EP2726050A2 - Émulsion cationique contenant un élastomère de siloxane - Google Patents
Émulsion cationique contenant un élastomère de siloxaneInfo
- Publication number
- EP2726050A2 EP2726050A2 EP12732603.1A EP12732603A EP2726050A2 EP 2726050 A2 EP2726050 A2 EP 2726050A2 EP 12732603 A EP12732603 A EP 12732603A EP 2726050 A2 EP2726050 A2 EP 2726050A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- sio
- formula
- siloxane
- sir
- siloxane elastomer
- 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.)
- Withdrawn
Links
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 229920001971 elastomer Polymers 0.000 title claims abstract description 19
- 239000000806 elastomer Substances 0.000 title claims abstract description 19
- 239000000839 emulsion Substances 0.000 title claims abstract description 10
- 125000002091 cationic group Chemical group 0.000 title claims description 10
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 14
- -1 polysiloxane Polymers 0.000 claims abstract description 14
- 229920002379 silicone rubber Polymers 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 8
- 238000004132 cross linking Methods 0.000 claims abstract description 7
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 239000003054 catalyst Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 238000002360 preparation method Methods 0.000 claims description 14
- 239000003995 emulsifying agent Substances 0.000 claims description 9
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims description 7
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 4
- 229940073551 distearyldimonium chloride Drugs 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 3
- 239000008271 cosmetic emulsion Substances 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 abstract description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 abstract description 8
- 229940008099 dimethicone Drugs 0.000 abstract description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 abstract description 7
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 229920006037 cross link polymer Polymers 0.000 description 4
- 229940086555 cyclomethicone Drugs 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- YFIBSNDOVCWPBL-UHFFFAOYSA-N hexa-1,5-diyne Chemical compound C#CCCC#C YFIBSNDOVCWPBL-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- AWJFCAXSGQLCKK-UHFFFAOYSA-N icosa-1,19-diene Chemical compound C=CCCCCCCCCCCCCCCCCC=C AWJFCAXSGQLCKK-UHFFFAOYSA-N 0.000 description 4
- VJHGSLHHMIELQD-UHFFFAOYSA-N nona-1,8-diene Chemical compound C=CCCCCCC=C VJHGSLHHMIELQD-UHFFFAOYSA-N 0.000 description 4
- 230000001953 sensory effect Effects 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 2
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000004904 UV filter Substances 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- LLCSWKVOHICRDD-UHFFFAOYSA-N buta-1,3-diyne Chemical compound C#CC#C LLCSWKVOHICRDD-UHFFFAOYSA-N 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- NLDGJRWPPOSWLC-UHFFFAOYSA-N deca-1,9-diene Chemical compound C=CCCCCCCC=C NLDGJRWPPOSWLC-UHFFFAOYSA-N 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 description 2
- 229940073545 distearyldimonium Drugs 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 229940075529 glyceryl stearate Drugs 0.000 description 2
- GEAWFZNTIFJMHR-UHFFFAOYSA-N hepta-1,6-diene Chemical compound C=CCCCC=C GEAWFZNTIFJMHR-UHFFFAOYSA-N 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 229920005573 silicon-containing polymer Polymers 0.000 description 2
- XMRSTLBCBDIKFI-UHFFFAOYSA-N tetradeca-1,13-diene Chemical compound C=CCCCCCCCCCCC=C XMRSTLBCBDIKFI-UHFFFAOYSA-N 0.000 description 2
- HITROERJXNWVOI-SOFGYWHQSA-N (5e)-octa-1,5-diene Chemical compound CC\C=C\CCC=C HITROERJXNWVOI-SOFGYWHQSA-N 0.000 description 1
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 1
- CCPYCNSBZPTUMJ-UHFFFAOYSA-N 1,3,5,7,9,2,4,6,8,10-pentaoxapentasilecane Chemical class O1[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]1 CCPYCNSBZPTUMJ-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- VKOYQDIAMIJENL-UHFFFAOYSA-N 3-ethyl-2-hexoxyphenol Chemical compound CCCCCCOC1=C(O)C=CC=C1CC VKOYQDIAMIJENL-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 206010040954 Skin wrinkling Diseases 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- GHGNRQPVGKFJIR-UHFFFAOYSA-N hex-1-en-5-yne Chemical compound [CH2][CH]CCC#C GHGNRQPVGKFJIR-UHFFFAOYSA-N 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 210000004927 skin cell Anatomy 0.000 description 1
- 230000037394 skin elasticity Effects 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000036572 transepidermal water loss Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- 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
- A61K8/06—Emulsions
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- 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
- A61K8/89—Polysiloxanes
- A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
-
- 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
Definitions
- the present invention relates to a cosmetic emulsion with cationic emulsifier and siloxane elastomer.
