US1678580A - Process of dyeing with vat and azo dyestuffs - Google Patents
Process of dyeing with vat and azo dyestuffs Download PDFInfo
- Publication number
- US1678580A US1678580A US109351A US10935126A US1678580A US 1678580 A US1678580 A US 1678580A US 109351 A US109351 A US 109351A US 10935126 A US10935126 A US 10935126A US 1678580 A US1678580 A US 1678580A
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- United States
- Prior art keywords
- vat
- liters
- dissolved
- silk
- added
- 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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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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/68—Preparing azo dyes on the material
-
- 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
- D06P1/22—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 vat dyestuffs including indigo
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/12—Preparing azo dyes on the material
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/6025—Natural or regenerated cellulose using vat or sulfur dyes
-
- 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
- Y10S534/00—Organic compounds -- part of the class 532-570 series
- Y10S534/01—Mixtures of azo compounds
-
- 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
- Y10S8/916—Natural fiber dyeing
- Y10S8/917—Wool or silk
-
- 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
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
Definitions
- This invention relates to a process of dyethe customary methods, and converting the vat dyestuil into the insoluble form by oxidation, and developing the ice color on the fiber by means of a diazo solution.
- the azo component deposited on the fiber is rendered more insensitive to the influence of air in a sur risinfi manner by the action of the vat yestu
- An equi-molecular amount of formaldehyde can nevertheless be added to the padding liquor, and in this case the natural assumption that hydrosulfite adds itself to the formaldehyde wherebythe' rotective actionwould be taken from the ormaldehyde and the vat preclpitated at the same time is not proved to be correct.
- T e process can be used on cotton, artificial ed! In the latter case, the silk may be de-gummed during the dyeing process or afterwards. It ls Slll'pllS- ing that no injury to the Sllk with respect to luster, strength and touch occurs 1n spite of attack in' a groundin and dlazo' bath, although the amount of al all in the gro lnding bath is considerable. and in add1t1on hydrosulfite which is known to be harmful I 1 After-the usual subsequent treatment for to animal fibers is resent. Vat dyestufis 0 all classes may be used for the process of'this invention. The process involving the use of vat dyestufis disand Rittner,Serial No.
- the present invention relates only to the use of vat dyestufi's dissolved by one of" the customary methods and does not include vat dyestuffs dissolved by esterification.
- 'azo components may be used the naphthols, acylaminonaghthols such as benzoylamino-naphthols an the ureas from the 2-5-aminonaphthol- 7 -sulfonic acid, the derivatives of l-hydrox naphthalene-et-carboxylic acid mentioned in U. S.
- Patent 1,453,660 the arylids of the 2-3-hydroxynaphthoic acid, substances containing a methylene group which is capable of coupling with diazo compounds,also for example pyrazolone derivatives or derivatives of B-ketone-aldehydes, such as the acyl acetic acid arylids, the diand the monoacyl acetic acid arylids mentioned in French Patent 567 ,284, and others.
- diazo compounds also for example pyrazolone derivatives or derivatives of B-ketone-aldehydes, such as the acyl acetic acid arylids, the diand the monoacyl acetic acid arylids mentioned in French Patent 567 ,284, and others.
- 160 gr. of 2-5-dichloraniline are boiled in 1 liter of water, dissolved with the addition I of 310 cc. of 20 Be. hydrochloric acid, silk and surprisingly on natural silk, on degummed silk as well as on silk which has not previously been dequickly stirred into 1.6 liters of cold water, 1.6 kg.;of ice and 310 cc. of 20 B. hydr'ochloric acid.
- Immediately 80 gr. of sodium nitrite dissolved in 300 cc. of wa ter are added with violent stirring. The mixture is neutralized after 10 minutes with 145 gr.
- the material is thoroughly dyed for half 7 gr. of concentrated I an hour, hun up, squeezed out, centrifuged acid and 47 gr. of sodium nitrite in 200 cc.
- 250 gr. of 4-nitro-2-anisidine are introduced into 5 liters of cold water and 250 cc. of 20 hydrochloric acid are added. After solution, 90 gr. of sodium nitrite dissolved :in about 500 cc. of cold water are allowed to flow in and after 20 minutes it is neutralized with 180 gr. of sodium acetate dissolved in about 500 cc. of-water and 180 gr. of aluminum sulfate dissolved in 1 liter of water, and. then 6 liters.
