CN101969780B - 抗水解的有机改性三硅氧烷离子型表面活性剂 - Google Patents
抗水解的有机改性三硅氧烷离子型表面活性剂 Download PDFInfo
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- CN101969780B CN101969780B CN200880127525.4A CN200880127525A CN101969780B CN 101969780 B CN101969780 B CN 101969780B CN 200880127525 A CN200880127525 A CN 200880127525A CN 101969780 B CN101969780 B CN 101969780B
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/54—Silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract
本发明提供一种组合物,该组合物包含具有下式M1DM2的硅氧烷,其中M1=(R1)(R2)(R3)SiO1/2;M2=(R4)(R5)(R6)SiO1/2和D=(R7)(Z)SiO2/2;其中R1、R2、R3、R4、R5、R6和R7各自独立地选自具有1-4个碳原子的一价烃基、芳基和含有芳基的具有4-9个碳原子的烃基;Z为侧挂亲水性离子基团,选自R8-RA、R9-RC和R10-Rz;RA为阴离子取代基,RC为阳离子取代基,或RZ为D基团上的两性离子取代基,其中所述组合物在碱性或酸性条件具有抗水解性。
Description
发明领域
本发明涉及在宽的pH范围内表现出抗水解性的三硅氧烷表面活性剂组合物。更具体地,本发明涉及在pH约3至pH约12之间具有抗水解性的这种抗水解的三硅氧烷表面活性剂。
发明背景
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,已经发现使用三硅氧烷型化合物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,经历快速分解。
发明简述
本发明提供一种组合物,其包含具有下式的硅氧烷:
M1DM2
其中
M1=(R1)(R2)(R3)SiO1/2;
M2=(R4)(R5)(R6)SiO1/2和
D=(R7)(Z)SiO2/2;
其中R1、R2、R3、R4、R5、R6和R7各自独立地选自具有1-4个碳原子的一价烃基、芳基和含有芳基的具有4-9个碳原子的烃基;
Z为亲水性取代基,选自R8-RA、R9-RC和R10-Rz;
R8为选自下列的一价基团:R11(O)t(R12)u(O)v、和R14O(C2H4O)a(C3H6O)b(C4H8O)c;
其中R11和R12各自独立地选自具有1-4个碳原子的二价烃基,其各自可以任选地取代有一个或多个OH基团;
R13为具有2-4个碳原子的二价烃基;
R14为具有1-6个碳原子的二价烃基,其各自可以任选地是支化的;
下标t、u和v为0或1;
下标a、b和c为0或正数,满足以下关系式:
1≤a+b+c≤10,其中a≥1;
RA为一价基团,选自SO3MK、-C(=O)CH2CH(R15)COOMK、-PO3HMK、COOMK;其中R15为H或SOMK;
MK为阳离子,选自Na+、K+、Ca2+、NH4 +、Li+和源自具有2-4个碳原子的单烷基胺、二烷基胺和三烷基胺或者具有2-4个碳原子的单烷醇胺、二烷醇胺和三烷醇胺的一价铵离子;
R9为一价基团,选自R16(O)w(R17)x 和R18O(C2H4O)d(C3H6O)e(C4H8O)fCH2CH(OH)CH2;
其中R16和R17各自独立地选自具有1-4个碳原子的二价烃基,其可以任选地取代有一个或多个OH基团;
R18为具有2-4个碳原子的二价烃基;下标w和x为0或1;
下标d、e和f为0或正数,满足以下关系式:
1≤d+e+f≤10,其中d≥1;
RC选自N(R19)(R20),
其中R19和R20各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基;R26N(R29)(R30);和-R27O(C2H4O)g(C3H6O)h(C4H8O)iR28;
下标g、h和i为0或正数,满足以下关系式:
1≤g+h+i≤10,其中g≥1;
R21、R23、R24、R25各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基;
R22为H、具有1-4个碳原子的支链或直链一价烃基或-R31O(C2H4O)j(C3H6O)k(C4H8O)1R32;
下标j、k和1为0或正数,满足以下关系式:
1≤j+k+1≤10,其中j≥1;
R26为具有1-6个碳原子的二价烃基或R33O(C2H4O)m(C3H6O)n(C4H8O)oR34,所述二价烃基可以任选地取代有含有氮、硫、氧或它们的组合的杂环基团;
下标m、n和o为0或正数,满足以下关系式:
1≤m+n+o≤10,其中m≥1;
