Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/17—Amines; Quaternary ammonium 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
  • 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
  • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
• • 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
  • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
  • D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/917—Wool or silk
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/918—Cellulose textile
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/92—Synthetic fiber dyeing
  • Y10S8/924—Polyamide fiber

Definitions

• levelling agents according to the invention are active in the same way for dyeings on nitrogen-containing fibers as well as on cellulose fibers, whereas most of the hitherto known levelling agents are suitable for dyeings on either one or the other kind of fibers.
• oxazolines substituted in the above-mentioned way there are used, for instance, the addition compounds of ethylene oxide and/ or propylene oxide to 2-hexyl-4-methyl 4-hydroxy-methyl-oxazoline, 2,-undecyl-4-ethyl-4-hydroxy-methyl-oxazoline, Z-heptadecyl-4-ethyl-4-hydroxymethyl-oxazolineor Z-undecyl-4,4abis-hydroxy-methyloxazoline.
• the oxazolines can be prepared according to known methods, for instance, according to US.
• Patent 2,504,951 from saturated or unsaturated monocarboxylic acids, such, for instance, as tallow oil fatty acid or coconut oil fatty acid, by reaction with alkylol-amines-( 1,2) containir; at least 2 hydroxy groups, such, for instance, as 2 amino-Z-ethyl-propanediol-(1,3), Z-amino-Z-methyl-propanediol-(L3) or the tris-hydroxy-methyl-aminomethane with splitting ofi of 2 mols of water at an elevated temperature and, if desired, under reduced pressure.
• saturated or unsaturated monocarboxylic acids such, for instance, as tallow oil fatty acid or coconut oil fatty acid
• alkylol-amines-( 1,2) containir at least 2 hydroxy groups, such, for instance, as 2 amino-Z-ethyl-propanediol-(1,3), Z-amino-Z-methyl-propanediol
• hydroxy groups of the substituted oxazolines thus obtained can then be reacted according to known methods, for instance, according to the operating method described in German patent application No. 1,027,672 laid open to public inspection, with epoxides, such, for instance, as ethylene-oxide, or propylene-oxide or mixtures of said epoxides.
• epoxides such, for instance, as ethylene-oxide, or propylene-oxide or mixtures of said epoxides.
• epoxides such, for instance, as ethylene-oxide, or propylene-oxide or mixtures of said epoxides.
• the dyestuffs used and the fibrous material to be treated, the oxazoline compounds used as levelling agents according to the inveution are used in varying quantities. The most favorable amount for each treatment can be easily ascertained .by a dyeing test.
• the oxazoline compounds claimed are likewise excellently suitable for the additional levelling of unequal dyeings.
• the dyeings are additionally treated at an elevated temperature with an aqueous bath containing the oxazoline compound generally under the same conditions under which the dyeing is carried-outQ v
• the levelling agents according to the invention can be applied together with the usual dyestuffs, for the levelling of all dyeings realized on nitrogen-containing fibers and cellulose fibers according to known dyeing methods.
• Nitrogen-containing fibers comprise polyamide fibers, above all protein fibers, such as wool and silk. Most suitable for the dyeing of said nitrogen-containing fibers are, above all, those of the series of the so-called acid dyestulfs.
• cellulose fibers there are used native and regenerated cellulose fibers.
• dyestuffs which may be used for the dyeing of cellulose fibers there are mentioned, for instance, substantive dyestuifs and vat dyestufis which are used in the form of their sodium-leuco compounds.
• a completely unsatisfactory levelling effect is obtained together with a very uneven dyeing of the added yarn.
• insufficient levelling effects are obtained by adding in each case 0.1 or 1.5 g./l. of polyglycol of an average molecular weight of 1000 or 0.1 or 1.5 g./l. of the addition compound of mols of ethylene-oxide to 1 mol of dodecyl alcohol.
• levelling effects are realized by simultaneously using in each case 0.1 or 1.5 g./l. of the addition compound of mols of ethylene-oxide to 1 mol of Z-undecyl-4,4-bis-hydroxymethyloxazoline.
• a distinct levelling effect is observed together with an improved evenness of the dyeing, but no remarkable retardation effect occurs. Only with quantities of 1.5 g./l.
• Example 2 On the same material and in the same Way as described in Example 1 a dyeing is produced with 2% of the dyestulf C.I.6O 010 (cf. Colour Index, 2nd edition (1956)) according to the .IN-process and levelling tests are then carried out as described in Example 1.
