EP3143193B1 - Verfahren zum aufhellen von gefärbten textilien - Google Patents

Verfahren zum aufhellen von gefärbten textilien Download PDF

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Publication number
EP3143193B1
EP3143193B1 EP15717470.7A EP15717470A EP3143193B1 EP 3143193 B1 EP3143193 B1 EP 3143193B1 EP 15717470 A EP15717470 A EP 15717470A EP 3143193 B1 EP3143193 B1 EP 3143193B1
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EP
European Patent Office
Prior art keywords
acid
process according
dyes
monoperoxo
dyed
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.)
Active
Application number
EP15717470.7A
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German (de)
English (en)
French (fr)
Other versions
EP3143193A1 (de
Inventor
Martin Gruber
Thomas APLAS
Harald Lutz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CHT Germany GmbH
Original Assignee
CHT R Beitlich GmbH
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Application filed by CHT R Beitlich GmbH filed Critical CHT R Beitlich GmbH
Priority to RS20190771A priority Critical patent/RS58878B1/sr
Priority to PL15717470T priority patent/PL3143193T3/pl
Publication of EP3143193A1 publication Critical patent/EP3143193A1/de
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/13—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using inorganic agents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/15—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using organic agents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
    • 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
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/132—Fugitive dyeing or stripping dyes with oxidants

