WO2005052043A1 - 化粧パフ用軟質ポリウレタンフォーム及びその製造方法 - Google Patents
化粧パフ用軟質ポリウレタンフォーム及びその製造方法 Download PDFInfo
- Publication number
- WO2005052043A1 WO2005052043A1 PCT/JP2004/016984 JP2004016984W WO2005052043A1 WO 2005052043 A1 WO2005052043 A1 WO 2005052043A1 JP 2004016984 W JP2004016984 W JP 2004016984W WO 2005052043 A1 WO2005052043 A1 WO 2005052043A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyol
- polyurethane foam
- flexible polyurethane
- foam
- mdi
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
Definitions
- the present invention relates to a flexible polyurethane foam for a cosmetic puff and a method for producing the same. More specifically, the present invention relates to a soft polyurethane foam for cosmetic puffs having a fine and moist feeling using a flexible polyurethane foam produced by a mechanical floss method, and a method for producing the same.
- a flexible polyurethane foam has been widely used as a cosmetic applicator (cosmetic puff) for cosmetics.
- a cosmetic applicator cosmetic puff
- (1) open-cell dry polyurethane foam (Patent Document 1 etc.), (2) continuous Cellular wet polyurethane foams (Patent Document 2 and the like), and (3) composite materials (Patent Document 3 and the like) combining these foamed elastic bodies with cloth or flocking are known.
- Patent Document 1 JP-A-9188777
- Patent Document 2 JP-A-58-189242
- Patent Document 3 JP-A-2002-262929
- the invention's effect [0006] According to the present invention, it has become possible to provide a cosmetic puff which is an easy and simple production method, has a soft skin touch, and has a moist feeling.
- the present invention relates to a cosmetic puff using a soft polyurethane foam formed by a mechanical floss method, which is an easy and simple production method, and has a soft skin touch and a moist feeling.
- the purpose is to provide.
- the present invention has been found as a result of intensive studies in order to solve the above-mentioned problems, that is, a soft polyurethane foam for cosmetic puff containing 0.001 to 2% by mass of hyaluronic acid. It is.
- the present invention also provides an organic polyisocyanate (a) an isocyanate solution (A), a polyol (bl), a catalyst (b2), a foam stabilizer (b3), and an aqueous solution of hyaluronic acid (b4) After mixing and dispersing the polyol liquid (B) and the inert gas (C), which are prepared by pre-mixing, by mechanical stirring, the mixture is foamed and hardened. 2.
- a method for producing the flexible polyurethane foam for cosmetic puff according to 1.
- the present invention is a cosmetic puff using a flexible polyurethane foam containing 0.001 to 0.01% by mass of hyaluronic acid.
- Hyaluronic acid is a biopolymer and has low toxicity to the human body.
- Hyaluronic acid is an excellent modifier from the viewpoint of safety.
- the cosmetic puff does not have a "moist feeling" and does not feel good.
- the ratio exceeds the upper limit, the required amount of water in the production of the flexible polyurethane foam increases, and the density tends to decrease more than necessary, which tends to cause deterioration in physical properties.
- the present invention provides an isocyanate solution (A), a polyol (b1), a catalyst (b2), a foam stabilizer (b3), and an aqueous solution of hyaluronic acid (b4) that also have an organic polyisocyanate (a) power.
- the cosmetic puff described above is characterized in that the polyol liquid (B) and the inert gas (C) mixed by force are mixed and dispersed by mechanical stirring, and then the mixture is foamed and cured. It is a manufacturing method.
- the organic polyisocyanate (a) used in the present invention is diphenylmethane diisocyanate.
- MDI diphenylmethane diisocyanate
- MDI polynuclear condensate polyphenylenepolymethylene polyisocyanate
- tolylene diisocyanate xylylene diisocyanate
- Tetramethyl xylylene diisocyanate Tetramethyl xylylene diisocyanate
- isophorone diisocyanate hexamethylene diisocyanate
- naphthalenediisocyanate hydrogenated potassium diphenylmethane diisocyanate
- hydrogenated xylylene diisocyanate etc.
- Examples of these compounds having an isocyanate group include compounds in which a part of the isocyanate group is modified to urethane, biuret, arophanate, carbodiimide, uretonimine, oxazolidone, amide, imide, isocyanurate, uretdione, or the like. These can be used alone or in combination of two or more as necessary.
