Crosslinked organopolysiloxane copolymer blend and gel composition comprising same

A crosslinked organopolysiloxane copolymer blend, formed by reacting specific silicone compounds with a benzotriazole-based compound, addresses the issue of UV protection factor decline in cosmetic compositions, ensuring long-term stability and usability.

WO2025150947A1PCT designated stage expired Publication Date: 2025-07-17KCC SILICONE CORP
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Patent Information

Application Number
PCT/KR2025/000551
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2025-01-08
Filing Date
2025-01-09
Publication Date
2025-07-17

AI Technical Summary

Technical Problem

Gel-type silicone-containing copolymer blends used in cosmetic compositions experience a rapid decrease in UV protection factor over time during storage and use, necessitating the development of a formulation that maintains UV protection stability and usability.

Method used

A crosslinked organopolysiloxane copolymer blend is created by reacting organohydrogenpolysiloxane, organopolysiloxane with reactive unsaturated groups, and a benzotriazole-based compound in the presence of a platinum catalyst, with a benzotriazole content of 10.0 wt% or less, to enhance UV protection and storage stability.

Benefits of technology

The crosslinked organopolysiloxane copolymer blend effectively prevents a decrease in the UV protection factor and ensures excellent storage stability and usability, maintaining high UV absorption efficacy over time.

✦ Generated by Eureka AI based on patent content.

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    Figure PCTKR2025000551-APPB-IMG-000003
Patent Text Reader

Abstract

The present invention relates to a crosslinked organopolysiloxane copolymer blend and a gel composition comprising same. Specifically, a polyorganopolysiloxane copolymer blend is a crosslinked organopolysiloxane copolymer blend obtained by reacting an organohydrogenpolysiloxane containing at least one silicon-bonded hydrogen atom per molecule, an organopolysiloxane containing reactive unsaturated groups at both ends thereof, and a benzotriazole-based compound containing reactive unsaturated groups in the presence of a platinum catalyst, wherein the content of the benzotriazole-based compound in the crosslinked organopolysiloxane copolymer blend may be 10.0 wt% or less.
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Description

Crosslinked organopolysiloxane copolymer blend and gel composition comprising the same

[0001] This application claims the benefit of priority to Korean Patent Application No. 10-2024-0003327, filed January 9, 2024, and Korean Patent Application No. 10-2025-0003012, filed January 8, 2025, the entire contents of which are incorporated herein by reference.

[0002] The present invention relates to a crosslinked organopolysiloxane copolymer blend and a gel composition containing the same.

[0003] Recently, as interest in UV protection for anti-aging has increased, interest in UV blocking agents that can exhibit higher UV protection effects than before has also increased. To this end, methods of increasing the content of metal oxides in cosmetic compositions or using organic / inorganic UV absorbers in combination are emerging.

[0004] Meanwhile, silicone exhibits high compatibility with the aforementioned organic / inorganic UV absorbers and is used as a raw material in various fields, such as cosmetic compositions, due to its excellent stability and usability. In particular, the silicone applied to cosmetic compositions is typically a modified silicone copolymer produced by reacting an alkenyl group-containing polysiloxane with a Si-H group-containing hydrogenpolysiloxane.

[0005] When using a gel-type silicone-containing copolymer blend to improve the feel of a sunscreen, there was a problem in that the UV protection factor rapidly decreased over time during storage and use compared to a product that did not use a gel-type silicone-containing copolymer blend.

[0006] Accordingly, there is a need for the development of a gel-type silicone-containing copolymer blend that can suppress the decrease in UV protection factor even after long-term storage and use.

[0007] The present invention is intended to solve the above problems, and to provide a crosslinked organopolysiloxane copolymer blend and a gel composition containing the same, which can secure excellent storage stability and prevent a decrease in UV protection factor even when used for a long period of time.

[0008] According to one embodiment, the present invention provides a crosslinked organopolysiloxane copolymer blend obtained by reacting an organohydrogenpolysiloxane including a hydrogen atom bonded to at least one silicon atom in one molecule, an organopolysiloxane including a reactive unsaturated group at both terminals, and a benzotriazole-based compound containing a reactive unsaturated group in the presence of a platinum catalyst, wherein the content of the benzotriazole-based compound in the crosslinked organopolysiloxane copolymer blend is 10.0 wt% or less.

[0009] According to another embodiment, the present invention provides a gel composition comprising the crosslinked organopolysiloxane copolymer blend.

[0010] The cross-linked organopolysiloxane copolymer blend according to the present invention effectively suppresses the reduction of the UV protection factor by containing a benzotriazole-based compound having an ultraviolet (UVA and UVB) absorption function within its structure. In addition, the cross-linked organopolysiloxane copolymer blend according to the present invention includes a cross-linked structure using an organopolysiloxane containing a reactive unsaturated group, thereby realizing excellent storage stability and usability.

[0011] Therefore, the gel composition of the present invention including such a crosslinked organopolysiloxane copolymer blend can ensure excellent usability and storage stability, and has an excellent ultraviolet absorption effect, so that it can effectively suppress a decrease in the ultraviolet protection factor due to gel use.

[0012] Hereinafter, the present invention will be described in more detail.

[0013] Meanwhile, in the present specification, the substituents including “alkyl” and other “alkyl” moieties are organic radicals derived from aliphatic hydrocarbons by the removal of one hydrogen, and include both straight-chain and branched-chain forms.

[0014] Additionally, in this specification, “alkoxy” means alkyl-O-*, wherein said alkyl follows the definition described above.

[0015] Additionally, in this specification, "alkylene" may be an organic radical derived from an aliphatic hydrocarbon by the removal of two hydrogens, and only branched-chain alkylene is disclosed in this specification.

[0016] Additionally, in this specification, “halogen” means a fluorine (F), chlorine (Cl), bromine (Br), or iodine (I) atom.

[0017] Additionally, the term "includes" in this specification is an open-ended description having the equivalent meaning of expressions such as "comprises," "contains," "has," or "characterizes," and does not exclude additional elements, materials, or processes not listed.

[0018] In addition, units used in this specification without special mention are based on weight, and for example, units of % or ratio mean weight% (wt%) or weight ratio.

[0019] In addition, in this specification, "molecular weight" means weight average molecular weight (Mw) unless otherwise defined, and the weight average molecular weight (Mw) can be measured using gel permeation chromatography (GPC). For example, a sample of a certain concentration (0.5 wt% in THF) is prepared by filtering it using a 0.2 μm PTFE filter, and then a standard sample (Polystyrene (Agilent EasiCal PS-1)) and a sample are injected into a GPC instrument (Manufacturer; Waters, Model name; Alliance e2695 / 2414D (60℃) Eluent: THF (1.0 mL / min), Inj. Volume: 100 μL, Calibration: 580 to 2,403,000 Da), and analyzed with a refractive index detector to calculate the molecular weight.

