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
  • D06M13/46—Compounds containing quaternary nitrogen atoms
  • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
  • D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/38—Cationic compounds
  • C11D1/40—Monoamines or polyamines; Salts thereof
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/0005—Other compounding ingredients characterised by their effect
  • C11D3/001—Softening compositions
  • C11D3/0015—Softening compositions liquid
• • 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
  • D06M13/46—Compounds containing quaternary nitrogen atoms
  • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
• • 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
  • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
  • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

• the present invention relates to a liquid softener.
• the present invention relates to a household liquid softener capable of imparting an excellent softness to various fibers and having an excellent dispersibility in rinsing water.
• compositions mainly comprising a quaternary ammonium salt having 1 or 2 long-chain alkyl groups in the molecule such as di(hardened tallow alkyl)-dimethylammonium chloride, since the quaternary ammonium salt used even in a small amount exhibits an excellent softening effect on various fibers.
• the softeners comprising the quaternary ammonium salt as the main base are put on the market and used usually in the form of 4 to 20% dispersion.
• liquid softeners comprising an amine as the softening base have been heretofore known.
• Japanese Patent Laid-Open No. 59796/1977 discloses a composition for softening fibers which comprises a long-chain alkylamine such as methyldi(hardened tallow alkyl)amine; JP-A 55-45898 (1980) shoes that a condensate of an aliphatic acid and an alkanolamine is neutralized or quaternarized by addition of an amideamine compound to liquidify and use it as its aqueous solution.
• JP-A 58-60070(1983) discloses a softener for fibrous materials which comprises an acylated alkanolamine, a water-soluble quaternary ammonium salt and a fatty acid ester and which imparts a lubricity and a pleasant touch to the fibers;
• Japanese Patent Laid-Open No. 167083/1986 discloses a highly dispersible softener comprising a quaternary ammonium compound, a condensate of a higher fatty acid with a hydroxylated lower alkylpolyamine and an alkylamine polyglycol ether; Japanese Patent Laid-Open No.
• 275474/1986 discloses a stable aqueous dispersion for treating textiles which comprises a di(higher alkyl)cyclic amine and a Brönstedt acid
• Japanese Patent Laid-Open No. 85368/1989 discloses a softening composition comprising a di(long-chain alkyl)amine / anionic surfactant ion pair complex, a non-silicone wax and a liquid carrier
• composition for conditioning cloths which comprises a condensate of an amine such as a hydroxylated (lower alkyl) alkylenediamine with a higher fatty acid and an amphoteric conditioning agent for cloths; and Japanese Patent Laid-Open No. 14076/1990 discloses a composition for conditioning cloths which comprises a di(long chain)alkylamine / polyfunctional carboxylic acid complex and which is capable of imparting softness and antistatic properties to the cloths.
• an amine such as a hydroxylated (lower alkyl) alkylenediamine with a higher fatty acid and an amphoteric conditioning agent for cloths
• Japanese Patent Laid-Open No. 14076/1990 discloses a composition for conditioning cloths which comprises a di(long chain)alkylamine / polyfunctional carboxylic acid complex and which is capable of imparting softness and antistatic properties to the cloths.
• Japanese Patent Laid-Open No. 5394/1977 discloses a composition for regulating the conditions of cloths which comprises a mono- or di(long chain alkyl)alkylenediamine antistatic agent and a quaternary ammonium softener.
• the liquid softener composition is useful for the housework, improved in softening and rinsing and comprises (a) 10 to 30 percent by weight of a neutralized product of an inorganic or organic acid with an ester amine having the formula (I) or (IIV), having an average size of 0.1 to 5 microns in the dispersed state, (b) 0.2 to 10 percent by weight of an inorganic electrolyte and the balance of water.
• R1 and R2 each are a hydrocarbon group having 11 to 23 carbon atoms, straight or branched, saturated or unsaturated
• R is a hydrocarbon group having 1 to 24 carbon atoms, straight or branched, saturated or unsaturated, hydroxyethyl, hydroxypropyl