- MDI polymeric MDI
- MDI is 4, 4'-diphenylmethane diisocyanate (hereinafter, abbreviated as 4,4'-MDI), 2, 4'-diphenylmethane diisocyanate (hereinafter, 2,4 ') — MDI), 2,2'-diphenylmethane diisocyanate (hereinafter, abbreviated as 2,2 'MDI), a mixture of three kinds of isomers at an arbitrary ratio. Exists alone.
- 4,4'-MDI 4, 4'-diphenylmethane diisocyanate
- 2,4 ' 2,4'-diphenylmethane diisocyanate
- 2,2 'MDI 2,2'-diphenylmethane diisocyanate
- the MDI-based polynuclear mixture has three or more benzene rings to which isocyanate groups are bonded in one molecule, and exists in the form of a mixture of compounds having different degrees of condensation. Usually, it is not supplied in the form of an MDI-based polynuclear mixture alone, but in the form of a mixture with MDI (a mixture of MDI and an MDI-based polynuclear mixture is abbreviated as "polymeric MDI").
- polymeric MDI is obtained by converting a condensed mixture (polyamine) obtained by a condensation reaction between aline and formalin by converting an amino group to an isocyanate group by phosgene-forming or the like.
- the product is an MDI-based polynuclear mixture with a different degree of condensation from MDI.
- the composition of MDI and polymeric MDI can be changed by changing the raw material composition ratio and reaction conditions during condensation, and by partially removing MDI by distillation.
- the MDI content of polymeric MDI and the isomer composition ratio of MDI can be obtained from a calibration curve force based on the area percentage of each peak obtained by gel permeation chromatography / gas chromatography.
- the working environment during foam production the moldability of the foam, in consideration of the physical properties of the poly urethane foam obtained in 4, 4 'MDI content of 50- 100 mass 0/0 There MDI, 4, 4 '-MDI content of 50- 100 mass 0/0 a is containing MDI Porimeritsu click MDI, and preferably these Isoshianeto group-terminated urethane prepolymer! /,.
- the polyol (bl) used in the present invention comprises a polymer polyol and a chain extender.
- the high molecular polyol include polyether polyol, polyester polyol, polycarbonate polyol, and hydrophobic polyol.
- the polyether polyol for example, propylene glycol, ethylene glycol, glycerin, trimethylolpropane, hexanetriol, or the like as a starting material is preferably a product obtained by caropolymerizing an alkylene oxide with ethylene oxide or glycerin. Those obtained by addition polymerization of ethylene oxide and propylene oxide are preferred.
- polyester polyol examples include a condensed polyester polyol obtained by condensation of a dicarboxylic acid with a diol or a triol, a rataton-based polyester polyol obtained by ring-opening polymerization of a diol or a triol, and a polyether polyol.
- a polyol such as an ester-modified polyol obtained by ester-modifying the above with rataton is preferably used.
- polycarbonate carbonate polyol examples include those obtained by a transesterification reaction between a low-molecular-weight polycarbonate such as butanediol and hexanediol and a low-molecular-weight carbonate such as propylene carbonate and jetinole carbonate.
- a low-molecular-weight polycarbonate such as butanediol and hexanediol
- a low-molecular-weight carbonate such as propylene carbonate and jetinole carbonate.
- hydrophobic polyol polyisoprene polyol, polybutadiene polyol, hydrogenated polybutadiene polyol, or the like is used. These polymer polyol components may be used alone or in combination of two or more.
- the above-mentioned polymer polyol has a substantial average number of functional groups of 2 to 4 and a number average molecular weight of 1,000 to 10,000 (in view of the softness and the like of the obtained flexible polyurethane foam for cosmetic puff). This preferably 2, 000- 8,000 Okishiechiren group content of 50 mass 0/0 following poly) (O carboxymethyl propylene) polyol or a poly (Okishiechiren one year old carboxymethyl propylene) poly ol.
- the poly (oxyethylene-oxypropylene) polyol includes, for example, a block copolymer type or a random copolymer type, or a product obtained by adding ethylene oxide to a poly (oxypropylene) polyol terminal.
- Examples of the chain extender include ethylene glycol, propylene glycol, 1,4-butanediol, trimethylolpropane, tetramethylene ether glycol, polyethylene glycol and the like. These chain extenders may be used alone or in combination of two or more.
