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
  • D06P1/52—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 synthetic macromolecular substances
  • D06P1/56—Condensation products or precondensation products prepared with aldehydes
• • 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
  • D06P1/52—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 synthetic macromolecular substances
  • D06P1/56—Condensation products or precondensation products prepared with aldehydes
  • D06P1/58—Condensation products or precondensation products prepared with aldehydes together with other synthetic macromolecular substances
• • 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
  • D06P1/642—Compounds containing nitrogen
  • D06P1/6426—Heterocyclic 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
  • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
  • D06P5/02—After-treatment
• • 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
  • D06P5/02—After-treatment
  • D06P5/04—After-treatment with organic 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
  • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
  • D06P5/02—After-treatment
  • D06P5/04—After-treatment with organic compounds
  • D06P5/06—After-treatment with organic compounds containing nitrogen
• • 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
  • D06P5/02—After-treatment
  • D06P5/04—After-treatment with organic compounds
  • D06P5/08—After-treatment with organic compounds macromolecular

Definitions

• the invention relates to compositions of water-insoluble or very sparingly soluble UN. absorbers that are stable to storage under both cold and warm storage conditions.
• GB Patent 2,187,746 discloses compositions suitable for applying UN. absorbers of the benztriazole series to a substrate in the form of a dispersion in water.
• compositions of this type have now been found according to the present invention which surprisingly demonstrate improved stability and performance compared to those of GB 2,187,746.
• the compositions of the present invention comprise a 4-part composition comprising a mixture of a sparingly soluble U.N. absorber, water, a dispersing agent and a surfactant, whereas those of GB 2,187,746 comprise a 3-part composition, comprising the UN. absorber, water and a dispersing agent.
• GB 2,187,746 also discloses the optional presence of non-ionic surfactants which are addition products of C,. 12 alkylphenol and alkylene oxides.
• a preferred surfactant is the addition product of C,. 12 alkylphenol (preferably nonylphenol) and a C 2 . 3 alkyleneoxide.
• composition (A) comprising, based on the total weight of said composition:
• a dispersing agent which is a condensation product of a sulphonated tolylether and formaldehyde
• c) 0.5 to 10% of a non-ionic surfactant which is an addition product of ethylene oxide
• composition (B) comprising, based on the weight of the total composition:
• a dispersing agent which is a condensation product of a sulphonated tolylether and formaldehyde
• c) 1 to 6% of a non-ionic surfactant which is an addition product of ethylene oxide or propylene oxide or both ethylene and propylene oxide and tristyrylphenol
• composition (C) comprising, based on the weight of the total composition:
• compositions according to the invention may comprise, based on total weight of said composition, one or more additional components selected from the group of:
• Preferred dispersing agents are those commercially available (for example BAYKANOL SL), as described in U.S Patent 4, 386,037, especially Example 15.
• the disclosure of U.S. Patent No. 4,386,037 is inco ⁇ orated herein by reference.
• the preferred amount of formaldehyde used per mole of sulphonated tolylether is from 0.2 to 3.0 moles.
• Preferred UN absorbers of the 2-(2'-hydroxyphenyl)-benztriazole series are those described in Japanese Kokai 56-31084 and Swiss Patent 494,060.
• the Kokai and the Swiss Patent are inco ⁇ orated herein by reference.
• the diameter of the UN. absorbers used in a composition according to the invention is generally less than 5 ⁇ m.
• the particles have a diameter in the range of from 0.1 to 3 ⁇ m.
• the mean diameter of the UN. absorbers is less than 1 ⁇ m.
• the mean particle size can be measured by placing a sample on a microscope on which a scale has been superimposed.
• the non-ionic surfactant is preferably an addition product of tristyrylphenol and 10-50 moles of ethylene oxide or an addition product of tristyrylphenol and ethylene oxide/propylene oxide. Most preferred is an addition product of tristyrylphenol and 16 moles of ethylene oxide, commercially available as SOPROPHOR BSU (Rhone Poulenc).
• the non-ionic surfactant is preferably an addition product of 1 mole of a mixture of fat alcohols having 14-18 carbon atoms and 10-50 moles of ethylene oxide. Most preferred is an addition product of 1 mole of a mixture of fat alcohols having 14-18 carbon atoms and 25-40 moles of ethylene oxide.
• Different grades of primary alcohols may be used, e.g.
• the content of unsaturated alcohol may be up to 25%, but it is not mandatory that such alcohol be present.
• Preferred solubilizing agents are addition products of poly-C M -alkylene glycols (preferably polypropylene or polyethylene glycol) with propylene oxide and/or ethylene oxide. More preferably the solubilizing agents are the addition products of polypropylene glycol and propylene oxide and ethylene oxide, most preferably those the polyoxypropylene part thereof, having a molecular weight of 1500 to 2500 and comprising 40 to 60% polyoxyethylene units, particularly preferred being "Pluronic" type solubilizing agents.
• the buffer is either sodium hydroxide or phosphoric acid, depending on the acidity of the components.
