Substituted poly (alkylene oxide) and surfactant compositions

文档序号:1580651 发布日期:2020-01-31 浏览:24次 中文

阅读说明:本技术 取代的聚(环氧烷)和表面活性剂组合物 (Substituted poly (alkylene oxide) and surfactant compositions ) 是由 许峰 弗拉伊·法尔汉·N·艾尔-阿纳齐 于 2018-06-19 设计创作,主要内容包括:一种用于合成取代的聚(环氧烷)的方法,包括使式(1)的取代的醇与式(2)的环氧烷在催化剂的存在下和在有效提供式(3)的取代的聚(环氧烷)的条件下反应,其中在上式中,每个R独立地是氢、C<Sub>1-60</Sub>烷基或C<Sub>3-12</Sub>环烷基,环A是环己烷或苯基,每个R<Sup>1</Sup>独立地是氢、甲基、乙基、丙基、丁基、己基、癸基、十二烷基、十四烷基或十六烷基,优选氢或甲基,且n为2至60。<Image he="688" wi="700" file="DDA0002317940110000011.GIF" imgContent="drawing" imgFormat="GIF" orientation="portrait" inline="no"></Image>(A process for synthesizing a substituted poly (alkylene oxide) comprising reacting a substituted alcohol of formula (1) with an alkylene oxide of formula (2) in the presence of a catalyst and under conditions effective to provide a substituted poly (alkylene oxide) of formula (3), wherein in the above formula, each R is independently hydrogen, C 1‑60 Alkyl or C 3‑12 Cycloalkyl, ring A being cyclohexane or phenyl, each R 1 Independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecyl or hexadecyl, preferably hydrogen or methyl, and n is 2 to 60.)

A method of for synthesizing a substituted poly (alkylene oxide), the method comprising:

reacting a substituted alcohol of formula (1)

Figure FDA0002317940090000011

With alkylene oxides of the formula (2)

In the presence of a catalyst and under conditions effective to provide a substituted poly (alkylene oxide) of formula (3)

Figure FDA0002317940090000013

Wherein in the above-mentioned formula (I),

each R is independently hydrogen, C1-60Alkyl or C3-12A cycloalkyl group,

ring A is a cyclohexane or a phenyl group,

each R1Independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecyl or hexadecyl, preferably hydrogen or methyl, and

n is 2 to 60.

2. The method of claim 1, wherein the catalyst is a base, a double metal cyanide, or a calcium compound.

3. The method of claim 1 or 2, wherein

The catalyst is sodium hydroxide, sodium methoxide, sodium ethoxide, magnesium oxide, potassium hydroxide, cesium hydroxide, strontium hydroxide, barium hydroxide or barium oxide; or

The catalyst is a double metal cyanide compound of formula (4)

M1 a[M2(CN)bLc]d(4)

Wherein

M1Is Zn, Fe, Ni, Co, Mn, Sn, Pb, Mo, Al, V, Sr, W, Cu or Cr, preferably Zn,

M2fe, Co, Cr, Mn, V, Ir, Ni, Rh or Ru, preferably Co,

l is halogen, NO2、CO、OH、H2O, NCO or an NCS, and the NCS is a non-volatile memory,

a is a number of 1 to 3,

b is a number of 5 or 6,

c is 0 or 1, and

d is 1 or 2; or

The catalyst is calcium oxide, calcium hydroxide, calcium sulfate, calcium alkoxide, calcium acetate, calcium benzoate, calcium butyrate, calcium cinnamate, calcium citrate, calcium formate, calcium isobutyrate, calcium lactate, calcium laurate, calcium linoleate, calcium oleate, calcium palmitate, calcium propionate, calcium stearate, calcium valerate, calcium caproate, calcium caprylate, or a combination comprising at least of the foregoing.

4. The method of any one or more of claims or 3, wherein the catalyst is zinc hexacyanoferrate (III), zinc hexacyanoferrate (II), nickel (II) hexacyanoferrate (III), zinc hexacyanoferrate (III), cobalt (II) hexacyanoferrate (II), nickel (II) hexacyanoferrate (III), iron (III) hexacyanoferrate (III), iron (II) hexacyanoferrate, cobalt (II) hexacyanocobaltate (III), zinc hexacyanoferrate (II), zinc hexacyanoferrate (III), zinc iodopenta (III) penta (III), zinc (II) hexacyanoferrate (II), cobalt (II) bromopenta (II) carbonate, iron (II) fluorocenta (III) iron (II), iron (III) hexacyanoferrate (III), iron (III) hexacyanatee, iron (III) hexachloro (III), zinc (III) hexacyanoferrate (III), zinc (III) hexachloro (III), zinc (III) hexacyanoferrate (III), zinc (IV) hexachloro (III), iridium (III) cyanide, iridium (III) hexachloro (III), vanadium (III) or a combination comprising at least one of the foregoing zinc hexachloro (III), zinc (III), vanadium (III) and iridium (III) hexachloro (III), vanadium (III) or a combination of manganese (III).

