CN1177615A - 包含挥发性低分子量硅氧烷的弹性体凝胶 - Google Patents

包含挥发性低分子量硅氧烷的弹性体凝胶 Download PDF

Info

Publication number
CN1177615A
CN1177615A CN97118257A CN97118257A CN1177615A CN 1177615 A CN1177615 A CN 1177615A CN 97118257 A CN97118257 A CN 97118257A CN 97118257 A CN97118257 A CN 97118257A CN 1177615 A CN1177615 A CN 1177615A
Authority
CN
China
Prior art keywords
carbon atom
sio
footnote
siloxanes
monovalence alkyl
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
Application number
CN97118257A
Other languages
English (en)
Other versions
CN1140585C (zh
Inventor
J·A·基尔戈
V·V·V·鲍威尔
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
General Electric Co
Original Assignee
General Electric Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by General Electric Co filed Critical General Electric Co
Publication of CN1177615A publication Critical patent/CN1177615A/zh
Application granted granted Critical
Publication of CN1140585C publication Critical patent/CN1140585C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/02Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C08J3/075Macromolecular gels
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/14Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/31Anhydrous
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/12Polysiloxanes containing silicon bound to hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/20Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/80Siloxanes having aromatic substituents, e.g. phenyl side groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2207/00Properties characterising the ingredient of the composition
    • C08L2207/32Properties characterising the ingredient of the composition containing low molecular weight liquid component
    • C08L2207/324Liquid component is low molecular weight polymer

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dermatology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cosmetics (AREA)
  • Silicon Polymers (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Colloid Chemistry (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Detergent Compositions (AREA)
  • Lubricants (AREA)

Abstract

包含线性链烯基官能化的聚有机硅氧烷和MHQ树脂的氢化硅烷化加成产物和低分子硅氧烷的组合物,当使其经受剪切力的作用时,提供用于个人护肤用品中的具有改善的可展涂性和结构的成分。

