WO2016167435A1 - Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same - Google Patents
Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same Download PDFInfo
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- WO2016167435A1 WO2016167435A1 PCT/KR2015/012288 KR2015012288W WO2016167435A1 WO 2016167435 A1 WO2016167435 A1 WO 2016167435A1 KR 2015012288 W KR2015012288 W KR 2015012288W WO 2016167435 A1 WO2016167435 A1 WO 2016167435A1
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- urethane foam
- vegetable oil
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- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D34/00—Containers or accessories specially adapted for handling liquid toiletry or cosmetic substances, e.g. perfumes
- A45D34/04—Appliances specially adapted for applying liquid, e.g. using roller or ball
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/22—After-treatment of expandable particles; Forming foamed products
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
Definitions
- the present invention relates to a polyurethane foam and a cosmetic product comprising the same, and more particularly, to a flexible polyurethane foam easily controlled in polarity of a polyurethane foam and a cosmetic product containing the same.
- the polyurethane foam is obtained by preparing a resin premix usually containing a polyol, a catalyst for producing a polyurethane foam, a foaming agent and the like, and reacting the resin premix with a polyisocyanate.
- Polyurethane foams are widely used as seat cushions, seat backs, head rests for automobiles and the like due to their excellent cushioning properties, heat insulating materials such as electric refrigerators, freezers, freezing warehouses, Arm rests, instrument panels, interior trimings such as door trim and ceiling materials, seat materials for motorcycles, airplanes, railway vehicles, and office supplies such as furniture, bedding, office cushions, .
- flexible polyurethane foam has an open cell structure and excellent elasticity. It has excellent mechanical strength (elongation, tensile strength, abrasion resistance) and is used in various industrial fields such as packaging materials.
- the urethane foam prepared from a polyol, an isocyanate having a bifunctional or higher functionality, a foaming agent, and the like may have various properties depending on the polyol used.
- the flexible urethane foam sponge is made of a polyol having a relatively high molecular weight, and polyether and polyester are mainly used for each type.
- An ether type polyurethane foam is generally used as a foamed urethane foam impregnated with a cosmetic composition.
- the ether type polyurethane foam has lower tensile strength, hardness, elongation and flame retardancy than ester type polyurethane using a polyol containing an ester bond.
- the ester type polyurethane foam has a uniform cell structure and is resistant to oxidation because of its excellent chemical properties.
- unlike the ether type polyurethane foam it is known that it is hydrolyzed and has a weak water resistance. In fact, for this reason, it has been used extremely limitedly for the purpose of impregnating a cosmetic composition.
- the present invention provides a soft urethane foam which is improved in durability and can be used without being deformed.
- the present invention also provides a new flexible urethane foam which can be used in various fields in the cosmetics industry.
- the present invention also provides a novel impregnation material for impregnating a cosmetic composition, and cosmetics containing the same.
- the present invention provides an impregnation material for impregnating a cosmetic composition, which is advantageous for impregnating a lipophilic cosmetic composition, and a cosmetic product containing the same.
- the present invention also provides a method for controlling the polarity of the impregnation material according to the kind of the cosmetic composition and a impregnation material for impregnating the cosmetic composition using the same.
- the inventors of the present invention provide a composition for producing a flexible urethane foam using a hydrocarbon polyol.
- the molecular weight of the polyol for producing the foamed foam is usually 1000 g / mol or less, and since the flexible foam is not produced, the crosslinked density is high and the cell opening becomes difficult, .
- the inventors of the present invention have conducted research for a long period of time in order to produce a soft urethane foam which is easy to form an open cell structure while producing a urethane foam by using a polyol containing a vegetable oil, thereby completing the present invention.
- the present invention provides a soft urethane foam composition using a vegetable oil or a vegetable oil derived dimer acid, and a soft urethane foam using the composition.
- the present invention provides a soft polyurethane foam composition for cosmetics using vegetable oil or vegetable oil-derived dimer acid and a soft urethane foam using the same.
- the present invention provides a flexible urethane foam composition comprising at least one selected from the group consisting of a hydrocarbon polyol and a vegetable oil or a vegetable oil-derived dimer acid.
- the present invention provides a cosmetic composition containing the composition for impregnating the cosmetic composition and the impregnation material, which are prepared using the composition for producing the urethane foam.
- the inventors of the present invention have conducted research for a long time to develop a flexible urethane foam which can utilize the advantages of ester urethane foam and ether urethane foam, thereby completing the present invention.
- the inventors of the present invention have confirmed that impregnation efficiency may be influenced by the physical properties of the cosmetic composition impregnated into impregnated material, and development of a urethane foam impregnated material using a mixture of ether polyol and ester polyol We have tried to develop new materials that can overcome the difficulties.
- the inventors of the present invention have developed soft urethane foam using a new type of polyol which has not been tried in the cosmetics industry at all.
- the urethane foam produced according to the embodiments of the present invention formed an open cell structure and confirmed that it is advantageous for forming a flexible urethane foam.
- the flexible urethane foam is used in industrial and household cleaning tools, furniture and automobile parts such as sofas and beds, oil absorbing materials, sound absorbing materials, etc.
- it is used as puffs for application, packing and packing materials, have.
- the present invention relates to a composition for flexible urethane foam for the production of flexible urethane foams
- a polyol wherein the polyol is selected from the group consisting of i) a hydrocarbon polyol, ii) a vegetable oil and a dimer acid derived from a vegetable oil, or iii) And dimer acid derived from vegetable oil can be used.
- the polyol may include a hydrocarbon polyol and a vegetable oil.
- the polyol including the hydrocarbon polyol and the vegetable oil may contain less than 50% by weight of vegetable oil, preferably less than 45% by weight, More preferably less than 42% by weight.
