Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins

Definitions

• the present invention relates to aqueous textile treatment agents based on 1,3-dialkyl-4,5-dihydroximidazolidinones and selected polyhydric alcohols. They are used for the formaldehyde-free finishing of textile material, which at least partially consists of cellulose or regenerated cellulose fibers, in order to give it wrinkle and shrink resistance.
• EP-A-0 320 010 discloses the use of 1,3-dimethylglyoxalmonovrein with trimethylolpropane.
• the inventors have now set themselves the task of avoiding or at least significantly reducing the yellowing of the textile materials treated with these imidazolidinones when finishing cellulose-containing textile material with 1,3-dialkyl-4,5-dihydroxy-imidazolidinones. This task was surprisingly achieved by using very specific, selected, polyhydric alcohols.
• the invention thus relates to aqueous textile treatment agents, the 1,3-dialkyl-4,5-dihydroxi-imidazolidinones, the hydroxyl groups of which may be etherified in whole or in part with lower alcohols, and polyhydric alcohols of the general formulas RCH (OH) - (CH2) y -CH (OH) -R ′, Ia) wherein R and R 'independently of one another H or CH3 and y are the same 1 to 4 mean and or R ⁇ -C (CH2OH) 3, Ib) in which R ⁇ is an alkyl radical having 1 to 3 carbon atoms, the imidazolidinones mentioned also being at least partially etherified with the polyhydric alcohols of the formulas Ia) and / or Ib).
• the finishing agents additionally contain water-soluble, hydrophilic silicones containing epoxy groups.
• the finishing agents generally contain between 35 and 80% of active substances, which include the imidazolidinones, the polyhydric alcohols and any additional hydrophilic silicones. It also uses a wrinkle proofing process of textile material, which consists at least partially of cellulose or regenerated cellulose, using the textile treatment agents mentioned.
• the 1,3-dialkyl-4,5-dihydroxi-imidazolidinones mentioned and their ethers with low alcohols (1 to 4 carbon atoms) are known and can be prepared, for example, according to EP-OS 141 755 or US Pat. No. 3,260,565 will.
• 1,3-Dimethyl-4,5-dihydroxy-imidazolidinone is preferred because of its simple preparation.
• reaction products of the dialkyl-dihydroxi-imidazolidinones in which the dihydroxy groups are fully or partially etherified with alcohols are particularly important for the provision of textile treatment agents which are as concentrated as possible. Otherwise solids would easily separate.
• the hydroxy groups in the 4- and 5-position can be completely etherified with the alcohols mentioned.
• partial etherification is usually sufficient, since this goal, depending on the mono- or polyhydric alcohol used, is already achieved with partial etherification.
• the etherification can be carried out by the process shown in the aforementioned US Pat. No. 3,260,565.
• the degree of whiteness of the goods after heating corresponds as far as possible to the degree of whiteness of the goods treated with the usual aminoplast precursors, such as, for example, 1,3-dimethylol-4,5-dihydroxyimidazolidinone.
• 1,1,1-tris (hydroximethyl) ethane and propane are to be emphasized, the propane derivative being somewhat more favorable than the ethane derivative.
• the effectiveness of these compounds is particularly surprising since the closely related glycerin gives significantly poorer values. It is also noteworthy in this connection that, for example, 1,2,6-hexanetriol gives practically no improvement in whiteness. This shows the strict selection that had to be made to achieve the intended goal.
• 1,1,1-tris (hydroximethyl) propane and 1,6-hexanediol are particularly preferred.
• the selected polyhydric alcohols are used in amounts of about 10 to 80, in particular 30 to 60,% by weight, based on the dialkyldihydroxyimidazolidinone used, calculated as a solid.
• the imidazolidinone is generally used in the finishing liquors in amounts of 40 to 120 g / l, in particular in amounts of 60 to 100 g / l (calculated as a solid).