• Preferred antifouling agents are fungicides for example Giv Gard, a commercially available product.
• Preferred antifoaming agents are compositions based on silicone oil or alkylenediamides (e.g. of stearic acid), preferably added in amounts of 0.5 to 1.0 % by weight of the total composition.
• composition (B) which comprises, based on the weight of the total composition:
• a dispersing agent which is a condensation product of a ditolylethersulphonate and formaldehyde
• composition (B 2 ) which comprises:
• a dispersing agent which is a condensation product of ditolylethersulphonate and formaldehyde
• a surfactant which is the addition product of 1 mole trist
• a preferred composition (C) according to the invention is (C,) which comprises, based on weight of the total composition:
• a solubilizing agent which is a polymer addition product of polypropylene glycol, propyleneoxide and ethyleneoxide, the polyoxypropylene part thereof having a molecular weight of 1700 to 2300; and 40 to 60 polyoxyethylene units in the polymer; d) and water.
• composition (C) which comprises, based on weight of the total composition:
• the pH of a composition according to the invention is between 4.5 and 5.8, more preferably 5.0 to 5.5.
• compositions according to the invention are suitable for use in dyeing, padding or printing processes preferably in a concentration of 0.5 to 6.0 % based on the weight of substrate to be treated.
• concentration of the composition depends on the particular components of the dyestuff utilized in the dyeing, padding or printing process and on the desired shade.
• compositions according to the invention have excellent stability to storage, both cold and warm storage and have excellent shear stability under dyeing conditions.
• the stability to cold storage may be observed by freezing a composition according to the present invention and thereafter allowing the frozen composition to thaw.
• the compositions of the present invention do not display phase separation during thawing.
• compositions are added to the dyeing, padding or printing composition and the thus obtained dyebath, padding liquor or printing paste is used in a conventional dyeing, padding or printing process respectively.
• compositions according to the invention are also suitable as after-treatment compositions being applied by padding, printing or exhaustion techniques, as a 0.5 to 6.0 % (the percentages being by weight of the substrate being dyed) dispersion in water. Accordingly, in a further aspect of the present invention, the compositions of the present invention are applied to the substrate after dyeing, padding or printing has been carried out according to a conventional process, such a treatment being referred to as an after-treatment.
• a process for dyeing, padding and printing a substrate comprising applying to the substrate 0.1 to 5 % of a dye (preferably a disperse dye) and 0.5 to 6 % of a composition according to the invention (the percentages being by weight of the substrate being dyed) preferably in an aqueous medium, in a liquor to goods ratio of 10:1 to 60:1.
• a dye preferably a disperse dye
• a composition according to the invention the percentages being by weight of the substrate being dyed
• the mixture is then milled in a bead mill with silicoquarzite beads until the average size of the particles of the UN. absorber is less than 1 ⁇ m. This occurs after about 30 minutes.
• the resulting dispersion is filtered from the silicoquarzite beads.
• the resulting concentrate exhibits a good dispersion stability.
• Example 1 is repeated using the following components:
• Example 1 is repeated omitting to add the commercially available Pluronic P 75 and using 55.75 parts water in place of the 54.55 parts of Example 1.
• Example 1 is repeated, omitting to add the commercially available Pluronic P 75, using 2 parts of a commercially available product of 1 mole of tristyrylphenol + 16 moles of ethylene oxide, (rather than 4 parts as in Example 1); and using 57.75 parts water.
• Example 1 is repeated, omitting to add both the commercially available Pluronic P 75 and the wetting agent (Sandozin NIT fl); and using 56.75 parts water.
• Example 1 is repeated, omitting to add both the commercially available Pluronic P 75 and the wetting agent (Sandozin NTT fl); using 2 (rather than 4 parts) of a commercially avail ⁇ able product of 1 mole of tristyrylphenol + 16 moles of ethylene oxide; and using 58.75 parts water.
• Example 1 is repeated, omitting to add the commercially available Pluronic P 75, the wetting agent (Sandozin NTT fl) and the commercially available product of 1 mole of tristyrylphenol + 16 moles of ethylene oxide; and using 60.75 parts water.
• Example 1 is repeated using the following components:
• Example 8 is repeated, using 12 parts of the commercially available product of 1 mole of tristyrylphenol + 16 moles of ethylene oxide and 62.65 parts water, in an attempt to further improve the shear stability of the dispersion of Example 8.
• a dyebath is prepared using the following components:
• the pH is brought to 5.0 by the addition of ammonium sulphate/formic acid in a ratio of 10:1.
• the above described dyebath 1000 parts is warmed to 60° in a dyeing autoclave and 100 parts of a polyester fabric (the quality of which is adequate for use as automobile upholstery) is added thereto, the autoclave is closed and the circulating bath is heated to 135°. Dyeing is carried out at 135° for 20 minutes after which the bath is cooled to 80° and the dyed substrate is removed from the bath. It is then washed, reductively cleaned, washed again and dried. The light-fastness of the dyed fabric is substantially better than that dyed without the benztriazole present.