Description

包含挥发性低分子量硅氧烷的弹性体凝胶
本发明涉及用作低分子量挥发性硅氧烷增稠剂的硅氧烷组合物。本发明也涉及通过混合低分子量硅氧烷与凝胶,提炼包含流动性凝胶的硅氧烷的方法和加工该混合物的方法。
硅氧烷在不同领域具有许多用途。已发现它们在不同的产品例如密封胶、有机硅橡胶、粘合剂和化妆品中的大量的工业应用。已发现硅油是化妆品组合物中特别需要的成分,因为该物质赋予化妆品组合物一种干燥、光滑均匀的触感,其它益处包括如增加视在光泽(即发亮)。在较低分子量的硅氧烷赋予组合物所需性质的同时,它们易挥发和具有低的粘度,而能克服这些缺点的硅氧烷粘度却太大的事实使得其在化妆品组合物中的一般应用有点复杂。
所以,当需要在化妆品中使用低粘度的硅氧烷时,已经使用增稠剂以便增加溶液的粘度和减缓挥发性低分子量硅油的蒸发损失。该方法尽管有效,但具有降低硅油的可展涂性和给皮肤留下严重的滑腻感的缺点。可展涂性和干燥平滑感是与低粘度硅氧烷有关的性质,当将其以化妆品制剂使用时,它赋予所述组合物一种需要的感觉或触觉。已发现用于使化妆品组合物中低分子量硅油的所需性质被保留,同时降低由于高挥发性引起的蒸发损失的物质包括糊精的脂肪酸酯、蔗糖的脂肪酸酯、三甲硅烷基取代的聚乙烯醇、三甲硅烷基取代的多糖、包含脂肪酸酯的纤维素醚和有机改性粘土材料。这些物质的缺点为由低粘度的硅油赋予的轻快感和可展涂性被改变,因而所述组合物不再具有最初使用低粘度硅油提供的性质。这些增稠剂或挥发抑制剂的另一个缺点是它们当中的大多数为水溶性的,必须用作水分散液或溶液。而对疏水性的硅油而言,加入水需要使用乳化剂和配伍剂,这使得化妆品制剂变得复杂,并且就其分层的组分相而言,一般降低了制剂的稳定性。
最近,已经提出另一个保留化妆品组合物中低粘度硅油性质的方法,其中,使低粘度硅油与有机氢化聚硅氧烷和链烯基官能化的有机聚硅氧烷间的加成聚合产物混合(美国专利第4987169号)。用在那些制剂中的有机氢化聚硅氧烷包含HSiO1.5(TH),RSiO1.5(T),RHSiO(DH),R2SiO(D),R2HSiO0.5(MH)和R3SiO0.5(M)基团。所使用的交联氢化物化合物为具通式MaMH bDcDH dTcTH f的化合物。尽管所述交联化合物容许T基团为氢化物或被R取代,但本技术中优选为线性氢化物,因为所述加成聚合反应进行的更平稳。在上式中R基团为一般本技术领域已知的典型有机取代基。接着,将低分子量的硅油加入所述交联加成聚合产物中,并通过施加剪切力处理该混合物。该物质本身可以用作化妆品成分或作为增稠剂,它具有润滑的性质,能在各种工业润滑用途中以及预想的化妆品用途中使用。可以认为用该方法制备的物质是其中溶解挥发性低分子量硅油的松弛交联弹性体。因为当加入T基团时,前体交联氢化物优选为直链的和仅有适度分支的,在生成的聚合物中,所述加成聚合产物不具有交联的紧密网状结构。线性和松弛的交联网状结构具有的缺点为在提高低分子量硅氧烷的粘度方面具有很低的效率。除了增加产品的成本外,当所述挥发性低分子量硅氧烷在使用当中蒸发时,较高浓度的交联硅氧烷导致留下更多的残留物。在一些化妆品例如除臭剂或防汗剂的使用当中,增加的残留物是明显的缺点,因为它可以污染衣物。
此外,线性和松弛的交联硅氧烷不能像更紧密的交联硅氧烷那样容易地形成薄膜。不能形成薄膜在化妆品使用当中是个缺点,因为与线性硅氧烷的粘稠、不合需要的感觉相比,薄膜可以提供一种轻柔、平滑的感觉。
现在公开可以使由链烯基有机聚硅氧烷和MHQ树脂的加成聚合反应制备的紧密交联弹性体与挥发性低分子量硅油混合,并加工处理以便为化妆品组合物提供所需的成分。本发明提供包含下列成分的硅氧烷组合物:(A)通过下列成分的氢化硅烷化产物形成的硅氧烷:
(1)具有下式的线性链烯基阻断的聚有机硅氧烷:
            Mvi aDxDvi yM2-a其中,脚标x是大于500的数,脚标y是0-约20范围内的数,脚标a是0-2范围内的数,并限制a+y在1-约20范围内,Mvi的定义为:
            R1R2R3SiO1/2其中,R1为具有2-10个碳原子的一价不饱和烃基,R2和R3各独立为1-40个碳原子的一价烃基,D的定义为:
            R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基,Dvi的定义为:
            Dvi=R6R7SiO2/2其中,R6为具有2-10个碳原子的一价不饱和烃基,R7独立为具有1-40个碳原子的一价烃基,M的定义为:
             M=R8R9R10SiO1/2其中,R8,R9和R10各独立为1-40个碳原子的一价烃基;和(2)具有下式的树脂:
             (MH wQz)j
其中,Q代表式SiO4/2和MH的定义为:
             HbR11 3-bSiO1/2其中,R11为1-40个碳原子的一价烃基,其中脚标b为1-3范围内的数,脚标w和z分别具有0.5-4.0的比值,及脚标j在约2.0-约100范围内;其中所述氢化硅烷化反应在下述成分存在下进行:
(3)粘度低于约1000厘沲(25℃)的第一硅氧烷;由此形成ASTM D-2240-91硬度计硬度至少为5的凝胶;和(B)其粘度低于约1000厘沲(25℃)的第二硅氧烷,其中,使所述凝胶在所述第二硅氧烷中形成淤浆并与所述第二硅氧烷混合;由此产生包含所述第二硅氧烷和所述凝胶的均一的液体,该均一液体的粘度为500-150000厘沲(25℃)。
优选在选自具有下式的环状硅氧烷中的硅氧烷中制备所述凝胶(其ASTM D-2240-91硬度计硬度至少为5):
             Df其中,脚标f为约3-约6范围内的整数,D的定义为:
             R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基和具有下式的线性硅氧烷:
              M’D’iM’其中,D’定义为:
              R4R5SiO2/2其中,R4和R5各独立代表1-40个碳原子的一价烃基,M’具有下式:
              R12R13R14SiO1/2其中,R12,R13和R14各独立代表1-40个碳原子的一价烃基。
优选使所述凝胶在选自具有下式的环状硅氧烷中的硅氧烷中形成淤浆并混合:
                  Df其中,脚标f为约3-约6范围内的一个整数,D的定义为:
               R4R5SiO2/2其中,R4和R5各独立代表1-40个碳原子的一价烃基和具有下式的线性硅氧烷:
               M’D’iM’其中D’的定义为:
               R4R5SiO2/2其中,R4和R5各独立代表1-40个碳原子的一价烃基和M’具有下式:
               R12R13R14SiO1/2其中,R12,R13和R14各独立代表1-40个碳原子的一价烃基。
本发明也提供用于在硅氧烷液体中分散具有ASTM D-2240-91硬度计硬度至少为5的硅氧烷凝胶的方法,它包括:(A)氢化硅烷化
(1)具有下式的线性链烯基阻断的聚硅氧烷:
              Mvi aDxDvi yM2-a其中,脚标x是大于500的数,脚标y是0-约20范围内的数,脚标a是0-2范围内的数,并限制a+y在1-约20范围内,Mvi的定义为:
              R1R2R3SiO1/2其中,R1为具有2-10个碳原子的一价不饱和烃基,R2和R3各独立为1-40个碳原子的一价烃基,D的定义为:
              R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基,Dvi的定义为:
              Dvi=R6R7SiO2/2其中,R6为具有2-10个碳原子的一价不饱和烃基,R7独立为具有1-40个碳原子的一价烃基,M的定义为:
               M=R8R9R10SiO1/2其中,R8,R9和R10各独立为1-40个碳原子的一价烃基;和(2)具有下式的树脂:
               (MH wQz)j
其中,Q代表式SiO4/2和MH的定义为:
               HbR11 3-bSiO1/2其中,R11为1-40个碳原子的一价烃基,其中脚标b为1-3范围内的数,脚标w和z分别具有0.5-4.0的比值,及脚标j在约2.0-约100范围内;其中所述氢化硅烷化反应在下述成分存在下进行:
(3)粘度低于约1000厘沲(25℃)的第一硅氧烷;由此(B)形成具有ASTM D-2240-91硬度计硬度至少为5的凝胶;和(C)使所述凝胶与具有粘度低于约1000厘沲(25℃)的第二硅氧烷形成淤浆;和(D)使所述凝胶与所述第二硅氧烷混合,由此(E)产生包含所述第二硅氧烷和所述凝胶的均一液体,从而,所述均一液体的粘度为500-150000厘沲(25℃)。
本发明的组合物包含下列成分的氢化硅烷化加成产物:(1)具有下式的线性链烯基阻断的聚有机硅氧烷:
              Mvi aDxDvi yM2-a其中,脚标x是大于500的数,优选大于600,更优选大于700,最优选大于800,脚标y为0-约20范围内的数,优选0-约10,更优选0-约5,最优选0-约4,脚标a为0-2范围内的数,并限制a+y在1-约20的范围内,优选1-约10,更优选约1.5-约10,最优选约1.5-约6,Mvi的定义为:
               R1R2R3SiO1/2其中,R1为具有2-10个碳原子的一价不饱和烃基,优选苯乙烯基、烯丙基和乙烯基,更优选烯丙基和乙烯基,最优选乙烯基,及R2和R3各独立选自1-40个碳原子的一价烃基,优选1-20个碳原子的一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基;D的定义为:
               R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基,优选1-20个碳原子的一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基;Dvi的定义为:Dvi=R6R7SiO2/2其中,R6为具有2-10个碳原子的一价不饱和烃基,优选苯乙烯基、烯丙基和乙烯基,更优选烯丙基和乙烯基,最优选乙烯基,R7独立选自具有1-40个碳原子的一价烃基,优选1-20个碳原子的一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基,M的定义为M=R8R9R10SiO1/2,R8,R9和R10各独立为1-40个碳原子的一价烃基,优选1-20个碳原子一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基和
(2)具有下式的树脂:
               (MH wQz)j其中,Q代表式SiO4/2和MH代表式HbR11 3-bSiO1/2,脚标b在1-3范围内,其中R11为1-40个碳原子的一价烃基,优选1-20个碳原子一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基;脚标w和z分别具有0.5-4.0的比值,优选0.6-3.5,更优选0.75-3.0,最优选1.0-3.0;脚标j在约2.0-约100范围内,优选约2.0-约30,更优选约2.0-约10,最优选约3.0-约5.0;和
(3)硅氧烷,其中已使(3)与(1)和(2)的加成物的混合物经受剪切力的作用。
所述氢化硅烷化反应在下列氢化硅烷化催化剂存在下进行,所述催化剂包含钌、锇、铑、铱、钯、铂氢化硅烷化催化剂。该类催化剂的典型实例在美国专利第2823218号、3159601号、3159662号和3775452号中被介绍。
申请人将所述硅氧烷即成分(3)规定为其粘度低于约1000厘沲(25℃),优选低于约500厘沲(25℃),更优选低于约250厘沲(25℃),最优选低于100厘沲(25℃)的任何有机硅化合物。由此,低分子量环状硅氧烷例如D3、D4、D5和D6(即Df,其中脚标f在3-6范围内)为挥发性的硅氧烷,其中,D如前定义,R4和R5优选甲基及具有下式的低分子量线性硅氧烷:
              M’D’iM’其中,D’上的取代基独立地选自如前为D定义的相同的取代基,M’具有下式:
          R12R13R14SiO1/2
其中,R12,R13和R14各独立代表1-40个碳原子的一价烃基,优选1-20个碳原子的一价烃基,更优选甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、己基、庚基、苯基、苄基和基,最优选甲基和苯基;脚标i在0-约300范围内,优选0-约100,更优选0-约50,最优选0-约20。优选成分(3)为挥发性低分子量的硅氧烷。
用于制备本发明凝胶的物质已经根据在硅化学实践中普遍接受的定义范围内列举的结构因素M、D、T和Q的分子式所定义。作为单独分子或作为纯化合物,这些分子式中的脚标可以假定为只有整数(如合适,包含零)。作为化合物的复杂混合物,其中每一个要独立满足所述分子定义,在描述所述混合物中的脚标将假定为非整数(如合适,包含零)。但是,就某一脚标而言,那些非整数值仍将在具体脚标规定为整数的上限和下限的范围内。因此,例如在成分(1)的纯化合物描述中,其脚标a可以为0、1或2。作为化合物的混合物,成分(1)其脚标a将具有平均值,它将取决于具有脚标为0、1和2的单独分子的数目。同样的解释也适用于成分(2)。
因此,当成分(1)作为具有特定的链烯基官能化作用的乙烯基官能化的硅氧烷,并且为不同的包含乙烯基化合物的混合物时,按照定义,成分(1)的脚标的平均值将覆盖约1500-约150000,优选约4500-约110000,更优选约10000-约70000,最优选约15000-约45000的乙烯基当量范围。要注意的是,这些当量为乙烯基取代的特定当量,用其它烯属取代基的取代将产生不同的但可比的当量范围。同样,作为混合物的成分(2)的平均脚标,按照定义将覆盖约80-约190,优选约82-约170,更优选约85-约150,最优选约87-约130的氢化物的当量范围。
此外,在成分(1)中的链烯基官能度需要平均在每分子约1-约20个链烯基,优选约每分子约1-约10个链烯基,更优选每分子约1.5-约10个链烯基,最优选每分子1.5-约6个链烯基的范围内。另外,在成分(2)中所述氢化物官能度需要在平均每分子约8-400 SiH基团,优选每分子约8-约100 SiH基团,更优选每分子约8-约50 SiH基团,最优选每分子约8-约20 SiH基团的范围内。
使成分(1)和(2)(作为纯化合物或混合物)在成分(3)存在下,一起催化反应产生具有的聚合物含量大约为约5-约75%(重量)的交联聚合物,优选约10-约60%(重量)的交联聚合物,更优选约15-约40%(重量)的交联聚合物,最优选约20-约35%(重量)的交联聚合物的凝胶及平衡量的挥发性低分子量硅油。一旦制备出初生成的凝胶,使其与追加量的挥发性低分子量硅氧烷即追加成分(3)[可能与用于制备初生成凝胶的成分(3)不同]混合,并经受混合或剪切力的作用,产生均匀的液体凝胶,该凝胶为约1-约25%(重量)的交联聚合物,优选约2-约20%(重量)的交联聚合物,更优选约3-约15%(重量)的交联聚合物,最优选约3-约10%(重量)的交联聚合物及平衡量的挥发性低分子量硅油[成分(3)]或满足成分(3)定义化合物的混合物。