• Example 3 As described in Example 1, a dyeing is obtained with 2% of the dyestuff C.I.59800 (cf. Colour Index, 2nd edition (1956)) according to the IN-process and levelling tests are likewise carried out as described in Example 1. With the blank IN-vat and compounds such as the addition compound of 15 mols of ethylene-oxide to 1 mol of stearyl alcohol or polyglycol of a molecular weight of 600 in quantities of 0.1 or 1.5 g./l. in each case, a completely unsatisfactory result is obtained, whereas with 0.1
• Example 4 10 weight units of a Wool gabardine (20 grams) are divided into a larger piece of 4 Weight units (8 g.) and into 6 smaller pieces of 1 Weight unit (2 grams) each, thoroughly Wetted and then centrifuged in a uniform way.
• the large piece of 4 weight units is first introduced into the boiling dyebath containing 1% of the wool dyestuif C.I.24 800 (cf. Colour Index, 2nd edition (1956)), 5% of sodium sulfate and 4% of acetic acid. After 2, 4, 8, 16, 32 and 64 minutes each a small piece of a weight-unit of one is added and boiling is continued for a further 56 minutes, after the last piece has been added. Total boiling time: 2 hours.
• the goods-to-liquor ratio amounts to 1:40 calculated on the total wool material (:800 cc.). Evaporated water is replaced after a boiling time of 1 hour. (Kramrisch test, B. Kramrisch, J. 502. Dyers and Coll., May 1959, pages 242 et seq.)
• the dyestuff is nerly completely absorbed prior to the addition of the last pieces of the wool gabardine, a good levelling effect between the Wool pieces added at first to the dyebath and those added at last can be observed, if in each case 0.1 or 2 g./l. of the addition compound of 12 mols of ethylene-oxide to 1 mol of 2-undecyl-4-ethyl- 4-hydroxymethyl-oxazoline are added in low concentrations.
• Example 5 A previously cleaned cross-wound bobbin (as described in Example 1) is dyed at a goods-to-liquor ratio of 1:10 in the closed apparatus with 0.2% of the dyestuff C.I.70 035 (cf. Colour Index, 2nd edition (1956)) according to the IN-process in the usual manner for 45 minutes at 50-60 C. Per liter of dyebath 20 cc. of sodium hydroxide solution (38 B.) and 4.5 grams of sodium-dithionite are used. The bobbin is badly dyed through and the dyeing is unlevelled.
• C.I.70 035 cf. Colour Index, 2nd edition (1956)
• Example 6 10 grams of loose wool are dyed for 1 hour at C. and at a goods-to-liquor ratio of 1:40 with a mixture consisting of 0.3% of the dyestuff C.I.42 655 0.4% of the dyestuff C.I.24 825 0.2% of the dyestuff C.I.18 (cf. Colour Index, 2nd
• R represents an alkyl radical containing 3-20 carbon atoms
• A stands for a member seleced from the group consisting of the methylene radical, oxygen and sulfur atom
• R stands for a member selected from the group consisting of an alkyl group containing 1-4 carbon atoms and a radical (CH (C H O) H, wherein n is an integer of 2 to 3, y is an integer of 1 to 3 and x is an integer of 4-100
• R represents the radical (CH (C I-I ,,O) H, wherein n, y and x have the meanings given above.
• R represents an alkyl radical containing 3-20 carbon atoms
• A stands for a member selected from the group consisting of the methylene radical, oxygen and sulfur atom
• R stands for a member selected from the group consisting of an :alkyl group containing 1-4 carbon atoms and a radical (CH -(C H O) H, wherein n is an integer of 2 to 3, y is an integer of 1 to 3 and x is an integer of 4-100
• R represents the radical (CH (C I-I O) H, wherein n, y and x have the meanings given above.
• the improve- 6 ment comprising: adding to the dyebath a levelling agent of the formula:
• R is an alkyl radical containing 3 to 20 carbon atoms
• A is a member selected from the group consisting of the methylene radical, oxygen and sulfur atoms
• R is a member selected from the group consisting of an alkyl group containing 1 to 4 canbon atoms and a radical (CH (C H O) H, wherein n is an integer of 2 to 3, y is an integer of 1 to 3 and x is an integer of 4 to R is the radical (CH C I-I O) H, wherein n, y

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Coloring (AREA)
• Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

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Publications (1)

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Family Applications (1)

Country Status (6)

Cited By (1)

Citations (5)

• 1963
  • 1963-11-02 DE DEF41177A patent/DE1266271B/de active Pending
• 1964
  • 1964-10-30 CH CH1405964A patent/CH420049A/de unknown
  • 1964-11-02 US US408418A patent/US3313589A/en not_active Expired - Lifetime
  • 1964-11-02 FR FR993509A patent/FR1415072A/fr not_active Expired
  • 1964-11-02 GB GB44669/64A patent/GB1038527A/en not_active Expired
  • 1964-11-03 BE BE655185A patent/BE655185A/xx unknown

Patent Citations (5)

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