R29和R30独立地选自H或具有1-4个碳原子的支链或直链一价烃基;
R27、R31和R33为二价基团,独立地选自具有2-4个碳原子的二价烃基;
R28为H、具有1-6个碳原子的一价烃基或N(R35)(R36);
R32和R34独立地选自H、具有1-4个碳原子的支链或直链一价烃基和R37N(R38)(R39);其中R37为具有1-6个碳原子的二价烃基;R35、R36、R38和R39独立地选自H和具有1-4个碳原子的支链或直链一价烃基;
R10为一价基团,选自R40(O)y(R41)z 和R42O(C2H4O)p(C3H6O)q(C4H8O)rCH2CH(OH)CH2;
其中R40和R41各自独立地选自具有1-4个碳原子的二价烃基桥连基团,其可以任选地取代有一个或多个OH基团;
R42为具有2-4个碳原子的二价烃基;下标y和z为0或1;
下标p、q和r为0或正数,满足以下关系式:
1≤p+q+r≤10,其中p≥1;
Rz为一价基团,选自N-(R43)(R44)αR45SO3-(MK)β、N-(R46)(R47)γR48COO-(MK)δ、N+-(R49)(R50)R51OP(=O)(A)(B)或(-C(=O)N(R52)R53N-(R54)(R55))+-(R56OP(=O)(A)(B))(X)ε;
其中R43、R44、R46、R47、R49、R50、R52、R54和R55各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基和具有2-4个碳原子的烷醇胺;
R45为具有3-4个碳原子的二价基团;
下标α、β、γ和δ为0或1,满足以下关系式:α+β=1和γ+δ=1;
R48和R51独立地为具有1-4个碳原子的二价基团;
R53和R56各自独立地为具有2-4个碳原子的二价基团;
A和B选自O-和OMK;
X为阴离子,选自阴离子Cl、Br和I;
下标ε为0、1或2。
本发明还提供本发明组合物的各种乳液。
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。
本申请使用的术语乳液是描述包含两相或更多相的混合物的包含性术语,其中至少一相是不连续的,不管该相可以被分成多细。该术语包括但不限于简单乳液、乳液内的乳液、微乳液、粗乳液(macro-emulsion)等。
本发明提供了可用作表面活性剂的三硅氧烷化合物或其组合物,该三硅氧烷化合物具有下式:
M1D M2
其中
M1=(R1)(R2)(R3)SiO1/2;
M2=(R4)(R5)(R6)SiO1/2和
D=(R7)(Z)SiO2/2,
其中R1、R2、R3、R4、R5、R6和R7各自独立地选自具有1-4个碳原子的一价烃基、芳基和含有芳基的具有4-9个碳原子的烃基;
Z为亲水性取代基,选自R8-RA、R9-RC和R10-Rz;
R8为选自下列的一价基团:R11(O)t(R12)u(O)v、和R14O(C2H4O)a(C3H6O)b(C4H8O)c;
其中R11和R12各自独立地选自具有1-4个碳原子的二价烃基,其各自可以任选地取代有一个或多个OH基团;
R13为具有2-4个碳原子的二价烃基;
R14为具有1-6个碳原子的二价烃基,其各自可以任选地是支化的;
下标t、u和v为0或1。
下标a、b和c为0或正数,满足以下关系式:
1≤a+b+c≤10,其中a≥1。
RA为一价基团,选自SO3MK、-C(=O)CH2CH(R15)COOMK、-PO3HMK、COOMK;其中R15为H或SOMK;
MK为阳离子,选自Na+、K+、Ca2+、NH4 +、Li+和源自具有2-4个碳原子的单烷基胺、二烷基胺和三烷基胺或者具有2-4个碳原子的单烷醇胺、二烷醇胺和三烷醇胺的一价铵离子。
R9为一价基团,选自R16(O)w(R17)x和R18O(C2H4O)d(C3H6O)e(C4H8O)fCH2CH(OH)CH2;
其中R16和R17各自独立地选自具有1-4个碳原子的二价烃基,其可以任选地取代有一个或多个OH基团;
R18为具有2-4个碳原子的二价烃基;下标w和x为0或1。
下标d、e和f为0或正数,满足以下关系式:
1≤d+e+f≤10,其中d≥1。
RC选自N(R19)(R20),
其中R19和R20各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基;R26N(R29)(R30);和-R27O(C2H4O)g(C3H6O)h(C4H8O)iR28。
下标g、h和i为0或正数,满足以下关系式:
1≤g+h+i≤10,其中g≥1;
R21、R23、R24、R25各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基。
R22为H、具有1-4个碳原子的支链或直链一价烃基或-R31O(C2H4O)j(C3H6O)k(C4H8O)1R32;
下标j、k和1为0或正数,满足以下关系式:
1≤j+k+1≤10,其中j≥1;
R26为具有1-6个碳原子的二价烃基或R33O(C2H4O)m(C3H6O)n(C4H8O)oR34,所述二价烃基可以任选地取代有含有氮、硫、氧或它们的组合的杂环基团;
