CN112662484A - Bactericidal surfactant, fragrance-retaining bead with bactericidal function containing bactericidal surfactant and preparation method of fragrance-retaining bead - Google Patents
Bactericidal surfactant, fragrance-retaining bead with bactericidal function containing bactericidal surfactant and preparation method of fragrance-retaining bead Download PDFInfo
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- CN112662484A CN112662484A CN202011507675.7A CN202011507675A CN112662484A CN 112662484 A CN112662484 A CN 112662484A CN 202011507675 A CN202011507675 A CN 202011507675A CN 112662484 A CN112662484 A CN 112662484A
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Abstract
The application relates to a bactericidal surfactant which is N-methyldiethanolamine polyglycol ether modified by alkylation and quaternization. The application also relates to the fragrance-retaining bead with the bactericidal function containing the bactericidal surfactant and the preparation method thereof. The novel surfactant is blocked by alkyl, so that the novel surfactant has better defoaming performance, and also has a bacteriostatic effect because of containing a quaternized structure, so that the prepared fragrance-retaining bead has good bactericidal performance.
Description
Technical Field
The application relates to the technical field of organic chemistry and daily chemicals, in particular to a bactericidal surfactant, a fragrance-retaining bead containing the same and having a bactericidal function and a preparation method of the fragrance-retaining bead.
Background
With the development and progress of society, the requirements of people on living quality are continuously improved, and the requirements of people on clothes are higher and higher. The traditional shape and color functions of clothes cannot meet the requirements of people on showing individuality and expressing self, the requirements of people on clothes fragrance are more and more urgent, and particularly, the fragrance requirement of underwear is particularly outstanding. In order to increase the fragrance of clothes, the fragrance is often added into the laundry detergent at present to make the clothes washed fragrant, but the fragrance obtained by the method is not lasting, and the problem that the selectable types of fragrance are few exists. The fragrance can be permanently endowed with the fragrance by adding the microcapsule perfume into the fragrance-retaining beads, and the fragrance has various choices; however, the fragrance-retaining beads have the problem of single function.
In the process of wearing, washing, airing and storing cotton, hemp, silk, wool and velvet natural fiber clothes, because microorganisms such as bacteria are easy to breed under the influence of environmental humidity and temperature, the clothes can generate peculiar smell and are harmful to human health. Although the existing aroma-retaining beads on the market can cover up peculiar smell through self aroma, the problem caused by microorganism breeding cannot be solved fundamentally, and the health of human bodies can still be harmed. The fragrance-retaining bead obtains a sterilization function by adding a micromolecular bactericide of benzalkonium chloride and hydroxyl dichloro diphenyl ether in a fragrance-retaining bead formula; however, the small molecular bactericide is easily adsorbed by clothes, and the small molecular bactericide remained in the clothes is easily contacted with the skin to cause health problems such as skin allergy and the like.
Disclosure of Invention
The technical problem to be solved by the present invention is to provide a surfactant having bactericidal activity, thereby solving the above technical problems in the prior art.
The application also aims to provide a preparation method of the bactericidal surfactant.
It is another object of the present invention to provide a fragrance-retaining bead having a germicidal function, which comprises the germicidal surfactant as described above.
The present application also aims to provide a preparation method of the fragrance-retaining bead with the sterilization function.
In order to solve the above technical problems, the present application provides the following technical solutions.
In a first aspect, the present application provides a germicidal surfactant, wherein the germicidal surfactant is a modified N-methyldiethanolamine polyglycol ether having a structure represented by the following general formula (1):
wherein n is any positive integer between 40 and 120, and X is Cl or Br.
In a second aspect, the present application provides a method for preparing the germicidal surfactant as described above, comprising performing alkylation modification and quaternization modification on N-methyldiethanolamine polyglycol ether with methyl halide in the presence of a catalyst to obtain the germicidal surfactant.
In a third aspect, the present application provides a fragrance retaining bead with a sterilization function, wherein the fragrance retaining bead with the sterilization function comprises the following components by weight:
wherein the germicidal surfactant is the modified N-methyldiethanolamine polyglycol ether of the first aspect.