- nitrite dissolved in about 1.5 liters of water. After 15 minutes it is neutralized with 300 gr. of sodium acetate; in 1.5 ltrs. of water and 300 gr. of@ aluminum sulfate in 2.5.
- vat-d estufl' is oxidlzed and evelopcd with a iazosolution which contains 2 gr. ofp-nitro-o-anisidin and 20 cc. of 50% acetic acid per liter. Then it is rinsed, soaped at a boiling temperature with Marseilles soap, rinsed, brightened in the usual manner and dried.
- Example 6 De-gummed silk or yarn is ounded at 45 C. in a bath which contains in 1 liter 5 gr. ofdiacetoacetyl-o-tolidin, 3 cc. of Turkey-red oil, 35 cc. of 30 B.
- caustic soda 2 gr. of 'Protektol-I
- Process of dyeing cotton, artificial silk, and silk with vat and azo dyestuffs in green shades which comprises grounding the goods with diacetoacetyl-o-toli-din and at the same time with a vat dyestufi of the indanthrene blue group dissolved without esterification and converting the vat dyestuff into insoluble form by oxidation, and developing the ice color on the fiber b means of a solution of a diazo chlorbenzo 8.
- Material dyed by the process of claim 7 In testimony whereof, I aflix my signature.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented July 24, 1928.
s ren 'rATEs i 1,678,580 PATENT" WILHELM wm'rnnnannnn, orraauxroar-ongrnn-mam, GERMANY, assrenon, TO M emssnnnr DYnsrUrr oonroa arrou, or NEW YORK, N. Y., A coaroaa'rron or panama.
raocnss or DYEING wr'rrx var AN Azo mzns'rurrs.
Ho Drawing. Application filed May 15, 1926, SeriaI No. 109,351, and in Germany May'20, 1925."
This invention relates to a process of dyethe customary methods, and converting the vat dyestuil into the insoluble form by oxidation, and developing the ice color on the fiber by means of a diazo solution.
The azo component deposited on the fiber is rendered more insensitive to the influence of air in a sur risinfi manner by the action of the vat yestu An equi-molecular amount of formaldehyde can nevertheless be added to the padding liquor, and in this case the natural assumption that hydrosulfite adds itself to the formaldehyde wherebythe' rotective actionwould be taken from the ormaldehyde and the vat preclpitated at the same time is not proved to be correct.
In this manner umform dyeings which in case of heavy dyeings are superior 1n fastness to washing, boiling and rubbing tody'eings made with the vat dyestufi only are obtained with less consumption of 'dyestufi and a complete exhaustion ofvthe vat dye stufl from the dye bath. In this manner a whole series of shades according to samples can be obtained which can be produced neither with ice colors nor with vat dyestuffs alone. The process is therefore capable of bein carried out extremely easily and sim %y in the usual apparatus.
T e process can be used on cotton, artificial ed! In the latter case, the silk may be de-gummed during the dyeing process or afterwards. It ls Slll'pllS- ing that no injury to the Sllk with respect to luster, strength and touch occurs 1n spite of attack in' a groundin and dlazo' bath, although the amount of al all in the gro lnding bath is considerable. and in add1t1on hydrosulfite which is known to be harmful I 1 After-the usual subsequent treatment for to animal fibers is resent. Vat dyestufis 0 all classes may be used for the process of'this invention. The process involving the use of vat dyestufis disand Rittner,Serial No. 39,377. The present invention relates only to the use of vat dyestufi's dissolved by one of" the customary methods and does not include vat dyestuffs dissolved by esterification. As 'azo components may be used the naphthols, acylaminonaghthols such as benzoylamino-naphthols an the ureas from the 2-5-aminonaphthol- 7 -sulfonic acid, the derivatives of l-hydrox naphthalene-et-carboxylic acid mentioned in U. S. Patent 1,453,660; the arylids of the 2-3-hydroxynaphthoic acid, substances containing a methylene group which is capable of coupling with diazo compounds,also for example pyrazolone derivatives or derivatives of B-ketone-aldehydes, such as the acyl acetic acid arylids, the diand the monoacyl acetic acid arylids mentioned in French Patent 567 ,284, and others.