5. The method of any of claims 1-4, wherein the catalyst further comprises an activator that is an alcohol, an aldehyde, a ketone, an ether, an amide, a urea, a nitrile, a thioether, or a combination comprising at least of the foregoing.

6. The method of any of claims 1-5, wherein each R is independently hydrogen or C1-16Alkyl, preferably C10-16Alkyl, more preferably C12Alkyl or C16An alkyl group.

7. The method of any of claims 1-5, wherein each R is independently hydrogen or C3-8Cycloalkyl, preferably cyclopentyl, cyclohexyl or cycloheptyl.

8. The method of any one or more of of claims 1-6, wherein the substituted poly (alkylene oxide) has formula (3a)

Figure FDA0002317940090000031

Wherein the content of the first and second substances,

each R is independently hydrogen or C1-16Alkyl, preferably C10-16Alkyl, more preferably C12Alkyl or C16An alkyl group, a carboxyl group,

each R1Independently is hydrogen or methyl, and

n is 2 to 32.

9. The method of any one or more of claims , further comprising reacting a phenyl compound of formula (5)

Figure FDA0002317940090000041

With acetic anhydride or acetyl chloride to provide an acetophenone compound of formula (6)

Figure FDA0002317940090000042

Oxidizing the acetophenone compound to provide a substituted benzoic acid compound of formula (7)

Figure FDA0002317940090000043

reducing the substituted benzoic acid compound to provide a substituted alcohol of formula (1a) or (1 b):

Figure FDA0002317940090000044

or combinations comprising at least of the foregoing.

10, substituted poly (alkylene oxide) s prepared by the method of any one or more of claims 1 to 9 of .

11. The substituted poly (alkylene oxide) of claim 10, wherein the substituted poly (alkylene oxide) has at least of:

a hydrophilic-lipophilic balance number of from 7 to 14, preferably from 8 to 12, more preferably from 9 to 11;

a critical micelle concentration of 0.01 to 5%, preferably 0.01 to 3%, more preferably 0.01 to 1%, measured at 25 ℃;

a dynamic surface tension of 10 to 75 dynes per square centimeter, preferably 10 to 50 dynes per square centimeter, more preferably 10 to 40 dynes per square centimeter measured at 25 ℃ as 1% active;

-a pour point of from 40 to 20 ℃, preferably from-30 to 10 ℃, more preferably from-20 to 0 ℃; or

A viscosity of 20 to 50 centipoise, preferably 20 to 40 centipoise, more preferably 25 to 35 centipoise measured at 25 ℃.

12, surfactant compositions comprising a substituted poly (alkylene oxide) as claimed in claim 10 or 11 or made by the process of any one or more of claims 1 to 9, or made by the process of any one or more of claims .

13. The surfactant composition of claim 12, wherein the surfactant composition comprises the substituted poly (alkylene oxide) in an amount of 0.1 to 50 weight percent, based on the total weight of the surfactant composition.

14. The surfactant composition of claim 12 or 13, further comprising a co-surfactant, a solvent, an enzyme stabilizer, a viscosity modifier, a bleach, a hydrotrope, an inorganic salt, a fragrance, a dye, a buffer, a preservative, a nutrient, a humectant, an emollient, or a combination comprising at least of the foregoing.

15, a method for formulating and producing a cleansing product or personal care product, the method comprising using a substituted poly (alkylene oxide) made by the method of any or more of claims 1 to 9, the substituted poly (alkylene oxide) of claim 10 or 11, or the surfactant composition of any or more of claims 12 to 14.

Technical Field

The present disclosure relates to poly (oxyalkylene) surfactants, and in particular to methods for synthesizing substituted poly (oxyalkylene) surfactants.

Background

Nonylphenol ethoxylate (NPE) is a nonionic surfactant having excellent surfactant properties, low odor, low pour point, and low freezing point, and can be prepared and used at a lower cost compared to other nonionic surfactants. However, NPE has received criticism due to poor biodegradability, high aquatic toxicity from biodegradation of phenol, and concern that NPE may act as an endocrine disrupter in humans. Thus, alkoxylated alkylphenols such as NPE have been banned in the european union and are also voluntarily limited to industrial use in the united states.

Thus, there remains a need in the art for nonionic surfactants that can be suitable replacements for NPE, and it would be an advantage to go to step if the nonionic surfactant could be prepared by a convenient synthetic route.

