CN114452802A - Deodorant composition and process for producing the same - Google Patents

Deodorant composition and process for producing the same Download PDF

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Publication number
CN114452802A
CN114452802A CN202011250830.1A CN202011250830A CN114452802A CN 114452802 A CN114452802 A CN 114452802A CN 202011250830 A CN202011250830 A CN 202011250830A CN 114452802 A CN114452802 A CN 114452802A
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deodorant composition
water
composition according
dendrimer
weight
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今村良平
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Kalumo Ai Co ltd
Nissen Cleaning Co ltd
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Kalumo Ai Co ltd
Nissen Cleaning Co ltd
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34Chemical or biological purification of waste gases
    • B01D53/74General processes for purification of waste gases; Apparatus or devices specially adapted therefor
    • B01D53/77Liquid phase processes
    • B01D53/78Liquid phase processes with gas-liquid contact
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34Chemical or biological purification of waste gases
    • B01D53/46Removing components of defined structure
    • B01D53/72Organic compounds not provided for in groups B01D53/48 - B01D53/70, e.g. hydrocarbons

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  • Environmental & Geological Engineering (AREA)
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  • General Chemical & Material Sciences (AREA)
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  • Health & Medical Sciences (AREA)
  • Biomedical Technology (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)

Abstract

The invention provides a deodorant composition and a method for producing the same. The deodorant composition is composed of a mixed aqueous solution containing a dendritic compound, a phosphate ester and a phosphazene compound as main components. The deodorant composition of the present invention can remove malodors such as hydrogen sulfide, methyl mercaptan, ammonia, amines, dimethyl disulfide, toluene, xylene, ethyl acetate, butyric acid, isovaleric acid, valeric acid, benzene ring compounds, aldehydes, and the like, in various factories, sewage treatment plants, feces and urine treatment plants, garbage disposal plants, general households, and the like.

Description

Deodorant composition and process for producing the same
Technical Field
The present invention relates to a deodorant composition having excellent deodorizing properties against a pollutant gas generated in various industrial fields, general households, garbage disposal plants, and the like.
Background
Conventionally, various methods have been known as a method for removing a contaminant gas by adsorption. For example, a water washing method of dissolving and removing malodorous components such as ammonia, amines, and organic acids in water, a chemical agent absorption method of reacting and absorbing malodorous components with an aqueous solution of an acid or a base, an adsorption method using an adsorbent such as activated carbon or an ion exchange resin, and the like are known. However, these deodorizing methods have limited kinds of malodors to be treated, and are not very excellent in deodorizing effect. Recently, it has been proposed to use a zwitterionic polyacrylamide having an anionic group and a cationic group in its molecule as a deodorant, and to use it as a large-scale deodorant or deodorant in a factory or the like. (see Japanese patent No. 6164763)
Documents of the prior art
Patent document
Patent document 1: japanese patent No. 6164763
Disclosure of Invention
Problems to be solved by the invention
However, the zwitterionic polyacrylamide described in the above-mentioned japanese patent No. 6164763 has a disadvantage of low deodorizing ability against a pollutant gas such as ammonia, dimethyl disulfide, ethyl acetate, acetaldehyde, or butyric acid.
The present invention has been made to solve the above-mentioned drawbacks, and an object of the present invention is to provide a deodorant composition having excellent deodorant properties against alkaline gases such as ammonia and amines, and pollutant gases such as hydrochloric acid, hydrogen sulfide, methyl mercaptan, dimethyl disulfide, toluene, xylene, ethyl acetate, butyric acid, isovaleric acid, valeric acid, benzene ring compounds, and aldehydes.
Means for solving the problems
The present inventors have intensively studied the removal of a contaminant gas having a high adsorption capacity in view of the above-mentioned problems, and as a result, have found that a deodorant composition comprising a mixed aqueous solution of a dendrimer compound, a phosphate ester and a phosphazene compound exhibits an excellent adsorption capacity for the contaminant gas, and have completed the present invention.