- 1,4 butanediol is preferred. This is because 1,4-butanediol has good reactivity because it has a primary hydroxyl group, and it has excellent workability because it is a liquid at room temperature, and it has a suitable molecular weight, so it has a foam with excellent mechanical strength. It is because it is obtained.
- Examples of the catalyst (b2) used in the present invention include monoamines such as triethylamine and dimethylcyclohexylamine, diamines such as tetramethylethylenediamine, tetramethylpropanediamine, tetramethylhexanediamine, and pentane.
- Triamines such as methylethylenetriamine, pentamethyldipropylenetriamine, tetramethyldazine, triethylenediamine, dimethylbiperazine, methylethylbiperazine, methylmorpholine, dimethylaminoethylmorpholine, dimethylimidazole
- Cyclic amines such as dimethylaminoethanol, dimethylaminoethoxyethanol, trimethylaminoethylethanolamine, alcohol amines such as methylhydroxyethylpiperazine and hydroxyethylmorpholine;
- Ether amines such as di (dimethylaminoethyl) ether and ethylene glycol bis (dimethyl) aminopropyl ether, stannasoctoate, dibutyltin diacetate, dibutyltin dilaurate, dibutyltin marcaptide, dibutyltin thiocarboxylate, dibutyl
- the foam stabilizer (b3) used in the present invention is an organic silicon-based surfactant known in the art, such as L-520, L-540, or L-520 manufactured by Nyuka. 5309, L-5366, SZ-1306, SH-193 and SRX-274C manufactured by Toray Dawko Jung, B-4113 manufactured by Goldschmidt, and the like.
- the present invention is most characterized by using an aqueous solution of hyaluronic acid (b4).
- Hyaluronic acid is a highly hygroscopic solid and it is difficult to mix it uniformly with the polyol as it is Therefore, by mixing this with a polyol as an aqueous solution, a polyol solution (B) in which hyaluronic acid is uniformly dispersed can be obtained.
- This water also serves as a foaming agent and has the effect of increasing the foaming ratio (reducing the density).
- the concentration of the aqueous solution of hyaluronic acid (b4) used in the present invention is preferably from 0.1 to 13% by mass, and particularly preferably from 0.5 to 2% by mass, particularly in view of the viscosity of the aqueous solution.
- the amount of the aqueous hyaluronic acid (b4) used is preferably 0.1 to 10% by mass, and particularly preferably 0.5 to 5% by mass, based on the polyol (bl).
- additives can also be used, if necessary.
- an antioxidant an ultraviolet absorber, a flame retardant, a coloring agent, a conductive agent, an insulating agent, and a luminescent agent , Antibacterial agents, fragrances and the like.
- the polyisocyanate component, the polyol component, the catalyst, and other components stored or prepared in separate containers.
- the additives are added to one mixing head while mixing an inert gas, mixed to be homogeneous, and the mixed solution is poured on a conveyor lined with a formwork and a base paper, and is cured by heating, or A method in which the mixture is cast into a predetermined mold or the like and cured by heating may be used.
- the foam obtained by such a method is a polyurethane foam having uniform fine cells and moderate hardness.
- the isocyanate index (isocyanate group Z active hydrogen group X 100) is preferably from 60 to 120, particularly preferably from 80 to 110. If the index is too low, the form tends to stick. Also, if the index is too high, it may not foam, or may collapse and fail to provide a flexible foam.
- the active hydrogen group does not include an active hydrogen group derived from hyaluronic acid. This is because the content of active hydrogen groups cannot be specified because hyaluronic acid is a biopolymer, and the amount of active hydrogen groups derived from hyaluronic acid is not so large as to influence the index.
- the soft polyurethane foam for cosmetic puff obtained in this way has a density of 0.05-0.9 g / cm3, a Asker hardness F of 30-90 °, and is a uniform foam having fine cells.
- the flexible polyurethane foam obtained by the present invention has open cells, and the cells have a fine and moist feeling, and is optimal for a cosmetic puff.
- ratios are mass ratios and “%” is “mass%” unless otherwise specified.
- Example of synthesis A capacity equipped with a stirrer, cooling pipe, nitrogen inlet pipe, and thermometer: 1, OOOml, 308 g of MDI-1, 1 lg of reactive silicon, and 581 g of polyol 1 were charged into a reactor of 8 while stirring. The reaction was carried out at 0 ° C. for 4 hours to obtain an urethane prepolymer of NCO-1 having an isocyanate group. The isocyanate content of NCO-1 was 7.9%.
