EP0472178B1 - Commposition d'adoucissant du tissu - Google Patents

Commposition d'adoucissant du tissu Download PDF

Info

Publication number
EP0472178B1
EP0472178B1 EP91113991A EP91113991A EP0472178B1 EP 0472178 B1 EP0472178 B1 EP 0472178B1 EP 91113991 A EP91113991 A EP 91113991A EP 91113991 A EP91113991 A EP 91113991A EP 0472178 B1 EP0472178 B1 EP 0472178B1
Authority
EP
European Patent Office
Prior art keywords
compound
carbon atoms
product
alkyl
fabric softener
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP91113991A
Other languages
German (de)
English (en)
Other versions
EP0472178A1 (fr
Inventor
Masaaki Yamamura
Junichi Inokoshi
Kazutaka Shiratsuchi
Toru Hayase
Uichiro Nishimoto
Koshiro Sotoya
Toru Kato
Yoshifumi Nishimoto
Osamu Tachizawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Publication of EP0472178A1 publication Critical patent/EP0472178A1/fr
Application granted granted Critical
Publication of EP0472178B1 publication Critical patent/EP0472178B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
    • D06M11/11—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with halogen acids or salts thereof
    • 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
    • D06M13/005—Compositions containing perfumes; Compositions containing deodorants
    • 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
    • D06M13/10—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 oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • 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
    • D06M13/10—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 oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/228—Cyclic esters, e.g. lactones
    • 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
    • D06M13/325—Amines
    • D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
    • 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
    • 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
    • D06M15/53—Polyethers
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
    • 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
    • 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 fabric softener composition and more particularly to a liquid fabric softener composition which imparts an improved softness and resiliency (fluffy feeling) to clothes of various fibers.
  • compositions based on quaternary ammonium salts containing two long-chain alkyl groups within the molecule such as di-hydrogenated tallow-alkyl dimethylammonium chloride, for instance. This is because quaternary ammonium salts produce satisfactory softening effects on various fibers even when used in small quantities.
  • the above-mentioned quaternary ammonium salts are less effective for synthetic fibers such as acrylic, polyester and polyamide fibers. Moreover, if they are used in high concentrations, the resiliency and the feel of clothes are adversely affected.
  • the above quaternary ammonium salts are so hydrophobic that when put in rinse water, they are not well dispersed at low to moderate pulsator speeds and tend to be deposited unevenly on the clothes. In addition, particularly when they are stored at low temperature for a prolonged time, these compositions tend to gain in viscosity and form gels or undergo phase separation.
  • the commercial softeners contain, in addition to the quaternary ammonium salts, such additives as polyoxyethylene nonionic surfactants, electrolytes, solvents, and the like for improving the dispersibility and shelf life but the effects are not as satisfactory as desired.
  • Liquid softeners containing various amines as softener bases are also known.
  • a textile softening composition containing a long-chain alkylamine such as methyl di-hydrogenated tallow-alkylamines is described in JP-A-52-59796 (corresponding to GB-A-1514276);
  • a textile finishing composition containing an acylated alkanolamine, a water-soluble quaternary ammonium salt and a fatty acid ester for imparting smoothness and the pleasing feel is disclosed in JP-A-58-60070 (corresponding to US-A-4,446,034);
  • a highly-dispersible softener containing a quaternary ammonium compound, a higher fatty acid-hydroxy(lower)alkylpolyamine condensate, and an alkylamine polyglycol ether is disclosed in JP-A-61-167083 (corresponding to US-A-4,776,965);
  • JP-A-52-5394 (corresponding to US-A-4,045,361) discloses a fabric conditioner comprising a mono- or di(long chain)alkyl-alkylenediamine antistatic agent and a quaternary ammonium softening agent.