[0020] In this specification, “viscosity” can be measured using a Brookfield viscometer (BROOKFIELD HBDV, Spindle #93, 2.5 rpm) or a Brookfield viscometer (BROOKFIELD HV, Spindle #18, 14 rpm).

[0021]

[0022] [Crosslinked organopolysiloxane copolymer blend]

[0023] The crosslinked organopolysiloxane copolymer blend according to the present invention can be obtained by reacting an organohydrogen polysiloxane containing a hydrogen atom bonded to at least one silicon atom in one molecule, an organopolysiloxane containing reactive unsaturated groups at both terminals, and a benzotriazole-based compound containing at least a reactive unsaturated group in the presence of a platinum catalyst, and the content of the benzotriazole-based compound in the crosslinked organopolysiloxane copolymer blend can be 10.0 wt% or less.

[0024]

[0025] Hereinafter, the components of the crosslinked organopolysiloxane copolymer blend of the present invention will be described in more detail.

[0026]

[0027] (1) Organohydrogenpolysiloxane

[0028] The above organohydrogenpolysiloxane is a main component of a crosslinked organopolysiloxane copolymer blend, and is a material that forms a crosslinking reaction with the organopolysiloxane described below, and may include a hydrogen group (SiH) directly bonded to silicon in its side chain. Specifically, the above organohydrogenpolysiloxane may be represented by the following chemical formula 1.

[0029] [Chemical Formula 1]

[0030]

[0031] In the above chemical formula 1,

[0032] R1 to R9 are each independently an alkyl group having 1 to 10 carbon atoms,

[0033] a is an integer between 5 and 250,

[0034] b is an integer between 1 and 150.

[0035] Specifically, in the above chemical formula 1, R1 to R9 are each independently an alkyl group having 1 to 7 carbon atoms, a is an integer of 5 to 150, and b can be an integer of 1 to 130.

[0036] In addition, in the above chemical formula 1, R1 to R9 are each independently an alkyl group having 1 to 5 carbon atoms, a is an integer of 10 to 150, and b can be an integer of 1 to 125.

[0037] At this time, the alkyl group may be linear or branched.

[0038] Specifically, the organohydrogenpolysiloxane represented by the above chemical formula 1 may include a compound represented by the following chemical formula 1A.

[0039] [Chemical Formula 1A]

[0040]

[0041] In the above chemical formula 1A,

[0042] a is an integer from 5 to 250, and b is an integer from 1 to 150.

[0043]

[0044] Meanwhile, the organohydrogenpolysiloxane may have a content of hydrogen groups (SiH) directly bonded to silicon of 0.05 to 20.0 mmol / g, specifically 0.05 to 17.0 mmol / g, and more specifically 0.1 to 15.0 mmol / g.

[0045] When the content of hydrogen groups (SiH) directly bonded to silicon of the organohydrogenpolysiloxane is within the above range, the crosslinking density of the produced crosslinked organopolysiloxane copolymer blend can be appropriately controlled, so that subsequent mixing with a diluent can be performed well, thereby enabling the production of a uniform paste. Specifically, when the content of hydrogen groups (SiH) directly bonded to silicon of the organohydrogenpolysiloxane is 0.05 mmol / g or more, the crosslinking density of silicone can be controlled, thereby changing oil absorbency and improving usability and adhesion. In addition, when the content of hydrogen groups (SiH) directly bonded to silicon of the organohydrogenpolysiloxane is 20.0 mmol / g or less, the crosslinking density within the crosslinked organopolysiloxane copolymer blend can be controlled, thereby preventing a decrease in viscosity, thereby improving usability such as stickiness.

[0046] Additionally, the weight average molecular weight (Mw) of the organohydrogenpolysiloxane may be 300 to 25,000 g / mol, specifically 1,000 to 25,000 g / mol or 1,000 to 15,000 g / mol.

[0047] When the weight average molecular weight of the organohydrogenpolysiloxane is within the above range, the crosslinked organopolysiloxane copolymer blend thus manufactured can secure an appropriate viscosity, thereby providing a light spreadability, less stickiness, and improved adhesion in terms of usability. That is, when the weight average molecular weight of the organohydrogenpolysiloxane is 300 g / mol or more, oil absorbency is improved, thereby providing a soft usability and excellent adhesion. In addition, when the weight average molecular weight of the organohydrogenpolysiloxane is 25,000 g / mol or less, the crosslinking density of the crosslinked organopolysiloxane copolymer blend thus manufactured can be improved, thereby reducing viscosity and improving usability such as stickiness.

[0048] Additionally, the organohydrogenpolysiloxane may be included in the crosslinked organopolysiloxane copolymer blend in an amount of 10 wt% to 95 wt%, and specifically, in an amount of 10 wt% to 88 wt%.

[0049] When the content of the organohydrogenpolysiloxane satisfies the above range, the crosslinking density of the crosslinked organopolysiloxane copolymer blend thus produced can be controlled to improve the physical properties and usability of the gel composition described below. Specifically, when the content of the organohydrogenpolysiloxane is 10 wt% or more, the crosslinking density and oil absorption of the crosslinked organopolysiloxane copolymer blend thus produced can be improved, thereby obtaining an excellent usability. In addition, when the content of the organohydrogenpolysiloxane is 98 wt% or less, an appropriate crosslinking density of silicone is formed, thereby ensuring an excellent oil absorption and usability.

[0050]

[0051] (2) Organopolysiloxane having a reactive unsaturated group at both ends

[0052] The crosslinked organopolysiloxane copolymer blend of the present invention may include an organopolysiloxane having reactive unsaturated groups at both terminals so as to form a crosslinking reaction with the organohydropolysiloxane.

[0053] The organopolysiloxane containing the above reactive unsaturated group does not contain a Si-H group in its structure, and contains an alkenyl group and a polysiloxane group at the terminal as represented by the following chemical formula 2, and thus can form a crosslinking bond with organohydrogenpolysiloxane. Therefore, it has the advantage of improving the usability of the crosslinked organopolysiloxane copolymer blend and the gel composition described below and increasing the formulation stability.

[0054] [Chemical Formula 2]

[0055]

[0056] In the above chemical formula 2,

[0057] R 10 and R 15 are each independently an alkenyl group having 2 to 5 carbon atoms,

[0058] R 11 Inland R 14 are each independently an alkyl group having 1 to 10 carbon atoms,

[0059] n is an integer from 1 to 600.

[0060]

[0061] Specifically, in the above chemical formula 2, R 10 and R 15 are each independently an alkenyl group having 2 to 4 carbon atoms, and R 11 Inland R 14 are each independently an alkyl group having 1 to 7 carbon atoms, and n is an integer from 1 to 570.

[0062] Also, in the above chemical formula 2, R 10 and R 15 are each independently an alkenyl group having 2 to 3 carbon atoms, and R 11Inland R 14 are each independently an alkyl group having 1 to 5 carbon atoms, and n is an integer from 1 to 550.

