US2872279A - Dyeing process - Google Patents
Dyeing process Download PDFInfo
- Publication number
- US2872279A US2872279A US345726A US34572653A US2872279A US 2872279 A US2872279 A US 2872279A US 345726 A US345726 A US 345726A US 34572653 A US34572653 A US 34572653A US 2872279 A US2872279 A US 2872279A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- textile material
- dispersed
- composition
- orthophenylphenol
- 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 24
- 238000000034 method Methods 0.000 title claims description 5
- 239000000463 material Substances 0.000 claims description 11
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 239000004753 textile Substances 0.000 claims description 9
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 7
- 235000010292 orthophenyl phenol Nutrition 0.000 claims description 5
- 239000004306 orthophenyl phenol Substances 0.000 claims description 5
- 239000010665 pine oil Substances 0.000 claims description 5
- -1 POLYETHYLENE TEREPHTHALATE Polymers 0.000 claims description 4
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims description 4
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 229920002301 cellulose acetate Polymers 0.000 claims description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 229920004934 Dacron® Polymers 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000009991 scouring Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- 229920002466 Dynel Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- XPCHVAMCPZVPFA-UHFFFAOYSA-N 1-nitro-4-phenyldiazenylcyclohexa-2,4-dien-1-amine Chemical compound C1=CC(N)([N+]([O-])=O)CC=C1N=NC1=CC=CC=C1 XPCHVAMCPZVPFA-UHFFFAOYSA-N 0.000 description 1
- REIDAMBAPLIATC-UHFFFAOYSA-N 4-methoxycarbonylbenzoic acid Chemical compound COC(=O)C1=CC=C(C(O)=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical compound O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000012932 acetate dye Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 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
- 229920001577 copolymer Polymers 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- WOZVHXUHUFLZGK-UHFFFAOYSA-N terephthalic acid dimethyl ester Natural products COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
-
- 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
- Y10S8/924—Polyamide fiber
Definitions
- the present invention relates to a novel dyeing assistant composition which is highly useful in facilitating the dyeing of Dacron (polyester condensation polymer from ethylene glycol and terphthalic acid or methyl terephthalate) and Dynel (copolymer of about 60% vinyl chloride and 40% acrylonitrile) textile material.
- the novel composition comprises orthophenylphenol, pine oil and turkey red oil (about 50% sulfonated), preferably in the ratio of about 10 to about 8 to about 7, respectively.
- a feature of the novel composition is that it can be directly added to the dyebath and disperses therein readily Without separation of its components, in spite of the insolubility of orthophenylphenol and pine oil in water. It readily disperses when diluted with water over a wide range of dilutions and maintains its stability. It
- Example 1 32 parts of pine oil 28 parts of turkey red oil (50% sulfonated) 40 parts of orthophenylphenol are mixed together. A clear, pale, straw-colored liquid is obtained. The parts are by weight.
- the required amount of the composition is dispersed in -10 times its own weight of water at 80 F.
- the quantities required will vary with the depth of the dyeing desired.
- about 5-10% of the dyeing assistant, based on the weight of the fiber, is employed, while for heavy shades is used.
- Suitable dyestuffs are the acetate dyestuffs, which prior to their addition to the assistant bath are dispersed by any suitable dispersing agent, e. g., by Solvadine G (sodium alkylaryl sulfonate).
- the goods are rinsed with warm water, given a scouring in a scouring bath, e. g., one containing about 2% Solvadine G and l-5% soda ash based on the weight of the goods.
- the scouring treatment is carried out at 140-205 F. for 30 minutes.
- the goods are then given a final rinse with water, hydroextracted and dried.
- Example 2 Dyeings were made on IO-gram spun Dacron skeins at a bath volume of 30:1 with 15% of the dyeing assistant illustrated in Example 1, and 2% of each of the following acetate dyestuffs:
- the skeins were pretreated for 20 minutes at F. in 275 ml. of water containing the dyeing assistant.
- the dyestulf dispersed with 1% Solvadine G, and 25 ml. of hot water, was then added and the temperature of the bath raised to 212 F. Dyeing was continued at the boil for one hour. Following dyeing, the skeins were rinsed .and then scoured for one-half hour at 205 F. with 5% caustic soda and 2% Solvadine. All percentages are based on skein weights.
- Example 3 Dyeings are made in the identical manner as described in Example 2 on Dynel skeins except that only 25% of the dyeing assistant composition is employed.