  • these amine-containing softeners are not sufficient in the ability to soften the substrate fabrics, although they are superior to those softening compositions based on quaternary ammonium salts in dispersibility and shelf life.
  • the present inventors have conducted extensive studies of amine-containing softener compositions. As a result, they found that a neutralization or quaternization product of a specific di-long chain amine compound is superior in the softening effect and it imparts sufficient resiliency (fluffy feeling) to clothes.
  • the present invention is completed on the above findings.
  • the present invention provides an aqueous fabric softener composition
  • aqueous fabric softener composition comprising water and, as a softener raw material, a neutralization product of:
  • the Compound (A) is a precursor of the softener raw raw material to be contained in the fabric softener composition of the invention.
  • Specific and preferred examples of the group represented by R1 include, for example, methyl group and hydroxyethyl group.
  • the alkyl or alkenyl group represented by R2 those containing from 13 to 20 carbon atoms are preferred and those containing from 15 to 18 carbon atoms are more preferred.
  • Specific and preferred example of the group represented by R4 include, for example, methyl group.
  • the symbol m is preferably 2.
  • the alkyl or alkenyl group represented by R2 or R3 may be straight-chain or branched, though straight-chain ones are preferred.
  • the compounds of formulas (A-1) though (A-3) can be used either alone or a mixture of two or more of them.
  • the compound (A-1) can be synthesized by reacting: a compound of formula (AB-1): wherein R1 and m are as defined hereinbefore, which can be obtained by cyanoethylation and hydrogenation of an N-lower alkylalkanolamine or a dialkanolamine such as diethanolamine with a fatty acid containing 12 to 22 carbon atoms.
  • the compound (A-2) can be synthesized by subjecting a compound of formula (AB-2): wherein R4 is as defined hereinbefore, which can be obtained by intramolecular dehydrative ring-formation reaction of an N-lower alkyldiethanolamine, to ring-opening amidation with an aliphatic amine such as laurylamine or stearylamine, and reacting the resulting amide with a fatty acid halide containing from 12 to 22 carbon atoms such as stearoyl chloride.
  • the compound (A-3) can be synthesized by reacting: a compound of formula (AB-3): wherein R5 is as defined hereinbefore, which can be obtained by intramolecular dehydrative ring-formation reaction of an N-higher alkyl or alkenyldiethanolamine with a lower alkylamine such as methylamine, ethylamine or butylamine, and further with a fatty acid halide containing from 12 to 22 carbon atoms such as stearoyl chloride.
  • the fatty acid to be used in the synthesis of the compounds of formulas (A-1) through (A-3) are those containing from 12 to 22 carbon atoms, preferably from 14 to 20 carbon atoms, and more preferably from 16 to 18 carbon atoms. Specific examples thereof include, for example, palmitic acid, stearic acid, oleic acid and elaidic acid.
  • the acid (B) to be used to give the neutralization product of Compound (A) which is used as the softener raw material of the fabric softener composition of the invention includes inorganic acids such as hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid and so on; and organic acids containing from 1 to 6 carbon atoms, such as acetic acid, lactic acid, glycolic acid, citric acid, maleic acid and so on, although hydrochloric acid is preferred in that it is most inexpensive and effective.
  • Compound (A) it is optional to neutralize Compound (A) beforehand and disperse it in water, or to pour Compound (A), whether in liquid form or in solid form, into an aqueous solution of the acid.
  • Compound (A) and the acid may be simultaneously added to water.
  • the quaternization of Compound (A) can be accomplished by the known method, for example, using methyl chloride or a dialkyl sulfate such as dimethyl sulfate or diethyl sulfate.
  • the total amount of the neutralization product of Compound (A) and the quaternization product of Compound (A) in the fabric softener composition of the invention ranges from 4 to 40 % by weight, preferably 6 to 30 % by weight, and more preferably from 10 to 30 % by weight, based on the total weight of the composition, in view of the viscosity of the final product and ease of handling.
