WO2017215890A1 - Compositions de gel - Google Patents
Compositions de gel Download PDFInfo
- Publication number
- WO2017215890A1 WO2017215890A1 PCT/EP2017/062460 EP2017062460W WO2017215890A1 WO 2017215890 A1 WO2017215890 A1 WO 2017215890A1 EP 2017062460 W EP2017062460 W EP 2017062460W WO 2017215890 A1 WO2017215890 A1 WO 2017215890A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gel composition
- polyamide
- composition according
- gel
- groups
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 105
- 239000002562 thickening agent Substances 0.000 claims abstract description 60
- 229920002647 polyamide Polymers 0.000 claims abstract description 50
- 239000004480 active ingredient Substances 0.000 claims abstract description 31
- 239000004952 Polyamide Substances 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 14
- 239000004094 surface-active agent Substances 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 10
- 239000002736 nonionic surfactant Substances 0.000 claims description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 9
- 229920000570 polyether Polymers 0.000 claims description 9
- 229920001400 block copolymer Polymers 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 239000000499 gel Substances 0.000 description 79
- 238000004140 cleaning Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- -1 cylocalkyl Chemical group 0.000 description 8
- 239000003945 anionic surfactant Substances 0.000 description 7
- 150000004985 diamines Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000003892 spreading Methods 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000008719 thickening Effects 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 150000003333 secondary alcohols Chemical class 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000002888 zwitterionic surfactant Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 description 1
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- 241000854350 Enicospilus group Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920002148 Gellan gum Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000005529 alkyleneoxy group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000004419 alkynylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229960002788 cetrimonium chloride Drugs 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000005724 cycloalkenylene group Chemical group 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000000216 gellan gum Substances 0.000 description 1
- 235000010492 gellan gum Nutrition 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 150000002333 glycines Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000010603 pastilles Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/007—Preparations for dry skin
Definitions
- the present invention relates to gel compositions, in particular gel compositions for use in homecare and personal care applications.
- gelling agent a thickening agent
- the gelling effect of the thickening agents can be sensitive to the particular active ingredient(s), and other components in the carrier composition.
- the performance of the components in the carrier composition can be negatively impacted by the particular thickening agent used.
- the type and amount of thickening agent to be tailored to the specific carrier composition, in order to achieve the desired mechanical and chemical properties. Once formed, the mechanical and chemical properties must remain storage stable so as to allow the gel to be transported, stored, handled and subsequently used.
- the gel must not display unwanted syneresis during storage (that is, expulsion or "bleeding" of liquid from the gel during storage), nor display unwanted changes in mechanical properties (such as changes in strength, rigidity and friability) over time or with changes in temperature, humidity or other environmental conditions.
- unwanted syneresis during storage that is, expulsion or "bleeding" of liquid from the gel during storage
- mechanical properties such as changes in strength, rigidity and friability
- the range of homecare and personal care products based on such gel compositions is relatively limited, and there remains a need to develop further gels with improved properties.
- the present invention provides a gel composition, comprising at least 15 wt.% of a polyamide-based thickener.
- the gel composition comprises an active ingredient, and the gel composition is suitable for delivering said active ingredient.
- compositions incorporating polyamide-based thickeners at levels of at least 15 wt.% can form solid, dry self-supporting gels suitable for being smoothly spread or squashed on a surface and delivering an active ingredient.
- the formation of these solid, dry gels is relatively insensitive to the nature of the active ingredient and other components in the composition, and can tolerate, for example, both non-ionic and cationic surfactants as active ingredients.
- gel formation can also occur over a broad pH range. Given the challenging set of properties required for producing unit doses of self- supporting gels capable of being spread on surfaces, it was surprising that the gel compositions displayed suitable properties with a range of other components at a range of pH values.
- compositions thickened with xanthan gum, gellan gum or acrylate copolymers were found to produce gels with insufficient solidity.
- Gels thickened with carrageenan were found to be incompatible with a range of carrier composition components (in particular surfactants) and pH conditions.
- the upper limit for the amount of polyamide-based thickener may be, for example, 60 wt.%, 50 wt.%, 40 wt.%, 35 wt.%, 30 wt.% or 25 wt.%. Below 15 wt.% the resulting gels have insufficient structure and are broken down too easily to allow them to be spread on a surface.
- the polyamide-based thickener may be incorporated in the composition at a level of 15 to 25 wt.%.