• R10 is a hydrocarbon group having 8 to 24 carbon atoms, straight or branched, saturated or unsaturated
• m is 2 or 3.
• composition may further comprise (c) a water-insoluble quaternary ammonium salt having one of the formulae (II), (IV), (V) and (VI) at a weight ratio of (a) to (c) in the range between 95/5 and 50/50.
• a water-insoluble quaternary ammonium salt having one of the formulae (II), (IV), (V) and (VI) at a weight ratio of (a) to (c) in the range between 95/5 and 50/50.
• R3, R4, R8 and R9 are each an alkyl having 10 to 24 carbon atoms, an alkenyl having 10 to 24 carbon atoms, a beta-hydroxyalkyl having 10 to 24 carbon atoms
• R5 and R6 are each an alkyl having 1 to 3 carbon atoms, hydroxyalkyl having 1 to 3 carbon atoms, benzyl or -(C2H4O)q-H, q being 1 to 3
• X is a halogen or a monoalkyl sulfate having 1 to 3 carbon atoms in the alkyl.
• the invention includes two embodiments, one in which the ester amine (a) has the formula (I) and the other in which the ester amine (a) has the formula (VII).
• the inorganic acid for (a) is hydrochloric acid or sulfuric acid and the organic acid is acetic acid, glycolic acid, lactic acid, citric acid, maleic acid, fumaric acid or toluenesulfonic acid.
• R1 and R2 each are an alkyl having 15 to 23 carbon atoms or an alkenyl having 15 to 23 carbon atoms and R is an alkyl having 1 to 3 carbon atoms.
• ester amine for (a) has the formula (VII)
• one of R1 and R10 has 16 or more carbon atoms.
• the inorganic electrolyte is selected from the group consisting of sodium chloride, sodium bromide, calcium chloride and magnesium chloride.
• the compound having the formulae (I) or (VII) preferably includes those obtained by reacting an alkanolamine such as N-long chain alkyl-dipropanolamine, triethanolamine, tripropanolamine, N-methyldiethanolamine, N-methylpropanolamine or an N-(long-chain alkyl)diethanolamine with a fatty acid having 12 to 24 carbon atoms or methyl ester thereof and neutralizing the reaction product with an inorganic acid such as hydrochloric or sulfuric acid or an organic acid such as acetic, glycolic, lactic, citric, maleic, fumaric or toluenesulfonic acid.
• the fatty acids used in the reaction are usually those produced from natural oils and fats such as coconut oil, palm oil, beef tallow, rapeseed oil and fish oils. Further, chemically synthesized fatty acids are also usable.
• the most desirable components (a) are neutralized amine compounds of the general formula (I) wherein R1 and R2 each represent an alkyl or alkenyl group having at least 15 carbon atoms and R represents an alkyl group having 1 to 3 carbon atoms.
• the liquid softener composition comprises 10 to 30 wt.%, preferably 10 to 25 wt.% of (a), 0.2 to 10 wt.%, preferably 0.4 to 5 wt.%, more preferably 0.6 to 5 wt.%, based on the weight of (a), of (b) and the balance of water.
• composition of the present invention is obtained by, for example, slowly adding a melt of the amine compound or a concentrated solution thereof into an aqueous solution of the neutralizing agent under stirring or shear stirring.
• process for producing the composition of the present invention is not limited to this and other processes wherein the neutralized product is previously produced or the neutralizing agent is added afterward can also be employed.
• the preferred mean particle diameter of the component (a) is in the range of 0.1 to 5 ⁇ m.
• the most desirable method of adjusting the mean particle diameter in this range comprises varying the stirring shearing force depending on the kind and amount of the component (a) in the incorporation step.
• the mean particle diameter of the component (a) is less than 0.1 ⁇ m, the softness is reduced and, on the contrary, when it exceeds 5 ⁇ m, the dispersibility thereof in water is reduced.
• a preferable size of (a) ranges from 0.5 to 3 microns.
• the liquid softener of the present invention may contain an ordinary quaternary ammonium salt.
• the quaternary ammonium salts are, for example, as follows: wherein R3, R4, R8 and R9 each represent an alkyl, alkenyl or ⁇ -hydroxyalkyl group having 10 to 24 carbon atoms, R5 and R6 each represent an alkyl or hydroxyalkyl group having 1 to 3 carbon atoms, a benzyl group or -(C2H4O) q -H, wherein q represents 1 to 3, and X represents a halogen or a monoalkylsulfate group having an alkyl group having 1 to 3 carbon atoms.
• Examples of the compounds of the general formula (II) include ditallowdimethylammonium chloride, ditallowdimethylammonium methyl sulfate, di(hydrogenated tallow)dimethylammonium chloride, distearyldimethylammonium chloride, dibehenyldimethylammonium chloride and dioleyldimethylammonium chloride.