• catalysts are also required for curing or crosslinking with the fiber.
• Magnesium salts in particular magnesium chloride, which are preferably used together with acetic acid or citric acid (possibly partially neutralized) or together with fluoroborates, such as sodium or potassium fluoroborate, which have a reinforcing effect, should be emphasized for this purpose.
• fluoroborates such as sodium or potassium fluoroborate, which have a reinforcing effect
• zinc salts such as zinc nitrate, zinc chloride or zinc fluoroborate, are also suitable, but are less preferred for ecological reasons.
• Another advantageous variant of the process consists in adding hydrophilic silicones containing water-soluble epoxy groups to the finishing liquors.
• These are silicones which, in addition to the epoxy groups, also contain polyalkylene oxide groups, which bring about water solubility and hydrophilicity.
• These silicones usually have a viscosity of 1000 to 8000 mPa.s. Their content of epoxy groups is approximately 0.2 to 4 g of epoxy groups per 100 g of silicone.
• the hydrophilic silicones are well known, so that further explanations (see US Pat. No. 4,184,004, DE-OS 3,418,880 and EP-OS 193,402) are unnecessary.
• finishing liquors also contain other auxiliaries customary in the textile industry, such as wetting agents, fillers, flame retardants and anti-slip agents, agents for hydrophobing and oleophobicization and similar products and, if necessary, the associated catalysts.
• auxiliaries customary in the textile industry such as wetting agents, fillers, flame retardants and anti-slip agents, agents for hydrophobing and oleophobicization and similar products and, if necessary, the associated catalysts.
• low-formaldehyde resins based on aminoplast precursors can also be used to further increase the crease-resistant properties.
• Finishing with the other textile auxiliaries mentioned can be carried out with the same finishing fleet or - depending on the requirements in practice - also with a separate fleet.
• Treatment with the equipment fleets can be carried out according to the Methods customary in the textile industry, for example by dipping, padding, spraying or coating.
• the content of the active constituents in the treatment medium also depends, which is familiar to the person skilled in the art.
• the textile material After picking up the liquor, the textile material is dried under customary conditions and then cured at 130 ° C. to 190 ° C., preferably at 150 ° C. to 170 ° C., for a period of from about 1/2 minute to about 15 minutes. It is advisable to rinse the treated textile material briefly, as an additional improvement in the degree of whiteness can be observed.
• textile material which consists at least partially of cellulose or regenerated cellulose can be given a crease-resistant finish.
• “Textile material” is understood to mean both fabric and knitted fabric and - if pre-consolidated - also nonwovens.
• the textile material can also contain other natural fibers, but above all synthetic fibers, such as polyester, polyamide or polyacrylonitrile fibers. Cotton / polyester blended fabrics are particularly noteworthy.
• the textile material treated in this way has good wet and dry crease recovery and good shrink resistance. It should be particularly emphasized that the degree of whiteness is considerably improved compared to the prior art. It could not be expected that dialkyl-dihydroxiimidazolidinones, which have been known for more than 20 years as a means of anti-wrinkling cellulose-containing textile goods (US Pat. No. 3,112,156), were usable by the use of selected polyhydric alcohols in terms of whiteness improved can be that the maintenance of the whiteness comes to the values that can be achieved with the conventional aminoplast resins, such as with dimethyloldihydroxyimidazolidinone.
• the degree of whiteness is determined using a formula developed by GANZ (cf. the publication “Methods and possible uses of colorimetric white evaluation of textiles” by R. Griesser, CIBA-GEIGY brochure No. 9140 D (edition 1981); see also Textile finishing 18 ( 1983), No. 5, pages 157-162).
