JP2006188618A - Oil-in-water type polyorganosiloxane emulsion - Google Patents
Oil-in-water type polyorganosiloxane emulsion Download PDFInfo
- Publication number
- JP2006188618A JP2006188618A JP2005002319A JP2005002319A JP2006188618A JP 2006188618 A JP2006188618 A JP 2006188618A JP 2005002319 A JP2005002319 A JP 2005002319A JP 2005002319 A JP2005002319 A JP 2005002319A JP 2006188618 A JP2006188618 A JP 2006188618A
- Authority
- JP
- Japan
- Prior art keywords
- water
- emulsion
- parts
- polyorganosiloxane
- oil
- 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
Links
- 239000000839 emulsion Substances 0.000 title claims abstract description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 40
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 29
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 28
- 150000005215 alkyl ethers Chemical class 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- -1 fatty acid esters Chemical class 0.000 description 72
- 235000014113 dietary fatty acids Nutrition 0.000 description 23
- 239000000194 fatty acid Substances 0.000 description 23
- 229930195729 fatty acid Natural products 0.000 description 23
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 19
- 239000000203 mixture Substances 0.000 description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 238000002156 mixing Methods 0.000 description 13
- 229920001296 polysiloxane Polymers 0.000 description 13
- 150000003839 salts Chemical class 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 6
- 235000010234 sodium benzoate Nutrition 0.000 description 6
- 239000004299 sodium benzoate Substances 0.000 description 6
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- 239000004375 Dextrin Substances 0.000 description 5
- 239000002537 cosmetic Substances 0.000 description 5
- 235000019425 dextrin Nutrition 0.000 description 5
- 239000004519 grease Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
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- 239000003085 diluting agent Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000006082 mold release agent Substances 0.000 description 3
- UORCRSXWXQHLPN-UHFFFAOYSA-N 7-hexadecan-7-yloxyhexadecane Chemical compound CCCCCCCCCC(CCCCCC)OC(CCCCCC)CCCCCCCCC UORCRSXWXQHLPN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 229940064004 antiseptic throat preparations Drugs 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229960002086 dextran Drugs 0.000 description 2
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 229940039717 lanolin Drugs 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
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- 229940043810 zinc pyrithione Drugs 0.000 description 2
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 2
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- GLDUZMNCEGHSBP-UHFFFAOYSA-N 2-(2-octylphenoxy)ethanol Chemical compound CCCCCCCCC1=CC=CC=C1OCCO GLDUZMNCEGHSBP-UHFFFAOYSA-N 0.000 description 1
- BKUWWVKLLKXDJK-UHFFFAOYSA-N 2-(dimethylamino)icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(N(C)C)C(O)=O BKUWWVKLLKXDJK-UHFFFAOYSA-N 0.000 description 1
- IZLVFLOBTPURLP-UHFFFAOYSA-N 2-Methoxy-4-nitrophenol Chemical compound COC1=CC([N+]([O-])=O)=CC=C1O IZLVFLOBTPURLP-UHFFFAOYSA-N 0.000 description 1
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- PXCGQHJWVLSRSL-UHFFFAOYSA-N 2-chloroacetic acid;2-(2-octadecyl-4,5-dihydroimidazol-1-yl)ethanol Chemical compound OC(=O)CCl.CCCCCCCCCCCCCCCCCCC1=NCCN1CCO.CCCCCCCCCCCCCCCCCCC1=NCCN1CCO PXCGQHJWVLSRSL-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、水中油型ポリオルガノシロキサンエマルジョンに係り、さらに詳しくは、低温流動性に優れ、かつ環境に対する負荷が小さい水中油型ポリオルガノシロキサンエマルジョンに関する。 The present invention relates to an oil-in-water polyorganosiloxane emulsion, and more particularly to an oil-in-water polyorganosiloxane emulsion having excellent low-temperature fluidity and a low environmental load.
一般に、シリコーン(ポリオルガノシロキサン)は、潤滑性、離型性、撥水性などに優れていることから、綿や羊毛などの天然繊維や合成繊維の柔軟仕上げ剤として、またプラスチック製品の成形の際の離型剤として、さらには毛髪用化粧料や皮膚用化粧料の原料として広く用いられている。そして、シリコーンは、これらの用途において、水系での処理が可能で他の有機成分との配合安定性が良好であり、安全性に優れているという点から、エマルジョンの形態で広く使用されている。 In general, silicone (polyorganosiloxane) is excellent in lubricity, releasability, water repellency, etc., so it can be used as a soft finish for natural and synthetic fibers such as cotton and wool, and when plastic products are molded. As a mold release agent, it is widely used as a raw material for hair cosmetics and skin cosmetics. And in these applications, silicone is widely used in the form of an emulsion because it can be treated in an aqueous system, has good blending stability with other organic components, and is excellent in safety. .
シリコーンエマルジョンに使用される乳化剤としては、非イオン性界面活性剤、アニオン性界面活性剤、カチオン性界面活性剤、両イオン性界面活性剤、およびこれらの混合物からなる界面活性剤が挙げられる。従来から、化粧料に使用されるシリコーンエマルジョンには、他の化粧料配合成分、例えば水、アルコール類、鉱物油、ワックス類、脂肪酸エステルなどにポリオルガノシロキサンを安定に分散するため、前記界面活性剤の中でもエーテル型の非イオン性界面活性剤が好適に用いられている。 Examples of the emulsifier used in the silicone emulsion include surfactants composed of nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof. Conventionally, silicone emulsions used in cosmetics have the above-mentioned surface active properties in order to stably disperse polyorganosiloxane in other cosmetic ingredients such as water, alcohols, mineral oils, waxes, fatty acid esters and the like. Among these agents, ether type nonionic surfactants are preferably used.
しかしながら、近年、環境に対する負荷の少ない界面活性剤の選択が求められている。例えば、炭素原子数12〜15のアルキル基を有するアルキルポリエーテル類は、環境への影響が懸念される化学物質として、PRTR(Pollutant Release and Transfer Register)の排出量などが義務付けられた指定化学物質に認定され、その使用が制限されるようになっている。また、原料が牛脂などの獣脂由来の界面活性剤は、厚生省医薬安全局長からの「ウシ等由来物を原料として製造される医薬品等の品質および安全性確保について(平成12年12月12日付)」の通達により、化粧品などへの使用が制限されつつある。 However, in recent years, there has been a demand for selection of a surfactant that has a low environmental impact. For example, alkyl polyethers having an alkyl group having 12 to 15 carbon atoms are designated chemical substances that require the release of PRTR (Pollutant Release and Transfer Register) as chemical substances that are likely to be affected by the environment. And its use is restricted. In addition, tallow-derived surfactants such as beef tallow are from the Director of the Pharmaceutical Safety Bureau of the Ministry of Health and Welfare, “Ensuring the quality and safety of pharmaceuticals manufactured using bovine and other derived materials as raw materials (December 12, 2000) The use of cosmetics and the like is being restricted.
