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Olefin wax, silicone-modified olefin waxes, silicone-base cold-setting compositions made by using the same, and cosmetics containing the same

a technology of silicone-modified olefin wax and olefin wax, which is applied in the field of olefin wax and silicone-modified olefin wax, can solve the problems of insufficient performance of silicone-modified polyethylene wax, inability to obtain homogeneous silicone-modified polyethylene wax, etc., and achieves excellent usability, light spreading feeling, and strong repellency against sweat and water.

Inactive Publication Date: 2006-06-29
MITSUI CHEM INC +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0007] It is an object of the present invention to provide an olefin wax, which is employable for synthesizing a silicone-modified olefin wax, and a high-purity silicone-modified polyolefin wax obtained by the reaction of the olefin wax with hydrogen silicone. It is another object of the invention to provide cosmetics containing the silicone-modified polyolefin wax. By virtue of inclusion of the silicone-modified polyolefin wax, the cosmetics give lightly-spreading feeling and refreshing feeling when used, specifically, they are free from tackiness and heaviness (heavy to the touch) when painted, are dry and spread lightly, and the skin after painted is dry and smooth to the touch. Further, the cosmetics have strong repellency against sweat and water, have excellent usability, specifically, ability of imparting softness, smoothness, emollient effect and natural gloss without impairing moderate transpiration of moisture by paining, and have favorable temporal stability. SUMMARY OF THE INVENTION

Problems solved by technology

In case of use of the polyethylene oxide wax, however, there is a disadvantage that a homogeneous silicone-modified polyethylene wax cannot be obtained even if the polyethylene oxide wax is modified with silicone, because the number of carboxyl groups in one molecule of the wax is 1 or less.
In this case, however, since a polyethylene wax containing plural double bonds is used as an addition-reaction raw material in the addition reaction, there is a disadvantage that unless expensive hydrogen silicone having only one SiH bond in one molecule is used as hydrogen silicone to be reacted with the polyethylene wax, the silicone wax obtained after the reaction is crosslinked to gel.
In case of use of the polyethylene oligomer having a carboxyl group at one terminal, there is a disadvantage that a silicone-modified polyethylene wax of high purity cannot be obtained because the polyethylene oligomer usually has a low purity of about 80%, and there is a disadvantage that a high-purity polyethylene oligomer having a carboxyl group at one terminal has a low molecular weight of about 400, so that if such a polyethylene oligomer is used, performance of a wax is not sufficiently exhibited.
However, such conventional cosmetics cannot avoid oiliness, tackiness and oil film feeling, so that cosmetics to which silicone oils such as dimethylpolysiloxane have been blended in order to inhibit oiliness, tackiness and oil film feeling are also known.
The silicone oils have light spread, and superior smoothness and water repellency, but on the other hand, there are disadvantages that they have poor compatibility with hydrocarbon-based liquid oils, and because of low surface tension, they diffuse rapidly and have poor durability.
In case of the compound wherein an alkyl group or a long-chain aliphatic ester group is introduced into the silicone chain, however, it is difficult to smoothly solidify the silicone oil itself, and it is general to allow a liquid oil agent, such as ester oil, triglyceride oil or paraffinic oil, to coexist in order to improve affinity of the silicone oil for waxes and thereby solidify the silicone oil.
In case of the acrylate silicone, the silicone oil forms a solid even if it is used alone, but the solid is resinous and lacks smoothness required for cosmetics.
That is to say, in the existing circumstances, any solid sufficiently exhibiting properties of silicone oils and having satisfactory smoothness has not been obtained yet.

Method used

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  • Olefin wax, silicone-modified olefin waxes, silicone-base cold-setting compositions made by using the same, and cosmetics containing the same
  • Olefin wax, silicone-modified olefin waxes, silicone-base cold-setting compositions made by using the same, and cosmetics containing the same
  • Olefin wax, silicone-modified olefin waxes, silicone-base cold-setting compositions made by using the same, and cosmetics containing the same

Examples

Experimental program
Comparison scheme
Effect test

example 2

(Example 2 of the Metallocene Compound)

[0061] Another example of the metallocene compound is a metallocene compound represented by the following formula (3) that is described in Japanese Patent Laid-Open Publication No. 4-268307 / 1992.

[0062] In the formula, M1 is a transition metal of Group 4 of the periodic table, specifically, titanium, zirconium or hafnium. R11 and R12 are each independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an aryl group of 6 to 10 carbon atoms, an aryloxy group of 6 to 10 carbon atoms, an alkenyl group of 2 to 10 carbon atoms, an arylalkyl group of 7 to 40 carbon atoms, an alkylaryl group of 7 to 40 carbon atoms, an arylalkenyl group of 8 to 40 carbon atoms or a halogen atom. R11 and R12 are each preferably a chlorine atom.