[0063] At this time, the alkyl group and alkenyl group may be linear or branched.

[0064] Specifically, the organopolysiloxane containing a reactive unsaturated group represented by the above chemical formula 2 may include a compound represented by the following chemical formula 2A.

[0065] [Chemical Formula 2A]

[0066]

[0067] In the above chemical formula 2A,

[0068] n is an integer from 1 to 600.

[0069]

[0070] Meanwhile, the alkenyl group content in the organopolysiloxane structure may be 0.01 to 15.0 mmol / g, specifically 0.01 to 10.0 mmol / g, and preferably 0.03 to 7.0 mmol / g.

[0071] When the alkenyl group content of the organopolysiloxane satisfies the above range, the oil absorption capacity is increased by controlling the crosslinking density, thereby improving the viscosity of the gel composition described below. Specifically, when the alkenyl group content of the organopolysiloxane is 0.01 mmol / g or more, the crosslinking density of the produced crosslinked organopolysiloxane copolymer blend can be increased, the oil absorption capacity can be increased, and the viscosity can be improved. In addition, when the alkenyl group content of the organopolysiloxane is 15.0 mmol / g or less, the crosslinking density of the produced crosslinked organopolysiloxane copolymer blend is prevented from increasing excessively, thereby increasing the oil absorption capacity, and when applied to a formulation, a thickening effect and an improved usability effect can be achieved.

[0072] In addition, the organopolysiloxane may have a viscosity of 10 to 10,000 mPa·s, or 10 to 1,000 mPa·s at 25°C. When the viscosity of the organopolysiloxane satisfies the above range, excellent oil absorption and usability can be realized.

[0073] In addition, the organopolysiloxane may have a weight average molecular weight (Mw) of 100 to 40,000 g / mol, or 100 to 35,000 g / mol. When the weight average molecular weight of the organopolysiloxane satisfies the above range, the crosslinking density of the produced crosslinked organopolysiloxane copolymer blend can be controlled, thereby increasing oil absorption, thereby obtaining a soft feeling of use and excellent adhesion.

[0074] Meanwhile, the organopolysiloxane containing the reactive unsaturated group may be mixed in an amount of 5 to 1,000 parts by weight, specifically 5 to 800 parts by weight, and preferably 5 to 700 parts by weight, based on 100 parts by weight of the organohydrogenpolysiloxane. That is, when the content ratio of the organopolysiloxane containing the reactive unsaturated group to the organohydrogenpolysiloxane is 10 parts by weight or more, sufficient crosslinking density is secured to control oil absorption, thereby obtaining a matte feel. In addition, when the content ratio of the organopolysiloxane containing the reactive unsaturated group to the organohydrogenpolysiloxane is 1,000 parts by weight or less, the crosslinking density is lowered, thus increasing oil absorption and lowering viscosity, thereby obtaining a soft and adhesive feel.

[0075]

[0076] Meanwhile, the organopolysiloxane unit forming a crosslinked structure in the crosslinked organopolysiloxane copolymer blend may be included in an amount of 5.0 wt% to 99.0 wt%, specifically 5.0 wt% to 95.0 wt%, and preferably 5.0 wt% to 90.0 wt%.

[0077] When the organopolysiloxane unit content is 5.0 wt% or more, the SPF UV protection performance and viscosity of the cross-linked organopolysiloxane copolymer blend produced can be increased, and the usability of the gel composition described below can be improved. In addition, when the organopolysiloxane unit content is 99.0 wt% or less, the viscosity of the cross-linked organopolysiloxane copolymer blend produced can be controlled, thereby improving the usability and UV protection performance when applying the formulation.

[0078]

[0079] (3) Benzotriazole compounds containing reactive unsaturated groups

[0080] Additionally, the crosslinked organopolysiloxane copolymer blend of the present invention may include a benzotriazole-based compound containing a reactive unsaturated group.

[0081] The benzotriazole compound containing the above reactive unsaturated group is an ultraviolet absorbent or blocker having both UV-A and UV-B absorption properties, and as represented by the following chemical formula 3, it contains a radical-containing functional group at the terminal, and thus has the advantage of preventing a decrease in the ultraviolet protection factor by complementing the limitations of organohydrogenpolysiloxane through a crosslinking reaction with organohydrogenpolysiloxane.

[0082] [Chemical Formula 3]

[0083]

[0084] In the above chemical formula 3,

[0085] Y is at least one selected from an alkyl group having 1 to 8 carbon atoms, a halogen group, and an alkoxy group having 1 to 4 carbon atoms,

[0086] X is O or NH,

[0087] Z is hydrogen or an alkyl group having 1 to 4 carbon atoms,

[0088] o is an integer from 0 to 3, r and p are 0 or 1, and q is an integer from 1 to 10.

[0089] Specifically, in the above chemical formula 3, Y may be a C1-C8 alkyl group, X represents O or NH, Z represents hydrogen, o is an integer from 1 to 3, r and p are 0 or 1, and q may be an integer from 1 to 7.

[0090] In addition, in the above chemical formula 3, Y may be a C1-C5 alkyl group, X represents O or NH, Z represents hydrogen, o is an integer from 1 to 3, r and p are 0 or 1, and q may be an integer from 1 to 5.

[0091] Meanwhile, in the above chemical formula 3, o may be an integer of 2 or 3, and in this case, when Y is an alkoxy group having 1 to 4 carbon atoms, adjacent Ys on the same aromatic ring may combine with each other to form an alkylidene dioxy group containing an alkylidene group having 1 to 2 carbon atoms.

[0092] Specifically, the benzotriazole compound containing a reactive unsaturated group represented by the above chemical formula 3 may be 2-allyl drometrizole (CAS No.: 2170-39-0) represented by the following chemical formula 3A or methallyl drometrizole (CAS No.: 98809-58-6) represented by the following chemical formula 3B.

[0093] [Chemical Formula 3A]

[0094]

[0095] [Chemical Formula 3B]

[0096]

[0097] Meanwhile, the weight average molecular weight (Mw) of the benzotriazole compound containing the reactive unsaturated group may be 100 to 1,000 g / mol, and specifically, 100 to 900 g / mol or 150 to 800 g / mol.

[0098]

[0099] When the weight average molecular weight (Mw) of the benzotriazole compound containing the above reactive unsaturated group satisfies the above range, excellent product stability, usability, and UV protection effect can be obtained. On the other hand, when the weight average molecular weight (Mw) of the benzotriazole compound containing the above reactive unsaturated group exceeds 1,000 g / mol, the UV protection effect is improved, but unreacted products are generated due to decreased reactivity, which may slightly deteriorate product stability and usability.

[0100] Meanwhile, in the cross-linked organopolysiloxane copolymer blend, the benzotriazole-based compound unit may be included in an amount of 10.0 wt% or less, specifically 0.1 wt% to 10.0 wt%, and more specifically 0.3 wt% to 10.0 wt%.

