CN101917844A - 抗水解的有机改性的甲硅烷基化表面活性剂的用途 - Google Patents
抗水解的有机改性的甲硅烷基化表面活性剂的用途 Download PDFInfo
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- CN101917844A CN101917844A CN2007800236008A CN200780023600A CN101917844A CN 101917844 A CN101917844 A CN 101917844A CN 2007800236008 A CN2007800236008 A CN 2007800236008A CN 200780023600 A CN200780023600 A CN 200780023600A CN 101917844 A CN101917844 A CN 101917844A
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Classifications
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- C07—ORGANIC CHEMISTRY
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
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Abstract
有机改性的甲硅烷基化表面活性剂组合物,其在宽的pH范围显示出抗水解性。
Description
技术领域
本发明涉及有机改性的甲硅烷基化表面活性剂组合物,其在宽的pH范围内显示出抗水解性。更具体地,本发明涉及在约pH 2~约pH 12之间具有抗水解性的这种抗水解的有机改性的甲硅烷基化表面活性剂。更具体地,本发明涉及该抗水解的有机改性的甲硅烷基化表面活性剂在农用组合物、化妆品组合物、家庭护理组合物和涂料组合物中的用途。
背景技术
将液体组合物局部施涂到有生命和无生命的物体的表面上以产生期望的改变,包括控制润湿、铺展、发泡、清洗等过程。当在水溶液中使用以改善活性组分到被处理的表面的传递性时,已经发现三硅氧烷型化合物可用来使得能够控制这些过程以获得期望的效果。但是,三硅氧烷化合物仅可用于窄的pH范围,即从微酸性的pH 6至非常温和的碱性pH 7.5。在该窄pH范围之外,三硅氧烷化合物对水解不稳定,进行快速分解。在宽的pH范围内对水解稳定的硅类表面活性剂是非常期望的,因为这种化合物对于将液体组合物局部施涂到有生命和无生命的物体的表面而言会获得更有效的制剂。这些组合物可允许使用较少量的水。另一潜在优势是增加农业喷洒剂(agricultural spray)的效用。
发明内容
本发明提供了利用可用作表面活性剂的有机改性的甲硅烷基化表面活性剂化合物或其组合物的农用组合物、化妆品组合物、家庭护理组合物和涂料组合物,其中该有机改性的甲硅烷基化表面活性剂化合物具有以下通式:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2。
发明详述
本申请中所用的化学计量下标的整数值是指分子物类,化学计量下标的非整数值是指分子量平均基础上的、数均基础上的或摩尔分数基础上的分子物类的混合物。
本发明提供利用可用作表面活性剂的有机改性的甲硅烷基化表面活性剂化合物或其组合物的农用组合物、化妆品组合物、家庭护理组合物和涂料组合物,其中该有机改性的甲硅烷基化表面活性剂化合物具有以下通式:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、具有6~10个碳原子的芳基、和具有7~10个碳原子的含芳基的一价烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2。
优选的实施方式
有机改性的甲硅烷基化表面活性剂的一种优选实施方式是,其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的或被芳基取代的烃基;优选具有7~8个碳原子的含芳基的烃基,且更优选具有7个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基;
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;R11是具有1~6个碳原子、更优选1-2个碳原子的二价烷基,其中下标g可以为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,更优选H或甲基,其中R7受到如下限制:下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20且d≥2;其中d优选为3-20,更优选为5-8;e优选为0-10,更优选为0-5;f优选为0-8,更优选为0-4。
有机改性的甲硅烷基化表面活性剂的另一种优选实施方式是,其中R1、R2、R3、R5和R6各自为甲基;R4为1~3个碳原子的烃基;R10是H;R11是甲基,其中下标g为1。R9是H或甲基。下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤17且d≥2;优选d为3-9,更优选为5-8;优选e为0-5,更优选为0-3;优选f为0-2。
有机改性的甲硅烷基化表面活性剂的又一种优选实施方式是,其中R1、R2、R3、R5和R6各自为甲基;R4为1~2个碳原子的烃基;R10是H;R11是甲基,其中下标g为1。下标d为6-8,e和f均为0。
制备本发明的组合物的一种方法是在氢化硅烷化条件下,使下式的分子与烯烃改性的聚氧化烯烃(olefinically modified polyalkyleneoxide)反应,
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R12)
