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
  • D06P3/06—Material containing basic nitrogen containing amide groups 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
  • D06P1/52—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
  • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
  • D06P1/621—Compounds without nitrogen
  • D06P1/622—Sulfonic acids or their salts
  • D06P1/625—Aromatic

Definitions

• alkyl radicals R which may be mentioned are the tert.-butyl, octyl, nonyl or dodecyl radicals, and alkoxy radicals which are the methoxy, ethoxy, propoxy, isopropoxy, butoxy or hexyloxy radical.
• Suitable hydroxyalkoxy radicals are, for example, the 2-hydroxyethoxy radical, 2-hydroxypropoxy radical, 2-hydroxybutoxy radical or 2-hydroxy-decylocyrest.
• the radical R can be in the o-, m- or p-position to the phenolic hydroxyl group.
• Compounds to be used preferably contain it in the p-position.
• the methylene group is then connected to the benzene ring in the o, o 'position.
• alkyl radicals R 1 which may be mentioned are the methyl, ethyl, propyl or isopropyl radical.
• alkaline earth metal ions such as magnesium or calcium or preferably monovalent cations
• ammonium ion or substituted ammonium ions such as the ethylammonium ion, butylammonium ion, cyclohexylammonium ion, hydroxyethylammonium ion, bishydroxyethylammonium ion, trishydroxyethylammonium ion, bis-hydroxypropylammonium ion -ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium or ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium-bis-ammonium-ammonium
• the compound of the formula I can be prepared in a manner known per se by reacting the corresponding phenols with formaldehyde or lower aldehydes such as isobutyraldehyde in the presence of acidic catalysts such as sulfuric acid, toluenesulfonic acid or boron fluoride.
• acidic catalysts such as sulfuric acid, toluenesulfonic acid or boron fluoride.
• the molecular weight of the condensation products obtained or the degree of polymerization n is essentially determined by the molar ratio of phenolic compound to aldehyde.
• the preparation of the condensation products is described for example in DE-OS 2 306 104.
• the sulfonation is carried out in a known manner using, for example, oleum, sulfur trioxide or chlorosulfonic acid, if appropriate in inert solvents. The sulfonation is e.g. described in DE-OS 1 090 966.
• Preferred compounds for the dyeing process according to the invention are those compounds of the formula I or their salts in which R represents an alkyl radical containing 4-12, in particular 8 or 9, carbon atoms or the cyclohexyl radical, R 1 represents hydrogen, n is a number from 2 to 5 means, and m represents 2 to 5.
• the compounds are preferably used in the form of their lithium, sodium, potassium, ammonium or ammonium salts substituted by hydroxyethyl or hydroxypropyl groups.
• the dyeing of the polyamide materials with metal complex dyes and / or acid dyes in the presence of the compounds I can be carried out in such a way that the material to be dyed is introduced into an aqueous liquor heated to 40-50 ° C. which contains the metal complex dyes and / or acid dyes, the compounds to be used according to the invention of formula I and acids, e.g. Acetic acid, then increases the temperature of the dyebath gradually to 100 - 130 ° C and keeps it at this temperature until it is exhausted. It has proven to be particularly advantageous to pretreat the material to be dyed with an aqueous liquor which only contains the compounds and acids containing sulfonic acid groups for a short time at 40-50 ° C. and only then to treat the liquor at temperatures between 40 and 98 ° C. Add dyes, then gradually raise the temperature of the dyebath to 100 - 130 ° C and keep it at this temperature until exhaustion.
• the compounds to be used according to the invention of formula I and acids e.g. Acetic
• the amounts in which the compounds of the formula I are added to the dyeing baths can vary within wide limits; they can easily be determined by preliminary tests. In general, depending on the desired depth of color, quantities of 0.5-3 percent by weight, based on the weight of the material to be dyed, have proven successful.
• the dyeing process is suitable for natural polyamides, such as wool and silk, and in particular for dyeing syn theoretical polyamides, such as polycaprolactam, polyhexamethylene diamine adipate or poly- ⁇ -aminoundecanoic acid with 1: 2 metal complex dyes.
• Suitable dyes are described, for example, in Color Index 3rd Edition (1971) Vol. 1.
• a polyamide knitted fabric made of filament threads is introduced in a liquor ratio of 1:15 into a bath heated to 40 ° C. and adjusted to pH 8 with a mixture of monosodium hydrogenphosphate and tetrasodium pyrophosphate, which contains in liter 0.24 9 of the compound described below.
• the material is treated while the bath is heated to 98-115 ° C and then 0.4 g of the chromium (1: 2) complex is added per liter to.
• Example 1 The coloring described in Example 1 is carried out in the same way. Instead of the compound added there, however, 0.24 part of the condensation product described below is added. This also results in an excellent level bordo coloring.
• the condensation product used was prepared as follows: 264 parts of p-cyclohexylphenol and 1 part of concentrated sulfuric acid are mixed with 300 parts of xylene and 100 - 110 ° C slowly mixed with 82 parts of 36.5% aqueous formaldehyde. The water is distilled off simultaneously via a water separator. The xylene is distilled off in vacuo, the resin obtained (molecular weight 600) is dissolved in 500 parts of trichlorethylene, and 130 parts of chlorosulfonic acid are slowly added at 10-20 ° C.
• the mixture is stirred for 12 hours at room temperature and 30 minutes at 50 ° C and neutralized at 20 - 40 ° C with 130 parts of 45% sodium hydroxide solution. Concentration in vacuo gives about 410 parts of a viscous resin which, after cooling, can be pulverized into a water-soluble, white product.
• the dyeing can be carried out with equal success if, instead of the condensation product mentioned, a p-tert in the same way consists of 225 parts. Butylphenol, 32 parts 36.5% formaldehyde, 1 g conc. Sulfuric acid (molecular weight 500), 114 parts of chlorosulfonic acid and 86 parts of 25% aqueous ammonia-produced condensation product is used.
• a knitted fabric made of ⁇ -polycaprolactam is heated in a 1:40 liquor ratio to a temperature of 50 ° C. and with Trisodium phosphate, pH 8, was introduced, which contains 0.3 g per liter of the condensation product described below.
• the material is treated while the bath is heated to 98 ° C. and 0.125 g of the chromium (1: 2) complex is then per liter to. After dyeing at 98 ° C. for about 90 minutes, the liquor is exhausted. A light gray coloration of excellent uniformity is obtained.
• the condensation product used is in the manner given in Example 1 from 330 parts of nonylphenol, 94 parts of 37% formaldehyde solution, 1 part of conc. Sulfuric acid (molecular weight 1150), 330 parts of cyclohexane and 166.5 parts of chlorosulfonic acid. Instead of the sodium hydroxide solution, 200 parts of triethanolamine were used for neutralization.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Coloring (AREA)

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Publications (3)

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Cited By (4)

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Citations (5)

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• 1979
  • 1979-11-08 DE DE19792945102 patent/DE2945102A1/de not_active Withdrawn
• 1980
  • 1980-10-25 DE DE8080106575T patent/DE3064313D1/de not_active Expired
  • 1980-10-25 EP EP80106575A patent/EP0028756B1/fr not_active Expired
  • 1980-11-03 US US06/202,907 patent/US4295852A/en not_active Expired - Lifetime
  • 1980-11-06 JP JP15525980A patent/JPS5673180A/ja active Granted

Patent Citations (5)

Non-Patent Citations (1)

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