MXPA00004965A - Organopolysiloxane gels for use in cosmetics - Google Patents
Organopolysiloxane gels for use in cosmeticsInfo
- Publication number
- MXPA00004965A MXPA00004965A MXPA/A/2000/004965A MXPA00004965A MXPA00004965A MX PA00004965 A MXPA00004965 A MX PA00004965A MX PA00004965 A MXPA00004965 A MX PA00004965A MX PA00004965 A MXPA00004965 A MX PA00004965A
- Authority
- MX
- Mexico
- Prior art keywords
- organopolysiloxane
- gel
- functional groups
- composition
- inhibitor
- Prior art date
Links
- 239000000499 gel Substances 0.000 title claims abstract description 91
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 74
- 239000002537 cosmetic Substances 0.000 title claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 57
- 229920005989 resin Polymers 0.000 claims abstract description 37
- 239000011347 resin Substances 0.000 claims abstract description 37
- 239000004971 Cross linker Substances 0.000 claims abstract description 21
- -1 polysiloxane backbone Polymers 0.000 claims abstract description 16
- 239000003060 catalysis inhibitor Substances 0.000 claims abstract description 7
- 238000007792 addition Methods 0.000 claims abstract description 6
- 238000009472 formulation Methods 0.000 claims abstract description 6
- 238000010008 shearing Methods 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims description 25
- 125000000524 functional group Chemical group 0.000 claims description 23
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 22
- 239000003112 inhibitor Substances 0.000 claims description 15
- 230000002401 inhibitory effect Effects 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 239000006071 cream Substances 0.000 claims description 11
- 238000001879 gelation Methods 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- 239000004615 ingredient Substances 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 9
- 210000003491 Skin Anatomy 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 6
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 claims description 6
- 238000003860 storage Methods 0.000 claims description 5
- 230000001166 anti-perspirant Effects 0.000 claims description 4
- 239000003213 antiperspirant Substances 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 229920004482 WACKER® Polymers 0.000 claims description 3
- 239000002781 deodorant agent Substances 0.000 claims description 3
- 230000001815 facial Effects 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 150000002898 organic sulfur compounds Chemical group 0.000 claims description 3
- 239000004909 Moisturizer Substances 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 230000001333 moisturizer Effects 0.000 claims description 2
- 230000037072 sun protection Effects 0.000 claims description 2
- 125000005358 mercaptoalkyl group Chemical group 0.000 claims 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000003252 repetitive Effects 0.000 claims 1
- 239000000047 product Substances 0.000 description 23
- 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 description 13
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 9
- 229920002545 silicone oil Polymers 0.000 description 8
- 239000004721 Polyphenylene oxide Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 229920000570 polyether Polymers 0.000 description 7
- 239000007787 solid Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 229910052697 platinum Inorganic materials 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 239000008406 cosmetic ingredient Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (-)-propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- 229960004063 Propylene glycol Drugs 0.000 description 2
- CXQXSVUQTKDNFP-UHFFFAOYSA-N Simethicone Chemical class C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- IUMSDRXLFWAGNT-UHFFFAOYSA-N 2,2,4,4,6,6,8,8,10,10,12,12-dodecamethyl-1,3,5,7,9,11-hexaoxa-2,4,6,8,10,12-hexasilacyclododecane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N 2,2,4,4,6,6-hexamethyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- URZHQOCYXDNFGN-UHFFFAOYSA-N 2,4,6-trimethyl-2,4,6-tris(3,3,3-trifluoropropyl)-1,3,5,2,4,6-trioxatrisilinane Chemical compound FC(F)(F)CC[Si]1(C)O[Si](C)(CCC(F)(F)F)O[Si](C)(CCC(F)(F)F)O1 URZHQOCYXDNFGN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229940039717 Lanolin Drugs 0.000 description 1
