EP1347091A1 - Adjuvant de teinture - Google Patents
Adjuvant de teinture Download PDFInfo
- Publication number
- EP1347091A1 EP1347091A1 EP02006174A EP02006174A EP1347091A1 EP 1347091 A1 EP1347091 A1 EP 1347091A1 EP 02006174 A EP02006174 A EP 02006174A EP 02006174 A EP02006174 A EP 02006174A EP 1347091 A1 EP1347091 A1 EP 1347091A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- phenol
- parts
- composition according
- alkyl
- alkoxy
- 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.)
- Granted
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
- 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
- D06P1/65131—Compounds containing ether or acetal groups
-
- 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
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
- D06P1/6135—Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
-
- 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
- D06P1/65125—Compounds containing ester groups
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Definitions
- the invention relates to a dyeing aid, in particular leveling agent, suitable composition, its use therefor and a compound as Component of the dyeing aid can be used.
- disperse dyes are usually added to the dye bath (dyeing aids) added to e.g. to promote an even distribution of the dyes in textiles (Leveling agent).
- dyeing aids are generally Compositions containing nonionic and anionic dispersants, nonionic, contain emulsifying surfactants and swelling substances.
- the emulsifying non-ionic surfactants are both for the emulsification of the water-insoluble product components and for the even pulling of the dyes on the fiber responsible. Have great importance the swelling substances especially with regard to migration, diffusion acceleration, Migration effect, synchronization effect and affinity differences.
- the swelling substances used include methyl cresotate, methyl salicylic acid, Alkyl phthalates, N-alkylphthalimides and methyl benzoates and benzoates used with di- or polyhydric alcohols.
- benzoic acid esters are described for example in DE 32 46 383 A1 and US-A-4,516,979. In doing so aliphatic dialcohols, glycerol and pentaerythritol used as polyhydric alcohols.
- the aforementioned products have the serious disadvantages that they either are potentially teratogenic (phthalic acid esters) or smell-intensive or not very effective.
- the present invention is therefore based on the object as a dyeing aid to provide a suitable composition which does not have the aforementioned disadvantages.
- the present invention is based on the completely surprising finding that the Addition of the benzoic acid ester (b) significantly increases the effect of the benzoic acid ester (a) and thus enables very strong leveling and migrating effects, while at the same time low odor, such as they were previously known among the low-odor types only from the phthalic acid esters. in the In contrast to the potentially teratogenic phthalic acid esters, the benzoic acid esters (a) and (b) according to the current state of knowledge, however, no reproductive impairment Effect on.
- composition of the invention causes the dye to be very good and very fast can penetrate into the fiber and diffuse within the fiber (migration).
- the result is one very good dye yield (diffusion acceleration) and, due to the increased intrafibrillary dye migration (migration effect), an excellent level coloring.
- composition according to the invention When using the composition according to the invention with pronounced swelling and thus also migration-promoting properties, it is in particular also possible extremely unevenly colored areas subsequently, as it were by blind coloring with Product use to compensate.
- composition according to the invention is the balancing or at least the weakening due to material, i.e. fiber morphology related Staining differences (affinity differences), also with large molecular and so-called “high energy "dyes.
- composition present esters (a) and (b), especially in combination with the emulsifying effect of non-ionic surfactants, also a raw dyeing of various Processing states without separate additions.
- the aforementioned benzoic acid ester can be used as the acid component unsubstituted or substituted benzoic acid can be used.
- the alcohol component of the benzoic acid ester (a) is a C 2 -C 12 diol.
- diols also include ether alcohols, that is to say compounds having two hydroxyl groups and additionally having 1 or more ether function (s).
- the C 2 -C 12 diols are glycol, diethylene glycol, propylene glycol, dipropylene glycol and butanediol. Diethylene glycol is particularly preferred because it achieves a particularly good effectiveness of the composition according to the invention in terms of its properties as a dyeing aid.
- the Degree of esterification of the benzoic acid ester (a) 1.8-2.0 moles of acid per mole of diol.
