US3740345A - Dyeing composition - Google Patents
Dyeing composition Download PDFInfo
- Publication number
- US3740345A US3740345A US00067202A US3740345DA US3740345A US 3740345 A US3740345 A US 3740345A US 00067202 A US00067202 A US 00067202A US 3740345D A US3740345D A US 3740345DA US 3740345 A US3740345 A US 3740345A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- acid
- composition
- fatty acid
- alkali metal
- 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
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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid 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
- D06P1/60—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 polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
-
- 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
- D06P1/667—Organo-phosphorus compounds
Definitions
- United States Patent U.S. Cl. 252--355 4 Claims ABSTRACT OF THE DISCLOSURE Dyeing and deaerating composition including a low ethoxylated fatty acid diamine, an alkali metal salt of dinaphthyl methane disulphonic acid, and a mixture of alkali metal salts of propoxylated monoesters and diesters of phosphoric acid.
- This invention relates to a composition which is of use in the dyeing industry and is also of use as a deaerating agent. This invention also relates to a process for dyeing polyamide fibers using the said composition.
- Polyamide fibers whether in the form of woven or knitted fabrics, are difficult to dye evenly and the dyed fibers often have a streaky appearance.
- the causes of this streakiness are mainly physical and may be due to different degrees of stretching or drafting of the fibers and to differences in texturizing of the fibers.
- the streakiness is also affected to a lesser degree by the number of amino terminal groups in the polyamide fibers.
- auxiliary materials have been suggested for even, streak-free dyeing or polyamide materials, for example, non-ionic and anion-active surface-active agents.
- the use of silicones has been proposed for eliminating foam, but the silicones lead to the formation of silicone stains which can only be removed with extreme difficulty from the material.
- Multi-stage processes have been proposed for eliminating the streak formation when dyeing polyamide fibers, for example by pre-boiling the material to be dyed in the presence of anion-active surface-tension agents, such as high sulphonates of fatty acid derivatives, followed by cooling in order to arrive at the required dyeing temperatures in the dyeing process proper, with addition of other surface-active agents such for example as highly ethoxylated aliphatic amines.
- anion-active surface-tension agents such as high sulphonates of fatty acid derivatives
- This invention provides a composition comprising a low ethoxylated fatty acid diamine, an alkali metal salt of dinaphthyl methane disulfonic acid, and a mixture of the alkali metal salts of propoxylated monoand diesters of phosphoric acid.
- This invention also provides a process of dyeing polyamide fibers in which the dyeing is carried out with "ice a simple preliminary boiling and without intermediate cooling in the presence of a composition comprising a low ethoxylated fatty acid diamine, an alkali metal salt of dinaphthyl methane disulfonic acid, and a mixture of the alkali metal salts of propoxylated monoand diesters of phosphoric acid.
- the composition comprises (in percent by weight):
- the composition may include an esterified alcohol containing 4 to 6 carbon atoms in branched or unbranched form.
- the low ethoxylated fatty acid diamine is preferably substantially saturated.
- the alkali salts may be the sodium and potassium salts.
- the low ethoxylated fatty acid diamine is prepared by reacting a fatty acid diamine with a molar excess of ethylene oxide for a period of time suflicient to replace one or more hydrogens attached to nitrogen atoms with ethylene oxide groups or chains.
- Dinaphthylene methane disulfonic acids have the general formula These acids are described by Schwartz and Perry in Surface Active Agents and Detergents, vol. I, page 119.
- Their alkali metal salts are prepared in the usual manner by reacting the diacid with a sodium or potassium compound such as NaOH or KOH.
- Phosphoric acid monoand diesters are prepared in the normal manner by reacting phosphoric acid with an amount of an alcohol suflicient to esterify one or two OH groups attached to phsphorus. The mixture of monoand diesters is then reacted with propylene oxide followed by neutralization with alkali to form a mixture of the alkali metal salts of propoxylated monoand diesters of phosphoric acid.
- the process of the invention enables streak-free, highly fast, even dyeing under technical and economic conditions.
- the polyamide fibers may be in Woven or knitted form to give a fabric or yarn which can be evenly and streak-free dyed with a low foaming action. It is surprising that even dyeing can be obtained without special preparation of the fiber material and with a low foaming action. Moreover, shortening of the long dyeing times hitherto necessary in most cases may be obtained.
- the composition of the invention is also suitable for use as a deaerating agent. This is because it prevents air occlusions due to its low foam and its wetting behaviour.
- the composition may be used with texturized packages to prevent or reduce the hitherto obtained white undyed spots which are caused by air bubbles.