- silicone compounds and powder raw materials are to be mentioned here, as they the sticky feeling of For example, glycerol or the oily / greasy appearance of many lipids or UV filters can mask. It is found in products reinforced the use of silicone elastomers, which are different crosslinked and / or modified polydimethylsiloxanes, which are usually present in a medium swollen as a gel. This medium is preferably a low-viscosity, preferably volatile silicone.
- This class of raw material provides a powdery / dry, velvety / silky feel on the skin after dispensing and may, depending on the type of formulation, mask oily / greasy and / or sticky raw materials.
- siloxane elastomer having the following structure:
- R 2 hydrogen
- R, R 'and R " alkyl groups having 1 to 6 C atoms
- reaction is carried out until a gel is formed by cross-linking by the addition of Si-H to the double bonds of the alpha, omega-diene.
- the skin feeling experienced when applying this preparation according to the invention is evaluated by the users as follows: The preparation absorbs more quickly into the skin, leaving a powdery-velvety feeling on the skin, with the impression that in the skin Compared to other preparations, only little residue on the skin remains.
- cosmetic preparation means the emulsion according to the invention.
- R 3 is chosen from polyethers, pentylene, hexylene, heptylene, octylene, nonylene, decylene, dodecylene, tetradecylene and mixtures thereof.
- Embodiments of the present invention which are advantageous according to the invention are characterized in that one of the compounds selected from the group consisting of compounds 1, 4-pentadiene, 1, 5-hexadiene, 1, 6-heptadiene, 1, has been used for cross-linking the siloxane elastomer I) , 7-octadiene, 1,8-nonadiene, 1,9-decadiene, 1,1,1-dodecadiene, 1,13-tetradecadiene and 1,19-eicosadiene, 1,3-butadiyne, 1,5-hexadiyne (dipropargyl) and 1, witches-5-in.
- the siloxane elastomer I) according to the invention can advantageously be prepared by the following process:
- each R 1 is independently a monovalent hydrocarbon group of 1 to 30 carbon atoms, a is 265 to 2,000 and d is 1 to 250
- an additional second ⁇ Si H-containing polysiloxane is present, which is selected from HR 1 2 SiO (R 1 2SiO) e SiR 1 2H,
- (b) is selected from 1, 4-pentadiene, 1, 5-hexadiene, 1, 6-heptadiene, 1, 7-octadiene, 1, 8-nonadiene, 1, 9-decadiene, 1 , 1-dodecadiene, 1, 13-tetradecadiene and 1, 19-eicosadiene, 1, 3-butadiyne, 1, 5-hexadiyne (dipropargyl) and 1, hexene-5-yne.
- the molar ratio of (a) to (b) in the range of 0.7: 1 to 1, 3: 1.
- siloxane elastomers according to the invention can be obtained, for example, from Dow Corning under the trade name DC 9040, 9041 or 9045.
- Advantageous embodiments of the present invention are characterized in that the preparation contains the siloxane elastomer in a concentration of 10 to 50 wt .-%, based on the total weight of the emulsion.
- Embodiments of the present invention particularly preferred according to the invention are characterized in that the preparation distearyldimonium chloride in a
- the preparation according to the invention may contain the customary water- and oil-soluble ingredients that would be used by a person skilled in the art, depending on the intended use of the emulsion, within the scope of his general expert knowledge.