- 231100000614 Poison Toxicity 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000004416 alkarylalkyl group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 229940045985 antineoplastic drugs Platinum compounds Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- JEWCZPTVOYXPGG-UHFFFAOYSA-N ethenyl-ethoxy-dimethylsilane Chemical compound CCO[Si](C)(C)C=C JEWCZPTVOYXPGG-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- RSIHJDGMBDPTIM-UHFFFAOYSA-N ethoxy(trimethyl)silane Chemical compound CCO[Si](C)(C)C RSIHJDGMBDPTIM-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 230000003000 nontoxic Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 125000004430 oxygen atoms Chemical group O* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- GBFHNZZOZWQQPA-UHFFFAOYSA-J platinum(4+);tetrachloride;dihydrochloride Chemical compound [H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl GBFHNZZOZWQQPA-UHFFFAOYSA-J 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- KCIKCCHXZMLVDE-UHFFFAOYSA-N silanediol Chemical group O[SiH2]O KCIKCCHXZMLVDE-UHFFFAOYSA-N 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000002110 toxicologic Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- MNTALGTVSQTALQ-UHFFFAOYSA-N trihydroxy(trimethylsilyloxy)silane Chemical compound C[Si](C)(C)O[Si](O)(O)O MNTALGTVSQTALQ-UHFFFAOYSA-N 0.000 description 1
Abstract
Soft, creamy translucent and transparent gels suitable for use in cosmetic applications may be prepared by hydrosilylating an unsaturated MQ resin or its equivalent with an Si-H functional organopolysiloxane cross-linker having Si-H functionality along its polysiloxane backbone, in the presence of a low viscosity and preferably volatileorganopolysiloxanes. The stable gels obtained may be converted to creamy gels of a wide range of consistency by simple shearing. Gel firmness can be maintained through addition of a catalyst inhibitor to the gel formulation.
Description
GELES DE ORGANOPOLISi-O) iO FOR USE IN COSMETICS
TECHNICAL FIELD
The present invention relates to organopolysiloxane gels suitable for use in cosmetic applications.
FUNDAMENTALS OF THE TECHNIQUE
Organopolysiloxanes have been used in numerous cosmetic applications for many years. In some of these applications, for example, organopolysiloxanes such as silicone fluids have been employed, either in their native form as oils for vehicles of other cosmetic ingredients, or in the form of a variety of emulsions. In many of the latter cases, a surfactant is necessary in order to keep the silicone fluid in suspension or stable dispersion. On a somewhat more recent date, numerous cosmetic formulations have employed creams or pastes including organopolysiloxane gels. The U.S. Patent No. 5,654,362 describes silicone gels prepared by reacting a linear polysiloxane with functional groups Si-H with an α-β-diene, for example 1,5-hexadiene, in the presence of a platinum hydrosilylation catalyst and a silicone oil of low molecular weight. The reaction is continued until a gel forms, after which the gel
The silicone can be comminuted into a powder and used to thicken solvents, or, by the addition of additional silicone oil, to form a silicone paste. The products are used to thicken solvents such as silicone oils to a gel-like consistency. A variety of cosmetic products such as anti-perspirants, deodorants, skin creams, etc. are exposed. The use of highly flammable diene hydrocarbons in the preparation is a disadvantage. Furthermore, it is said that creams formed from solid powders do not provide acceptable properties, as indicated by U.S. Pat. No. 4,980,167, in which said formulations are said to suffer from a lack of greasiness. The U.S. Patent No. 5,859,069 describes a gelatinous composition for external treatment of the skin prepared from an organopolysiloxane elastomer powder having spherical particles with an average particle size of 1.0 to 15.0 μm, a silicone oil, and a silicone modified with polyether. The '069 patent indicates that previous formulations employing silicone resins are unsuitable for such uses, since they leave a skin feeling on the skin. The silicone modified with polyether is described as absolutely necessary; and if they are used in amounts less than 1.0% by weight, the gelation becomes insufficient and the composition becomes unsuitable for use in cosmetics. Gelatinous compositions for external treatment of the skin containing the spherical powder, 5-75% by weight of silicone oil, and 1-20% by weight of silicone modified with polyether are described.