Disclosure of Invention

According to embodiments, a method for synthesizing a substituted poly (oxyalkylene) includes reacting a substituted alcohol of formula (1)

Figure BDA0002317940100000011

With alkylene oxides of the formula (2)

Figure BDA0002317940100000021

In the presence of a catalyst and under conditions effective to provide a substituted poly (oxyalkylene) of formula (3)

Figure BDA0002317940100000022

Wherein in the above formula, each R is independently hydrogen, C1-60Alkyl or C3-12Cycloalkyl, ring A being cyclohexane or phenyl, each R1Independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecylOr hexadecyl, preferably hydrogen or methyl, and n is 2 to 60.

According to another embodiments, there is provided a substituted poly (oxyalkylene) prepared by the method.

In another embodiments, the surfactant composition comprises the substituted poly (oxyalkylene).

In another embodiments, a method for formulating and producing a cleaning product or personal care product includes using a substituted poly (alkylene oxide) or surfactant composition.

The above described and other features are exemplified by the following figures, detailed description, examples, and claims.

Detailed Description

The present disclosure relates to methods for synthesizing substituted poly (alkylene oxides). The process provides a convenient and cost-effective process suitable for the mass production of substituted poly (alkylene oxides). Substituted poly (alkylene oxides) are particularly useful as alternative nonionic surfactants to Nonylphenol Polyoxyethylene Ether (NPE) compounds. The substituted poly (alkylene oxides) exhibit desirable surfactant properties, including hydrophilic-lipophilic balance (HLB) number, Critical Micelle Concentration (CMC), dynamic surface tension, and pour point comparable to NPE. Furthermore, substituted poly (alkylene oxides) are not alkoxylated alkylphenols and offer improved safety and environmental suitability over NPE. Substituted poly (alkylene oxides) may also be included in the surfactant composition. Both the substituted poly (alkylene oxide) and the surfactant composition can be used in personal care products, industrial cleaners, electronic cleaners, automotive cleaners, household cleaners, food service cleaners, laundry detergents, dish detergents, or other applications.

The poly (alkylene oxide) of formula (a) can be obtained by the synthetic route shown in scheme 1. However, this synthetic route is not suitable for mass production, and therefore poly (alkylene oxide) s have not been readily available for practical use.

Figure BDA0002317940100000031

The inventors herein provide synthetic methods for preparing substituted poly (alkylene oxides), for example, using benzyl alcohol or cyclohexanemethanol substituted with alkyl groups as chain starters. For example, substituted poly (oxyalkylene) hydrocarbons can be prepared by reacting an oxyalkylene reagent with an alkyl group-substituted benzyl alcohol or a cyclohexanemethanol reagent in the presence of a catalyst, such as a base, a Double Metal Cyanide (DMC) catalyst, or a calcium catalyst. The reaction is shown in scheme 2.

Substituted poly (alkylene oxides) having the structure of (a) or (B) can be prepared by alkyl group substituted benzyl alcohol (C) or alkyl group substituted cyclohexanemethanol (D), alkylene oxide and catalyst as shown in scheme 3. The catalyst may comprise a base, a Double Metal Cyanide (DMC) or a calcium compound.

Figure BDA0002317940100000041

According to an exemplary embodiment, a method for synthesizing a substituted poly (oxyalkylene) includes reacting a substituted alcohol of formula (1)

With alkylene oxides of the formula (2)

Figure BDA0002317940100000043

In the presence of a catalyst and under conditions effective to provide a substituted poly (oxyalkylene) of formula (3)

Figure BDA0002317940100000044

In formula (1), ring A is cyclohexane or phenyl. Each R is the same or different and is independently hydrogen, C1-60Alkyl or C3-12In embodiments, in formula (1), each R is independently hydrogen or C1-16Alkyl, preferably C10-16Alkyl, more preferably C12Alkyl or C16In another embodiments, in formula (1), each R is independently hydrogen or C3-8 Ring A is cyclohexane or phenyl and each R is independently hydrogen, C1-16Alkyl or C3-8A cycloalkyl group. In other embodiments, ring a is phenyl and each R is independently hydrogen, C10-16Alkyl or C5-7In another embodiments, ring A is cyclohexane and each R is independently hydrogen, C10-16Alkyl or C5-7A cycloalkyl group.

In the alkylene oxide of the formula (2), each R1Independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecyl, or hexadecyl, preferably hydrogen or methyl in embodiments, the alkylene oxide of formula (2) can be ethylene oxide, propylene oxide, ethyl ethylene oxide, propyl ethylene oxide, butyl ethylene oxide, hexyl ethylene oxide, decyl ethylene oxide, dodecyl ethylene oxide, tetradecyl ethylene oxide, hexadecyl ethylene oxide, or a combination comprising at least of the foregoing.

