JP2013510913A - アクリル系ポリマー - Google Patents
アクリル系ポリマー Download PDFInfo
- Publication number
- JP2013510913A JP2013510913A JP2012538266A JP2012538266A JP2013510913A JP 2013510913 A JP2013510913 A JP 2013510913A JP 2012538266 A JP2012538266 A JP 2012538266A JP 2012538266 A JP2012538266 A JP 2012538266A JP 2013510913 A JP2013510913 A JP 2013510913A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- hair
- acrylic polymer
- polymer beads
- beads
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 229920000058 polyacrylate Polymers 0.000 title claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 93
- 210000004209 hair Anatomy 0.000 claims abstract description 92
- 239000011324 bead Substances 0.000 claims abstract description 73
- 239000000178 monomer Substances 0.000 claims abstract description 46
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims description 34
- 229920000642 polymer Polymers 0.000 claims description 33
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 26
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 25
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 25
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 24
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 23
- 239000002537 cosmetic Substances 0.000 claims description 17
- 239000008266 hair spray Substances 0.000 claims description 14
- 239000000443 aerosol Substances 0.000 claims description 13
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 238000001035 drying Methods 0.000 claims description 12
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- 239000006260 foam Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 6
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- 238000009472 formulation Methods 0.000 abstract description 36
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- 239000003380 propellant Substances 0.000 description 17
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 15
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- 239000000047 product Substances 0.000 description 7
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000003750 conditioning effect Effects 0.000 description 3
- 239000008406 cosmetic ingredient Substances 0.000 description 3
- 229940008099 dimethicone Drugs 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
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- 230000009477 glass transition Effects 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
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- 102000004169 proteins and genes Human genes 0.000 description 3
- 238000010561 standard procedure Methods 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- BQJLEQAXRYBKPQ-UHFFFAOYSA-N 2-amino-2-methylpropane-1,1-diol Chemical compound CC(C)(N)C(O)O BQJLEQAXRYBKPQ-UHFFFAOYSA-N 0.000 description 2
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 238000010073 coating (rubber) Methods 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
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- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 229940014259 gelatin Drugs 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
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- 235000011187 glycerol Nutrition 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
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- 229960001679 octinoxate Drugs 0.000 description 2
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- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 description 1
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- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