In one embodiment of the third aspect, the fragrance-retaining bead with bactericidal function comprises the following components in parts by weight:
in one embodiment of the third aspect, the fragrance-retaining bead with bactericidal function comprises the following components in parts by weight:
in one embodiment of the third aspect, the fragrance-retaining bead with bactericidal function comprises the following components in parts by weight:
in one embodiment of the third aspect, the germicidal surfactant has a structure represented by the following general formula (2):
wherein n is any positive integer between 50 and 120.
In one embodiment of the third aspect, the liquid fragrance type is a plant fragrance, preferably a rose fragrance available from ruya perfumery, of the city of Jiangmen.
In one embodiment of the third aspect, the microcapsule fragrance type is a grass wood flavored microcapsule fragrance available from enchantia encyclopedia, inc.
In one embodiment of the third aspect, the dye is any bulk standard dye in the art.
In one embodiment of the third aspect, the alkaline agent is a carbonate or bicarbonate, preferably a bicarbonate.
In a fourth aspect, the present application provides a method for preparing the fragrance-retaining bead with bactericidal function according to the third aspect, wherein the method comprises stirring the bactericidal surfactant, the liquid essence, the microcapsule essence, the dye and the alkaline agent under heating, uniformly mixing, and then granulating to obtain the fragrance-retaining bead with bactericidal function.
Compared with the prior art, the invention has the advantages that: the novel surfactant is blocked by alkyl, so that the novel surfactant has better defoaming performance, and also has a bacteriostatic effect because of containing a quaternized structure, so that the prepared fragrance-retaining bead has good bactericidal performance.
Detailed Description
Unless otherwise indicated, implied from the context, or customary in the art, all parts and percentages herein are by weight and the testing and characterization methods used are synchronized with the filing date of the present application. Where applicable, the contents of any patent, patent application, or publication referred to in this application are incorporated herein by reference in their entirety and their equivalent family patents are also incorporated by reference, especially as they disclose definitions relating to synthetic techniques, products and process designs, polymers, comonomers, initiators or catalysts, and the like, in the art. To the extent that a definition of a particular term disclosed in the prior art is inconsistent with any definitions provided herein, the definition of the term provided herein controls.
The numerical ranges in this application are approximations, and thus may include values outside of the ranges unless otherwise specified. A numerical range includes all numbers from the lower value to the upper value, in increments of 1 unit, provided that there is a separation of at least 2 units between any lower value and any higher value. For example, if a compositional, physical, or other property (e.g., molecular weight, melt index, etc.) is recited as 100 to 1000, it is intended that all individual values, e.g., 100, 101,102, etc., and all subranges, e.g., 100 to 166,155 to 170,198 to 200, etc., are explicitly recited. For ranges containing a numerical value less than 1 or containing a fraction greater than 1 (e.g., 1.1, 1.5, etc.), then 1 unit is considered appropriate to be 0.0001, 0.001, 0.01, or 0.1. For ranges containing single digit numbers less than 10 (e.g., 1 to 5), 1 unit is typically considered 0.1. These are merely specific examples of what is intended to be expressed and all possible combinations of numerical values between the lowest value and the highest value enumerated are to be considered to be expressly stated in this application. It should also be noted that the terms "first," "second," and the like herein do not define a sequential order, but merely distinguish between different structures.
When used with respect to chemical compounds, the singular includes all isomeric forms and vice versa (e.g., "hexane" includes all isomers of hexane, individually or collectively) unless expressly specified otherwise. In addition, unless explicitly stated otherwise, the use of the terms "a", "an" or "the" are intended to include the plural forms thereof.
The terms "comprising," "including," "having," and derivatives thereof do not exclude the presence of any other component, step or procedure, and are not intended to exclude the presence of other elements, steps or procedures not expressly disclosed herein. To the extent that any doubt is eliminated, all compositions herein containing, including, or having the term "comprise" may contain any additional additive, adjuvant, or compound, unless expressly stated otherwise. Rather, the term "consisting essentially of … …" excludes any other components, steps or processes from the scope of any of the terms hereinafter recited, except those necessary for performance. The term "consisting of … …" does not include any components, steps or processes not specifically described or listed. Unless explicitly stated otherwise, the term "or" refers to the listed individual members or any combination thereof.
In a first aspect, the present application provides a fragrance retaining bead with low sterilization function, which is applied to laundry, thereby solving at least some of the technical problems in the prior art described above.