- the advantages obtained from the present composition result from the synergistic action of the compounds present in the composition. If the compounds are used singly, then the advantages are not obtainable in the required degree.
- propoxylated phosphoric acid esters especially in normal operational 10% or more stock solutions, tend to produce flocculation. However, this flocculation does not occur when the esters are com bined with fatty acid diamines and sodium salts of dinaphthyl methane disulphonic acids.
- the ethoxylated diamines by themselves produce scarcely any efiects.
- diamines which may be used are the amines of pure saturated fatty acids with chain lengths of C to C Alternatively, the diamines obtained from natural or synthetic fatty acid mixtures with low iodine numbers may be used, for example the diamines produced from coconut fatty acids, palm oil fatty acids and technical stearic acids.
- the migrating action of the dyestuffs is considerably increased by the presence of the composition of this invention.
- the process of the invention can be carried out in all conventional color combinations. The advantages of the process are particularly noticeable with classes of dyestuffs which have a poor levelling action and a strong tendency to streaky dyeing, such as the phthalocyanines which are made water-soluble. Especially with turquoise shades, strikingly better and more solid dyeings are achieved with the aid of the composition of this invention.
- Dyeing is effected by initially boiling the material to be dyed for 20 to 30 minutes in the presence of up to 4% by weight of the composition, calculated on the weight of the material, and also in the presence of the other conventional chemicals required for the dyeing. This time is required when using the conventional dyeing methods in order to heat up the dye liquor from approximately 40 to 50 C. to boiling temperature. After the preliminary boiling, the dyestuff, if desired in dissolved form, is added to the bath without any addition of other auxiliary agents, and then the complete dyeing is carried out for one hour by boiling or at high temperatures. The material is completely dyed without requiring more time and increased expense, and satisfactory, level, streak-free dyeing is obtained also when using true dyestuffs.
- composition of the invention can, in general, be used in amounts of approximately 3-4% by weight based on the Weight of the material.
- total quantities of anion-active and non-ionic auxiliary agents of 6-10% are necessary according to the known methods. In the known methods, this has the result that, for example with polyamide material which would be roughened after the dyeing, the material can only be inadequately roughened or not satisfactorily roughened because of the high quantities of added auxiliary agents. It is believed that the cohesive components contained in the roughening and brightening agents become ineffective because of the larger quantities of previously introduced auxiliary agents. These disadvantageous effects may be avoided when using the composition of the present invention.
- Example 1Good dyeing of polyamide materials which tends to dye with a streaky etfect by using a composition according to the invention The polyamide material was pretreated by boiling for 20 minutes with 2% of the composition described below and 2% of 60% acetic acid. Thereafter, 1.5% of Acid Blue (CI. 26360) was added at boiling temperature and dyeing took place for 60 minutes at 100 to 110 C.
- Acid Blue CI. 26360
- dyeing can be effected in conditions which are (1) 50 parts by weight of low ethoxylated stearic fatty acid propylene diamine prepared by reacting stearic fatty acid propylene diamine with 15 moles of ethylene oxide (EtO) according to the following equation:
- propylene oxide reacts preferably with the OH groups in the monoester or the diester but in any event, free acid remains at the end of the reaction which is neutralized to form the alkali metal salt.
- auxiliaries were calculated on the basis of a product. Where the concentration is chosen to be lower on practical grounds, the added quantity of auxiliary agents is obviously increased accordingly, for example from 2% to 4% for a 50% product.
- the material was pretreated by boiling for 20 to 30 minutes with 2% of an auxiliary agent based on highly sulphonated oleic acid and 2% of 60% acetic acid (pH 5 Thereafter, 2% of a relatively highly ethoxylated stearic fatty acid diamine was added to this bath and then circulated for 10 to 15 minutes. 1.5% of Acid Blue 113 (C. I. 26360) was thereafter added to the bath at boiling temperature and dyeing was carried out for 60 minutes at 100 or C.
- Control II --Known dyeing of polyamide material by using a known customary working method and one dyeing auxiliary agent, the one dyeing auxiliary agent giving a sufficient levelling action but non-removal of the streakiness caused by the material.
- the material was pretreated at 40 C. in a bath containing 2% of an auxiliary agent based only on ethyoxylated stearic fatty acid diamines or such diamines in admixture with anion-active components which have an aftinity for the fiber, such for example as alkyl-aryl sulphonates, mersolates, and sulphonated oleic acids, and 2% of 60% acetic acid. After 10 minutes, 1.5% of Acid Blue (C. I. 26360) was added. This dye bath was brought from 40 C. to boiling point in 30 to 45 minutes and dyeing took place at boiling point for 60 minutes.
