acid.
Ditto ditto 1-naphthol-5-sul- V i o] e t I phonic acid. black. Ditto ..ditto 2-naphthylamiue-. Bordeaux.
6 s 111 p 11 0 n1 0 v acid. i Ditto ..ditto Z-methylamiue- Violet.
naphthalene-7- sulphonic acid. Ditto clitto l-phenylamino- Brown.
naphthalene-8- I sulphonic acid. Am nosalicylic -.ditto 2-naphthol-6-su1- Blue-vioaeid (technical phonic acid. let. mixture).
Ditto ditto l-naphthylamine- Brownish e-sulphonic violet. acid. Ditto d1tto l-naphthylamine- Viol at 6 and 7-sulbrown. phonic acids. Ditto 1-naphtl1ylamine 1-naphtho1-4-si11- Violet.
6 and 7-su1- phonic acid. phonic acids. Ditto ditt l-naphthol-asul- Ditto.
phonic acid.
l-naphtho1-3:6- Bluishdisulphonic violet. acid.
Ethyl-a-napli- Violet. tliylamine. .ditto S-naphthol Bled-vioct. --.ditto a-naphthylamiue Violet.
a-naphthylamine ditto Chocolate. fl-xyhdme 2-naphthol-6-su1- Red-viophonic acid. let. l-ammo-Z-naph- 2-naplithol-7-sul- Groenish- 'th e t h yl phonic acid. blue. e er.
What weclaim and desire to secure by Letters Patentis l. The dyeing process which comprises dyeing regenerated cellulose silks with secondary disazo dyestuffs made by combining amino-o-hydroXy-carboXy-acids of the benzene series with the usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group H 2. The dyeing process which comprises dyeing regenerated cellulose silks with the secondary disazo dyestufis made by combining an amino salicylic acid with the'usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group.
3. The dyeing process Which comprises -dyeing regenerated cellulose silks With the secondary disazo dyestuffs made by combining -amino-salicylic acid with the usual middle components, further diazotizing and combining with a coupling component of the naphthalene series containing a single auxochromic group. i
4. As new industrial products, regenerated cellulose silks when dyed by the process claimed in claim 1. p p
In testimony whereofwe afiix our signatures.
JAMES BADDILEY. PERCY CHORLEY. CARLTON BUTLER.
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