US3099513A - Process for the dyeing of polyester fibre materials - Google Patents
Process for the dyeing of polyester fibre materials Download PDFInfo
- Publication number
- US3099513A US3099513A US66420A US6642060A US3099513A US 3099513 A US3099513 A US 3099513A US 66420 A US66420 A US 66420A US 6642060 A US6642060 A US 6642060A US 3099513 A US3099513 A US 3099513A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- fibre materials
- polyester fibre
- polyester
- 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
- 238000004043 dyeing Methods 0.000 title claims description 11
- 229920000728 polyester Polymers 0.000 title claims description 10
- 239000000463 material Substances 0.000 title claims description 8
- 239000000835 fiber Substances 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 7
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- RPAUNJMPBLFVQL-UHFFFAOYSA-N 1,4-diamino-2-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C([N+]([O-])=O)C=C2N RPAUNJMPBLFVQL-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 229960004365 benzoic acid Drugs 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical group C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 3
- -1 cresotic acid methyl ester Chemical class 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 101100117236 Drosophila melanogaster speck gene Proteins 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical group OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000012505 colouration Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 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
- D06P1/44—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
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
-
- 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
- D06P1/16—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 dispersed, e.g. acetate, dyestuffs
- D06P1/20—Anthraquinone dyes
-
- 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
- D06P1/651—Compounds without nitrogen
- D06P1/6515—Hydrocarbons
- D06P1/65156—Halogen-containing hydrocarbons
-
- 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
- D06P1/653—Nitrogen-free carboxylic acids or their salts
- D06P1/6536—Aromatic
-
- 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
- D06P5/20—Physical treatments affecting dyeing, e.g. ultrasonic or electric
- D06P5/2044—Textile treatments at a pression higher than 1 atm
- D06P5/2055—Textile treatments at a pression higher than 1 atm during dyeing
-
- 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
- Y10S8/922—Polyester fiber
Definitions
- the dyeing can be effected by those methods which are usually employed for the dyeing of polyester fibre materials.
- the dyeing can be effected at the temperature of boiling advantageously in the presence of the carriers normally employed, such as benzoic acid, salicyclic acid, cresotic acid methyl ester, 0- or p-hydroxydiphenyl or trichloro'benzene; the dyeing can, however, also be carried out at elevated temperature under pressure.
- the dyestuif is advantageously used in a finely divided state.
- This condition of fine dispersion can be achieved e.g. by dissolving in sulphuric acid and pouring the solution onto ice and by grinding with dispersing agents.
- Example 1 1 kg. of polyester fibers, for example polyethylene glycol terephthalate, a linear polyester, is dyed for two hours at 125 C. under pressure in a bath liquor consisting of 20-40 litres of water with a suspension of 10 g. of 1,4-
- the dyeing is carried out at 95-1 00 C. an if the dye bath has a carrier added thereto, for example 50 0 g. of benzoic acid or 100 g. of 0- or p-hydroxydiphenyl or 100 g. of trichlorobenzene or 100 g. of cresoctic acid methyl ester, if necessary in the form of emulsion, similar dyeings are obtained.
- a carrier added thereto for example 50 0 g. of benzoic acid or 100 g. of 0- or p-hydroxydiphenyl or 100 g. of trichlorobenzene or 100 g. of cresoctic acid methyl ester, if necessary in the form of emulsion, similar dyeings are obtained.
- polyester material is polyethylene glycol terephthalate.
- a process for dyeing polyethylene glycol terephthalate which comprises boiling the fibers in the presence of a member selected from the group consisting of ben- Zoic acid, salicyclic acid, cresotic acid methyl ester, o-hydroxydiphenyl, p-hydr-oxydiphenyl and trichlorobenzene with 1,4-diamino-2-nitroanthraquinone.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Description
United States Patent 3,699,513 PRGCESS FGR THE DYETNG 0F POLYESTER FTBRE MATERIALS Giinter Gehrlte, Cologne-Flittard, Germany, assignor to Farhenfahrilten Bayer Aktiengesellschaft, Leverlsusen, Germany, a corporation of Germany No Drawing. Filed Nov. 1, 1960, Ser. No. 66,420 4 Claims. (Cl. 8-39) This invention relates to the dyeing of fibre materials consisting essentially of polyesters and to a dyestufi especially suited therefor.