所述初生成的凝胶足够粘,以致通常观察不到该液体流动。作为交联聚合物,具有25%交联聚合物网状结构的最初生成凝胶的ASTMD-2240-91硬度计硬度至少为5,优选至少为7,更优选至少为10,最优选至少为15。所述硬度计硬度试验的ASTM试验值显示其为具足够流动阻力的物质,它完全可以作为固体。
通过高速混合或剪切,克服最初生成凝胶的流动阻力,其中,生成的组合物或混合物为均匀液体,其粘度为约500-150000厘沲(25℃),更优选所述组合物或混合物的生成粘度约1000-约100000厘沲(25),最优选所述组合物或混合物的生成粘度约10000-约60000厘沲(25)。所谓剪切,申请人指的是在所述组合物上施加力,其中,使用三辊式研磨机、二辊式研磨机、沙研磨机、胶体磨、Gaulin匀化器、Sonilator、RossTM混合机、Microfluidizer等处理所述组合物。
使这些组合物经受剪切力,产生适合用在个人护理或化妆品中的成分,它具有改善的可展涂性和改善的结构(substance)或感觉。最需要该性质的个人护理用品(包含但不限于此)包含去臭剂、止汗剂、润肤霜、面霜、护发用品例如香波、摩丝、发胶、防护霜和染色化妆品例如口红、粉底霜、胭脂、美容品和睫毛油及其它加入硅氧烷成分的化妆用品。
在此,所有有关的美国专利结合在本发明中,作为参考。
实施例1
在挥发性低分子量硅油中的交联硅氧烷聚合物的制备
通过在反应容器中混合一定量的甲硅烷基氢化物、一定量的乙烯基化合物和挥发性的低分子量硅油制备交联硅氧烷聚合物,并混合。将标准氢化硅烷化催化剂加入该混合物中。在铂催化剂存在下的氢化硅烷化反应见美国专利第3159601号、3159662号、3220972号、3715334号、3775452号和3814730号,在此,结合到本发明中作为参考。加热包含所述氢化硅烷化催化剂的混合物,并使其在一定条件下反应。因而,例如将1.11g的(MH 2Q)4(w=2、z=1、和j=4)、250g具有当量为33750克/当量乙烯基的乙烯基端基化硅氧烷和650g的八甲基环四硅氧烷加入揉面机(dough mixer)中并搅拌。加入100g在八甲基环四硅氧烷中的0.11%的铂催化剂。搅拌所述反应物并加热到80℃达2小时。将所述反应物冷却并分离出其产物。按照该通用方法制备组合物A-T。这些制剂中的乙烯基硅氧烷不同:
1)二乙烯基硅氧烷(A)为MviDxMvi其中Mvi为R1R2R3SiO1/2而R1为(CH2=CH)和R2和R3各单独为CH3;D为R4R5SiO2/2,其中R4和R5各单独为CH3;x在约450-约1250范围内变化;
2)一乙烯基硅氧烷(B)为MviDyM其中Mvi为R1R2R3SiO1/2而R1为(CH2=CH)和R2和R3各单独为CH3;D为R4R5SiO2/2,其中R4和R5各单独为CH3;y约等于200;M为R8R9R10SiO1/2,R8,R9和R10各独立为CH3;和
3)五乙烯基硅氧烷(C)为MDiDvi kM其中M为R8R9R10SiO1/2,R8,R9和R10各独立为CH3;D为R4R5SiO2/2,其中R4和R5各单独为CH3;i约等于200;Dvi的定义为:Dvi=R6R7SiO2/2,其中为R6为(CH2=CH),R7独立为CH3,k约等于5。
                          表1
在挥发性低分子量硅油中交联聚合硅氧烷的制备:(MH 2Q)4树脂与端接二乙烯基硅氧烷(A)的反应组合物
    Si-H与        二乙烯基  聚合物     挥发性     铂
    Si-乙烯基     硅氧烷A   wt.%     低分子量
                                                  ppm
    比            mol.wt.             硅氧烷
                                       wt.%A       0.7/1.0       66800      25        75         10B       0.9/1.0       66800      25        75         10C       1.0/1.0       66800      25        75         10D       1.1/1.0       66800      25        75         10E       1.3/1.0       66800      25        75         10F       1.5/1.0       66800      25        75         10G       1.58/1.0      66800      25        75         10H       1.3/1.0       33500      25        75         10I       1.3/1.0       92700      25        75         10J       1.3/1.0       66800      25        75*       10U       1.3/1.0       66800      50        50         5V       1.3/1.0       66800      15        85         5
注解:
*除制剂j使用D5(十甲基环五硅氧烷)外,所有其它制剂使用D4(八甲基环四硅氧烷)。
制剂A-G的研究,所述氢化硅烷化反应中的氢化物与乙烯基比例发生改化。制剂E、H和I的研究,所述氢烷基化反应中的所述乙烯基成分的分子量发生改化。制剂E和J的研究,所述低分子量硅油发生改化。
下列制剂使用乙烯基硅氧烷化合物—二乙烯基硅氧烷A和一乙烯基硅氧烷B的混合物,作为对比,表1中所列的那些制剂只使用一种乙烯基硅氧烷化合物即二乙烯基硅氧烷A。
                        表2
在挥发性低分子量硅油中的交联聚合硅氧烷的制备:(MH 2Q)4树脂与混合端接二乙烯基硅氧烷(A)和一乙烯基硅氧烷(B)的反应组合物   Si-H与    二乙烯基  一乙烯基   A/B     聚合物   挥发性    铂
     Si-乙烯基 硅氧烷A   硅氧烷B            wt.%    低分子量,ppm
     比        mol.wt.   mol.wt.                     硅氧烷
                                                     wt.%K        1.3/1.0   66800     15900      90/10   25       75        10L        1.3/1.0   66800     15900      80/20   25       75        10M        1.3/1.0   66800     15900      70/30   25       75        10N        1.3/1.0   66800     15900      60/40   25       75        10O        1.3/1.0   66800     15900      50/50   25       75        10P        1.1/1.0   66800     15900      90/10   25       75        10Q        1.1/1.0   66800     15900      70/30   25       75        10R        1.1/1.0   66800     15900      50/50   25       75        10
制剂K-O在氢化物与乙烯基比例恒定条件下,改变二烯基硅氧烷A与一烯基硅氧烷B的比例。制剂P-R也改变二烯基硅氧烷A与一烯基硅氧烷B的比例,但是,与K-O不同的是其氢化物与乙烯基的比例常数不同。
下列制剂使用乙烯基硅氧烷化合物—二乙烯基硅氧烷A和五乙烯基硅氧烷C的混合物,作为对比,表1中所列的那些制剂只使用一种乙烯基硅氧烷化合物即二乙烯基硅氧烷A。
                  表3
在挥发性低分子量硅油中的交联聚合硅氧烷的制备:(MH 2Q)4树脂与混合端接二乙烯基硅氧烷(A)和五乙烯基硅氧烷(C)的反应组合物
      Si-H与     二乙烯基   五乙烯基  A/B   聚合物   挥发性    铂
      Si-乙烯基  硅氧烷A    硅氧烷B          wt.%   低分子量,ppm
      比         mol.wt.    mol.wt.                  硅氧烷
                                                     wt.%S         1.3/1.0    66800      16200     90/10  25     75     10T         1.3/1.0    66800      16200     80/20  25     75     10
表3中所述制剂与表2中所述制剂的不同之处在于用于制备所述交联物质的乙烯基硅氧烷的混合物不同。
实施例2
使用挥发性低分子量硅油稀释交联凝胶
使用挥发性低分子量硅油进一步稀释实施例1中制备的交联凝胶,以便产生淤浆。用来稀释用的挥发性低分子量硅油与用来制备所述交联凝胶的硅油相同或不同。使所述淤浆在匀化器中经受剪切力的作用产生具有特定化妆用途要求粘度的透明产物。已经经受剪切力的作用的所述凝胶挥发性淤浆的粘度为约100厘沲-约100000厘沲(25℃)以上。因而,例如使400g的制剂E与1600g D4(八甲基环四硅氧烷)共混。制剂E包含25%(重量)的交联聚合物(即100g),所以,E在D4中的淤浆浓度为5%(重量)的聚合物。使该5%(重量)的交联聚合物在D4中的混合物在7000磅/平方英寸的压力下,通过Gaulin匀化器。其生成物为透明体,其粘度为120000厘沲(25℃)。按照该通用方法得到的其它物质的制剂可见表4中。
                   表4
稀释到5%(重量)的剪切交联硅氧烷聚合物的粘度 组合物    表1凝胶    凝胶%(重量)    挥发性    粘度,cps
                                  低分子量  at25℃
                                  硅氧烷
                                  %(重量)AA       A          5               95        28,400BB       B          5               95        35300CC       C          5               95        61,800DD       D          5               95        74,100EE       E          5               95        115,000FF       F          5               95        110,000GG       G          5               95        112,000HH       H          5               95        47,300II       I          5               95        31,400JJ       J          5               95        80,000KK       K          5               95        72,700LL       L          5               95        49,000MM       M          5               95        27,200NN       N          5               95        8,600OO       O          5               95        2,500PP       P          5               95        49,000QQ       Q          5               95        22,000RR       R          5               95        1,800SS       S          5               95        81,700TT       T          5               95        93,100UU       U          6               94        20,000VV       V          3.5             96.5      122,000这些数据表明:
1)随着改变氢化物与链烯基(乙烯基)之比为0.7-1.6(氢化物)比1.0(链烯基),所述产物凝胶的粘度增加;
2)随着所述链烯基成分的分子量的增加,交联点间的距离扩大。
a)在加入挥发性硅氧烷后,所述最初生成的聚合物凝胶的溶胀能力增加和
b)其粘度增加;和
3)增加所述链烯基前体的平均官能度由1.3到2.0,所生成产物的交联密度和粘度增加。
实施例3
比较低交联密度凝胶与高交联密度凝胶
由于使用MHQ树脂和相对于乙烯基而言相当低当量的乙烯基硅氧烷,本发明的加工凝胶为具有高交联密度的凝胶。为了进行比较,制备了具有低密度交联网状结构的凝胶。所以,将用于制备实施例1凝胶的方法用于只包含每分子2个当量的氢化物的线性氢化物硅氧烷和只包含每分子(平均)2个当量的乙烯基的乙烯基硅氧烷。因而,使2.02g分子量为约1818的端接氢的硅氧烷、75g分子量为约67500的端接乙烯基的硅氧烷与425g的八甲基环四硅氧烷混合。搅拌该混合物并加入如前所述10ppm铂催化剂。将所述混合物加热到80℃达5个小时。冷却并分离其产物。其粘度为88.5厘沲(25℃)。其结果表明由低官能度成分制备的硅氧烷聚合物产生很少交联的硅氧烷聚合物,因而,在控制所述挥发性硅氧烷的粘度方面具有很低的效率。