このような制限に適応した界面活性剤として、植物由来のポリオキシエチレンn−セチルエーテルやポリオキシエチレンn−ステアリルエーテルが知られているが、これらの界面活性剤は、高融点であったり、あるいは水との配合時に凝集する性質を有するため、エマルジョンのクリーミングやオイル分離、水分離のような乳化不良を引き起こすという問題があった。さらに、エマルジョンが得られた場合でも、低温での流動性が悪いという問題があった。 As surfactants adapted to such restrictions, plant-derived polyoxyethylene n-cetyl ether and polyoxyethylene n-stearyl ether are known, but these surfactants have a high melting point, Or, since it has a property of agglomerating when blended with water, there has been a problem of causing emulsification defects such as creaming of the emulsion, oil separation, and water separation. Furthermore, even when an emulsion is obtained, there is a problem that fluidity at low temperatures is poor.
このような問題を解決するために、乳化剤として、長鎖(アルキル鎖長が16)のポリオキシエチレン付加物と短鎖(アルキル鎖長が10)のポリオキシエチレン付加物とを組み合わせて用いたシリコーンエマルジョン(例えば、特許文献1参照)や、イソセチルアルコールのような長鎖分岐型アルコールのポリオキシエチレン付加物を用いたシリコーンエマルジョン(例えば、特許文献2参照)が提案されている。 In order to solve such problems, a long chain (alkyl chain length of 16) polyoxyethylene adduct and a short chain (alkyl chain length of 10) polyoxyethylene adduct were used in combination as emulsifiers. Silicone emulsions (for example, see Patent Document 2) and silicone emulsions using a polyoxyethylene adduct of a long-chain branched alcohol such as isocetyl alcohol have been proposed.
しかしながら、特許文献1および特許文献2に記載されたシリコーンエマルジョンは、いずれも低温での流動性が十分でなく、ハンドリング性(取り扱い性)に劣るという問題があった。
本発明は、これらの問題を解決するためになされたもので、低温での流動性に優れ、かつ環境に与える負荷が小さい水中油型ポリオルガノシロキサンエマルジョンを提供することを目的とする。 The present invention has been made to solve these problems, and an object of the present invention is to provide an oil-in-water polyorganosiloxane emulsion that is excellent in fluidity at low temperatures and has a small load on the environment.
本発明の水中油型ポリオルガノシロキサンエマルジョンは、(A)25℃における粘度が0.1〜10,000Pa・sであるポリオルガノシロキサン100重量部に対して、(B)一般式:R−O−(EO)m−(PO)nH、またはR−O−(PO)n−(EO)mH(これらの式中、Rは炭素原子数が16〜24のアルキル基、EOはエチレンオキサイド単位、POはプロピレンオキサイド単位をそれぞれ表す。mはエチレンオキサイド単位の平均付加モル数、nはプロピレンオキサイド単位の平均付加モル数をそれぞれ表し、いずれも1〜100の整数であり、m/n>2である。)で示されるポリオキシアルキレンアルキルエーテル1〜50重量部、および
(C)水を含むことを特徴とする。
The oil-in-water polyorganosiloxane emulsion of the present invention has (A) 100 parts by weight of a polyorganosiloxane having a viscosity of 0.1 to 10,000 Pa · s at 25 ° C. -(EO) m- (PO) n H or R-O- (PO) n- (EO) m H (wherein R is an alkyl group having 16 to 24 carbon atoms, EO is ethylene oxide) Unit, PO represents a propylene oxide unit, m represents an average number of added moles of an ethylene oxide unit, n represents an average number of added moles of a propylene oxide unit, both are integers of 1 to 100, and m / n> 2) and 1 to 50 parts by weight of a polyoxyalkylene alkyl ether represented by (C) and water.
本発明の水中油型ポリオルガノシロキサンエマルジョンは、低温での流動性に優れ、かつ環境に対する負荷や人体に与える悪影響が少ない。また、他の成分に配合した場合の分散性が良好であり、被配合成分へのポリオルガノシロキサンの添加効果を十分に発揮することができる。 The oil-in-water polyorganosiloxane emulsion of the present invention is excellent in fluidity at low temperatures and has little adverse effect on the environment and human body. Moreover, the dispersibility when it mix | blends with another component is favorable, and can fully exhibit the addition effect of the polyorganosiloxane to a to-be-blended component.
以下、本発明に係る水中油型ポリオルガノシロキサンエマルジョンの実施の形態について説明する。 Hereinafter, embodiments of the oil-in-water polyorganosiloxane emulsion according to the present invention will be described.
本発明の実施形態の水中油型ポリオルガノシロキサンエマルジョンは、(A)25℃における粘度が0.1〜10,000Pa・sのポリオルガノシロキサン100重量部と、(B)一般式:R−O−(EO)m−(PO)nH、またはR−O−(PO)n−(EO)mH(これらの式中、Rは炭素原子数が16〜24のアルキル基、EOはエチレンオキサイド単位、POはプロピレンオキサイド単位をそれぞれ表す。mはエチレンオキサイド単位の平均付加モル数、nはプロピレンオキサイド単位の平均付加モル数をそれぞれ表し、いずれも1〜100の整数であり、m/n>2である。)で示されるポリオキシアルキレンアルキルエーテル1〜50重量部、および(C)水をそれぞれ含有する。 An oil-in-water polyorganosiloxane emulsion according to an embodiment of the present invention includes (A) 100 parts by weight of a polyorganosiloxane having a viscosity of 0.1 to 10,000 Pa · s at 25 ° C., and (B) a general formula: R—O. -(EO) m- (PO) n H or R-O- (PO) n- (EO) m H (wherein R is an alkyl group having 16 to 24 carbon atoms, EO is ethylene oxide) Unit, PO represents a propylene oxide unit, m represents an average number of added moles of an ethylene oxide unit, n represents an average number of added moles of a propylene oxide unit, both are integers of 1 to 100, and m / n> 2) and 1 to 50 parts by weight of a polyoxyalkylene alkyl ether represented by (C) and water.
本発明の実施形態において、(A)成分である粘度(25℃)が0.1〜10,000Pa・sのポリオルガノシロキサンは、エマルジョンの主剤であり、例えば平均組成式:R1 aSiO(4−a)/2で示すことができる。 In the embodiment of the present invention, the polyorganosiloxane having a viscosity (25 ° C.) of 0.1 to 10,000 Pa · s as the component (A) is a main component of the emulsion, for example, an average composition formula: R 1 a SiO ( 4-a) / 2 .