下标m、n和o为0或正数,满足以下关系式:
1≤m+n+o≤10,其中m≥1;
R29和R30独立地选自H或具有1-4个碳原子的支链或直链一价烃基。
R27、R31和R33为二价基团,独立地选自具有2-4个碳原子的二价烃基。
R28为H、具有1-6个碳原子的一价烃基或N(R35)(R36)。
R32和R34独立地选自H、具有1-4个碳原子的支链或直链一价烃基和R37N(R38)(R39);其中R37为具有1-6个碳原子的二价烃基;R35、R36、R38和R39独立地选自H和具有1-4个碳原子的支链或直链一价烃基。
R10为一价基团,选自R40(O)y(R41)z 或R42O(C2H4O)p(C3H6O)q(C4H8O)rCH2CH(OH)CH2;
其中R40和R41各自独立地选自具有1-4个碳原子的二价烃基桥连基团,各自任选是OH取代的;
R42为具有2-4个碳原子的二价烃基;下标y和z为0或1。
下标p、q和r为0或正数,满足以下关系式:
1≤p+q+r≤10,其中p≥1。
RZ 为一价基团,选自N-(R43)(R44)αR45SO3-(MK)β、N-(R46)(R47)γR48COO-(MK)δ、N+-(R49)(R50)R51OP(=O)(A)(B)或(-C(=O)N(R52)R53N-(R54)(R55))+-(R56OP(=O)(A)(B))(X)ε;
其中R43、R44、R46、R47、R49、R50、R52、R54和R55各自独立地选自H、具有1-4个碳原子的支链或直链一价烃基和具有2-4个碳原子的烷醇胺。
R45为具有3-4个碳原子的二价基团;
下标α、β、γ和δ为0或1,满足以下关系式:α+β=1和γ+δ=1;
R48和R51独立地为具有1-4个碳原子的二价基团;
R53和R56各自独立地为具有2-4个碳原子的二价基团;
MK为阳离子,选自Na+、K+、Ca2+、NH4 +、Li+和源自具有2-4个碳原子的单烷基胺、二烷基胺和三烷基胺或者具有2-4个碳原子的单烷醇胺、二烷醇胺和三烷醇胺的一价铵离子。
A和B选自O-和OMK;
X为阴离子,选自阴离子Cl、Br和I;
下标ε为0、1或2。
本发明的特别有用的实施方式以如下物类的选择示例:
R1和R4是丙基、异丙基、丁基、仲丁基、异丁基或叔丁基;R2、R3、R5、R6、R7为甲基;R11为-CH2CH2CH2-;R12为-CH2CH(OH)CH2-;R13为-CH2CH2-;R14为-CH2CH2CH2-、-CH(CH3)CH2CH2-或-CH2CH(CH3)CH2-;a、b和c=0;t=1,u=1,v=0;R15=H;MK为Na+、K+或NH4 +;R16为-CH2CH2CH2-;R17为CH2CH(OH)CH2-;R18为-CH2CH2CH2-;d、e和f=0;w=1,x=1;R19和R20为H、甲基、乙基、丙基、异丙基或-R27O(C2H4O)g(C3H6O)h(C4H8O)iR28;R27为-CH2CH2CH2-;g为1-5,h和i=0;R27为H或甲基;R21和R23为H;R22=H、甲基或-R31O(C2H4O)j(C3H6O)k(C4H8O)1R32;R31为-CH2CH2CH2-;j为1-5,k和1=0;R32为H或甲基;R24和R25为H;R40为-CH2CH2CH2-;R41为-CH2CH(CH3)CH2-;y和z=1;R42为-CH2CH2CH2-;p为1-5,q和r=0;R43和R44为H或甲基;R45为-CH2CH2CH2-或-CH2CH2CH2CH2-;MK=Na+、K+或NH4 +;R46和R47为H或甲基;R48为-CH2CH2CH2-或-CH2CH2CH2CH2-;R49和R50为H或甲基;和R52、R54和R55为H或甲基。
此外,上述组合物还可用作烷基氯、烷基碘和烷基溴类似物,以及与HCl、乙酸、丙酸、乙醇酸、赤霉酸的酸对(acid pairs),等等。本领域技术人员理解季胺化的益处,季胺化增加溶解度以及可能与非离子和阴离子助表面活性剂相互作用。
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)环氧基团接枝到本发明的有机改性的三硅氧烷的氢化物(SiH)中间体上而直接制备环氧改性的有机官能化三硅氧烷。
适合用于制备环氧-取代的硅氧烷的贵金属催化剂也是本领域公知的,包括铑、钌、钯、锇、铱和/或铂的复合物。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复合物,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,″HomogeneousCatalysis of Hydrosilation by Transition Metals″,Advances in OrganometallicChemistry,第17卷,第407~447页,F.G.A.Stone和R.West编辑,AcademicPress(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三硅氧烷组合物的约0.1~50ppm。
