US1889154A - Discharging preparation - Google Patents
Discharging preparation Download PDFInfo
- Publication number
- US1889154A US1889154A US538388A US53838831A US1889154A US 1889154 A US1889154 A US 1889154A US 538388 A US538388 A US 538388A US 53838831 A US53838831 A US 53838831A US 1889154 A US1889154 A US 1889154A
- Authority
- US
- United States
- Prior art keywords
- discharging
- dyeings
- preparation
- methyl
- quaternary
- 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
Links
- 238000007599 discharging Methods 0.000 title description 20
- 238000002360 preparation method Methods 0.000 title description 12
- 238000004043 dyeing Methods 0.000 description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- -1 1 methyl naphthalene ammonium compound Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 239000000908 ammonium hydroxide Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 229960004418 trolamine Drugs 0.000 description 3
- 239000000984 vat dye Substances 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- PETFQBPMSMMWNM-UHFFFAOYSA-N 2-chloro-1-methylnaphthalene Chemical compound C1=CC=C2C(C)=C(Cl)C=CC2=C1 PETFQBPMSMMWNM-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- QPUYECUOLPXSFR-UHFFFAOYSA-N alpha-methyl-naphthalene Natural products C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 description 1
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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/15—Locally discharging the dyes
- D06P5/155—Locally discharging the dyes with reductants
Definitions
- GUSTAV REDCDELIEN or nnrrzre, HANS LANGE, or DESSAU IN ANHALT, rmani) FIsoHEss R, or FRANKIEORT-ON-THE-MAIN-FECHENHEIM, N r nn u nnnn vn, or FRANKFQRT-oN-TIaE-MAIN, GERMANY, ASSIGNOBS To ennnnnn n rnr n WORKS, me, or NEW YORK, N. Y., A CORPORATION OFDELAWARE DISCHARGING PREPARATION No Drawing. Application filed May 18, 1931,5eria1 No. 538,388, and in Germany April 1 6, 1930.
- Our present invention relates to an improvement in the process of discharging dyeings and more particularly to a new compound having outstanding good discharging properties.
- the new compounds are easily accessible by condensing in the known manner a dialkyl aryl amine of the benzene series with 1 chloro-l-methylnaphthalene of the formula and by sulfonating the condensation product obtained, if desired.
- Example 1 On the goods dyed with a vat dye, for instance, with the difficultly dischargeable Indanthrene-dark-blue BO (see Schultz, Farbstofitabellen, 5th edition, No. 763) a discharging preparation is printed having the following composition ams gum r:-.rrr:rrrr-rr-fw' -f'rf V f lO0O-r.-I-.-,,-.1-r1'-- V Glycerin 8 0 Rongalit C (cf. Beilstein, Handbuch der Organischen Chemie,
- Example 2 The goods dyed with indigo or with another vat dye are printed with a discharging preparation containing Grams British gum 1:1 200 Tragacanth 65: 1000 250 Glycerin 80 Paste of zinc white 1-: l 0-100 Sulfonated dimethyl phenyl-lnaphthomethyl ammonium hydroxide 175-250 Potassium carbonate or the corresponding quantity of caustic soda- 30 80 Triethanol amine 40 1000 The further treatment is carried out as indicated in Example 1. V
- Emample 1 On goods dyed with sulfu dyes as, for instance, immedial green G extra (Schultz, Farbstofitabellen, 5th ed1- tion, N o. 746) or immedial-indone R R conc. (Color Index No. 959) a'preparation is printed having the following composition:
- a process for discharging dyeings which comprises treating the dyeings with a preparation containing a quaternary dialkylphenyl 1 methyl naphthalene ammonium compound.
- a process for discharging dyeings which comprises treating the dyeings with a preparation containing a quaternary dimethylphenyl l methyl naphthalene ammonium compound.
- a process for discharging dyeings which comprises treating the dyeings with a preparation containing sulfonated dimethylphenyl 1 methyl naphthalene ammonium hydroxide.
- a discharging preparation containing a quaternary diaIkyLphenyl-1 -methyl-naphthalene compound 4.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented Nov. 29, 1932 umran STATES PATENT oF-FIcE.
GUSTAV REDCDELIEN, or nnrrzre, HANS LANGE, or DESSAU IN ANHALT, rmani) FIsoHEss R, or FRANKIEORT-ON-THE-MAIN-FECHENHEIM, N r nn u nnnn vn, or FRANKFQRT-oN-TIaE-MAIN, GERMANY, ASSIGNOBS To ennnnnn n rnr n WORKS, me, or NEW YORK, N. Y., A CORPORATION OFDELAWARE DISCHARGING PREPARATION No Drawing. Application filed May 18, 1931,5eria1 No. 538,388, and in Germany April 1 6, 1930.
Our present invention relates to an improvement in the process of discharging dyeings and more particularly to a new compound having outstanding good discharging properties.
