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US6849591B1 Expired / Lapsed US ⏱️ 0.0 years remaining

Microcapsule preparations and detergents and cleaning agents containing microcapsules

Assignee: BASF SE
•
Filing: 2000-07-07
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Granted: 2005-02-01
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Expires: 2020-07-07
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Abstract

Abstract A description is given of a microcapsule formulation comprising microcapsules having a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 1% by weight of cationogenic monomers and/or polyethylenically unsaturated monomers whose unsaturated sites are connected via successive chemical bonds of which at least one bond is acid-hydrolyzable. A description is further given of a microcapsule formulation comprising microcapsules having a core of a hydrophobic material, which comprises at least one fragrance or perfume, and a shell of an addition polymer containing in copolymerized form at least 1% by weight of anionogenic monoethylenically unsaturated monomers and/or polyethylenically unsaturated monomers whose unsaturated sites are connected via successive chemical bonds of which at least one bond is base-hydrolyzable. The microcapsule formulations are employed in laundry detergents or cleaning products.

Inventors

  • 👤 Dieter Boeckh
  • 👤 Ekkehard Jahns
  • 👤 Werner Bertleff
  • 👤 Peter Neumann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 05:36
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/16; C11D3/37; C11D3/3746; C11D3/3769; C11D17/00; C11D17/0039; C11D3/3757; C11D3/3761; C11D3/50; C11D3/502; C11D3/505; C11D3/39; C11D3/3902; C11D3/3905