Claims (10)

1.硅氧烷组合物包含:(A)通过下列成分的氢化硅烷化产物形成的硅氧烷:
(1)具有下式的线性链烯基阻断的聚有机硅氧烷:
        Mvi aDxDvi yM2-a
其中,脚标x是大于500的数,脚标y是0-约20范围
内的数,脚标a是0-2范围内的数,并限制a+y在1-
约20范围内,MVi的定义为:
        R1R2R3SiO1/2
其中,R1为具有2-10个碳原子的一价不饱和烃基,R2
和R3各独立为1-40个碳原子的一价烃基,D的定义
为:
        R4R5SiO2/2
其中,R4和R5各独立为1-40个碳原子的一价烃基,
Dvi的定义为:
         Dvi=R6R7SiO2/2
其中,R6为具有2-10个碳原子的一价不饱和烃基,R7
独立为具有1-40个碳原子的一价烃基,M的定义为:
         M=R8R9R10SiO1/2
其中,R8,R9和R10各独立为1-40个碳原子的一价烃
基;和
(2)具有下式的树脂:
         (MH wQz)j
其中,Q代表式SiO4/2和MH的定义为:
         HbR11 3-bSiO1/2
其中,R11为1-40个碳原子的一价烃基,其中脚标b
为1-3范围内的数,脚标w和z分别具有0.5-4.0的比
值,及脚标j在约2.0-约100范围内;其中所述氢化硅
烷化反应在下述成分存在下进行:
(3)粘度低于约1000厘沲(25℃)的第一硅氧烷;由此形成ASTM D-2240-91硬度计硬度至少为5的凝胶;和(B)其粘度低于约1000厘沲(25℃)的第二硅氧烷,其中,使所述凝胶在所述第二硅氧烷中形成淤浆并与所述第二硅氧烷混合;由此产生包含所述第二硅氧烷和所述凝胶的均一的液体,该均一液体的粘度为500-150000厘沲(25℃)。
2.权利要求1的组合物,其中,所述线性链烯基阻断的聚有机硅氧烷R1为具有2个碳原子的一价不饱和烃基。
3.权利要求2的组合物,其中,所述线性链烯基阻断的聚有机硅氧烷具有的乙烯基当量为约1500-约150000。
4.权利要求3的组合物,其中,所述树脂具有的氢化物当量为约80-约190。
5.权利要求4的组合物,其中,所述第一硅氧烷选自具有下式的环状硅氧烷
             Df其中,脚标f为约3-约6范围内的整数,D的定义为:
             R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基和具有下式的线性硅氧烷:
             M’D’iM’其中,D’定义为:
              R4R5SiO2/2其中,R4和R5各独立代表1-40个碳原子的一价烃基,脚标i在0-约300范围内,M’具有下式:
              R12R13R14SiO1/2其中,R12,R13和R14各独立代表1-40个碳原子的一价烃基。
6.权利要求5的组合物,其中,所述第一硅氧烷为环状硅氧烷,f为4。
7.权利要求6的组合物,其中,所述第二硅氧烷选自具有下式的环状硅氧烷
           Df其中,脚标f为约3-约6中的整数,D的定义为:
           R4R5SiO2/2其中,R4和R5各独立为1-40个碳原子的一价烃基和具有下式的线性硅氧烷:
           M’D’iM’其中,D’定义为:
            R4R5SiO2/2其中,R4和R5各独立代表1-40个碳原子的一价烃基,M’具有下式:
            R12R13R14SiO1/2其中,R12,R13和R14各独立代表1-40个碳原子的一价烃基。
8.权利要求7的组合物,其中,所述第二硅氧烷为环状硅氧烷,f为4。
9.用于将ASTM D-2240-91硬度计硬度至少为5的硅氧烷凝胶分散在硅氧烷液体中的方法,包括:(A)氢化硅烷化
(1)具有下式的线性链烯基阻断的聚有机硅氧烷:
         Mvi aDxDvi yM2-a
其中,脚标x是大于500的数,脚标y是0-约20范围
内的数,脚标a是0-2范围内的数,并限制a+y在1-
约20范围内,Mvi的定义为:
             R1R2R3SiO1/2
其中,R1为具有2-10个碳原子的一价不饱和烃基,R2
和R3各独立为1-40个碳原子的一价烃基,D的定义
为:
             R4R5SiO2/2
其中,R4和R5各独立为1-40个碳原子的一价烃基,
Dvi的定义为:
             Dvi=R6R7SiO2/2
其中,R6为具有2-10个碳原子的一价不饱和烃基,R7
独立为具有1-40个碳原子的一价烃基,M的定义为:
             M=R8R9R10SiO1/2
其中,R8,R9和R10各独立为1-40个碳原子的一价烃
基;和
(2)具有下式的树脂:
             (MH wQz)j
其中,Q代表式SiO4/2和MH的定义为:
             HbR11 3-bSiO1/2
其中,R11为1-40个碳原子的一价烃基,其中脚标b
为1-3范围内的数,脚标w和z分别具有0.5-4.0的比
值,及脚标j在约2.0-约100范围内;其中所述氢化硅
烷化反应在下述成分存在下进行:
(3)粘度低于约1000厘沲(25℃)的第一硅氧烷;由此(B)形成具有ASTM D-2240-91硬度计硬度至少为5的凝胶;和(C)使所述凝胶与具有粘度低于约1000厘沲(25℃)的第二硅氧烷形成淤浆;和(D)使所述凝胶与所述第二硅氧烷混合,由此(E)产生包含所述第二硅氧烷和所述凝胶的均一液体,从而,所述均一液体的粘度为500-150000厘沲(25℃)。
10.包含硅氧烷组合物的化妆品组合物,包含:(A)通过下列成分的氢化硅烷化产物形成的硅氧烷:
(1)具有下式的线性链烯基阻断的聚有机硅氧烷:
        Mvi aDxDvi yM2-a
其中,脚标x是大于500的数,脚标y是0-约20范围
内的数,脚标a是0-2范围内的数,并限制a+y在1-
约20范围内,Mvi的定义为:
        R1R2R3SiO1/2
其中,R1为具有2-10个碳原子的一价不饱和烃基,R2
和R3各独立为1-40个碳原子的一价烃基,D的定义
为:
        R4R5SiO2/2
其中,R4和R5各独立为1-40个碳原子的一价烃基,
Dvi的定义为:
        Dvi=R6R7SiO2/2
其中,R6为具有2-10个碳原子的一价不饱和烃基,R7
独立为具有1-40个碳原子的一价烃基,M的定义为:
        M=R8R9R10SiO1/2
其中,R8,R9和R10各独立为1-40个碳原子的一价烃
基;和
(2)具有下式的树脂:
        (MH wQz)j
其中,Q代表式SiO4/2和MH的定义为:
        HbR11 3-bSiO1/2
其中,R11为1-40个碳原子的一价烃基,其中脚标b
为1-3范围内的数,脚标w和z分别具有0.5-4.0的比
值,及脚标j在约2.0-约100范围内;其中所述氢化硅
烷化反应在下述成分存在下进行:
(3)粘度低于约1000厘沲(25℃)的第一硅氧烷;因此形成具有ASTM D-2240-91硬度计硬度至少为5的凝胶;和(B)其粘度低于约1000厘沲(25℃)的第二硅氧烷,其中,使所述凝胶在所述第二硅氧烷中形成淤浆并与所述第二硅氧烷混合;因此,产生包含所述第二硅氧烷和所述凝胶的均一的液体,该均一液体的粘度为500-150000厘沲(25℃)。
CNB971182574A 1996-09-05 1997-09-05 包含挥发性低分子量硅氧烷的弹性体凝胶 Expired - Fee Related CN1140585C (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US708436 1996-09-05
US708,436 1996-09-05
US08/708,436 US5760116A (en) 1996-09-05 1996-09-05 Elastomer gels containing volatile, low molecular weight silicones

Publications (2)

Publication Number Publication Date
CN1177615A true CN1177615A (zh) 1998-04-01
CN1140585C CN1140585C (zh) 2004-03-03

Family

ID=24845794

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB971182574A Expired - Fee Related CN1140585C (zh) 1996-09-05 1997-09-05 包含挥发性低分子量硅氧烷的弹性体凝胶

Country Status (11)

Country Link
US (1) US5760116A (zh)
EP (1) EP0827983B1 (zh)
JP (1) JP4155609B2 (zh)
KR (1) KR19980024208A (zh)
CN (1) CN1140585C (zh)
AR (1) AR008165A1 (zh)
AU (1) AU725519B2 (zh)
BR (1) BR9704610A (zh)
DE (1) DE69710276T2 (zh)
TW (1) TW353034B (zh)
ZA (1) ZA977525B (zh)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101885846A (zh) * 2010-06-21 2010-11-17 陈俊光 硅油凝胶化制剂弹性体的制造方法
CN101616659B (zh) * 2006-12-29 2013-08-28 陶氏康宁公司 含有有机硅弹性体凝胶的个人护理组合物
CN109310891A (zh) * 2016-06-07 2019-02-05 莫门蒂夫性能材料股份有限公司 交联的聚有机硅氧烷和包含其的个人护理组合物