式中、R1は、互いに同一または異なる置換もしくは非置換の一価の炭化水素基であり、具体的には、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、デシル基、ドデシル基などの脂肪族飽和炭化水素基;ビニル基、アリル基、ヘキセニル基などの脂肪族不飽和炭化水素基;シクロペンチル基、シクロヘキシル基などの脂環式炭化水素基;フェニル基、トリル基、ナフチル基などの芳香族炭化水素基;これらの基の炭素原子に結合した水素原子が部分的にハロゲン原子またはエポキシ基、カルボキシル基、メタクリル基、ポリオキシアルキレン基などの有機基で置換された基などが例示される。これらの中でも、非置換の一価炭化水素基が好ましい。さらに、R1の一部が水素原子、水酸基またはアルコキシ基で置換されたものであってもよい。aは0を越え3未満の数であり、好ましくは1.0〜2.5であり、より好ましくは1.8〜2.2である。分子構造は、直鎖状、一部分岐を有する直鎖状、分岐状、環状のいずれであってもよい。 In the formula, R 1 is a substituted or unsubstituted monovalent hydrocarbon group that is the same or different from each other, and specifically includes a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, and a heptyl group. Aliphatic saturated hydrocarbon groups such as octyl group, decyl group, dodecyl group; aliphatic unsaturated hydrocarbon groups such as vinyl group, allyl group, hexenyl group; alicyclic hydrocarbon groups such as cyclopentyl group, cyclohexyl group; Aromatic hydrocarbon groups such as phenyl group, tolyl group, and naphthyl group; hydrogen atoms bonded to carbon atoms of these groups are partially halogen atoms or organic groups such as epoxy groups, carboxyl groups, methacryl groups, polyoxyalkylene groups Examples include a group substituted with a group. Of these, unsubstituted monovalent hydrocarbon groups are preferred. Further, a part of R 1 may be substituted with a hydrogen atom, a hydroxyl group or an alkoxy group. a is a number exceeding 0 and less than 3, preferably 1.0 to 2.5, and more preferably 1.8 to 2.2. The molecular structure may be linear, linear with some branching, branched, or cyclic.
(A)成分としては、分子鎖末端がトリメチルシロキシ基、シラノール基、アルコキシ基、Si−H基(シリル基)などで封鎖された直鎖状のジオルガノポリシロキサンが好ましい。ジオルガノポリシロキサンとして、例えば、ジメチルポリシロキサン、メチルフェニルシロキサン・ジメチルシロキサン共重合体、メチルビニルシロキサン・ジメチルシロキサン共重合体、メチルエチルシロキサン・ジメチルシロキサン共重合体などが挙げられる。これらのポリオルガノシロキサンの中で、ジメチルシロキサン単位が70モル%以上であるものが好ましい。 As the component (A), a linear diorganopolysiloxane whose molecular chain end is blocked with a trimethylsiloxy group, silanol group, alkoxy group, Si—H group (silyl group) or the like is preferable. Examples of the diorganopolysiloxane include dimethylpolysiloxane, methylphenylsiloxane / dimethylsiloxane copolymer, methylvinylsiloxane / dimethylsiloxane copolymer, and methylethylsiloxane / dimethylsiloxane copolymer. Among these polyorganosiloxanes, those having a dimethylsiloxane unit of 70 mol% or more are preferable.
また、(A)成分としては、1種類のポリオルガノシロキサンを単独で使用してもよく、2種以上を混合して使用してもよい。25℃における粘度は、0.1〜10,000Pa・sであり、0.5〜2,000Pa・sの範囲が好ましく、1.0〜1,000Pa・sの範囲がより好ましい。 As the component (A), one kind of polyorganosiloxane may be used alone, or two or more kinds may be mixed and used. The viscosity at 25 ° C. is 0.1 to 10,000 Pa · s, preferably 0.5 to 2,000 Pa · s, and more preferably 1.0 to 1,000 Pa · s.
なお、ここでいう粘度は(A)成分全体としての粘度であるので、前記範囲外の粘度のポリオルガノシロキサンであっても、異なる粘度のポリオルガノシロキサンと混合して粘度を調整することにより、(A)成分として使用することができる。例えば、5,000〜20,000Pa・sの高粘度ポリオルガノシロキサンに、希釈剤として粘度1.0Pa・s以下のポリオルガノシロキサンや、ヘキサメチルジシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサンなどの揮発性の低分子量ポリオルガノシロキサンを配合した混合物も使用することができる。このような混合物において、希釈剤の配合量は、高粘度ポリオルガノシロキサン100重量部に対して、10〜1000重量部とすることが好ましい。 In addition, since the viscosity here is a viscosity as the whole component (A), even if it is a polyorganosiloxane having a viscosity outside the above range, by adjusting the viscosity by mixing with a polyorganosiloxane having a different viscosity, It can be used as component (A). For example, a high viscosity polyorganosiloxane of 5,000 to 20,000 Pa · s, a polyorganosiloxane having a viscosity of 1.0 Pa · s or less as a diluent, hexamethyldisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopenta Mixtures containing volatile low molecular weight polyorganosiloxanes such as siloxane can also be used. In such a mixture, the amount of the diluent is preferably 10 to 1000 parts by weight with respect to 100 parts by weight of the high viscosity polyorganosiloxane.
実施形態において、(B)成分である一般式:R−O−(EO)m−(PO)nH、またはR−O−(PO)n−(EO)mHで表されるポリオキシアルキレンアルキルエーテルは、本発明の水中油型エマルジョンの特徴的な成分である。この(B)ポリオキシアルキレンアルキルエーテルは前記(A)成分の乳化剤であり、(B)成分の配合により、エマルジョンの低温での流動性および安定性を向上させることができ、かつ環境や人体に対する負荷が小さいという利点を有する。さらに、本発明のエマルジョンを他の成分に配合する場合の分散性や安定性を向上させる働きをする。(B)成分としては、製造の容易さの観点から、一般式:R−O−(EO)m−(PO)nHで表されるポリオキシアルキレンアルキルエーテルを使用することが望ましい。 In the embodiment, the polyoxyalkylene represented by the general formula: R—O— (EO) m — (PO) n H, or R—O— (PO) n — (EO) m H, which is the component (B) Alkyl ether is a characteristic component of the oil-in-water emulsion of the present invention. This (B) polyoxyalkylene alkyl ether is an emulsifier of the component (A). By blending the component (B), the fluidity and stability of the emulsion at a low temperature can be improved, and the environment and human body can be improved. It has the advantage that the load is small. Furthermore, it functions to improve dispersibility and stability when the emulsion of the present invention is blended with other components. As the component (B), it is desirable to use a polyoxyalkylene alkyl ether represented by the general formula: R—O— (EO) m — (PO) n H, from the viewpoint of ease of production.
(B)ポリオキシアルキレンアルキルエーテルを示す一般式において、Rは炭素原子数が16〜24のアルキル基、具体的には、セチル基、イソセチル基、ステアリル基、イソステアリル基、ベヘニル基、デシルテトラデシル基などが挙げられる。入手のし易さから、セチル基あるいはステアリル基が望ましい。また、エチレンオキサイド単位(EO)とプロピレンオキサイド単位(PO)の平均付加モル数を表すmおよびnは、いずれも1〜100より好ましくは4〜60の整数である。さらに、m/n>2とする。 (B) In the general formula showing polyoxyalkylene alkyl ether, R is an alkyl group having 16 to 24 carbon atoms, specifically, cetyl group, isocetyl group, stearyl group, isostearyl group, behenyl group, decyltetra A decyl group etc. are mentioned. From the viewpoint of availability, a cetyl group or a stearyl group is desirable. Moreover, m and n showing the average added mole number of an ethylene oxide unit (EO) and a propylene oxide unit (PO) are all 1-100, More preferably, it is an integer of 4-60. Further, m / n> 2.