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 153 words
A microcapsule formulation comprising, microcapsules of an average diameter of from 1 to 100 μm, having a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 10% by weight of cationogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is acid-hydrolyzable, wherein the microcapsules are obtained by dispersing an oil phase in an aqueous medium to obtain a stable oil-in-water emulsion, the oil phase containing the hydrophobic material and a monomer mixture constituting the capsule shell, polymerizing the monomer mixture in the oil phase of the stable oil-in-water emulsion, wherein the polymer produced from the polymerization is soluble neither in the oil phase nor in the water phase of the oil-in-water emulsion and migrates to the interface between the oil droplets and the water phase and ultimately encases the hydrophobic material.
Claim 2
Dependent Claim 153 words
A microcapsule formulation comprising, microcapsules of an average diameter of from 1 to 100 μm, having a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 10% by weight of cationogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is acid-hydrolyzable, wherein the microcapsules are obtained by dispersing an oil phase in an aqueous medium to obtain a stable oil-in-water emulsion, the oil phase containing the hydrophobic material and a monomer mixture constituting the capsule shell, polymerizing the monomer mixture in the oil phase of the stable oil-in-water emulsion, wherein the polymer produced from the polymerization is soluble neither in the oil phase nor in the water phase of the oil-in-water emulsion and migrates to the interface between the oil droplets and the water phase and ultimately encases the hydrophobic material.
Claim 3
Dependent Claim 16 words
The microcapsule formulation of claim 1 , wherein said cationogenic monomer(s) comprise aminoalkyl (meth)acrylates and/or aminoalkyl(meth)acrylamides.
Claim 4
Dependent Claim 18 words
The microcapsule formulation of claim 1 , wherein said polyethylenically unsaturated monomer(s) having an acid-hydrolyzable bond comprise alkylenebis(meth)acrylamides.
Claim 5
Dependent Claim 18 words
The microcapsule formulation of claim 1 , wherein said hydrophobic material comprises at least one fragrance or perfume.
Claim 6
Dependent Claim 33 words
The microcapsule formulation as claimed in of claim 1 , wherein said hydrophobic material comprises at least one constituent selected from the group consisting of bleach activators, foam suppressants, optical brighteners, and enzymes.
Claim 7
Dependent Claim 10 words
The microcapsule formulation of claim 1 , in spray-dried form.
Claim 8
Dependent Claim 34 words
A method for making a laundry detergent for textiles or a cleaning product for nontextile surfaces, skin or hair comprising adding the microcapsule formulation of claim 1 to a laundry detergent or cleaning product.
Claim 9
Dependent Claim 175 words
A laundry detergent or cleaning product composition comprising microcapsules having a core of a hydrophobic material, which comprises at least one fragrance or perfume, and a shell of an addition polymer containing in copolymerized form at least 10% by weight of anionogenic monoethylenically unsaturated monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is base-hydrolyzable, the weight proportion of the hydrophobic core material with respect to the entire capsule being from 50 to 98%, wherein the microcapsules are obtained by dispersing an oil phase in an aqueous medium to obtain a stable oil-in-water emulsion, the oil phase containing the hydrophobic material and a monomer mixture constituting the capsule shell, polymerizing the monomer mixture in the oil phase of the stable oil-in-water emulsion, wherein the polymer produced from the polymerization is soluble neither in the oil phase nor in the water phase of the oil-in-water emulsion and migrates to the interface between the oil droplets and the water phase and ultimately encases the hydrophobic material.
Claim 10
Dependent Claim 175 words
A laundry detergent or cleaning product composition comprising microcapsules having a core of a hydrophobic material, which comprises at least one fragrance or perfume, and a shell of an addition polymer containing in copolymerized form at least 10% by weight of anionogenic monoethylenically unsaturated monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is base-hydrolyzable, the weight proportion of the hydrophobic core material with respect to the entire capsule being from 50 to 98%, wherein the microcapsules are obtained by dispersing an oil phase in an aqueous medium to obtain a stable oil-in-water emulsion, the oil phase containing the hydrophobic material and a monomer mixture constituting the capsule shell, polymerizing the monomer mixture in the oil phase of the stable oil-in-water emulsion, wherein the polymer produced from the polymerization is soluble neither in the oil phase nor in the water phase of the oil-in-water emulsion and migrates to the interface between the oil droplets and the water phase and ultimately encases the hydrophobic material.