The invention is illustrated by the followin examples:
mample 1.--800 gr. of diacetoacetyl-otolidine are stirred into a paste with 3 liters of 38 B.- caustic soda and 1500 gr. of
Turkey-red oil, then dissolved in 15 liters of .hot water with boiling and diluted to. 200
liters. duced at C. and after ten minutes 1.5 kg. of 4,4'-dioxy-indanthrene and 800 gr. 0f
10 kg. of wetted cotton are introconcentrated hydrosulfite powder are added. After a half hour the cotton is hung up for a short time, centrifuged and developed with the following solution:
160 gr. of 2-5-dichloraniline are boiled in 1 liter of water, dissolved with the addition I of 310 cc. of 20 Be. hydrochloric acid, silk and surprisingly on natural silk, on degummed silk as well as on silk which has not previously been dequickly stirred into 1.6 liters of cold water, 1.6 kg.;of ice and 310 cc. of 20 B. hydr'ochloric acid. Immediately 80 gr. of sodium nitrite dissolved in 300 cc. of wa ter are added with violent stirring. The mixture is neutralized after 10 minutes with 145 gr.
of precipitated chalk and 125 gr. of sodium acetate,ldissolved in .700 cc. of water, and then 6kg. of Glaubers salt and 700 cc. of acetic acid are added; The bath is made up to 200 liters.
of'water; 133 cc. of 30% formaldehyde slution are added to this solution at 50 0.,
and then 160 liters of water and 4"liters of sulfite waste liquor are added.
The mixture is allowed to'standfora half. hour and kg. of cotton areintroduced at 30 C. After several minutes there are added 100 gr. of trichlorindanthrene vatted in 10 liters of water, 1 liter of 40 B.
caustic soda and 500 hydrosulfite powder.
.The material is thoroughly dyed for half 7 gr. of concentrated I an hour, hun up, squeezed out, centrifuged acid and 47 gr. of sodium nitrite in 200 cc.
of water are added. The mixture is neutralizedwith 90gr. of precipitated chalk and 90 gr. of sodium acetate and thenfQO-gr. of 50% acetic acid and 6 kg. of Glaubers salt are added. The bath made up to 200 liters. a I
After the usual subsequent treatment a brown is obtained. 7
E (IL-ample 3.-.400 of 2-3-hydroxynaphthoic flCld-IH-Illlilfihl ide are dissolved with 800 gr. of Turkeyrred oil in 1.5 liters of 38 B. caustic soda, diluted to a 200 liters bath and 4 liters of sulfite waste liquor are added. 10 kg. of cotton yarn or artificial silk yarn are introduced at 30 C. and 500 gr.
of succinyl-diamino-anthrarufin and 600 of concentrated---hydrosulfite owder are added, andthe material is dye for a half hour after vattin hung up, centrifuged and developed :wit the following solution:
250 gr. of 4-nitro-2-anisidine are introduced into 5 liters of cold water and 250 cc. of 20 hydrochloric acid are added. After solution, 90 gr. of sodium nitrite dissolved :in about 500 cc. of cold water are allowed to flow in and after 20 minutes it is neutralized with 180 gr. of sodium acetate dissolved in about 500 cc. of-water and 180 gr. of aluminum sulfate dissolved in 1 liter of water, and. then 6 liters.
After the usual subsequent treatment a beautiful bluish-red is obtained.
. Ewample 4.-600 gr. of diacetoacetyl-otolidin are dissolved with 1 liter of Turke red oilin 1 liter of 40 B. caustic so a; Beforehand' 3.75 kg. of 4.4'-dioxyindan them with 3.5 liters of 40 B. caustic soda, 2 kg. of concentrated hydrosulfite owder,
with the addition of 1 liter of Tur e -red oil, 8 liters of sulfite waste liquor an 800 gr. of soda are vatted 'and 25 kg. of iece goods are dyed at severai ends at 40 about 10 minutes. lhen the above solution is added and about 8 ends are further dy gr. of 2-5-dichloraniline are-dissolved of Glaubers. salt are added. The bath is made up to 200 -for' I tw e Then the goods are well squeezed out and cold in 4.5 liters of water, cooled to 5 C.
nitrite dissolved in about 1.5 liters of water. After 15 minutes it is neutralized with 300 gr. of sodium acetate; in 1.5 ltrs. of water and 300 gr. of@ aluminum sulfate in 2.5.
Then 2.4 liters of 30 B.
liters of water. acetic acid, 6 kg. of Glaubers salt .and 400 gr. of. sodium bicarbonate are added.