In one embodiment, to achieve the above objects, the present invention provides a technical solution, compared with the prior art, in which N-methyldiethanolamine is used as an initiator to prepare a high molecular N-methyldiethanolamine polyethylene glycol, and a halogenated methane such as methyl chloride is used to modify the high molecular N-methyldiethanolamine polyethylene glycol to prepare an alkylated and quaternized N-methyldiethanolamine polyglycol ether for manufacturing fragrance-retaining beads. N-methyldiethanolamine with a special structure is selected as a polyethylene glycol initiator, tertiary amine can be introduced into a molecular structure, and quaternary ammonium salt with a sterilization function is generated after the tertiary amine is quaternized by methyl chloride. Meanwhile, the hydroxyl at the tail end of the N-methyldiethanolamine polyethylene glycol is substituted by methyl, so that the generation of foams during washing can be effectively reduced, and the using amount of water during washing can be reduced. And then the alkylated and quaternized modified N-methyldiethanolamine polyglycol ether and additives such as essence, microcapsule essence, dye, sodium bicarbonate and the like are heated and mixed uniformly, and then the mixture is granulated to obtain the fragrance-retaining bead with low sterilization function.
In one embodiment, the polyethylene glycol N-methyldiethanolamine has the general structural formula:
wherein n is any positive integer between 40 and 120.
In one embodiment, the modified N-methyldiethanolamine polyglycol ether has the general structural formula:
wherein n is any positive integer between 40 and 120.
In one embodiment, the mass ratio of the raw materials of the aromatic bead with bactericidal function described herein is as follows:
modified N-methyldiethanolamine polyglycol ether: 75-90 parts;
liquid essence: 2-4 parts;
microcapsule essence: 0.5-1.5 parts;
dye: 0.05-0.1 part;
alkaline reagent: 5-15 parts.
In one embodiment, the mass ratio of the raw materials of the aromatic bead with bactericidal function described herein is as follows:
modified N-methyldiethanolamine polyglycol ether: 75-85 parts;
liquid essence: 2-3 parts of a solvent;
microcapsule essence: 0.5-1 part;
dye: 0.05-0.08 part;
alkaline reagent: 5-10 parts.
In one embodiment, the mass ratio of the raw materials of the aromatic bead with bactericidal function described herein is as follows:
modified N-methyldiethanolamine polyglycol ether: 85-90 parts of a solvent;
liquid essence: 3-4 parts;
microcapsule essence: 1-1.5 parts;
dye: 0.08-0.1 part;
alkaline reagent: 10-15 parts.
In this context, the alkaline agent is a carbonate or bicarbonate, preferably a bicarbonate. For example, the alkaline agent may be one or more of sodium bicarbonate, potassium bicarbonate, sodium carbonate or potassium carbonate.
The above preferred conditions can be arbitrarily combined to obtain preferred embodiments of the present invention without departing from the common general knowledge in the art.
The reagents and starting materials used in the present invention are commercially available.
The percentage in the invention is the mass percentage of each component in the total amount of the raw materials.
Examples
The technical solutions of the present application will be clearly and completely described below with reference to the embodiments of the present application. The reagents and raw materials used are commercially available unless otherwise specified. The experimental methods without specifying specific conditions in the following examples were selected according to the conventional methods and conditions, or according to the commercial instructions.
In the examples described below, the liquid fragrance type is a vegetable fragrance, preferably a rose fragrance available from Yunya spices, Inc., of Jiangmen. The type of the microcapsule essence is a plant-flavor microcapsule essence purchased from Intelligent microcapsule science and technology Limited of American Di, Anhui.
Synthetic examples
Example one
(1) And sequentially adding 120g N-methyldiethanolamine and 11g of sodium methoxide into the high-temperature high-pressure kettle, stirring and dissolving, heating to 90-110 ℃, and vacuumizing for 1 hour to remove methanol. Continuously heating to 130-140 ℃, introducing 3520g of ethylene oxide under-0.1 MPa for reaction, controlling the reaction temperature at 130-150 ℃ and the pressure at 0.1-0.3 MPa. Aging for 1h after the ethylene oxide reaction is finished, and then degassing for 30min under-0.1 MPa. After the degassing is finished, cooling to 65-75 ℃, adding 70g of sodium methoxide, stirring and dissolving, degassing for 90min under-0.1 MPa, continuously introducing 167g of methyl chloride, reacting for 10h under 0.1-0.3 MPa, heating to 90-100 ℃, and degassing for 60min under-0.1 MPa. After the degassing is finished, 28g of acetic acid is added to neutralize the solution to be neutral, and the alkylated and quaternized modified N-methyldiethanolamine polyglycol ether with the number average molecular weight of about 3600 is obtained.