Rの炭素原子数、エチレンオキサイドおよびプロピレンオキサイドの付加モル数が前記範囲を外れると、エマルジョンの安定性が低下する。(B)成分は、1種類を単独で使用しても2種以上の混合物でもよい。 When the number of R carbon atoms and the number of added moles of ethylene oxide and propylene oxide are out of the above ranges, the stability of the emulsion is lowered. (B) A component may be used individually by 1 type, or 2 or more types of mixtures may be sufficient as it.
(B)成分の配合量は、(A)成分100重量部に対して1〜50重量部が好ましく、2〜30重量部がさらに好ましい。(B)成分の配合量が1重量部未満では(A)成分の乳化が困難であり、反対に50重量部を超えて配合しても、得られる乳化物の粘度が高くなりすぎて使用が困難となる。 (B) As for the compounding quantity of a component, 1-50 weight part is preferable with respect to 100 weight part of (A) component, and 2-30 weight part is further more preferable. If the blending amount of the component (B) is less than 1 part by weight, it is difficult to emulsify the component (A). It becomes difficult.
本発明の実施形態において、(C)成分である水は(A)成分の分散媒であり、例えば、常水、純水、イオン交換水を用いることができる。(C)水の配合量は特に限定されないが、好ましくは(A)成分100重量部に対して5〜2000重量部であり、さらに好ましくは10〜1000重量部である。(C)水の配合量が5重量部未満であると、エマルジョン自体の安定性や他の成分への分散性が低下し、反対に2000重量部を超えて配合した場合には、長期の保存安定性が悪くなる場合がある。 In the embodiment of the present invention, the water as the component (C) is a dispersion medium for the component (A). For example, normal water, pure water, or ion exchange water can be used. (C) Although the compounding quantity of water is not specifically limited, Preferably it is 5-2000 weight part with respect to 100 weight part of (A) component, More preferably, it is 10-1000 weight part. (C) If the blending amount of water is less than 5 parts by weight, the stability of the emulsion itself and the dispersibility in other components will decrease, and conversely if it exceeds 2000 parts by weight, it will be stored for a long time. Stability may deteriorate.
本発明の実施形態のエマルジョンは、本質的に前記(A)成分〜(C)成分から構成されるが、(A)成分の希釈剤として炭化水素系溶剤を含有することができる。炭化水素系溶剤の配合量は、(A)成分100重量部に対して10〜1000重量部の範囲が好ましい。さらに、他の成分への配合安定性をよりいっそう向上させるために、本発明の目的を損なわない範囲であれば、ポリオルガノシロキサンエマルジョンの添加剤として公知である他の成分を添加・配合することができる。 The emulsion of the embodiment of the present invention is essentially composed of the components (A) to (C), but can contain a hydrocarbon solvent as a diluent for the component (A). The blending amount of the hydrocarbon solvent is preferably in the range of 10 to 1000 parts by weight with respect to 100 parts by weight of component (A). Furthermore, in order to further improve the blending stability to other components, other components known as additives for polyorganosiloxane emulsions should be added and blended as long as the object of the present invention is not impaired. Can do.
そのような添加剤としては、アニオン性界面活性剤、カチオン性界面活性剤、両性界面活性剤、(B)成分以外のノニオン性界面活性剤、アルコール類、水溶性高分子、防腐剤、防カビ剤、防錆剤などが例示される。なお、界面活性剤は、非シリコーン系の界面活性剤であることが好ましい。これらの成分は単独で使用しても、複数を組み合わせて使用してもよい。またその配合手順は特に限定されない。 Examples of such additives include anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants other than the component (B), alcohols, water-soluble polymers, antiseptics, and antifungal agents. Examples thereof include agents and rust preventives. The surfactant is preferably a non-silicone surfactant. These components may be used alone or in combination. The blending procedure is not particularly limited.
アニオン性界面活性剤の具体例としては、N−アシル−サルコシン塩類、N−アシルグルタミン酸およびその塩類、アルカンスルホン酸およびその塩類、α−オレフィンスルホン酸およびその塩類、アルキル硫酸およびその塩類、ジアルキルスルホコハク酸およびその塩類、アシルメチルタウリンおよびその塩類、ポリオキシエチレンアルキルエーテル硫酸およびその塩類、脂肪酸塩類、アルキルポリエーテルカルボン酸およびその塩類、アルキルリン酸およびその塩類、ポリオキシエチレンアルキルエーテルリン酸およびその塩類、アルキルアリルスルホン酸およびその塩類、アシル化加水分解コラーゲンペプチド塩類などが挙げられる。 Specific examples of the anionic surfactant include N-acyl-sarcosine salts, N-acylglutamic acid and salts thereof, alkanesulfonic acid and salts thereof, α-olefinsulfonic acid and salts thereof, alkylsulfuric acid and salts thereof, and dialkylsulfosuccines. Acids and salts thereof, acylmethyl taurine and salts thereof, polyoxyethylene alkyl ether sulfuric acid and salts thereof, fatty acid salts, alkyl polyether carboxylic acids and salts thereof, alkyl phosphoric acid and salts thereof, polyoxyethylene alkyl ether phosphoric acid and salts thereof Examples thereof include salts, alkylallylsulfonic acid and salts thereof, and acylated hydrolyzed collagen peptide salts.
カチオン性界面活性剤の具体例としては、エチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム、塩化アルキルトリメチルアンモニウム、塩化アルキルジヒドロキシエチルメチルアンモニウム、塩化−γ−グルコンアミドプロピルジメチルヒドロキシエチルアンモニウム、塩化ジアルキルジメチルアンモニウム、塩化ジ(ポリオキシエチレン)アルキルメチルアンモニウム、塩化ステアロイルコラミノホルミルメチルピリジニウム、塩化セチルピリジニウム、塩化アルキルジメチルエチルアンモニウム、塩化トリ(ポリオキシエチレン)アルキルアンモニウム、塩化ベンザルコニウム、塩化ベンゼトニウム、塩化ポリオキシエチレンポリオキシプロピレンジエチルメチルアンモニウム、塩化ポリオキシプロピレンメチルジエチルアンモニウム、塩化ラウロイルコラミノホルミルメチルピリジニウム、臭化アルキルイソキノリニウム液、臭化アルキルトリメチルアンモニウム、アルキルトリメチルアンモニウムサッカリンなどが挙げられる。 Specific examples of the cationic surfactant include ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium chloride, alkyltrimethylammonium chloride, alkyldihydroxyethylmethylammonium chloride, -γ-gluconamidopropyldimethylhydroxyethylammonium chloride, dialkyldimethylammonium chloride, Di (polyoxyethylene) alkylmethylammonium chloride, stearoylcholaminoformylmethylpyridinium chloride, cetylpyridinium chloride, alkyldimethylethylammonium chloride, tri (polyoxyethylene) alkylammonium chloride, benzalkonium chloride, benzethonium chloride, polyoxychloride Ethylene polyoxypropylene diethylmethylammonium chloride polyoxypropylene methyldie Le ammonium lauroyl Kola amino formyl methyl pyridinium chloride, alkyl bromide isoquinolinium solution, bromide alkyltrimethylammonium, like alkyl trimethylammonium saccharin.
