US2282724A - Process of dyeing with substantive colors - Google Patents
Process of dyeing with substantive colors Download PDFInfo
- Publication number
- US2282724A US2282724A US171644A US17164437A US2282724A US 2282724 A US2282724 A US 2282724A US 171644 A US171644 A US 171644A US 17164437 A US17164437 A US 17164437A US 2282724 A US2282724 A US 2282724A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- urea
- substantive
- wool
- dyed
- 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
- 238000004043 dyeing Methods 0.000 title description 16
- 238000000034 method Methods 0.000 title description 8
- 239000003086 colorant Substances 0.000 title description 2
- 239000004753 textile Substances 0.000 description 12
- 239000000835 fiber Substances 0.000 description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 10
- 239000004202 carbamide Substances 0.000 description 10
- 239000000975 dye Substances 0.000 description 10
- 210000002268 wool Anatomy 0.000 description 8
- 239000004744 fabric Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229920000297 Rayon Polymers 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000001627 detrimental effect Effects 0.000 description 3
- XGEGHDBEHXKFPX-NJFSPNSNSA-N methylurea Chemical compound [14CH3]NC(N)=O XGEGHDBEHXKFPX-NJFSPNSNSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 3
- 229950005308 oxymethurea Drugs 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
- 239000005695 Ammonium acetate Substances 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229940043376 ammonium acetate Drugs 0.000 description 2
- 235000019257 ammonium acetate Nutrition 0.000 description 2
- QYTOONVFPBUIJG-UHFFFAOYSA-N azane;cyanic acid Chemical compound [NH4+].[O-]C#N QYTOONVFPBUIJG-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 description 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001446467 Mama Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 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
- 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
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6491—(Thio)urea or (cyclic) derivatives
-
- 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
- D06P1/6421—Compounds containing nitrile groups
Definitions
- the present invention relates to a process of dyeing with substantive colors and to composition of matter useful in such dyeing processes.
- a urea or a derivative thereof such as urea itself, methyl urea, methylol urea, dimethylol urea or a salt of one of these compounds, for instance, a chloride, a nitrate, a sulfate or a like salt, or a substance capable of forming one of these substances, such as ammonium cyanate, cyanamide or a similar compound.
- Such compounds have a protective action even in an alkaline dye bath and scarcely influence the pH-value of the dye bath during the dyeing operation
- the said additions have a levelling and compensating eflect on the mixture of vegetable and animal fibers and thus facilitate the production of even tints on the mixed fibers. Even if the material is boiled for a long time, the wool is not too strongly dyed. The process, therefore, represents a considerable technical progress.
- the prescribed additions may be mixed with substances hitherto used in dye ng xed thereto; the parts are by weight:
- a textile fabric consisting of 70 parts of wool and parts of spun rayon (viscose artificial textile fiber) is dyed with 1 per cent. of the azo-dyestuff' 3-amino-6-hydroxy-l-benzoic acidalphanaphthyl-amine' gamma-acid with the addition of 30 per cent. of crystallized sodium sulfate and'5-10% of urea.
- the dyeing which in the absence of the urea tends to be discolored shows the normal tint even if the material is boiled for several hours.
- a textile fabric consisting of '10 parts of wool and 30 parts of spun rayon (viscose artificial textile fiber) is dyed with 1 per cent of the azo-dyestuff 3-amino-6-hydroxy-1-benzoic acid-+alphanaphthyl-aminegamma-acid while adding 30% of crystallized sodium sulfate and 0.5-2% of dimethylol urea.
- the dyeing which in the absence of the dimethylol urea. tends to be discolored shows the normal tint even if the material is boiled for several hours.
- a textile fabric is dyed in the manner indicated in Example 1, except that instead of urea, there is used 5% of ammonium cyanate, which, under the conditions of the dyeing process, is transformed into urea.
- a textile fabric is dyed in the manner indicated in Example 1, 3% of urea chloride being used instead of urea.
- ammonium sulfate may be used, with the same success.
- Example '7 The material named in Example '7 is dyed in the manner described therein, 1% of urea ni- 5 trate being used instead of 5% of methyl urea.
- ureanto the dyebath and 30 parts or viscose artificial textile fiber are 10 and t dyeing i t usualmannen dyed with 2% of the dyestui'i' No. 540 of Schultz's Farbstofltabellen, 1931, 5% of methyl urea (obtained by reaction of methyllamine sulfate with potassium cyanate) and 20 per cent. 01 crys- 2.
- the process which comprises dyeing textile fibers with a. v substantive dyestufl in a boiling dyebath, in the presence of urea.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented May 12, 1942 UNITED STATES PATENT OFFICE 2,282,724
rnocnss or nrmzo. wrrn suns'mnnvn mama Haynn. Frankiort-on-thc-Main, Germany, assignor to General Aniline a Film Corporation, a corporation of Delaware No Drawing.
Application October 29, 1937, Serial No. 171,644. In Germany November 3, 1936 2 Claims.
The present invention relates to a process of dyeing with substantive colors and to composition of matter useful in such dyeing processes.
In dyeing with substantive dyestuffs mixed textile fabrics consisting of wool, cotton and/or ar-.
tificial fibers, difiiculties frequently arise because in a prolonged, dyeing operation the shades are in part changed or discolored. The nature of this phenomenon has not yet been explained. It has, however, also been observed in. the dyeing of vegetable fiber alone where it is probably caused by a reducing action of the substances accompanying cotton. In the dyeing of mixed textile fabrics of wool and cotton as well as artificial textile fibers the defect is much more apparent and is even observed in the case of dyestuffs which behave normally on vegetable fiber. It
' invention, but they are not intended to limit it may be assumed that the detrimental action is due to degradation products of the wool formed by hydrolysis.