• Application Example 10 can be repeated using 0.75% of the dispersion of any one of the compositions of Examples 2 to 6 above.
• a small cross-wound bobbin of 40 g is produced.
• This bobbin is dyed with one of the dyestuff combinations given below, in a circulation dyeing apparatus (e.g. Colorstar by Zeltex AG, CH). The pressure difference and flow rate are displayed by the dyeing apparatus.
• a goods-to-liquor ratio of 1:10, with water of 11 ° d (German Hardness) is employed.
• Each of the dyestuff combinations of examples 11 to 18 comprises:
• each of these combinations comprises 3,5% of one of the dispersions of examples 1-9 above; as is indicated in Table 1 below.
• the dyestuff combination is poured over the bobbin, and thereafter a static pressure of 2 bar is applied.
• a flow rate of 0.6 l/min is set.
• the dye liquor is heated to 130° at a rate of 27min, and after dyeing for 30 minutes, cooling is effected to 80°, at a rate of 57min.
• the flow rate, the differential pressure and the temperature are recorded by a three-channel recording instru ⁇ ment.
• the dispersions of the present invention are evaluated by the following parameters:
• Example 9 0.50 0.12 bad yes
• a dispersing agent in the form of a sulphonated tolylether / formaldehyde condensate and a commercially available surfactant product consisting of 1 mole of tristyryl phenol and 16 moles of ethylene oxide are both present in the composition, there is a considerable improvement over compositions which contain only one of these two components. This can be seen by comparing for example Application Examples 14 and 16. Accordingly in Application Example 14 both the sulphonated tolylether / formaldehyde condensate and the surfactant are present, whereas in Application Example 16, there is no surfactant.
• the maximum pressure difference between the inside and outside of the bobbin is much greater in the case of Example 16 than in the case of Example 14.
• Such high differences in internal/external pressure in the case of Application Example 16 is attributed to the instability of the UN.-containing dispersion, which agglomerates to or forms deposits on the internal surface of the bobbin, thus leading to an increase in the internal external pressure difference.
• the other parameters measured one also sees the clear superiority of the dispersion used in Application Example 14 over that of Application Example 16.
• Example 1 The mixture is then milled in a bead mill as in Example 1.
• the resulting concentrate is stable as a dispersion for 2 days at a temperature of about 50°C.
• Example 19 is repeated using:
• Example 21 Example 19 is repeated, omitting to add the commercially available addition product of 1 mole of a mixture of fatty alcohols having 14 to 18 carbon atoms and 40 moles of ethylene oxide, and using 54.55 parts water.
• Example 20 is repeated omitting to add the commercially available addition product of 1 mole of a mixture of fatty alcohols having 14 to 18 carbon atoms and 40 moles of ethylene oxide, and using 47.34 parts water.
• a dyebath is prepared using the following components:
• the pH is brought to 5.0 by the addition of ammonium sulphate/formic acid in a ratio of 10:1.
• the dyebath is then warmed as in Example 10 above and the dyeing procedure according to Example 10 is followed.
• the light fastness of the dyed fabric is substantially better than that dyed without the benztriazole present.
• Example 23 can be repeated using 0.50% of the dispersion of Example 20.
• Example 24
• Example 11 Using a fine polyester yarn (Dtex 167fl), a small cross-wound bobbin of 40 g is produced as in Example 11 above. This bobbin is dyed according to the dyeing conditions of Example 11.
• a goods-to-liquor ratio of 1:10, with water of 11° d (German Hardness) is employed.
• Each of the dyestuff combinations comprises:
• the dispersions are evaluated as in Examples 11-18 above.
• Application Example 24 is repeated using 2.18% of the dispersion of example 21, instead of 3.5% of the dispersion of example 19.
• Application Example 24 is repeated using 2.18% of the dispersion of example 20, instead of 3.5% of the dispersion of example 19.
• Application Example 24 is repeated using 2.18% of the dispersion of example 22, instead of 3.5% of the dispersion of example 19.
• the results obtained from application examples 24-27 may be seen from the following Table 2.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
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• Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
• Cosmetics (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

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• 1996
  • 1996-07-11 JP JP9505507A patent/JPH11508935A/ja not_active Ceased
  • 1996-07-11 BR BR9609728A patent/BR9609728A/pt not_active IP Right Cessation
  • 1996-07-11 DE DE69612853T patent/DE69612853T2/de not_active Expired - Fee Related
  • 1996-07-11 AT AT96925729T patent/ATE201244T1/de not_active IP Right Cessation
  • 1996-07-11 ES ES96925729T patent/ES2158328T3/es not_active Expired - Lifetime
  • 1996-07-11 WO PCT/EP1996/003050 patent/WO1997003242A1/fr active IP Right Grant
  • 1996-07-11 EP EP96925729A patent/EP0842319B1/fr not_active Expired - Lifetime
  • 1996-07-11 DK DK96925729T patent/DK0842319T3/da active

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