CN104607098A - Method for preparing grease acyl sodium leucine and surface active agent composition containing grease acyl sodium leucine in phase-transfer catalysis way - Google Patents
Method for preparing grease acyl sodium leucine and surface active agent composition containing grease acyl sodium leucine in phase-transfer catalysis way Download PDFInfo
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- CN104607098A CN104607098A CN201510047151.7A CN201510047151A CN104607098A CN 104607098 A CN104607098 A CN 104607098A CN 201510047151 A CN201510047151 A CN 201510047151A CN 104607098 A CN104607098 A CN 104607098A
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Abstract
The invention discloses a method for preparing grease acyl sodium leucine and a surface active agent composition containing the grease acyl sodium leucine in a phase-transfer catalysis way, and belongs to the technical field of fine chemical engineering. According to a technology provided by the invention for synthesizing a grease acryl sodium leucine-type surface active agent, grease and sodium leucine react in the existence of a phase-transfer catalyst PEG800 to generate the grease acryl sodium leucine. The method is high in yield and high in raw material utilization rate, the phase-transfer catalyst PEG800 is prepared by adopting matrix raw materials and active components such as a washing agent, cosmetics and medicines and plays a role in adjusting viscosity, stabilizing, moistening and the like, a product does not need to be separated and can be directly used, the product is a composition of different carbon-chain acryl sodium leucine homologous series and conforms to a surface active agent compounding principle, a synergistic effect can be realized, the content of active matters is high, the surface activity is high, the synthesis route is simple, no pollutant is produced, and the preparation method is environmentally friendly. The invention also relates to the surface active agent composition containing the grease acryl sodium leucine.
Description
Technical field
The present invention relates to grease acyl group Sodium L-leucine and comprise the preparation method of composition of this surfactant; specifically under phase transfer catalyst polyethylene glycol-800 (PEG800) existence condition; utilize grease and Sodium L-leucine Reactive Synthesis grease acyl group Sodium L-leucine class surfactant, belong to technical field of fine.
Background technology
Surfactant is a kind of important functional fine chemicals, owing to having special function, is widely used in each industrial department and field.Fatty acid acylamino acid class surfactant is the mild anion surfactant by carrying out structure of modification and an obtained protein species to common soaps, it is except having the emulsification of surfactant, washing, dispersion, foaming, infiltration, outside the key propertys such as solubilising, compared with common soaps surfactant, owing to introducing amide group and amino acid moiety, thus have more excellent anti-water hardness tolerance, low irritant, hypotoxicity, good biodegradability properties and to advantages such as the good compatibilities of human body, washing agent can be widely used in, cosmetics, medicine, food, biological, material, environmental protection, the fields such as the energy.Along with people more and more pay close attention to the security of surfactant product, mildness and the raising to environmental protection requirement; such surfactant will more and more be subject to people's attention; application can be more and more extensive, has good researching value and application prospect.
The synthetic method of fatty acid acylamino acid class surfactant mainly contains chloride method, fatty acid anhydride method, Arneel SD Hydrolyze method, amide carbonylation method, enzyme process etc.Although these the four kinds of method researchs of fatty acid anhydride method, Arneel SD Hydrolyze method, amide carbonylation method, enzyme process comparatively early, all do not obtain industrial application for various reasons.The method industrially applied at present is chloride method, adopt Schotten-Baumann reaction, but this method subject matter uses in synthesis to have severe corrosive and irritating raw material, as phosphorus trichloride, thionyl chloride or phosgene and fat acyl chloride, there is problem of environmental pollution, and it is high to make cost of material with fat acyl chloride, process equipment requires high, as very high to acyl chlorides quality requirement when amidation process, moisture storage must be completely cut off, to reduce its hydrolysis, otherwise after hydrolysate introduces product, remove very difficult, and also have salt content high, accessory substance is many, product color difference also has the shortcomings such as peculiar smell, the product of this explained hereafter is made to receive certain restriction in application aspect.
The technology improved chloride method deposits at organic solvent to be prepared in case, as acetone, isopropyl alcohol, isobutanol or the tert-butyl alcohol etc., needs to reclaim organic solvent, the method cost can be made to improve, and because of organic solvent residual, affect product quality.
A kind of method of oil and fat preparation fatty acid acylamino acid class surfactant is described in patent ZL 200110162138.8.But the shortcoming of the method described in ZL 200110162138.8 is, used catalyst is metal oxide and carrier 4A zeolite, this catalyst is heterogeneous catalysis, poorly soluble in water, therefore still there is the possibility of improvement, in addition, the character of gained surfactant still requires further improvement.
Therefore the object of this invention is to provide for the preparation of grease acyl group Sodium L-leucine and the method for composition comprising this surfactant; tool has the following advantages: described method can use cheap and commercially available natural oil; phase transfer catalyst PEG800 is base starting material and the active components such as washing agent, cosmetics, medicine; and not with an organic solvent, and provide the preparation method of the grease acyl group Sodium L-leucine with high active content and high surface and the composition comprising this surfactant.