Heating and stirring the modified N-methyldiethanolamine polyglycol ether, the sodium bicarbonate, the essence, the capsule essence, the dye and the sodium bicarbonate according to the proportion of the first embodiment in the table 1, uniformly mixing, and then granulating to obtain the fragrance-retaining bead with the low sterilization function according to the first embodiment.
Example two
(1) And sequentially adding 120g N-methyldiethanolamine and 16g of sodium methoxide into the high-temperature high-pressure kettle, stirring and dissolving, heating to 90-110 ℃, and vacuumizing for 1 hour to remove methanol. And continuously heating to 130-140 ℃, introducing 8008g of ethylene oxide under-0.1 MPa for reaction, controlling the reaction temperature at 130-150 ℃ and the pressure at 0.1-0.3 MPa. Aging for 1h after the ethylene oxide reaction is finished, and then degassing for 30min under-0.1 MPa. After the degassing is finished, cooling to 65-75 ℃, adding 71g of sodium methoxide, stirring and dissolving, degassing for 100min under-0.1 MPa, continuously introducing 152g of methyl chloride, reacting for 13h under 0.1-0.3 MPa, heating to 90-100 ℃, and degassing for 90min under-0.1 MPa. After the degassing is finished, 23g of acetic acid is added to neutralize to neutrality, and the alkylated and quaternized modified N-methyldiethanolamine polyglycol ether with the number average molecular weight of about 8000 is obtained.
(2) Heating and stirring the modified N-methyldiethanolamine polyglycol ether, the sodium bicarbonate, the essence, the capsule essence, the dye and the sodium bicarbonate according to the proportion of the second embodiment in the table 1, uniformly mixing, and then granulating to obtain the fragrance-retaining bead with the low sterilization function according to the second embodiment.
EXAMPLE III
(1) Adding 120g N-methyldiethanolamine and 21g of sodium methoxide into a high-temperature high-pressure kettle in sequence, stirring and dissolving, heating to 90-110 ℃, vacuumizing for 1h to remove methanol, continuously heating to 130-140 ℃, introducing 10560g of ethylene oxide under-0.1 MPa to react, controlling the reaction temperature at 130-150 ℃ and the pressure at 0.1-0.3 MPa. Aging for 1h after the ethylene oxide reaction is finished, and then degassing for 30min under-0.1 MPa. After the degassing is finished, cooling to 65-75 ℃, adding 55g of sodium methoxide, stirring and dissolving, degassing for 120min under-0.1 MPa, continuously introducing 175g of methyl chloride, reacting for 15h under 0.1-0.3 MPa, heating to 90-100 ℃, and degassing for 90min under-0.1 MPa. After degassing, 35g of acetic acid is added for neutralization to obtain the alkylated and quaternized modified N-methyldiethanolamine polyglycol ether with the number average molecular weight of about 10000.
(2) Heating and stirring the modified N-methyldiethanolamine polyglycol ether, the sodium bicarbonate, the essence, the capsule essence, the dye and the sodium bicarbonate according to the proportion of the second embodiment in the table 1, uniformly mixing, and then granulating to obtain the fragrance-retaining bead with the low sterilization function according to the third embodiment.
Effects of the embodiment
The fragrance-retaining beads prepared in the first, second and third examples and the commercially available non-antibacterial fragrance-retaining beads (purple fragrance-retaining beads for lavender from Pink Nippon chemical plant) were washed with the same washing machine and the same washing procedure; and (3) performing a suspension quantitative antibacterial test on the washed rinsing liquid according to the WS/T650-shaped and 2019 standard, and testing the antibacterial effect of different fragrance-retaining beads. Meanwhile, the foaming power of each fragrance-retaining bead is measured by using the Ross-Miles method according to the standard GB/T1313.6-2000 for measuring the foaming power when 2.5g of each fragrance-retaining bead is washed.
Table 1 shows different formulas and application performance comparisons of fragrance retaining beads with bactericidal function.