前記した(B)成分以外のノニオン性界面活性剤の具体例としては、エチレングリコール脂肪酸エステル類、ポリエチレングリコール脂肪酸エステル類、プロピレングリコール脂肪酸エステル類、ポリプロピレングリコール脂肪酸エステル類、グリコール脂肪酸エステル類、トリメチロールプロパン脂肪酸エステル類、ペンタエリスリット脂肪酸エステル類、グルコシド誘導体類、グリセリンアルキルエーテル脂肪酸エステル類、トリメチロールプロパンオキシエチレンアルキルエーテル類、脂肪酸アミド類、アルキロールアミド類、アルキルアミンオキシド類、ラノリンおよびその誘導体類、ヒマシ油誘導体類、硬化ヒマシ油誘導体類、ステロールおよびその誘導体類、ポリオキシエチレンアルキルエーテル類、ポリオキシエチレンアルキルアリルエーテル類、ポリオキシエチレンアルキルアミン類、ポリオキシエチレン脂肪酸アミド類、ポリオキシエチレンアルキロールアミド類、ポリオキシエチレンジエタノールアミン脂肪酸エステル類、ポリオキシエチレントリメチロールプロパン脂肪酸エステル類、ポリオキシエチレンアルキルエーテル脂肪酸エステル類、ポリオキシエチレンポリオキシプロピレングリコール類、ポリオキシエチレンポリオキシプロピレンアルキルエーテル類、ポリオキシエチレンポリオキシプロピレン多価アルコールエーテル類、グリセリン脂肪酸エステル類、ポリグリセリン脂肪酸エステル類、ポリオキシエチレングリセリン脂肪酸エステル類、ソルビタン脂肪酸エステル類、ポリオキシエチレンソルビタン脂肪酸エステル類、ショ糖脂肪酸エステル類などが挙げられる。 Specific examples of the nonionic surfactant other than the component (B) are ethylene glycol fatty acid esters, polyethylene glycol fatty acid esters, propylene glycol fatty acid esters, polypropylene glycol fatty acid esters, glycol fatty acid esters, trimethylol. Propane fatty acid esters, pentaerythritol fatty acid esters, glucoside derivatives, glycerin alkyl ether fatty acid esters, trimethylolpropaneoxyethylene alkyl ethers, fatty acid amides, alkylolamides, alkylamine oxides, lanolin and derivatives thereof , Castor oil derivatives, hydrogenated castor oil derivatives, sterols and derivatives thereof, polyoxyethylene alkyl ethers, polyoxyethylene alkyl Allyl ethers, polyoxyethylene alkylamines, polyoxyethylene fatty acid amides, polyoxyethylene alkylolamides, polyoxyethylene diethanolamine fatty acid esters, polyoxyethylene trimethylolpropane fatty acid esters, polyoxyethylene alkyl ether fatty acids Esters, polyoxyethylene polyoxypropylene glycols, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene polyoxypropylene polyhydric alcohol ethers, glycerin fatty acid esters, polyglycerin fatty acid esters, polyoxyethylene glycerin fatty acid Esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid ester Kind and the like.
両性界面活性剤の具体例としては、2−アルキル−N−カルボキシメチル−N−ヒドロキシエチルイミダゾリニウムベタイン、アルキルヒドロキシエチルイミダゾリニウムベタインナトリウム、塩酸アルキルジアミノエチルエチルグリシン液、ステアリルジメチルアミノ酢酸ベタイン、ビス(ステアリル−N−ヒドロキシエチルイミダゾリン)クロル酢酸錯体、アルキル−N−カルボキシメトキシエチル−N−カルボキシメチルイミダゾリニウムジナトリウムヒドロキシド、ヤシ油アルキル−N−カルボキシメトキシエチル−N−カルボキシメチルイミダゾリニウムジナトリウムラウリル硫酸、アルキルベタイン、ラウリルアミノプロピオン酸トリエタノールアミン、β−ラウリルアミノプロピオン酸ナトリウム、ラウリル−N−カルボキシメトキシエチル−N−カルボキシメチルイミダゾリニウムジナトリウムドデカノイルサルコシン、ラウリルジアミノエチルグリシンナトリウム、ラウリルジメチルアミノ酢酸ベタイン、ラウリン酸アミドプロピルベタイン液などが挙げられる。 Specific examples of amphoteric surfactants include 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, sodium alkylhydroxyethylimidazolinium betaine, alkyldiaminoethylethylglycine hydrochloride, stearyldimethylaminoacetic acid betaine Bis (stearyl-N-hydroxyethylimidazoline) chloroacetic acid complex, alkyl-N-carboxymethoxyethyl-N-carboxymethylimidazolinium disodium hydroxide, coconut oil alkyl-N-carboxymethoxyethyl-N-carboxymethylimidazole Linium disodium lauryl sulfate, alkylbetaine, laurylaminopropionate triethanolamine, β-laurylaminopropionate sodium, lauryl-N-carboxyl Tokishiechiru -N- carboxymethyl imidazolinium disodium dodecanoyl sarcosine, lauryl di aminoethyl glycine sodium, lauryl betaine, and the like lauric acid amide propyl betaine solution.