Summary of the invention
To the object of the invention is with grease and Sodium L-leucine, for raw material, to prepare grease acyl group Sodium L-leucine class surfactant.The chemical structural formula of grease acyl group Sodium L-leucine class surfactant of the present invention is as follows:
In formula: R is C
4~ C
24the alkyl of the aliphatic acid of saturated or unsaturated, straight or branched, as capric acid, laurate, myristic acid, palmitic acid, stearic acid, oleic acid, the alkyl of linoleic acid etc.;
Object of the present invention reaches by following technical scheme:
Synthetic method of the present invention utilizes grease and Sodium L-leucine Reactive Synthesis grease acyl group Sodium L-leucine surfactant under catalysts conditions.Synthetic route is as follows:
Grease provided by the invention is various natural oil, comprises coconut oil, palm-kernel oil, palm oil, olive oil, cottonseed oil, rapeseed oil, soybean oil, corn oil, maize germ oil, peanut oil, Rice oil, butter, h-tallow, lard, chicken fat etc.
Catalyst provided by the invention is PEG800.
Technology Synthetic Oil acyl group Sodium L-leucine surfactant provided by the invention; product is the composition of different carbon chain grease acyl group Sodium L-leucine homologue; meet surfactant compound principle; synergistic function can be played; have that product property excellence, active matter content are high, surface-active advantages of higher; and the impurity content of toxic side effect can be reduced, make product have the security of better biocompatibility and Geng Gao.
The phase transfer catalyst PEG800 that technology provided by the invention adopts is base starting material and the active components such as washing agent, cosmetics, medicine, plays the effects such as adjusting viscosity, stable, emulsification, moisturizing; The by-product glycerin of reaction is also the conventional raw materials such as washing agent, cosmetics, medicine, and play the effect such as adjusting viscosity, moisturizing, at this particularly advantageously, the composition that method according to the present invention obtains, product can directly use without the need to separating-purifying.
Another theme of the present invention relates to prepared according to the methods of the invention composition; comprise in whole composition, content is the different carbon chain grease acyl group Sodium L-leucine homologue of 65-75wt%, 20-25wt%PEG800,4-6wt% glycerine, 0.3-2wt% Sodium L-leucine and 0.2-2wt% sodium soap.
Synthetic technology of the present invention overcomes in chloride method and produces that a large amount of spent acid needs that process, operating procedure are complicated, raw material phosphorus trichloride or thionyl chloride and fat acyl chloride excitant large, there is the shortcomings such as environmental pollution; the present invention take natural oil as raw material; directly prepare grease acyl group Sodium L-leucine surfactant; reactions steps is few; be conducive to improving atom utilization and Atom economy; meeting Green Chemistry principle, is a kind of green synthesis method.
Detailed description of the invention
In a preferred embodiment of the invention, the mol ratio of grease and Sodium L-leucine is: 1: 2.4 ~ 1: 6, preferably 1: 2.8 ~ 1: 4.
In a preferred embodiment of the invention, reaction temperature is 60 ~ 240 DEG C, preferably 120 ~ 190 DEG C.
In a preferred embodiment of the invention, catalyst charge is the 15-30wt% of reaction-ure mixture, preferred 20-25wt%.
In a preferred embodiment of the invention, 3 ~ 15 hours reaction time, preferably 8 ~ 12 hours.
Embodiment 1:
Is being furnished with stirring, thermometer, water knockout drum, 0.1mol coconut oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtain caprylyl Sodium L-leucine content 1.5%, capryl Sodium L-leucine content 2.0%, lauroyl Sodium L-leucine content 31.8%, myristoyl Sodium L-leucine content 12.6%, palmityl Sodium L-leucine content 7.0%, sub-oleoyl Sodium L-leucine content 1.5%, oleoyl Sodium L-leucine content 11.4%, stearyl Sodium L-leucine content 1.5%, Sodium L-leucine content 0.5%, sodium soap content 0.9%, PEG800 content 23.4%, glycerol content is the cocoyl Sodium L-leucine surface activator composition of 5.9%.
Embodiment 2:
Is being furnished with stirring, thermometer, water knockout drum, 0.1mol olive oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 8 hours, obtain palmityl Sodium L-leucine content 7.6%, palmitoleoyl Sodium L-leucine content 0.5%, oleoyl Sodium L-leucine content 61.2%, stearyl Sodium L-leucine content 2.5%, peanut acyl group Sodium L-leucine content 0.2%, Sodium L-leucine content 0.6%, sodium soap content 1.1%, PEG800 content 21.1%, glycerol content is the olive oil acyl group Sodium L-leucine surface activator composition of 5.2%.