- the i) hydrocarbon polyol and ii) the dimer acid derived from vegetable oil or vegetable oil have a carbon-carbon double bond, and some or all of the double bond may be modified through an addition reaction .
- the modified double bond may be a double bond present in the side chain rather than the main chain.
- " modified " means that a double bond reaction initiator or a monomer such as a vinyl monomer, an acrylic monomer, an acrylic ester monomer or the like is added to a double bond of carbon and carbon to induce crosslinking or graft polymerization it means.
- a double bond reaction initiator or a monomer such as a vinyl monomer, an acrylic monomer, an acrylic ester monomer or the like is added to a double bond of carbon and carbon to induce crosslinking or graft polymerization it means.
- main chain is used in a sense generally recognized in the industry and means a bond forming a skeleton of a hydrocarbon polyol, a vegetable oil or a vegetable oil derived dimer acid of the present invention, and includes a hydrocarbon having a large number of carbon atoms Chain.
- " refers to a bond extending to the side chain of the main chain.
- the hydrocarbon polyol may have a number of hydroxy functional groups of 2 to 10 and a number average molecular weight (g / mol) of 100 to 100,000, preferably 300 to 50,000, and more preferably 500 to 10,000.
- g / mol number average molecular weight
- the molecular weight of the hydrocarbon polyol of the present invention is less than 100, there may be a problem that elasticity is lost.
- the molecular weight exceeds 100,000, the viscosity is high at room temperature, which is difficult to apply to the foam manufacturing process, have.
- the hydrocarbon polyol contained in the composition for producing the flexible urethane foam of the present invention is preferably a cis-1,4-polybutadiene polyol, a trans-1,4-polybutadiene polyol, a 1,2-polybutadiene polyol, Polybutadiene polyol / trans-1,4-polybutadiene polyol / 1,2-polybutadiene polyol, and mixtures thereof.
- the polybutadiene polyol may be any one selected from the group consisting of cis-1,4-polybutadiene polyol / trans- Mixtures can be used.
- the vegetable oil may include castor oil, soybean oil, sunflower oil, safflower seed oil, olive oil, seed oil, etc., and if necessary, a modified seed oil into which a hydroxyl group has been introduced, a modified sunflower oil into which a hydroxyl group has been introduced, and a modified seed oil into which a hydroxyl group has been introduced Can be used.
- the vegetable oil may include castor oil.
- the castor oil has a high content of linoleic acid, which is a major component, and has various modifications because it has multiple hydroxyl groups as well as triglycerides and double bonds of various vegetable oils. Specifically, unlike other vegetable oils, introduction of a hydroxyl group for use as a polyol is not required, and the molecular weight is large, which is advantageous for the production of the flexible urethane foam of the present invention.
- the dimeric acid derived from vegetable oil may be derived from resources generated from waste cooking oil, safflower seed oil, tall oil, fish oil, vegetable oil, olive oil, etc.
- a dimer acid having a carbon number of 36 or more and a carbon number Compounds containing 54 or more trimer acids or non-conjugated dimer acids may be used.
- Such a compound is a substance generally known at present, and in the present invention, a dimeric acid derived from a vegetable oil represented by the following formula (1) can be exemplified.
- R 1 and R 2 each represent a C 4 to C 8 straight chain alkylene group, and R 3 and R 4 represent a straight chain alkyl group of C 4 to C 8.
- the hydrocarbon polyol of the present invention and the dimer acid derived from vegetable oil or vegetable oil have a carbon-carbon double bond, and a part or all of the double bond may be modified through an addition reaction.
- the modification reaction may be carried out through crosslinking between polymers, or may be performed by graft polymerization by adding any one selected from the group consisting of vinyl monomers, acrylic monomers and acrylic ester monomers.
- the double bond of the polybutadiene polyol can form a crosslinking with the double bond reaction initiator.
- the double bond of the polybutadiene polyol can be grafted by addition of acrylic acid, which is one of the acrylic monomers.
- FIGS. 1 and 2 illustrate the present invention in order to illustrate the present invention, and the present invention is not limited to the description of FIGS. 1 and 2 above.
- the foam prepared by using the composition for preparing foam using the hydrocarbon polyol and the vegetable oil (or the vegetable oil-derived dimer acid) together can easily control the polarity of the cosmetic composition when the cosmetic composition is impregnated and used.
- the double bond reaction initiator is not particularly limited, and various examples such as a radical reaction initiator such as a peroxide, a peroxide ester, and an azo compound and a cation initiator such as boron trifluoride may be used.
- a radical reaction initiator such as a peroxide, a peroxide ester, and an azo compound and a cation initiator such as boron trifluoride may be used.
- benign assets for example, benign assets, Lewis acid, or compounds that are easy to ionize can be used.
- Specific examples thereof include H 2 SO 4 , HClO 4 , HCl, BF 3 , There may be used such as O (C 2 H 5) 2 , TiCl 4, AlCl 3, AlBr 3, SnCl 4: BCl l3, BF 3.
- various onium salts such as ammonium salts, phosphonium salts and sulfonium salts, and methyltriphenylphosphonium bromide, ethyltriphenylphosphonium bromide, phenyltriphenylphosphonium bromide, and the like can be used without limitation, And may be mixed with various radical initiators as described above.
- the double bond of the hydrocarbon polyol and the vegetable oil or the vegetable oil-derived dimer acid may be added to any one or more selected from the group consisting of vinyl monomers, acrylic monomers, and acrylic ester monomers.