As can be seen from Table 1, the bacteriostatic rates of the rinse solutions of the fragrance retaining beads of the first, second and third examples are all superior to those of the commercial products, and the bacteriostatic rates of the sterilizing fragrance retaining beads are all more than 80%, which indicates that the rinse solutions have bacteriostatic effects. The bacteriostatic rate of the fragrance retaining beads with the sterilization function in the first embodiment and the second embodiment is higher than 90%, and the fragrance retaining beads with the sterilization function have a strong bacteriostatic effect. The foam heights of the water solution of the fragrance retaining beads of the first embodiment, the second embodiment and the third embodiment are all smaller than those of the commercial products, which shows that the fragrance retaining beads of the first embodiment, the second embodiment and the third embodiment have better low-foaming performance and are easy to rinse.
The embodiments described above are intended to facilitate the understanding and appreciation of the application by those skilled in the art. It will be readily apparent to those skilled in the art that various modifications to these embodiments may be made, and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present application is not limited to the embodiments herein, and those skilled in the art who have the benefit of this disclosure will appreciate that many modifications and variations are possible within the scope of the present application without departing from the scope and spirit of the present application.
Claims (10)
1. A germicidal surfactant, characterized in that the germicidal surfactant is a modified N-methyldiethanolamine polyglycol ether, having a structure represented by the following general formula (1):
wherein n is any positive integer between 40 and 120, and X is Cl.
2. The fragrance-retaining bead with the sterilization function is characterized by comprising the following components in parts by weight:
wherein the bactericidal surfactant is the modified N-methyldiethanolamine polyglycol ether of claim 1.
3. The fragrance-retaining bead with sterilization function as claimed in claim 2, wherein the fragrance-retaining bead with sterilization function comprises the following components in parts by weight:
4. the fragrance-retaining bead with sterilization function as claimed in claim 2, wherein the fragrance-retaining bead with sterilization function comprises the following components in parts by weight:
5. the fragrance-retaining bead with sterilization function as claimed in claim 2, wherein the fragrance-retaining bead with sterilization function comprises the following components in parts by weight:
6. the flavor-retaining bead having a bactericidal function according to any one of claims 2 to 5, wherein the bactericidal surfactant has a structure represented by the following general formula (2):
wherein n is any positive integer between 50 and 120.
7. A fragrance bead with bactericidal function according to any of claims 2-5, wherein the liquid fragrance type is a plant fragrance, preferably a rose fragrance available from Yunya spices, Inc. of Jiangmen city.
8. The fragrant bead with bactericidal function according to any one of claims 2 to 5, wherein said type of microcapsule perfume is a plant-flavor microcapsule perfume available from Intelligent microcapsule science and technology Limited of America, Anhui.
9. A fragrance bead with bactericidal function according to any of claims 2 to 5, characterized in that the alkaline agent is a carbonate or bicarbonate, preferably bicarbonate.
10. A method for preparing the fragrance-retaining bead with bactericidal function according to any one of claims 2 to 9, wherein the method comprises stirring the bactericidal surfactant, the liquid essence, the microcapsule essence, the dye and the alkaline agent under heating, uniformly mixing, and then granulating to obtain the fragrance-retaining bead with bactericidal function.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN115232277A (en) * | 2022-08-11 | 2022-10-25 | 山东一诺威新材料有限公司 | Special polyether polyol for latex-like polyurethane flexible foam and preparation method thereof |
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| CN111286414A (en) * | 2019-11-28 | 2020-06-16 | 纳爱斯浙江科技有限公司 | Clothing fragrance retaining bead and preparation method thereof |
| CN111518637A (en) * | 2020-03-18 | 2020-08-11 | 威莱(广州)日用品有限公司 | Strong-effect sterilization long-acting bacteriostatic washing fragrance retaining bead and preparation method thereof |
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| US5783534A (en) * | 1993-11-20 | 1998-07-21 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of solid esterquats |
| US6417151B1 (en) * | 1997-04-04 | 2002-07-09 | Henkel Kommanditgesellschaft Auf Aktien | Activators for peroxide compounds in detergents and cleaning agents |
| CN109234043A (en) * | 2018-09-13 | 2019-01-18 | 威莱(广州)日用品有限公司 | A kind of laundry lasting pearl and preparation method thereof |
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| CN115232277A (en) * | 2022-08-11 | 2022-10-25 | 山东一诺威新材料有限公司 | Special polyether polyol for latex-like polyurethane flexible foam and preparation method thereof |
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