[0101] When the unit content of the benzotriazole-based compound is within the above range, product stability and usability can be improved, and a decrease in the UV protection factor can be prevented. Specifically, when the content of the benzotriazole-based compound is 0.1 wt% or more, an excellent UV protection factor reduction prevention effect can be achieved. On the other hand, when the content of the benzotriazole-based compound exceeds 10.0 wt%, the viscosity of the product may increase, causing difficulties in use. Therefore, in order to prevent such problems, when the content of the benzotriazole-based compound is 10.0 wt% or less, the product is easy to use, and the usability and UV protection factor in the formulation can be improved.

[0102]

[0103] (4) Crosslinked organopolysiloxane copolymer blend

[0104] Meanwhile, the crosslinked organopolysiloxane copolymer blend of the present invention can be produced by reacting an organohydrogenpolysiloxane containing a hydrogen atom bonded to at least one silicon atom in one molecule, an organopolysiloxane containing a reactive unsaturated group at both terminals, and a benzotriazole-based compound containing at least a reactive unsaturated group in the presence of a platinum catalyst.

[0105] Such a crosslinked organopolysiloxane copolymer blend can be represented by the following chemical formula 4.

[0106] [Chemical Formula 4]

[0107]

[0108] In the above chemical formula 4,

[0109] R1 to R9 are each independently an alkyl group having 1 to 10 carbon atoms,

[0110] R 11 Inland R 14 are each independently an alkyl group having 1 to 10 carbon atoms,

[0111] R 16 and R 18 are each independently an alkylene group having 2 to 5 carbon atoms,

[0112] R 17 is an arylene group having 6 to 8 carbon atoms substituted with an alkyl group or hydroxy group having 1 to 3 carbon atoms,

[0113] a1 is an integer between 10 and 250,

[0114] n1 is an integer between 5 and 1,000,

[0115] b1 and b2 are each independently an integer from 1 to 150.

[0116]

[0117] That is, the cross-linked organopolysiloxane copolymer blend of the present invention includes an organohydrogenpolysiloxane having a hydrogen group (SiH) directly bonded to silicon as a main chain unit in a side chain, and includes a benzotriazole-based compound having excellent UV blocking effect as a substituent of the organohydrogenpolysiloxane, thereby having the effect of preventing a decrease in the UV blocking factor of the gel composition and improving the feel of the formulation. Furthermore, the cross-linked organopolysiloxane copolymer blend of the present invention cross-links the organohydrogenpolysiloxane using an organopolysiloxane having reactive unsaturated groups at both ends, thereby enabling a gel composition to be stably bound within the product and preventing a decrease in the UV blocking factor. Conventional SPF UV blocking materials have poor compatibility with products when not cross-linked in a solid state at room temperature, and reduce the stability of the product. On the other hand, the present invention can secure stability and UV blocking effect of the gel composition described below through crosslinking via the organohydrogenpolysiloxane.

[0118]

[0119] Specifically, the crosslinked organopolysiloxane copolymer blend represented by the above chemical formula 4 may include a crosslinked organopolysiloxane copolymer blend represented by the following chemical formula 4A or chemical formula 4B.

[0120] [Chemical Formula 4A]

[0121]

[0122] In the above chemical formula 4A,

[0123] a1" is an integer from 10 to 250,

[0124] b1" and b2" are each independently integers from 1 to 150,

[0125] n3 is an integer between 5 and 1,000.

[0126] At this time, b1"+b2" can be understood as an integer less than or equal to 150.

[0127] [Chemical Formula 4B]

[0128]

[0129] In the above chemical formula 4B,

[0130] a1' is an integer between 10 and 250,

[0131] b1' and b2' are each independently an integer from 1 to 150,

[0132] n2 is an integer between 5 and 1,000.

[0133] At this time, b1'+b2' can be understood as an integer less than or equal to 150.

[0134]

[0135] Meanwhile, the crosslinked organopolysiloxane copolymer blend according to the present invention can be produced by reacting an organohydrogenpolysiloxane containing a hydrogen atom bonded to at least one silicon atom in one molecule, an organopolysiloxane containing a reactive unsaturated group at both terminals, and a benzotriazole-based compound containing a reactive unsaturated group in the presence of a platinum catalyst.

[0136] Specifically, the cross-linked organopolysiloxane copolymer blend according to the present invention can be produced by a method including the steps of: introducing an organohydrogenpolysiloxane containing a hydrogen atom bonded to at least one silicon atom in one molecule and a benzotriazole-based compound containing a reactive unsaturated group into a first solvent and reacting them in the presence of a first platinum catalyst to produce a modified organohydrogenpolysiloxane copolymer blend represented by the following chemical formula 5 in a gel phase; removing the first solvent; and introducing the produced modified organohydrogenpolysiloxane copolymer blend and the organopolysiloxane containing a reactive unsaturated group into a second solvent and reacting them in the presence of a second platinum catalyst to produce a cross-linked organopolysiloxane copolymer blend represented by the above chemical formula 4 in a solid phase.

[0137] [Chemical Formula 5]

[0138]

[0139] In the above chemical formula 5,

[0140] R1 to R9 are each independently an alkyl group having 1 to 10 carbon atoms,

[0141] Y is at least one selected from an alkyl group having 1 to 8 carbon atoms, a halogen group, and an alkoxy group having 1 to 4 carbon atoms,

[0142] X is O or NH,

[0143] Z is hydrogen or an alkyl group having 1 to 4 carbon atoms,

[0144] o is an integer from 0 to 3,

[0145] r and p are 0 or 1,

[0146] q is an integer from 1 to 10,

[0147] a1 is an integer between 10 and 250,

[0148] b1 and b2 are each independently an integer from 1 to 150.

[0149] At this time, b1+b2 can be understood as an integer less than or equal to 150.

[0150]

[0151] Meanwhile, the benzotriazole-based compound containing the reactive unsaturated group may be mixed in an amount of 1.0 to 90 parts by weight, specifically 1.0 to 80 parts by weight, and preferably 3.0 to 80 parts by weight, based on 100 parts by weight of the organohydrogenpolysiloxane. That is, when the content ratio of the organopolysiloxane containing the reactive unsaturated group to the organohydrogenpolysiloxane is 1.0 part by weight or more, the UV protection factor reduction prevention effect increases, and the viscosity of the product increases. In addition, when the content ratio of the organopolysiloxane containing the reactive unsaturated group to the organohydrogenpolysiloxane is 90 parts by weight or less, the UV protection factor reduction can be prevented, and the soft feeling of use unique to the gel composition described below can be achieved.

[0152]

[0153] Meanwhile, the first solvent used to prepare the modified organohydrogenpolysiloxane copolymer blend represented by the above chemical formula 5 may be a non-silicon solvent. Representative examples of such non-silicon solvents include at least one of isododecane, undecane, tridecane, and alkane oils having 13 to 15 carbon atoms, and specifically, Isopar E (Naphtha (petroleum), light alkylate Isoparaffinic Hydrocarbon Solvent) may be used.