The preparation of spherical elastomer particles is not simple. In addition, the requirement for a silicone modified with polyether increases the cost. The U.S. Patent No. 5,811,487, analogously to the '362 patent set forth above, discloses low molecular weight siloxane fluids thickened with silicone elastomers, prepared by reaction of siloxanes with Si-H functional groups and an unsaturated hydrocarbon in a,?. However, in the '487 patent, the Si-H siloxane is first partially reacted with a polyether functionalized with monoalkenyl to provide polyether functionality. It is stated that organopolysiloxane functionalized with polyether is necessary to prepare compositions containing dispersed water, in accordance with the doctrine of U.S. 5,859,069 discussed above. The U.S. Patent No. 5,760,116 describes a composition containing the hydrosilylation addition product of a linear polyorganosiloxane functionalized with alkenyl and an MQ resin with Si-H functional groups. Linear polyorganosiloxanes with monovinyl functional groups are included in formulations cited as examples such as polyorganosiloxanes functionalized with alkenyl, in addition to polyorganosiloxanes with divinyl functional groups. Uniform liquid compositions formed are prepared by first preparing a gel from these ingredients, and then dispersing the gel in an additional silicone having a viscosity of less than 1000 centistokes. Cosmetic compositions containing these silicone compositions are also disclosed.
The U.S. Patent 5,854,336 discloses a process for preparing cosmetic products that involves feeding a reactor with an elastomeric silicone composition comprised of a silicone rubber and a carrier fluid, mixing the composition in the reactor, supplying the composition from the reactor to a high-pressure pump. pressure, and from it to a device to reduce the rubber particles to smaller sizes. The device for reducing the particle size is preferably a high pressure feed homogenizer, most preferably a "sonolator" (sonolator). The use of pumps and high pressure devices such as boosters increases the cost of the product. EP 0790 055 A1 discloses compositions containing a partially crosslinked elastomer organopolysiloxane and a fatty component such as a triglyceride for use in skin care formulations or make-up formulations. It is not defined in the specification what is meant by "partially crosslinked", said memory referring to U.S. Pat. 5,266,321 for its description of suitable organopolysiloxanes. Examples of cosmetic formulations employing silicone gels are also described in PCT International Applications WO97 / 44010, WO98 / 18438, WO98 / 00105, WO98 / 00104, WO98 / 00103, WO98 / 00102, and related patents. It can be clearly seen from said patents that the range of formulations includes anti-perspirants, both liquid and solid, facial creams, humectants, and other products. It should also be evident from a review of these references that exist
UgU ^^ ^
considerable differences between the diversity of organosilicone gels. In particular, some of these gels provide an unacceptable oily sensation when this is not desired. Other gels are more difficult to produce, and unnecessarily increase the cost of the formulation. It would be desirable to be able to produce gels in a simple way from perfectly recognized and essentially non-toxic ingredients, to produce a product that avoids the fibrous touch of other gels, and that can be emulsified without the use of extremely high pressure devices, such as solders , and the like.
BRIEF DESCRIPTION OF THE INVENTION
It has now been unexpectedly discovered that organopolysiloxane gels containing a low viscosity and preferably volatile silicone oil can be easily prepared by the hydrosilylation reaction of an MQ resin having vinyl functional groups with a poly (methylhydrogen) dimethylsiloxane having Si- functionality. H in the presence of the low viscosity fluid and a small amount of platinum hydrosilylation catalyst. It has also been discovered that the addition of relatively small amounts of the hydrosilylation catalyst poisons such as organic sulfur compounds, in particular mercaptoalkyl-organopolysiloxanes, produces compositions that retain their stability for longer periods of time than when they are not used.
organic sulfur compounds. The resulting gels are non-fibrous gels that can easily homogenize to form a stable cream or paste without the use of pressure equipment or other complex mixing devices.