- the depth and shade of the dyeings produced with the novel dyeing assistant are highly improved and in addition the dyed materials are left with a soft and lofty hand.
- a process for dyeing polyethylene terephthalate textile material which comprises pretreating the aforesaid textile material with a composition comprising orthophenylphenol, turkey red oil (about 50% sulfonated) and pine oil dispersed in an aqueous medium, adding a dispersed cellulose acetate dye thereto while the textile material is still therein, and subjecting the pretreated material to the resulting dyebath.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
fiice 2,872,279 Patented! Feb. 3, 1959 DYEING PROCESS George Wiseman, Fairlawn, N. J., assignor to Ciba Company, Inc., New York, N. Y., a corporation of New York No Drawing. Application March 30, 1953 Serial No. 345,726
1 'Claim. (Cl. 8-55) The present invention relates to a novel dyeing assistant composition which is highly useful in facilitating the dyeing of Dacron (polyester condensation polymer from ethylene glycol and terphthalic acid or methyl terephthalate) and Dynel (copolymer of about 60% vinyl chloride and 40% acrylonitrile) textile material.
The novel composition comprises orthophenylphenol, pine oil and turkey red oil (about 50% sulfonated), preferably in the ratio of about 10 to about 8 to about 7, respectively.
A feature of the novel composition is that it can be directly added to the dyebath and disperses therein readily Without separation of its components, in spite of the insolubility of orthophenylphenol and pine oil in water. It readily disperses when diluted with water over a wide range of dilutions and maintains its stability. It
.is particularly useful in dyeing Dacron staple fiber in the form of loose stock or tops. It is not necessary to pre-dissolve the product with hot caustic .and to acidify between the pre-treatment and the dyeing as in the case of paraphenylphenol. In addition, the novel composition imparts a soft and lofty hand to the textile material.
The following example will serve to illustrate the preparation of the novel composition;
Example 1 32 parts of pine oil 28 parts of turkey red oil (50% sulfonated) 40 parts of orthophenylphenol are mixed together. A clear, pale, straw-colored liquid is obtained. The parts are by weight.
In applying the novel composition as a dye assistant, the required amount of the composition is dispersed in -10 times its own weight of water at 80 F. The quantities required will vary with the depth of the dyeing desired. Thus, for light and medium shades on Dacron about 5-10% of the dyeing assistant, based on the weight of the fiber, is employed, while for heavy shades is used.
Thoroughly scoured Dacron is then subjected to the aqueous dispersion for 2040 minutes at room temperature or 110-120 F. To the bath are added the selected dispersed dyestuffs, the temperature gradually raised to the boil and the dyeing continued for 1 to 1 /2 hours. Suitable dyestuffs are the acetate dyestuffs, which prior to their addition to the assistant bath are dispersed by any suitable dispersing agent, e. g., by Solvadine G (sodium alkylaryl sulfonate).
After dyeing is complete, the goods are rinsed with warm water, given a scouring in a scouring bath, e. g., one containing about 2% Solvadine G and l-5% soda ash based on the weight of the goods. The scouring treatment is carried out at 140-205 F. for 30 minutes. The goods are then given a final rinse with water, hydroextracted and dried.
The depth and shade of the dyeings produced .are highly improved and in addition the goods are left with a soft and lofty hand.
The following examples illustrate the dyeing process employing the new dyeing assistant.
Example 2 Dyeings were made on IO-gram spun Dacron skeins at a bath volume of 30:1 with 15% of the dyeing assistant illustrated in Example 1, and 2% of each of the following acetate dyestuffs:
l-hydroxy-4-amino-anthraquinone, 4-amino-4--nitro-azobenzene, 3-methyl-6-hydroxy-5 '-acetylamino-azobenzene, 1,4, 5,8-tetramino-anthraquinone.
The skeins were pretreated for 20 minutes at F. in 275 ml. of water containing the dyeing assistant. The dyestulf, dispersed with 1% Solvadine G, and 25 ml. of hot water, was then added and the temperature of the bath raised to 212 F. Dyeing was continued at the boil for one hour. Following dyeing, the skeins were rinsed .and then scoured for one-half hour at 205 F. with 5% caustic soda and 2% Solvadine. All percentages are based on skein weights.