在式中R12是H,其中定义和关系在下文中限定,并且与以上作出的限定一致,所述烯烃改性的聚氧化烯烃例如烯丙氧基聚乙二醇或甲代烯丙氧基聚氧化烯烃,将这些化合物引用到本申请中作为实例,并不是说限制其它可能的烯烃改性的氧化烯组分。本申请所用的术语″烯烃改性的聚氧化烯烃″定义为具有含有一个或多个末端碳碳双键或侧面碳碳双键的一个或多个氧化烯基团的分子。聚醚是烯烃改性的聚氧化烯烃(下文中称为″聚醚″),由以下通式表示:
CH2=CH(R10)(R11)gO(C2H4O)d(C3H6O)e(C4H8O)fR9
其中
R10是H或甲基;R11是具有1~6个碳原子的二价烷基,其中下标g可为0或1;R9是H、具有1~6个碳原子的单官能烃基或乙酰基。当聚醚由混合的氧化烯基团(oxyalkyleneoxide group)(即氧化乙烯、氧化丙烯和氧化丁烯)组成时,该单元可以是嵌段的或者是无规分布的。嵌段构型的说明性实例是:-(氧化乙烯)a(氧化丙烯)b;-(氧化丁烯)c(氧化乙烯)a-;和-(氧化丙烯)b(氧化乙烯)a(氧化丁烯)c-,等等。
烯烃改性的聚氧化烯烃的非限制性说明性实例为:
CH2=CHCH2O(CH2CH2O)8H;CH2=CHCH2O(CH2CH2O)8CH3;
CH2=CHCH2O(CH2CH2O)4(CH2CH(CH3)O)5H;
CH2=CHO(CH2CH2O)5(CH2CH(CH3)O)5H;
CH2=C(CH3)CH2O(CH2CH2O)4(CH2CH(CH3)O)5C(=O)CH3;
CH2=CHCH2O(CH2CH2O)5(CH2CH(CH3)O)2(CH2CH(CH2CH3)O)2H
以常规的方式通过使用氢化硅烷化反应将烯烃改性的(即乙烯基、烯丙基或甲代烯丙基)聚氧化烯烃接枝到本发明的三硅氧烷的氢化物(SiH)中间体上而制备聚醚改性的碳硅烷。
适合用于制备聚醚-取代的硅氧烷的贵金属催化剂也是本领域众所周知的,包括铑、钌、钯、锇、铱和/或铂的络合物。许多类型的用于该SiH烯烃加成反应的铂催化剂是已知的,这种铂催化剂可用于产生本发明的组合物。铂化合物可选自具有式(PtCl2烯烃)和H(PtCl3烯烃)的那些,如美国专利3,159,601中所述,通过参考将其引入本申请。另外的含铂物质可为氯铂酸与每克铂至多2摩尔选自醇、醚、醛及其混合物的物质的络合物,如美国专利3,220,972中所述,通过参考将其引入本申请。在本发明中有用的另一类含铂物质描述于美国专利3,715,334;3,775,452和3,814,730(Karstedt)中。另外的关于现有技术的背景可在以下文献中找到:J.L.Spier,″Homogeneous Catalysis of Hydrosilation by Transition Metals″,Advances inOrganometallic Chemistry,第17卷,第407~447页,F.G.A.Stone和R.West编辑,Academic Press(New York,1979)出版。本领域技术人员能够容易地确定铂催化剂的有效量。通常,有效量为全部有机改性的甲硅烷基化表面活性剂组合物的约0.1~50ppm。
本发明的组合物的用途:
A.农药(pesticide)-农业、园艺、草皮(Turf)、观赏性植物(Ornamental)
和林业(Forestry):
许多农药应用要求将助剂加到喷雾混合物中以在叶面上提供润湿和铺展。助剂常常是表面活性剂,其可具有各种功能,例如增加喷雾液滴在难以润湿的叶面上的保持力,提高铺展以改善喷雾的覆盖率,或者提供除草剂进入植物表皮的渗透性。这些助剂或者以罐侧添加剂(tank-side additive)提供,或者用作农药制剂中的组分。
农药的典型应用包括农业、园艺、草皮、观赏性植物、家庭和花园、兽医和林业应用。
本发明的农药组合物也包括至少一种农药,其中本发明的有机改性的甲硅烷基化表面活性剂以作为桶混制剂中的浓缩物或稀释物的形式存在,存在的量足以提供最终使用时的浓度0.005%~2%。任选地,农药组合物可包括赋形剂、助表面活性剂、溶剂、控泡剂、沉积助剂、阻流剂(driftretardants)、生物制剂、微量营养素、肥料等。术语农药是指用于消灭害虫的任何化合物,例如杀鼠剂、杀虫剂(insecticide)、杀螨剂、杀真菌剂和除草剂。可使用的农药的说明性实例包括,但不限于,生长调节剂、光合作用抑制剂、颜料抑制剂、有丝分裂中断剂(mitotic disrupter)、脂质生物合成抑制剂(lipid biosynthesis inhibitors)、细胞壁抑制剂,和细胞膜破裂剂(cellmembrane disrupter)。在本发明的组合物中使用的农药的量随着所用的农药的类型而变化。可与本发明的组合物一起使用的农药化合物更具体的实例是,但不限于,除草剂和生长调节剂,例如:苯氧乙酸、苯氧丙酸、苯氧丁酸、苯甲酸、三嗪和均三嗪、取代的脲、尿嘧啶、苯达松、异苯敌草、灭草定、苯敌草、达草止、杀草强、异恶草酮、氟啶酮(fluridone)、达草灭、二硝基苯胺、异乐灵、黄草消、杀草通、氨基丙氟灵、氟乐灵、草甘膦、磺酰脲、咪唑啉酮、烯草酮、氯甲草、噁唑禾草灵、精吡氟禾草灵、精吡氟氯禾灵、禾草克(quizalofop)、烯禾定、敌草腈、异恶草胺、草丁磷、二氯皮考啉酸(clopyrilid)和联吡啶鎓(bipyridylium)化合物。
本发明中可使用的杀真菌组合物可包括,但不限于,aldimorph、克啉菌、吗菌灵、烯酰吗啉;氟硅唑、戊环唑、环唑醇、氧唑菌、呋菌唑、丙环唑、戊唑醇等;烯菌灵、托布津、苯菌灵、多菌灵、百菌清(chlorothialonil)、氯硝胺、肟菌酯(trifloxystrobin)、氟嘧菌酯(fluoxystrobin)、醚菌胺(dimoxystrobin)、腈嘧菌酯(azoxystrobin)、灭菌胺(furcaranil)、丙氯灵、磺菌胺、恶唑菌酮(famoxadone)、克菌丹、代森锰、代森锰锌、多敌菌、多果定,和甲霜灵。
能与本发明的组合物一起使用的杀虫剂、杀幼虫剂、杀螨剂和杀卵剂(ovacide)化合物包括,但不限于,苏云金杆菌、艾克敌105(spinosad)、齐墩螨素、多拉克汀(doramectin)、lepimectin、除虫菊酯、西维因、抗蚜威(pirimicarb)、涕灭威、灭多虫、虫螨脒、硼酸、杀虫脒、双苯氟脲(novaluron)、双三氟虫脲(bistrifluron)、杀虫隆、氟脲杀、咪蚜胺、二嗪农、乙酰甲胺磷、硫丹、克来范、乐果、乙基谷硫磷、谷硫磷、异噁磷(izoxathion)、毒死蜱、四螨嗪、氯氟氰菊酯、氯菊酯、氟氯菊酯、氯氰菊酯等。