Definitions

  • the invention relates to a process for whitening dyed textiles.
  • the classic denim, or denim, is a weave of indigo ring-dyed warp yarn and mostly undyed weft yarn.
  • the ring coloration of the warp yarn is the reason for the typical signs of wear that give the jeans their individual appearance in the course of their lives.
  • the only superficially adhering to the yarn dye (usually indigo alone or in combination with sulfur black) is gradually removed by mechanical abrasion during washing and use and the white fiber core emerges increasingly. This is increasingly the case, especially in exposed areas such as seams and wearing folds.
  • hypochlorites for example sodium hypochlorite.
  • hypochlorites for example sodium hypochlorite.
  • hypochlorites sodium hypochlorite.
  • hypochlorites sodium hypochlorite.
  • potassium permanganate For the partial bleaching of denim articles in the spray process, the use of potassium permanganate is state of the art.
  • serious disadvantages have come to light here as well in the meantime.
  • potassium permanganate exhibits high toxicity to aquatic organisms and its massive use leads to high levels of heavy metals in wastewater.
  • Chemical Prohibition Ordinance ChemVerV
  • the release of potassium permanganate in Germany requires a proof of use in order to avoid misuse for the production of explosives or drugs submissions. Similar restrictions exist in many other countries, making the purchase of potassium permanganate laborious and making stockholding more difficult.
  • an additional process step to remove the resulting manganese dioxide is also necessary in the spray treatment.
  • hypochlorite and potassium permanganate As alternatives for hypochlorite and potassium permanganate a number of approaches have been proposed, but also have serious disadvantages and could not prevail in practice.
  • vat dyes can be converted into the soluble leuco form by reducing agents, removed from the fiber, and the textile so lightened.
  • reducing agents such as glucose
  • these processes have the disadvantage that it is necessary to work at high temperatures (> 80 ° C.) and high alkalinity (pH> 11).
  • large amounts of wastewater accumulate, which also have an increased biological and chemical oxygen demand due to the high organic load.
  • reducing agents such as keto compounds, for example hydroxyacetone.
  • reducing processes for producing local bleaching effects are fundamentally unsuitable since, as in a closed washing drum, an overall reducing environment can not be produced and thus the locally produced leuco form is rapidly reoxidized by atmospheric oxygen.
  • US 3,384,596C discloses the use of peroxycarboxylic acids such as monoperoxophthalic acid and m-chloro-peroxobenzoic acid in the presence of alkaline earth salts as a bleaching agent at alkaline pH.
  • DE 34 00 950 A discloses the use of monoperoxophthalic acid magnesium salt in combination with an alkali bromide and sulfonamides in a detergent formulation also for spot bleaching in household laundry at alkaline pH.
  • peroxodisulfates as an oxygen source in combination with a transition metal catalyst.
  • peroxodisulfates are subject to the oxidizing agent same restrictions according to the ChemVerV as permanganate and therefore under this aspect not suitable as an alternative.
  • peroxodisulfate solutions as well as Fenton solutions are not suitable for achieving local effects by spray or brush application.
  • EP 0 176 124 A2 ( AT 44 763 E ) relates to the use of a suspension in water containing as bleach component a peroxycarboxylic acid derived from a dicarboxylic acid having 8 to 13 carbon atoms as a castable bleach.
  • DT 26 20 723 A1 relates to bleaching or cleaning agents, in particular with a bleaching effect at low temperatures.
  • DT 26 12 587 A1 relates to bleach preparations which comprise a water-soluble aliphatic peroxy compound and a thickener.
  • EP 0 160 342 A2 discloses liquid bleaching solutions comprising aliphatic peroxy compounds as solid, particulate, substantially water-insoluble constituents.
  • the object of the present invention is therefore to provide a method for whitening dyed textiles, which on the one hand makes it possible to lighten the textile flatly or uniformly in the desired shade, but on the other hand also locally limited, for example, by spraying or brush application in freely selectable intensity to bleach.
  • the process should provide comparable results in its lightening effect as using chlorine-based bleach or potassium permanganate, while significantly reducing potential environmental hazards and dangers. In particular, no environmentally hazardous chemicals should be used and an entry of AOX or heavy metals into the wastewater should be excluded.
  • organic peroxycarboxylic acids in particular certain linear or cyclic aliphatic or aromatic peroxocarboxylic acids or dicarboxylic acids containing hydrophobic side groups, preferably alkyl radicals having at least 5 carbon atoms, more preferably having 5 to 30 carbon atoms and more preferably having chain lengths of 6 to 10 C-atoms, have a very high whitening effect on dyed textiles.
  • indigo and indigoid dyes can be bleached under moderate conditions, so that a local treatment, for example by spraying, can be carried out simply and practically.
  • hydrophobic usually refers to the association of non-polar groups or molecules of an aqueous environment. This characterizes substances that do not mix with water and usually “roll off” on surfaces.