DESCRIPTION OF PREFERRED EMBODIMENTS
Organopolysiloxane gels < The present invention contains a preferably volatile low viscosity silicone oil, intimately associated with a gel matrix produced by the crosslinking of an MQ resin having vinyl functional groups with an organopolysiloxane having functional groups Si-H and containing functional groups. Si-H distributed along its main chain, rather than e extremes. The low viscosity and preferably volatile organopolysiloxane can be a low molecular weight oligomeric polydialkylsiloxane, or a cyclic siloxane. Most preferably, the low viscosity organopolysiloxane is an oligomeric polydimethylsiloxane or a cyclic polydimethylsiloxane. Other alkyl groups are also acceptable, for example, aryl, alkaryl, and aralkyl, of course, phenyl groups, benzyl group, C-I-C-IS alkyl groups, and the like. However, due to cost considerations and the ease of formulation, organopolyses with methyl groups attached to the silicon atoms are most preferred. Most preferably, the organopolysiloxanes are linear polydimethylsiloxanes terminated in trimethylsilyl having
average of 2 to 50 silicon atoms in the main chain of the organopolysiloxane including the trimethylsilyl end groups. If volatility is desired, the number of silicon atoms should be markedly restricted, for example to less than 10, and preferably less than 6. On the other hand, if fluids of relatively low viscosity but not volatile can be tolerated, extensions of the main chain are possible. of organopolysiloxane to larger numbers of silicon atoms, for example up to 50 or 500 silicon atoms. These non-volatile fluids should have viscosities greater than about 10 cSt, and up to about 2000 cSt. The organopolysiloxanes may also be slightly crosslinked, provided that the crosslinking does not increase the viscosity too much. The viscosity is preferably less than 100 cSt, more preferably less than 10 cSt, and most preferably, in the case of the volatile organopolysiloxanes, less than 5 cSt. Preferably, the organopolysiloxanes are volatile organopolysiloxanes. As previously indicated, volatility can be achieved in linear organopolysiloxanes by selection of oligomeric organopolysiloxanes having at most about 6 to 10 silicon atoms in the organopolysiloxane backbone. Preferably, however, cyclic organopolysiloxanes having 3 to 6 silicon atoms are used, for example hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and the like. As in linear organopolysiloxanes, groups may be present
other than methyl groups, for example CrC 8 alkyl groups) preferably C- alkyl groups, aryl groups, and the like. Additionally, and also as it happens in functional groups that
organopolysiloxane or with the ability to use these in cosmetic formulations. In particular, examples include hydroxyl (silanol) groups, alkoxy groups, for example those that are relatively stable to hydrolysis, and the like. Compounds containing reactive groups such as acetoxy groups, methoxy groups, ethoxy groups and the like should be avoided in general, unless they are maintained for a special purpose in cosmetic formulations. It is not desirable to include any compound with halo functionality in the organopolysiloxane gels. In this regard, it should be kept in mind that relatively small amounts of such groups are generally unavoidable in organosiloxane resins, due to their method of preparation. A necessary component of the organopolysiloxane gel is an MQ resin with vinyl functional groups or similar highly crosslinked resin containing M, D, Q and / or T residues. Such resins are now well known in the art. In the technique of organopolysiloxanes, the term "resin" is not applied to polymers in general, but is restricted to the use in the description of relatively highly crosslinked and often relatively high molecular weight products, produced by the reaction of silanes which are able to form three-dimensional meshes. The term M refers to units
f Sy * monofunctional, while $ tf & efgpifmno Q refers to tetrafunctional units. In other words, an MQ resin contains predominantly M units in which the silicon is bound to only SiO / 2 in the
which each silicon atom is bonded to four other oxygen atoms, resulting in a high level of crosslinking. In many MQ resins, small amounts of difunctional units R2SÍO2 / 2 and trifunctional RS.sub.O3 / 2 (units D and T, respectively) are also present. MQ resins are frequently produced by the hydrolysis of silanes such as tetraethoxysilane, vinyl dimethylethoxysilane and trimethylethoxysilane. The resulting MQ resin frequently retains a certain proportion of residual alkoxy functionality as a result of the method of its preparation, and sometimes it will also include other functionalities such as silanol functionality. A preferred MQ resin is MQ 804 resin, available from Wacker Silicones Corporation, Adrián, Mich., Which contains about 1.8 percent by weight of vinyl functional groups. MQ resins having unsaturation other than vinyl, including vinyl oxy, allyl, allyloxy, propenyl, etc., are less frequently available, but may also be used. The various unsaturated resins can be used alone or in admixture with other unsaturated resins. The organopolysiloxane crosslinking agent with Si-H functional groups is a necessary part of the present gel formulation. The Applicants have unexpectedly discovered that when Si-H-terminated organopolysiloxanes are used as crosslinkers, these gels tend to