Claim 11
Dependent Claim 40 words
The composition of claim 8 , wherein said anionogenic monomer(s) comprise ethylenically unsaturated C 3 -C 6 monocarboxylic acids or C 4 -C 6 dicarboxylic acids or monoesters or intramolecular anhydrides of ethylenically unsaturated C 4 -C 6 dicarboxylic acids.
Claim 12
Dependent Claim 26 words
The composition of claim 8 , wherein said polyethylenically unsaturated monomer(s) having a base-hydrolyzable bond comprise anhydrides of monoethylenically unsaturated C 3 -C 6 monocarboxylic acids.
Claim 13
Dependent Claim 23 words
The composition of claim 8 , further comprising at least one constituent selected from the group consisting of surfactant(s) and builder(s), or both.
Claim 14
Dependent Claim 38 words
The composition of claim 8 , wherein said fragrance comprises one or more compounds selected from the group consisting of orange oil, lemon oil, rose extract, lavender, musk, patchouli, balsam essence, sandalwood oil, pine oil, and cedar oil.
Claim 15
Dependent Claim 101 words
The composition of claim 8 , wherein said fragrance comprises one or more compounds selected from the group consisting of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethyl-naphthalene, α-ionone, β-ionone, γ-ionone α-isomethylionone, methylcedrylone, methyl dihydrojasmonate, methyl 1,6,10-trimethyl-2,5,9-cyclododecatrien-1-yl ketone, 7-acetyl-1,1,3,4,4,6-hexamethyltetralin, 4-acetyl-6-tert-butyl-1,1-dimethylindane, hydroxyphenylbutanone, benzophenone, methyl β-naphthyl ketone, 6-acetyl-1,1,2,3,3,5-hexamethylindane, 5-acetyl-3-isopropyl-1,1,2,6-tetramethylindane, 1-dodecanal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, 7-hydroxy-3,7-dimethyloctanal, 10-undecen-1-al, isohexenylcyclohexylcarboxaldehyde, formyltricyclodecane, condensation products of hydroxycitronellal and methyl anthranilate, condensation products of hydroxycitronellal and indole, condensation products of phenylacetaldehyde and indole, 2-methyl-3-(para-tert-butylphenyl)propionaldehyde, ethylvanillin, heliotropin, hexylcinnamaldehyde, amylcinnamaldehyde, 2-methyl-2-(isopropylphenyl)propionaldehyde, coumarin, γ-decalactone, cyclopentadecanolide, 16-hydroxy-9-hexadecenoic acid lactone, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta-γ-2-benzopyran, β-naphthol methyl ether, ambroxane, dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1b]furan, cedrol, 5-(2,2,3-trimethylcyclopent-3-enyl)-3-methylpentan-2-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl) 2 -buten-1-ol, caryophyllene alcohol, tricyclodecenyl propionate, tricyclodecenyl acetate, benzyl salicylate, cedryl acetate, and tert-butylcyclohexyl acetate.
Claim 16
Dependent Claim 48 words
The composition of claim 8 , wherein said fragrance comprises one or more compounds selected from the group consisting of Peru balsam, olibanum resinoid, styrax, labdanum resin, nutmeg, cassia oil, benzoin resin, coriander, lavandin, phenylethyl alcohol, terpineol, linalool, linalyl acetate, geraniol, nerol, 2-(1,1-dimethylethyl)cyclo-hexanol acetate, benzyl acetate, and eugenol.
Claim 17
Dependent Claim 67 words
The microcapsule formulation of claim 1 , wherein said hydrophobic material comprises one or more compounds selected from the group consisting of orange oil, lemon oil, rose extract, lavender, musk, patchouli, balsam essence, sandalwood oil, pine oil, cedar oil, Peru balsam, olibanum resinoid, styrax, labdanum resin, nutmeg, cassia oil, benzoin resin, coriander, lavandin, phenylethyl alcohol, terpineol, linalool, linalyl acetate, geraniol, nerol, 2-(1,1-dimethylethyl)cyclo-hexanol acetate, benzyl acetate, and eugenol.
Claim 18
Dependent Claim 103 words
The microcapsule formulation of claim 1 , wherein said hydrophobic material comprises one or more compounds selected from the group consisting of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, α-ionone, β-ionone, γ-ionone α-isomethylionone, methylcedrylone, methyl dihydrojasmonate, methyl 1,6,10-trimethyl-2,5,9-cyclododecatrien-1-yl ketone, 7-acetyl-1,1,3,4,4,6-hexamethyltetralin, 4-acetyl-6-tert-butyl-1,1-dimethylindane, hydroxyphenylbutanone, benzophenone, methyl β-naphthyl ketone, 6-acetyl-1,1,2,3,3,5-hexamethylindane, 5-acetyl-3-isopropyl-1,1,2,6-tetramethylindane, 1-dodecanal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, 7-hydroxy-3,7-dimethyloctanal, 10-undecen-1-al, isohexenylcyclohexylcarboxaldehyde, formyltricyclodecane, condensation products of hydroxycitronellal and methyl anthranilate, condensation products of hydroxycitronellal and indole, condensation products of phenylacetaldehyde and indole, 2-methyl-3-(para-tert-butylphenyl)propionaldehyde, ethylvanillin, heliotropin, hexylcinnamaldehyde, amylcinnamaldehyde, 2-methyl-2-(isopropylphenyl)propionaldehyde, coumarin, γ-decalactone, cyclopentadecanolide, 16-hydroxy-9-hexadecenoic acid lactone, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta-γ-2-benzopyran, β-naphthol methyl ether, ambroxane, dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1b]furan, cedrol, 5-(2,2,3-trimethylcyclopent-3-enyl) 3 -methylpentan-2-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, caryophyllene alcohol, tricyclodecenyl propionate, tricyclodecenyl acetate, benzyl salicylate, cedryl acetate, and tert-butylcyclohexyl acetate.