本发明的组合物在6~7.5的pH范围之外显示出提高的抗水解性。提高的抗水解性可通过多种测试证实,但是本申请中使用的提高的抗水解性是指在暴露于溶液的pH低于6的含水酸性条件24小时之后或者在暴露于溶液的pH大于7.5的含水碱性条件24小时之后,50mol%或以上的本发明的抗水解性组合物保持不变化或不反应。在酸性条件下,本发明的组合物在pH为5或以下保持超过48小时的时间时,显示出残余率(survival)为初始浓度的50mol%或更大;具体地,本发明的组合物在pH为5或以下保持超过2周的时间时,显示出残余率为50mol%或更大;更具体地,本发明的组合物在pH为5或以下保持超过1个月的时间时,显示出残余率为50mol%或更大;最具体地,本发明的组合物在pH为5或以下保持超过6个月的时间时,显示出残余率为50mol%或更大。在碱性条件下,本发明的组合物在pH为8或以上保持超过2周的时间时,显示出残余率为50mol%或更大;具体地,本发明的组合物在pH为8或以上保持超过4周的时间时,显示出残余率为50mol%或更大;更具体地,本发明的组合物在pH为8或以上保持超过6个月的时间时,显示出残余率为50mol%或更大;最具体地,本发明的组合物在pH为8或以上保持超过1年的时间时,显示出残余率为50mol%或更大。
本发明的组合物的用途:
本发明的组合物可用作各种应用中的表面活性剂。本发明的组合物可以以纯组分、混合物或乳液使用。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气体,或固体。此外,乳液的粒度可使乳液是微乳液,当足够小时,微乳液可以是透明的。另外,还可以制备乳液的乳液,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组合物;
2)水乳液,其中不连续相包括本发明的组合物,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组合物;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组合物。
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,其中本发明的组合物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0.005%~2%的最终使用浓度。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(drift retardants)、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 biosynthesisinhibitors)、细胞壁抑制剂,和细胞膜破裂剂(cell membrane 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、氟草同(fluridone)、达草灭、二硝基苯胺、异乐灵、黄草消、胺消草、氨基丙氟灵、氟乐灵、草甘膦、磺酰脲、咪唑啉酮、烯草酮、氯甲草、唑禾草灵、精吡氟禾草灵、吡氟氯禾灵、禾草克(quizalofop)、烯禾定、敌草腈、异恶草胺、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(abamectin)、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、异恶唑磷(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,优选在施用之前它可溶于溶剂或本发明的有机改性的三硅氧烷中,有机硅可用作溶剂,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。
B.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文。
C.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、5,104,647和6,221,811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、聚合物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;烷基苯磺酸盐和烷基萘磺酸盐;硫酸化脂肪醇,胺或酰胺;羟乙磺酸钠的酸酯(acidesters of sodium 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括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(antidriftcomponent),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三硅氧烷混合,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。然后,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。