Effects of the invention
The deodorant composition of the present invention contains a dendrimer compound such as a polyamide-amine dendrimer and exhibits an excellent deodorant function by the interaction between a phosphate and a phosphazene compound such as t-butylimino-tris (pyrrolidine) phosphine. Compared with the conventional deodorant, the deodorant has higher adsorption capacity and wide adsorption range, and also has a high chemical reaction mechanism, so that the deodorant can exert excellent deodorization capacity.
The deodorizing ability is exhibited at a high adsorption rate, and the deodorizing ability is maintained even at a low concentration of pollutants. Therefore, the method can be effectively applied to a field which cannot cope with the removal of a dilute contaminated gas or the removal of a high level contaminated gas in the past. Can be produced for various purposes and can exhibit excellent deodorizing performance even for adsorbed molecules which cannot exhibit deodorizing performance in conventional deodorants using polymers such as toluene and xylene. Due to its high functionality, it can be deployed for a variety of purposes. In addition, according to the production method of the present invention, the deodorant can be industrially advantageously obtained.
Drawings
Fig. 1 shows the results of acetaldehyde deodorization test of the deodorant compositions obtained in examples 1 and 2 and comparative examples 1 and 2.
Fig. 2 shows the results of the toluene deodorization test of the deodorant compositions obtained in examples 1 and 2 and comparative examples 1 and 2.
Fig. 3 shows the results of the ammonia deodorization test of the deodorant compositions obtained in examples 1 and 2 and comparative examples 1 and 2.
Fig. 4 shows the results of the dimethyl disulfide deodorization test of the deodorant compositions obtained in examples 1, 2 and comparative examples 1, 2.
Fig. 5 shows the results of butyric acid deodorization test of the deodorant compositions obtained in examples 1 and 2 and comparative examples 1 and 2.
Fig. 6 shows the results of column tests on activated carbon-impregnated ammonia obtained in example 3 and comparative example 3.
Detailed Description
The deodorant composition of the present invention is composed of a mixed aqueous solution containing a dendrimer compound, a phosphate ester and a phosphazene compound as main components.
Hereinafter, the deodorant composition of the present invention may be referred to as "stock solution of water-soluble deodorant composition", "stock solution of deodorant composition", and the like, and they have the same meanings.
As the dendrimer compound, any one dendrimer selected from the group consisting of a polyethylene glycol dendrimer, a polyphenylene dendrimer, a thiophosphoryl-polyamidoamine-3 dendrimer, an amino-type dendrimer, an amido ether-type dendrimer, a sodium carboxylate-type dendrimer, and a polyamidoamine dendrimer may be used. Particularly preferred examples of the dendrimer compound include polyamidoamine dendrimers.
As the phosphate ester, any of a phosphoric monoester, a phosphoric diester, and a phosphoric triester can be used.
As the phosphazene compound, t-butylimino-tris (pyrrolidine) phosphine may be used.
Further, the stock solution of a water-soluble deodorant composition of the present invention is characterized by comprising: 0.1 to 3 wt%, preferably 0.5 to 2 wt% of a dendrimer; 0.1 to 5 wt%, preferably 0.5 to 3 wt% of a phosphate; and 0.1 to 3 wt%, preferably 0.5 to 2 wt% of a phosphazene compound.
Further, a surfactant, an antibacterial agent and/or a preservative may be contained as long as the activity as a deodorant is not impaired.
The water-soluble deodorant composition stock solution of the present invention can be produced as follows: adding an alcoholic solution of a dendritic compound, liquid phosphate and a liquid phosphazene compound into water, stirring at high temperature and high pressure for more than 8 hours, uniformly mixing to obtain a mixed aqueous solution, and then heating alcohol of a solvent to volatilize and separate the alcohol and the phosphate.
In the step of dissolving in water, 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight, of a 20% alcohol solution of a dendrimer, 0.1 to 5 parts by weight, preferably 0.5 to 3 parts by weight, of a phosphate ester, and 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight, of a phosphazene compound are added to 100 parts by weight of water, and the mixture is stirred and mixed uniformly for 8 hours or more using an autoclave equipped with a stirrer. In the step of volatilizing and removing the alcohol, the solvent alcohol was separated and removed by heating to 80 ℃ using an evaporator equipped with a reflux condenser.