  • the balance of the composition can be water.
  • a silicone compound such as dimethylpolysiloxane or a partially amino- or polyoxyalkylene-modified dimethylpolysiloxane, particularly a partially polyoxyalkylene-modified dimethylpolysiloxane can be added in addition to the neutralization product of Compound (A) and/or the quaternization product of Compound (A) and water.
  • the feel of the clothes finished by such a fabric softener composition can be improved without detracting the water-absorbing property of the clothes.
  • Such a silicone compound is preferably used in the fabric softener composition of the invention in a proportion of from 0.3 to 5 % by weight based the total weight of the neutralization product of Compound (A) and the quaternization product of Compound (A) according to the invention.
  • the fabric softener composition of the invention imparts to clothes of various fibers a softness with bouncy while giving the softening effect equivalent to that of di-hydrogenated tallow-alkyl dimethylammonium chloride, which has been widely used in the art.
  • an aqueous liquid fabric softener composition of the invention it is preferable to control the viscosity of the final product by adding an inorganic electrolyte, such as sodium chloride, calcium chloride, magnesium chloride or the like, in a proportion of from 0.05 to 0.4 % by weight based on the total weight of the composition.
  • an inorganic electrolyte such as sodium chloride, calcium chloride, magnesium chloride or the like
  • the fabric softener composition of the invention has a long shelf life, it can be further stabilized for assurance of the quality of the composition under severe storage conditions by incorporating additives including nonionic surfactants such as polyoxyethylene (5-50 moles)-alkyl or alkenyl(C12 ⁇ 24) ethers, polyoxyethylene (5-50 moles)-alkyl or alkenylamines; solvents such as ethanol, isopropyl alcohol, propylene glycol and ethylene glycol; and/or urea.
  • nonionic surfactants such as polyoxyethylene (5-50 moles)-alkyl or alkenyl(C12 ⁇ 24) ethers, polyoxyethylene (5-50 moles)-alkyl or alkenylamines
  • solvents such as ethanol, isopropyl alcohol, propylene glycol and ethylene glycol
  • urea such as ethanol, isopropyl alcohol, propylene glycol and ethylene glycol
  • esters, nonionic or cationic compounds, long-chain alcohols, and the like which are known as a softener raw material, may be incorporated in the fabric softener composition of the invention.
  • a pigment or a dye for improving appearance of the product may be further incorporated in the fabric softener composition of the invention a pigment or a dye for improving appearance of the product, a fluorescent whitener for improving finished whiteness, and a perfume for improving a sensory value during use and after finishing.
  • the fabric softener composition of the invention can be prepared in the form of a solution, a suspension, an emulsion or the like in a conventional manner.
  • the fabric softener composition of the present invention imparts the sufficient softness, the antistaticity and the resiliency (fluffy feeling) to clothes of various fabrics.
  • compositions indicated in Table 2 were evaluated for the softness and the resiliency by the following test.
  • a polyoxyethylene-modified dimethylpolysiloxane was incorporated in the amount of 1 % by weight based on the total amount of the compound according to the invention.
  • the balance was water.
  • the fabrics treated as above were dried in the interior atmosphere and, then, allowed to stand in a constant temperature-humidity chamber controlled at 25°C and 65% RH.
  • the evaluation of the softness and the resiliency was performed by five expert panelists by the method of paired comparison using a fabric treated with 10 cm3 of a softening agent containing 15 % by weight of di-hydrogenated tallow-alkyl dimethylammonium chloride as a reference control.
  • the scoring schema was as follows.
  • An aqueous fabric softener composition of the following formulation was prepared.
  • This aqueous fabric softener composition imparted to clothes of softness with good resiliency. Also, this aqueous fabric softener composition showed good dispersion stability at storage for a long period of time.