After the usual subsequent treatment a green is obtained. v 5 Ewam Ze 5.'De-gummed silk is grounded for a out-30 to 40 minutes at -25-30 (3., with or without the addition of sodium chloride, with a solution which contains besides 2' gr. of 2-3-oxynaphthoic acid-pa'nisidid and 1 gr. of the product known with iceand treated with 160 gr. of sodium under the trade-mark-Protektol I, double powder (compare color index 1924, page 363 and Fierz David, Technologie der Textilfasern 1926, volume" 3, page 388, according -to which Protectol is obtainable by'evaporating sulfite' waste liquor) inad'- dition 10% of the weight of silk per liter of 'dibenzoyl-4-8-diaminoanthrarufin paste, which has previously been vatted in a standard vat with 10 cc. of 30 B. caustic soda and 3 gr. of hydrosulfite. The goods are thoroughly centrifuged, during oration the vat-d estufl' is oxidlzed and evelopcd with a iazosolution which contains 2 gr. ofp-nitro-o-anisidin and 20 cc. of 50% acetic acid per liter. Then it is rinsed, soaped at a boiling temperature with Marseilles soap, rinsed, brightened in the usual manner and dried. I
A Bordeaux shade of extraordinary fastness is obtained. 5 Example 6.De-gummed silk or yarn is ounded at 45 C. in a bath which contains in 1 liter 5 gr. ofdiacetoacetyl-o-tolidin, 3 cc. of Turkey-red oil, 35 cc. of 30 B.
fiowder, 10 gr. of inda'nthrene blueeen paste, and 3 gr. of hydrosulfitey. fter three-quarters of an hour of good manipus latlon it is well centrifuged and then developed with a diazo solution which contains "in 1 liter the diazo compound from 2 gr. of o-chloraniline,;40 cc. of 50% acetic acid and 20 gr. of sodium chloride. After half an hour it is thoroughly rinsed, soaped at a boillilg temperature and brightened :as usua ness results.
I 'cla'xmz 1 and silk with vat and azodyestufis,'which which 0 A brilliant green of extraordinary fast- 1. Process of dyeing cotton, artificial silk,-
caustic soda, 2 gr. of 'Protektol-I, double comprises groundingthe goods with an azo 13o component and at the same time with a vat dyestuii dissolved without esterification, and converting the vat dyestufi into the insoluble form by oxidation, and develo ing the ice color on the fiber by means of a iazo solution.
2. Material dyed by the process of claim 1.
3. Process of dyeing cotton, artificial silk, and silk with vat and azo dyestufi's, which comprises grounding the goods with a substantive arylid of an organic acid' as azocomponent and at the same time with a vat dyestuff dissolved without esterification, and converting the vat dyestufi into the insoluble form by oxidation, and developing the ice color on the fiber by means of a diazo solution.
4. Material dyed by the process of claim 3.
5. Process of dyeing cotton, artificial silk,
and silk with vat and azo dyestuffs, which comprises grounding the goods with an acyl acetic acid arylid and at the same time with a vat dyestutf dissolved without esterifica= 6. Material dyed by the process of claim 5. l
7. Process of dyeing cotton, artificial silk, and silk with vat and azo dyestuffs in green shades, which comprises grounding the goods with diacetoacetyl-o-toli-din and at the same time with a vat dyestufi of the indanthrene blue group dissolved without esterification and converting the vat dyestuff into insoluble form by oxidation, and developing the ice color on the fiber b means of a solution of a diazo chlorbenzo 8. Material dyed by the process of claim 7 In testimony whereof, I aflix my signature.
WILHELM WINTERHALDER.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1678580X | 1925-05-20 |
Publications (1)
Publication Number | Publication Date |
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US1678580A true US1678580A (en) | 1928-07-24 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US109351A Expired - Lifetime US1678580A (en) | 1925-05-20 | 1926-05-15 | Process of dyeing with vat and azo dyestuffs |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2756144A (en) * | 1951-04-25 | 1956-07-24 | Brown Allen Chemicals Inc | Photochemical multicolor printing of textile and the like |
-
1926
- 1926-05-15 US US109351A patent/US1678580A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2756144A (en) * | 1951-04-25 | 1956-07-24 | Brown Allen Chemicals Inc | Photochemical multicolor printing of textile and the like |
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