农药可为液体或固体。如果是固体,优选在施用之前它在溶剂或本发明的有机改性的二硅氧烷表面活性剂中可溶,该有机改性的二硅氧烷表面活性剂可用作溶剂,或者用于这种溶解性的表面活性剂,或者另外的表面活性剂可完成该功能。
农业赋形剂:
本领域已知的缓冲液、防腐剂和其它标准赋形剂也可包括在该组合物中。
溶剂也可包括在本发明的组合物中。这些溶剂在室温是液态。实例包括水、醇、芳族溶剂、油类(即矿物油、植物油、硅油等)、植物油的低级烷基酯、脂肪酸、酮、甘醇、聚乙二醇、二醇、石蜡等。具体的溶剂可为如美国专利5,674,832中所述的2,2,4-三甲基-1,3-戊烷二醇及其烷氧基化的(尤其是乙氧基化的)变体,或N-甲基-吡咯烷酮(N-methyl-pyrrilidone),所述美国专利通过参考并入本申请。
助表面活性剂:
此外,也有用的是其它助表面活性剂,其具有不妨碍超铺展(superspreading)的短链疏水基团,如美国专利5,558,806中所述,所述美国专利通过参考并入本申请。
本申请有用的助表面活性剂包括非离子表面活性剂、阳离子表面活性剂、阴离子表面活性剂、两性表面活性剂、两性离子表面活性剂、聚合的表面活性剂或其任何混合物。表面活性剂通常是基于烃的、基于有机硅的或基于碳氟化合物的。
有用的表面活性剂包括含有嵌段共聚物的烷氧基化物,尤其是乙氧基化物,所述嵌段共聚物包括环氧乙烷、环氧丙烷、环氧丁烷及其混合物的共聚物;烷基芳基烷氧基化物,尤其是乙氧基化物或丙氧基化物以及它们的衍生物,包括烷基苯酚乙氧基化物;芳基芳基烷氧基化物,尤其是乙氧基化物或丙氧基化物以及它们的衍生物;胺烷氧基化物,尤其是胺乙氧基化物;脂肪酸烷氧基化物;脂肪醇烷氧基化物;烷基磺酸盐;烷基苯和烷基萘磺酸盐;硫酸化脂肪醇、胺或酰胺;羟乙磺酸钠的酸酯(acid esters ofsodium isethionate);磺基丁二酸钠的酯;硫酸化或磺化脂肪酸酯;石油磺酸盐;N-酰基肌氨酸盐;烷基多糖苷(alkyl polyglycoside);烷基乙氧基化的胺;等。
具体的实例包括烷基炔属二醇(SURFONYL-Air Products)、基于吡咯烷酮(pyrrilodone)的表面活性剂(例如SURFADONE-LP 100-ISP)、2-乙基己基硫酸盐、异癸醇乙氧基化物(例如RHODASURF DA 530-Rhodia)、乙二胺烷氧基化物(TETRONICS-BASF)、环氧乙烷/环氧丙烷共聚物(PLURONICS-BASF)、Gemini型表面活性剂(Rhodia)。
优选的表面活性剂包括环氧乙烷/环氧丙烷共聚物(EO/PO);胺乙氧基化物;烷基多糖苷;氧代-十三烷醇乙氧基化物等。
在优选的实施方式中,本发明的农用化学品组合物还包含一种或多种农用化学品成分。合适的农用化学品成分包括,但不限于,除草剂、杀虫剂、生长调节剂、杀真菌剂、杀螨药(miticide)、杀螨剂(acaricide)、肥料、生物制剂、植物营养物、微量营养素、生物杀灭剂、石蜡矿物油、甲基化种子油(即甲基大豆脂肪酸金属盐(methylsoyate)或甲基油菜油金属盐(methylcanolate))、植物油(例如大豆油和油菜油)、水质调节剂例如(Loveland Industries,Greeley,CO)和Quest(Helena Chemical,Collierville,TN)、改性的粘土例如(Englehard Corp.)、控泡剂、表面活性剂、润湿剂、分散剂、乳化剂、沉积助剂、防滴组分(antidrift component)和水。
合适的农用化学品组合物以本领域已知的方式通过合并制得,例如通过将一种或多种上述组分与本发明的有机改性的二硅氧烷表面活性剂混合,作为桶混制剂,或者作为″罐装″制剂。术语″桶混制剂″是指在即将使用时将至少一种农用化学品加到喷雾介质(例如水或油)中。术语″罐装″是指含有至少一种农用化学品组分的制剂或浓缩物。在即将使用时可将″罐装″制剂稀释至使用浓度,通常是稀释到桶混制剂中,或者可不稀释而直接使用它。
B.涂料:
为了乳化、组分的增容、匀化(leveling)、流动和减少表面缺陷的目的,涂料制剂通常需要润湿剂或表面活性剂。此外,这些添加剂可给固化的或干的膜带来改进,例如改善的耐磨性、防粘连性、亲水性和疏水性。涂料制剂可作为含溶剂的涂料、含水的涂料和粉末涂料存在。
涂料组分可用作:建筑涂料;OEM产品涂料例如汽车涂料和卷材涂料;专用涂料例如工业保养涂料(industrial maintenance coating)和船舶涂料。涂料基材的典型的合成树脂类型包括:聚酯、聚氨酯、聚碳酸酯、丙烯酸类(acrylics)和环氧化合物。
C.个人护理品
在优选的实施方式中,基于每100重量份(″pbw″)的个人护理品组合物,本发明的有机改性的甲硅烷基化表面活性剂包括0.1~99pbw,更优选0.5pbw~30pbw,还更优选1~15pbw的有机改性的甲硅烷基化表面活性剂,和1pbw~99.9pbw,更优选70pbw~99.5pbw,还更优选85pbw~99pbw的个人护理品组合物。
本发明的有机改性的甲硅烷基化表面活性剂组合物可以以个人护理品乳液,例如露和霜的形式使用。如一般已知的,乳液包括至少两个不混溶相,其中一个是连续的,另一个是不连续的。另外,乳液可为具有变化的粘度的液体或固体。此外,乳液的粒度可使乳液是微乳液,当粒度足够小时,微乳液可以是透明的。还可能制备乳液的乳液,它们通常被称为多重乳状液。这些乳液可为:
1)水乳液,其中不连续相包括水,连续相包括本发明的有机改性的甲硅烷基化表面活性剂;
2)水乳液,其中不连续相包括本发明的有机改性的甲硅烷基化表面活性剂,连续相包括水;
3)非水乳液,其中不连续相包括非水羟基溶剂,连续相包括本发明的有机改性的甲硅烷基化表面活性剂;和
4)非水乳液,其中连续相包括非水羟基有机溶剂,不连续相包括本发明的有机改性的甲硅烷基化表面活性剂。
包括有机硅相的非水乳液描述于美国专利6,060,546和美国专利6,271,295中,它们的内容通过参考具体地引入本申请。