present a fibrous touch. Rather, the crosslinker must be an organopolysiloxane with Si-H functional groups that contains at least some functional Si-H units along its polymer backbone. In addition to these Si-H functional units, it may also include or not terminal Si-H units. A preferred crosslinker is Crosslinker 525, a poly (methylhydrogen) dimethylsiloxane containing about 0.54 weight percent silicon-bonded hydrogen atoms. The ratio of moles of unsaturation in the MQ resin to moles of Si-H is preferably in the range of 0.2 to 1.5, more preferably 0.3 to 1.2, and most preferably 0.4 to 0.9. Relations from 0.85 to 0.88 have yielded very satisfactory results. A hydrosilylation catalyst is also required. Suitable hydrosilylation catalysts are well known, and are widely available from numerous sources. Preferred hydrosilylation catalysts are platinum compounds such as those described in U.S. Pat. 3,159,601, 3,159,662, 3,220,972, 3,715,334, 3,775,452, and 3,814,730, and in published German application DE 195 36176 A1, supplied in a solvent suitable for use in cosmetic formulations, such as propane diol Other solvents can also be mentioned, provided they are cosmetically acceptable, or can be removed from the gel, for example by exposure to low pressures or release of volatile materials by heating. The amounts of low viscosity silicone, MQ resin, and crosslinker are not critical, but these have to be present in such
-12 * amounts that can be obtained from a stable gel that does not separate when left at rest. If too small a quantity of MQ resin or too small amount of crosslinker is used, the composition will often remain liquid instead of gelling. If an excessively high amount of crosslinker or MQ resin is used, a gel or solid or crumbly product will be obtained. The actual quantities can be determined by simple experimentation. Preferred compositions contain from about 60% to about 90% of low viscosity organopolysiloxane, from about 5% to about 25% of MQ resin, and from about 1% to about 8% of crosslinker with Si-H functional groups. More preferably, the compositions contain from 60 to 85% by weight of volatile organopolysiloxane, 10 to 20% of MQ resin, and 1 to 5% of crosslinker. These percentages are percentages by weight based on the total weight of the gel. The preparation of the gel is carried out easily. In general, all of the ingredients except the catalyst are added and stirred slowly until a homogeneous mixture is obtained, after which the catalyst is added with continuous stirring. The composition can be left at room temperature until a gel forms, or it can be heated. Preferably, the composition is heated to a temperature between 70 C and 130 C, more preferably between 90 C and 110 C until the mixture solidifies or gels. The gelling typically takes place over the course of two to five hours, preferably within a maximum of
about three hours, and usually within about 45 minutes. The gel is then homogenized to a smooth consistency using standard high shear mixing techniques such as the use of an Ultra-Turrax mixer, or the like. High-pressure mixing techniques or mixing with recirculation are not necessary. After homogenization of the gel to a creamy consistency, numerous cosmetic ingredients may be added, such as glycerin, perfumes, emollients, lanolin, oils, pigments, U.V. absorbers, colorants, etc. Thickeners such as pyrogenic silica and other ingredients may also be added at this time to increase the viscosity of the cream to form paste-like products. The number and type of cosmetic ingredients that can be added is not very critical, and can be easily selected by a person skilled in the art. In the present application, the term "cosmetically acceptable ingredients" includes all ingredients that can be added by a cosmetic formulator and that are cosmetically acceptable for use on the skin. Many ingredients of this type are listed in standard references, for example INTERNATIONAL COSMETIC INGREDIENT DICTIONARY AND HANDBOOK, © 1997, Cosmetic Toiletry and Fragrance Assoc., Washington, D.C. The cream gels of the present invention can be used in all cosmetic formulations in which silicone emulsions and other products have been used in the past, including but not limited to
limiting, of skin care products such as antiperspirants, deodorants, sun protection products, care products after sun exposure, moisturizers, creams and lotions; colored cosmetic products, such as facial powders, eye powder, eye shadow, liquid base, liquid-to-powder bases, and lipsticks; and hair care products such as hair conditioners, boosters, and the like. Having generally described this invention, further understanding can be obtained by reference to certain specific examples that are provided herein for purposes of illustration only and are not intended to be limiting unless otherwise specified.
COMPARATIVE EXAMPLE C1
A composition was prepared using 67.9 parts of decamethylcyclopentylsiloxane, 8 parts of MQ 804 resin, and 24 parts of H-polymer 1000, an organopolysiloxane crosslinker terminated with Si-H. 0.053 parts of OL catalyst, a platinum catalyst available from Wacker Silicones, was added and the mixture was heated to 100 ° for a period of three hours. At the end of this time, it was observed that the product was still a liquid, with a viscosity of 265 centipoises.