D.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;
典型的树脂类型包括:聚酯、醇酸树脂、丙烯酸类(acrylics)树脂和环氧树脂。
E.个人护理品
在优选的实施方式中,基于每l 00重量份(″pbw″)的个人护理品组合物,本发明的组合物占该组合物的0.1~99pbw,更优选0.5pbw~30pbw,还更优选1~15pbw,和占个人护理品组合物的1pbw~99.9pbw,更优选70pbw~99.5pbw,还更优选85pbw~99pbw。
本发明的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,当足够小时,微乳液可以是透明的。此外,还可以制备乳液的乳液,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组合物;
2)水乳液,其中不连续相包括本发明的组合物,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组合物;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组合物。
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、加色化妆品(color cosmetic)、驱虫剂、维生素和激素载体、香料载体等的制剂中。
可使用本发明的组合物和由该组合物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组合物混合而制得。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组合物和一种或多种活性止汗剂。合适的止汗剂包括,例如,U.S.Food和DrugAdministration′s October 10,1993Monograph on antiperspirant drug productsfor over-the-counter human use中列出的第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(aluminumchlorohydrate),及其与卤化氧锆(zirconyl oxyhalide)和碱式卤化氧锆(zirconylhydroxyhalide)的复合物或混合物,例如,水合氯化铝-锆(aluminum-zirconiumchlorohydrate),铝锆甘氨酸复合物(aluminum zirconium glycine complexe)如四氯羟基铝锆甘氨酸复合物(aluminum zirconium tetrachlorohydrex gly)。
在另一有用的实施方式中,皮肤护理组合物包括所述组合物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(sunblock compound)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(octyldimethyl-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三硅氧烷表面活性剂,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,上光剂和织物。
F.家庭护理品
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。
G.油和气
本发明的有机改性的甲硅烷基化的表面活性剂的组合物可用于油气应用,包括破乳。
H.水处理
包括本发明的有机改性的甲硅烷基化的表面活性剂的组合物可用于涉及以下的应用:商业和工业敞开的再循环冷却水塔、封闭的冷却水体系、冷却水导管、换热器、冷凝器、直通冷却体系、巴氏灭菌器、净气器、换热体系、空调/增湿器/减湿器、流体静压炊具(hydrostatic cooker)、安全和/或防火水保护储存体系、水洗涤器、回灌井、进水体系、包括过滤和净化器、废水处理、废水处理槽、导管、过滤床、消化器(digester)、净化器、存储槽、沉降泻湖(1agoon)、运河、气味控制、离子交换树脂床、膜过滤、反渗透、微过滤和超过滤,有助于在冷却塔应用、换热器和工业用水体系中除去生物膜,等等。
I.纸浆和纸
本发明的有机改性的甲硅烷基化的表面活性剂的组合物可用于纸浆和纸应用,例如纸板消泡剂和用于制浆过程中的润湿剂。
实验
用于本发明的组合物,以及对比组合物的氢化物中间体根据以下实施例中所述制备。
制备实施例1
1,5-二(叔丁基)-1,1,3,5,5,五甲基三硅氧烷(图1)。