- the polyamide-based thickener may be incorporated into the composition at between 16 to 24 wt.%, 17 to 23 wt.%, 18 to 22 wt.%, or 19 to 21 wt.%.
- the present inventors have found that thickener incorporated in an amount of 20 wt.% leads to formation of gels which show particularly good
- the gels may be solid and dry, and are not prone to breaking into small fragments when a spreading force is applied.
- the polyamide-based thickener is preferably an end-capped polyamide.
- the polyamide-based thickener is a polyaklyleneoxy-terminated polyamide thickener.
- the polyalkyleneoxy-terminated polyamide thickener comprises or consists of a block copolymer of the formula hydrocarbon-polyalkyleneoxy-polyamide- polyalkyleneoxy- hydrocarbon.
- the "polyalkyleneoxy" group is a polyether group based on repeated alkyleneoxy units, such as -CH 2 CH 2 0-, -CH 2 CH2(CH 3 )0-.
- the block copolymer may have the following formula: wherein, independently at each occurrence, R 1 is selected from C1-22 hydrocarbon radicals; R 2 is selected from C2-6 alkylene diradicals; R 3 is selected from C2-52
- hydrocarbon diradicals (preferably where at least 50 mol% of the R 3 radicals have at least 34 carbons); R 4 is selected from C2-36 hydrocarbon diradicals and C4-100 polyether diradicals; Z is selected from O and NH; x is an integer from 2 to 100; y is an integer from 1 to 10; and z is an integer from 2 to 100.
- hydrocarbon group is intended to refer to groups containing only carbon and hydrogen atoms. Suitable hydrocarbon groups are formed from one or more of aliphatic and aromatic moieties.
- Suitable aliphatic moieties are alkyl, alkylene, alkenyl, alkenylene, alkynyl, alkynylene, cylocalkyl, cycloalkylene, cycloalkenyl, cycloalkenylene, cycloalkynyl, and cycloalkynylene moieties.
- Suitable aromatic moieties include, for example, phenyl, and naphthyl, and combinations thereof such as biphenyl.
- the hydrocarbon groups may be a combination of aromatic and aliphatic groups, such as benzyl, tolyl or xylyl.
- the R 1 groups may be alkyl, such as C1-12 alkyl, in particular C1-4 alkyl.
- each R 1 group is methyl.
- R 2 groups are C2-6 alkylene, in particular C2-4 alkylene.
- each R 2 group is - CH2CH(R 2a )- wherein R 2a is selected from hydrogen, methyl and ethyl.
- the R 3 groups may have at least 30 carbons, such as 30-42 carbons.
- at least 50 mol% of the R 3 groups are C34 groups.
- C34 groups may constitute at least 60 mol%, at least 70 mol%, at least 80 mol%, at least 90 mol% or at least 95 mol% of the R 3 groups.
- the R 4 groups may be hydrocarbon groups having, for example, 1-20 carbons, in particular 1 -10 carbons.
- the R 4 groups may be C1-20 alkylene groups, C1-10 alkylene groups, or C2-6 alkylene groups.
- at least 50% of the R 4 groups have 2 carbons.
- the R 4 groups are ethylene groups (-CH2CH2-).
- the R 4 groups may be polyether groups, i.e. groups having blocks containing the repeating formula -O-R 2 -, where R 2 is as defined above.
- the block copolymer may have R 1 selected from C1-12 alkyl; R 2 selected from C2-6 alkylene, R 3 selected from C30-42 hydrocarbon groups where at least 50 mol% are C34 groups; and R 4 selected from C1-20 alkylene groups.
- the block copolymer may have R 1 selected from C1-4 alkyl; R 2 selected from -CH2CH(R 2a )- where R 2a is hydrogen, methyl or ethyl; R 3 selected from C30-42 hydrocarbon groups where at least 50 mol% are C34 groups; and R 4 groups which are -CH2CH2-.
- the above block copolymers may be made by reacting together reactants comprising dimer acid, diamine, and a polyether having both hydrocarbon termination and
- the polyamide-based thickener may have a weight average molecular weight (M w ) of greater than 10,000, greater than 12,000, greater than 15,000; greater than 17,000, greater than 18,000, or greater than 18,500.
- M w weight average molecular weight
- the upper limit for the weight average molecular weight may be, for example, 25,000; 24,000; 23,000; 22,000; 21 ,000 or 20,000.