防腐剤、防カビ剤、防錆剤の具体例としては、安息香酸、安息香酸アルミニウム、安息香酸ナトリウム、イソプロピルメチルフェノール、エチルヘキサンジオール、塩化リゾチーム、塩酸クロルヘキシジン、オクチルフェノキシエタノール、オルトフェニルフェノール、過ホウ酸ナトリウム、感光素101号、感光素201号、感光素301号、感光素401号、グルコン酸クロルヘキシジン液、クレゾール、クロラミンT、クロルキシレノール、クロルクレゾール、クロルフェネシン、クロルヘキシジン、クロロブタノール、酢酸レゾルシン、サリチル酸、サリチル酸ナトリウム、臭化ドミフェン、ジンクピリチオン、ジンクピリチオン液、ソルビン酸、サオルビン酸カリウム、チアントール、チオキソロン、チモール、チラム、デヒドロ酢酸、デヒドロ酢酸ナトリウム、トリクロロカルバニリド、トリクロロヒドロキシジフェニルエーテル、パラオキシ安息香酸イソブチル、パラオキシ安息香酸イソプロピル、パラオキシ安息香酸エチル、パラオキシ安息香酸ブチル、パラオキシ安息香酸プロピル、パラオキシ安息香酸ベンジル、パラオキシ安息香酸メチル、パラオキシ安息香酸メチルナトリウム、パラクロルフェノール、パラフェノールスルホン酸ナトリウム(二水和物)、ハロカルバン、フェノキシエタノール、フェノール、ヘキサクロロファン、モノニトログアヤコール、モノニトログアヤコールナトリウム、ヨウ化パラジメチルアミノスチリルヘプチルメチルリアゾリニウム、ラウリルトリメチルアンモニウムトリクロロフェノキサイド、硫酸オキシキノリン、リン酸オキシキノリン、レゾルシンなどが挙げられる。 Specific examples of antiseptics, fungicides, and rust inhibitors include benzoic acid, aluminum benzoate, sodium benzoate, isopropylmethylphenol, ethylhexanediol, lysozyme chloride, chlorhexidine hydrochloride, octylphenoxyethanol, orthophenylphenol, Sodium acid, Photosensitive element 101, Photosensitive element 201, Photosensitive element 301, Photosensitive element 401, Chlorhexidine gluconate, Cresol, Chloramine T, Chloroxylenol, Chlorcresol, Chlorphenesine, Chlorhexidine, Chlorobutanol, Resorcin acetate , Salicylic acid, sodium salicylate, domifene bromide, zinc pyrithione, zinc pyrithione solution, sorbic acid, potassium saorbate, thianthol, thioxolone, thymol, thyram, dehydro Acid, sodium dehydroacetate, trichlorocarbanilide, trichlorohydroxydiphenyl ether, isobutyl paraoxybenzoate, isopropyl paraoxybenzoate, ethyl paraoxybenzoate, butyl paraoxybenzoate, propyl paraoxybenzoate, benzyl paraoxybenzoate, methyl paraoxybenzoate, Sodium methyl paraoxybenzoate, parachlorophenol, sodium paraphenolsulfonate (dihydrate), halocarban, phenoxyethanol, phenol, hexachlorophane, mononitroguaiacol, mononitroguaiacol sodium, paradimethylaminostyrylheptylmethyllia iodide Zolinium, lauryltrimethylammonium trichlorophenoxide, oxyquinoline sulfate, phosphoric acid Kishikinorin, such as resorcinol, and the like.
水溶性高分子の具体例としては、カルボキシビニルポリマー、カルボキシメチルセルロースナトリウム、アラビアゴム、アルギン酸塩、アルギン酸プロピレングリコール、エチルセルロース、カラヤガム、カルボキシメチルキチン液、カルボキシメチルデキストラン、カルボキシメチルデキストランナトリウム、カンテン、キサンタンガム、球状セルロース、グァーガム、結晶セルロース、デンプン、コンドロイチン硫酸ナトリウム、β−シクロデキストリン、ステアリン酸デキストリン、繊維素グリコール酸ナトリウム、デキストラン硫酸ナトリウム、デキストリン、天然ゴムラテックス、デンプングリコール酸エステル、ニトロセルロース、パルミチン酸デキストリン、ビスコースレーヨン、ヒドロキシエチルセルロース、ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド、ヒドロキシエチルセルロースヒドロキシプロピルトリメチルアンモニウムクロリドエーテル、ヒドロキプロピルセルロース、ペクチン、メチルセルロース、ヤシ油脂肪酸デキストリン、ラウリン酸デキストリン、ロジンなどが挙げられる。 Specific examples of the water-soluble polymer include carboxyvinyl polymer, sodium carboxymethyl cellulose, gum arabic, alginate, propylene glycol alginate, ethyl cellulose, karaya gum, carboxymethyl chitin solution, carboxymethyl dextran, carboxymethyl dextran sodium, agar, xanthan gum, Spherical cellulose, guar gum, crystalline cellulose, starch, sodium chondroitin sulfate, β-cyclodextrin, dextrin stearate, sodium sodium glycolate, dextran sulfate, dextrin, natural rubber latex, starch glycolate, nitrocellulose, dextrin palmitate , Viscose rayon, hydroxyethylcellulose, hydroxye Le cellulose dimethyldiallylammonium chloride, hydroxyethyl cellulose hydroxypropyl trimethyl ammonium chloride ethers, hydroxypropyl cellulose, pectin, methylcellulose, coconut oil fatty acid dextrin, lauric acid dextrin, and rosin, and the like.
本発明の実施形態のエマルジョンを調製する方法は特に限定されないが、一般に、(A)成分、(B)成分および(C)成分を均一に混合した後、高せん断をかけて乳化する方法が採られる。実施形態のエマルジョンの平均粒子径は、好ましくは0.5〜100μmであり、より好ましくは0.5〜50μmである。 The method for preparing the emulsion of the embodiment of the present invention is not particularly limited, but generally, a method of emulsifying by applying high shear after uniformly mixing the component (A), the component (B) and the component (C) is adopted. It is done. The average particle size of the emulsion of the embodiment is preferably 0.5 to 100 μm, more preferably 0.5 to 50 μm.
このように構成される本発明の実施形態の水中油型ポリオルガノシロキサンエマルジョンは、低温における流動性に優れており、しかも環境に対する負荷や人体に与える悪影響が少ないという特徴を有する。また、他の成分に配合した場合の分散性が良好であり、添加・配合の効果を十分に発揮することができる。したがって、化粧料原料として好適し、また離型剤や繊維処理剤としても有用である。 The oil-in-water polyorganosiloxane emulsion according to the embodiment of the present invention thus configured is excellent in fluidity at low temperatures and has a feature that there are few adverse effects on the environment and on the human body. Moreover, the dispersibility when blended with other components is good, and the effects of addition and blending can be sufficiently exhibited. Therefore, it is suitable as a raw material for cosmetics, and is also useful as a mold release agent and a fiber treatment agent.
以下、実施例を挙げて本発明を具体的に説明するが、本発明はこれらの実施例に限定されるものではない。なお、実施例において、部は重量部を、%は重量%をそれぞれ表し、粘度は25℃における値である。また、エマルジョンの特性は、下記の方法に従って測定し評価した。 EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated concretely, this invention is not limited to these Examples. In the examples, “part” represents “part by weight”, “%” represents “% by weight”, and the viscosity is a value at 25 ° C. The characteristics of the emulsion were measured and evaluated according to the following methods.
[エマルジョンの平均粒子径]
エマルジョンの粒子径は、粒度分布測定装置(COULTER(株)製;LS100Q)を用い、屈折率を1.45に設定して測定した。
[Average particle size of emulsion]
The particle size of the emulsion was measured using a particle size distribution measuring apparatus (manufactured by COULTER; LS100Q) and setting the refractive index to 1.45.
[エマルジョンの低温流動性]
エマルジョンを100ccのガラスビンに入れて密栓し、−1℃および25℃の恒温槽中で1日間静置した。その後、それぞれの温度条件のままで回転粘度計を用いて粘度を測定し、下記の式により算出して比較した。なお、この値が1に近いほど、低温流動性が良好である。
低温流動性=(−1℃での粘度)÷(25℃の温度)
[Low temperature fluidity of emulsion]
The emulsion was put in a 100 cc glass bottle, sealed, and allowed to stand in a thermostatic bath at -1 ° C and 25 ° C for 1 day. Thereafter, the viscosity was measured using a rotational viscometer under the respective temperature conditions, and calculated and compared by the following formula. The closer this value is to 1, the better the low temperature fluidity.