  • Non-polar substances such as fats, waxes, alcohols with long alkyl radicals - ie with the exception of methanol, ethanol and propanol - alkanes, alkenes etc. are hydrophobic. Dissolution of hydrophobic substances in water generally results in a so-called hydrophobic effect , and in some small, hydrophobic species, such as methane or xenon, even entropically unfavorable clathrate structures are formed. Therefore, the solubility of these substances in water is generally low.
  • Hydrophobic substances are almost always lipophilic, meaning they dissolve well in fat and oil. Surfaces with a contact angle of more than 90 ° to water are also referred to as hydrophobic.
  • Hydrophobic radicals in the context of the present invention thus comprise, in particular, a contiguous radical of at least 5 C atoms, a carbon chain, which are preferably saturated with hydrogen atoms to form an alkyl radical or an aryl radical.
  • Bleaching agents according to the invention are aromatic peroxycarboxylic acids consisting of one or more fused aromatic rings, optionally substituted with one or more further peroxycarboxylic acid groups at any position. These aromatic peroxycarboxylic acids of the invention may be further substituted with at least one functional group selected from alkyl, aryl, carboxylate, sulfonate, halide, nitro or hydroxy groups at any point on the aromatic ring system.
  • Preferred examples are: mono- or diperoxo-ortho, -meta or -para-phthalic acid, mono- or diperoxo-4-methyl-o-phthalic acid, mono- or diperoxo-1,8-naphthalenic acid.
  • the peroxycarboxylic acids may be used both in the acid form and as salts or may also be generated in situ by the addition of activated carboxylic acid derivatives (for example as anhydrides) and a hydrogen peroxide source or otherwise in the process.
  • the salts used are preferably alkali metal or alkaline earth metal salts, for example Li, Na, K, Mg or Ca salts.
  • the treatment under acidic pH conditions can be carried out particularly efficiently, although it is known to the person skilled in the art that peroxycarboxylic acids, for example peracetic acid, at a pH close to the pKa value, ie in the neutral to weakly alkaline , which have the highest bleaching efficiency.
  • peroxycarboxylic acids for example peracetic acid
  • textile fabrics are treated under acidic pH conditions.
  • the pH of the solution is in the range of pH1 to pH5, more preferably in the range of pH1.5 to pH3.5.
  • Native and synthetic thickening agents salts such as alkali metal and alkaline earth metal sulfates, phosphates and, if required, marking dyes, for example dyes, wetting agents, humectants such as glycerol, urea or dispersants or more, are used as further additives in the application liquor Auxiliary added.
  • marking dyes for example dyes, wetting agents, humectants such as glycerol, urea or dispersants or more
  • the use of dyes serves to better visual traceability of the spray course.
  • This is particularly important in practice, since the violet permanganate strongly colors the spray solution, while the spray solution according to the invention is basically colorless.
  • the pH of the solution is particularly preferably adjusted with mineral acids or organic acids.
  • very particularly preferred in this sense are low-volatile acids, that is, acids having a vapor pressure ⁇ 20 Pa at 20 ° C, such as citric acid, maleic acid, lactic acid, phthalic acid, phosphoric acid, sulfuric acid or hydrogen sulfates.
  • the colored substances are brought into contact with a solution containing all or part of the peroxycarboxylic acid or its salts by means of a spraying, dipping or brushing process.
  • textiles or textile fabrics can be brought into contact with the peroxycarboxylic acids.
  • Particularly preferred in this sense are textile fabrics made of cellulose fibers or cellulose fibers in mixture with natural or synthetic fibers, which are dyed with a wide variety of dyes.
  • these dyes are selected from the groups of vat, direct or sulfur dyes.
  • the process of the present invention is particularly suitable for textile fabrics dyed with indigo, indigoid dyes or sulfur black, as well as with combinations of these dyes.
  • bleached fabrics obtainable by a method as defined above. Jeans, as defined by these bleached fabrics, are particularly preferred.
  • the bleaching effect was determined on two different denim products each with determination of the Y values according to CIE with Datacolor International SF 600 plus CT, aperture 30 mm LAV, 4-fold measurement, calibration standard light D 65.
  • bleaching result preferably> 40% of the bleaching effect of a standard KMnO 4 solution has been achieved, particularly preferably> 60%, very particularly preferably> 80%.
  • denim 1 non-desized, scraping pretreatment with sandpaper
  • denim 2 desized, stonewash treatment
  • a rectangular area of 120 cm 2 was marked and covered with adhesive film at the edges against the adjacent areas. These areas were uniformly sprayed with 2 g each of an aqueous solution of 20 g / l potassium permanganate (0.38 normal) and the fabric samples were then weighed to control the amount applied.
  • the fabric samples were neutralized in a washer-extractor together with untreated denim fabric as ballast first 10 min at 50 ° C and a liquor ratio of 1: 8 with 4 g / l sodium bisulfite, then 3 times cold rinsed at a liquor ratio of 1:10 and then dried in a tumbler.
  • the Y value measured according to CIE (Datacolor International SF 600 Plus CT, aperture 30 mm LAV, 4-fold measurement, calibration standard light D 65) and determined from the difference in the degree of lightening with ⁇ Y.
  • MPMS monoperoxomaleic acid
  • MMPP magnesium bis-monoperoxophthalate hexahydrate
  • MPPS monoperoxophthalic acid
  • MMPP magnesium bis-monoperoxophthalate hexahydrate