, A * -j
COMPARATIVE EXAMPLE C2
A composition was prepared in a manner similar to Comparative Example C1, but containing 79.9 parts of decamethylcyclopentasiloxane, 8 parts of MQ 804 resin, 12 parts of H-polymer 1000, and 0.053 parts of catalyst. The product was gelled to give a fibrous gel that was unacceptable for use in cosmetic formulations.
COMPARATIVE EXAMPLE C3
A composition was prepared by diluting the gel of Example C2 to a total of 84 parts of decamethylcyclopentasiloxane and 16 parts of crosslinked polymer using a shear mixer. As in the case of Comparative Example C2, a fibrous gel was produced which is unsuitable for the preparation of cosmetics.
COMPARATIVE EXAMPLE C 4
The preparation of a gel was attempted using 67.9 parts of decamethylcyclopentasiloxane, 28 parts of MQ 804 resin, and 4 parts of EL
Crosslinker 525, together with 0.053 parts of platinum catalyst constituted by chloroplatinic acid in 1,2-propanediol. Instead of forming a gel, there was
a crumbly solid. The amount of MQ resin and crosslinker was too high for the amount of volatile silicone oil in this case.
COMPARATIVE EXAMPLE C5
An attempt was made to produce a gel using the solid of Example C4 by diluting the solid under shear until it contained 84 parts of decamethylcyclopentasiloxane and 16 parts of crosslinked silicone. A gel was produced, but the gel quickly separated, which made it unsuitable for use in cosmetic products.
EXAMPLE 1
In a method similar to Comparative Example C4, a cosmetic gel was produced using 80 parts of decamethylcyclopentasiloxane, 17.5 parts of MQ 804 resin, and 2.5 parts of EL Crosslinker 525 with 0.53 parts of platinum catalyst. There was a very nice gel that did not separate when left at rest. The gel could be homogenized with an Ultra-Turrax ™ mixer to produce a creamy, translucent gel of very mild consistency, suitable for use in cosmetic products.
. • -.-. ** < «;
Example $$ was repeated > but using 90 parts of decamethylcyclopentasiloxane, 8.21 part MZ 804, and 1.74 parts of EL Crossiinker 525. After shearing the initially formed gel, a smooth, creamy and translucent gel was produced.
EXAMPLE 3
Example 1 was repeated. After curing the composition to obtain a gel, an additional amount of decamethylcyclopentasiloxane was added. The resulting composition thus contained, in terms of starting ingredients, 85 parts of decamethylcyclopentanoxane, 13.1 parts of MQ 804 resin, and 1.87 parts of EL Crossiinker 525. Once sheared, a smooth, creamy, clear gel was obtained .
EXAMPLE 4
Example 1 was repeated, with half the catalyst level. A clear and fluid gel was obtained.
EXAMPLE 5
Example 1 was repeated using 90 parts of decamethylcyclopentasiloxane, 8.0 parts of MQ 804 resin, and 1.99 parts of EL 5 Crossiinker 525, together with 0.0263 parts of catalyst. A moist, soft and transparent gel was obtained.
EXAMPLE 6
Example 1 was repeated, with 90 parts of decamethylcyclopentasiloxane, 8.1 parts of MQ 804 resin, 1.87 parts of EL Crossiinker 525, and 0.050 parts of catalyst. After shearing, a clear, creamy gel was obtained. The above examples indicate that a large
diversity of stable, translucent and transparent gels, using an unsaturated MQ resin and a crosslinker with Si-H functional groups having Si-H functionality distributed along the main chain of the crosslinker. Comparative examples indicate that the use of crosslinkers with a,? - Si-H functional groups leads to fibrous gels, while a density of
Crosslinking that is too high, whatever the nature of the crosslinker, leads to crumbly products. It has been found that, although the gels produced by the present process are "stable", that is to say they do not separate in two or more phases nor solidify to give "crumbly" or solid products,
, * & amp; -.