In formula (3), ring A is cyclohexane or phenyl, and each R is1Independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecyl or hexadecyl, preferably hydrogen or methyl, each R being the same as in formula (1), and n is 2 to 60 in embodiments, ring A is phenyl, each R is phenyl1Independently hydrogen or methyl, each R independently hydrogen or methyl, and n is 2 to 32 in another embodiments, ring A is cyclohexane, each R is1Independently hydrogen or methyl, each R is independently hydrogen or methyl, and n is 2 to 32.

In embodiments, the substituted poly (oxyalkylene) has the formula (3a)

Figure BDA0002317940100000051

Wherein in formula (3a), each R is independently hydrogen or C1-16Alkyl, preferably C10-16Alkyl, more preferably C12Alkyl or C16An alkyl group. In the formula (3a), each R1Independently hydrogen or methyl, and n is 2 to 32.

In another embodiments, the substituted poly (alkylene oxide) s are of the following formulas

Figure BDA0002317940100000061

Wherein in these formulae, each R is independently hydrogen or C1-16Alkyl, preferably C10-16Alkyl, more preferably C12Alkyl or C16Alkyl radical, each R1Independently hydrogen or methyl, and n is 2 to 60. In particular embodiments, in these formulae, each R is independently C12Alkyl or C16Alkyl radical, each R1Independently hydrogen or methyl, and n is from 2 to 48, preferably from 2 to 40, more preferably from 2 to 32.

In yet another embodiments, the substituted poly (alkylene oxide) s are of the following formulas

Figure BDA0002317940100000062

Wherein in these formulae, ring A is cyclohexane or phenyl, each R1Independently hydrogen, methyl, ethyl or propyl, preferably hydrogen or methyl embodiments, ring A is phenyl and each R is1Independently hydrogen or methyl in another embodiments, ring A is cyclohexane, and each R is1Independently hydrogen or methyl.

In embodiments, the catalyst is a base that is an alkali or alkaline earth metal hydroxide, carbonate, carboxylate, oxide, or alkoxide, in embodiments, the catalyst is sodium hydroxide, sodium methoxide, sodium ethoxide, magnesium oxide, potassium hydroxide, cesium hydroxide, strontium hydroxide, barium hydroxide, or barium oxide, in another embodiments, the catalyst is sodium hydroxide or potassium hydroxide.

In embodiments, the catalyst is a double metal cyanide compound of formula (4)

M1 a[M2(CN)bLc]d(4)

Wherein M is1Is Zn, Fe, Ni, Co, Mn, Sn, Pb, Mo, Al, V, Sr, W, Cu or Cr, M2Is Fe, Co, Cr, Mn, V, Ir, Ni, Rh or Ru, L is halogen, NO2、CO、OH、H2O, NCO or NCS. in formula (4), a is 1 to 3, b is 5 or 6, c is 0 or 1, and d is 1 or 2, in embodiments, M is1Is Zn and M2Co. in yet embodiments, the catalyst is zinc hexacyanoferrate (III), zinc hexacyanoferrate (II), nickel (II) hexacyanoferrate (III), zinc hexacyanoferrate (III), cobalt (II) hexacyanoferrate (II), nickel (II) hexacyanoferrate (III), iron (III) hexacyanoferrate, cobalt (II) hexacyanocobaltate (III), zinc hexacyanoferrate (II), zinc hexacyanocobaltate (III), zinc hexacyanoferrate (III), zinc iodopentacyante (III), cobalt (II) chloropentacyantate (II), cobalt (II) bromopentacyanate (II), iron (II) fluorocpentacyanate (III), iron (III) hexacyanocobaltate (III), iron (III) hexacyanoferrate (III), iron (III) hexacyanurate, zinc (III) hexacyanurate (III), zinc hexachloropentacyanatevanadate (III), zinc (III) hexacyanatevanadate (III), iridium (III) hexacyanatee (III), iridium (III) hexachloro (IV), iridium (III) hexacyanatee (III), iridium (III) and vanadium (IV) combinations of at least one of the foregoing embodiments include zinc hexachlorotungsten (III), zinc hexacyanoferrate (III), zinc hexachloro (III) and manganese (III).

In embodiments, the catalyst is a calcium compound, e.g. calcium hydroxideCalcium oxide, calcium hydroxide, calcium sulfate, C1-12Calcium alkoxide, calcium acetate, calcium benzoate, calcium butyrate, calcium cinnamate, calcium citrate, calcium formate, calcium isobutyrate, calcium lactate, calcium laurate, calcium linoleate, calcium oleate, calcium palmitate, calcium propionate, calcium stearate, calcium valerate, calcium hexanoate, calcium octanoate, or a combination comprising at least of the foregoing in another embodiments, the catalyst is calcium hydroxide or calcium sulfate.

