US1904815A - of basel - Google Patents
of basel Download PDFInfo
- Publication number
- US1904815A US1904815A US1904815DA US1904815A US 1904815 A US1904815 A US 1904815A US 1904815D A US1904815D A US 1904815DA US 1904815 A US1904815 A US 1904815A
- Authority
- US
- United States
- Prior art keywords
- printing
- groups
- steaming
- sulfonic acids
- cellulose
- 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
- 239000000463 material Substances 0.000 description 20
- 238000000034 method Methods 0.000 description 7
- 238000010025 steaming Methods 0.000 description 7
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 7
- 150000003460 sulfonic acids Chemical class 0.000 description 7
- 229920002678 cellulose Polymers 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
- 239000001913 cellulose Substances 0.000 description 5
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 3
- 150000004056 anthraquinones Chemical class 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 241000501754 Astronotus ocellatus Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000002895 organic esters Chemical class 0.000 description 2
- ZGKCMSJTSPNFDF-UHFFFAOYSA-N 1-anilino-9,10-dioxoanthracene-2-sulfonic acid Chemical compound N(C1=CC=CC=C1)C1=C(C=CC=2C(C3=CC=CC=C3C(C12)=O)=O)S(=O)(=O)O ZGKCMSJTSPNFDF-UHFFFAOYSA-N 0.000 description 1
- GAZYLEJQUACYIG-UHFFFAOYSA-N 2-amino-9,10-dioxoanthracene-1-sulfonic acid Chemical class C1=CC=C2C(=O)C3=C(S(O)(=O)=O)C(N)=CC=C3C(=O)C2=C1 GAZYLEJQUACYIG-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- SVEKJHBWJWHXKV-UHFFFAOYSA-N benzylsulfamic acid Chemical compound OS(=O)(=O)NCC1=CC=CC=C1 SVEKJHBWJWHXKV-UHFFFAOYSA-N 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 1
- 229960000304 folic acid Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- 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
- D06P1/24—Anthraquinone dyes or anthracene nucleus containing vat dyes
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
- C09B1/343—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus
-
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
Definitions
- present invention is based on the observation that when acetate silk or material containing a colloid of the cellulose series of the group of the organic-esters or ethers of the cellulose is printed with such sulfonic acidsof aminoanthraquinones, the amino groups of which stand in the a-positions of the anthraquinone nucleus, and which contain aromatically bound sulfo groupsthe material is colored fast and full tints, while during the steaming operation there is no appreciable dyeing of the back greys.
- This fact is Very surprising, because in thecase of soluble dyestufi's it was more than ever to be expected that they would penetrate through the material to be printed.
- sulfonic acids of amino anthraquinones in question there come into consideration particularly those which derive from 1:4-diamino-anthraquinone, and in which at least one of theamino-groups is substituted by an aryl or aralkyl residue. With such dyestuffs blue to green prints of remarkable beauty are obtained.
- the sulfonic acids of aminoanthraquinones may of course also carry other substituents besides the amino-groups, such as OH, halogen, O-alkyl, etc.;the sulfo-group may be in the anthraquinone nucleus or in a side-chain.
- What I claim is 1.
- a process of printing the group of textile materials consisting of colloids of the cellulose series of the group of the organic esters and ethers of cellulose, which consists iii printing the material with such sulfonic acids of a-aminoanthraquinones Which contain aromatically bound sulfo groups, and then steaming the material.
- a process of printing the textile materials consisting of organic cellulose esters which consists in printing the material with such sulfonic acids of di-u aminoanthraquinones which contain aromatically bound sulfo groups, and then steaming the material.
- a process of printing the textile ma- OSCAR 'BALLY, OF BASEL, SWITZERLAND, nssrenon "r0 SOCIETY or CHEMICAL terials consisting of cellulose acetate, which consists in printing the material with such sulfonic acids of 1 4-diaminoanthraquiriones which contain aromatically bound sulfo groups, and then steaming the material.
- a process of printing acetate silk which 7 consists in printing the material with such sulfonic acids of'l 4-diaminoanthraquinones which contain aromatically bound sulfo groups, and in-which at least one of the -NH -groups is substituted by an aryl 'or aralkyl residue, and then steaming the material. .7 i 5.
- a process of printing acetate silk which consists in printing the material with such monosulfonic acids of 1:4-diaminoanthraquinones which contain aromatically bound sulfo groups and in which at least one of the NH -groups is substituted by an aryl or aralkyl residue, and then steaming the n material.