[0154] The non-silicon solvent may be used in an amount of 10 to 500 parts by weight per 100 parts by weight of organohydrogenpolysiloxane, and specifically, 20 to 400 parts by weight may be used. If the amount of the non-silicon solvent used is less than 10 parts by weight, the benzotriazole raw material does not dissolve, so the reaction cannot proceed. If it exceeds 500 parts by weight, the solvent may be added in excessive amounts, which may increase the process time for removing the solvent, thereby lowering production efficiency. If the amount of the non-silicon solvent used satisfies the above range, the viscosity of the reactant can be controlled to ensure excellent reactivity.

[0155] Meanwhile, the non-silicon solvent can be removed through a reduced pressure distillation process after the reaction is completed.

[0156] The first platinum catalyst is a catalyst for increasing the reactivity of organohydrogenpolysiloxane and benzotriazole compounds, and may be any one selected from the group consisting of Platinium 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes (CAS: 68478-92-2), platinum metal, platinum supported on alumina, platinum supported on silica, platinum supported on carbon black, a platinum-vinylsiloxane complex, a platinum phosphorus complex, a platinum-phosphite complex, or a platinum alcoholate catalyst, each represented by the following chemical formula 6. The first platinum catalyst and the second platinum catalyst may be the same or different from each other. Specifically, the first platinum catalyst may be Platinium 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes (CAS no.: 68478-92-2).

[0157] [Chemical Formula 6]

[0158]

[0159] Meanwhile, the first platinum catalyst may be used in an amount of 0.01 to 3.0 parts by weight, specifically 0.1 to 2.0 parts by weight, per 100 parts by weight of organohydrogenpolysiloxane. When the amount of the first platinum catalyst used satisfies the above range, excellent reactivity can be secured. On the other hand, when the amount of the first platinum catalyst used is less than 0.01 parts by weight, the reaction between the organohydrogenpolysiloxane and the benzotriazole-based compound containing a reactive unsaturated group may be minimal, and when it exceeds 3 parts by weight, the reaction may proceed too quickly, causing a side reaction, so that the reaction does not occur uniformly in each of the mixed polymers, and only products with high reactivity may react first. In this case, the crosslinking density of the crosslinked organopolysiloxane copolymer blend formed by the subsequent reaction may be affected, resulting in differences in usability, etc.

[0160] Meanwhile, when producing the modified organohydrogenpolysiloxane copolymer blend, the reaction temperature may be 50°C to 95°C, specifically 60°C to 95°C, and the reaction time may be 1 to 4 hours. By controlling the reaction temperature and reaction time within the above range, side reactions can be minimized, thereby ensuring an excellent crosslinking reaction.

[0161] Meanwhile, the viscosity of the gel blend obtained by mixing the modified organohydrogenpolysiloxane copolymer blend represented by the above chemical formula 5 with diluted oil, as measured using a Brookfield viscometer (BROOKFIELD HBDV, Spindle #93, 2.5 rpm) at 25°C, may be 100 to 1000 cP.

[0162]

[0163] Meanwhile, the second solvent used in the production of the cross-linked organopolysiloxane copolymer blend may be a silicone solvent or a non-silicone solvent.

[0164] The above silicone-based solvent is a high-viscosity solvent that is liquid at room temperature (viscosity at room temperature is 1 cp to 50 cp), does not react with the modified organohydrogenpolysiloxane copolymer blend and the organopolysiloxane containing a reactive unsaturated group, does not interfere with the cross-linking reaction, and has properties suitable for use as a diluent for diluting these mixtures, and can be used without any particular limitation as long as it is a silicone-based organic compound, and representative examples thereof include cyclosiloxane or polydimethylsiloxane, and preferably polydimethylsiloxane (CAS: 63148-62-9, weight average molecular weight: 200 to 2,000 g / mol, product name: SeraSense SF6) can be used.

[0165] In addition, the non-silicon solvent may be at least one of isododecane, undecane, tridecane, ISOPAR-E (Naphtha (petroleum), hydrotreated heavy) and an alkane oil having 13 to 15 carbon atoms, and may be the same as or different from the first solvent.

[0166] The above second solvent may be used in an amount of 100 to 2000 parts by weight per 100 parts by weight of the modified organohydrogenpolysiloxane copolymer blend, and specifically, 100 to 1700 parts by weight may be used. When the amount of the silicone-based solvent used satisfies the above range, the viscosity of the reactant can be controlled to ensure excellent reactivity.

[0167]

[0168] Meanwhile, the second platinum catalyst is a catalyst for increasing the crosslinking reactivity of the modified organohydrogenpolysiloxane copolymer blend and the organopolysiloxane, and may be the same as or different from the first platinum catalyst, and specifically, Platinium 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes (CAS: 68478-92-2) may be used.

[0169] The second platinum catalyst may be used in an amount of 0.001 to 3 parts by weight, specifically 0.001 to 0.5 parts by weight, per 100 parts by weight of the modified organohydrogenpolysiloxane copolymer blend. When the amount of the platinum catalyst used satisfies the above range, excellent reactivity can be secured. On the other hand, when the amount of the second platinum catalyst used is less than 0.001 parts by weight, the formation of a crosslinking structure may be minimal, and when it exceeds 3 parts by weight, the reaction may proceed too quickly, causing a side reaction, which affects the crosslinking density of the crosslinked organopolysiloxane copolymer blend, and thus, it becomes difficult to form a crosslinked organopolysiloxane copolymer blend having a desired crosslinking structure, resulting in different usability, and a minimal effect of improving the UV protection factor.

[0170] Meanwhile, when producing the crosslinked organopolysiloxane copolymer blend, the reaction temperature may be 50°C to 95°C, specifically 55°C to 90°C, and the reaction time may be within 5 hours. By controlling the reaction temperature and reaction time within the above range, unreaction can be minimized, thereby ensuring an excellent crosslinking reaction.

[0171] Meanwhile, in the present invention, a purification step may be additionally performed to obtain a cross-linked organopolysiloxane copolymer blend manufactured with high purity. For example, after obtaining the cross-linked organopolysiloxane copolymer blend manufactured in a solid form in a reactor, a roll mill process is performed for pulverization, and then it is returned to the reaction formula, a diluent is additionally added, stirred, and then filtered to remove impurities, thereby producing a high-purity cross-linked organopolysiloxane copolymer blend.

[0172]

[0173] [Gel composition]

[0174] In addition, the present invention provides a gel composition comprising the cross-linked organopolysiloxane copolymer blend.

[0175] Hereinafter, the components of the gel composition of the present invention will be described in more detail.