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- HNLXNOZHXNSSPN-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCOCCOCCOCCO)C=C1 HNLXNOZHXNSSPN-UHFFFAOYSA-N 0.000 description 1
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- ITADNSURISDPLT-UHFFFAOYSA-N 3-[[[dimethyl(trimethylsilyloxy)silyl]oxy-[3-[2-(2-methoxypropoxy)ethoxy]propyl]-methylsilyl]oxy-methyl-trimethylsilyloxysilyl]propan-1-amine Chemical compound COC(C)COCCOCCC[Si](C)(O[Si](C)(C)O[Si](C)(C)C)O[Si](C)(CCCN)O[Si](C)(C)C ITADNSURISDPLT-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- A61K8/046—Aerosols; Foams
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- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
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- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J3/12—Powdering or granulating
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Landscapes
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- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Polymers & Plastics (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Description
窒素導入口を備えたガラス製3ッ口反応フラスコ内でステンレス鋼製バッフルよびスターラーを用いて重合反応を実施した。
上に概要を記載した実験を、以下に示すようにEMAをメタクリル酸メチル(MMA)またはイタコン酸(ITA)に置き換えて行った。ところが、表2aから読み取れるように、この置換を行ったことによって、モノマーが凝集して反応が完全に失敗に終わったために生成物が全く得られなかった(登録番号2)か、または収率が大幅に低下(71%)するだけでなくITAがポリマーに組み込まれなかったために残留モノマー含有量が大幅に上昇した(7058ppm)(登録番号3)かのいずれかとなった。
表2のビーズを使用し、米国のVOCガイドラインに準拠した「VOC 80」および「VOC 55」配合として、エタノール/水の混合物に関する試験を行った。アクリル系ポリマービーズはVOC配合のエタノールまたは水相のいずれかに容易に混合することができる。
表2に従うアクリル系ポリマービーズ(5重量%)は、各VOC配合に必要なエタノール量の20重量%に容易に分散した。その後、AMP(90〜100%の中和度を達成するのに十分な量)を添加し、分散液を10〜15分間撹拌してそれぞれビーズを溶解させた。エタノールおよび水(VOC 80および55の場合)の残分を100%まで添加して配合を完了させる。
各VOC配合に必要な水の量の計算値の30%を60℃に加熱する。次いで、表2に従うアクリル系ポリマービーズ5重量%を分散させ、AMP(90〜100%の中和度を達成するのに十分な量)を添加し、分散液を60℃で撹拌することによりビーズを完全に溶解させる(10〜15分間)。次いで、水および/またはエタノールの残分を添加する。
表3に示す配合物を標準的な手順に従って調製し、標準的なヘアケア製剤中へのアクリル系ポリマービーズ(5重量%)の溶解性を測定し、また、ISO 7027に準拠して、HACH 2100 N IS濁度計115 Vacを用いて濁度を測定した(濁度の閾値はNTU≧5(NTU<5は目視で透明な溶液を意味する))。さらに、溶液を目視で評価した。
毛束(Kerling;Art.Nr.826 500)を2cm幅の付け毛(switch)にカットする。各付け毛を洗髪用シャンプー0.5mL(ラウレス硫酸ナトリウム10%/塩化ナトリウム4%)を用いて30秒間泡立て、90秒間温水で濯ぐことにより2回洗浄する。付け毛を櫛で5回梳かし、20℃、相対湿度65%の環境調整室で少なくとも4時間乾燥させる。この条件下で付け毛の重量を毛髪に関し2g±0.2g(ゴム被覆を除く)となるよう標準化する。付け毛を水1gで湿らせ、ポリマー溶液(EtOH中5重量%のTILAMAR(登録商標)Fix A1000をAMP−95で100%中和したもの)0.3gを根元から毛先に向けてシリンジで適用することにより均一に湿らせた後、櫛で5回梳かす。次いで、付け毛を直径12mmのスパイラルカーラー(Basler Haarkosmetik Art. 12939)でカールさせる。
L=カールさせる前の毛髪の長さ(230mm)
L0=テーブルで乾燥させた後のカールの長さ
Lt=吊り下げたカールの時間t後の長さ
表5に列挙した成分を含む原液(bulk solution)を調製し、この原液をエアゾール式ヘアスプレーとして標準的な手順に従い表6に概要を示すように容器に充填した。
一般的な設備を持つ標準的な美容室において10人のパネルに対しすべての試験を実施する。通常の手順に従い、モデルに洗髪、カット、染毛、ブリーチ、パーマ、乾燥(自然乾燥またはブロー乾燥)等の処置を施す。モデルの個々の希望に添ってスタイリングする。最後にヘアスプレーを目や顔に直接かからないようにして毛髪全体に20〜30cm(ミディアム〜ロングヘアーは約15cm)の距離から片側が5秒間(ロングヘアーは長めに)となる速度でかける。
左右比較試験(half side test)によりヘアスプレー「A」を基準であるヘアスプレー「B]に対し評価した。表6から読み取れるように、本発明のビーズを含むヘアスプレー「A」の性能は、保持力、架橋性(crosslinking)、ツヤ、および整髪性に関する評点が全体的に大きく上回っていた。
TILAMAR(登録商標)Fix A1000ポリマーの5%エタノール溶液20mLを試験管に加える。ガラスを密閉する。エアゾールバルブを介して噴射剤を充填する(容器から容器へ)。
噴射剤:プロパン/ブタン(2.5バール)、またはDME
試験評価基準:1相か2相か
透明であること、濁りがないこと、沈殿がないこと
結果:プロパン/ブタンの曇り点:47%(固形分5%)。DMEは32%まで透明(固形分5%)。沈殿を認めず。
本発明によるアクリル系ビーズ、特にTILAMAR(登録商標)Fix A1000(INCI:Acrylates Copolymer(アクリレーツコポリマー)、化学名:2−メチル−2−プロペン酸、2−メチル−2−プロペン酸ブチル、2−メチル−2−プロペン酸エチル、および2−プロペン酸エチルを含むポリマー、CAS Number:1070166−98−1)等は、独特の製品形態を呈し、高湿度下におけるカール保持性に優れ、噴射剤との混和性に優れ、取扱いが容易であり、毛髪に自然な手触りを与える。したがって、本発明によるアクリル系ビーズ、特にTILAMAR(登録商標)Fix A1000は、以下に例示するように(これらに限定されるものではないが)、多種多様な製品形態に混合することが可能である。
B部:撹拌しながら、エタノールII部を溶液に加える。他のすべての成分を段階的に加え、撹拌する。C部:プロパン/ブタンを加える。
レセント(resent)発明によるポリマー、特にTILAMAR(登録商標)Fix A1000等は、さらに性能を改善するために他の市販の整髪用ポリマーと容易に組み合わせることもできる。以下の部分に幾つかの基本的な配合例を示すが、これらに限定されるものではない。