- a carboxyl group-containing vinyl monomer selected from the group consisting of acrylic acid, methacrylic acid, carboxyethyl acrylate, carboxypentyl acrylate, itaconic acid, maleic acid, fumaric acid, and crotonic acid;
- An anhydride monomer selected from the group consisting of maleic anhydride, and itaconic anhydride;
- Acrylate such as hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, hydroxybutyl acrylate, hydroxybutyl methacrylate, hydroxyhexyl acrylate, and hydroxyhexyl methacrylate
- a hydroxyl group-containing vinyl monomer selected from the group consisting of: N-substituted amide-based vinyl monomers selected from the group consisting of N, N-dimethyl acrylamide, and N, N-dimethyl methacrylamide;
- composition for foam production of the present invention may further contain blowing agents, foam stabilizers, catalysts and isocyanate compounds necessary for producing a polyurethane foamed foam, in addition to any one selected from the group consisting of the hydrocarbon polyol and vegetable oil or vegetable oil derived dimer acid .
- foaming agent physical foaming agents such as water, hydrofluorocarbons (HFC-245fa etc.), hydrocarbons (cyclopentane, etc.), carbon dioxide gas, liquefied carbon dioxide gas, and dichloromethane can be used as chemical foaming agents.
- water, carbon dioxide gas, and liquefied carbon dioxide gas are preferable from the viewpoint of the present invention.
- a physical foaming agent such as liquefied carbon dioxide gas can be used, but water can be most preferably used.
- the amount is preferably 1.3 to 6.5 parts by mass, more preferably 1.5 to 6.0 parts by mass, further preferably 1.8 to 5.5 parts by mass, and particularly preferably, 2.0 to 5.0 parts by mass may be included.
- the amount of water as the foaming agent is in the above range, foaming is stabilized and effectively performed.
- foam stabilizers can be used as the foam stabilizer, and there is no particular limitation, but it is usually preferable to use an organosilicon surfactant.
- an organosilicon surfactant for example, FV-1013-16, SRX-274C, SF-2969, SF-2961, SF-2962, L-3601, SZ-1325, SZ-1328 and Momentive of Dow Corning Silicone Co., L-5309, L-3600, L-5366, L-580 and Y-10366 manufactured by Mitsubishi Chemical Corporation and DC-2525 and DC-6070 manufactured by Air Products, B-8715 and B- -8450 and the like can be preferably used.
- the amount of the foaming agent to be used may be preferably 0.1 to 10 parts by mass, more preferably 0.5 to 5 parts by mass, based on 100 parts by mass of the total polyol component.
- the catalyst may be any catalyst used in the manufacture of polyurethane foamed foam in the industry.
- Aliphatic amines such as triethylenediamine, bis (2-dimethylaminoethyl) ether, 1-isobutyl-2-methylimidazole and morpholine;
- Organotin compounds such as tin octanoate and dibutyltin dilaurate, and the like can be preferably used. These catalysts may be used singly or in combination of two or more.
- the isocyanate compound is selected from the group consisting of tolylene diisocyanate (TDI), diphenylmethane diisocyanate (MDI), naphthalene diisocyanate (NDI), xylenediisocyanate (XDI), isophorone diisocyanate (IPDI), hexamethylene diisocyanate , And a derivative thereof.
- composition for producing the polyurethane of the present invention may further include components commonly used in the industry.
- components commonly used in the industry include cell stabilizers, crosslinking agents, chain extenders, flame retardants, fillers, auxiliary urethane gelling catalysts, transition metal catalysts, and the like, examples of which may include all components known in the art.
- the soft urethane foam may be produced by the following production method.
- a method for producing a general foamed urethane foam in the industry can be used and is not limited to the following production method.
- the following production method is merely an example of a method for producing the polyurethane foam of the present invention.
- (S1) As an initiator for a double bond reaction for water and a physical foaming agent, silicone foam stabilizer, amine and organometallic compound as a reaction catalyst, and crosslinking and grafting of polybutadiene, as a chemical foaming agent in hydrocarbon polyol and dimer acid derived from vegetable oil or vegetable oil Mixing the radical generating compound with an additive such as a vinyl monomer and an acrylic monomer, and an antioxidant; (S2) mixing with the isocyanate compounds forming the polyurethane through reaction with the polyol mixture; And (S3) curing the resulting mixture of the step (S2) through a foaming reaction and a gelling reaction at a temperature of room temperature to 100 ° C or higher.
- a polyurethane foam for impregnating a cosmetic composition comprising at least one selected from the group consisting of hydrocarbon polyol and vegetable oil or vegetable oil-derived dimeric acid derivative; And a cosmetic composition impregnated in the polyurethane foam.
- the present invention provides the use of a polyurethane foam produced by using at least one polyol selected from the group consisting of hydrocarbon polyol and vegetable oil or vegetable oil-derived dimer acid as a cosmetic impregnation material.
- the impregnation material of the present invention can be used for impregnating a liquid form composition, and is preferably used for impregnating a cosmetic composition.
- " impregnation " in the present specification refers to the meaning generally used in the industry for producing a cosmetic composition, and specifically means that the contents are carried on a material having a pore formed therein, such as a sponge.
- the meaning of the above-mentioned support means the ability to contain and store any substance (for example, it may include cosmetics in the form of liquid or gel, as well as cosmetics with high viscosity).
- the material having fluidity may include daily necessities including perfume, liquid detergent (kitchen, laundry, etc.), and the kind is not particularly limited as long as it is in a liquid form having fluidity.
- the cosmetic composition can be used for cosmetics in which a fluid cosmetic composition can be stored therein and applied to skin using a separate tool or the like, but is not limited thereto.
- the fluid cosmetic composition may include a skin, a toner, a lotion, a cream, a gel, a liquid foundation, a gel-type foundation, etc., and the formulation is not particularly limited.
- the cosmetic comprising the impregnant according to the present invention is characterized in that a lipophilic foam using a hydrocarbon polyol in which a double bond of a hydrocarbon polyol is crosslinked by a double bond reaction initiator, .