- This will in favorably obtained a particularly high aromatic content, which is advantageous to the Effectiveness of the composition according to the invention as a dyeing agent.
- the alcohol component for the ester (b) is one by reaction compound available from phenol with alkylene oxide. Responded to this implementation the alkylene oxide with OH groups of the phenol, creating new ones on the alkylene oxide declining OH groups arise.
- the benzoic acid is bound to these.
- the Phenol can contain 1 or more, for example 2 or 3, OH groups. In the case of several OH groups on the phenol can either only 1 OH group or all OH groups can the alkylene oxide have been implemented.
- the phenol can be unsubstituted or as above be substituted. One or more, e.g. 2 or 3, have substituents.
- the Substituents can be in the o-, p- and m-positions, based on the OH group.
- alkylene oxide is understood to mean oxiranes, i.e. saturated tripartite, a Heterocyclic compounds containing oxygen atoms. You can use 2 to 6 Have carbon atoms. Examples of the alkylene oxides are ethylene oxide (EO), propylene oxide and butylene oxide. Mixtures of 2 or more alkylene oxides can also be used Reaction with the phenol can be used.
- the phenol is 0.5-6 moles derived from an alkylene oxide Units per mole of OH occupied. 0.5-1.5 mol of alkylene oxide are particularly preferred, in particular 1.2 moles of alkylene oxide. These amounts of alkylene oxide make it particularly good Effectiveness of the composition according to the invention achieved as dyeing aid.
- the agent has a high aromatic content, which makes it particularly advantageous interaction with polyester threads is achieved.
- the Degree of esterification of the benzoic acid ester (b) 0.3-1.0, particularly preferably 0.5-0.8 mol of acid per mole of alcohol component.
- This degree of esterification results in a high aromatic content and thereby a particularly good effectiveness of the composition according to the invention as Dyeing aid reached.
- the residual free acid content is minimized, whereby the dangers resulting from the caustic properties of an acid as well can be reduced.
- the esters present in the composition according to the invention can be used in a conventional manner are produced, for example by reacting the alcohol components with the Benzoic acid components, for example by acid catalysis at elevated temperatures, e.g. 120-130 ° C.
- the preparation of the two ester components (a) and (b) for the The composition according to the invention can be carried out in 1 reaction vessel in which the Benzoic acid components and the two alcohol components in corresponding Quantities are combined. In this way they are for required composition according to the invention benzoic acid esters (a) and (b) in available in a particularly simple manner, as regards the commercial point of view is advantageous.
- composition of the invention can be in addition to those described above Ingredients non-ionic emulsifiers, anionic emulsifiers, fillers and mixtures of two or more of them.
- Can be used as a non-ionic emulsifier Fatty acid ethoxylates and / or ethoxylated vegetable or animal fats or oils are used become.
- the fatty acid ethoxylates are unsaturated fatty acids with chain lengths C12-C22, coated with, for example, 4-12 mol of alkylene oxide, in particular ethylene oxide, is preferred. On a particularly preferred representative thereof is oleic acid with 4-8 moles of ethylene oxide.
- oils an ethoxylated castor oil, coated with 30-60 mol ethylene oxide, preferably used.
- an anionic emulsifier come C1-C20 alkylbenzenesulfonic acids, especially dodecylbenzenesulfonic acid, and / or phosphated fatty alcohol ethoxylates (C6-C16 alkyl chain length, 2-12 mol ethylene oxide) conveniently used.
- a very good emulsification is achieved by this.
- Will one C1-C20 alkylbenzenesulfonic acid used, the amount is, for example, 1-5% by weight, based on the composition of the invention.
- the acidic anionic emulsifiers can with conventional bases, for example alkali hydroxide and / or alkanolamines, in particular monoethanolamine, neutralized (pH about 7). Through this neutralization is a particularly safe and easy handling of the invention Composition possible.
- composition according to the invention can have an adjusting agent.
- these are lower glycols or alcohols, such as ethylene glycol, diethylene glycol, Triethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, butyl diglycol, diacetone alcohol, Hexylene glycol and isopropanol. Mixtures of 2 or more of these can also be used be used.