Example 3 Dyeings are made in the identical manner as described in Example 2 on Dynel skeins except that only 25% of the dyeing assistant composition is employed.
The depth and shade of the dyeings produced with the novel dyeing assistant are highly improved and in addition the dyed materials are left with a soft and lofty hand.
I claim:
A process for dyeing polyethylene terephthalate textile material, which comprises pretreating the aforesaid textile material with a composition comprising orthophenylphenol, turkey red oil (about 50% sulfonated) and pine oil dispersed in an aqueous medium, adding a dispersed cellulose acetate dye thereto while the textile material is still therein, and subjecting the pretreated material to the resulting dyebath.
References Cited in the file of this patent UNITED STATES PATENTS 2,524,811 Koberlein Oct. 10, 1950 FOREIGN PATENTS 618,829 Great Britain Feb. 28, 1949 OTHER REFERENCES Tech. Bulletin by Du Pont, vol. 7, No. 3, September 1951, pp. 113-115.
Rayon and Syn. Textile for October 1950, pp. 84 and 91.
Claims (1)
1. A PROCESS FOR DYEING POLYETHYLENE TEREPHTHALATE TEXTILE MATERIAL, WHICH COMPRISES PRETREATING THE AFORESAID TEXTILE MATERIAL WITH A COMPOSITION COMPRISING ORTHOPHENYLPHENOL, TURKEY RED OIL (ABOUT 50% SULFONATED) AND PINE OIL DISPERSED IN AN AQUEOUS MEDIUM, ADDING A DISPERSED CELLULOSE ACETATE BYE THERETO WHILE THE TEXTILE MATERIAL IS STILL THEREIN, AND SUBJECTING THE PRETREATED MATERIAL TO THE RESULTING DYEBATH.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US345726A US2872279A (en) | 1953-03-30 | 1953-03-30 | Dyeing process |
| CH301767D CH301767A (en) | 1953-03-30 | 1954-03-18 | Resistant dyeing aid. |
| GB9128/54A GB771808A (en) | 1953-03-30 | 1954-03-29 | A process for dyeing aromatic linear polyester fibres and a dyeing assistant therefor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US345726A US2872279A (en) | 1953-03-30 | 1953-03-30 | Dyeing process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2872279A true US2872279A (en) | 1959-02-03 |
Family
ID=23356235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US345726A Expired - Lifetime US2872279A (en) | 1953-03-30 | 1953-03-30 | Dyeing process |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US2872279A (en) |
| CH (1) | CH301767A (en) |
| GB (1) | GB771808A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2972509A (en) * | 1958-07-28 | 1961-02-21 | Deering Milliken Res Corp | Compositions and methods for dyeing polyester materials |
| US3254078A (en) * | 1961-12-12 | 1966-05-31 | Eastman Kodak Co | Phthaloylphenothiazine compounds and polyester materials colored therewith |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4252534A (en) * | 1978-10-19 | 1981-02-24 | Ciba-Geigy Corporation | Dyeing assistants and their use in dyeing synthetic fibre material |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB618829A (en) * | 1945-12-27 | 1949-02-28 | Rhodiaceta | Process for dyeing polyvinyl derivatives |
| US2524811A (en) * | 1946-09-20 | 1950-10-10 | Interchem Corp | Dyeing plastic articles with an aqueous dispersion of dye dissolved in a plasticizer |
-
1953
- 1953-03-30 US US345726A patent/US2872279A/en not_active Expired - Lifetime
-
1954
- 1954-03-18 CH CH301767D patent/CH301767A/en unknown
- 1954-03-29 GB GB9128/54A patent/GB771808A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB618829A (en) * | 1945-12-27 | 1949-02-28 | Rhodiaceta | Process for dyeing polyvinyl derivatives |
| US2524811A (en) * | 1946-09-20 | 1950-10-10 | Interchem Corp | Dyeing plastic articles with an aqueous dispersion of dye dissolved in a plasticizer |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2972509A (en) * | 1958-07-28 | 1961-02-21 | Deering Milliken Res Corp | Compositions and methods for dyeing polyester materials |
| US3254078A (en) * | 1961-12-12 | 1966-05-31 | Eastman Kodak Co | Phthaloylphenothiazine compounds and polyester materials colored therewith |
Also Published As
| Publication number | Publication date |
|---|---|
| GB771808A (en) | 1957-04-03 |
| CH301767A (en) | 1954-09-30 |
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