- the term " trauma" may refer to the portion of the cosmetic composition that has the most direct contact with the impregnation material when impregnated with the impregnation material.
- a single phase consists of a single phase (ie, a single phase or single phase)
- the single phase is referred to as a traumatic phase.
- a traumatic phase is an oil phase.
- (X, Y) may be in the form of a water phase or an oil phase, and may be abbreviated as 'W' in the case of water phase. 'O'), the 'Y' corresponds to the trauma, and the trauma is 'O2' in the oil-in-water type (O1 / W / O2) .
- the cosmetic may be obtained by impregnating a cosmetic composition with a flexible polyurethane foam obtained by foaming a modified hydrocarbon polyol by forming a double crosslinking of a double bond of a hydrocarbon polyol with a reaction initiator.
- the cosmetic composition may be impregnated, but it may be impregnated with a cosmetic composition having a viscosity of 1,000 to 10,000 cPs, for example.
- the cosmetic may be obtained by impregnating a cosmetic composition with a flexible polyurethane foam obtained by foaming a modified hydrocarbon polyol by adding at least one monomer selected from a vinyl monomer and an acrylic monomer to a double bond of a hydrocarbon polyol.
- the cosmetic composition may be impregnated, but it may be impregnated with a cosmetic composition having a viscosity of 1,000 to 10,000 cPs, for example.
- the present invention provides a composition for preparing urethane foam which is easy to produce a flexible urethane foam.
- the present invention is advantageous in that it is resistant to corrosion and is used in cosmetic puffs and applicators used in the cosmetics industry.
- the present invention can include both excellent properties of ester urethane foam and ether urethane foam.
- the miscibility of polyols for the preparation of conventional esters and ether foams is so poor that the control of the resulting physical and chemical properties is limited The problem has been mitigated.
- the soft urethane foam of the present invention is excellent in oil adsorption ability and can be utilized as a light oil absorbent in case of marine oil leakage.
- the present invention provides an impregnation material for impregnating a cosmetic composition, which is advantageous for impregnating a lipophilic cosmetic composition.
- the present invention provides a method for producing an impregnated material for impregnating a cosmetic composition, which can control the polarity of the impregnated material for impregnating a hydrophilic cosmetic composition.
- the present invention can solve the swelling phenomenon of the impregnation material which may occur when the cosmetic composition is impregnated.
- the present invention improves the durability of the impregnation material and enables the impregnation material to be used without deformation or corrosion.
- FIG. 1 is a reaction formula showing an example of crosslinking of a double bond of a polybutadiene segment of a polybutadiene polyol, which is a typical hydrocarbon polyol, with a radical initiator.
- FIG. 2 is a reaction formula showing that a double bond of a polybutadiene segment of a polybutadiene polyol, which is a typical hydrocarbon polyol, is grafted with acrylic acid, which is one of acrylic monomers, in the presence of a radical initiator.
- Fig. 3 shows the results of confirming the corrosiveness of the soft urethane foam (M3) of the present invention when the cosmetic composition is impregnated (left) and when the ester type urethane foam is impregnated with the cosmetic composition (right).
- Modification of the hydrocarbon polyol can be performed by grafting a vinyl monomer or an acrylic monomer before the foaming process, or by allowing a crosslinking or grafting reaction to proceed during the foaming process.
- the polybutadiene polyol was modified by adding methacrylic acid to a polybutadiene polyol having a number average molecular weight of 2,800 g / mole using benzoyl peroxide as an addition reaction initiator.
- the initiator content was 0.2% based on the total weight of the polyol, the amount of methacrylic acid added was 2%, and the reaction was carried out at a temperature of 80 ⁇ for 6 hours.
- methacrylic acid added to a polybutadiene polyol having a number average molecular weight of 2,800 g / mole was added to modify the polybutadiene polyol polyurethane foam.
- the initiator content was 0.2% and the methacrylic acid content was 2% based on the total weight of the polyol.
- Example 2 Process of foaming polyurethane foam using polybutadiene-based hydrocarbon polyol and castor oil
- urethane foam Molecular weight of 2,800 g / mole, functional group of 2.5 Polybutadiene-based polyol (cis-1,4-polybutadiene polyol / trans-1,4-polybutadiene polyol / 1,2-polybutadiene polyol at a ratio of 0.2 / 0.6 / 0.2 weight ratio) and a soft poly
- the production of the urethane foam can proceed as follows. First, the polyol and the castor oil are mixed at a proper ratio according to the content shown in Table 1 below at room temperature, and then stirred to make them sufficiently uniform. During the stirring of these mixtures, the entrapped bubbles are removed and vacuum degassing and drying are performed to remove the moisture that affects the polyurethane reaction.
- the polyol mixture thus obtained is added with a catalyst, a foaming agent and a foaming agent at a blending ratio as shown in the following table, and stirred at a high speed for about 10 seconds.
- the obtained isocyanate compound (Toluene Diisocyanate (TDI T-80 / T-65 / T-100) was added and stirred at high speed for 10 seconds and then injected into the mold. And the gelation time and the gelation time (GT) were confirmed by gelation.
- the foamed foam was subjected to a post-reaction at room temperature for 24 hours. The foam may be cut and then applied to the application. If necessary, the foam may be subjected to a separate process in order to make the foam into a pattern.
- Table 1 below illustrates the mixing ratio and the characteristics of the foam. The content is expressed as% by weight.
- NCO index The equivalence ratio of water with isocyanate and hydroxyl group to polyol is called NCO index
- a soft urethane foam was prepared in the same manner as described above. However, while mixing the polyol and castor oil, t-butyl perbenzoate peroxide initiator and acrylic acid acrylic monomer were added and mixed in the amounts shown in Table 2 below, followed by stirring to make them sufficiently homogeneous. Through the modification process shown in Table 2, a polyol-butadiene polyol / castor oil / hydrogenated castor oil (70/25/5) mixture of the composition for urethane foam was obtained.