[0176]

[0177] (1) Crosslinked organopolysiloxane copolymer blend

[0178] First, the gel composition of the present invention may include a crosslinked organopolysiloxane copolymer blend represented by the above chemical formula 5.

[0179] At this time, the description of the cross-linked organopolysiloxane copolymer blend overlaps with the above-mentioned content, so the description thereof is omitted.

[0180] However, the cross-linked organopolysiloxane copolymer blend may be included in an amount of 10 wt% to 70 wt% based on the total weight of the gel composition, more specifically, 10 wt% to 60 wt%, and more preferably, 20 wt% to 60 wt%.

[0181] When the content of the above cross-linked organopolysiloxane copolymer blend satisfies the above range, a composition having improved storage stability and usability, and imparting a UV protection factor prevention effect, can be obtained.

[0182]

[0183] (2) Diluent

[0184] The above diluent serves to improve the usability of the composition by adjusting the viscosity of the gel composition and to enhance the dilution stability and emulsion stability of the gel composition, and may include silicone oil or organic oil.

[0185] Specifically, the silicone oil may include, for example, organopolysiloxanes such as dimethylpolysiloxane, copolymers of dimethylsiloxane and methylphenylsiloxane; cyclic siloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, and tetramethyltetraphenylcyclotetrasiloxane; and the like.

[0186] The above organic oil may be a non-silicone solvent, and at least one of isododecane, undecane, tridecane, and alkane oil having 13 to 15 carbon atoms may be used.

[0187] The diluent may have a viscosity of 0.1 to 100 cP at 25°C. Specifically, the diluent may have a viscosity of 0.5 to 100 cP or 1 to 100 cP at 25°C. When the viscosity of the diluent at 25°C is within the above range, it has the effect of improving emulsion stability.

[0188] In addition, the diluent may be included in an appropriate amount so that the crosslinked organopolysiloxane copolymer blend can be included in a concentration of 10 wt% to 90 wt% based on the total weight of the gel composition. When the diluent is included within the above content range, it has the effect of improving the dilution stability and emulsification stability of the gel composition.

[0189]

[0190] Meanwhile, the viscosity of the gel composition measured at 25°C using a Brookfield viscometer (BROOKFIELD HV, Spindle #18, 14 rpm) may be 150,000 to 5,000,000 cP, specifically 150,000 to 4,000,000 cP, and preferably 200,000 to 3,000,000 cP. When the viscosity of the gel composition at 25°C is within the above range, a sunscreen formulation having excellent viscosity and usability can be realized.

[0191]

[0192] Meanwhile, the gel composition according to the present invention can be included in a typical cosmetic composition, and can be formulated in the form of a solution, suspension, emulsion, paste, gel, cream, lotion, spray, etc. For example, the gel composition can be in the form of a solubilized type, an O / W emulsion type, a W / O emulsion type, an oily type, etc. As described above, the gel composition of the present invention can secure storage stability even during long-term storage and preservation, and at the same time, can prevent a decrease in the UV protection factor and provide an excellent usability.

[0193]

[0194] Hereinafter, the present invention will be described in detail with reference to examples. However, the examples according to the present invention may be modified in various ways, and the scope of the present invention should not be construed as being limited to the examples described below. The examples of the present invention are provided to more fully explain the present invention to those of ordinary skill in the art.

[0195]

[0196] First, the product names, ingredients, physical properties, etc. of each component used in the examples and comparative examples below are shown in Table 1 below.

[0197] Ingredient Manufacturer and / or Product Name: Organohydrogen-polysiloxane Siloxanes and Silicones, di-Me, Me hydrogen (CAS: 68037-59-2) [Chemical Formula 1A] (1) In Chemical Formula 1A, a = 108, b = 10 SiH content: 1.1 mmol / g, Mw: 8,745 g / mol (2) In Chemical Formula 1A, a = 27, b = 2 SiH content: 1 mmol / g, Mw: 2,286 g / mol (3) In Chemical Formula 1A, a = 60, b = 3 SiH content: 0.6 mmol / g, Mw: 5,285 g / mol (4) In Chemical Formula 1A, a = 36, b = 121 SiH content: 12.0 mmol / g, Mw: 10,100 g / mol Benzotriazole compound Methallyl drometrizole (CAS: 98809-58-6) (1)Mw: 279 g / mol(2)Mw: 700 g / mol2-Allyl drometrizole(CAS: 2170-39-0) (3) Mw: 265 g / mol Platinum catalyst HERAEUS PRECIOUS METALS NA, LLC (Platinum-(0)-1,3-divinyl-1,1,3,3-tetramethylDisiloxane) (CAS: 68478-92-2) Platinum content: 1 wt% First solvent Non-silicone solvent Isoparaffinic hydrocarbon solvent (trade name: Isopar E) or isododecane (IDD, Presperse Incorporated) Organopolysiloxane Siloxanes and Silicones, di-Me, vinyl group-terminated (CAS no.: 68083-19-2) (1)N = 20Alkenyl group content: 1.2 mmol / gMw: 1,667 g / mol(2)N = 150Alkenyl group content: 0.17mmol / gMw: 10,900 g / mol(3)N = 224Alkenyl group content: 0.12 mmol / gMw: 17,000 g / mol(4)N = 2Alkenyl group content: 6 mmol / gMw: 334 g / mol(5)N = 505Alkenyl group content: 0.053 mmol / gMw: 32,788 g / molSecond solventSiloxanes and Silicones, di-Me(CAS no.: 63148-62-9) N = 12 / MW = 1,050 g / mol Non-silicone solvent Isododecane (IDD, Presperse Incorporated) Diluent 5% silicone oil (dimethylpolysiloxane)

[0198]

[0199] Examples 1 to 15 and Comparative Examples 1 to 4

[0200] (Manufacture of cross-linked organopolysiloxane copolymer blend)

[0201] Organohydrogenpolysiloxanes (1) and (2) represented by the chemical formula 1A and the benzotriazole compound represented by the chemical formula 3A were sequentially added to ISOPAR E (Isoparaffinic Hydrocarbon Solvent), a non-silicone solvent, and the mixture was homogenized by stirring for 2 hours while heating to 75°C, and then a platinum catalyst represented by the chemical formula 6 (CAS No. 68478-92-2, HERAEUS PRECIOUS METALS NA, LLC) was added and stirred for 2 hours, thereby preparing a gel composition including a modified organohydrogenpolysiloxane copolymer blend represented by the chemical formula 4A. At this time, each component was prepared by mixing in a composition ratio as shown in Tables 2 and 3 below.

[0202] Next, after the reaction, the non-silicon solvent was removed using a reduced pressure distiller to obtain a modified organohydrogenpolysiloxane copolymer blend represented by chemical formula 5 in gel form.