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Coloring (AREA)
  • Detergent Compositions (AREA)
  • Treatment Of Fiber Materials (AREA)
EP15717470.7A 2014-04-24 2015-04-15 Verfahren zum aufhellen von gefärbten textilien Active EP3143193B1 (de)

Priority Applications (2)

Application Number Priority Date Filing Date Title
RS20190771A RS58878B1 (sr) 2014-04-24 2015-04-15 Metoda za posvetljavanje obojenih tkanina
PL15717470T PL3143193T3 (pl) 2014-04-24 2015-04-15 Sposób rozjaśniania barwionych tekstyliów

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102014207727.3A DE102014207727A1 (de) 2014-04-24 2014-04-24 Verfahren zum Aufhellen von gefärbten Textilien
PCT/EP2015/058147 WO2015162042A1 (de) 2014-04-24 2015-04-15 Verfahren zum aufhellen von gefärbten textilien

Publications (2)

Publication Number Publication Date
EP3143193A1 EP3143193A1 (de) 2017-03-22
EP3143193B1 true EP3143193B1 (de) 2019-03-20

Family

ID=52991720

Family Applications (1)

Application Number Title Priority Date Filing Date
EP15717470.7A Active EP3143193B1 (de) 2014-04-24 2015-04-15 Verfahren zum aufhellen von gefärbten textilien

Country Status (13)

Country Link
US (1) US20170051452A1 (zh)
EP (1) EP3143193B1 (zh)
CN (1) CN107109771B (zh)
BR (1) BR112016023817B1 (zh)
DE (1) DE102014207727A1 (zh)
ES (1) ES2729156T3 (zh)
MX (1) MX2016013784A (zh)
PE (1) PE20161487A1 (zh)
PL (1) PL3143193T3 (zh)
PT (1) PT3143193T (zh)
RS (1) RS58878B1 (zh)
TR (1) TR201904232T4 (zh)
WO (1) WO2015162042A1 (zh)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4053328A1 (de) 2021-03-02 2022-09-07 CHT Germany GmbH Kombinierte bleichbehandlung für textilien

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3384596A (en) 1965-12-30 1968-05-21 Dow Chemical Co Peroxy acid bleaching systems
DE2612587A1 (de) * 1975-03-27 1976-10-14 Procter & Gamble Bleichmittel
GB1538744A (en) * 1975-05-13 1979-01-24 Interox Chemicals Ltd Bleaching composition containing diacyl peroxides
EP0027693B2 (en) 1979-10-18 1988-05-11 Interox Chemicals Limited Magnesium salts of peroxycarboxylic acids, processes for their preparation and their use as bleaching agents in washing compositions, and processes
US4448705A (en) * 1982-05-20 1984-05-15 Colgate-Palmolive Company Monoperoxyphthalic acid bleaching composition containing DTPMP
US4443352A (en) 1982-03-04 1984-04-17 Colgate-Palmolive Company Silicate-free bleaching and laundering composition
ZA8471B (en) 1983-01-20 1985-08-28 Colgate Palmolive Co Low temperature bleaching composition
DE3575574D1 (de) * 1984-05-01 1990-03-01 Unilever Nv Fluessige bleichmittelzusammensetzungen.
NL8402957A (nl) 1984-09-28 1986-04-16 Akzo Nv Toepassing van peroxycarbonzuur-bevattende suspensies als bleeksamenstelling.
US5118322A (en) 1990-07-31 1992-06-02 Eric Wasinger Ozone decolorization of garments
US5205835A (en) 1991-02-07 1993-04-27 Fmc Corporation Process to remove manganese dioxide from wet process denim fibers by neutralizing with peracetic acid
AT401274B (de) 1993-11-23 1996-07-25 Degussa Austria Gmbh Verfahren zum bleichen von textilartikeln
ATE159980T1 (de) 1994-01-28 1997-11-15 Peroxid Chemie Gmbh Bleichen von jeans
GB9405114D0 (en) 1994-03-16 1994-04-27 Solvay Interox Ltd Textile bleaching process
JP3679123B2 (ja) 1994-10-20 2005-08-03 ノボザイムス アクティーゼルスカブ フェノール酸化酵素、過酸化水素源及び増強剤の使用を含む漂白方法
DE19821263A1 (de) * 1997-05-12 1998-11-19 Call Krimhild Enzymatisches Bleichsystem mit enzymwirkungsverstärkenden Verbindungen zur Behandlung von Textilien
EP1255889A2 (en) * 2000-02-15 2002-11-13 The Procter & Gamble Company Method for the use of hydrophobic bleaching systems in textile preparation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
US20170051452A1 (en) 2017-02-23
ES2729156T3 (es) 2019-10-30
TR201904232T4 (tr) 2019-05-21
CN107109771A (zh) 2017-08-29
MX2016013784A (es) 2017-03-09
BR112016023817B1 (pt) 2022-05-03
EP3143193A1 (de) 2017-03-22
PT3143193T (pt) 2019-05-29
DE102014207727A1 (de) 2015-10-29
WO2015162042A1 (de) 2015-10-29
RS58878B1 (sr) 2019-08-30
PL3143193T3 (pl) 2019-09-30
BR112016023817A2 (pt) 2017-08-15
PE20161487A1 (es) 2017-01-15
CN107109771B (zh) 2020-04-21

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