Claim 19
Dependent Claim 26 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises one or more cationogenic monomer(s) selected from the group consisting of aminoalkyl(meth)acrylate(s) and aminoalkyl(meth)acrylamide(s).
Claim 20
Dependent Claim 87 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises one or more cationogenic monomer(s) of formula I: where the radicals R independently of one another are hydrogen, C 1 -C 8 alkyl, C 1 -C 8 hydroxyalkyl or polyoxy(C 1 -C 4 )alkylene of 2 to 500 alkylene units or two radicals R together with the nitrogen atom to which they are attached form a 5- to 8-membered ring; R 1 is C 1 -C 18 alkylene and R 2 is hydrogen or methyl.
Claim 21
Dependent Claim 92 words
The microcapsule formulation of claim 1 , wherein said cationogenic monomer is selected from the group consisting of at least one compound of formula II: where the radicals R independently of one another are hydrogen, C 1 -C 8 alkyl, C 1 -C 8 hydroxyalkyl or polyoxy(C 1 -C 4 )alkylene of 2 to 500 alkylene units or two radicals R together with the nitrogen atom to which they are attached form a 5- to 8-membered ring; R 1 is C 1 -C 18 alkylene; and R 2 is hydrogen or methyl.
Claim 22
Dependent Claim 37 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises one or more cationogenic monomer(s) selected from the group consisting of N-dimethylaminopropylmethacrylamide, N,N-dimethylaminoethyl methacrylate, N,N-dimethylaminoethyl acrylate, 2-tert-butylaminoethyl methacrylate, 2-N-morpholinoethyl methacrylate, 2-N-morpholinoethyl acrylate, and 3-dimethylaminoneopentyl acrylate.
Claim 23
Dependent Claim 26 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises at least one polyethylenically unsaturated monomer(s) having an acid-hydrolyzable bond which is an alkylenebis(meth)acrylamide(s).
Claim 24
Dependent Claim 97 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises at least one polyethylenically unsaturated monomer(s) having an acid-hydrolyzable bond which is an alkylenebis(meth)acrylamide(s) of the formula III: where the radicals R independently of one another are hydrogen, C 1 -C 8 alkyl, C 1 -C 8 hydroxyalkyl or polyoxy(C 1 -C 4 )alkylene of 2 to 500 alkylene units or two radicals R together with the nitrogen atom to which they are attached form a 5 to 8-membered ring; R 1 is C 1 -C 18 alkylene; and R 2 is hydrogen or methyl.
Claim 25
Dependent Claim 33 words
The microcapsule formulation of claim 1 , wherein said capsule shell comprises at least one polyethylenically unsaturated monomer(s) having an acid-hydrolyzable bond which is selected from the group consisting of N,N′-methylenebisacrylamide and N,N′-hexamethylenebismethacrylamide.
Claim 26
Independent Claim 81 words
A method for pH-mediated release of an encapsulated material comprising: exposing microcapsules to a pH of about 2 to 7, wherein said microcapsules have an average diameter of from 1 to 100 μm, comprise a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 1% by weight of cationogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is acid-hydrolyzable.
Claim 27
Independent Claim 81 words
A method for pH-mediated release of an encapsulated material comprising: exposing microcapsules to a pH of about 2 to 7, wherein said microcapsules have an average diameter of from 1 to 100 μm, comprise a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 1% by weight of cationogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is acid-hydrolyzable.
Claim 28
Independent Claim 81 words
A method for pH-mediated release of an encapsulated material comprising: exposing microcapsules to a pH of about 8 to 14, wherein said microcapsules have an average diameter of from 1 to 100 μm, comprise a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 1% by weight of anionogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is base-hydrolyzable.
Claim 29
Independent Claim 81 words
A method for pH-mediated release of an encapsulated material comprising: exposing microcapsules to a pH of about 8 to 14, wherein said microcapsules have an average diameter of from 1 to 100 μm, comprise a core of a hydrophobic material and a capsule shell of an addition polymer containing in copolymerized form at least 1% by weight of anionogenic monomer(s) and/or polyethylenically unsaturated monomer(s) whose unsaturated sites are connected via successive chemical bonds of which at least one bond is base-hydrolyzable.
Claim 30
Dependent Claim 28 words
The microcapsule formulation of claim 18 , wherein two radicals R together with the nitrogen atom to which they are attached form a saturated 5- to 8-membered ring.
Claim 31
Dependent Claim 16 words
The microcapsule formulation of claim 18 , wherein R 1 is C 2 -C 6 alkylene.

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