It is Well known to use in discharging of dyeings quaternary ammonium bases or their sulfonic acids as an assistant. Although these products found on the market have served to improve the art of discharging dyeings,
or the substitution products of these compounds, that means, of the free bases, the corresponding ammonium chlorides or sulfonic acids either individually or in combination with other well-known discharging compounds to discharge dyeings hitherto held to be undischargeable. These new discharging compounds may be used in an alkaline, a neutral or acid medium.
' The new compounds are easily accessible by condensing in the known manner a dialkyl aryl amine of the benzene series with 1 chloro-l-methylnaphthalene of the formula and by sulfonating the condensation product obtained, if desired.
In the case of dimethyl aniline, for instance, this condensation occurs according to the following equation:
1 T e mpounds co ered by th g n ra formula given above, are of outstanding und the trade-names lnclanth ie, H l
done, gol or Hydrone dyese lo i g examples e o s ate our invention without limiting it.
Example 1.On the goods dyed with a vat dye, for instance, with the difficultly dischargeable Indanthrene-dark-blue BO (see Schultz, Farbstofitabellen, 5th edition, No. 763) a discharging preparation is printed having the following composition ams gum r:-.rrr:rrrr-rr-fw' -f'rf V f lO0O-r.-I-.-,,-.1-r1'-- V Glycerin 8 0 Rongalit C (cf. Beilstein, Handbuch der Organischen Chemie,
4th edition, Vol. I, page 577 1 50 Sulfonated d-imethyl phenyl 1 naphthomethyl ammonium hydroxide 175-250 Potassium carbonate or the corresponding quantity of caustic soda. 80- 30 Triethanol amine O- 40 After havingprinted the discharging preparation and after drying, the goods are bonate or caustic soda, soaped for about A hour and finally washed with water.
Example 2.The goods dyed with indigo or with another vat dye are printed with a discharging preparation containing Grams British gum 1:1 200 Tragacanth 65: 1000 250 Glycerin 80 Paste of zinc white 1-: l 0-100 Sulfonated dimethyl phenyl-lnaphthomethyl ammonium hydroxide 175-250 Potassium carbonate or the corresponding quantity of caustic soda- 30 80 Triethanol amine 40 1000 The further treatment is carried out as indicated in Example 1. V
Example 3.On dyeings obtainable with the aid of vat dyes, the following discharging preparation is printed:
The further treatment is carriedout as indicated in Example 1. I V
Emample 1;.-On goods dyed with sulfu dyes as, for instance, immedial green G extra (Schultz, Farbstofitabellen, 5th ed1- tion, N o. 746) or immedial-indone R R conc. (Color Index No. 959) a'preparation is printed having the following composition:
. Grams British gum paste 1:1- 350 Zinc white 1 :1 100 Glycerin 80 Water 100 Sulfonated dimethyl phenyl-l-naphthomethyl ammonium hydroxide 260 Potassium carbonate 60 Triethanol amine 40 The steaming and the after-treatment is carried out as indicated in Example 1. 7
When adding tothe' discharging preparationsv mentioned in the examples, a dye which is'fast to-discharging, variegated effects are obtainable.
- As mentioned above, our invention is not limited to the foregoing examples. Thus, for instance, we may use an unsulfonated quaternary dialkyl ammonium compound of the benzene series containing in its molecule the radical either in form of the free base or as a watersoluble salt as, for instance, the chloride. Other additions, well known in the art, may
be employed in preparing the paste used for printing on the material to be discharged.
What we claim is:
1. A process for discharging dyeings which comprises treating the dyeings with a preparation containing a quaternary dialkylphenyl 1 methyl naphthalene ammonium compound.
2. A process for discharging dyeings which comprises treating the dyeings with a preparation containing a quaternary dimethylphenyl l methyl naphthalene ammonium compound.
3. A process for discharging dyeings which comprises treating the dyeings with a preparation containing sulfonated dimethylphenyl 1 methyl naphthalene ammonium hydroxide.
4. A discharging preparation containing a quaternary diaIkyLphenyl-1 -methyl-naphthalene compound.
. 5. A dischargingpreparation containing a quaternary dimethyl-phenyLl -methyl-naphthalene compound.
6. A discharging preparation containing sulfonated dimetliyl-phenyl-1 -methyl-naphthalene ammonium hydroxide.
7. As a new discharging compound sulfonated dimethyl g phenyl 1 methyl-naphthalene ammonium hydroxide.
In testimony whereof, we affix our signatures.
GUSTAV REDDELIEN. HANS LANGE. ALFRED FISCHESSER. HERMANN FREUND.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1889154X | 1930-04-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1889154A true US1889154A (en) | 1932-11-29 |
Family
ID=7747752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US538388A Expired - Lifetime US1889154A (en) | 1930-04-16 | 1931-05-18 | Discharging preparation |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1889154A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2587597A (en) * | 1949-07-14 | 1952-03-04 | Arkansas Company Inc | Process for removal of pigments from printed textiles and agents useful therein |
-
1931
- 1931-05-18 US US538388A patent/US1889154A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2587597A (en) * | 1949-07-14 | 1952-03-04 | Arkansas Company Inc | Process for removal of pigments from printed textiles and agents useful therein |
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