本申请所用的术语″非水羟基有机化合物″是指在室温例如约25℃和约1大气压时为液体的含羟基的有机化合物,示例性的有醇、二元醇、多元醇和聚二元醇及其混合物。非水有机羟基溶剂选自在室温例如约25℃和约1大气压时为液体的含羟基的有机化合物,其包括醇、二元醇、多元醇和聚二元醇及其混合物。优选地,非水羟基有机溶剂选自乙二醇、乙醇、丙醇、异丙醇、丙二醇、一缩二丙二醇、二缩三丙二醇、丁二醇、异-丁二醇、甲基丙烷二醇、甘油、山梨糖醇、聚乙二醇、聚丙二醇单烷基醚、聚氧化亚烷基共聚物及其混合物。
一旦获得期望的形式,无论是作为有机硅的单相、包括有机硅相的无水混合物、包括有机硅相的含水混合物、油包水乳液、水包油乳液,或者两种非水乳液的任一种或其变体,得到的物质都常常是具有改善的沉积性质和良好的触摸特性的霜或露。可将其共混到毛发护理品、皮肤护理品、止汗剂、遮光剂、化妆品、彩色化妆品(color cosmetic)、驱虫剂、维生素和激素载体、香料载体等的制剂中。
可使用本发明的有机改性的甲硅烷基化表面活性剂和由其衍生的本发明的有机硅组合物的个人护理品应用包括,但不限于,除臭剂,止汗剂,止汗剂/除臭剂,剃须产品,护肤露,保湿剂,调色剂,浴室用品,清洁产品,护发产品比如香波、调理剂、摩丝、定型发胶、美发喷剂、染发剂、染发产品、头发漂白剂、烫发产品、直发剂,修指甲产品比如指甲油、指甲油去除剂、指甲霜和露、角质层软化剂,防护膏比如遮光剂、驱虫剂和抗老化产品,加色化妆品比如口红、粉底、扑面粉、眼线膏、眼影、胭脂、美容品、睫毛油和通常已经添加了有机硅组分的其它个人护理制剂,以及用于要施用于皮肤的医学组合物的局部施用的药物递送系统。
在优选的实施方式中,本发明的个人护理品组合物还包括一种或多种个人护理品成分。合适的个人护理品成分包括,例如,软化剂、保湿剂、湿润剂、颜料,包括珠光颜料例如氯氧化铋和二氧化钛涂覆的云母、着色剂、香料、生物杀灭剂、防腐剂、抗氧化剂、抗微生物剂、抗真菌剂、止汗剂、皮肤角质层剥离剂(exfoliant)、激素、酶、药用化合物、维生素、盐、电解质、醇、多元醇、紫外线吸收剂、植物提取物、表面活性剂、硅油、、有机油(organic oil)、蜡、成膜剂、稠化剂例如热解法二氧化硅或水合二氧化硅、粒状填料例如滑石、高岭土、淀粉、变性淀粉、云母、尼龙、粘土例如膨润土和有机改性的粘土。
合适的个人护理品组合物通过以本领域已知的方式合并制得,例如,通过将一种或多种上述组分与所述的有机改性的甲硅烷基化表面活性剂混合而制得。合适的个人护理品组合物可为单相的形式或乳液的形式,所述乳液形式包括其中有机硅相可为不连续相或连续相的水包油、油包水和无水乳液,以及多重乳状液,例如,油包水包油乳液和水包油包水乳液。
在一种有用的实施方式中,止汗剂组合物包括本发明的有机改性的甲硅烷基化表面活性剂和一种或多种活性止汗剂。合适的止汗剂包括,例如,在美国食品与药品管理局(U.S.Food and Drug Administration)于1993年10月10日关于直接售给人类的止汗剂药物产品的专论中所列的的第I类活性止汗剂成分,例如卤化铝、羟基卤化铝(aluminum hydroxyhalide)如水合氯化铝(aluminum chlorohydrate),及其与卤化氧锆(zirconyl oxyhalide)和碱式卤化氧锆(zirconyl hydroxyhalide)的络合物或混合物,例如,水合氯化铝-锆(aluminum-zirconium chlorohydrate),铝锆甘氨酸络合物(aluminum zirconiumglycine complexe)如四羟基氯化铝锆甘氨酸络合物(aluminum zirconiumtetrachlorohydrex gly)。
在另一有用的实施方式中,皮肤护理组合物包括有机改性的甲硅烷基化表面活性剂和载体例如硅油或有机油。皮肤护理组合物可任选地还包括软化剂,例如甘油三酯,蜡酯(wax ester),脂肪酸的烷基或烯基酯,或多元醇酯,和一种或多种通常用于皮肤护理组合物中的已知组分,例如颜料,维生素如维生素A、维生素C和维生素E,遮光剂或防晒化合物(sunblockcompound)例如二氧化钛、氧化锌、2-羟基-4-甲氧基-二苯甲酮、甲氧基肉桂酸辛酯、丁基甲氧基二苯甲酰甲烷、对氨基苯甲酸和辛基二甲基对氨基苯甲酸(octyl dimethyl-p-aminobenzoic acid)。
在另一有用的实施方式中,加色化妆品组合物例如口红、美容品或睫毛油组合物包括有机改性的甲硅烷基化表面活性剂,和着色剂,例如颜料,水溶性染料或油溶性染料。
在另一有用的实施方式中,本发明的组合物与香料物质结合使用。这些香料物质可为香料化合物、包胶的香料化合物或释放香气的化合物,它们可为纯化合物或为包胶的。与本发明的组合物特别相容的是释放香气的含有机硅的化合物,如美国专利6,046,156、6,054,547、6,075,111、6,077,923、6,083,901和6,153,578中所披露的;所有这些专利通过参考具体地并入本文。
本发明的组合物的用途不限于个人护理品组合物,也可以想到用本发明的组合物处理的其它产品例如蜡,上光剂和纺织品。
D.家庭护理品
本发明的有机改性的甲硅烷基化表面活性剂组合物可用于家庭护理品应用,包括衣物洗涤剂和织物柔软剂、餐具洗涤液、木材和家具上光剂、地板蜡、浴盆和瓷砖清洗剂、抽水马桶清洁剂、硬表面清洗剂、窗户清洁剂、防雾剂、排水沟清理剂、自动餐具洗涤剂和被单洗涤剂、地毯清洁剂、预洗剂指示剂(prewash spotter)、除锈剂和除垢剂。
实验
本发明有机改性的甲硅烷基化表面活性剂组合物的氢化物中间体以及对比组合物根据以下实施例所述制备。
制备实施例1
(三甲基甲硅烷基甲基)二甲基硅烷(图1,结构式1)。
通过在THF(50mL)中将12.3g(0.1mol)TMCMS和2.88g(0.12mol)镁片进行反应制备三甲基氯甲基硅烷(TMCMS)的格氏试剂。然后将该格氏试剂滴加至溶解在THF(50mL)中的9.46g(0.1mol)二甲基氯硅烷(DMCS)中。将混合物在室温下搅拌过夜并用20mL HCl酸化的水中止反应,然后用二乙醚(100mL)萃取。有机层用蒸馏水洗涤三次并用无水硫酸钠干燥。在118-119℃蒸馏纯化混合物,得到13.0g(89%)(三甲基甲硅烷基甲基)二甲基硅烷产物,为澄清无色的液体。