将叔丁基二甲基氯硅烷(100g)和甲基二氯硅烷(46g)溶于150ml异丙基醚(IPE)并置于加液漏斗中。将150g水和250ml IPE装入配有机械搅拌器、回流冷凝器和N2进口的1升圆底烧瓶中。在室温(23℃)经由加液漏斗历经1h逐滴加入氯硅烷。加完之后,将温度调节至70℃并在该温度下保持20h,通过GC监控进程(20h时,产率为88%)。在反应结束时,通过分液漏斗将水排出。将有机层洗涤三次,每次使用100g水。将25g NaHCO3与100g水混合并缓慢加入混合物中并搅拌30分钟。分离并排出水层,有机层用硫酸钠干燥。过滤之后,在旋转蒸发器中汽提出IPE并在减压下进一步分馏粗产物,得到63g tBuMe2SiOMe(H)SiOSiMe2tBu(GC纯度为97%)。
图1-制备氢化物中间体1的反应式
制备实施例2
1,5-二(异丙基)-1,1,3,5,5,五甲基三硅氧烷(图2)。
将异丙基二甲基氯硅烷(25g)和甲基二氯硅烷(13.1g)溶于80ml异丙基醚(IPE)中并置于加液漏斗中。将水(50g)和IPE(100ml)装入配有机械搅拌器、回流冷凝器和N2进口的500ml圆底烧瓶中。在室温(23℃)经由加液漏斗历经40分钟逐滴加入氯硅烷。加完之后,将温度调节至80℃并保持4h。通过GC监控反应进程(4h时,产率为75%)。在反应结束时,通过分液漏斗将水层排出。将有机层洗涤三次,每次使用80g水。将25g NaHCO3与100g水混合并缓慢加入有机层中并搅拌30分钟。再次将水层排出并用硫酸钠干燥。过滤之后,在旋转蒸发器中汽提出IPE并在减压下进一步分馏粗产物,得到10g期望产物(GC纯度为93%)。
图2-制备氢化物中间体2的反应式
制备实施例3
1,5-二(叔丁基)-3-(环氧乙烷基甲基丙基)-1,1,3,5,5-五甲基三硅氧烷(1,5-Di(tert-butyl)-3-(oxiranylmethylpropyl)-l,1,3,5,5-Pentamethyltrisiloxane,图3)。
将1,5-二(叔丁基)-1,1,3,5,5,-五甲基三硅氧烷(24.5g)和Karstedt′s催化剂(30ppm)装入配有磁力搅拌器、回流冷凝器和N2进口的100mL RB三颈烧瓶中。搅拌混合物,加热到90℃。将2-烯丙氧基甲基-环氧乙烷(10.0g)置于加料漏斗中,逐滴加入到烧瓶中的混合物。搅拌混合物,并在90℃再保持4小时。通过NMR光谱分析监测反应进程。一旦反应结束,通过真空蒸馏除去过量的2-烯丙氧基甲基-环氧乙烷。
图3.制备环氧化物中间体3的反应式
制备实施例4
1-(3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙氧基)-3-(4-(2-羟基-乙基)-哌啶-1-基)-丙-2-醇(图4)。
将2-哌啶-1-基-乙醇(0.61g)和乙醇(20mL)装入配有磁力搅拌器的100mL RB烧瓶中。搅拌混合物,加热到70℃。将1,5-二(叔丁基)-3-(环氧乙烷基甲基丙基)-1,1,3,5,5-五甲基三硅氧烷(2.0g)置于加料漏斗中,逐滴加入到烧瓶中。搅拌混合物,并在70℃再保持4小时。通过NMR光谱分析监测反应进程。一旦反应结束,通过旋转蒸发除去乙醇,在减压下蒸馏混合物以除去杂质。
图4.制备三硅氧烷表面活性剂4的反应式
制备实施例5
1-(3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙氧基)-3-(2-(2-羟基-乙氧基)-乙基氨基)-丙-2-醇(图5)。
将2-(2-氨基-乙氧基)-乙醇(2.50g)和乙醇(40mL)装入配有磁力搅拌器的100mL RB烧瓶中。搅拌混合物,加热到70℃。将与乙醇(10mL)混合的1,5-二(叔丁基)-3-(环氧乙烷基甲基丙基)-1,1,3,5,5-五甲基三硅氧烷(2.0g)置于加料漏斗中,逐滴加入到烧瓶中。搅拌混合物,并在70℃再保持4小时。通过NMR光谱分析监测反应进程。一旦反应结束,通过旋转蒸发除去乙醇,在真空下蒸馏混合物以除去杂质和过量的原料。
图5.制备三硅氧烷表面活性剂5的反应式
制备实施例6
1-(3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙氧基)-3-(2-(2-(2-羟基-乙氧基)-乙氧基)-乙基氨基)-丙-2-醇(图6)。
2-(2-(2-氨基-乙氧基)-乙氧基)-乙醇(3.52g)和乙醇(40mL)装入配有磁力搅拌器的100mL RB烧瓶中。搅拌混合物,加热到70℃。将与乙醇(10mL)混合的1,5-二(叔丁基)-3-(环氧乙烷基甲基丙基)-1,1,3,5,5-五甲基三硅氧烷(2.0g)置于加料漏斗中,逐滴加入到烧瓶中。搅拌混合物,并在70℃再保持4小时。通过NMR光谱分析监测反应进程。一旦反应结束,通过旋转蒸发除去乙醇,在真空下蒸馏混合物以除去杂质和过量的原料。
图6.制备三硅氧烷表面活性剂6的反应式
制备实施例7
1,5-二(叔丁基)-3-(N,N-二甲基氨基丙基)-1,1,3,5,5-五甲基三硅氧烷(图7)。