Embodiment 3:
Be to be furnished with stirring, thermometer, water knockout drum, 0.1mol h-tallow and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtain mace oil acyl group Sodium L-leucine content 0.2%, myristoyl Sodium L-leucine content 2.2%, 15 carbonic acyl radical Sodium L-leucine content 0.7%, palmitoleoyl Sodium L-leucine content 1.6%, palmityl Sodium L-leucine content 20.1%, heptadecene acyl group Sodium L-leucine content 0.3%, 17 carbonic acyl radical Sodium L-leucine content 1.4%, sub-oleoyl Sodium L-leucine content 1.9%, oleoyl Sodium L-leucine content 25.7%, stearyl Sodium L-leucine content 18.1%, Sodium L-leucine content 0.6%, sodium soap content 1.2%, PEG800 content 20.9%, glycerol content is the h-tallow acyl group Sodium L-leucine surface activator composition of 5.1%.
Embodiment 4:
Is being furnished with stirring, thermometer, water knockout drum, 0.1mol sunflower oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtain palmityl Sodium L-leucine content 4.7%, sub-oleoyl Sodium L-leucine content 42.9%, oleoyl Sodium L-leucine content 20.5%, stearyl Sodium L-leucine content 3.7%, 22 carbonic acyl radical Sodium L-leucine content 0.4%, Sodium L-leucine content 0.5%, sodium soap content 1.0%, PEG800 content 21.1%, glycerol content is the sunflower oil acyl group Sodium L-leucine surface activator composition of 5.2%.
Claims (4)
1. prepare the method for cocoyl Sodium L-leucine surfactant for one kind, it is characterized in that being furnished with stirring, thermometer, water knockout drum, 0.1mol coconut oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtain caprylyl Sodium L-leucine content 1.5%, capryl Sodium L-leucine content 2.0%, lauroyl Sodium L-leucine content 31.8%, myristoyl Sodium L-leucine content 12.6%, palmityl Sodium L-leucine content 7.0%, sub-oleoyl Sodium L-leucine content 1.5%, oleoyl Sodium L-leucine content 11.4%, stearyl Sodium L-leucine content 1.5%, Sodium L-leucine content 0.5%, sodium soap content 0.9%, PEG800 content 23.4%, glycerol content is the cocoyl Sodium L-leucine surface activator composition of 5.9%.
2. prepare the method for olive oil acyl group Sodium L-leucine surfactant for one kind, it is characterized in that being furnished with stirring, thermometer, water knockout drum, 0.1mol olive oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 8 hours, obtain palmityl Sodium L-leucine content 7.6%, palmitoleoyl Sodium L-leucine content 0.5%, oleoyl Sodium L-leucine content 61.2%, stearyl Sodium L-leucine content 2.5%, peanut acyl group Sodium L-leucine content 0.2%, Sodium L-leucine content 0.6%, sodium soap content 1.1%, PEG800 content 21.1%, glycerol content is the olive oil acyl group Sodium L-leucine surface activator composition of 5.2%.
3. prepare a method for h-tallow acyl group Sodium L-leucine surfactant, it is characterized in that being furnished with stirring, thermometer, water knockout drum, add 0.1mol h-tallow and 36.0gPEG800 in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtains mace oil acyl group Sodium L-leucine content 0.2%, myristoyl Sodium L-leucine content 2.2%, 15 carbonic acyl radical Sodium L-leucine content 0.7%, palmitoleoyl Sodium L-leucine content 1.6%, palmityl Sodium L-leucine content 20.1%, heptadecene acyl group Sodium L-leucine content 0.3%, 17 carbonic acyl radical Sodium L-leucine content 1.4%, sub-oleoyl Sodium L-leucine content 1.9%, oleoyl Sodium L-leucine content 25.7%, stearyl Sodium L-leucine content 18.1%, Sodium L-leucine content 0.6%, sodium soap content 1.2%, PEG800 content 20.9%, glycerol content is the h-tallow acyl group Sodium L-leucine surface activator composition of 5.1%.
4. prepare the method for sunflower oil acyl group Sodium L-leucine surfactant for one kind, it is characterized in that being furnished with stirring, thermometer, water knockout drum, 0.1mol sunflower oil and 36.0gPEG800 is added in the reaction bulb of reflux condensing tube, be warming up to after 100 DEG C of stirrings are melted and add 0.3mol Sodium L-leucine, be heated to 160 DEG C, steady temperature reacts 12 hours, obtain palmityl Sodium L-leucine content 4.7%, sub-oleoyl Sodium L-leucine content 42.9%, oleoyl Sodium L-leucine content 20.5%, stearyl Sodium L-leucine content 3.7%, 22 carbonic acyl radical Sodium L-leucine content 0.4%, Sodium L-leucine content 0.5%, sodium soap content 1.0%, PEG800 content 21.1%, glycerol content is the sunflower oil acyl group Sodium L-leucine surface activator composition of 5.2%.
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| CN114380711A (en) * | 2021-12-30 | 2022-04-22 | 广州花语精细化工有限公司 | Preparation method of amino acid surfactant |
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Application publication date: 20150513 |