- the cloudy products become clear what is advantageous in terms of acceptance by buyers of such dyeing aids.
- composition according to the invention can be used in conjunction with the ester (b) have the aforementioned phenols which have been reacted with alkylene oxide. These act as swelling substances, whereby a particularly good effectiveness of the invention Composition as dyeing aid is achieved.
- the amount of the aforementioned emulsifiers can in each case be 10% by weight to 40% by weight, in particular 15% by weight to 20% by weight, based on the invention Composition.
- the adjusting agent can be used in an amount of from 1% by weight to 10% by weight, in particular 3% by weight to 5% by weight, are present.
- the amount of with alkylene oxide converted phenol is e.g. 5% by weight to 15% by weight, in particular approximately 10% by weight, based on the composition of the invention.
- the rest of the composition according to the invention can form water.
- composition according to the invention can be produced in a particularly simple manner by combining the individual components. This Mixing can be done with stirring, which also ensures thorough mixing of the components is reached.
- the composition according to the invention is ideally suited as a dyeing aid.
- she can the dye bath in amounts of 0.5 g / l to 3.0 g / l, preferably about 1.0 g / l, the leveling bath in Amounts of 1 g / l to 3.0 g / l, preferably about 2.0 g / l, are added. Through these amounts is a particularly good effectiveness of the reached composition as dyeing auxiliary.
- composition according to the invention is ideally suited as a dyeing aid, especially for dyeing polyester, preferably polyethylene terephthalate. Particularly good can the composition according to the invention for high temperature dyeing of polyester fibers be used. Such high temperature dyeing can e.g. at about 100 ° C in Autoclaves are performed.
- composition according to the invention can be particularly advantageous for various Problems with dyeing PET fiber materials and their blends with others Fibers where other PET leveling agents fail or are ineffective are used become.
- the present invention further relates to an ester which is used as component (b) in the composition according to the invention.
- an ester is defined in more detail above. It is obtainable by reacting C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, OH, NH and / or NO 2 substituted or unsubstituted benzoic acid with a substituted or unsubstituted phenol which is mixed with 0.5- 6 moles of alkylene oxide per mole of OH group of the phenol was reacted.
- This ester has already been defined above in connection with the composition according to the invention.
- the liquor is then heated to 50 ° C. with a maximum gradient and 1.5 parts of the composition according to the invention according to Example 1, 1.0 part of a liquid dispersant based on dodecylbenzenesulfonate and naphthalene methanesulfonate polycondensate and 1.0 part of sodium acetate are added there.
- the pH is then adjusted to 4.5 with acetic acid (60%) and the dye is added after a further 10 min at 50 ° C.: 1.2 parts of a disperse dye trichrome consisting of 48 parts of Foron Yellow Brown SE-RL 22 parts Foron Red SE-RL 30 parts of Foron Blau SE-RL
- the mixture is then drained off and reductively cleaned, as is known to the person skilled in the art, and is obtained in this way a perfectly level and genuine coloring.
- 100 parts of a not pre-washed, highly stretched polyester sewing thread with known ones (DSC-proven) stretching differences and, consequently, a high risk of irregularity is with a fleet containing 0.1 part of a deaerator based on Triisobutylphosphate formulation, 1.0 parts of a penetration enhancer based on a Acrylic copolymer solution, 0.5 parts of an acid buffer based on citric acid, Formic acid and naphthalene methanesulfonate polycondensate mixture and 2.5 parts of 1 composition in 950 parts of water at 40 ° C with 2 ° dH contains, offset.
- a dye trichrome After 10 minutes at 40 ° C., 2.1 parts of a dye trichrome are contained 25 parts Terasil yellow 4 G 50 parts of Terasil Red 5 G 25 parts Terasil Blau 3 RL-02 150% added and after a further 10 min at 40 ° C within 25 min to 90 ° C, and then heated to 130 ° C within 45 min. There is a stay of 60 minutes.
