US1878548A - Fast blue dyeings on the fiber - Google Patents
Fast blue dyeings on the fiber Download PDFInfo
- Publication number
- US1878548A US1878548A US252687A US25268728A US1878548A US 1878548 A US1878548 A US 1878548A US 252687 A US252687 A US 252687A US 25268728 A US25268728 A US 25268728A US 1878548 A US1878548 A US 1878548A
- Authority
- US
- United States
- Prior art keywords
- fiber
- azo
- amino
- fast blue
- sulfonic acid
- 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
- LHYQAEFVHIZFLR-UHFFFAOYSA-L 4-(4-diazonio-3-methoxyphenyl)-2-methoxybenzenediazonium;dichloride Chemical compound [Cl-].[Cl-].C1=C([N+]#N)C(OC)=CC(C=2C=C(OC)C([N+]#N)=CC=2)=C1 LHYQAEFVHIZFLR-UHFFFAOYSA-L 0.000 title description 5
- 238000004043 dyeing Methods 0.000 title description 3
- 239000000835 fiber Substances 0.000 title description 2
- 229920000742 Cotton Polymers 0.000 description 9
- 239000005749 Copper compound Substances 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 150000001880 copper compounds Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- -1 carboxylic acid compound Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 2
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 2
- YGNDWDUEMICDLW-UHFFFAOYSA-N 7-anilino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=CC=C1 YGNDWDUEMICDLW-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229960004909 aminosalicylic acid Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
- C09B31/22—Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/36—Trisazo dyes of the type
- C09B35/364—D is naphthalene
Definitions
- the present invention relates to the production of fast blue dyeings on cotton fibers by treating with an aqueous copper compound solution cotton fiber which has been dyed with atrisazo dyestuff, containing an aromatic.
- amino-o-hydroxy carboxylic acid compound, for example, amino salicylic acid, amino cresotinic acid or the like as the first component and a 2-amino-5-naphthol-7-sulfonic acid compound, e. g. 2-amino-5-naphthol-7-sulfonic acid or a derivative e. g. 2- phenylamino-5-naphthol-7-sulfonic acid as the end component.
- Example 1 Cotton is introduced into a dye-bath, containing a solution of 2% of the dyestufi', salicylic acid-azo-l-naphthylamine- 'T- sulfonic acid azo l naphthylamine-azo-Q- obtained, possessing excellent fastness to washing and light.
- the process proceeds in an analogous man ner by employing dyestuffs other than that described in the example, for example, such, in which the middle components are interchanged or in which both the middle components are a 1-naphthylamine-7- or fi-sulfonic acid, or in. which the first position is ccupied by a sulfonated para-amino-salicylic acid or an amino-cresotinic acid, or in which the end position is occupied by a derivative of Q-amino--naphthol-7-sulfonic acid, such as 2-phenylamino-5-naphthol-7- sulfonic acid and many others.
- dyestuffs other than that described in the example, for example, such, in which the middle components are interchanged or in which both the middle components are a 1-naphthylamine-7- or fi-sulfonic acid, or in. which the first position is ccupied by a sulfon
- a process for the production of fast blue shades on cotton fibers which comprises treating with an aqueous copper compound solution cotton fibers which have been dyed with a trisazo dyestufi of the type aromatic-ohydroXy carboxylic acid-azo-R -azo-R -azo- R wherein R and R stand for naphthalene nuclei which may be substituted by sulfonic acid groups and to which azo groups are attached in para-position to each other and R stands for a 2-amino-5-naphthol-7-sulfonic acid residue, which may be substituted in the amino group by a radical of the benzene series.
- A. process for the production of fast blue shades on cotton fibers which comprises treating with an aqueous copper sulfate so lution cotton fibers which have been dyed with a dyestuff having in its free state the probable formula:
Description
Patented Sept. 20, 1932 UNET STES
HUGO SCHWEITZFR, OF WIESDORF-ON-THE-RHINE, GERMANY, ASSIGNOR TO GENERAL ANILINE WORKS, INC., OF NEW YORK, 'N. 'Y., A CORPORATION OF DELAWARE FAST BLUE DYEINGS ON THE FIBER No Drawing. Application filed February 7, 1928, Serial No. 252,687, and in Germany February 16, 1927.