Landscapes

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

Claims (7)

  1. Composition aqueuse d'adoucissant d'étoffe comprenant de l'eau et un produit de neutralisation :
    (A) d'au moins un composé choisi parmi les composés représentés par les formules (A-1) à (A-3) :
    Figure imgb0030
     dans lesquelles R¹ représente un groupement alkyle ou hydroxyalkyle en C₁-C₄ ;
    R², R³ représentent chacun un groupement alkyle ou alcényle en C₁₁-C₂₁ ;
    R⁴ représente un groupement alkyle en C₁-C₄ ;
    R⁵ représente un groupement alkyle ou alcényle en C₁₂-C₂₂ ; et
    m vaut 2 ou 3,
    avec
    (B) un acide inorganique ou un acide organique en C₁-C₆ ; un produit de transformation en dérivé quaternaire dudit composé (A) ou un mélange dudit produit de neutralisation dudit composé (A) avec ledit composé (B) et le produit de transformation en dérivé quaternaire dudit composé (A).
  2. Composition aqueuse d'adoucissant d'étoffe selon la revendication 1, dans laquelle ledit produit de transformation en dérivé quaternaire dudit composé (A) est un composé obtenu par transformation en dérivé quaternaire dudit composé (A) avec du chlorure de méthyle ou avec un dialkylsulfate.
  3. Composition aqueuse d'adoucissant d'étoffe selon la revendication 1, dans laquelle la quantité dudit produit de neutralisation dudit composé (A), dudit produit de transformation en dérivé quaternaire dudit composé (A) ou d'un mélange dudit produit de neutralisation dudit composé (A) et dudit produit de transformation en dérivé quaternaire dudit composé (A) est comprise entre 4 et 40 % en masse.
  4. Produit de neutralisation :
    (A) d'au moins un composé choisi parmi les composés représentés par les formules (A-1) à (A-3) :
    Figure imgb0031
     dans lesquelles R¹ représente un groupement alkyle ou hydroxyalkyle en C₁-C₄ ;
    R², R³ représentent chacun un groupement alkyle ou alcényle en C₁₁-C₂₁ ;
    R⁴ représente un groupement alkyle en C₁-C₄ ;
    R⁵ représente un groupement alkyle ou alcényle en C₁₂-C₂₂ ; et
    m vaut 2 ou 3,
    avec
    (B) un acide inorganique ou un acide organique en C₁-C₆ ou un produit de transformation en dérivé quaternaire dudit composé (A).
  5. Produit de transformation en dérivé quaternaire selon la revendication 4, dans lequel ledit produit de transformation en dérivé quaternaire dudit composé (A) est un composé obtenu par transformation en dérivé quaternaire dudit composé (A) avec du chlorure de méthyle ou avec un dialkylsulfate.
EP91113991A 1990-08-22 1991-08-21 Commposition d'adoucissant du tissu Expired - Lifetime EP0472178B1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP221742/90 1990-08-22
JP2221742A JPH0759792B2 (ja) 1990-08-22 1990-08-22 柔軟仕上剤
AU11111/92A AU643874B2 (en) 1990-08-22 1992-02-19 Fabric softener composition and ammonium salt
CA002061513A CA2061513A1 (fr) 1990-08-22 1992-02-19 Produit assouplissant pour tissus contenant du sel ammoniac

Publications (2)

Publication Number Publication Date
EP0472178A1 EP0472178A1 (fr) 1992-02-26
EP0472178B1 true EP0472178B1 (fr) 1995-05-10

Family

ID=27151879

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91113991A Expired - Lifetime EP0472178B1 (fr) 1990-08-22 1991-08-21 Commposition d'adoucissant du tissu

Country Status (8)

Country Link
EP (1) EP0472178B1 (fr)
JP (1) JPH0759792B2 (fr)
AT (1) ATE122419T1 (fr)
AU (1) AU643874B2 (fr)
CA (1) CA2061513A1 (fr)
DE (1) DE69109579T2 (fr)
ES (1) ES2074614T3 (fr)
HK (1) HK159995A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6818610B2 (en) 2001-07-27 2004-11-16 Procter & Gamble Company Fabric care systems for providing anti-wrinkle benefits to fabric