- 100 parts of a polyester microfibre fabric are knitted on a jet of Circular storage type with a fleet that contains 1.5 parts of a lubricant based on a Mixture of acrylic copolymer and ethoxylated caproclactam and 1.0 part of a dispersant based on naphthalene methanesulfonate, 0.9 part of the composition according to the invention according to Example 1, 1.0 parts of a sequestering agent based on Hydroxyethane diphosphonic acid, 1.0 part sodium acetate and 0.6 part acetic acid (60%) in 1400 parts of water containing 7 ° dH are added at 25 ° C.
- disperse dye trichrome After heating to 50 ° C., 0.8 parts of disperse dye trichrome are contained 37 parts of Foron Yellow Brown RD-2RS 58 pieces of Foron Brilliant Red RD-BR 05 parts Foron Blue RD-GLF, added and heated up to 130 ° C at 2 ° C / min. It is left there for 30 minutes and, after cooling to 80 ° C. at 2 ° C./min, is reductively cleaned in the dye bath for 10 minutes using a specific sulfinic acid derivative.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02006174A EP1347091B1 (fr) | 2002-03-19 | 2002-03-19 | Adjuvant de teinture |
AT02006174T ATE333531T1 (de) | 2002-03-19 | 2002-03-19 | Färbereihilfsmittel |
DE50207560T DE50207560D1 (de) | 2002-03-19 | 2002-03-19 | Färbereihilfsmittel |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02006174A EP1347091B1 (fr) | 2002-03-19 | 2002-03-19 | Adjuvant de teinture |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1347091A1 true EP1347091A1 (fr) | 2003-09-24 |
EP1347091B1 EP1347091B1 (fr) | 2006-07-19 |
Family
ID=27771858
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02006174A Expired - Lifetime EP1347091B1 (fr) | 2002-03-19 | 2002-03-19 | Adjuvant de teinture |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP1347091B1 (fr) |
AT (1) | ATE333531T1 (fr) |
DE (1) | DE50207560D1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR112019013612B1 (pt) | 2017-01-31 | 2022-08-09 | Kimberly-Clark Worldwide, Inc | Método para inibir o crescimento bacteriano em um produto, composição antibacteriana, e, lenço. |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1841430A (en) * | 1928-11-06 | 1932-01-19 | Winthrop Chem Co Inc | Esters of polyvalent alcohols |
DE582051C (de) * | 1925-04-25 | 1933-08-07 | I G Farbenindustrie Akt Ges | Loesungsmittel und Fixateure fuer Riechstoffe |
DE3139562A1 (de) * | 1980-11-03 | 1982-12-02 | M & T Chemicals, Inc., 07095 Woodbridge, N.J. | Diesterzusammensetzung und daraus hergestellte textilverarbeitungs-zusammensetzungen |
US4708719A (en) * | 1984-11-08 | 1987-11-24 | Crucible Chemical Company | Disperse dye composition for use in solvent dyeing |
-
2002
- 2002-03-19 DE DE50207560T patent/DE50207560D1/de not_active Expired - Lifetime
- 2002-03-19 AT AT02006174T patent/ATE333531T1/de not_active IP Right Cessation
- 2002-03-19 EP EP02006174A patent/EP1347091B1/fr not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE582051C (de) * | 1925-04-25 | 1933-08-07 | I G Farbenindustrie Akt Ges | Loesungsmittel und Fixateure fuer Riechstoffe |
US1841430A (en) * | 1928-11-06 | 1932-01-19 | Winthrop Chem Co Inc | Esters of polyvalent alcohols |
DE3139562A1 (de) * | 1980-11-03 | 1982-12-02 | M & T Chemicals, Inc., 07095 Woodbridge, N.J. | Diesterzusammensetzung und daraus hergestellte textilverarbeitungs-zusammensetzungen |
US4708719A (en) * | 1984-11-08 | 1987-11-24 | Crucible Chemical Company | Disperse dye composition for use in solvent dyeing |
Also Published As
Publication number | Publication date |
---|---|
DE50207560D1 (de) | 2006-08-31 |
ATE333531T1 (de) | 2006-08-15 |
EP1347091B1 (fr) | 2006-07-19 |
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