图1-制备氢化物中间体的反应顺序
结构式1
制备实施例2
((2-三甲基甲硅烷基)乙基)二甲基硅烷(图2,结构式2)。
将10g(0.1mol)三甲基乙烯基硅烷(TMVS)、9.46g(0.1mol)二甲基氯硅烷(DMCS)和10μl铂(0)-1,3-二乙烯基-1,1,3,3-四甲基二硅氧烷络合物(0.1M,在二甲苯中)置于装配有N2进口和回流冷凝器的100mL三口圆底烧瓶。将混合物在室温搅拌30min并加热至70℃,持续2h。通过1H NMR监测反应。冷却至室温之后,加入50mL THF并将溶液冷却至-80℃。将1.00g LiAlH4加入溶液中并进行搅拌直到混合物升温至室温。在室温进一步将混合物搅拌过夜。加入10mL酸化水来中止反应,分离有机相,用水洗涤三次并在无水硫酸钠上干燥。蒸馏纯化混合物,收集12.7g沸点为140-141℃的产物(产率为79.2%),为澄清无色的液体。
图2-制备氢化物中间体的反应顺序
结构式2
制备实施例3
((3-三甲基甲硅烷基)丙基)二甲基硅烷(图3,结构式3)。
将11.4g(0.1mol)三甲基烯丙基硅烷、9.5g(0.1mol)二甲基氯硅烷(DMCS)和10μl铂(0)-1,3-二乙烯基-1,1,3,3-四甲基二硅氧烷络合物(0.1M,在二甲苯中)置于装配有N2进口和回流冷凝器的100mL三口圆底烧瓶。将混合物在室温搅拌30min并加热至70℃,持续2h。通过1H NMR监测反应。冷却至室温之后,加入50mL THF并将溶液冷却至-80℃。将1.00g LiAlH4加入溶液中并进行搅拌直到混合物升温至室温。在室温进一步将混合物搅拌过夜。加入10mL酸化水来中止反应,分离有机相,用水洗涤三次并在无水硫酸钠上干燥。真空蒸馏纯化混合物,收集12.3g沸点为60-61℃/1-2mmHg的产物(产率为70.7%),为澄清无色的液体。
图3-制备氢化物中间体的反应顺序
结构式3
制备实施例4
将实施例1-3的氢化物中间体进一步用不同的烯丙基聚氧化烯烃改性,得到本发明的有机改性的甲硅烷基化表面活性剂组合物(表1),以及对比的三硅氧烷表面活性剂(表2)。
通过常规的铂-介导的硅氢化的方法制备本发明的有机改性的甲硅烷基化表面活性剂组合物,如Bailey的美国专利3,299,112中所述,该专利加入本文作为参考。
表1提供了本发明组合物的描述。这些组合物由以下通用结构式描述:
(CH3)3Si(CH2)mSi(CH3)2(CH2CH2CH2O(CH2CH2O)nR9),
其中m、n和R9描述于表1中。
表1-本发明有机改性的甲硅烷基化表面活性剂组合物的实例的描述
LD. | m | n | R |
1 | 1 | 7.5 | CH3 |
2 | 2 | 7.5 | CH3 |
3 | 3 | 7.5 | CH3 |
4 | 1 | 7.5 | H |
5 | 2 | 7.5 | H |
6 | 1 | 4 | H |
7 | 2 | 4 | H |
8 | 1 | 11 | H |
9 | 2 | 11 | H |
表2提供了对比的三硅氧烷和具有以下通用结构式的有机硅氧烷聚醚类表面活性剂的描述:
MDXD”YM
其中M=(CH3)3SiO0.5;D=OSi(CH3)2;和
D”=OSi(CH3)CH2CH2O-(CH2CH2O)aR13
表2-对比的有机硅氧烷聚醚表面活性剂的组成
实施例5
本实施例证实了本发明的有机改性的甲硅烷基化表面活性剂组合物降低水的表面张力的能力,由此显示出作为表面活性剂的效用。使用喷砂的铂片(platinum blade)作为传感器,使用Kruss表面张力计测定表面张力。在0.005M NaCl的去离子水溶液中制备各种组分的溶液(浓度为0.1wt%),作为平衡助剂。
表3表明,这些独特组合物的溶液使得表面张力相对于常规的表面活性剂显著降低。
本发明的组合物也提供类似于对比的三硅氧烷表面活性剂(A,B)的铺展性质(spreading properties)。此外,相对于常规的有机硅聚醚(C)和常规的有机表面活性剂产品OPE,本发明的有机改性的甲硅烷基化表面活性剂提供改善的铺展。
如下测定铺展:在50~70%的相对湿度(在22~25℃下),将10μL表面活性剂溶液的液滴施加到聚苯乙烯培替式培养皿(Fisher Scientific)并测量30秒后的铺展直径(mm)。使用自动移液管施加溶液,以使液滴的体积可再现。使用用微孔(Millipore)过滤系统进一步纯化过的去离子水来制备表面活性剂溶液。
表3-表面张力和铺展性质
实施例6
使用HPLC对本发明代表性的组合物测定水解稳定性。在pH2~pH12的pH范围内,以0.5wt%的浓度制备各种组合物的溶液,并用HPLC监测其经时的分解。
分析方法:
使用表4中所列的实验条件,通过反相色谱技术分析样品。
表4-HPLC方法的溶剂梯度
检测器:ELSD/LTA(使用低温适配器的蒸发光散射(Evaporative LightScattering with Low Temperature Adapter))
条件:30℃,1.95 SLPM N2
柱:Phenomenex LUNA C18端盖,5微米,75×4.6mm
流速:1.0mL/min
注入体积(Inj.Volume):10微升
样品:每毫升甲醇中0.050g
表5-7证明,在类似的pH条件下,相对于标准的对比的硅氧烷类表面活性剂硅氧烷A,本发明的组合物提供改善的抗水解分解性。
对比的硅氧烷A在≤pH5和>pH 9时显示出快速的水解,而本发明的有机改性的甲硅烷基化表面活性剂在相同的条件下显示了较高的抗水解性。
表5-通过HPLC测定的有机改性的甲硅烷基化表面活性剂的水解稳定性
表6-通过HPLC测定的有机改性的甲硅烷基化表面活性剂的水解稳定性
表7-通过HPLC测定的对比的硅氧烷类表面活性剂的水解稳定性
实施例7
与在酸性和碱性条件下(≤pH 5和≥pH 9)经历快速水解的常规的硅氧烷类表面活性剂不同,相对于常规的三硅氧烷烷氧基化物(对比例A),本发明的有机改性的甲硅烷基化表面活性剂提供提高的抗水解性。随着铺展性质经时降低,观察到水解产物。因此,以期望的使用浓度和pH,制备了本发明的有机改性的甲硅烷基化表面活性剂的溶液以及对比的表面活性剂。测定铺展与时间的关系以说明抗水解性。