In embodiments, the activator is an alcohol, aldehyde, ketone, ether, amide, urea, nitrile, thioether, or a combination comprising at least of the foregoing in embodiments, the catalyst is a double metal cyanide of formula (4) and the activator is an alcohol in a particular embodiment, the alcohol is ethanol, isopropanol, n-butanol, sec-butanol, tert-butanol, isobutanol, or a combination comprising at least of the foregoing in another embodiments, the catalyst is a double metal cyanide of formula (4) and the activator is tert-butanol in yet another embodiments, the activator is propylene glycol, dipropylene glycol, tripropylene glycol, ethylene glycol, diethylene glycol, triethylene glycol, or a C combination comprising at least of the foregoing in yet another embodiments1-6In yet another embodiments, the activator is a trihydroxy compound such as trimethylolpropane or glycerol.

In embodiments, conditions effective to provide the substituted poly (alkylene oxide) of formula (3) can include reaction parameters such as time, temperature, pressure, and amount of catalyst if the temperature is from 0 to 200 ℃, more specifically from 20 to 180 ℃, more specifically from 40 to 150 ℃, the reaction is conducted at an acceptable rate, for example, from 1 to 360min the reaction is conducted at atmospheric pressure or higher, for example, less than 20 bar, preferably at a pressure of from 1 to 5 bar in embodiments, the amount of catalyst contained in the reaction is from 0.5 to 10 wt%, preferably from 0.5 to 5 wt%, more preferably from 0.5 to 3 wt%, based on the amount of alkylene oxide, the reaction can be conducted with or without solvent when a solvent is used, the solvent is not particularly limited so long as the above components can be dissolved or dispersed, but can include, for example, at least of a ketone solvent such as methyl isobutyl ketone, 1-methyl-2-pyrrolidone (cyclohexanone), acetone, etc., an ether solvent such as Tetrahydrofuran (THF), an ethyl acetate, dimethyl formamide, or the like, an NMP solvent such as DMF, or the like.

According to another embodiments, a method for synthesizing a substituted alcohol of formula (1) is provided in scheme 4:

Figure BDA0002317940100000091

in scheme 4, the reaction conditions are as follows: a) acetic anhydride or acetyl chloride, a metal halide catalyst; b) oxygen and a catalyst; c) hydrogen and a catalyst; d) hydrogen and a catalyst. More specific reaction conditions for these steps are provided below.

The method comprises reacting a phenyl compound of formula (5)

Figure BDA0002317940100000092

With acetic anhydride or acetyl chloride to provide an acetophenone compound of formula (6)

Figure BDA0002317940100000101

Friedel-Crafts acylation can be carried out by metal catalysts, e.g. AlCl3,AlBr3,FeCl3And the like.

The acetophenone compound of formula (6) may be oxidized to provide a substituted benzoic acid compound of formula (7):

the redox can be carried out in the presence of ambient oxygen and a catalyst. Suitable oxidation catalysts include V2O5,Co3O4,KMnO4,K2CrO4,NaOCl,NaOBr,KOCl,KOBr,KOI, etc.

The substituted benzoic acid compound of formula (7) may then be reduced to provide a substituted alcohol of formula (1a) or (1 b):

Figure BDA0002317940100000103

the formation of the substituted alcohol of formula (1a) can include, for example, reduction using hydrogen and a catalyst, e.g., palladium on carbon (Pd/C), lithium aluminum hydride, and the like, the substituted alcohol of formula (1a) can, for example, be reduced using hydrogen and a catalyst, e.g., PtO2The substituted alcohols of formula (1a) and (1b) are collectively referred to herein as "chain starters" because they are the points from which the poly (alkylene oxide) extends.

In another exemplary embodiments, substituted poly (alkylene oxides) prepared by the methods disclosed herein are provided, in embodiments, the substituted poly (alkylene oxides) have a viscosity measured at 25 ℃ of at least of a Hydrophilic Lipophilic Balance (HLB) number of from 7 to 14, preferably from 8 to 12, more preferably from 9 to 11, a Critical Micelle Concentration (CMC) measured at 25 ℃ of from 0.01% to 5%, preferably from 0.01% to 3%, more preferably from 0.01% to 1%, a dynamic surface tension measured at 25 ℃ of from 10 to 75 dynes/cm (dynes/cm), preferably from 10 to 50 dynes/cm, more preferably from 10 to 40 dynes/cm, a pour point of from-40 to 20 ℃, preferably from-30 to 10 ℃, more preferably from-20 to 0 ℃, or from 20 to 50 centipoise (cP), preferably from 20 to 40cP, more preferably from 25 to 35 cP.