[0203] Then, a silicone-based solvent, polysiloxane (manufactured by KCC) and organopolysiloxane (1) represented by the chemical formula 2A were added to the above-mentioned gel-form modified organohydrogenpolysiloxane copolymer blend, and while heating to 55°C, a platinum catalyst represented by the chemical formula 6 was added, and the mixture was stirred and homogenized for 3 hours at a temperature of 60°C or higher to prepare a cross-linked organopolysiloxane copolymer blend represented by the chemical formula 4A in a solid state. At this time, each component was mixed in a composition ratio as described in Tables 2 to 5 below to prepare the copolymer.

[0204]

[0205] (Manufacture of gel composition)

[0206] A gel composition was prepared by mixing each of the cross-linked organopolysiloxane copolymers prepared in the above examples and comparative examples in a diluent (silicone oil) so that the amount was 55 wt% or less.

[0207]

[0208] Weight (g) Example Ingredient name 12345 Modified organohydrogenpolysiloxane copolymer blend Preparation Organohydrogenpolysiloxane (1) 24.69 24.69 18.73 11.86 31.65 Organohydrogenpolysiloxane (2) 37.03 37.03 28.11 7.84 7.48 Organohydrogenpolysiloxane (3) ----- Organohydrogenpolysiloxane (4) ----- Benzotriazole compound (1) -MD 6.15 - 8.56 11.33 3.34 Benzotriazole compound (2) -MD ----- Benzotriazole compound (3) - 2AD - 6.15 --- Platinum catalyst 0.14 0.14 0.11 0.08 0.17 Non-silicone Solvent 31.99 31.99 44.55 8.93 17.36 IDD-----Crosslinked organopolysiloxane copolymer blend Manufacturing Modified organohydrogenpolysiloxane copolymer blend 16.9 116.9 120.66 28.15 14.8 Organopolysiloxane (1) 13.87 13.87 10.13 2.63 15.98 Organopolysiloxane (2) ----- Organopolysiloxane (3) ----- Organopolysiloxane (4) ----- Organopolysiloxane (5) ----- Platinum catalyst 0.02 0.02 0.02 0.02 0.02 0.02 Silicone solvent 69.269.269.19 69.269.2 IDD----- Crosslinked organopolysiloxane copolymer blend Benzotriazole compound content (weight%) 1.5 1.5 3.17 7 7 0.6 Solid content (105 ℃, 3 hours, 3 g) 9 4.5 9 4.7 9 5.5 9 5.2 9 5.2

[0209]

[0210] Weight (g) Example Ingredient name 678910 Modified organohydrogenpolysiloxane copolymer blend preparation Organohydrogenpolysiloxane (1) - 24.69 24.69 24.69 21.9 Organohydrogenpolysiloxane (2) - 37.0 33 7.0 33 7.0 33 2.86 Organohydrogenpolysiloxane (3) 7.09 ---- Organohydrogenpolysiloxane (4) 10.63 ---- Benzotriazole compound (1) - MD 13.26 6.15 6.15 6.15 7.28 Benzotriazole compound (2) - MD----- Benzotriazole compound (3) - 2 AD----- Platinum catalyst 0.06 0.14 0.14 0.14 0.12 Non-silicone Solvent 68.96 31.99 31.99 31.99 37.84 IDD-----Crosslinked organopolysiloxane copolymer blend Manufacturing Modified organohydrogenpolysiloxane copolymer blend 6.3 127.3 35.6 4.2 118.3 Organopolysiloxane (1) 24.47---12.48 Organopolysiloxane (2)--25.14--Organopolysiloxane (3)---26.58-Organopolysiloxane (4)-3.45---Organopolysiloxane (5)-----Platinum catalyst 0.01 0.03 0.01 0.01 0.02 Silicone solvent 69.2 169.1 9 69.2 169.2 69.2 IDD-----Crosslinked organopolysiloxane Content of benzotriazole compounds in copolymer blend (wt%) 2.7 1.6 0.5 10.3 8 2.15 Solid content (105 ℃, 3 hours, 3 g) 9 5 94.8 9 5.3 9 5.3 9 4.6

[0211]

[0212] Weight (g) Example Ingredient name 1112131415 Modified organohydrogenpolysiloxane copolymer blend preparation Organohydrogenpolysiloxane (1) 28.29 16.36 24.69 24.69 20.41 Organohydrogenpolysiloxane (2) 42.43 24.55 37.03 37.03 30.62 Organohydrogenpolysiloxane (3) ----- Organohydrogenpolysiloxane (4) ----- Benzotriazole compound (1) -MD 4.7 9.5 1-6.15 5.09 Benzotriazole compound (2) -MD 6.15 Benzotriazole compound (3) -2AD ----- Platinum catalyst 0.15 0.11 0.14 0.14 0.11 Non-silicone Solvent 24.43 49.47 31.99 31.99-IDD----43.77 Crosslinked organopolysiloxane copolymer blend Manufacturing Modified organohydrogenpolysiloxane copolymer blend 15.65 23.44 16.91 16.91 19.48 Organopolysiloxane (1) 1.13 7.35 13.87 13.87 15.98 Organopolysiloxane (2)-----Organopolysiloxane (3)-----Organopolysiloxane (4)-----Organopolysiloxane (5)-----Platinum catalyst 0.02 0.02 0.02 0.02 0.02 Silicone solvent 69.269.19 69.2--IDD---69.264.52 Crosslinked organopolysiloxane copolymer Content of benzotriazole compounds in the blend (wt%) 0.98 4.4 2 1.5 3 1.5 1.5 Solid content (105 ℃, 3 hours, 3 g) 94.3 93.8 94.8 97.6 95.1

[0213]

[0214] Weight (g) Comparative Example Ingredient Name 1234 Modified Organohydrogenpolysiloxane Copolymer Blend Preparation Organohydrogenpolysiloxane (1) 24.69 24.95 8.88 24.69 Organohydrogenpolysiloxane (2) 37.03 37.43 13.32 37.03 Organohydrogenpolysiloxane (3) -2.75 - Organohydrogenpolysiloxane (4) ---- Benzotriazole-based compound (1) -MD 6.15 -12.5 46.15 Benzotriazole-based compound (2) -MD ---- Benzotriazole-based compound (3) -2AD ---- Platinum catalyst -0.16 0.07 0.14 Non-silicone solvent 32.13 34.7 165.19 31.99 IDD ---- Crosslinked organopolysiloxane copolymer Blend manufacturing Modified organohydrogenpolysiloxane copolymer blend 16.91-28.44 2.01 Organopolysiloxane (1) 13.87-2.34 Organopolysiloxane (2) -3.44 Organopolysiloxane (3) -12.45 Organopolysiloxane (4) --- Organopolysiloxane (5) --- 28.78 Platinum catalyst 0.02 0.03 0.02 0.01 Silicone solvent 69.264 69.269.2 IDD-0 -- Content of benzotriazole compound in crosslinked organopolysiloxane copolymer blend (wt%) 1.50 10.26 0.18 Solid content (105 ℃, 3 hours, 3 g) 93.9 94.7 94.7 94.3

[0215]

[0216] Experimental example

[0217] Evaluation of physical properties of gel compositions

[0218] The physical properties of the gel compositions manufactured in Examples 1 to 15 and Comparative Examples 1 to 4 were measured and evaluated using the following methods, and the results are shown in Tables 5 to 7 below.