- the weight average molecular weight may be 15,000 to 25,000; 17,000 to
- Weight average molecular weights within these ranges are preferred, since the resulting gels are found to be dry and have good mechanical properties with comparatively low sensitivity to the other components and pH of the gel.
- a particularly good balance of properties is observed for polyalkyleneoxy-terminated polyamide polymers having a M w of -19,000, and hence ranges of 17,000 to 23,000; 18,000 to 22,000 and, in particular 18,500 to 20,000 are preferred.
- polymers having this range of molecular weights produced solid gels which displayed particularly good dryness, making them suitable for attaching to surfaces.
- These advantageous properties allow the gel compositions formed from polymers having this molecular weight range to be used in a variety of products and applications. In particular, it offers a possible general route to thickening known homecare and personal care products, so as to produce gelled compositions which can be used in new ways.
- the weight average molecular weight is measured by preparing a solution of the copolymer or composition in a suitable solvent, e. g., tetrahydrofuran (THF) and identifying the retention time of the copolymer by gel permeation chromatography, and comparing that retention time to the retention times of solutions of polystyrene having known molecular weight characterizations.
- a suitable solvent e. g., tetrahydrofuran (THF)
- the polyamide-based thickener may have a softening point of 50°C to 150°C, preferably 75°C to 125°C, more preferably 80°C to 100°C, most preferably 90°C to 100°C.
- the softening point may be determined by a Ring and Ball method, such as ISO 4625.
- the polyamide-based thickener used in the gel compositions may have an acid number of less than 25, less than 20, preferably less than 15, more preferably less than 10.
- the acid number corresponds to the mass of potassium hydroxide in milligrams required to neutralise one gram of the polyamide-based thickener.
- the polyamide-based thickener comprises a polyalkylkeneoxy- terminated polyamide copolymer of the formhydrocarbon-polyether-polyamide-polyether- hydrocarbon, the copolymer does not have any free carboxylic acid groups, and accordingly has an acid number of zero.
- the product when prepared from diacid, diamine and hydrocarbon-terminated polyether, some of the diacid may not react with the diamine and/or polyether, and accordingly the final product may have some unreacted carboxylic acid that will be responsible for the final product having an acid number greater than zero. Preferably, the product has a minor amount of this unreacted diacid, and thus only a small acid number. Esterification catalysts may be used to encourage all of the diacid to react with hydroxyl groups, so as to minimise the amount of free acid.
- the polyamide-based thickener used in the gel compositions may have an amine number of less than 25, less than 20, less than 15, less than 10, less than 5, less than 3, less than 2 or less than 1 .
- the skilled reader understands that the amine number is determined by titration of amine acetate from the polyamide thickener by a dilute, typically 1 N, HCI solution, and is calculated according to (A N 56.1 )/g sample, where A is mL of HCI titrant consumed, N is the normality of HCI titrant and g is the sample weight in grams.
- the polyamide-based thickener comprises a polyalkylkeneoxy-terminated polyamide copolymer of the form hydrocarbon-polyether-polyamide-polyether- hydrocarbon
- the copolymer does not have any free amine groups, and accordingly has an acid number of zero.
- some of the diamine may not react with the diacid and/or polyether, and accordingly the final product may have some unreacted amine groups that will be responsible for the final product having an amine number greater than zero.
- the product has a minor amount of this unreacted diamine, and thus only a small amine number.
- Amidification catalysts may be used to encourage all of the diamine to react with carboxyl groups, so as to minimise the amount of free amine.
- the polyamide-based thickener is a polyalkyleneoxy-terminated polyamide thickener having a weight average molecular weight of 15,000 to 25,000, and a softening point of 75°C to 125°C.
- the polyamide-based thickener is a polyalkyleneoxy- terminated polyamide thickener having a weight average molecular weight of 18,500 to 20,000, and a softening point of 80°C to 100°C. Thickeners having these properties were found to produce gels with particularly good properties with comparatively low sensitivity to the other components and pH of the gel.
- a particularly preferred polyalkyleneoxy- terminated polyamide thickener is Crystasense HP5, marketed by Croda.
- the gel is an aqueous gel (that is, a gel containing water).
- the carrier composition is an aqueous composition (e.g. aqueous solution), such that the gel contains water as a solvent.
- aqueous composition e.g. aqueous solution
- this can allow a range of water-soluble ingredients to be held within the gels.
- the water content of the gel composition is greater than 50 wt.%, preferably greater than 60 wt.%, greater than 70 wt.%, or greater than 80 wt.%, the weight percentage being as a percentage of the total weight of the gel composition.