- Example 1 and Comparative Example 1 differed by the emulsifier. While example 1 contains the cationic emulsifier according to the invention, comparative example 1 is based on the nonionic emulsifier polyglyceryl-3 methylglucose distearate. It can be clearly seen that both products move in at the same speed, but the residue when using the cationic emulsifier is less perceptible and the skin feeling is described as powdery and velvety / silky.
- Example 1 and Comparative Example 2 differ by the silicone polymer. While Example 1 contains a silicone elastomer according to the invention, Comparative Example 2 uses a linear silicone. It can be clearly seen that the formula with silicone elastomer retracts faster, leaves less residue and the skin feeling is described as powdery and velvety / silky.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Silicon Polymers (AREA)
Abstract
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201110078496 DE102011078496A1 (de) | 2011-07-01 | 2011-07-01 | Kationische Emulsion mit Siloxanelastomer |
| PCT/EP2012/062200 WO2013004530A2 (fr) | 2011-07-01 | 2012-06-25 | Émulsion cationique contenant un élastomère de siloxane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2726050A2 true EP2726050A2 (fr) | 2014-05-07 |
Family
ID=46458482
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP12732603.1A Withdrawn EP2726050A2 (fr) | 2011-07-01 | 2012-06-25 | Émulsion cationique contenant un élastomère de siloxane |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2726050A2 (fr) |
| DE (1) | DE102011078496A1 (fr) |
| WO (1) | WO2013004530A2 (fr) |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0753646B2 (ja) * | 1989-01-31 | 1995-06-07 | 東レ・ダウコーニング・シリコーン株式会社 | 化粧料 |
| US6432393B1 (en) * | 1998-06-05 | 2002-08-13 | Helene Curtis, Inc. | Hair care compositions which provide hair body and which comprise elastomeric resinous materials |
| DE10220867A1 (de) * | 2002-05-10 | 2003-11-20 | Henkel Kgaa | Kosmetische Zusammensetzungen mit einem Silicon-Elastomer und einem verdickenden Polymerlatex |
| US6770708B2 (en) | 2002-08-27 | 2004-08-03 | Dow Corning Corporation | Silicone elastomers compositions |
| DE10344668A1 (de) * | 2003-09-25 | 2005-04-14 | Beiersdorf Ag | Behandlungsmittel für keratinische Fasern |
| JP2005213163A (ja) * | 2004-01-28 | 2005-08-11 | Pola Chem Ind Inc | 毛髪用の化粧料 |
| FR2909555B1 (fr) * | 2006-12-11 | 2009-01-30 | Oreal | Emulsion e/h a effet correcteur pour la peau |
| CN101809091B (zh) * | 2007-09-25 | 2012-11-21 | 陶氏康宁公司 | 硅氧烷弹性体乳液和硅氧烷有机弹性体凝胶 |
| DE102008013804A1 (de) * | 2008-03-10 | 2009-09-17 | Beiersdorf Ag | Foundation mit UV-Filterkombination |
| CN102223874B (zh) * | 2008-11-24 | 2014-12-31 | 宝洁公司 | 化妆品组合物 |
| FR2944701B1 (fr) * | 2009-04-28 | 2012-11-16 | Oreal | Composition coloree. |
-
2011
- 2011-07-01 DE DE201110078496 patent/DE102011078496A1/de not_active Withdrawn
-
2012
- 2012-06-25 EP EP12732603.1A patent/EP2726050A2/fr not_active Withdrawn
- 2012-06-25 WO PCT/EP2012/062200 patent/WO2013004530A2/fr not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2013004530A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102011078496A1 (de) | 2013-01-03 |
| WO2013004530A2 (fr) | 2013-01-10 |
| WO2013004530A3 (fr) | 2013-12-12 |
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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 |
|
| 17P | Request for examination filed |
Effective date: 20131115 |
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