Attempts have been made to avoid this inconvenience by dyeing in an acid medium. This, however, involves the disadvantage that the substantive dyestufi dyes the wool much more intensely than the cotton andeven shades could be produced only with difllculty.
I have found that the said detrimental efiect is prevented by adding to the dye bath a urea or a derivative thereof, such as urea itself, methyl urea, methylol urea, dimethylol urea or a salt of one of these compounds, for instance, a chloride, a nitrate, a sulfate or a like salt, or a substance capable of forming one of these substances, such as ammonium cyanate, cyanamide or a similar compound. Such compounds have a protective action even in an alkaline dye bath and scarcely influence the pH-value of the dye bath during the dyeing operation According to this invention it is possible to prepare neutral baths and thus eliminate the disadvantages of the acid dye bath, namely a too strong absorption of the substantive dyestufi by the wool. Even if during the dyeing process the reaction of the bath should change to the alkaline side the said detrimental effect does not occur when the additions prescribed by this invention are made.
Moreover, the said additions have a levelling and compensating eflect on the mixture of vegetable and animal fibers and thus facilitate the production of even tints on the mixed fibers. Even if the material is boiled for a long time, the wool is not too strongly dyed. The process, therefore, represents a considerable technical progress. The prescribed additions may be mixed with substances hitherto used in dye ng xed thereto; the parts are by weight:
(1) A textile fabric consisting of 70 parts of wool and parts of spun rayon (viscose artificial textile fiber) is dyed with 1 per cent. of the azo-dyestuff' 3-amino-6-hydroxy-l-benzoic acidalphanaphthyl-amine' gamma-acid with the addition of 30 per cent. of crystallized sodium sulfate and'5-10% of urea. The dyeing which in the absence of the urea tends to be discolored shows the normal tint even if the material is boiled for several hours.
' preservative against discoloration.
(2) A textile fabric consisting of '10 parts of wool and 30 parts of spun rayon (viscose artificial textile fiber) is dyed with 1 per cent of the azo-dyestuff 3-amino-6-hydroxy-1-benzoic acid-+alphanaphthyl-aminegamma-acid while adding 30% of crystallized sodium sulfate and 0.5-2% of dimethylol urea. The dyeing which in the absence of the dimethylol urea. tends to be discolored shows the normal tint even if the material is boiled for several hours.
(3) A textile fabric is dyed in the manner indicated in Example 1, except that instead of urea, there is used 5% of ammonium cyanate, which, under the conditions of the dyeing process, is transformed into urea.
(4) A textile fabric is dyed in the manner indicated in Example 1, 3% of urea chloride being used instead of urea.
(5) 2 per cent. of the dyestuff No. 566 of Schultzis Farbstofitabellen," 1931, are used to dye the material named in Example 1 in the manner described therein, a mixture of 5% of urea and 1% of ammonium acetate being added as a Also this dyeing remains unobjectionable on prolonged boiling.
instead or ammonium acetate. ammonium sulfate may be used, with the same success.
(6) The material is dyed under the conditions taiiized sodium suliate. The normal tint remains even after boiling for two hours.
: m The material named in Example '7 is dyed in the manner described therein, 1% of urea ni- 5 trate being used instead of 5% of methyl urea.
I claim; 1. In the process of dye g textile fibers with substantive dyestufls in a boiling dyebath, the
step which comprises addin: ureanto the dyebath and 30 parts or viscose artificial textile fiber are 10 and t dyeing i t usualmannen dyed with 2% of the dyestui'i' No. 540 of Schultz's Farbstofltabellen, 1931, 5% of methyl urea (obtained by reaction of methyllamine sulfate with potassium cyanate) and 20 per cent. 01 crys- 2. The process which comprises dyeing textile fibers with a. v substantive dyestufl in a boiling dyebath, in the presence of urea.
\ RICHARD HAYNN.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE206685X | 1936-11-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2282724A true US2282724A (en) | 1942-05-12 |
Family
ID=5793275
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US171644A Expired - Lifetime US2282724A (en) | 1936-11-03 | 1937-10-29 | Process of dyeing with substantive colors |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2282724A (en) |
| CH (1) | CH206685A (en) |
| FR (1) | FR828616A (en) |
| GB (1) | GB486010A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3096142A (en) * | 1957-07-10 | 1963-07-02 | Basf Ag | Process for dye levelling with lactams |
| US4280814A (en) * | 1979-03-19 | 1981-07-28 | Eastman Kodak Company | Dyeing process and compositions |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2501184A (en) * | 1944-04-06 | 1950-03-21 | Lawrence Richard Bruce Inc | Method of dyeing keratinous fibers |
| MX143090A (en) * | 1975-06-20 | 1981-03-13 | Burlington Industries Inc | PROCEDURE FOR REAGENTLY HAVING TEXTILE SUBSTRATE WITH AN AROMATIC DYE SUBSTITUTED WITH CARBOXYLICON ACID GROUPS |
-
1936
- 1936-11-20 GB GB31818/36A patent/GB486010A/en not_active Expired
-
1937
- 1937-10-18 CH CH206685D patent/CH206685A/en unknown
- 1937-10-29 US US171644A patent/US2282724A/en not_active Expired - Lifetime
- 1937-11-03 FR FR828616D patent/FR828616A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3096142A (en) * | 1957-07-10 | 1963-07-02 | Basf Ag | Process for dye levelling with lactams |
| US4280814A (en) * | 1979-03-19 | 1981-07-28 | Eastman Kodak Company | Dyeing process and compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| FR828616A (en) | 1938-05-24 |
| CH206685A (en) | 1939-08-31 |
| GB486010A (en) | 1938-05-20 |
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