- a process of printing acetate silk which consists in printing the material with 1 amino- L y-acetyIaminO) phenylaminoanthraquinone-2-sulfonic acid and then steaming the material.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented Apr. 18, 1933 UNITED STATES PATENT OFFICE INDU/STRY IIT'BASLE, or BAsELI SWITZERLAND PROCESS FOR PRINTING ACETATE SILK OR MATERIALS CONTAINING AN ORGANIC GELLULOSE ETHER- OR ESTER No Drawing; Application filed September 30, 1929, Serial No. 396,407, and in Switzerland October 12, 1928.
penetrate more or less through the material to be printed and at the same time to dye the back grey.
The
present invention is based on the observation that when acetate silk or material containing a colloid of the cellulose series of the group of the organic-esters or ethers of the cellulose is printed with such sulfonic acidsof aminoanthraquinones, the amino groups of which stand in the a-positions of the anthraquinone nucleus, and which contain aromatically bound sulfo groupsthe material is colored fast and full tints, while during the steaming operation there is no appreciable dyeing of the back greys. This fact is Very surprising, because in thecase of soluble dyestufi's it was more than ever to be expected that they would penetrate through the material to be printed. It is further to be remarked that, while the aminoanthraquinone sulfonic acids in question are yielding only weak dyeings which are of i no use, because the dyeing-baths are not sufficiently exhausted, the same sulfonic acids will behave very muchmore advantageously in printing, because essentially more productive prints are obtained.
'Among the sulfonic acids of amino anthraquinones in question there come into consideration particularly those which derive from 1:4-diamino-anthraquinone, and in which at least one of theamino-groups is substituted by an aryl or aralkyl residue. With such dyestuffs blue to green prints of remarkable beauty are obtained. The sulfonic acids of aminoanthraquinones may of course also carry other substituents besides the amino-groups, such as OH, halogen, O-alkyl, etc.;the sulfo-group may be in the anthraquinone nucleus or in a side-chain.-
F or example, 20 parts of the sodium salt of l-methylamino- 4 benzylamino-sulfonic acid of anthraquinone are finely ground in a suitable mill with 80 parts of water in Like results are obtained with the fol-- acid of a 1:4c-diarylido-anthraquinone; red
Violet with l-amino-4-hydroxyanthraquinone-5-sulfonic acid, and orange with l-aminoanthraquinone-5-sulfonic acid.
- The same results are quite generally ob tained with the group of textile materials which consist of the ester andthe ether of cellulose.
What I claim is 1. A process of printing the group of textile materials consisting of colloids of the cellulose series of the group of the organic esters and ethers of cellulose, which consists iii printing the material with such sulfonic acids of a-aminoanthraquinones Which contain aromatically bound sulfo groups, and then steaming the material.
2. A process of printing the textile materials consisting of organic cellulose esters, which consists in printing the material with such sulfonic acids of di-u aminoanthraquinones which contain aromatically bound sulfo groups, and then steaming the material.
3. A process of printing the textile ma- OSCAR 'BALLY, OF BASEL, SWITZERLAND, nssrenon "r0 SOCIETY or CHEMICAL terials consisting of cellulose acetate, which consists in printing the material with such sulfonic acids of 1 4-diaminoanthraquiriones which contain aromatically bound sulfo groups, and then steaming the material.
4. A process of printing acetate silk, which 7 consists in printing the material with such sulfonic acids of'l 4-diaminoanthraquinones which contain aromatically bound sulfo groups, and in-which at least one of the -NH -groups is substituted by an aryl 'or aralkyl residue, and then steaming the material. .7 i 5. A process of printing acetate silk, which consists in printing the material with such monosulfonic acids of 1:4-diaminoanthraquinones which contain aromatically bound sulfo groups and in which at least one of the NH -groups is substituted by an aryl or aralkyl residue, and then steaming the n material.
6. A process of printing acetate silk, which consists in printing the material with 1 amino- L y-acetyIaminO) phenylaminoanthraquinone-2-sulfonic acid and then steaming the material.
In witness whereof I have hereunto signed my name this 18th day of September OSCAR BALLY.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1904815A true US1904815A (en) | 1933-04-18 |
Family
ID=3425127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US1904815D Expired - Lifetime US1904815A (en) | of basel |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1904815A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2843448A (en) * | 1955-01-05 | 1958-07-15 | Saul & Co | Dyeing and printing of cellulose esters and of linear aromatic polyesters with mono-sulfonated anthraquinones |
-
0
- US US1904815D patent/US1904815A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2843448A (en) * | 1955-01-05 | 1958-07-15 | Saul & Co | Dyeing and printing of cellulose esters and of linear aromatic polyesters with mono-sulfonated anthraquinones |
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