[0219] (1) Appearance and color

[0220] The appearance of the gel composition was evaluated by observing the color with the naked eye at 25°C.

[0221] (2) Viscosity (A)

[0222] The viscosity (A) of a gel blend product, which is a mixture of a gel-like modified organohydrogenpolysiloxane copolymer blend and diluted oil, was measured at 25°C using a Brookfield viscometer (BROOKFIELD HBDV, Spindle #93, 2.5 rpm).

[0223] (3) Viscosity (B)

[0224] The viscosity (B) of the gel composition was measured at 25°C using a Brookfield viscometer (BROOKFIELD HV, Spindle #18, 14 rpm).

[0225] (4) Product stability

[0226] The product stability of the gel composition was evaluated after storing it at 25℃ or 50℃ for 7 days, and the results were averaged. At this time, the product stability evaluation results were expressed as 1 to 5. Specifically, if the gel composition did not show layer separation similar to the initial gel composition even after storage, for example, if it had the best product stability, it was given '5', and if layer separation was confirmed with the naked eye in the gel composition, for example, if the product stability was significantly deteriorated, it was given '1', and the product stability of each gel composition was evaluated.

[0227] (5) Feel of use (film feel)

[0228] The usability of the gel composition was evaluated using the following evaluation items for 10 subjects, and the results were averaged.

[0229] - Evaluation items: Composition application feel (spreadability), softness and adhesion

[0230] - Rating: 5 (very good), 4 (good), 3 (average), 2 (bad), 1 (very bad)

[0231] (6) SPF index evaluation

[0232] The sun protection factor SPF (in vitro) of the gel composition was measured using a conventional method using the SPF-290S Analyzer.

[0233]

[0234] Example 123456 Appearance Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Gel content 313131553131 Color Yellow Yellow Yellow Yellow Yellow Yellow Viscosity (1) 202210210500250150 Viscosity (2) 980,0001,050,0001,500,0002,000,000600,000800,000 Product stability 555443 Feel of use 554343 SPF index 676664706060

[0235]

[0236] Example 789101112 Appearance Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Gel content 313131313128 Color Yellow Yellow Yellow Yellow Yellow Yellow Viscosity (1) 202210202202202450 Viscosity (2) 530,000800,000700,000185,0001,200,0001,700,000 Product stability 344355 Feel of use 333334 SPF index 425559454653

[0237]

[0238] Example 131415 Appearance Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Gel content 283131 Color Yellow Yellow Yellow Viscosity (1) 700 205 210 Viscosity (2) 2,000,000 930,000 990,000 Product stability 455 Feel of use 343 SPF index 60 65 66

[0239]

[0240] Comparative Example 1234 Appearance - Transparent to opaque paste Transparent to opaque paste Transparent to opaque paste Gel content 31323131 Color - Yellow Yellow Viscosity (1) - > 100 5 20 20 Viscosity (2) - 500,000 - 530,000 Product stability - 313 Feel - 311 SPF index - 30 - 35

[0241]

[0242] It can be confirmed that all of Examples 1 to 15 have an SPF index of 42 or higher, and that the product stability and usability are also excellent.

[0243] On the other hand, Comparative Example 1, which did not include a platinum catalyst, was unable to produce a modified organohydrogenpolysiloxane copolymer blend.

[0244] Comparative Example 2, which did not contain a benzotriazole compound, had a low SPF value, and Comparative Example 3, which contained a benzotriazole compound content exceeding 10 wt%, had very poor usability and product stability, and the SPF index could not be measured.

[0245] Comparative Example 4, in which the alkenyl group content of the organopolysiloxane was less than 0.006 mmol / g, had poor usability and SPF index due to a decrease in the degree of crosslinking caused by the low alkenyl group content.

Claims

1. 1 A crosslinked organopolysiloxane copolymer blend obtained by reacting an organohydrogenpolysiloxane containing a hydrogen atom bonded to at least one silicon atom in the molecule, an organopolysiloxane containing a reactive unsaturated group at both terminals, and a benzotriazole-based compound containing a reactive unsaturated group in the presence of a platinum catalyst, A crosslinked organopolysiloxane copolymer blend, wherein the content of the benzotriazole-based compound in the crosslinked organopolysiloxane copolymer blend is 10.0 wt% or less.

2. In claim 1, The above organohydrogenpolysiloxane is a crosslinked organopolysiloxane copolymer blend represented by the following chemical formula 1: [Chemical Formula 1] In the above chemical formula 1, R1 to R9 are each independently an alkyl group having 1 to 10 carbon atoms, a is an integer between 5 and 250, b is an integer between 1 and 150.

3. In claim 1, The organopolysiloxane containing the above reactive unsaturated group is a crosslinked organopolysiloxane copolymer blend represented by the following chemical formula 2: [Chemical formula 2] In the above chemical formula 2, R 10 and R 15 are each independently an alkenyl group having 2 to 5 carbon atoms, R 11 Inland R 14 are each independently an alkyl group having 1 to 10 carbon atoms, n is an integer between 1 and 600.

4. In claim 1, The benzotriazole compound containing the above reactive unsaturated group is a crosslinked organopolysiloxane copolymer blend represented by the following chemical formula 3: [Chemical Formula 3] In the above chemical formula 3, Y is at least one selected from an alkyl group having 1 to 8 carbon atoms, a halogen group, and an alkoxy group having 1 to 4 carbon atoms, X is O or NH, Z is hydrogen or an alkyl group having 1 to 4 carbon atoms, o is an integer from 0 to 3, r and p are 0 or 1, and q is an integer from 1 to 10.

5. In claim 1, The above cross-linked organopolysiloxane copolymer blend is a cross-linked organopolysiloxane copolymer blend represented by the following chemical formula 4: [Chemical Formula 4] In the above chemical formula 4, R1 to R9 are each independently an alkyl group having 1 to 10 carbon atoms, R 11 Inland R 14 are each independently an alkyl group having 1 to 10 carbon atoms, R 16 and R 18 are each independently an alkylene group having 2 to 5 carbon atoms, R 17 is an arylene group having 6 to 8 carbon atoms substituted with an alkyl group or hydroxy group having 1 to 3 carbon atoms, a1 is an integer between 10 and 250, n1 is an integer between 5 and 1,000. b1 and b2 are each independently an integer from 1 to 150.

6. A gel composition comprising the cross-linked organopolysiloxane copolymer blend described in claim 1.

7. In claim 6, A gel composition wherein the cross-linked organopolysiloxane copolymer blend is contained in an amount of 10 wt% to 60 wt% based on the total weight of the gel composition.

Citation Information

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