- a foundation having the composition of Table 3 below was prepared as follows:
- the oil component and the thickening agent were put in an oil bath, and the mixture was heated at 80 DEG C to make it uniform, and then the pigment was added and dispersed.
- the water component was added to the water tank, and the raw material was completely dissolved by heating at 80 ° C, and then added to the oil bath in which the pigment was dispersed and emulsified with a homomixer to prepare a low-viscosity ultraviolet blocking emulsion.
- the contents were filled in a 40 ml stability vessel and stored in a 25 ° C. chamber for one day. The viscosity was measured at 25 ° C. using a Brookfield LVII viscometer with a spindle No. 4 at 30 rpm for 1 min. .
- the appearance of the surface of the soft urethane foam produced by the compositions of Tables 1 and 2 was not largely different from the appearance of a sponge generally used as a result of visual observation and it was confirmed to be good for use as a cosmetic impregnated material.
- the soft urethane foam of the present invention When the soft urethane foam of the present invention is used as the impregnating material as described above, the ether type urethane foam is separated from the cosmetic composition in relation to the stability of the cosmetic material. However, when the soft urethane foam of the present invention is used as the impregnation material, It was confirmed that the problem of separation of the composition did not occur and the stability was excellent.
- Cosmetic compositions 1 and 2 were impregnated with a soft urethane foam for 3 weeks, and then it was confirmed whether swelling of the foam was caused.
- ester type urethane foam In the case of ester type urethane foam, visually, it was good, but when pressed by hand, the sponge was broken in common, while ether type urethane foam and M2 ⁇ M5 were found to be no abnormality.
- the content of castor oil is less than 50% by weight based on the total weight of the polyol for the production of flexible urethane foam, it is confirmed that the urethane foam can be produced stably because the butadiene polyol is highly compatible with the vegetable oil.
- the hydrolysis resistance is excellent, so that the sponge does not break or sink over time.
- the soft urethane foam prepared according to Tables 1 and 2 was used to make a cosmetic applicator.
- the foam which is applied smoothly has a problem of being highly corrosive, and the case of the foam with improved corrosion has a somewhat rough feeling.
- the applicator (puff) made of the soft urethane foam of the present invention is highly corrosive and can provide a soft feeling.
- the puff of the present invention did not cause deformation of the puff even when used after washing, and showed almost no crumbling phenomenon.
- a packing material for packing cosmetic composition was prepared using the soft urethane foam having the composition shown in Tables 1 and 2 above.
- the soft urethane foam of the present invention is excellent in elasticity and strong in corrosiveness, and thus is suitable for use in packing and packing of cosmetic composition.
- As a member for increasing the adhesion with the lid to the container inlet of mascara or the like it was confirmed that the product was excellent in elasticity and excellent in shape retention ability.
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Claims (24)
- 폴리올을 포함하는, 연질 우레탄 폼 제조를 위한 연질 우레탄 폼용 조성물에 있어서, A composition for a flexible urethane foam for the production of a flexible urethane foam comprising a polyol,상기 폴리올은 탄화수소 폴리올, 식물유 및 식물유 유래 다이머산 중에서 선택된 어느 하나, 또는 탄화수소 폴리올과 식물유 및 식물유 유래 다이머산 중에서 선택된 어느 하나의 혼합물인 것을 특징으로 하는, 연질 우레탄 폼용 조성물.Wherein the polyol is any one selected from a hydrocarbon polyol, a vegetable oil, and a dimer acid derived from a vegetable oil, or a mixture of any one selected from a hydrocarbon polyol and a vegetable oil and a dimer acid derived from a vegetable oil.
- 제1항에 있어서, 상기 탄화수소 폴리올은 히드록시 작용기수가 2 내지 10이고, 수평균 분자량이 100 내지 100,000 g/mole 인 것을 특징으로 하는 조성물.The composition of claim 1, wherein the hydrocarbon polyol has 2 to 10 hydroxy functional groups and a number average molecular weight of 100 to 100,000 g / mole.
- 제2항에 있어서, 상기 탄화수소 폴리올은 히드록시 작용기수가 2 내지 3이고, 수평균 분자량이 300 내지 50,000 g/mole 인 것을 특징으로 하는 조성물.The composition according to claim 2, wherein the hydrocarbon polyol has a number of hydroxyl functional groups of 2 to 3 and a number average molecular weight of 300 to 50,000 g / mole.
- 제1항에 있어서, 상기 폴리올은The method of claim 1, wherein the polyol탄소와 탄소의 이중결합을 가지고 있으며, 상기 이중결합의 일부 또는 전부가 부가 반응을 통하여 개질된 것을 특징으로 하는 조성물.Carbon and carbon, and wherein a part or all of the double bonds are modified through an addition reaction.
- 제1항에 있어서, 상기 폴리올은The method of claim 1, wherein the polyol탄화수소 폴리올 및 식물유를 모두 포함하는 것을 특징으로 하는, 연질 우레탄 폼용 조성물.A hydrocarbon polyol, and a vegetable oil.
- 제5항에 있어서, 상기 폴리올은 폴리올 총 중량 대비 식물유 함량비율이 50 중량% 미만인 것을 특징으로 하는, 연질 우레탄 폼용 조성물.6. The composition according to claim 5, wherein the polyol has a vegetable oil content of less than 50% by weight based on the total weight of the polyol.