The present invention relates to the production of fast blue dyeings on cotton fibers by treating with an aqueous copper compound solution cotton fiber which has been dyed with atrisazo dyestuff, containing an aromatic. amino-o-hydroxy=carboxylic acid compound, for example, amino salicylic acid, amino cresotinic acid or the like as the first component and a 2-amino-5-naphthol-7-sulfonic acid compound, e. g. 2-amino-5-naphthol-7-sulfonic acid or a derivative e. g. 2- phenylamino-5-naphthol-7-sulfonic acid as the end component.
In accordance with the invention clear blue shades are obtained by the said treatment on the fiber with aqueous copper compound solutions of dyestufis of the type aromatic-ohydroxy carboxylic acid-azo R -azo-R azo- R in which R and R signify naphthalene nuclei which may be substituted by sulfo-nic acid groups, the azo groups of which stand in para-position and R signifies the residue of a 2-a1nino-5-naphthol-7 -sulfonic acid compound. The shades are characterized by excellent fastness to washing in addition to such fastness to light. The process is moreover particularly valuable since this aftertreatment with copper compounds does not cause a change of shade.
The following example will illustrate my invention; without limiting it thereto.
Example 1.Cotton is introduced into a dye-bath, containing a solution of 2% of the dyestufi', salicylic acid-azo-l-naphthylamine- 'T- sulfonic acid azo l naphthylamine-azo-Q- obtained, possessing excellent fastness to washing and light.
The process proceeds in an analogous man ner by employing dyestuffs other than that described in the example, for example, such, in which the middle components are interchanged or in which both the middle components are a 1-naphthylamine-7- or fi-sulfonic acid, or in. which the first position is ccupied by a sulfonated para-amino-salicylic acid or an amino-cresotinic acid, or in which the end position is occupied by a derivative of Q-amino--naphthol-7-sulfonic acid, such as 2-phenylamino-5-naphthol-7- sulfonic acid and many others.
I claim 1. A process for the production of fast blue shades on cotton fibers which comprises treating with an aqueous copper compound solution cotton fibers which have been dyed with a trisazo dyestufi of the type aromatic-ohydroXy carboxylic acid-azo-R -azo-R -azo- R wherein R and R stand for naphthalene nuclei which may be substituted by sulfonic acid groups and to which azo groups are attached in para-position to each other and R stands for a 2-amino-5-naphthol-7-sulfonic acid residue, which may be substituted in the amino group by a radical of the benzene series.
2. A. process for the production of fast blue shades on cotton fibers which comprises treating with an aqueous copper sulfate so lution cotton fibers which have been dyed with a dyestuff having in its free state the probable formula:
amino-5-naphthol-7-sulfonicacid, to which of sodium sulfate have been added; dyeing is effected by boiling for an hour. The dyed goods are rinsed and treated with copper sulfate in the known manner, then rinsed again and soaped.
In this manner a beautiful blue shade is 3. As new products cotton fibers dyed and treated in accordance with claim 1.
4. As new products cotton fibers dyed and treated in accordance with claim 2.
In testimony whereof I have hereunto set my hand.
HUGO SCHWEITZER.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1878548X | 1927-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1878548A true US1878548A (en) | 1932-09-20 |
Family
ID=7747279
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US252687A Expired - Lifetime US1878548A (en) | 1927-02-16 | 1928-02-07 | Fast blue dyeings on the fiber |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1878548A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2459913A (en) * | 1944-04-04 | 1949-01-25 | Geigy Ag J R | Metallizable tetrakisazo dye |
-
1928
- 1928-02-07 US US252687A patent/US1878548A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2459913A (en) * | 1944-04-04 | 1949-01-25 | Geigy Ag J R | Metallizable tetrakisazo dye |
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