- an auxiliary agent based only on ethyoxylated stearic fatty acid diamines or such diamines in admixture with anion-active components which have an aftinity for the fiber, such for example as alkyl-aryl sulphonates, mersolates, and sulphonated oleic acids, and
- composition consisting essentially of a ethoxylated fatty acid diamine derived from a fatty acid having a chain length of C to C prepared by reacting a fatty acid diamine with a molar excess of ethylene oxide for a period of time sufiicient to replace at least one hydrogen attached to a nitrogen atom with an ethylene oxide group, an alkali metal salt of dinaphthyl methane disulphonic acid, and a mixture of alkali metal salts of propoxylated monoand di-(2-ethyl hexanol-l) esters of orthophosphoric acid, said composition comprising 50% of said ethoxylated fatty acid diamine, 30% of said alkali metal salt of dinaphthyl methane disulphonic acid, and 20% of said mixture of alkali metal salts of propoxylated monoand di-(Z-ethyl hexanol-l) esters of Orthophosphoric acid.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19691946058 DE1946058C3 (de) | 1969-09-11 | Verfahren zum Färben von Polyamidfaser-Geweben, -Gewirken und -Garnen |
Publications (1)
Publication Number | Publication Date |
---|---|
US3740345A true US3740345A (en) | 1973-06-19 |
Family
ID=5745233
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00067202A Expired - Lifetime US3740345A (en) | 1969-09-11 | 1970-08-26 | Dyeing composition |
Country Status (6)
Country | Link |
---|---|
US (1) | US3740345A (fr) |
AT (1) | AT305192B (fr) |
CH (2) | CH866970A4 (fr) |
ES (1) | ES383518A1 (fr) |
FR (1) | FR2061650B1 (fr) |
GB (1) | GB1280912A (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3915634A (en) * | 1973-04-24 | 1975-10-28 | Pariser Ind | Dyeing process |
US4852991A (en) * | 1987-03-04 | 1989-08-01 | Sandoz Ltd. | Dyeing of polyamide fibers with anionic dyes using a cationic assistant followed by an anionic assistant |
US20050004387A1 (en) * | 2000-06-07 | 2005-01-06 | Uwe Vogt | Mixtures of sulfuric esters |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU4944896A (en) * | 1995-03-15 | 1996-10-02 | Ciba Specialty Chemicals Holding Inc. | Improving the light-fastness of dyes on polyamide fibres |
-
1970
- 1970-04-23 AT AT371470A patent/AT305192B/de not_active IP Right Cessation
- 1970-06-09 CH CH866970D patent/CH866970A4/xx unknown
- 1970-06-09 CH CH546859D patent/CH546859A/xx unknown
- 1970-06-16 FR FR7022067A patent/FR2061650B1/fr not_active Expired
- 1970-07-01 GB GB31979/70A patent/GB1280912A/en not_active Expired
- 1970-08-26 US US00067202A patent/US3740345A/en not_active Expired - Lifetime
- 1970-09-10 ES ES383518A patent/ES383518A1/es not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3915634A (en) * | 1973-04-24 | 1975-10-28 | Pariser Ind | Dyeing process |
US4852991A (en) * | 1987-03-04 | 1989-08-01 | Sandoz Ltd. | Dyeing of polyamide fibers with anionic dyes using a cationic assistant followed by an anionic assistant |
US20050004387A1 (en) * | 2000-06-07 | 2005-01-06 | Uwe Vogt | Mixtures of sulfuric esters |
US20050000041A1 (en) * | 2000-06-07 | 2005-01-06 | Uwe Vogt | Mixtures of sulfuric esters |
US6896705B2 (en) | 2000-06-07 | 2005-05-24 | Bayer Aktiengesellschaft | Mixtures of sulfuric esters |
US6989038B2 (en) | 2000-06-07 | 2006-01-24 | Bayer Aktiengesellschaft | Mixture of sulfuric esters |
Also Published As
Publication number | Publication date |
---|---|
DE1946058A1 (de) | 1971-05-19 |
FR2061650B1 (fr) | 1973-12-07 |
CH546859A (fr) | 1974-03-15 |
AT305192B (de) | 1973-02-12 |
ES383518A1 (es) | 1972-12-16 |
DE1946058B2 (de) | 1976-09-23 |
CH866970A4 (fr) | 1973-09-28 |
FR2061650A1 (fr) | 1971-06-25 |
GB1280912A (en) | 1972-07-12 |
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