表8是常规的有机改性的三硅氧烷乙氧基化物表面活性剂的说明性实施例,显示在pH 3至pH10的pH范围内,随时间下降的铺展性质和水解分解的变化关系。本文制备了pH 3、4、5和10的0.4wt%的产物A的溶液。如下测定铺展:在50~70%的相对湿度(在22~25℃下),将10μL表面活性剂溶液的液滴施加到聚醋酸酯膜(polyacetate film)(USI,″Crystal Clear Write onFilm″)上,并测量30秒后的铺展直径(mm)。使用自动移液管施加溶液,以使液滴的体积可再现。使用用微孔过滤系统进一步纯化过的去离子水来制备表面活性剂溶液。
表8-pH对铺展性质的影响与时间的关系
表9是本发明的有机改性的甲硅烷基化表面活性剂的说明性实施例,其中2号产品是超铺展剂,在pH 3至pH10的pH范围内相对于传统的三硅氧烷乙氧基化物表面活性剂(产品A)具有改进的抗水解性。如上所述,通过监测铺展性质随时间的变化来观察抗水解性。本文中,制备pH 3、4、5和10的0.1wt%的溶液。如下测定铺展:在50~70%的相对湿度(在22~25℃下),将10μL表面活性剂溶液的液滴施加到聚苯乙烯培替式培养皿(Fisher Scientific)上,并测量30秒后的铺展直径(mm)。使用自动移液管施加溶液,以使液滴的体积可再现。使用用微孔过滤系统进一步纯化过的去离子水来制备表面活性剂溶液。
表9-pH对铺展性质的影响与时间的关系
实施例8
其它成分对铺展的影响通过将本发明的有机改性的甲硅烷基化表面活性剂与常规的基于有机物的助表面活性剂共混来测定。助表面活性剂描述于表10中。
共混物制备为物理混合物,其中甲硅烷基化表面活性剂的重量分数由α表示,表示助表面活性剂补足了共混物比例的余量。例如当α=0时,这表明组合物含有0%的甲硅烷基化表面活性剂组分和100%的助表面活性剂,而α=1.0表明该组合物含有100%的甲硅烷基化表面活性剂,没有(0%)助表面活性剂。这两种组分的混合物由重量分数α表示,其中α在以下范围内变化:0≤α≤1.0。例如当α=0.25时,这表明表面活性剂混合物由25%甲硅烷基化表面活性剂和75%助表面活性剂组成。然后将这些共混物在水中稀释到用于铺展评价所希望的浓度。
在0.1wt%的总表面活性剂时,如实施例5中所述测定铺展。
由于铺展的主要贡献者是甲硅烷基化表面活性剂,因此将相对浓度(即α=0.75,相当于0.075%的该表面活性剂,在水中)下单独的甲硅烷基化表面活性剂作为铺展性能的基线(baseline)。助表面活性剂在0.1%.(α=0)时产生最大铺展。当甲硅烷基化表面活性剂和助表面活性剂的共混物超过助表面活性剂(α=0)的铺展和在相对α值下的甲硅烷基化表面活性剂的铺展时,显示了协同效应。
表11表明本发明的助表面活性剂的代表性实例提供了有利的铺展结果,并且在一些情况下提供预料不到的协同增加,其中混合物的铺展直径超过单个组分的铺展直径。
表10-常规助表面活性剂的描述
表11-助表面活性剂对共混物铺展性质的影响
a.相对浓度(即α=0.25为0.025%的产品2)下单独的甲硅烷基化表面活性剂2。
前述实施例仅是对本发明的说明,用于说明本发明的仅一些特征。所附权利要求意图要求保护已经想到的尽可能宽的本发明,所述的本申请的实施例说明从各种各样所有可能的实施方式中选定的实施方式。因此,申请人的意图是,所附权利要求不被所选择的用于说明本发明的特征的实施例所限制。权利要求中所用的措辞″包含″和它语法上的变体逻辑上也意指和包括各种程度的措辞,例如但不限于,″基本上由......组成″和″由......组成″。必要的时候,已经提供了范围;那些范围包括它们之间所有的子范围。这种范围可看作由不同的成对的数字界限组成的一个马库什组或多个马库什组,所述的一个马库什组或多个马库什组完全由它的下限和上限所限定,以正常的方式从下限至上限在数字上增加。期望本领域普通技术人员应该能够想到这些范围的变化,如果没有奉献给公众,这些变化也应该尽可能地理解为被所附权利要求所覆盖。也期望的是,科技进步将使得目前由于语言的不精确性的原因而没有想到的等价替换变得可能,这些变体也应该尽可能地理解为被所附权利要求所覆盖。本申请所参考的所有的美国专利(和专利申请)的全部内容都在此处通过参考并入本申请,就好像它们全文记载在本申请中一样。
Claims (56)
1.农用组合物,所述组合物包含:
(a)具有下式的含硅化合物:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;
R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2;和
(b)农业活性组分,所述农业活性组分选自农药、杀真菌剂、杀虫剂、除草剂和肥料,
其中所述农业组合物具有提高的抗水解性。
2.权利要求1的组合物,其中R1、R2、R3、R5和R6是甲基。
3.权利要求2的组合物,其中R10是氢。
4.权利要求3的组合物,其中下标g为0。
5.权利要求3的组合物,其中下标g为1。
6.权利要求5的组合物,其中R11是-CH2-。
7.权利要求5的组合物,其中R11是具有2个碳原子的二价烷基。
8.权利要求2的组合物,其中R10是甲基。
9.权利要求8的组合物,其中下标g为0。
10.权利要求8的组合物,其中下标g为1。
11.权利要求10的组合物,其中R11是-CH2-。
12.权利要求10的组合物,其中R11是具有2个碳原子的二价烷基。
13.水乳液,其中不连续相包括水,连续相包括权利要求1的组合物。
14.水乳液,其中连续相包括水,不连续相包括权利要求1的组合物。
15.非水乳液,其中不连续相包括非水羟基溶剂,连续相包括权利要求1的组合物。
16.非水乳液,其中连续相包括非水羟基溶剂,不连续相包括权利要求1的组合物。
17.权利要求1的组合物,其中所述农药选自杀鼠剂、杀虫剂、杀螨剂、杀真菌剂和除草剂。