- MDI Diphenylmethane diisocyanate
- Polyol premix OH-17 was prepared by charging as shown in Table 1 into a reactor with a capacity of 2, OOOml.
- the mixed liquid mixed with dry air is continuously poured into a molding cylinder (outer diameter; 65 mm, inner diameter; 60 mm), and is continuously carried into a heating furnace, where it is subjected to 40 ° C at 125 ° C. Heated for minutes. Thereafter, the foam was washed and dried to obtain a columnar (57 mm ⁇ ) puff substrate. Then, an approximately disk-shaped piece having a thickness of 8 mm was cut out from the puff base material to produce a test piece.
- Evaluation items and measurement methods of the test pieces are as follows.
- test piece After measuring the density immediately after the production of the test piece, the test piece was completely submerged in a water tank filled with water for 48 hours. Thereafter, the test piece was pulled up and stored at 23 ° C. and 55% RH, and the density was measured appropriately to determine the water retention.
- test piece immediately after production was touched to make a judgment.
- ⁇ slightly moist feeling.
- X has a dry feel.
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Abstract
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2003393446A JP2005152186A (ja) | 2003-11-25 | 2003-11-25 | 化粧パフ用軟質ポリウレタンフォーム及びその製造方法 |
JP2003-393446 | 2003-11-25 |
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WO2005052043A1 true WO2005052043A1 (ja) | 2005-06-09 |
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PCT/JP2004/016984 WO2005052043A1 (ja) | 2003-11-25 | 2004-11-16 | 化粧パフ用軟質ポリウレタンフォーム及びその製造方法 |
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WO (1) | WO2005052043A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8624077B2 (en) | 2008-10-02 | 2014-01-07 | L.R.R.&D. Ltd. | Interface layer wound dressing |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008264060A (ja) * | 2007-04-17 | 2008-11-06 | Inoac Corp | 液体口紅塗布具に用いる塗布部材 |
JP2008264061A (ja) * | 2007-04-17 | 2008-11-06 | Inoac Corp | 液体口紅塗布具に用いる塗布部材及びその製造方法 |
KR101257628B1 (ko) | 2011-03-24 | 2013-04-29 | (주)아모레퍼시픽 | 화장료 조성물이 함침된 발포 우레탄 폼을 포함하는 화장품 |
JP5285164B2 (ja) * | 2012-01-19 | 2013-09-11 | 株式会社シャロン | 化粧用スポンジパフ及びその製造方法 |
KR20130116182A (ko) | 2012-04-12 | 2013-10-23 | (주)아모레퍼시픽 | 개선된 사용감을 가지는 발포 폼 |
JP6106523B2 (ja) * | 2013-05-17 | 2017-04-05 | 株式会社東洋クオリティワン | 化粧塗布用ポリウレタンフォームの製造方法 |
CN103992412B (zh) * | 2014-05-30 | 2016-08-17 | 江苏卧尔康家居用品有限公司 | 改性淮薯淀粉预聚物及用该预聚物制备的可降解聚氨酯发泡材料 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60130623A (ja) * | 1983-12-15 | 1985-07-12 | バイオマトリツクス,インコ−ポレイテツド | ヒアルロン酸又はその塩で改質された重合体製品 |
JPH03205011A (ja) * | 1989-12-30 | 1991-09-06 | Kenji Nakamura | 化粧用塗布具およびその製造方法 |
JPH09188777A (ja) * | 1995-12-29 | 1997-07-22 | Inoac Corp | ポリウレタンフォーム及び化粧用塗布具 |
-
2003
- 2003-11-25 JP JP2003393446A patent/JP2005152186A/ja active Pending
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2004
- 2004-11-16 WO PCT/JP2004/016984 patent/WO2005052043A1/ja active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60130623A (ja) * | 1983-12-15 | 1985-07-12 | バイオマトリツクス,インコ−ポレイテツド | ヒアルロン酸又はその塩で改質された重合体製品 |
JPH03205011A (ja) * | 1989-12-30 | 1991-09-06 | Kenji Nakamura | 化粧用塗布具およびその製造方法 |
JPH09188777A (ja) * | 1995-12-29 | 1997-07-22 | Inoac Corp | ポリウレタンフォーム及び化粧用塗布具 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8624077B2 (en) | 2008-10-02 | 2014-01-07 | L.R.R.&D. Ltd. | Interface layer wound dressing |
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