The reason for removing the alcohol as a solvent for the dendrimer is as follows: for example, in the case of an apparatus having a heat generating element such as an electrodeposition coating plant or a rotary kiln, when a raw solution of a water-soluble deodorant composition is diluted with water to 1/200 at a high temperature and sprayed for deodorization, if an alcohol remains as a solvent, the alcohol is oxidized at a high temperature to generate formaldehyde as a strong malodorous gas, and therefore, the alcohol as a solvent must be removed.
The water-soluble deodorant composition stock solution of the present invention or the deodorant solution obtained by diluting the same with water may contain a surfactant, an antibacterial agent and/or a preservative as required.
The content of the polyamidoamine dendrimer in the stock solution of the water-soluble deodorant composition is in the range of 0.1 to 3 wt%, preferably 0.5 to 2 wt%. The reason is that: when the amount is 0.1 wt% or less, the effect of the deodorizing action is insufficient, while when the amount is 3 wt% or more, the liquid properties are deteriorated, that is, the components are separated, or the storage stability is deteriorated due to the chemical reaction. The content of the phosphate is in the range of 0.1 to 5 wt%, preferably 0.5 to 3 wt%, based on the phosphate. The reason is that: when the amount is 0.1 wt% or less, the effect of the deodorizing action is insufficient, while when the amount is 5 wt% or more, the liquid properties are deteriorated and the storage stability is deteriorated due to separation or deterioration of the components. The content of the tert-butylimino-tris (pyrrolidine) phosphine is 0.1 to 3 wt%. Preferably in the range of 0.5 to 2 wt%. The reason is that: when the amount is 0.1 wt% or less, the effect of the deodorizing action is insufficient, while when the amount is about 3 wt% or more, the dispersion is not uniform.
The surfactant is not particularly limited, and may contain: anionic surfactants such as carboxylates and sulfonates; cationic surfactants such as amine carboxylates and quaternary ammonium salts; amino acid type, betaine type amphoteric surfactants; 1 or 2 or more nonionic surfactants such as glycerin fatty acid ester, sorbitan fatty acid ester, polyoxyethylene, alkyl ethoxylate, and alcohol polyethoxylate.
The antibacterial agent and the preservative are not particularly limited, and may contain: isothiazolinone, azole, bronopol, chlorothalonil, methanesulfonyl tetrachloropyridine, carbendazim, thiabendazole, N- (dichlorofluoromethylthio) phthalimide (fluor-folpet), sodium diacetate, diiodomethyl-p-tolylsulfone, o-phenylphenol, biphenyl, imazalil, 1,3, 5-triazine, isothiazoline, zinc pyrithione, bronopol, sodium pyrithione, phenoxyethanol, IPBC, ethanol, propanol, isopropanol, formaldehyde, glutaraldehyde, and the like.
The deodorant composition of the present invention has an advantage in that the deodorizing range is very wide. The deodorant composition of the present invention can be used in the form of a stock solution. If necessary, the solution may be diluted with water to 1000 times or less, preferably 100 to 200 times.
When it is desired to remove an acid gas in a scrubber in a plant, an alkaline aqueous solution such as NaOH (sodium hydroxide) is generally injected into a circulation tank to perform a neutralization reaction.
The deodorant composition stock solution of the present invention can also be used as a substitute for the above-mentioned neutralizing agent. In this case, the deodorant composition stock solution of the present invention is diluted to 100kg per 10t of water (1/100) and used.
The deodorant composition of the present invention can be used in various fields such as various factories, pig farms, feces and urine disposal plants, garbage incinerators, and general households, and in this case, it can be diluted to 1000 times or less. Particularly preferably, the solution is diluted 100 to 200 times.
For example, in the case of use in a pig farm, 0.5g (a ratio of about 1/400) of the deodorant composition stock solution of the present invention is diluted with 195.5g of tap water and used in the form of a spray.
In the case of industrial use, a compressor is used for spraying.
The deodorant composition stock solution of the present invention can be diluted with tap water and used, and therefore, it is economically reasonable. The dilution ratio may vary depending on the application.