[0063] In the formula (3), R13 and R14 are each independently a hydrogen atom, a halogen atom, an alkyl group of 1 to 10 carbon atoms which may be halogenated, an aryl group of...

example 3

(Example 3 of the Metallocene Compound)

[0068] As the metallocene compound, a metallocene compound represented by the following formula (4) is also employable.

[0069] In the formula (4), M3 is a transition metal atom of Group 4 of the periodic table, specifically, titanium, zirconium or hafnium. R24 and R25 are each independently a hydrogen atom, a halogen atom, a hydrocarbon group of 1 to 20 carbon atoms, a halogenated hydrocarbon group of 1 to 20 carbon atoms, a silicon-containing group, an oxygen-containing group, a sulfur-containing group, a nitrogen-containing group or a phosphorus-containing group. R24 is preferably a hydrocarbon group and is particularly preferably an alkyl group of 1 to 3 carbon atoms, such as methyl, ethyl or propyl. R25 is preferably a hydrogen atom or a hydrocarbon group and is particularly preferably a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, such as methyl, ethyl or propyl. R26, R27, R28 and R29 are each independently a hydrogen atom, a h...

example 4

(Example 4 of the Metallocene Compound)

[0071] As the metallocene compound, a metallocene compound represented by the following formula (5) is also employable.

[0072] In the formula (5), M3, R24, R25, R26, R27, R28 and R29 have the same definitions as those in the formula (4). Of R26, R27, R28 and R29, two groups including R26 are each preferably an alkyl group, and “R26 and R28” or “R28 and R29” are preferably alkyl groups. This alkyl group is preferably a secondary or tertiary alkyl group, and may be an alkyl group substituted with a halogen atom or a silicon-containing group. Examples of the halogen atoms and the silicon-containing groups include the substituents previously exemplified for R24 and R25. Of R26, R27, R28 and R29, a group other than an alkyl group is preferably a hydrogen atom. Two groups selected from R26, R27, R28 and R29 may be bonded to each other to form a monocyclic or polycyclic ring other than an aromatic ring. Examples of the halogen atoms include the same ...

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Abstract

An olefin wax (A) is (i) a copolymer (A1) obtained by copolymerizing ethylene and at least one diene or a copolymer (A2) obtained by copolymerizing ethylene, at least one olefin selected from α-olefins of 3 to 12 carbon atoms and at least one diene; wherein (ii) the content of unsaturated groups per one molecule is in the range of 0.5 to 3.0 groups; (iii) the density is in the range of 870 to 980 kg / m3; (iv) the melting point is in the range of 70 to 130° C.; (v) the number-average molecular weight is in the range of 400 to 5,000; and (vi) the ratio (Mw / Mn) of the weight-average molecular weight to the number-average molecular weight is not more than 4.0. A silicone-modified olefin wax can be obtained by reacting hydrogen silicone with the olefin wax (A). Cosmetics contain the silicone-modified olefin wax.

Description

TECHNICAL FIELD [0001] The present invention relates to an olefin wax and a silicone-modified olefin wax obtained from the olefin wax. The invention also relates to a silicone-modified room temperature-solidifying composition containing the silicone-modified olefin wax, and to cosmetics using the silicone-modified olefin wax and / or the silicone-modified room temperature-solidifying composition. More particularly, the invention relates to cosmetics containing a specific silicone-modified olefin wax and thereby giving lightly-spreading feeling and refreshing feeling when used; having strong repellency against sweat and water; having excellent effects that softness, smoothness, emollient effect and natural gloss are imparted by paining; and having favorable temporal stability. BACKGROUND OF THE INVENTION [0002] In the syntheses of silicone-modified olefin waxes, use of various polyethylene oligomers, such as polyethylene oxide wax, acid anhydride-modified polyethylene wax and polyethyl...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K8/89C08L91/00A61K8/81A61K8/891A61K8/892A61K8/894A61K8/895A61Q1/02A61Q1/06A61Q1/10A61Q1/12A61Q5/00A61Q5/12A61Q15/00A61Q17/04A61Q19/00C08F8/00C08F8/42C08F210/00C08F210/02C08F210/18C08G81/00C08L101/00
CPCA61K8/8194A61K8/891A61K8/894A61K8/895A61Q1/02A61Q1/06A61Q1/10A61Q1/12A61Q5/00A61Q5/12A61Q15/00A61Q17/04A61Q19/00C08F8/42C08F210/02C08F210/18C08F10/00C08F236/20C08F2500/25C08F2500/02C08F2500/23C08F2500/03C08F236/00C08F210/06C08F4/65908C08F2420/02C08F4/6592C08F8/00
Inventor TOYODA, HIDEOUOSAKI, HIROTAKAKAN, KOUJIROICHINOHE, SHOJISHIMIZU, TORU
Owner MITSUI CHEM INC
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