According to another exemplary embodiments, the surfactant composition comprises a substituted poly (alkylene oxide) prepared by the methods disclosed herein in embodiments, the surfactant composition comprises the substituted poly (alkylene oxide) herein in an amount of 0.1 to 50 weight percent based on the total weight of the surfactant composition in embodiments, the surfactant composition is a laundry detergent, a dishwashing detergent, a dishwasher detergent, an industrial cleaning solution, a household cleaning solution, a biodegradable cleaning solution, a fabric cleaning solution, a floor cleaning solution, a hand cleaning solution, a body wash, a medical cleaning solution, a kitchen cleaning solution, an oven cleaning solution, or a surface cleaning solution.

The surfactant composition may further comprise co-surfactants, solvents, co-polymers or copolymers, enzymes, enzyme stabilizers, viscosity modifiers, bleaches, hydrotropes (hydrotrope), foam boosters, suds suppressors (antifoaming agents), dispersants, silver care agents (silvercare), anti-corrosion and/or preservative agents, inorganic salts, perfumes, dyes, pigments, color patches (colorspeckle), fillers, bactericides, alkalinity sources, antioxidants, carriers, processing aids, buffers, chelating agents, dye transfer inhibitors, fabric softeners, anti-abrasives, preservatives, nutrients, moisturizers, emollients, aqueous phase components, or combinations comprising at least of the foregoing.

The components of the surfactant composition may be introduced at levels sufficient to provide a "cleaning effective amount". The term "cleaning effective amount" refers to any amount that is capable of producing a cleaning, stain removing, soil removing, degreasing, whitening, deodorizing, disinfecting or freshness improving effect on a substrate such as a fabric, non-porous surface, metal part, dishware, skin, or the like.

Suitable solvents include mono-and/or polyfunctional alcohols having 1 to 6 carbon atoms, preferred alcohols are ethanol, 1, 2-propanediol, glycerol, or a combination comprising at least of the foregoing, the composition preferably comprises 2 to 20 weight percent (wt%) of the solvent, based on the total weight of the composition, and specifically 5 to 15 wt% of ethanol or any mixture of ethanol and 1, 2-propanediol, or specifically a mixture of ethanol and glycerol the composition may further comprise polyethylene glycol having a relative molecular mass of 200 to 2,000 grams per mole (g/mol), preferably up to 600g/mol, in an amount of 2 to 17 wt% based on the total weight of the surfactant composition.

Suitable examples include, but are not limited to, polyvinylpyrrolidone (PVP), polyethylene glycol dimethyl ether (DM-PEG), vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate (PVP), polystyrene sulfonate (PSS), polyvinylpyridine-N-oxide (PVNO), polyvinylpyrrolidone/vinylimidazole (PVP-VI), polyvinylpyrrolidone/polyacrylic acid (PVP-AA), polyvinylpyrrolidone/vinyl acetate (PVP-VA), polyacrylates or polymalates (polyacrylicalates), or combinations comprising at least of the foregoing.

Suitable hydrotropes that can be used include toluene sulfonate, xylene sulfonate, cumene sulfonate, or a combination comprising at least of the foregoing.

In embodiments, an antioxidant such as a carbamate, an ascorbate, an organic amine such as ethylenediaminetetraacetic acid (EDTA) or an alkali metal salt thereof, Monoethanolamine (MEA), or a combination comprising at least of the foregoing can be used.

Bleaching agents can produce hydrogen peroxide in water and include, for example, sodium perborate tetrahydrate, hydrated sodium perborate, peroxycarbonate, perhydrate citrate, and salts of peracids such as perbenzoate, peroxyphthalate, or diperoxydodecanedioic acid bleaching species and bleaching agents other than oxygen bleaching agents are also known in the art and can be used herein in embodiments photoactivated bleaching agents such as zinc sulfonate and/or aluminum phthalocyanines can be used in another embodiments bleaching compounds can be catalyzed by manganese compounds or cobalt compounds based on the total weight of the surfactant composition the bleaching agent can be included in an amount of 0.025 to 25 wt%.