The deodorant composition stock solution of the present invention may be used in the form of a liquid or mist, or may be carried on a carrier, depending on the purpose of use. The carrier is not particularly limited, and any form such as a granular form, a fibrous form, or a honeycomb form may be used as the carrier in the molded article. As the carrier, any of montmorillonite, sepiolite, hydrotalcite, bentonite, apatite, zeolite-based compounds, activated alumina, mesoporous silica, coconut shell activated carbon, high specific surface area activated carbon, fibrous activated carbon, and water-absorbent polymers can be used.
For example, in the case of being supported on a coconut shell activated carbon support, it is preferable to actually measure the pore volume using carbon tetrachloride. In the case where the actual measured void volume was 1.40cc/g, 50g of coconut shell activated carbon and 10g of the deodorant composition stock solution of the present invention diluted with water to 1/200 were put into a plastic bag, and the plastic bag was shaken to be uniformly impregnated. Thus, the pore volume of 50g of coconut shell activated carbon became 70 cc/g. When the impregnation amount is less than 70cc/g, the specific surface area of the activated carbon is lowered, and the desired characteristics cannot be obtained. According to this method, a drying step is not required, and the powder can be easily produced industrially using a batch-type rotary powder mixer.
However, if economic considerations are not taken into consideration, the fibrous active carbon is most preferred because it can be processed into any shape. The fibrous active carbon can be used as a chemical filter in a semiconductor manufacturing plant.
The adsorbed molecules to be targeted by the deodorant composition of the present invention are not particularly limited, and examples thereof include: nitrogen compounds such as ammonia, monomethylamine, dimethylamine, trimethylamine, and nitrogen oxides; sulfur compounds such as hydrogen sulfide, dimethyl disulfide, methyl mercaptan, ethyl mercaptan, and sulfur oxide; aldehydes such as formaldehyde, acetaldehyde, and propionaldehyde; aliphatic hydrocarbons such as acetic acid, butyric acid, valeric acid, and isovaleric acid; indoles such as indole and skatole; phenols, ethylenically unsaturated hydrocarbons; alcohols such as isopropyl alcohol; the deodorant composition exhibits excellent deodorant activity against various gases such as offal odor, animal odor, and other organic gases, and effectively exhibits deodorant ability.
The method for producing a deodorant composition stock solution of the present invention is characterized by comprising: the method comprises the following steps:
adding an alcoholic solution of a dendrimer, phosphate ester and a phosphazene compound to water, and stirring at a high temperature and a high pressure to dissolve the dendrimer and the phosphate ester in the water; and
and (4) volatilizing and removing the alcohol.
In general, the dendrimer compound is provided so as to be dissolved in an alcohol solvent, and the phosphazene compound is hardly soluble in water, and therefore cannot be uniformly dispersed in a liquid phase unless it is at a high temperature and a high pressure. Therefore, in the step of dissolving the alcohol solution of the dendrimer compound, the phosphate ester and the phosphazene compound in water, it is preferable to stir at high temperature and high pressure using an autoclave with a stirrer.
The temperature of the autoclave is preferably maintained at 120 to 180 ℃.
In the step of volatilizing and removing the alcohol, an evaporator with a reflux condenser is preferably used.
In the step of dissolving the deodorant composition stock solution of the present invention in water, it is preferable to add 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight of a 20% alcohol solution of a dendrimer compound, 0.1 to 5 parts by weight, preferably 0.5 to 3 parts by weight of a phosphate ester, and 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight of a phosphazene compound to 100 parts by weight of water.
When a surfactant, an antibacterial agent and/or a preservative are added, the stock solution is cooled by cooling, and then added and stirred. Then, a filtration treatment is performed by passing the solution through a filter.
In the case of being supported on a carrier, it is necessary to actually measure the pore volume and perform a spray method or a drying step after impregnation.
The detailed mechanism of the form of the polyamidoamine dendrimer contained in the high-temperature and high-pressure step is not clear, but it is presumed that the deodorizing function is exerted by the chemical bond between the terminal group and the adsorbed molecule. Although the interaction of the phosphate ester with t-butylimino-tris (pyrrolidine) phosphine is not clear, it is presumed that the affinity is increased depending on the dipole moment of the phosphate ester and t-butylimino-tris (pyrrolidine) phosphine with the adsorbed molecule, thereby exhibiting a deodorizing function.