• Examples of the compounds of the general formula (IV) include 1-methyl-1-tallowamidoethyl-2-tallowimidazolinium methyl sulfate and 1-methyl-1-(hydrogenated tallow tallow amidoethyl)imidazolinium methyl sulfate.
• Examples of the compounds of the general formula (V) include methylbis(tallowyloxyethyl) 2-hydroxyethyl) ammonium chloride and methylbis-(stearoyloxyethyl)(2-hydroxethyl)ammonium methyl sulfate.
• Examples of the compounds of the general formula (VI) include methylbis(tallow amidoethyl)-(2-hydroxyethyl)ammonium methyl sulfate and methylbis(hydrogenated tallow amidoethyl)-(2-hydroxyethyl)ammonium methyl sulfate.
• the weight ratio of the component (a) to the quaternary ammonium salt is in the range of 95/5 to 50/50, preferably 90/10 to 60/40.
• the total weight of the component (a) and quaternary ammonium salt in the composition is preferably 10 to 30% by weight.
• the composition preferably has a pH of 3 to 6.
• the liquid softener of the present invention may contain a nonionic surfactant such as a polyoxyethylene(5 to 50 mol)alkyl or alkenyl(C12 to C24) ether for improving the storage stability; a solvent such as ethanol, propylene glycol or ethylene glycol; urea; a silicone such as polydimethylsiloxane, polyether-modified silicone or amino-modified silicone for improving the water absorption; a pigment or dye for improving the appearance of the product; fluorescent brightener for increasing the whiteness of the softened clothes; and a flavor for a favorable feeling during the use or after the finish.
• a nonionic surfactant such as a polyoxyethylene(5 to 50 mol)alkyl or alkenyl(C12 to C24) ether for improving the storage stability
• a solvent such as ethanol, propylene glycol or ethylene glycol
• urea a silicone such as polydimethylsiloxane, polyether-modified silicone or amino-mod
• the cloths treated as described above were air-dried in a room and then left to stand in an air-conditioned room at 25°C and 65% RH for 24 h.
• the softness was evaluated by the paired comparison method with the cloths which had been treated with 20 ml of a softener comprising 15% by weight of di(hydrogenated tallow alkyl)-dimethylammonium chloride as the control.
• the results were classified into the following groups:
• the amount of the component (a) in the composition was 15% by weight.
• the height of a cotton towel pile was determined for evaluating the resilience thereof treated with a 15% dispersion (containing 0.1% of CaCl2) of each of the compositions listed in Table 6.
• Cotton towels treated in the same manner as that of Examples 14 to 26 were folded in eight, and three towels thus folded were piled. A pressure of 5 g/cm2 was applied thereto for 5 min and taken away, and the height of the pile was determined. The higher the pile, the higher the resilience.
• compositions listed in Table 7 were evaluated in view of the softening effect and dispersibility in water by the same method as in the Examples 1. Results are shown in Table 8. It is noted from Table 8 that when the compound of the present invention is used, both satisfactory softness and water dispersibility can be obtained.
• composition was prepared and evaluated in the same manner as in Example 1, except that the composition comprised 12 wt.% of (a'-1), 3 wt.% of di-hardened beef tallow-dimethylammonium chloride, 0.15 wt.% of CaCl2, 0.3 wt.% of perfume and the balance of water and the mean particle diameter thereof was 1.0 m.
• the softness and the water dispersibility were found to be +1 and +2, respectively.

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• Engineering & Computer Science (AREA)
• Chemical & Material Sciences (AREA)
• Textile Engineering (AREA)
• Life Sciences & Earth Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Detergent Compositions (AREA)

Applications Claiming Priority (6)

Publications (2)

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ID=27278842

Family Applications (1)

Country Status (5)

Cited By (13)

Citations (4)

• 1991
  • 1991-01-08 ES ES91100210T patent/ES2062574T3/es not_active Expired - Lifetime
  • 1991-01-08 DE DE1991601456 patent/DE69101456T2/de not_active Expired - Fee Related
  • 1991-01-08 EP EP19910100210 patent/EP0443313B1/fr not_active Expired - Lifetime
  • 1991-01-17 MY MYPI9100077 patent/MY129954A/en unknown
• 1995
  • 1995-09-21 HK HK152595A patent/HK152595A/xx not_active IP Right Cessation

Patent Citations (4)

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