the "hardness" of the gel actually increases somewhat over time. This increase in hardness is not a fatal defect, but it has to be considered during manufacture if it is intended to produce a gel with defined target characteristics. It is believed that this increase in gel hardness affects other gels produced by hydrosilylation reactions. The Applicants have discovered that the smoothness of hydrosilylation type gels can be maintained over time if a comparatively small but effective amount of a hydrosilylation catalyst inhibitor is added to the formulation, preferably after initial gelation. When such inhibitors are used, the level of catalyst generally has to be increased slightly, even though the hydrosilylation reaction has already been largely completed at this time. The catalyst inhibitors can be selected from all inhibitors of the available hydrosilylation catalysts. However, since the gels are intended for cosmetic formulations, some inhibitors may not be advisable for toxicological reasons, or by user acceptance. For example, compounds such as dodecanethiol should be avoided due to their odor. However, in perfumed cosmetics, or in cases where very small amounts are used, even these inhibitors may be acceptable. The amount of inhibitor generally ranges from about 0.001 to about 2 parts by weight, preferably 0.01 part to 1 part by weight based on a total gel weight of 100 parts. More preferably, 0.05 parts to 0.5 parts are used, and
most preferably 0.1 part to 0.4 parts. The amount is preferably sufficient to cause any increase or only a very little increase in hardness over a period of two weeks of storage at the amylion temperature. Whether the inhibitors are preferably added after gelation, or once gelation has started, the inhibitor can be added at the same time or even before the addition of the catalyst. In such cases an additional amount of catalyst may be required.
EXAMPLE 7
Example 1 is repeated, with 81.8 parts of decamethylcyclopentasiloxane, 15.7 parts of MQ 804 resin, 2.24 parts of EL Crossiinker 525, and 0.100 parts of catalyst. The gelation is carried out as in the previous examples, by stirring at 90 ° -110 ° for a sufficient period of time. In this example, gelation is observed after 33 minutes (temperature increase approximately 2.5 ° C / min). After this initial observation of the gelation, stirring and heating are maintained for 1 hour. After this cooling with water is implemented. The cooling is carried out at a rate of approximately -1 ° C / min. When the material reaches 50 ° C, the inhibitor is added, 0.2 part of mercaptopropylsilyl scissiloxane. The gel is then sheared. HE
it keeps
Example 7 is repeated, with 79.8 parts of decamethylcyclopentasiloxane, 17.41 parts of MQ 804 resin, 2.49 parts of EL Crossiinker 525, and 0.100 parts of catalyst. After gelation, 0.2 part of mercaptopropylsilyl scissiloxane is added with stirring. After that the gel is subjected to shear. A creamy, translucent gel is obtained whose softness does not change significantly during two weeks of storage. By the term "creamy", referred to the gel, it is understood that the initial gel has been sheared to a vcremosa consistency. The resulting creamy gel can be poured or relatively rigid, depending on the case. The presence of the term "creamy" differentiates these sheared gels, which may be transparent, translucent, or opaque, from the gels formed immediately by gelation of the reactive ingredients. The terms "one" and "one" in the claims mean "one or more" unless otherwise specified.
Similarly to Ejemr jp &e prepared a storage stable creamy gel from 79.60 parts of decamethylcyclopentasiloxane, 17.36 parts of MQ 804 resin, and 2.48 parts of EL Crossiinker 525, and it was converted into a gel with the aid of 0.523 parts of hexachloroplatinic acid dissolved in 1,2-propanediol. The gelation was carried out by stirring while heating at 100 ° C for a period of 1 hour. After 38 minutes (93 ° C), it is observed that the mixture has gelled. After 1 hour, the heat source is removed and the product is cooled to 55 ° C for 40 minutes. The mixture is subjected to shear by recirculation through a Super-Dispax® IKA SD41 mixer operating at 9600 rpm and at an inlet pressure of less than 10 psi (0.7 kg / cm2) for approx. 15 hours. The inhibitor, 0.5 parts of mercaptopropylsilyl scisiloxane, is incorporated with stirring into the resulting cream gel using a helix-type mixer at 800 rpm. The product is a soft and creamy gel stable to storage, which stays soft and creamy over a period of 6 weeks. While embodiments of the invention have been illustrated and described, it is not intended that these embodiments illustrate and describe all possible forms of the invention. Instead, the terms used in the specification are terms of description rather than limitation, and it should be understood that various changes may be made without departing from the spirit and scope of the invention.