The deodorant composition of the present invention can be used in the form of a stock solution. Particularly, the deodorant composition exhibits a high deodorizing function in an electrocoating factory or the like where the concentration of a polluted gas is high. Further, the deodorant composition stock solution can be diluted with tap water to about 1/200 and sprayed to deodorize. The polluted gas comes into contact with the mist of the deodorant composition and changes into other substances by forming a chemical bond, thereby exhibiting a deodorizing function. The deodorant composition of the present invention can be used in all fields where conventional deodorants utilizing a polymer mechanism are used, and can also be effectively used in fields where removal of a dilute contaminated gas or removal of a contaminated gas at a high level has not been possible so far.
The deodorant composition of the present invention contains a dendrimer compound such as a polyamide-amine dendrimer and exhibits an excellent deodorant function by the interaction between a phosphate and a phosphazene compound such as t-butylimino-tris (pyrrolidine) phosphine. Therefore, the deodorant composition of the present invention has a high adsorption capacity and a wide adsorption range, and also has a high chemical reaction mechanism, and thus can exhibit an excellent deodorizing ability, essentially unlike conventional deodorants containing a polymer. The deodorizing ability is exhibited at a high adsorption rate, and the deodorizing ability is maintained even at a low concentration of pollutants. Therefore, the method can be effectively applied to a field which cannot cope with the removal of a dilute contaminated gas or the removal of a high level contaminated gas in the past. Can be produced for various purposes and exhibits excellent deodorizing performance even for adsorbed molecules which cannot exhibit deodorizing performance in conventional deodorants using polymers such as toluene and xylene. Due to its high functionality, it can be deployed for a variety of purposes. In addition, according to the production method of the present invention, the deodorant can be industrially advantageously obtained.
Examples
Hereinafter, examples are given to explain the present invention more specifically, but the present invention is not limited thereto. Examples 1 to 2 are examples of the deodorant stock solution of the present invention containing 3 kinds of compounds of a dendrimer compound, a phosphate ester and a phosphazene compound. Comparative example 1 is a deodorant raw liquid using a dendrimer alone, comparative example 2 is a deodorant raw liquid using a phosphate alone, and comparative example 3 is a deodorant composition prepared by using a phosphate and a phosphazene compound in combination, respectively, for the purpose of deodorizing properties of the deodorant compositions of the present invention of comparative example 1 and example 2.
Example 3 was prepared by diluting the stock solution obtained in example 1 to 1/100 and loading the same on coconut shell activated carbon to evaluate deodorizing properties.
Comparative example 5 was prepared in order to compare the deodorant composition obtained by diluting the stock solution obtained in comparative example 1 to 1/100 with the deodorant composition supported on coconut shell activated carbon of example 3 in terms of deodorizing properties.
In comparative example 4, a deodorant composition stock solution using zwitterionic polyacrylamide described in patent documents exemplified as a prior art was used and prepared for the deodorizing properties of the deodorant compositions of the present invention of comparative examples 1 and 2.
Example 1
100g of tap water, 3g of a 20% ethanol solution of polyamidoamine dendrimer, 0.8g of monoester phosphate, and 0.8g of t-butylimino-tris (pyrrolidine) phosphine were charged into a 500ml autoclave made of stainless steel and equipped with a thermometer, a manometer, and a stirrer. The heating was carried out by a mantle heater with a temperature regulator while stirring. When the temperature of the reaction mixture reached 160 ℃, the reaction was continued by stirring and heating for 6 hours. The pressure at this time was 0.6 MPa. After the reaction was completed, the reaction product was cooled and the volatile components were removed at 80 ℃ using a rotary evaporator equipped with a reflux condenser. Subsequently, after cooling, the mixture was passed through a 1000-mesh gauze made of cloth to obtain a stock solution of the water-soluble deodorant composition. The weight of the water-soluble deodorant composition stock solution obtained was 98.6 g.
The composition ratio of each component of the obtained stock solution of the water-soluble deodorant composition was as follows.