Viscosity modifiers include hydrogenated castor oil, salts of long chain fatty acids, which are preferably used in amounts of 0 to 5 wt%, based on the total weight of the surfactant composition, examples being sodium or potassium stearate, potassium, aluminium, magnesium and titanium or behenic acid, and other polymeric compounds, for example polyvinylpyrrolidone, polyurethanes andexamples of salts of polycarboxylic acids include homo-or co-polyacrylates, polymethacrylates and, in particular, copolymers of acrylic acid and maleic acid. The molecular weight of the homopolymer may be from 1,000 to 100,000g/mol and the copolymer may be from 2,000 to 200,000g/mol, based on the free acid. Also suitable are, for example, water-soluble polyacrylates crosslinked with 1% by weight of polyallyl ether of sucrose. Examples include under the name

Figure BDA0002317940100000131

The composition may further comprise step of 5 to 20 wt% of a partially esterified copolymer, e.g., obtained by reacting (a) at least C4-C28Olefins or at least C4-28Olefins with up to 20 mol% of C1-28A mixture of alkyl vinyl ethers and (b) an olefinically unsaturated dicarboxylic anhydride having from 4 to 8 carbon atoms in a molar ratio of 1:1 and subsequently with at least C2-4Partial esterification of alkylene oxides or tetrahydrofuran with reaction products such as C1-13Alcohol, C8-22Fatty acid, C1-12Alkylphenol, sec-C2-30The partially esterified copolymer can then be present in the form of a free acid or preferably in partially or fully neutralized form.

Suitable fragrances include extracts and fragrances which may comprise a complex mixture of natural ingredients such as neroli, lemon oil, rose extract, lavender, musk, agastache, balsam essence, sandalwood oil, pine oil, cedarwood oil, balsam Peru balsam, mastic resin (Olibanum resinoid), benzoin, laodan, nutmeg, cassia oil, benzoin resin, caraway, lavender (lavandinor), non-limiting examples of fragrance ingredients include 7-acetyl-1, 2,3,4,5,6,7, 8-octahydro-1, 1,6, 7-tetramethylnaphthalene, methylionone, methylbenzolone, methyl jasmonate, methyl 1,6, 10-trimethyl-2, 5, 9-cyclododecatrien-1-yl ketone, 7-acetyl-1, 1,3,4,4,6, 7-tetramethylcinnamyl ketone, 2-1, 7-1-2-hexahydro-1, 7-1-yl ketone, 7-hexahydro-1, 7-2-hexahydro-1, 7-methylhexanoane, 7-hexahydro-1, 7-1, 6, 7-tetramethylnaphthaleneacetic acid, 7-2, 7-hexahydro-1, 7-1, 6-hexahydro-1, 7-tetramethylnaphthaleneacetic acid, 7-1, 7-hexahydro-1, 7-hexahydro-1, 6, 7-1, 7-hexahydro-1, 7-1, 6-hexahydro-1, 7-hexahydro, 7-1, 6-hexahydro-2, 7-hexahydro-1, 7-hexahydro-1, 2-hexahydro-1, 7-hexahydro-1, 2, 7-hexahydro-1, 7-hexahydro-1, hexahydro-1, 7-hexahydro-1, 2, 7-hexahydro-1, 2, 7-hexahydro-1, 2, 7-hexahydro-1, 7-hexahydro-1, 2, 7-hexahydro-1, 2, 7-1, 2, 7-hexahydro-1, 7-hexahydro-1, 7-hexahydro-1, 7-hexahydro-2, 2, 7-hexahydro-2, 2-hexahydro-2, 2-hexahydro-2, 7-hexahydro-2, hexahydro-2, 7-hexahydro-2, 7-hexahydro-2-hexahydro-2, 2-hexahydro-2, 2-2, 2, 7-hexahydro-2.

In embodiments, suitable enzymes include proteases, lipases, amylases, cellulasesFor example, 0.5 to 1 wt% sodium formate may be used in embodiments, a protease stabilized with a soluble calcium salt may be used, preferably with a calcium content of 1.2% by weight based on the weight of the enzyme3BO3) Metaboric acid (HBO)2) And pyroboric acid (tetraboric acid, H)2B4O7) A salt.

Suitable chelating agents include, for example, ethylenediaminetetraacetic acid, N-hydroxyethylethylenediaminetriacetic acid, nitrilotriacetic acid, ethylenediaminetetrapropionic acid, triethylenetetraminehexaacetic acid, diethylenetriaminepentaacetic acid, ethanoldiglycine, or alkali metal, ammonium, and substituted ammonium salts thereof, dihydroxydisulfobenzenes such as 1, 2-dihydroxy-3, 5-disulfobenzene, biodegradable chelating agents such as ethylenediamine disuccinic acid or methylglycine diacetate, combinations comprising at least of the foregoing chelating agents can be used.

Suitable foam inhibitors include those containing a high proportion of C18-24Soaps of natural or synthetic origin of fatty acids, organopolysiloxanes and mixtures thereof with microsilica, paraffin waxes, microcrystalline waxes, and mixtures thereof with silanized silicon dioxide or distearylacetamide, or combinations comprising at least of the foregoing.