Low temperature fluidity = (viscosity at −1 ° C.) ÷ (temperature at 25 ° C.)
[エマルジョンの高温安定性]
エマルジョンを100ccのガラスビンに入れて密栓し、50℃の恒温槽中で1ヶ月間静置した。1ヶ月後のエマルジョンの外観を目視で観察し、以下の基準にしたがって評価した。
○:調製直後と全く変化なく均一であり、高温安定性は非常に良好であった。
△:上部に若干のクリーミングが認められた。
×:2層に分離していた。
[High temperature stability of emulsion]
The emulsion was put in a 100 cc glass bottle, sealed, and allowed to stand in a constant temperature bath at 50 ° C. for 1 month. The appearance of the emulsion after one month was visually observed and evaluated according to the following criteria.
A: Uniform without any change immediately after preparation, and high-temperature stability was very good.
(Triangle | delta): Some creaming was recognized by the upper part.
X: It separated into two layers.
実施例1
粘度100Pa・sの分子鎖両末端トリメチルシロキシ基封鎖ポリジメチルシロキサン600部と、エチレンオキサイド(EO)の付加モル数が10でプロピレンオキサイド(PO)の付加モル数が8であるポリオキシエチレンポリオキシプロピレンセチルエーテル34部、およびEOの付加モル数が20でPOの付加モル数が8であるポリオキシエチレンポリオキシプロピレンセチルエーテル66部を、70℃で均一に混合した後、水80部を加え3時間撹拌して転相させ、透明なグリース状とした。
Example 1
Polyoxyethylene polyoxy having 600 parts of tridimethylsiloxy group-blocked polydimethylsiloxane having a viscosity of 100 Pa · s, 10 added moles of ethylene oxide (EO) and 8 added moles of propylene oxide (PO) After uniformly mixing 34 parts of propylene cetyl ether and 66 parts of polyoxyethylene polyoxypropylene cetyl ether having an addition mole number of EO of 20 and an addition mole number of PO of 8 at 80 ° C., 80 parts of water was added. The mixture was stirred for 3 hours to invert the phase to form a transparent grease.
次いで、水212部とクエン酸3部、安息香酸ナトリウム5部をそれぞれ加えて1時間撹拌し、シリコーン分60%の均一な水中油型(以下、O/W型と示す。)エマルジョン組成物(E−1)を得た。得られたエマルジョン組成物(E−1)の平均粒子径、低温流動性および高温安定性を、それぞれ表1に示す。 Subsequently, 212 parts of water, 3 parts of citric acid and 5 parts of sodium benzoate were added and stirred for 1 hour, and a uniform oil-in-water type emulsion composition (hereinafter referred to as O / W type) having a silicone content of 60% (hereinafter referred to as O / W type). E-1) was obtained. Table 1 shows the average particle size, low temperature fluidity and high temperature stability of the obtained emulsion composition (E-1).
実施例2
粘度100Pa・sの分子鎖両末端トリメチルシロキシ基封鎖ポリジメチルシロキサン600部と、EOの付加モル数が10でPOの付加モル数が4であるポリオキシエチレンポリオキシプロピレンセチルエーテル40部、およびEOの付加モル数が20でPOの付加モル数が4であるポリオキシエチレンポリオキシプロピレンセチルエーテル60部を、70℃で均一に混合した後、水80部を加え3時間撹拌して転相させ、透明なグリース状とした。
Example 2
600 parts of polydimethylsiloxane blocked with trimethylsiloxy groups at both ends of the molecular chain having a viscosity of 100 Pa · s, 40 parts of polyoxyethylene polyoxypropylene cetyl ether having 10 added moles of EO and 4 added moles of PO, and EO After 60 parts of polyoxyethylene polyoxypropylene cetyl ether having an addition mole number of 20 and PO addition mole number of 4 is uniformly mixed at 70 ° C., 80 parts of water is added and stirred for 3 hours to cause phase inversion. A transparent grease was used.
次いで、水212部とクエン酸3部、安息香酸ナトリウム5部をそれぞれ加えて1時間撹拌し、シリコーン分60%の均一なO/W型エマルジョン組成物(E−2)を得た。得られたエマルジョン組成物(E−2)の平均粒子径、低温流動性および高温安定性を、それぞれ表1に示す。 Next, 212 parts of water, 3 parts of citric acid and 5 parts of sodium benzoate were added and stirred for 1 hour to obtain a uniform O / W emulsion composition (E-2) having a silicone content of 60%. Table 1 shows the average particle size, low temperature fluidity and high temperature stability of the obtained emulsion composition (E-2).
実施例3
粘度80Pa・sの分子鎖両末端ヒドロキシル基封鎖ポリジメチルシロキサン600部と、EOの付加モル数が10でPOの付加モル数が8であるポリオキシエチレンポリオキシプロピレンセチルエーテル34部、およびEOの付加モル数が20でPOの付加モル数が8であるポリオキシエチレンポリオキシプロピレンセチルエーテル66部を、70℃で均一に混合した後、水80部を加え3時間撹拌して転相させ、透明なグリース状とした。
Example 3
600 parts of polydimethylsiloxane blocked with hydroxyl groups at both ends of the molecular chain having a viscosity of 80 Pa · s, 34 parts of polyoxyethylene polyoxypropylene cetyl ether having an addition mole number of EO of 8 and PO addition mole of 8, and EO After 66 parts of polyoxyethylene polyoxypropylene cetyl ether having an addition mole number of 20 and PO addition mole number of 8 is uniformly mixed at 70 ° C., 80 parts of water is added and stirred for 3 hours to effect phase inversion. Transparent grease.
次いで、水212部とクエン酸3部、安息香酸ナトリウム5部をそれぞれ加えて1時間撹拌し、シリコーン分60%の均一なO/W型エマルジョン組成物(E−3)を得た。得られたエマルジョン組成物(E−3)の平均粒子径、低温流動性および高温安定性を、それぞれ表1に示す。 Subsequently, 212 parts of water, 3 parts of citric acid and 5 parts of sodium benzoate were added and stirred for 1 hour to obtain a uniform O / W emulsion composition (E-3) having a silicone content of 60%. Table 1 shows the average particle size, low temperature fluidity and high temperature stability of the obtained emulsion composition (E-3).
比較例1
粘度100Pa・sの分子鎖両末端トリメチルシロキシ基封鎖ポリジメチルシロキサン600部と、EOの付加モル数が5であるポリオキシエチレンセチルエーテル34部、およびEOの付加モル数が25であるポリオキシエチレンセチルエーテル66部を、70℃で均一に混合した後、水70部を加え3時間撹拌して転相させ、透明なグリース状とした。
Comparative Example 1
600 parts of trimethylsiloxy group-blocked polydimethylsiloxane having a viscosity of 100 Pa · s, 34 parts of polyoxyethylene cetyl ether having an EO addition mole number of 5, and polyoxyethylene having an EO addition mole number of 25 After 66 parts of cetyl ether were uniformly mixed at 70 ° C., 70 parts of water was added and stirred for 3 hours to invert the phase to obtain a transparent grease.