- 제4항에 있어서, 상기 부가 반응은 부가반응 개시제에 의해 고분자간의 가교결합을 통해 이루어지거나,The method according to claim 4, wherein the addition reaction is carried out by cross-linking the polymer with an addition reaction initiator,비닐 단량체, 아크릴 단량체, 및 아크릴에스테르 단량체로 이루어진 군에서 선택된 어느 하나를 첨가하여 이루어지는 것을 특징으로 하는 조성물.A vinyl monomer, an acrylic monomer, and an acrylic ester monomer.
- 제4항에 있어서, 상기 개질은 부가 반응 개시제를 첨가하여 가교결합을 도입하는 것을 특징으로 하는 조성물.5. The composition of claim 4, wherein the modification comprises adding an addition reaction initiator to introduce cross-linking.
- 제7항에 있어서, 상기 부가 반응 개시제는 벤조일퍼옥사이드, t-부틸 퍼옥시-벤조에이트, t-아밀 퍼옥시-2-에틸헥사노에이트, t-부틸 퍼옥시 피발레이트, t-아밀 퍼옥시 피발레이트, 다이-(2-에틸헥실)퍼옥시-다이카보네이트, 다이-n-프로필 퍼옥시다이카보네이트, 다이-sec-부틸 퍼옥시다이카보네이트, 3-하이드록시-1,1-다이메틸부틸 퍼옥시네오데카노에이트, 3-하이드록시-1,1-다이메틸부틸 퍼옥시네오헵타노에이트, t-아밀 퍼옥시-네오데카노에이트, 2,5-다이메틸-2,5-다이-(2-에틸헥사노일퍼옥시)헥산, 다이이소노나노일 퍼옥사이드, 다이도데카노일 퍼옥사이드, 다이옥타노일 퍼옥사이드, t-부틸 퍼네오데카노에이트, t-부틸퍼벤조에이트, 1,1-다이메틸-3-하이드록시부틸 퍼옥시-2-에틸헥사노에이트, 다이벤조일 퍼옥사이드, 1,1,3,3-테트라메틸부틸 퍼옥시피발레이트, 다이-(3,5,5-트리메틸헥사노일) 퍼옥사이드, 1,1,3,3-테트라메틸부틸 퍼옥시-2-에틸헥사노에이트, 아조비스(이소부티로-니트릴), 2,2′-아조 비스-(2-메톡시부티로니트릴), 메틸트리페닐포스포늄 브롬화물, 에틸트리페닐포스포늄 브롬화물, 페닐트리페닐포스포늄 브롬화물, H2SO4, HClO4, HCl, BF3, BCll3, BF3:O(C2H5)2, TiCl4, AlCl3, AlBr3, 및 SnCl4 로 이루어진 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물.The process according to claim 7, wherein the addition reaction initiator is selected from the group consisting of benzoyl peroxide, t-butyl peroxybenzoate, t-amyl peroxy-2-ethylhexanoate, t-butyl peroxypivalate, Di-n-propyl peroxydicarbonate, di-sec-butyl peroxydicarbonate, 3-hydroxy-1,1-dimethylbutyl peroxide, 3-hydroxy-1,1-dimethylbutylperoxyneoheptanoate, t-amylperoxy-neodecanoate, 2,5-dimethyl-2,5-di- ( Diethylhexanoyl peroxide, 2-ethylhexanoylperoxy) hexane, diisononanoyl peroxide, dydodecanoyl peroxide, dioctanoyl peroxide, t-butyl perneodecanoate, t-butyl perbenzoate, Methyl-3-hydroxybutylperoxy-2-ethylhexanoate, dibenzoyl peroxide, 1,1,3,3-tetramethylbutyl peroxypivalate 2-ethylhexanoate, azobis (isobutyro-nitrile), 2, 3-tetramethylbutylperoxy-2-ethylhexanoate, di- (3,5,5-trimethylhexanoyl) , 2'-azobis- (2-methoxybutyronitrile), methyltriphenylphosphonium bromide, ethyltriphenylphosphonium bromide, phenyltriphenylphosphonium bromide, H 2 SO 4 , HClO 4 , HCl , BF 3 , BCl l3, BF 3: O ( C 2 H 5) 2, TiCl 4, AlCl 3, AlBr 3, SnCl and composition, characterized in that at least one selected from the group consisting of 4.
- 제4항에 있어서, 상기 개질은 부가 반응 개시제를 첨가하여 비닐 단량체, 아크릴 단량체, 및 아크릴에스테르 단량체로 이루어진 군에서 선택된 어느 하나 이상이 부가되어 이루어지는 것을 특징으로 하는 조성물.The composition according to claim 4, wherein the modification comprises adding an addition reaction initiator and adding at least one selected from the group consisting of a vinyl monomer, an acrylic monomer, and an acrylic ester monomer.