- the upper limit for water content is 85 wt.%, in view of the lower limit of 15 wt.% for the thickener.
- the water is dispersed within the gelled polyamide-based thickener. This is in contrast to the situation where an alternative solvent is dispersed in the gelled thickener, and the gel is subsequently diluted in water to form an emulsion of gel in water.
- the gel composition may comprise solvents other than water, e.g. it may comprise polar solvents more generally.
- water is the only solvent in the gel composition.
- the gel composition includes an active ingredient.
- the active ingredient is a constituent which imparts a specific activity to the gel composition which makes the gel suited to a particular application.
- the active ingredient achieves an effect beyond formation of the gel itself, and may be deliverable from the gel to achieve that effect.
- the active ingredient may be a homecare active ingredient or a personal care active ingredient.
- the active ingredient may be one or more actives selected from a cleaning active, care active, cosmetic active, fragrance active, or a corrosive active.
- the active ingredient may be a cleaning active, such as a surface cleaning active (e.g. hard surface cleaning active), a fabric cleaning active, a body cleaning active, or a makeup removal active.
- the active ingredient may be a care active, such as a conditioning active (e.g. a fabric conditioning active), a softening active, a skincare active (e.g. moisturiser or sunscreen), a medical active, an anti-corrosion active, or a polish active.
- the active ingredient may be a cosmetic active, such as a make-up colorant.
- the active ingredient may be a fragrance active, such as a perfume.
- the active ingredient may be a corrosive active, such as a paint stripper.
- Suitable cleaning actives include surfactants.
- the surfactant may be present in an amount of 50 wt.% or less, 40 wt.% or less, 30 wt.% or less, 20 wt.% or less, or 10 wt.% or less.
- the surfactant may be present in an amount of 0.001 wt.% or more, 0.01 wt.% or more, 0.05 wt.% or more, or 0.1 wt.% or more.
- the surfactant is present in an amount of 0.01 to 10 wt.% of the composition.
- the surfactant can increase the viscosity of the gel compositions, and compositions incorporating 0.01 to 10 wt.% surfactant and at least 15 wt.% of the polyamide-based thickener can have good mechanical properties and be capable of attaching to surfaces.
- the above ranges refer to the total amount of surfactant in the gel composition.
- the surfactant may be selected form the group consisting of anionic, non-ionic, cationic, amphoteric/zwitterionic surfactants and mixtures thereof.
- the surfactant is or includes a non-ionic surfactant, or mixture of non-ionic surfactants.
- Nonionic surfactants include primary and secondary alcohol ethoxylates, especially Cs- C20 aliphatic alcohol ethoxylated with an average of from 1 to 20 moles of ethylene oxide per mole of alcohol, and more especially the C10-C15 primary and secondary aliphatic alcohols ethoxylated with an average of from 1 to 10 moles of ethylene oxide per mole of alcohol.
- Non-ethoxylated nonionic surfactants include alkyi polyglycosides, glycerol monoethers and polyhydroxy amides (glucamide).
- the nonionic surfactant may be alcohol ethoxylate, nonylphenol ethoxylate, alkylpolyglycoside,
- alkyldimethylamineoxide ethoxylated fatty acid monoethanolamide
- fatty acid ethoxylated fatty acid monoethanolamide
- glucamides N-acyl N-alkyl derivatives of glucosamine
- Nonionic surfactants that may preferably be used include the primary and secondary alcohol ethoxylates, especially the C8-C20 aliphatic alcohols ethoxylated with an average of from 1 to 35 moles of ethylene oxide per mole of alcohol, and more especially the
- Suitable anionic surfactants include alkyi sulphonates, such as alkylbenzene sulphonates, particularly linear alkylbenzene sulphonates having an alkyi chain length of Cs-C-is.
- the counter ion for anionic surfactants is generally an alkali metal, typically sodium, although other counter-ions for example MEA, TEA or ammonium can be used.
- Suitable linear alkyi benzene sulphonate surfactants include Detal LAS with an alkyi chain length of from 8 to 15, more preferably 12 to 14.
- anionic surfactants include linear carbon chain sulfates, alcohol ether sulfates, alcohol sulfates, alkyi- and alkylaryl-alkyoxylated carboxylic acid, and the acid forms of these anionic surfactants.