Families Citing this family (220)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6271295B1 (en) 1996-09-05 2001-08-07 General Electric Company Emulsions of silicones with non-aqueous hydroxylic solvents
US6060546A (en) * 1996-09-05 2000-05-09 General Electric Company Non-aqueous silicone emulsions
US5929162A (en) * 1997-12-12 1999-07-27 General Electric Company Elastomer dispersion having a unique particle size distribution
US5998542A (en) * 1997-12-12 1999-12-07 General Electric Company Processing of an elastomer dispersion
JP3535389B2 (ja) * 1998-07-31 2004-06-07 株式会社資生堂 外用組成物
US6262170B1 (en) 1998-12-15 2001-07-17 General Electric Company Silicone elastomer
US6431591B1 (en) 1999-02-26 2002-08-13 Wacker Silicones Corporation Airbag sensor deactivator suitable for use in smart airbag system
US6423322B1 (en) * 1999-05-22 2002-07-23 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
WO2000072817A1 (en) * 1999-05-28 2000-12-07 Neutrogena Corporation Water-in-oil emulsion comprising a silicone gel containing vitamin c
US6200964B1 (en) * 1999-05-28 2001-03-13 Neutrogena Corporation Silicone gel containing salicylic acid
WO2001014476A1 (en) * 1999-08-23 2001-03-01 General Electric Company Self-sealing silicones fluids
US6797742B2 (en) 1999-08-25 2004-09-28 General Electric Company Polar solvent compatible polyethersiloxane elastomers
US6346583B1 (en) 1999-08-25 2002-02-12 General Electric Company Polar solvent compatible polyethersiloxane elastomers
US6080394A (en) * 1999-11-08 2000-06-27 Dow Corning Corporation Polar solvent-in-oil emulsions and multiple emulsions
US6365670B1 (en) 2000-03-10 2002-04-02 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
US6444745B1 (en) 2000-06-12 2002-09-03 General Electric Company Silicone polymer network compositions
US20050165198A1 (en) * 2000-06-13 2005-07-28 Kilgour John A. Branched organosilicone compound
AU2001271929A1 (en) 2000-07-10 2002-01-21 The Procter And Gamble Company Transfer-resistant makeup removing compositions
EP1299069B1 (en) 2000-07-10 2005-12-07 The Procter & Gamble Company Cosmetic compositions
US6475500B2 (en) 2000-07-10 2002-11-05 The Procter & Gamble Company Anhydrous cosmetic compositions
US6355724B1 (en) 2000-12-06 2002-03-12 Clariant Lsm (Florida), Inc. Cosmetic compositions containing silicone gel
US6653378B2 (en) 2000-12-18 2003-11-25 Dow Corning Corporation Silicone elastomer compositions
US6774179B2 (en) 2000-12-18 2004-08-10 Dow Corning Corporation Encapsulation of actives in core-shell and gel particles
JP2002294076A (ja) * 2001-04-02 2002-10-09 Dow Corning Toray Silicone Co Ltd 金型成形用シリコーンゲル組成物
US20040092655A1 (en) * 2001-04-02 2004-05-13 Takayoshi Otomo Mouldable silicone gel compositions
US7241835B2 (en) * 2001-05-16 2007-07-10 General Electric Company Cosmetic compositions comprising silicone gels
US6531540B1 (en) 2001-05-16 2003-03-11 General Electric Company Polyether siloxane copolymer network compositions
US6538061B2 (en) * 2001-05-16 2003-03-25 General Electric Company Cosmetic compositions using polyether siloxane copolymer network compositions
US20030203978A1 (en) * 2001-05-16 2003-10-30 O'brien Michael Joseph Cosmetic compositions comprising silicone gels comprising entrapped, occluded or encapsulated pigments
US20030091522A1 (en) * 2001-08-24 2003-05-15 Collins Carol J. Reduced-wax mascara compositions
GB0125778D0 (en) 2001-10-26 2001-12-19 Procter & Gamble Silicone elastomer emulsion cosmetic composition comprising colorant inclusive internal phase
US20030095935A1 (en) * 2001-11-16 2003-05-22 General Electric Company Transfer resistant cosmetic compositions comprising silicone gels
US20050169950A1 (en) * 2002-01-08 2005-08-04 Marie-Laure Delacour Solid cosmetic composition comprising fibers
US6716908B2 (en) 2002-01-30 2004-04-06 Dow Corning Corporation Alkoxysilyl functional silicone based materials
US20030190336A1 (en) * 2002-03-18 2003-10-09 Adams Christine Helga Personal care compositions comprising solid particles enterapped in a gel network
US6881416B2 (en) 2002-04-08 2005-04-19 Wacker Chemical Corporation Alkyl group-substituted organopolysiloxane gels
US6887934B2 (en) * 2002-08-26 2005-05-03 Dow Corning Corporation Resin modified elastomers
US6936686B2 (en) * 2002-12-11 2005-08-30 Nutech Corporation Cross-linked silicone gels; products containing the same; and methods of manufacture thereof
US20040175347A1 (en) * 2003-03-04 2004-09-09 The Procter & Gamble Company Regulation of mammalian keratinous tissue using hexamidine compositions
US8734421B2 (en) 2003-06-30 2014-05-27 Johnson & Johnson Consumer Companies, Inc. Methods of treating pores on the skin with electricity
JP2007517770A (ja) * 2003-10-03 2007-07-05 ザ プロクター アンド ギャンブル カンパニー 局所用組成物
US20050175562A1 (en) * 2004-01-05 2005-08-11 Anke Hadasch Skin makeup composition
US8394394B2 (en) 2004-05-26 2013-03-12 L'oréal Mousse formulations
US7531497B2 (en) * 2004-10-08 2009-05-12 The Procter & Gamble Company Personal care composition containing a cleansing phase and a benefit phase
FR2880802B1 (fr) * 2005-01-14 2008-12-19 Sederma Soc Par Actions Simpli Composition cosmetique ou dermopharmaceutique contenant un extrait d'euglene
US8147853B2 (en) 2005-02-15 2012-04-03 The Procter & Gamble Company Personal care compositions containing hydrophobically modified non-platelet particles
US8563491B2 (en) * 2005-03-04 2013-10-22 The Procter & Gamble Company Methods of cleansing skin and rinse-off or wipe-off compositions therefor
US20110123579A1 (en) * 2005-05-12 2011-05-26 Fatemeh Mohammadi Cosmetic Composition For Diminishing The Appearance Of Lines And Pores
FR2885522B1 (fr) * 2005-05-13 2020-01-10 Sederma Composition cosmetique ou dermopharmaceutique contenant de la teprenone
US20070009457A1 (en) * 2005-07-08 2007-01-11 The Procter & Gamble Company Lipophilic personal care composition
CA2613298A1 (en) * 2005-07-08 2007-01-18 The Procter & Gamble Company Lipophilic personal care composition
FR2890310B1 (fr) * 2005-09-06 2009-04-03 Sederma Soc Par Actions Simpli Utilisation des protoberberines comme agents regulant l'activite de l'unite pilosebacee
WO2007029154A2 (en) * 2005-09-09 2007-03-15 The Procter & Gamble Company Solid skin care composition comprising multiple layers
WO2007032937A1 (en) * 2005-09-09 2007-03-22 The Procter & Gamble Company Solid skin care composition comprising multiple layers based on water-in-oil emulsions
JP2009510072A (ja) 2005-09-26 2009-03-12 ロレアル 少なくとも2の非混和性化粧品用組成物を用いたケラチン基体を処理するための方法及び組成物
US20070112078A1 (en) * 2005-11-15 2007-05-17 Ian Procter Silicone antifoam composition
US8017687B2 (en) 2005-11-15 2011-09-13 Momentive Performance Materials Inc. Swollen silicone composition and process of producing same
US7863361B2 (en) * 2005-11-15 2011-01-04 Momentive Performance Materials Inc. Swollen silicone composition, process of producing same and products thereof
US20070196292A1 (en) * 2005-11-30 2007-08-23 Robinson Larry R Personal care composition comprising dehydroacetate salts
US20070128137A1 (en) * 2005-12-02 2007-06-07 Naohisa Yoshimi Water in oil emulsion compositions containing siloxane elastomers
US20070134173A1 (en) * 2005-12-09 2007-06-14 The Procter & Gamble Company Personal care compositions
ES2638242T3 (es) * 2006-02-16 2017-10-19 Sederma Polipéptidos KXK y su uso
KR20080094705A (ko) * 2006-03-06 2008-10-23 더 프록터 앤드 갬블 캄파니 친유성 개인 케어 조성물
JP5424866B2 (ja) * 2006-03-21 2014-02-26 ダウ・コーニング・コーポレイション シリコーンポリエーテルエラストマーゲル
JP5199231B2 (ja) 2006-03-21 2013-05-15 ダウ・コーニング・コーポレイション シリコーンポリエーテルエラストマーゲル
EP1996644B9 (en) 2006-03-21 2015-12-09 Dow Corning Corporation Silicone elastomer gels
US7833541B2 (en) * 2006-05-01 2010-11-16 Momentive Performance Materials Inc. Cosmetic compositions utilizing acrylate cross linked silicone copolymer networks
FR2900573B1 (fr) * 2006-05-05 2014-05-16 Sederma Sa Nouvelles compositions cosmetiques renfermant au moins un peptide contenant au moins un cycle aromatique bloque
US20070274932A1 (en) * 2006-05-15 2007-11-29 The Procter & Gamble Company Water in oil emulsion compositions containing sunscreen actives and siloxane elastomers
EP2018148A2 (en) * 2006-05-15 2009-01-28 The Procter and Gamble Company Method of enhancing penetration of water-soluble actives
FR2904549B1 (fr) * 2006-08-03 2012-12-14 Sederma Sa Composition comprenant de la sarsasapogenine
US20080038360A1 (en) * 2006-08-11 2008-02-14 Joseph Michael Zukowski Personal care composition
US7560167B2 (en) * 2006-09-01 2009-07-14 Momentive Performance Materials Inc. Composition containing anti-misting component
US7649071B2 (en) * 2006-09-01 2010-01-19 Momentive Performance Materials Inc. Branched polysiloxane composition
CA2660216A1 (en) * 2006-09-28 2008-04-03 The Procter & Gamble Company Concealer composition
JP2010503726A (ja) * 2006-09-28 2010-02-04 ザ プロクター アンド ギャンブル カンパニー 固形粉末組成物
JP2010503724A (ja) * 2006-09-28 2010-02-04 ザ プロクター アンド ギャンブル カンパニー 化粧品
FR2907678B1 (fr) * 2006-10-25 2012-10-26 Oreal Composition de coloration des fibres keratiniques comprenant un copolymere bloc polysiloxane/polyuree
JP2010512388A (ja) * 2006-12-12 2010-04-22 ザ プロクター アンド ギャンブル カンパニー 複合エマルション組成物
US20080145443A1 (en) * 2006-12-15 2008-06-19 Kimberly-Clark Worldwide, Inc. Diaper rash composition and method
US8469621B2 (en) * 2007-02-27 2013-06-25 The Procter & Gamble Company Personal care product having a solid personal care composition within a structure maintaining dispenser
US20080281055A1 (en) * 2007-05-09 2008-11-13 Momentive Performance Materials Inc. Branched polysiloxane of reduced molecular weight and viscosity
US20080276836A1 (en) * 2007-05-09 2008-11-13 Momentive Performance Materials Inc. Composition containing anti-misting component of reduced molecular weight and viscosity
KR101519176B1 (ko) * 2007-06-29 2015-05-18 다우 코닝 코포레이션 폴리알킬옥실렌 가교결합된 실리콘 엘라스토머를 갖는 실리콘-유기 겔
EP2011471A1 (en) * 2007-07-02 2009-01-07 Johnson & Johnson Consumer France SAS Foaming oil compositions
US20090011035A1 (en) * 2007-07-03 2009-01-08 Joseph Michael Zukowski Personal care composition
FR2918562B1 (fr) 2007-07-13 2009-10-16 Oreal Composition cosmetique anhydre comprenant un copolymere silicone adhesif sensible a la pression, une silicone volatile et une silicone fluide particuliere
US8344024B2 (en) * 2007-07-31 2013-01-01 Elc Management Llc Anhydrous cosmetic compositions containing resveratrol derivatives
US9295621B2 (en) * 2007-07-31 2016-03-29 Elc Management Llc Emulsion cosmetic compositions containing resveratrol derivatives and silicone surfactant
US20090035236A1 (en) * 2007-07-31 2009-02-05 Maes Daniel H Emulsion Cosmetic Compositions Containing Resveratrol Derivatives And An Oil Phase Structuring Agent
US20090035240A1 (en) * 2007-07-31 2009-02-05 Maes Daniel H Aqueous Based Cosmetic Compositions Containing Resveratrol Derivatives And An Aqueous Phase Structuring Agent
US8080583B2 (en) 2007-07-31 2011-12-20 Elc Management Llc Emulsion cosmetic compositions containing resveratrol derivatives and linear or branched silicone
ES2685094T3 (es) 2007-07-31 2018-10-05 Elc Management Llc Composiciones cosméticas que contienen resveratrol
US8193155B2 (en) 2009-02-09 2012-06-05 Elc Management, Llc Method and compositions for treating skin
WO2009023620A2 (en) * 2007-08-15 2009-02-19 Elc Management Llc Compositions with perfluorinated ingredients
JP5281645B2 (ja) * 2007-09-08 2013-09-04 イーエルシー マネージメント エルエルシー フェルラ酸レスベラトロール化合物、それらの化合物を含有する組成物およびそれらの使用方法。
US9072717B2 (en) 2007-09-18 2015-07-07 Elc Management Llc Cosmetic compositions containing alpha glucosidase inhibitors and methods of use
KR101521315B1 (ko) 2007-09-26 2015-05-18 다우 코닝 코포레이션 폴리알킬옥실렌 가교결합된 실리콘 탄성중합체에서 나온 실리콘-유기 겔을 함유하는 개인 관리 조성물
CN101808618B (zh) * 2007-09-26 2013-03-20 陶氏康宁公司 含疏水硅氧烷-有机凝胶共混物的个人护理组合物
US8222363B2 (en) * 2007-09-26 2012-07-17 Dow Corning Corporation Silicone organic elastomer gels from organopolysiloxane resins
US20090092566A1 (en) * 2007-10-09 2009-04-09 Lentini Peter J Self-tanning cosmetic compositions and methods
FR2924939B1 (fr) 2007-12-13 2010-02-26 Oreal Procede de coloration des cheveux a partir d'une composition comprenant un polymere filmogene hydrophobe, un pigment et un solvant volatil
WO2009085472A1 (en) * 2007-12-19 2009-07-09 Elc Management Llc Compositions and methods for treating skin with extract from trametes
WO2009082511A1 (en) * 2007-12-20 2009-07-02 Elc Management Llc Methods and compositions for treating skin
US9687517B2 (en) 2007-12-20 2017-06-27 Elc Management Llc Methods and compositions for treating skin
US20090196942A1 (en) * 2008-02-01 2009-08-06 Goyarts Earl C Topical compositions containing citrus jabara extract
CA2713555C (en) * 2008-02-20 2014-10-14 Elc Management Llc Topical compositions and methods for whitening skin
GB0811302D0 (en) * 2008-06-20 2008-07-30 Dow Corning Shampoo compositions
EP2313074A4 (en) * 2008-06-30 2015-04-15 Elc Man Llc TOPICAL COMPOSITIONS CONTAINING ISONICOTINAMIDE
GB0813140D0 (en) * 2008-07-18 2008-08-27 Dow Corning Home and personal care compositions
US20100129305A1 (en) * 2008-11-21 2010-05-27 Lee Wilson A Compositions Containing Extracts From Radish
FR2938759B1 (fr) 2008-11-24 2012-10-12 Oreal Composition de coloration des fibres keratiniques comprenant un polymere supramoleculaire a base de polyalcene un pigment et un solvant volatil