It has been found that synthetic fibre materials consisting essentially of linear polyesters can be dyed with 1,4-diamino-2-nitroanthraquinone.
The dyeing can be effected by those methods which are usually employed for the dyeing of polyester fibre materials. Thus for example the dyeing can be effected at the temperature of boiling advantageously in the presence of the carriers normally employed, such as benzoic acid, salicyclic acid, cresotic acid methyl ester, 0- or p-hydroxydiphenyl or trichloro'benzene; the dyeing can, however, also be carried out at elevated temperature under pressure.
The dyestuif is advantageously used in a finely divided state. This condition of fine dispersion can be achieved e.g. by dissolving in sulphuric acid and pouring the solution onto ice and by grinding with dispersing agents.
It is surprising that the colourings effected with the dyestuif useable according to the invention show very good fastness properties and in particular a very good fastness to light.
Example 1 1 kg. of polyester fibers, for example polyethylene glycol terephthalate, a linear polyester, is dyed for two hours at 125 C. under pressure in a bath liquor consisting of 20-40 litres of water with a suspension of 10 g. of 1,4-
Patented July 30, 1953 "ice 2 diamino-2-nitro-anthraquinone which has preferably been converted beforehand to a very finely divided state, for example dissolving in sulphuric acid and pouring the solution onto ice or by grinding with dispersing agents. A
strong blue green colouration of very good fastness is obtained. If the dyeing is carried out at 95-1 00 C. an if the dye bath has a carrier added thereto, for example 50 0 g. of benzoic acid or 100 g. of 0- or p-hydroxydiphenyl or 100 g. of trichlorobenzene or 100 g. of cresoctic acid methyl ester, if necessary in the form of emulsion, similar dyeings are obtained.
We claim:
1. In the process for dyeing linear polyester fibre materials, the improvement which comprises applying thereto as dyestufi 1,4-diamino-2-nitroanthraquinone.
2. A product obtained by the process of claim 1.
3. The process of claim 1 wherein the polyester material is polyethylene glycol terephthalate.
4. A process for dyeing polyethylene glycol terephthalate which comprises boiling the fibers in the presence of a member selected from the group consisting of ben- Zoic acid, salicyclic acid, cresotic acid methyl ester, o-hydroxydiphenyl, p-hydr-oxydiphenyl and trichlorobenzene with 1,4-diamino-2-nitroanthraquinone.
References Cited in the file of this patent UNITED STATES PATENTS 2,757,064- Speck July 31, 1956 2,918,344 Jenny Dec. 22, 1959' FOREIGN PATENTS 548,539 Belgium June 30, 1956 OTHER REFERENCES Venkataraman: Synthetic Dyes, vol. 1, Academic Press Inc., Publishers, New York, page 323.
Claims (1)
1. IN THE PROCESS FOR DYEING LINEAR POLYESTER FIBRE MATERIALS, THE IMPROVEMENT WHICH COMPRISES APPLYING THERETO AS DVESTUFF 1.4-DIAMINO-2-NITROANTHRAQUINONE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66420A US3099513A (en) | 1960-11-01 | 1960-11-01 | Process for the dyeing of polyester fibre materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66420A US3099513A (en) | 1960-11-01 | 1960-11-01 | Process for the dyeing of polyester fibre materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3099513A true US3099513A (en) | 1963-07-30 |
Family
ID=22069380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US66420A Expired - Lifetime US3099513A (en) | 1960-11-01 | 1960-11-01 | Process for the dyeing of polyester fibre materials |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3099513A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE548539A (en) * | 1955-06-10 | |||
| US2757064A (en) * | 1953-04-16 | 1956-07-31 | Du Pont | Polyester fibers dyed with anthraquinone dyes |
| US2918344A (en) * | 1955-08-02 | 1959-12-22 | Ciba Ltd | Process for dyeing polyethylene terephthalate |
-
1960
- 1960-11-01 US US66420A patent/US3099513A/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2757064A (en) * | 1953-04-16 | 1956-07-31 | Du Pont | Polyester fibers dyed with anthraquinone dyes |
| BE548539A (en) * | 1955-06-10 | |||
| US2918344A (en) * | 1955-08-02 | 1959-12-22 | Ciba Ltd | Process for dyeing polyethylene terephthalate |
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