以下に示す濃度は例示的なものであり、要求に応じて1〜10%の範囲で変化させることができる。
以下に示す濃度は例示的なものであり、要求に応じて1〜10%の範囲で変化させることができる。
以下に示す濃度は例示的なものであり、要求に応じて1〜10%の範囲で変化させることができる。
以下に示す濃度は例示的なものであり、要求に応じて1〜10%の範囲で変化させることができる。
以下に示す濃度は例示的なものであり、要求に応じて1〜10%の範囲で変化させることができる。
Claims (15)
- メタクリル酸、メタクリル酸n−ブチル、アクリル酸エチル、およびメタクリル酸エチルの混合物からなるモノマー組成物を懸濁重合に付すことを含む、アクリル系ポリマービーズの調製方法。
- 前記モノマー組成物が、メタクリル酸を10〜30重量%と、メタクリル酸n−ブチルを35〜65重量%と、アクリル酸エチルを5〜15重量%と、メタクリル酸エチルを10〜35重量%との混合物からなることを特徴とする、請求項1に記載の方法。
- 前記モノマー組成物が、メタクリル酸を17〜22重量%と、メタクリル酸n−ブチルを44〜56重量%と、アクリル酸エチルを9〜15重量%と、メタクリル酸エチルを15〜25重量%との混合物からなることを特徴とする、請求項1に記載の方法。
- 前記モノマー組成物中のメタクリル酸エチル(EMA)およびアクリル酸エチル(EA)の量が、EMA対EAの比率(w/w)が4〜1の範囲、好ましくは2〜1の範囲、最も好ましくは約2.0〜1.3の範囲になる量であることを特徴とする、請求項1〜3のいずれか一項に記載の方法。
- 前記モノマー組成物中のメタクリル酸の量が25重量%未満であることを特徴とする、請求項1〜4のいずれか一項に記載の方法。
- 前記方法が、前記ビーズを単離した後に、40〜100℃、特に80〜100℃で乾燥するステップをさらに含むことを特徴とする、請求項1〜5のいずれか一項に記載の方法。
- 前記乾燥ステップが、3〜40時間実施されることを特徴とする、請求項6に記載の方法。
- 請求項1〜7のいずれか一項に記載の方法により得ることができるアクリル系ポリマービーズ。
- 前記ビーズの残留モノマー含有量が250ppm未満、特に100ppm未満であることを特徴とする、請求項8に記載のアクリル系ポリマービーズ。
- 請求項8または9に記載のアクリル系ポリマービーズおよび化粧料に許容される担体を含む化粧料組成物。
- 前記組成物が、前記アクリル系ポリマービーズを、前記化粧料組成物の総重量を基準として0.01〜20重量%、好ましくは0.05〜10重量%の量で含むことを特徴とする、請求項10に記載の化粧料組成物。
- 整髪剤であることを特徴とする、請求項11に記載の化粧料組成物。
- スタイリングクリーム、スタイリングジェル、リキッドヘアセット剤、ヘアフォーム、またはヘアスプレーの形態にあり、好ましくは、エアゾール式ヘアスプレーであることを特徴とする、請求項12に記載の整髪剤。
- 少なくとも1種のさらなる毛髪固定用樹脂をさらに含むことを特徴とする、請求項12および13に記載の整髪剤。
- 請求項8または9に記載のアクリル系ポリマービーズの整髪用ポリマーとしての使用。
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WO2013033516A1 (en) | 2011-08-31 | 2013-03-07 | Avery Dennison Corporation | Removable polymer compositions |
EP2747740B8 (en) * | 2011-10-03 | 2019-09-11 | Nouryon Chemicals International B.V. | Method of controlling fragrance release on hair |
DE102011086529A1 (de) | 2011-11-17 | 2013-05-23 | Henkel Ag & Co. Kgaa | Mittel zur temporären Verformung keratinischer Fasern auf Grundlage einer Kombination spezifischer filmbildender Polymere |
DE102011086559A1 (de) | 2011-11-17 | 2013-05-23 | Henkel Ag & Co. Kgaa | Mittel zur temporären Verformung keratinischer Fasern auf Grundlage einer Kombination spezifischer filmbildender Polymere |
US9717673B2 (en) * | 2012-04-02 | 2017-08-01 | Dsm Ip Assets B.V. | Shampoo preparations |
EP2879659B1 (en) * | 2012-08-06 | 2018-08-01 | Unilever N.V. | Shampoo composition |
US9403929B2 (en) * | 2012-09-18 | 2016-08-02 | Dsm Ip Assets B.V. | Process for preparing acrylic polymer beads |
DE102012223971A1 (de) | 2012-12-20 | 2014-06-26 | Henkel Ag & Co. Kgaa | Schaumaerosol zur Volumensteigerung |
WO2014108384A1 (en) * | 2013-01-09 | 2014-07-17 | Dsm Ip Assets B.V. | Aerosol hair spray compositions |
EP2868309B1 (en) * | 2013-10-31 | 2019-03-06 | Kao Corporation | Hair styling composition |
DE102014217207A1 (de) * | 2014-08-28 | 2016-03-03 | Henkel Ag & Co. Kgaa | Verwendung einer Kombination von AquaStyle SH-100 und Acudyne 1000 |
DE102015204154A1 (de) | 2015-03-09 | 2016-09-15 | Henkel Ag & Co. Kgaa | Mittel und Verfahren zur temporären Verformung keratinhaltiger Fasern |
DE102015204152A1 (de) * | 2015-03-09 | 2016-09-15 | Henkel Ag & Co. Kgaa | Mittel und Verfahren zur temporären Verformung keratinhaltiger Fasern |
KR101939388B1 (ko) | 2016-02-24 | 2019-01-16 | 주식회사 엘지화학 | 아크릴산계 중합체의 제조방법 |
EP3837019A1 (en) * | 2018-08-13 | 2021-06-23 | DSM IP Assets B.V. | Cosmetic composition comprising a hyperbranched copolymer and a hair styling polymer |
US11976035B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
WO2020249692A1 (en) * | 2019-06-12 | 2020-12-17 | Nouryon Chemicals International B.V. | Method for isolating carboxylic acid from an aqueous side stream |
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