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0510879A3 (en) * 1991-04-26 1993-03-17 Kao Corporation Liquid softener
US5734069A (en) * 1992-08-05 1998-03-31 Sherex Chemical Co., Inc. Biodegradable amidoaminoesters
JP3357453B2 (ja) * 1993-09-10 2002-12-16 花王株式会社 液体柔軟仕上剤組成物並びに新規第４級アンモニウム塩並びに該塩の製造法
US5427697A (en) * 1993-12-17 1995-06-27 The Procter & Gamble Company Clear or translucent, concentrated fabric softener compositions
US5399272A (en) * 1993-12-17 1995-03-21 The Procter & Gamble Company Clear or translucent, concentrated biodgradable quaternary ammonium fabric softener compositions
JP3553142B2 (ja) * 1994-07-29 2004-08-11 花王株式会社 ４級アンモニウム塩の製造方法及び中間体ジアミノアルコール
ATE321574T1 (de) 1995-08-31 2006-04-15 Procter & Gamble Verwendung von allylalkohol als ein mittel zur verminderung von schlechten gerüchen
ATE235544T1 (de) 1996-10-30 2003-04-15 Procter & Gamble Gewebeweichmacherzusammensetzungen
WO2001025384A1 (fr) * 1999-10-05 2001-04-12 Ciba Specialty Chemicals Holding Inc. Compositions adoucissantes pour tissus
ES2260064T3 (es) * 1999-11-12 2006-11-01 Kao Corporation Composicion suavizante.
DE102007012910A1 (de) 2007-03-19 2008-09-25 Momentive Performance Materials Gmbh Mit Duftstoffen modifizierte, verzweigte Polyorganosiloxane
DE102007012909A1 (de) 2007-03-19 2008-09-25 Momentive Performance Materials Gmbh Mit Duftstoffen modifizierte, reaktive Polyorganosiloxane
AU2015252006A1 (en) 2014-04-23 2016-12-08 Vinod S. Nair Cleaning formulations for chemically sensitive individuals: compositions and methods
AU2016206650A1 (en) 2015-01-14 2017-08-10 Gregory Van Buskirk Improved fabric treatment method for stain release
EP3773298A1 (fr) 2018-04-03 2021-02-17 Convergent Dental, Inc. Système laser pour applications chirurgicales
CN116288936B (zh) * 2023-03-15 2024-12-20 武汉纺织大学 抗静电闪蒸无纺布及其制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1514276A (en) * 1975-10-22 1978-06-14 Unilever Ltd Fabric-softening compositions
GB1567947A (en) * 1976-07-02 1980-05-21 Unilever Ltd Esters of quaternised amino-alcohols for treating fabrics
DE3138181A1 (de) * 1981-09-25 1983-04-14 Bayer Ag, 5090 Leverkusen Textilbehandlungsmittel und ihre verwendung zum ausruesten von textilmaterialien
GB8414701D0 (en) * 1984-06-08 1984-07-11 Dominion Chemicals Ltd Conditioning preparation
GB8508129D0 (en) * 1985-03-28 1985-05-01 Procter & Gamble Ltd Textile treatment composition
DE3739143A1 (de) * 1987-11-19 1989-06-01 Henkel Kgaa Waessriges weichspuelmittel fuer die behandlung von textilien
US4869836A (en) * 1988-05-03 1989-09-26 Colgate-Palmolive Co. Wash cycle fabric conditioning compositions: tertiaryamine-multi-functional carboxylic acid complex

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6818610B2 (en) 2001-07-27 2004-11-16 Procter & Gamble Company Fabric care systems for providing anti-wrinkle benefits to fabric
US7196048B2 (en) 2001-07-27 2007-03-27 The Procter & Gamble Co. Fabric care systems for providing anti-wrinkle benefits to fabric