Suitable co-surfactants include, but are not limited to, anionic surfactants, preferably alkyl alkoxylated sulfates, alkyl sulfates and/or linear alkylbenzene sulfonate surfactants, and cationic surfactants, preferably quaternary ammonium surfactants, nonionic surfactants, preferably alkyl ethoxylates, alkyl polyglucosides and/or amine oxide surfactants, amphoteric surfactants, preferably betaines and/or polycarboxylates (e.g., polyglycinates), and zwitterionic surfactants.

Suitable aqueous phase components include, but are not limited to, amino acids such as glycine, alanine, serine, threonine, arginine, glutamic acid, aspartic acid, leucine, valine, and the like; polyhydric alcohols such as glycerin, ethylene glycol, 1, 3-butylene glycol, propylene glycol, isoprene glycol, etc.; water-soluble polymers such as polyamino acids including polyglutamic acid and polyaspartic acid and salts thereof, polyethylene glycol, gum arabic, alginates, xanthan gum, hyaluronic acid, salts of hyaluronic acid, chitin, chitosan, water-soluble chitin, carboxyvinyl polymers; carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl trimethyl ammonium chloride, polydimethyl methylene pyridinium chloride, quaternary ammonium salts of polyvinylpyrrolidone derivatives, cationized proteins, collagen decomposition products and derivatives thereof, acylated proteins, polyglycerol, amino acid polyglycerol esters, and the like; sugar alcohols such as mannitol and alkylene oxide adducts thereof; and lower alcohols such as ethanol, propanol, and the like.

In another embodiments, the surfactant composition may further comprise of any of a variety of other ingredients suitable for producing surfactant compositions having additional functional or cosmetic benefits, such ingredients include, but are not limited to, (a) non-ethoxylated nonionic surfactants other than polyglyceryl nonionic surfactants including, but not limited to, alkyl polyglucosides (e.g., decyl glucoside, coco glucoside, lauryl glucoside), alkyl polypentylglycosides (e.g., caprylyl/caprylyl bran/cornstalk glucoside), sucrose esters (e.g., sucrose cocoate, sucrose laurate), sorbitan esters (e.g., sorbitan laurate, sorbitan caprylate) or combinations comprising at least of the foregoing, and the like, (b) rheology modifiers including, but not limited to, polysaccharides derived from nature including xanthan gum, dehydro guar gum, cassia gum, carrageenin, alginic acid and gums (e.g., alginate, calcium alginate, gellan gum, pectin, microcrystalline cellulose, non-ethoxylated derivatives (e.g., carboxymethyl cellulose, hydroxypropyl methylcellulose, guar gum, carrageenan, alginic acid and guar gum, and other cationic polymers including, hydroxypropyl guar gum polymers such as a hydrophilic guar gum thickener, guar gum, alginic acid, and the like, and other cationic polymers, such as a preservative, or a preservative, a surfactant, a crosslinked copolymer comprising at least one or a hydrophilic emulsifier, such as a hydrophilic emulsifier, a surfactant, a crosslinked copolymer, a cationic polymer, such as a cationic surfactant selected from a cationic polyquaternium-grafted copolymer, a hydrocolloid under the aforementioned cationic surfactant, a cationic surfactant, a copolymer, a cationic surfactant, such as a cationic surfactant, a hydrocolloid, a surfactant, a hydrocolloid, a crosslinked copolymer, a hydrocolloid, a crosslinked copolymer, a crosslinked polyethylene-grafted copolymer, a hydrocolloid, a copolymer, including, a copolymer, a hydrophilic surfactant, including, a hydrophilic surfactant, a cationic polymer, including, a cationic surfactant, a cationic polymer, a crosslinked polyethylene-crosslinked ammonium-crosslinked polyethylene-guar gum, a copolymer, a crosslinked polyethylene glycol, a copolymer, including.

In another embodiments, the surfactant composition can be used as or in a cleaning product for non-porous surfaces.

The hydrophilic-lipophilic balance "HLB" of a compound or composition refers to the relative simultaneous attraction exhibited by water and oil. Thus, substances with a high HLB value above 12 are highly hydrophilic and poorly lipophilic, while substances with a low HLB value below 8 are lipophilic and therefore poorly hydrophilic. Substances with an HLB value of 8 to 12 are of the intermediate type. The HLB number may be calculated based on a nonionic surfactant blend standard having an HLB value of 2 to 16.

The Critical Micelle Concentration (CMC) can be measured according to the ISO 4311:1979 standard.

The dynamic surface tension of the aqueous solutions of the various compounds can be measured using the maximum bubble pressure method at bubble rates of 0.1 bubbles/second (b/s) to 20 b/s. These data provide information on the performance of surfactants at conditions from near equilibrium (0.1b/s) to extremely high surface formation rates (20 b/s).

Pour point may be measured according to ASTM D97 standard test method.

Viscosity can be measured according to ASTM D445 standard test method.

The disclosure is further illustrated by the following non-limiting example .

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