JP2012509322A (ja) * 2008-11-24 2012-04-19 ザ プロクター アンド ギャンブル カンパニー 化粧品組成物
FR2939799B1 (fr) 2008-12-11 2011-03-11 Sederma Sa Composition cosmetique comprenant des oligoglucuronanes acetyles.
JP5597207B2 (ja) 2009-01-07 2014-10-01 ダウ コーニング コーポレーション シリコーンペースト組成物
WO2010082177A2 (en) 2009-01-16 2010-07-22 Sederma New compounds, in particular peptides, compositions comprising them and cosmetic and dermopharmaceutical uses
FR2941232B1 (fr) 2009-01-16 2014-08-08 Sederma Sa Nouveaux peptides, compositions les comprenant et utilisations cosmetiques et dermo-pharmaceutiques.
FR2941231B1 (fr) 2009-01-16 2016-04-01 Sederma Sa Nouveaux peptides, compositions les comprenant et utilisations cosmetiques et dermo-pharmaceutiques.
US20100233301A1 (en) 2009-03-11 2010-09-16 Jing Cheng Topical compositions comprising fermented extracts of traditional chinese medicinal (tcm) ingredients, and methods of making and using same
US20120089232A1 (en) 2009-03-27 2012-04-12 Jennifer Hagyoung Kang Choi Medical devices with galvanic particulates
FR2944435B1 (fr) 2009-04-17 2011-05-27 Sederma Sa Composition cosmetique comprenant de l'oridonine
FR2944701B1 (fr) 2009-04-28 2012-11-16 Oreal Composition coloree.
US9095543B2 (en) 2009-05-04 2015-08-04 Elc Management Llc Cosmetic compositions comprising cyanodiphenylacrylates
US8765156B2 (en) * 2009-05-04 2014-07-01 Elc Management Llc Topical compositions comprising inorganic particulates and an alkoxylated diphenylacrylate compound
FR2945939B1 (fr) 2009-05-26 2011-07-15 Sederma Sa Utilisation cosmetique du dipeptide tyr-arg pour lutter contre le relachement cutane.
WO2010146147A2 (en) 2009-06-18 2010-12-23 L'oreal Composition for treating keratin fibres comprising a block copolymer, a siloxane resin and a volatile solvent
FR2946873A1 (fr) 2009-06-18 2010-12-24 Oreal Composition de traitement des fibres keratiniques comprenant un polymere supramoleculaire a base de polyalcene et un polymere sequence et un solvant volatil.
FR2948875B1 (fr) 2009-08-10 2011-09-02 Oreal Composition cosmetique comprenant un copolymere silicone particulier, un solvant volatil et des particules metalliques
FR2949053B1 (fr) 2009-08-13 2011-11-04 Oreal Composition cosmetique comprenant un copolymere silicone particulier et un ou plusieurs alcanes lineaires volatils liquides
KR20120101015A (ko) 2009-10-23 2012-09-12 다우 코닝 코포레이션 친수성-개질된 실리콘 조성물
EP2490663B1 (en) 2009-10-23 2017-09-20 Dow Corning Corporation Silicone compositions comprising a swollen silicone gel
US8992897B2 (en) 2010-01-06 2015-03-31 Elc Management Llc Skin lightening compositions
US8722026B2 (en) 2010-01-06 2014-05-13 Elc Management, Llc Skin lightening compositions
US9585823B2 (en) 2010-01-07 2017-03-07 The Gillette Company Personal care compositions comprising a multi-active system for down regulating cytokines irritation
KR101706026B1 (ko) 2010-01-19 2017-02-10 이엘씨 매니지먼트 엘엘씨 복합 입자, 조성물 및 방법
KR101825607B1 (ko) 2010-02-18 2018-02-05 다우 코닝 코포레이션 표면-개질된 하이드로겔 및 하이드로겔 미세입자
US20110212042A1 (en) 2010-03-01 2011-09-01 Prithwiraj Maitra Skin care composition having desirable bulk color
US8465731B2 (en) * 2010-03-12 2013-06-18 Elc Management, Llc Probiotic color cosmetic compositions and methods
FR2958540B1 (fr) 2010-04-12 2012-05-04 Oreal Procede de coloration mettant en oeuvre des silicones adhesives sensibles a la pression avec une etape de pre-traitement
US20120035557A1 (en) 2010-07-16 2012-02-09 Timothy Woodrow Coffindaffer Personal Care Compositions Comprising A Multi-Active System For Down Regulating Cytokines Irritation
US10150582B2 (en) * 2010-07-27 2018-12-11 Noxell Corporation Method of making compositions comprising multiple layers
WO2012018403A1 (en) 2010-08-05 2012-02-09 Biofilm Ip, Llc Cyclosiloxane-substituted polysiloxane compounds, compositions containing the compounds and methods of use thereof
US9737472B2 (en) 2010-08-09 2017-08-22 Allele Biotechnology & Pharmaceuticals, Inc. Light-absorbing compositions and methods of use
US10842728B2 (en) 2010-08-09 2020-11-24 Allele Biotechnology & Pharmaceuticals, Inc. Light-absorbing compositions and methods of use
US9205284B2 (en) 2010-08-09 2015-12-08 Allele Biotechnology & Pharmaceuticals, Inc. Light-absorbing compositions and methods of use
WO2012027143A1 (en) 2010-08-23 2012-03-01 Dow Corning Corporation Saccharide siloxane copolymers and methods for their preparation and use
CN103154092A (zh) 2010-08-23 2013-06-12 道康宁公司 含有糖硅氧烷共聚物乳化剂的乳液及它们的制备方法和用途
JP5878536B2 (ja) 2010-08-23 2016-03-08 ダウ コーニング コーポレーションDow Corning Corporation サッカリドシロキサンコポリマー乳化剤を含有するエマルション、並びに、これらの調製及び使用方法
TW201231512A (en) 2010-10-15 2012-08-01 Dow Corning Silicon-containing materials with controllable microstructure
KR20130090415A (ko) 2010-11-18 2013-08-13 더 프록터 앤드 갬블 캄파니 N-아실 아미노산 화합물 및 헥실데칸올을 기재로 하는 화장 조성물
FR2970413B1 (fr) 2011-01-17 2013-01-11 Oreal Composition cosmetique anhydre comprenant un elastomere de silicone reticule et un alcane lineaire volatil
JP5864615B2 (ja) 2011-01-25 2016-02-17 ザ プロクター アンド ギャンブルカンパニー リポソーム及びそれを含むパーソナルケア組成物
US20120230930A1 (en) 2011-03-08 2012-09-13 Corstjens Hugo A Methods For Activating Caspase-14 Expression In Human Skin
EP2537513A3 (en) 2011-03-11 2015-04-29 ELC Management LLC Use of anogeissus extract for fibrillin production in skin
CN103443208A (zh) 2011-03-28 2013-12-11 道康宁公司 固体染色组合物
FR2975596B1 (fr) 2011-05-25 2013-08-02 Oreal Composition cosmetique coloree foisonnee par aerosol
JP2014524900A (ja) 2011-06-13 2014-09-25 ザ プロクター アンド ギャンブル カンパニー pH調整可能なゲル化剤を含むパーソナルケア組成物及び使用方法
CN103930167A (zh) 2011-06-13 2014-07-16 宝洁公司 包含二酰氨基胶凝剂的个人护理组合物和使用方法
US9675531B2 (en) 2011-06-20 2017-06-13 The Procter & Gamble Company Personal care compositions comprising shaped abrasive particles
DE102011078100A1 (de) * 2011-06-27 2012-12-27 Beiersdorf Ag Taptiokastärke in Silikonelastomer-haltigen kosmetischen Zubereitungen
DE102011078105A1 (de) 2011-06-27 2012-12-27 Beiersdorf Ag Neuste Verwendung von Silikonelastomeren in kosmetischen Zubereitungen
US20130045248A1 (en) 2011-08-16 2013-02-21 Timothy Woodrow Coffindaffer Personal care compositions comprising an anti-irritation agent
FR2981571B1 (fr) 2011-10-21 2013-11-08 Oreal Composition cosmetique comprenant des particules d'aerogel de silice et des huiles siliconees
US20130195783A1 (en) 2012-01-19 2013-08-01 The Procter & Gamble Company Methods For Smoothing Wrinkles and Skin Texture Imperfections
CN104254315B (zh) 2012-04-19 2017-06-09 宝洁公司 包含环氧烷衍生物和n‑酰基氨基酸化合物的化妆品组合物
US9271912B2 (en) 2012-06-13 2016-03-01 The Procter & Gamble Company Personal care compositions comprising a pH tuneable gellant and methods of using
EP2877154A4 (en) 2012-07-25 2016-02-10 Elc Man Llc METHOD AND COMPOSITIONS FOR REDUCING THE POR SIZE AND HUMIDIFICATION AND / OR PREPARATION OF DEFECTS ON KERATIN SURFACES
US10383815B2 (en) 2012-09-14 2019-08-20 Elc Management Llc Method and compositions for improving selective catabolysis in cells of keratin surfaces
US9597267B2 (en) 2012-09-21 2017-03-21 Elc Management Llc Slurry powder cosmetic compositions and methods
US9370471B2 (en) 2012-09-21 2016-06-21 Elc Management Llc Slurry powder cosmetic compositions and methods
EP2922939A2 (en) 2012-11-21 2015-09-30 Dow Corning Corporation Fabric care compositions comprising emulsions
US9408790B2 (en) 2012-12-11 2016-08-09 Elc Management Llc Cosmetic compositions with near infra-red (NIR) light-emitting material and methods therefor
US8840929B2 (en) 2012-12-11 2014-09-23 Elc Management Llc Cosmetic compositions with near infra-red (NIR) light-emitting material and methods therefor
US8852616B2 (en) 2012-12-11 2014-10-07 Elc Management Llc Cosmetic compositions with near infra-red (NIR) light-emitting material and methods therefor
GB2523968B (en) 2012-12-21 2020-04-29 Estee Lauder Int Inc Slurry powder cosmetic compositions and methods
US9511144B2 (en) 2013-03-14 2016-12-06 The Proctor & Gamble Company Cosmetic compositions and methods providing enhanced penetration of skin care actives
WO2015009689A2 (en) 2013-07-15 2015-01-22 The Procter & Gamble Company Applicator for applying compositions that smooth wrinkles and skin texture imperfections
US10307346B2 (en) 2013-07-15 2019-06-04 The Procter & Gamble Company Applied films for smoothing wrinkles and skin texture imperfections
US9125843B2 (en) 2013-10-03 2015-09-08 Elc Management Llc Methods and compositions for improving the appearance of skin
KR102313564B1 (ko) 2013-10-31 2021-10-19 다우 실리콘즈 코포레이션 카르복시 작용성 엘라스토머를 포함하는 화장용 조성물
CN105531301B (zh) 2013-10-31 2018-04-20 道康宁公司 交联的组合物及其形成方法
US9822221B2 (en) 2013-10-31 2017-11-21 Dow Corning Corporation Cross-linked composition and method of forming the same
FR3013977A1 (fr) 2013-12-03 2015-06-05 Oreal Composition cosmetique comprenant des filtres uv
KR101902167B1 (ko) 2014-04-28 2018-10-01 다우 실리콘즈 코포레이션 가교결합된 조성물 및 이를 포함하는 화장 조성물
GB2525894A (en) 2014-05-07 2015-11-11 Boots Co Plc Skin care composition
US9616253B2 (en) 2014-08-04 2017-04-11 Elc Management Llc Water-absorbing (meth) acrylic resin with optical effects, and related compositions
US9713587B2 (en) 2014-09-26 2017-07-25 The Procter & Gamble Company Methods for smoothing wrinkles and skin texture imperfections
US10295935B2 (en) * 2014-10-31 2019-05-21 Hp Indigo B.V. Electrostatic printing apparatus and intermediate transfer members
US9744119B2 (en) 2014-12-16 2017-08-29 Momentive Performance Materials Inc. Cosmetic composition and method of preparation
US9498409B2 (en) 2014-12-16 2016-11-22 Momentive Performance Materials Inc. Cosmetic skin covering sheets and their method of preparation
US9839602B2 (en) 2014-12-16 2017-12-12 Momentive Performance Materials Inc. Personal care compositions containing crosslinked silicone polymer networks and their method of preparation
EP3047845B1 (de) 2015-01-26 2017-06-28 Evonik Degussa GmbH Silikongele für insbesondere kosmetische Anwendungen
EP3069710A1 (en) 2015-03-16 2016-09-21 The Boots Company PLC Skin care cosmetic composition with antioxidant complex
EP3069763A1 (en) 2015-03-16 2016-09-21 The Boots Company PLC Topical cosmetic compositionS against free radicals
US10030022B2 (en) 2015-03-20 2018-07-24 Elc Management Llc Method of stabilizing riboflavin
US9545371B2 (en) 2015-03-20 2017-01-17 Elc Management Llc Method of making an optically-activated system
US9962565B2 (en) 2015-03-20 2018-05-08 Elc Management Llc Optically-activated system for reducing the appearance of skin imperfections
US9750682B2 (en) 2015-07-30 2017-09-05 Elc Management, Llc Methods and compositions for improving the appearance of skin
WO2017087722A1 (en) 2015-11-17 2017-05-26 Elc Management Llc Mascara composition and method
US10806233B2 (en) 2015-11-17 2020-10-20 Elc Management Llc Mascara composition and method
WO2017087718A1 (en) 2015-11-17 2017-05-26 Elc Management Llc Mascara composition and method
CA3005627C (en) 2015-11-17 2020-07-14 Elc Management Llc Compositions comprising cationically-charged encapsulated particles and their use in mascara compositions
CN108697590B (zh) 2015-11-17 2021-08-13 Elc 管理有限责任公司 睫毛膏组合物和方法
US10933012B2 (en) 2016-03-14 2021-03-02 Dow Silicones Corporation Siloxane composition
WO2017160348A1 (en) 2016-03-14 2017-09-21 Dow Corning Corporation Composition and method of preparation
GB201611362D0 (en) 2016-06-30 2016-08-17 Boots Co Plc Skin care composition and method thereof
WO2018118903A1 (en) 2016-12-19 2018-06-28 The Regents Of The University Of California Noncrushable pill formulatiions
US20180221256A1 (en) 2017-02-06 2018-08-09 The Procter & Gamble Company Personal Care Composition
US10918587B2 (en) 2017-03-08 2021-02-16 Dow Silicones Corporation Long lasting cosmetic composition comprising silicone elastomer
EP3443948A1 (en) 2017-08-17 2019-02-20 The Boots Company PLC Particle-containing composition and uses thereof
US11253463B2 (en) 2018-01-08 2022-02-22 Conopco, Inc. Cosmetic compositions comprising silicone elastomer and emollient
US11603435B2 (en) 2019-02-18 2023-03-14 Dow Silicones Corporation Hydrophilic polysiloxane elastomer
CN114072127A (zh) 2019-04-22 2022-02-18 Elc管理有限责任公司 含有纤维素纳米纤维的局部递送系统
US12018150B2 (en) 2020-05-18 2024-06-25 Momentive Performance Materials Inc. Ester modified cross-linked silicone compositions
US12084548B2 (en) 2020-05-18 2024-09-10 Momentive Performance Materials Inc. Carboxylic acid functional cross-linked silicone compositions
JP2024501955A (ja) 2020-12-23 2024-01-17 モメンティブ パフォーマンス マテリアルズ インコーポレイテッド エポキシ化植物油由来のエラストマーゲルおよびその使用
EP4267083A1 (en) 2020-12-23 2023-11-01 Momentive Performance Materials Inc. Biorenewable elastomer gel and uses thereof
DE102021106369A1 (de) * 2021-03-16 2022-09-22 Universität Rostock Pulverbett-3D-Druckverfahren zur Herstellung elastischer Formkörper aus Siliconen und für das Verfahren geeignetes Siliconharz-haltiges Pulver
WO2023192538A1 (en) 2022-03-31 2023-10-05 Galderma Holding SA Personal care compositions for sensitive skin and methods of use
WO2024206504A1 (en) 2023-03-27 2024-10-03 Momentive Performance Materials Inc. Polyester elastomers from di-carboxylic acid or tri-carboxylic acid, mono-carboxylic acid, and polyol for cosmetic and personal care applications