将1,5-二(叔丁基)-1,1,3,5,5-五甲基三硅氧烷和Karstedt′s催化剂(30ppm)装入100mL Schlenk烧瓶中。将混合物加热到90℃,经由注射器在5分钟内添加N,N-二甲基烯丙基胺(4.48g)。加完之后,将反应温度在90℃保持3小时,通过1HNMR光谱分析监测反应。一旦反应结束,在100℃/0.1mmHg除去挥发物,得到15.2g淡黄色油状产物。
图7.制备三硅氧烷胺中间体7的反应式
制备实施例8
3-((3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙基)-二甲基-氨基)-丙烷-1-磺酸盐(图8)。
将1,5-二(叔丁基丁基)-3-(N,N-二甲基氨基丙基)-1,1,3,5,5-五甲基三硅氧烷(3.91g)和1,3-丙磺酸内酯(1.28g)溶于无水THF(10mL),装入配有磁力搅拌器、回流冷凝器和N2进口的圆底烧瓶中。将混合物加热至回流,过夜。在减压下除去溶剂之后,用己烷洗涤剩余物,过滤。得到4.82g白色固体产物。
图8.制备三硅氧烷表面活性剂8的反应式
制备实施例9
3-((3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙基)-二甲基-氨基)-丁烷-1-磺酸盐(图9)。
N,N-二甲基氨基丙基-二叔丁基五甲基三硅氧烷(1.96g)和1,4-丁磺酸内酯(butanesultone)(0.72g)溶于无水丙酮(10mL),装入配有磁力搅拌器、回流冷凝器和N2进口的圆底烧瓶中。将混合物加热至回流,过夜。在减压下除去溶剂之后,用己烷洗涤剩余物,过滤。得到2.46g白色固体产物。
图9.制备三硅氧烷表面活性剂9的反应式
制备实施例10
3-((3-(二(叔丁基二甲基甲硅烷氧基)-甲基-硅烷基)-丙基)-二甲基-氨基)-乙酸盐(图10)。
N,N-二甲基氨基丙基-二叔丁基五甲基三硅氧烷(1.96g)和2-溴乙酸钠(0.81g)溶于无水乙醇(20mL)中,装入配有磁力搅拌器、回流冷凝器和N2进口的圆底烧瓶中。将悬浮液加热至回流,过夜,直到全部2-溴乙酸钠消失。在减压下除去溶剂之后,用己烷洗涤剩余物,过滤。得到2.56g白色固体产物。
图10.制备三硅氧烷表面活性剂10的反应式
制备实施例11
1,5-(二(叔丁氧基)-3-(3-((2-(2-(2-甲氧基-乙氧基)-乙氧基)-乙基)-二甲基-氨基)-丙基)-五甲基三硅氧烷(图11)。
将N,N-二甲基氨基丙基-二叔丁基五甲基三硅氧烷(1.96g)和2-(2-氯乙氧基)乙氧基乙醇(1.26g)溶于无水乙醇(10mL),装入配有磁力搅拌器、回流冷凝器和N2进口的圆底烧瓶中。将混合物加热至回流,保持20小时。在减压下除去溶剂之后,在100℃/0.1mmHg真空干燥剩余物,以除去残留的挥发物。得到1.38g黄色油状产物。
图11.制备三硅氧烷表面活性剂11的反应式
实施例12
本实施例证实了本发明的有机改性的三硅氧烷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(platinumblade)作为传感器,使用Kruss表面张力计测定表面张力。在0.005M NaCl的去离子水溶液中浓度为0.1wt%或者在2M NH4C1溶液中浓度为0.1wt%制备各种组分的溶液,作为平衡助剂。表1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(SilwetL-77*,Momentive Performance Materials,Inc.,Wilton,CT)的铺展性质(spreading properties)。此外,相对于常规的有机表面活性剂产品OPE-10,本发明的组合物提供改善的铺展。对比样品OPE-10(辛基苯酚乙氧基化物,含有10个聚氧乙烯单元)为非有机硅类的有机表面活性剂。该产品以X-100得自Dow Chemical Company,Midland,MI。
如下测定铺展:在50~70%的相对湿度(在22~25℃),将10μL在水、氯化铵水溶液、氯化钠水溶液或乙酸中的0.1wt%表面活性剂溶液的液滴施加到聚醋酸酯膜(polyacetate film)(USI,″Crystal Clear Write on Film″)上,并测量30秒后的铺展直径(mm)。使用自动移液管施加溶液,以提供可再现体积的液滴。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1-表面张力和铺展性质
实施例13
与在酸性和碱性条件下(pH值为5以下和pH值为9以上)经历快速水解的常规的基于硅氧烷的表面活性剂不同,相对于常规的三硅氧烷烷氧基化物(对比A)而言,本发明的组合物提供增加的抗水解性。随着铺展性经时降低,观察到水解产物。因此,以期望的使用浓度和pH,制备了本发明的组合物的溶液,以及对比的表面活性剂的溶液。测定铺展与时间的关系以说明抗水解性。
表2是本发明的组合物的说明性实施例,其中8号产物超铺展剂(superspreader)相对于常规的三硅氧烷乙氧基化物表面活性剂(对比A,如表3所示),在pH 4~pH 10的pH范围具有改善的抗水解性。如上所述,通过经时监测铺展性质而观测抗水解性。这里,在pH 4、5和10在10%NaCl水体系中制备0.5wt%的制备实施例8的表面活性剂溶液。在pH 4、5和10在缓冲水体系中制备0.5wt%的对比例A的表面活性剂溶液。根据实施例12的步骤测定铺展。