18.权利要求1的组合物,其中所述杀真菌剂选自aldimorph、克啉菌、吗菌灵、烯酰吗啉、氟硅唑、戊环唑、环唑醇、氧唑菌、呋菌唑、丙环唑、戊唑醇、烯菌灵、托布津、苯菌灵、多菌灵、百菌清、氯硝胺、肟菌酯、氟嘧菌酯、醚菌胺、腈嘧菌酯、灭菌胺、丙氯灵、磺菌胺、恶唑菌酮、克菌丹、代森锰、代森锰锌、多敌菌、多果定和甲霜灵。
19.权利要求1的组合物,其中所述杀虫剂选自苏云金杆菌、艾克敌105、齐墩螨素、多拉克汀、lepimectin、除虫菊酯、西维因、抗蚜威、涕灭威、灭多虫、虫螨脒、硼酸、杀虫脒、双苯氟脲、双三氟虫脲、杀虫隆、氟脲杀、咪蚜胺、二嗪农、乙酰甲胺磷、硫丹、克来范、乐果、乙基谷硫磷、谷硫磷、异噁磷、毒死蜱、四螨嗪、氯氟氰菊酯、氯菊酯、氟氯菊酯和氯氰菊酯。
20.权利要求1的组合物,其中所述除草剂选自苯氧乙酸、苯氧丙酸、苯氧丁酸、苯甲酸、三嗪和均三嗪、取代的脲、尿嘧啶、苯达松、异苯敌草、灭草定、苯敌草、达草止、杀草强、异恶草酮、氟啶酮、达草灭、二硝基苯胺、异乐灵、黄草消、杀草通、氨基丙氟灵、氟乐灵、草甘膦、磺酰脲、咪唑啉酮、烯草酮、氯甲草、噁唑禾草灵、精吡氟禾草灵、精吡氟氯禾灵、禾草克、烯禾定、敌草腈、异恶草胺、草丁磷、二氯皮考啉酸和联吡啶鎓化合物。
21.权利要求1的组合物,其中所述肥料选自硫酸锌、硫酸亚铁、硫酸铵、脲、脲铵氮、硫代硫酸铵、硫酸钾、磷酸一铵、磷酸脲、硝酸钙、硼酸、硼酸的钾盐、硼酸的钠盐、磷酸、氢氧化镁、碳酸锰、多硫化钙、硫酸铜、硫酸锰、硫酸铁、硫酸钙、钼酸钠和氯化钙。
22.化妆品组合物,所述组合物包含具有下式的含硅化合物:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;
R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2;和
b)个人护理成分,
其中所述化妆品组合物具有提高的抗水解性。
23.权利要求22的组合物,其中R1、R2、R3、R5和R6是甲基。
24.权利要求23的组合物,其中R10是氢。
25.权利要求24的组合物,其中下标g为0。
26.权利要求24的组合物,其中下标g为1。
27.权利要求26的组合物,其中R11是-CH2-。
28.权利要求27的组合物,其中R11是具有2个碳原子的二价烷基。
29.权利要求23的组合物,其中R10是甲基。
30.权利要求29的组合物,其中下标g为0。
31.权利要求29的组合物,其中下标g为1。
32.权利要求31的组合物,其中R11是-CH2-。
33.权利要求31的组合物,其中R11是具有2个碳原子的二价烷基。
34.水乳液,其中不连续相包括水,连续相包括权利要求22的组合物。
35.水乳液,其中连续相包括水,不连续相包括权利要求22的组合物。
36.非水乳液,其中不连续相包括非水羟基溶剂,连续相包括权利要求22的组合物。
37.非水乳液,其中连续相包括非水羟基溶剂,不连续相包括权利要求22的组合物。
38.权利要求22的组合物,其中所述个人护理成分选自软化剂、保湿剂、湿润剂、颜料、珠光颜料、氯氧化铋、二氧化钛涂覆的云母、着色剂、香料、生物杀灭剂、防腐剂、抗氧化剂、抗微生物剂、抗真菌剂、止汗剂、皮肤角质层剥离剂、激素、酶、药用化合物、维生素、盐、电解质、醇、多元醇、紫外线吸收剂、植物提取物、表面活性剂、硅油、挥发性有机硅、有机油、蜡、成膜剂、稠化剂、热解法二氧化硅、水合二氧化硅、粒状填料、滑石、高岭土、淀粉、变性淀粉、云母、尼龙、粘土、膨润土和有机改性的粘土。
39.家庭护理品组合物,所述组合物包含:
a)具有下式的含硅化合物:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;
R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2;和
b)表面活性剂,
其中所述家庭护理品组合物具有提高的抗水解性。
40.权利要求39的组合物,其中R1、R2、R3、R5和R6是甲基。
41.权利要求40的组合物,其中R10是氢。
42.权利要求41的组合物,其中下标g为0。
43.权利要求41的组合物,其中下标g为1。
44.权利要求43的组合物,其中R11是-CH2-。
45.权利要求44的组合物,其中R11是具有2个碳原子的二价烷基。
46.权利要求40的组合物,其中R10是甲基。
47.权利要求44的组合物,其中下标g为0。
48.权利要求44的组合物,其中下标g为1。
49.权利要求48的组合物,其中R11是-CH2-。
50.权利要求48的组合物,其中R11是具有2个碳原子的二价烷基。
51.水乳液,其中不连续相包括水,连续相包括权利要求39的组合物。
52.水乳液,其中连续相包括水,不连续相包括权利要求39的组合物。
53.非水乳液,其中不连续相包括非水羟基溶剂,连续相包括权利要求39的组合物。
54.非水乳液,其中连续相包括非水羟基溶剂,不连续相包括权利要求39的组合物。
55.权利要求39的组合物,其中所述表面活性剂选自烷氧基化物、乙氧基化物、环氧乙烷的嵌段共聚物、环氧乙烷的共聚物、环氧丙烷的共聚物、环氧丁烷的共聚物、烷基苯酚乙氧基化物、烷基苯酚丙氧基化物、芳基芳基烷氧基化物、胺烷氧基化物、胺乙氧基化物、脂肪酸烷氧基化物、脂肪醇烷氧基化物、烷基磺酸盐、烷基苯磺酸盐、烷基萘磺酸盐、硫酸化脂肪醇、硫酸化脂肪醇、硫酸化脂肪胺、硫酸化脂肪酰胺、羟乙磺酸钠的酸酯、磺基丁二酸钠的酯;硫酸化脂肪酸酯、磺化脂肪酸酯、石油磺酸盐、N-酰基肌氨酸盐、烷基多糖苷、烷基乙氧基化的胺、烷基炔属二醇、基于吡咯烷酮的表面活性剂、2-乙基己基硫酸盐、异癸醇乙氧基化物、乙二胺烷氧基化物、环氧乙烷/环氧丙烷共聚物、二苯醚Gemini型表面活性剂、环氧乙烷/环氧丙烷共聚物(EO/PO)、胺乙氧基化物、烷基多糖苷、氧代-十三烷醇乙氧基化物及其混合物。
56.涂料组合物,所述组合物包含:
a)具有下式的含硅化合物:
(R1)(R2)(R3)Si-R4-Si(R5)(R6)(R7)
其中R1、R2、R3、R5和R6各自独立地选自具有1~6个碳原子的一价烃基、芳基、和具有7~10个碳原子的含芳基的烃基;
R4为1~3个碳原子的烃基,
R7是具有以下通式的氧化烯烃基团:
R8(C2H4O)d(C3H6O)e(C4H8O)fR9
其中R8是具有以下结构的二价直链或支化的烃基:
-CH2-CH(R10)(R11)gO-
其中R10是H或甲基;
R11是具有1~6个碳原子的二价烷基,其中下标g为0或1;
R9选自H、具有1~6个碳原子的一价烃基和乙酰基,条件是下标d、e和f是0或正数,并满足以下关系:
2≤d+e+f≤20,其中d≥2;和
b)涂料树脂,所述涂料树脂选自聚酯、醇酸树脂、丙烯酸类、环氧化合物和聚氨酯,
其中所述涂料组合物具有提高的抗水解性。
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US11/419,634 US7700797B2 (en) | 2006-05-22 | 2006-05-22 | Use of hydrolysis resistant organomodified silylated surfactants |
PCT/US2007/007951 WO2007139615A2 (en) | 2006-05-22 | 2007-03-30 | Use of hydrolysis resistant organomodified silylated surfactants |
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CN108164692A (zh) * | 2016-12-07 | 2018-06-15 | 上海东大化学有限公司 | 一种硅改性聚醚及其制备方法、应用 |
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US10428229B2 (en) | 2017-12-28 | 2019-10-01 | Industrial Technology Research Institute | Aqueous coating material and method for manufacturing the same |
CN111032664A (zh) * | 2017-08-21 | 2020-04-17 | 莫门蒂夫性能材料股份有限公司 | 有机改性的单甲硅烷基化合物、其制备及其应用 |
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CN102993225A (zh) * | 2012-09-28 | 2013-03-27 | 山东农业大学 | 一种抗水解有机硅烷表面活性剂的制备方法 |
CN109068634A (zh) * | 2016-03-31 | 2018-12-21 | 莫门蒂夫性能材料股份有限公司 | 包含有机硅润湿剂的基于卵磷脂的喷雾佐剂 |
CN108164692A (zh) * | 2016-12-07 | 2018-06-15 | 上海东大化学有限公司 | 一种硅改性聚醚及其制备方法、应用 |
CN108164692B (zh) * | 2016-12-07 | 2020-02-07 | 上海东大化学有限公司 | 一种硅改性聚醚及其制备方法、应用 |
CN111032664A (zh) * | 2017-08-21 | 2020-04-17 | 莫门蒂夫性能材料股份有限公司 | 有机改性的单甲硅烷基化合物、其制备及其应用 |
CN111032664B (zh) * | 2017-08-21 | 2024-01-30 | 莫门蒂夫性能材料股份有限公司 | 有机改性的单甲硅烷基化合物、其制备及其应用 |
CN111132547A (zh) * | 2017-09-25 | 2020-05-08 | 莫门蒂夫性能材料股份有限公司 | 包含有机硅润湿剂的基于卵磷脂的喷雾佐剂 |
US10428229B2 (en) | 2017-12-28 | 2019-10-01 | Industrial Technology Research Institute | Aqueous coating material and method for manufacturing the same |
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WO2007139615A9 (en) | 2010-10-14 |
TW200743441A (en) | 2007-12-01 |
BRPI0711766B1 (pt) | 2022-06-07 |
US20070269467A1 (en) | 2007-11-22 |
EP2034825B1 (en) | 2017-12-06 |
BRPI0711766A2 (pt) | 2011-12-06 |
CA2652526C (en) | 2015-02-10 |
CL2013002251A1 (es) | 2014-02-14 |
TWI478669B (zh) | 2015-04-01 |
CL2013002249A1 (es) | 2014-01-10 |
CN101917844B (zh) | 2015-02-18 |
WO2007139615A2 (en) | 2007-12-06 |
US7700797B2 (en) | 2010-04-20 |
AU2007268267A1 (en) | 2007-12-06 |
KR20090013200A (ko) | 2009-02-04 |
AU2007268267B2 (en) | 2013-08-29 |
MX2008014701A (es) | 2008-12-01 |
CA2652526A1 (en) | 2007-12-06 |
WO2007139615A3 (en) | 2010-08-12 |
KR101433723B1 (ko) | 2014-08-27 |
AR060295A1 (es) | 2008-06-04 |
NZ572912A (en) | 2012-10-26 |
EP2034825A2 (en) | 2009-03-18 |
CL2013002250A1 (es) | 2014-01-10 |
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