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3304259A (en) * 1964-12-21 1967-02-14 Gen Electric Organopolysiloxane greases
JPS63159489A (ja) * 1986-12-23 1988-07-02 Shin Etsu Chem Co Ltd ゲル状組成物
JPH0655897B2 (ja) * 1988-04-22 1994-07-27 信越化学工業株式会社 シリコーン組成物の製造方法
JPH0786169B2 (ja) * 1988-09-12 1995-09-20 信越化学工業株式会社 シリコーン組成物の製造方法
JPH0660286B2 (ja) * 1989-02-15 1994-08-10 信越化学工業株式会社 油性ペースト組成物
US5403580A (en) * 1991-01-22 1995-04-04 Dow Corning Corporation Organosilicon gels and method of making
JP2631772B2 (ja) * 1991-02-27 1997-07-16 信越化学工業株式会社 新規なシリコーン重合体及びそれを用いた水分散能を有するペースト状シリコーン組成物
US5468477A (en) * 1992-05-12 1995-11-21 Minnesota Mining And Manufacturing Company Vinyl-silicone polymers in cosmetics and personal care products

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101616659B (zh) * 2006-12-29 2013-08-28 陶氏康宁公司 含有有机硅弹性体凝胶的个人护理组合物
CN101885846A (zh) * 2010-06-21 2010-11-17 陈俊光 硅油凝胶化制剂弹性体的制造方法
CN101885846B (zh) * 2010-06-21 2012-01-25 陈俊光 硅油凝胶化制剂弹性体的制造方法
CN109310891A (zh) * 2016-06-07 2019-02-05 莫门蒂夫性能材料股份有限公司 交联的聚有机硅氧烷和包含其的个人护理组合物
CN109310891B (zh) * 2016-06-07 2021-11-02 莫门蒂夫性能材料股份有限公司 交联的聚有机硅氧烷和包含其的个人护理组合物