- the composition may comprise an alkyi polyethoxylate sulphate anionic surfactant of the formula: where R is an alkyi chain having from 10 to 22 carbon atoms, saturated or unsaturated, M is a cation which makes the compound water-soluble, especially an alkali metal, ammonium or substituted ammonium cation, and x averages from 1 to 15.
- R is an alkyi chain having from 12 to 16 carbon atoms
- M is sodium and x averages from 1 to 3, preferably x is 3
- SLES sodium lauryl ether sulphate
- Suitable cationic surfactants include quaternary ammonium salts having the formula:
- R a , R b , R c , and R d are each C1-24 alkyl, aryl or aralkyl groups, and X is a suitable counterion such as F, CI, Br, I or an alkyl sulfate.
- Suitable zwitterionic surfactants include, for example, betaines, sultaines and glycines.
- the formation of the gel compositions of the present invention may be relatively insensitive to pH. Therefore, the pH of the gel composition is chosen depending on the other ingredients of the composition, and the intended application.
- the pH may be at least 0.1 , at least 0.5, at least 1 , at least 2, at least 3, at least 4, or at least 5.
- the upper limit for the pH may be, for example, 13; 12; 1 1 ; 10; 9; or 8.
- the pH may be in the range of about 2 to about 1 1 .
- the pH may be adjusted using an acid pH adjuster such as citric acid, or an alkali pH adjuster such as sodium or potassium hydroxide.
- an acid pH adjuster such as citric acid
- an alkali pH adjuster such as sodium or potassium hydroxide
- the present invention also relates to methods of producing gel compositions according to the first aspect of the invention, comprising adding a polyamide-based thickener as defined above to a carrier composition.
- the polyamide-based thickener is added so that it makes up at least 15 wt.% of the gel composition.
- the carrier composition comprises the active ingredient.
- the method of production involves melting the polyamide-based thickener (by heating to above the thickener's softening point), and adding the molten thickener to a carrier composition.
- the carrier composition is heated prior to addition of the molten thickener, and the thickened carrier composition is cooled to form a gel.
- the carrier composition may be heated to a temperature within 50°C/40°C/30°C of the softening point of the thickener but below the boiling point of the carrier
- Suitable temperatures may be, for example, between 50°C to 100°C; 60°C to 100°C; or 70°C to 100°C.
- a carrier composition may be obtained by heating a solvent (e.g. water), and adding said active ingredient and other formulation ingredients to the solvent under stirring.
- a solvent e.g. water
- the polyamide-based thickener is preferably a polyalkyleneoxy- terminated polyamide thickener.
- the polyalkyleneoxy-terminated polyamide thickener preferably has a weight average molecular weight of 15,000 to 25,000, a softening point of 75°C to 125°C, and optionally one or more of: an acid number of less than 20 and an amine number of less than 5.
- the polyalkyleneoxy-terminated polyamide thickener has a weight average molecular weight of 18,500 to 20,000, a softening point of 80°C to 100°C, and optionally one or more of: an acid number of less than 15 and an amine number of less than 3.
- thickeners having these properties produce gels having particularly beneficial physical properties, including the ability to attach to a surface.
- a particularly preferred polyalkyleneoxy- terminated polyamide thickener is Crystasense HP5, marketed by Croda.
- the gel composition may be in the form of a ball or tablet.
- the gel composition may be a ball of a surface cleaning composition which can be spread onto a cloth, or a tablet of cosmetic material which can be spread directly onto the skin.
- the gel composition may be in the form of a unit dose, containing a pre-determined amount of said active ingredient.
- the gel composition may be in the form of unit dose provided on a substrate.
- the gel composition may be a film on a substrate.
- the film may have a thickness of, for example, 0.25 mm or more, 0.5 mm or more, 0.75 mm or more, 1 mm or more, 1 .5 mm or more, 2 mm or more, 3 mm or more, 4 mm or more, 5 mm or more, 7.5 mm or more, 10 mm or more, or 20 mm or more.
- a further aspect of the present invention provides a homecare product comprising a gel composition according to the first aspect.
- the homecare product may be, for example, a cleaning gel tablet or bolus for spreading on a surface, comprising a gel composition according to the first aspect.
- a further aspect of the present invention provides a personal care product comprising a gel composition according to the first aspect.
- a further aspect of the present invention provides an aqueous gel composition comprising at least 15 wt.% of a polyamide-based thickener.
- This composition may have any of the preferred and optional features discussed in relation to the gel composition of the first aspect.