- 제10항에 있어서, 상기 비닐 단량체는 아크릴산, 메타크릴산, 카르복시에틸아크릴레이트, 카르복시펜틸아크릴레이트, 이타콘산, 말레산, 푸말산, 및 크로톤산으로 이루어진 군에서 선택된 카르복실기 함유 비닐단량체; 무수말레산, 및 무수이타콘산으로 이루어진 군에서 선택된 산무수물 비닐단량체; 아크릴산 히드록시에틸, 메타크릴산 히드록시에틸, 아크릴산 히드록시프로필, 메타크릴산 히드록시프로필, 아크릴산 히드록시부틸, 메타크릴산 히드록시부틸, 아크릴산 히드록시헥실, 및 메타크릴산 히드록시헥실로 이루어진 군에서 선택된 히드록실기 함유 비닐단량체; N,N-디메틸 아크릴아미드, 및 N,N-디메틸 메타크릴아미드로 이루어진 군에서 선택된 N-치환 아미드계 비닐단량체; 아크릴산 메톡시에틸, 메타크릴산 메톡시에틸, 아크릴산 에톡시에틸, 및 메타크릴산 에톡시에틸로 이루어진 군에서 선택된 아크릴산 알콕시알킬 비닐단량체; 초산비닐, 프로피온산비닐, N-비닐피롤리돈, 메틸비닐피롤리돈, 비닐피리딘, 비닐피페리돈, 비닐피리미딘, 비닐피페라진, 비닐피라진, 비닐피롤, 비닐이미다졸, 비닐옥사졸, 비닐몰폴릴, N-비닐카르본산아미드, 스틸렌, α-메틸스틸렌, 및 N-비닐카프로락탐로 이루어진 군에서 선택된 비닐단량체; 아크릴로니트릴, 및 메타크릴로니트릴로 이루어진 군에서 선택된 시아노아크릴레이트 비닐단량체로 이루어진 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물.11. The composition of claim 10, wherein the vinyl monomer is a carboxyl group-containing vinyl monomer selected from the group consisting of acrylic acid, methacrylic acid, carboxyethyl acrylate, carboxypentyl acrylate, itaconic acid, maleic acid, fumaric acid and crotonic acid; An anhydride monomer selected from the group consisting of maleic anhydride, and itaconic anhydride; Acrylate such as hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, hydroxybutyl acrylate, hydroxybutyl methacrylate, hydroxyhexyl acrylate, and hydroxyhexyl methacrylate A hydroxyl group-containing vinyl monomer selected from the group consisting of: N-substituted amide-based vinyl monomers selected from the group consisting of N, N-dimethyl acrylamide, and N, N-dimethyl methacrylamide; Acrylic acid alkoxyalkyl vinyl monomers selected from the group consisting of methoxyethyl acrylate, methoxyethyl methacrylate, ethoxyethyl acrylate, and ethoxyethyl methacrylate; Vinyl pyrrolidone, vinyl pyrrolidone, vinyl pyridine, vinylpiperidone, vinylpyrimidine, vinylpiperazine, vinylpyrazine, vinylpyrrole, vinylimidazole, vinyloxazole, vinyl Vinyl monomers selected from the group consisting of acrylonitrile, methacrylonitrile, methacrylonitrile, methacrylonitrile, methacrylonitrile, methacrylonitrile, methacrylonitrile, Acrylonitrile, acrylonitrile, and methacrylonitrile. ≪ RTI ID = 0.0 > 18. < / RTI >
- 제10항에 있어서, 상기 아크릴 단량체는 아크릴산 글리시딜, 및 메타크릴산 글리시딜로 이루어진 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물.The composition according to claim 10, wherein the acrylic monomer is at least one selected from the group consisting of glycidyl acrylate, and glycidyl methacrylate.
- 제10항에 있어서, 상기 아크릴에스테르 단량체는 아크릴산 폴리에틸렌글리콜, 메타크릴산 폴리에틸렌글리콜, 아크릴산 폴리프로필렌글리콜, 메타크릴산 폴리프로필렌글리콜, 아크릴산 메톡시에틸렌글리콜, 메타크릴산 메톡시폴리에틸렌글리콜, 아크릴산 메톡시폴리프로필렌글리콜, 및 메타크릴산 메톡시폴리프로필렌글리콜로 이루어진 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물. The acrylic ester monomer according to claim 10, wherein the acrylic ester monomer is at least one selected from the group consisting of acrylic acid polyethylene glycol, methacrylic acid polyethylene glycol, acrylic acid polypropylene glycol, methacrylic acid polypropylene glycol, methacrylic acid methoxyethylene glycol, methacrylic acid methoxypolyethylene glycol, Polypropylene glycol, and methoxypolypropylene glycol methacrylate. ≪ RTI ID = 0.0 > 21. < / RTI >
- 제1항에 있어서, 상기 화장료 조성물 함침용 우레탄 폼을 제조하기 위한 조성물은 이소시아네이트 화합물, 발포제, 정포제, 및 촉매를 더 포함하는 것을 특징으로 하는 조성물.The composition according to claim 1, wherein the composition for preparing the urethane foam for impregnating the cosmetic composition further comprises an isocyanate compound, a foaming agent, a foaming agent, and a catalyst.
- 제14항에 있어서, 상기 이소시아네이트 화합물은 톨릴렌디이소시아네이트 (TDI), 디페닐메탄디이소시아네이트 (MDI), 나프탈렌디이소시아네이트(NDI), 자일릴렌디이소시아네이트 (XDI), 이소포론디이소시아네이트 (IPDI), 헥사메틸렌디이소시아네이트 (HMDI), 및 이들 변성체로 이루어 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물.15. The method of claim 14, wherein the isocyanate compound is selected from the group consisting of tolylene diisocyanate (TDI), diphenylmethane diisocyanate (MDI), naphthalene diisocyanate (NDI), xylylene diisocyanate (XDI), isophorone diisocyanate Methylene diisocyanate (HMDI), and modified products thereof.
- 제1항에 있어서, 상기 탄화수소 폴리올은 cis-1,4-폴리부타디엔 폴리올, trans-1,4-폴리부타디엔 폴리올, 1,2-폴리부타디엔 폴리올 또는 이들의 혼합물로 이루어진 군에서 선택된 어느 하나의 폴리부타디엔 폴리올인 것을 특징으로 하는 조성물.The method according to claim 1, wherein the hydrocarbon polyol is selected from the group consisting of cis-1,4-polybutadiene polyol, trans-1,4-polybutadiene polyol, 1,2-polybutadiene polyol, Butadiene polyol.
- 제1항에 있어서, 상기 식물유는 피마자유, 대두유, 해바라기유, 홍화씨유, 올리브유, 및 채종유로 이루어진 군에서 선택된 어느 하나 이상인 것을 특징으로 하는 조성물.The composition according to claim 1, wherein the vegetable oil is at least one selected from the group consisting of castor oil, soybean oil, sunflower oil, safflower oil, olive oil, and vegetable oil.