Also Published As

Publication number Publication date
JP4155609B2 (ja) 2008-09-24
AR008165A1 (es) 1999-12-09
US5760116A (en) 1998-06-02
EP0827983A2 (en) 1998-03-11
EP0827983A3 (en) 1998-05-27
TW353034B (en) 1999-02-21
AU3522597A (en) 1998-03-12
BR9704610A (pt) 1998-10-27
JPH10168318A (ja) 1998-06-23
EP0827983B1 (en) 2002-02-06
MX9706752A (es) 1998-05-31
AU725519B2 (en) 2000-10-12
KR19980024208A (ko) 1998-07-06
CN1140585C (zh) 2004-03-03
DE69710276D1 (de) 2002-03-21
DE69710276T2 (de) 2002-10-02
ZA977525B (en) 1998-02-19

Similar Documents

Publication Publication Date Title
CN1140585C (zh) 包含挥发性低分子量硅氧烷的弹性体凝胶
CN1292027C (zh) 硅氧烷弹性体组合物
US4987169A (en) Method of preparing silicon compositions
US5929164A (en) Quenching post cure
EP0383540B1 (en) Oily paste composition
EP0934959B1 (en) Method of making (meth)acrylate polyether grafted and crosslinked silicone elastomers
US5889108A (en) Thickening solvents with elastomeric silicone polyethers
JP5841103B2 (ja) ポリアルキルオキシレン架橋シリコーンエラストマーを有するシリコーン−有機ゲル
KR100545456B1 (ko) 실리콘 탄성중합체의 제조방법 및 당해 방법으로 제조한 실리콘 탄성중합체
KR20120059599A (ko) 점액성 실리콘 유체
CN1169881C (zh) 具有改进的滞后特性的有机氢硅氧烷树脂交联剂可固化的有机硅氧烷组合物
CN110028793B (zh) 一种有机硅弹性体、其制备方法及包含其的有机硅弹性体凝胶
JP3493535B2 (ja) シリコーン化合物及びそれを含有する化粧料
WO2015048228A2 (en) Improved silicone elastomer gels and related hydrosilylation processes
JP2000026607A (ja) フルオロシリコーンゴム硬化物粉体及びこれを含有する化粧料
JPH11292972A (ja) 溶剤の増粘方法
JPH05262987A (ja) 含水性シリコーン組成物及びその製造方法並びに化粧料
JP4814114B2 (ja) シリコーンゲル
WO2020153938A1 (en) Hydrocarbon-containing organopolysiloxane gel
KR20110125408A (ko) 광택 및 상용성이 개선된 실리콘 엘라스토머 제조용 경화성 조성물, 그의 제조방법 및 그로부터 제조된 실리콘 엘라스토머

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20040303

Termination date: 20150905

EXPY Termination of patent right or utility model