Also Published As

Publication number Publication date
JPH0759792B2 (ja) 1995-06-28
AU1111192A (en) 1993-09-02
HK159995A (en) 1995-10-20
AU643874B2 (en) 1993-11-25
ES2074614T3 (es) 1995-09-16
DE69109579D1 (de) 1995-06-14
ATE122419T1 (de) 1995-05-15
DE69109579T2 (de) 1995-12-21
CA2061513A1 (fr) 1993-08-20
JPH04108174A (ja) 1992-04-09
EP0472178A1 (fr) 1992-02-26

Similar Documents

Publication Publication Date Title
EP0472178B1 (fr) Commposition d'adoucissant du tissu
EP0293955B1 (fr) Composés d'isopropylester ammonium quaternaires comme compositions de traitement pour les fibres et les matières textiles
US5282983A (en) Fabric softener composition and ammonium salt
JPH0765267B2 (ja) 柔軟仕上剤
JPH06184934A (ja) 柔軟仕上剤
EP0510879A2 (fr) Adoucissant liquide
JPH0441773A (ja) 柔軟仕上剤
JP2672881B2 (ja) 液体柔軟仕上剤
JP2970975B2 (ja) 柔軟仕上剤
JP2951776B2 (ja) 液体柔軟仕上剤
JP2994898B2 (ja) 液体柔軟仕上剤
JP2989973B2 (ja) 液体柔軟仕上剤
JPH06200476A (ja) 柔軟仕上剤
JP2951777B2 (ja) 液体柔軟仕上剤
JPH0657632A (ja) 柔軟仕上剤
JP2983760B2 (ja) 液体柔軟仕上剤
JPH05186968A (ja) 柔軟仕上剤
JP2763653B2 (ja) 液体柔軟仕上剤
JPH06212568A (ja) 液体柔軟仕上剤
JPH0450375A (ja) 柔軟仕上剤
JPH0759793B2 (ja) 柔軟仕上剤
JPH06101172A (ja) 新規アミン誘導体及びこれを含有する液体柔軟仕上剤組成物
JPH05132866A (ja) 液体柔軟仕上剤
JPH04257372A (ja) 柔軟仕上剤
JPH06128876A (ja) 液体柔軟仕上剤

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH DE ES FR GB IT LI NL SE

17P Request for examination filed

Effective date: 19920515

RIN1 Information on inventor provided before grant (corrected)

Inventor name: INOKOSHI, JUNICHI

Inventor name: KATO, TORU

Inventor name: YAMAMURA, MASAAKI

Inventor name: NISHIMOTO, YOSHIFUMI

Inventor name: SOTOYA, KOSHIRO

Inventor name: HAYASE, TORU

Inventor name: NISHIMOTO, UICHIRO

Inventor name: SHIRATSUCHI, KAZUTAKA

17Q First examination report despatched

Effective date: 19940221

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE ES FR GB IT LI NL SE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19950510

REF Corresponds to:

Ref document number: 122419

Country of ref document: AT

Date of ref document: 19950515

Kind code of ref document: T

REF Corresponds to:

Ref document number: 69109579

Country of ref document: DE

Date of ref document: 19950614

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 19950706

Year of fee payment: 5

Ref country code: SE

Payment date: 19950706

Year of fee payment: 5

ITF It: translation for a ep patent filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19950731

Year of fee payment: 5

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Effective date: 19950810

ET Fr: translation filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Effective date: 19950831

Ref country code: LI

Effective date: 19950831

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2074614

Country of ref document: ES

Kind code of ref document: T3

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

26N No opposition filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AT

Effective date: 19960821

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Effective date: 19960831

BERE Be: lapsed

Owner name: KAO CORP.

Effective date: 19960831

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20040818

Year of fee payment: 14

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050821

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20050821

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20050821

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20070816

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20070914

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20070808

Year of fee payment: 17

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20090430

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090303

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080901

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20080822

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080822