• the "ELREPHO 2000 spectrophotometer for reflectance measurements” from DATACOLOR has proven itself for these investigations.
• the results which can be achieved depend on the optical brighteners used, the formulation of the brightener also being included in the result, particularly at higher condensation temperatures.
• This equipment contains 37.5% of 1,3-dimethyl-4,5-dihydroxy-imidazolidinone etherified with methanol (calculated as a solid), 20% tris (hydroximethyl) propane and 42.5% water.
• aqueous liquors were produced, each containing 200 g of the agent in a liter, as well as 24 g of magnesium chloride hexahydrate and 0.3 g of sodium fluoroborate (liquors 1A to 1U). These liquors were used to impregnate optically pre-lightened cotton wool poplin (3.4 g / l ®UVITEX MST 300% (CIBA-GEIGY AG) (m2 weight 110 g)), squeezed to a liquor absorption of 65% and dried at 100 ° C. for 10 minutes.
• optically pre-lightened cotton wool poplin 3.4 g / l ®UVITEX MST 300% (CIBA-GEIGY AG) (m2 weight 110 g)
• the equipment samples obtained were divided into 4 sections each and then subjected to higher temperature exposure for curing under various conditions, namely for 7 minutes 130 ° C (T1), 5 minutes 150 ° C (T2), 2 minutes 170 ° C (T3) and 45 seconds 190 ° C (T4).
• T1 7 minutes 130 ° C
• T2 5 minutes 150 ° C
• T3 2 minutes 170 ° C
• T4 45 seconds 190 ° C
• Table I fleet 1 A 1 B 1 C. 1 D (cf. 1 E (compare) lightened tissue Cond. T 1 207 205 206 199 196 189 T 2 194 194 192 178 182 185 T 3 171 169 165 143 151 182 M 4 145 145 136 115 118 176
• the table clearly shows the superiority when using the polyhydric alcohols selected according to the invention with regard to the reduced yellowing at the condensation temperature even from a temperature of 130 ° C. (T1).
• Rinsing e.g. 20 minutes at 40 ° C with 5 g / l soda and 2 g / l commercial wetting agent
• rinsing can further reduce yellowing.
• a cotton poplin (100 g / m2; whiteness according to Ganz 85) becomes liquid new with 9.6 g / l ®UVITEX MST (sample 1) or 4 g / l ®UVITEX 2BT 130% (sample 2) (CIBA-GEIGY AG ) is lightened (whiteness according to Ganz 245 or 236) and then both patterns are finished with an equipment fleet 62 g / l 1,3-dimethyl-4,5-dihydroxi-imidazolidinone (see example 1), 29 g / l tris (hydroxymethyl) propane, 24 g / l MgCl2 ⁇ 6 H2O and 2 ml / l 60% acetic acid padded (65% liquor absorption) and finished as described in Example 1.
• the determination of the whiteness according to Ganz gives the following picture:
• Example 4 120 g of water and 90 g of ethanol are added to 200 g of 1,3-dimethyl-4,5-dihydroxyimidazolidinone and the mixture is heated at 45 ° C. for 2 hours with the addition of 10 g of acetic acid (60%). The mixture is then neutralized with 50% sodium hydroxide solution, excess ethanol is distilled off and adjusted to a solids content of approx. 46% with water (degree of etherification approx. 10%).
• Equipment according to example 2 gives the following results: Table V T 1 T 2 T 3 M 4 Equipment 6 a) 204 195 180 163 Equipment 6 b) 201 189 170 151

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Chemical Or Physical Treatment Of Fibers (AREA)
• Treatment Of Fiber Materials (AREA)

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Applications Claiming Priority (2)

Publications (3)

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• 1988
  • 1988-03-04 DE DE3807030A patent/DE3807030A1/de not_active Withdrawn
• 1989
  • 1989-02-22 EP EP89103044A patent/EP0330979B1/de not_active Expired - Lifetime
  • 1989-02-22 AT AT89103044T patent/ATE95255T1/de not_active IP Right Cessation
  • 1989-02-22 DE DE89103044T patent/DE58905718D1/de not_active Expired - Fee Related
  • 1989-02-27 JP JP1043402A patent/JPH0284556A/ja active Pending
  • 1989-02-28 DK DK095889A patent/DK95889A/da not_active Application Discontinuation
• 1990
  • 1990-05-21 US US07/526,193 patent/US5021263A/en not_active Expired - Fee Related
  • 1990-05-21 US US07/526,192 patent/US5021264A/en not_active Expired - Fee Related

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