- 제1항에 있어서, 상기 식물유 유래 다이머산은 하기 화학식 1로 표시되는 화합물인 것을 특징으로 하는 조성물. The composition according to claim 1, wherein the vegetable oil-derived dimeric acid is a compound represented by the following formula (1).[화학식 1][Chemical Formula 1](식 중, R1 및 R2 는 각각 C4~C8 직쇄 알킬렌기를 나타내고, R3 및 R4 는 C4~C8의 직쇄 알킬기를 나타낸다.)(Wherein R 1 and R 2 each represent a C 4 to C 8 straight chain alkylene group, and R 3 and R 4 represent a straight chain alkyl group of C 4 to C 8.)
- 제1항 내지 제18항 중 어느 하나의 항의 조성물을 발포하여 제조되는 연질 폴리우레탄 폼. 18. A flexible polyurethane foam produced by foaming the composition of any one of claims 1 to 18.
- 제19항에 있어서, 상기 연질 우레탄 폼은 액상 조성물 함침용 함침재, 화장용 도포구, 또는 패킹재로 이용되는 것을 특징으로 하는 연질 우레탄 폼. The flexible urethane foam according to claim 19, wherein the soft urethane foam is used as a impregnation material for impregnation of a liquid composition, a cosmetic applicator, or a packing material.
- 제20항에 있어서, 상기 액상 조성물은 화장료 조성물을 포함하는 것을 특징으로 하는 연질 우레탄 폼. The flexible urethane foam according to claim 20, wherein the liquid composition comprises a cosmetic composition.
- 제19항의 연질 폴리우레탄 폼; 및 A flexible polyurethane foam of claim 19; And상기 연질 폴리우레탄 폼에 함침된 화장료 조성물을 포함하는, 화장료 조성물이 연질 폴리우레탄 폼에 함침된 화장품. A cosmetic composition comprising the cosmetic composition impregnated in the flexible polyurethane foam, wherein the cosmetic composition is impregnated in a flexible polyurethane foam.
- 제22항에 있어서, 상기 화장품은 탄화수소 폴리올의 이중결합이 이중결합 부가 반응 개시제에 의해 가교결합을 형성하여 개질된 탄화수소 폴리올을 발포시켜 이루어진 연질 폴리우레탄 폼에 1,000 내지 10,000 cPs의 점도를 갖는 화장료 조성물이 함침된 것을 특징으로 하는, 화장품. 23. The cosmetic composition according to claim 22, wherein the cosmetic composition is a cosmetic composition having a viscosity of 1,000 to 10,000 cPs on a flexible polyurethane foam obtained by foaming a modified hydrocarbon polyol by forming a double bond of a hydrocarbon polyol by a reaction initiator Is impregnated.
- 제22항에 있어서, 상기 화장품은 탄화수소 폴리올의 이중결합에 비닐 단량체 및 아크릴 단량체 중에서 선택된 어느 하나 이상의 단량체가 첨가되어 개질된 탄화수소 폴리올을 발포시켜 이루어진 연질 폴리우레탄 폼에 1,000 내지 10,000 cPs의 점도를 갖는 화장료 조성물이 함침된 것을 특징으로 하는, 화장품. The cosmetic product according to claim 22, wherein the cosmetic comprises a flexible polyurethane foam obtained by foaming a hydrocarbon polyol modified by adding at least one monomer selected from a vinyl monomer and an acrylic monomer to a double bond of a hydrocarbon polyol to have a viscosity of 1,000 to 10,000 cPs A cosmetic composition, characterized in that it is impregnated with a cosmetic composition.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
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CN201580078759.4A CN107531866B (en) | 2015-04-13 | 2015-11-16 | Flexible polyurethane foam using hydrocarbon polyol and cosmetic comprising the same |
SG11201708476YA SG11201708476YA (en) | 2015-04-13 | 2015-11-16 | Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same |
JP2017553346A JP6675766B2 (en) | 2015-04-13 | 2015-11-16 | Flexible polyurethane foam using hydrocarbon polyol and cosmetics containing the same |
EP15889315.6A EP3284763B1 (en) | 2015-04-13 | 2015-11-16 | Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same |
US15/566,127 US10676583B2 (en) | 2015-04-13 | 2015-11-16 | Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same |
HK18108447.2A HK1248741A1 (en) | 2015-04-13 | 2018-06-29 | Soft polyurethane foam using hydrocarbon polyol, and cosmetic comprising same |
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KR10-2015-0159751 | 2015-11-13 | ||
KR1020150159751A KR101725803B1 (en) | 2015-04-13 | 2015-11-13 | Polyurethane flexible foams using hydrocarbon polyol and cosmetics comprising thereof |
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Cited By (1)
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CN115466500A (en) * | 2022-09-24 | 2022-12-13 | 东莞市卡琳娜化妆用具有限公司 | Degradable cosmetic cotton and preparation method thereof |
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KR19990023688A (en) * | 1997-08-19 | 1999-03-25 | 사또 아끼오 | High Durability Flexible Polyurethane Foam |
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JP2015063660A (en) * | 2013-08-30 | 2015-04-09 | 三洋化成工業株式会社 | Flexible polyurethane foam |
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KR19990023688A (en) * | 1997-08-19 | 1999-03-25 | 사또 아끼오 | High Durability Flexible Polyurethane Foam |
US20040170670A1 (en) * | 2001-03-09 | 2004-09-02 | Smith James A. | Cosmetic sponges |
JP2012224712A (en) * | 2011-04-18 | 2012-11-15 | Nippon Polyurethane Ind Co Ltd | Soft polyurethane foam and method for producing the same |
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