- Neodol 91 -8 (Shell), which corresponds to ethoxylated C9-11 alcohols having -69-7% EO groups, EO/OH 8.3, M w of 524 and HLB of 13.9.
- the hardness was scored 1 -10 based on perceived force to breakdown the sample.
- compositions of the present invention are capable of forming hard, dry unit doses suitable for easy handling by a consumer, which can be smoothly spread onto a surface.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Birds (AREA)
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Abstract
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
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CN201780036639.7A CN109310887A (zh) | 2016-06-13 | 2017-05-23 | 凝胶组合物 |
EP17727528.6A EP3468672A1 (fr) | 2016-06-13 | 2017-05-23 | Compositions de gel |
BR112018075205-3A BR112018075205A2 (pt) | 2016-06-13 | 2017-05-23 | composição de gel, produto de cuidados domésticos, produto de cuidados pessoais e método de preparação de uma composição de gel |
ZA2018/07664A ZA201807664B (en) | 2016-06-13 | 2018-11-14 | Gel compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP16174137 | 2016-06-13 | ||
EP16174137.6 | 2016-06-13 |
Publications (1)
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WO2017215890A1 true WO2017215890A1 (fr) | 2017-12-21 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2017/062460 WO2017215890A1 (fr) | 2016-06-13 | 2017-05-23 | Compositions de gel |
Country Status (5)
Country | Link |
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EP (1) | EP3468672A1 (fr) |
CN (1) | CN109310887A (fr) |
BR (1) | BR112018075205A2 (fr) |
WO (1) | WO2017215890A1 (fr) |
ZA (1) | ZA201807664B (fr) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002059181A2 (fr) | 2001-01-24 | 2002-08-01 | Arizona Chemical Company | Copolymeres sequences de polyether-polyamide a terminaison hydrocarbure et leurs utilisations |
US20030162938A1 (en) * | 2001-12-13 | 2003-08-28 | Arizona Chemical Company | Aqueous suspensions containing polymerized fatty acid-based polyamides |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
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MXPA06013734A (es) * | 2004-05-27 | 2007-08-14 | Arizona Chem | Composiciones y articulos que contienen una matriz de polimero entrelazado y un liquido activo inmovilizado, asi como metodos para producir y utilizar las mismas. |
-
2017
- 2017-05-23 CN CN201780036639.7A patent/CN109310887A/zh active Pending
- 2017-05-23 WO PCT/EP2017/062460 patent/WO2017215890A1/fr unknown
- 2017-05-23 BR BR112018075205-3A patent/BR112018075205A2/pt not_active Application Discontinuation
- 2017-05-23 EP EP17727528.6A patent/EP3468672A1/fr not_active Withdrawn
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2018
- 2018-11-14 ZA ZA2018/07664A patent/ZA201807664B/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002059181A2 (fr) | 2001-01-24 | 2002-08-01 | Arizona Chemical Company | Copolymeres sequences de polyether-polyamide a terminaison hydrocarbure et leurs utilisations |
US20030162938A1 (en) * | 2001-12-13 | 2003-08-28 | Arizona Chemical Company | Aqueous suspensions containing polymerized fatty acid-based polyamides |
Non-Patent Citations (2)
Title |
---|
ANONYMOUS: "SAFETY DATA SHEET OF FORESTALL-LQ-(MH) (Version 1.3)", 28 September 2016 (2016-09-28), pages 1 - 9, XP002771789, Retrieved from the Internet <URL:https://msds.crodadirect.com/MSDSdownload.aspx?docID=ff743af1-db41-438e-8ffb-c1f63ff04f1c> [retrieved on 20170705] * |
CRODA ET AL: "THE USE OF ODOUR ABSORBING MATERIALS SUCH AS FORESTALL (TM) IN A (POLYAMIDE) GEL TO IMPROVE ODOUR ABSORPTION IN AN AIR FRESHENER OR DEODORANT", RESEARCH DISCLOSURE, vol. 613, no. 7, 1 May 2015 (2015-05-01), MASON PUBLICATIONS, HAMPSHIRE, GB, pages 1 - 5, XP007144049, ISSN: 0374-4353 * |
Also Published As
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ZA201807664B (en) | 2020-02-26 |
BR112018075205A2 (pt) | 2019-03-19 |
CN109310887A (zh) | 2019-02-05 |
EP3468672A1 (fr) | 2019-04-17 |
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