次いで、水222部とクエン酸3部、安息香酸ナトリウム5部をそれぞれ加えて1時間撹拌し、シリコーン分60%の均一なO/W型エマルジョン組成物(E−4)を得た。得られたエマルジョン組成物(E−4)の平均粒子径、低温流動性および高温安定性を、それぞれ表1に示す。 Next, 222 parts of water, 3 parts of citric acid and 5 parts of sodium benzoate were added and stirred for 1 hour to obtain a uniform O / W emulsion composition (E-4) having a silicone content of 60%. Table 1 shows the average particle size, low temperature fluidity and high temperature stability of the obtained emulsion composition (E-4).
比較例2
粘度100Pa・sの分子鎖両末端トリメチルシロキシ基封鎖ポリジメチルシロキサン600部と、EOの付加モル数が5であるポリオキシエチレンイソセチル(ヘキシルデシル)エーテル34部、およびEOの付加モル数が25であるポリオキシエチレンイソセチル(ヘキシルデシル)エーテル66部を、70℃で均一に混合した後、水70部を加え3時間撹拌して転相させ、透明なグリース状とした。
Comparative Example 2
600 parts of polydimethylsiloxane blocked with trimethylsiloxy groups at both ends of a molecular chain having a viscosity of 100 Pa · s, 34 parts of polyoxyethylene isocetyl (hexyldecyl) ether having an addition mole number of EO of 25, and 25 moles of addition of EO After mixing 66 parts of polyoxyethylene isocetyl (hexyldecyl) ether uniformly at 70 ° C., 70 parts of water was added and stirred for 3 hours to invert the phase to obtain a transparent grease.
次いで、水222部とクエン酸3部、安息香酸ナトリウム5部をそれぞれ加えて1時間撹拌し、シリコーン分60%の均一なO/W型エマルジョン組成物(E−5)を得た。得られたエマルジョン組成物(E−5)の平均粒子径、低温流動性および高温安定性を、それぞれ表1に示す。 Next, 222 parts of water, 3 parts of citric acid and 5 parts of sodium benzoate were added and stirred for 1 hour to obtain a uniform O / W emulsion composition (E-5) having a silicone content of 60%. Table 1 shows the average particle diameter, low-temperature fluidity, and high-temperature stability of the obtained emulsion composition (E-5).
表1から明らかなように、実施例1〜3で得られたO/W型ポリオルガノシロキサンエマルジョンは、低温流動性に優れており、また高温安定性が非常に良好である。 As is apparent from Table 1, the O / W type polyorganosiloxane emulsions obtained in Examples 1 to 3 are excellent in low-temperature fluidity and very high-temperature stability.
本発明の水中油型ポリオルガノシロキサンエマルジョンは、低温での流動性に優れ、しかも環境に対する負荷や人体に対する問題が少ないという特徴を有する。また、他の成分に配合した場合の分散性が良好であり、配合の効果を十分に発揮することができるので、化粧料原料として好適に使用され、離型剤や繊維処理剤としても有用である。 The oil-in-water polyorganosiloxane emulsion of the present invention is characterized by excellent fluidity at low temperatures and less environmental load and human problems. In addition, the dispersibility when blended with other components is good, and since the blending effect can be sufficiently exerted, it is suitably used as a cosmetic raw material, and is also useful as a mold release agent and fiber treatment agent. is there.
Claims (5)
(B)一般式:R−O−(EO)m−(PO)nH、
またはR−O−(PO)n−(EO)mH(これらの式中、Rは炭素原子数が16〜24のアルキル基、EOはエチレンオキサイド単位、POはプロピレンオキサイド単位をそれぞれ表す。mはエチレンオキサイド単位の平均付加モル数、nはプロピレンオキサイド単位の平均付加モル数をそれぞれ表し、いずれも1〜100の整数であり、m/n>2である。)で示されるポリオキシアルキレンアルキルエーテル1〜50重量部、および
(C)水を
含むことを特徴とする水中油型ポリオルガノシロキサンエマルジョン。 (A) For 100 parts by weight of polyorganosiloxane having a viscosity at 25 ° C. of 0.1 to 10,000 Pa · s,
(B) General formula: R—O— (EO) m — (PO) n H,
Or R—O— (PO) n — (EO) m H (wherein R represents an alkyl group having 16 to 24 carbon atoms, EO represents an ethylene oxide unit, and PO represents a propylene oxide unit. Represents the average number of moles added of ethylene oxide units, and n represents the average number of moles added of propylene oxide units, both of which are integers of 1 to 100, and m / n> 2. An oil-in-water polyorganosiloxane emulsion comprising 1 to 50 parts by weight of ether and (C) water.
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JP2006188619A (en) * | 2005-01-07 | 2006-07-20 | Ge Toshiba Silicones Co Ltd | Oil-in-water type polyorganosiloxane emulsion |
JP2013035697A (en) * | 2011-08-04 | 2013-02-21 | Nippon Electric Glass Co Ltd | Glass fiber sizing agent, glass fiber, and glass fiber nonwoven fabric |
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JP2002047105A (en) * | 2000-07-31 | 2002-02-12 | Sanyo Chem Ind Ltd | Composition of sterilizing, deodorizing and cleaning agent |
JP2002188055A (en) * | 2000-12-20 | 2002-07-05 | Ge Toshiba Silicones Co Ltd | Silicon emulsion |
JP2003073546A (en) * | 2001-08-31 | 2003-03-12 | Dow Corning Toray Silicone Co Ltd | Oil-in-water type organopolysiloxane emulsion |
JP2003128926A (en) * | 2001-10-19 | 2003-05-08 | Dow Corning Toray Silicone Co Ltd | Organosilicon polymer emulsion and method for manufacturing the same |
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JP2002188055A (en) * | 2000-12-20 | 2002-07-05 | Ge Toshiba Silicones Co Ltd | Silicon emulsion |
JP2003073546A (en) * | 2001-08-31 | 2003-03-12 | Dow Corning Toray Silicone Co Ltd | Oil-in-water type organopolysiloxane emulsion |
JP2003128926A (en) * | 2001-10-19 | 2003-05-08 | Dow Corning Toray Silicone Co Ltd | Organosilicon polymer emulsion and method for manufacturing the same |
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JP2006188619A (en) * | 2005-01-07 | 2006-07-20 | Ge Toshiba Silicones Co Ltd | Oil-in-water type polyorganosiloxane emulsion |
JP2013035697A (en) * | 2011-08-04 | 2013-02-21 | Nippon Electric Glass Co Ltd | Glass fiber sizing agent, glass fiber, and glass fiber nonwoven fabric |
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