Claims (1)
- 4. - The composition di ^? S í vindication 3, in which the repetitive siloxane moieties of said low viscosity organopolysiloxane comprise dimethylsiloxy groups. 5. The composition of claim 1, wherein said organopolysiloxane with functional groups Si-H is a poly (methylhydrogen) (dimethyl) siloxane. 6. The composition of claim 1, wherein said low viscosity organopolysiloxane is present in an amount of 75% a 90%, said unsaturated organopolysiloxane is present in an amount of about 5% to about 25%, and said Si-H functional group crosslinker is present in an amount of about 1-8%. 7. The composition of claim 1, wherein said low viscosity organopolysiloxane is present in an amount of 80% to 90%, said unsaturated organopolysiloxane is present in an amount of about 10% to about 20%, and said crosslinker with functional groups Si-H is present in an amount of about 1-5%. 8. The composition of claim 1, in which, prior to shearing, additional low viscosity organopolysiloxane is added. 9. The composition of claim 1, further comprising an amount of hydrosilylation catalyst inhibitor effective to reduce changes in said creamy gel softness during storage. 10. - The composition 9, wherein said inhibitor is a siloxane with mercaptoalkyl functional groups. 11. The composition of the rejection in which said inhibitor is a silsesquisiloxane with mercaptoalkyl groups or a low viscosity polyorganosiloxane functionalized with mercaptoalkyl. 12. A process for the preparation of a creamy gel suitable for cosmetic applications, said process comprising: a) providing a composition comprising, a) i a low viscosity organopolysiloxane, a) ii an unsaturated organopolysiloxane resin, a) iii an organopolysiloxane with functional groups Si-H carrying Si-H functional groups along the polysiloxane backbone; b) subjecting to hydrosilylation a) ii with a) iii to form a gel; c) shearing said gel to form a creamy gel. 13. The process of claim 12, further comprising a) iv an effective amount as a hydrosilylation promoter of a hydrosilylation catalyst. 14. The process of claim 13, further comprising adding an amount that reduces the change in smoothness of a hydrosilylation catalyst inhibitor. 15. The process of claim 14, wherein said inhibitor is added during or following step b). 16. A cosmetic preparation comprising the creamy gel of claim 1 and cosmetically acceptable ingredients. 17. - The basic preparation of claim 16, wherein said preparation is selected from antiperspirants, deodorants, sun protection products, sun care products, moisturizers, face creams, hand creams, lotions for the skin, facial powders, eyeshadow, liquid base, liquid-powder bases, lipsticks, hair conditioners, and volume boosters. 18. A process for reducing the smoothness change of creamy organopolysiloxane gels containing more than 60 weight percent of low viscosity organopolysiloxane and a gelation composition prepared by hydrosilylation of an unsaturated hydrocarbon or an organopolysiloxane having functional groups of unsaturated hydrocarbon with an organopolysiloxane having Si-H functional groups in the presence of a hydrosilylation catalyst, said process comprising adding an effective amount against the change in smoothness of a hydrosilylation catalyst inhibitor. 19. The process of claim 17, wherein said inhibitor of the hydrosilylation catalyst is an organic sulfur compound. 20. The process of claim 17, wherein said inhibitor comprises an organopolysiloxane with mercaptoalkyl functional groups. 21. The process of claim 17, wherein said inhibitor comprises a mercaptopropylsilychisquisoxane. Soft, creamy, translucent and transparent gels suitable for use in cosmetic applications may be prepared by hydrosi-tation of an unsaturated MQ resin or its equivalent with an organopolysiloxane crosslinker with Si-H functional groups having Si-H functional groups throughout its polysiloxane backbone, in the presence of a low viscosity and preferably volatile organopolysiloxane. The stable gels obtained can be turned into cream gels with a wide range of consistency by simple shearing. The stability of the gel can be maintained by addition of a catalyst inhibitor to the gel formulation. WACKER / mmr * P00 / 688
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US09317093 | 1999-05-22 |
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Publication Number | Publication Date |
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MXPA00004965A true MXPA00004965A (en) | 2001-11-21 |
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