表2-pH对于制备实施例8的表面活性剂的铺展性质与时间的关系的影响
表3-pH对于对比例A的铺展性质与时间的关系的影响
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″包括″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 (6)
1.一种组合物,其包含:具有下式的硅氧烷:
M1DM2
其中
M1=(R1)(R2)(R3)SiO1/2;
M2=(R4)(R5)(R6)SiO1/2和
D=(R7)(Z)SiO2/2;
其中R1、R2、R3、R4、R5、R6和R7各自独立地为具有1-4个碳原子的一价烃基;
Z为R9 -RC;
R9为R18OCH2CH(OH)CH2;其中R18为具有2-4个碳原子的二价烃基;和
RC为N(R19)(R20),其中R19为H和R20为-R27O(CH2CH2O)1-2R28;R27为具有2-4个碳原子的二价烃基;R28为H。
2.权利要求1的组合物,其中R1和R4为叔丁基;R2、R3、R5、R6和R7为甲基;R18为-CH2CH2CH2-;和R27为-CH2CH2-。
3.一种水乳液,其中不连续相包含水,连续相包含权利要求1或2的组合物。
4.一种水乳液,其中不连续相包含权利要求1或2的组合物,连续相包含水。
5.一种非水乳液,其中不连续相包含非水羟基溶剂,连续相包含权利要求1或2的组合物。
6.一种非水乳液,其中连续相包含非水羟基溶剂,不连续相包含权利要求1或2的组合物。
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CN107399800B (zh) * | 2017-08-08 | 2020-11-10 | 北京市理化分析测试中心 | 一种高效的络合态重金属离子去除剂及其合成方法 |
JP6800131B2 (ja) * | 2017-11-29 | 2020-12-16 | 信越化学工業株式会社 | シロキサン化合物及びその製造方法 |
CN109970781A (zh) * | 2019-05-09 | 2019-07-05 | 九江学院 | 一种氟硅两性离子表面活性剂的合成方法 |
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- 2008-12-26 BR BRPI0821767A patent/BRPI0821767A2/pt not_active IP Right Cessation
- 2008-12-26 EP EP08866283.8A patent/EP2237670B1/en not_active Not-in-force
- 2008-12-26 WO PCT/US2008/014068 patent/WO2009085300A2/en active Application Filing
- 2008-12-26 RU RU2010131002/04A patent/RU2510917C2/ru not_active IP Right Cessation
- 2008-12-26 CN CN200880127525.4A patent/CN101969780B/zh not_active Expired - Fee Related
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2011
- 2011-10-03 US US13/251,667 patent/US8470894B2/en not_active Expired - Fee Related
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BRPI0821767A2 (pt) | 2017-05-09 |
RU2510917C2 (ru) | 2014-04-10 |
EP2237670B1 (en) | 2014-10-22 |
US20090176893A1 (en) | 2009-07-09 |
US20110021644A1 (en) | 2011-01-27 |
US8263669B2 (en) | 2012-09-11 |
CN101969780A (zh) | 2011-02-09 |
US8470894B2 (en) | 2013-06-25 |
WO2009085300A2 (en) | 2009-07-09 |
RU2010131002A (ru) | 2012-02-10 |
WO2009085300A3 (en) | 2009-09-17 |
EP2237670A2 (en) | 2010-10-13 |
US20120142535A1 (en) | 2012-06-07 |
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