Polyamidoamine dendrimers: 0.61 wt%
Phosphoric acid monoester: 0.81 wt%
T-butylimino-tris (pyrrolidine) phosphine: 0.81 wt.%
And the balance: water (W)
Example 2
100g of tap water, 3g of a 20% ethanol solution of polyamidoamine dendrimer, 1.6g of diester phosphate, and 1.6g of t-butylimino-tris (pyrrolidine) phosphine were placed in a 500ml autoclave made of stainless steel and equipped with a thermometer, a manometer, and a stirrer. The heating was carried out by a mantle heater with a temperature regulator while stirring. When the temperature of the reaction mixture reached 180 ℃, the reaction was continued by heating with stirring for 8 hours. The pressure at this time was 1.0 MPa. After the reaction was completed, the reaction product was cooled and the volatile components were removed at 80 ℃ using a rotary evaporator equipped with a reflux condenser. Subsequently, after cooling, the mixture was passed through a 1000-mesh gauze made of cloth to obtain a stock solution of the water-soluble deodorant composition. The weight of the water-soluble deodorant composition stock solution obtained was 10.4 g.
The composition ratio of each component of the obtained stock solution of the water-soluble deodorant composition was as follows.
Polyamidoamine dendrimers: 0.60 wt%
Phosphoric acid monoester: 1.59% by weight
T-butylimino-tris (pyrrolidine) phosphine: 1.59% by weight
And the balance: water (W)
Comparative example 1
100g of tap water and 3g of a 20% ethanol solution of polyamidoamine dendrimer were placed in a 500ml autoclave made of stainless steel and equipped with a thermometer, a manometer and a stirrer. The heating was carried out by a mantle heater with a temperature regulator while stirring. When the temperature reached 160 ℃, heating with stirring was continued for 4 hours. The pressure at this time was 0.6 MPa. After the reaction was completed, the reaction product was left to cool, and volatile components were removed from the reaction product at 80 ℃ using a rotary evaporator equipped with a reflux condenser. After cooling, the mixture was passed through a 1000 mesh gauze made of cloth to obtain a stock solution of a water-soluble deodorant composition containing a polyamidoamine dendrimer.
Comparative example 2
100g of tap water and 1g of monoester phosphate were charged into a 500ml stainless steel autoclave equipped with a thermometer, a manometer and a stirrer. The heating was carried out by a mantle heater with a temperature regulator while stirring. When the temperature reached 160 ℃, heating with stirring was continued for 4 hours. Subsequently, after cooling, the mixture was passed through a 1000-mesh gauze made of cloth to obtain a stock solution of a water-soluble deodorant composition containing a phosphoric monoester.
Comparative example 3
100g of tap water, 1g of phosphate monoester, and 1g of t-butylimino-tris (pyrrolidino) phosphine were charged into a 500ml stainless steel autoclave equipped with a thermometer, a manometer, and a stirrer. The heating was carried out by a mantle heater with a temperature regulator while stirring. When the temperature reached 180 ℃, stirring and heating were continued for 8 hours to uniformly disperse. Subsequently, after cooling, the mixture was passed through a 1000 mesh gauze made of cloth to obtain a stock solution of a water-soluble deodorant composition comprising a phosphoric monoester and t-butylimino-tris (pyrrolidine) phosphine.
Comparative example 4
299g of tap water was put into a 500ml stainless steel autoclave equipped with a thermometer, a manometer and a stirrer. Acrylamide-based polymer having a weight average molecular weight of about 200 ten thousand as an amphoteric polymer was weighed onto 1g of wrapping paper. Then, the acrylamide polymer was slowly added to water while the stirrer was rotated at a high speed. Thereafter, the mixture was stirred at room temperature for 3 hours. Subsequently, the mixture was filtered through a 1000-mesh cloth filter to obtain a stock solution of a water-soluble deodorant composition containing an acrylamide polymer.
Example 3
300A magnetic stirrer was placed in a ml beaker, and 198g of tap water was added. Next, 2g of the stock solution of the water-soluble deodorant composition obtained in example 1 was added thereto. Thereafter, the mixture was stirred at room temperature for 2 hours. Subsequently, the mixture was filtered through a 1000-mesh filter made of cloth to obtain a water-soluble deodorant composition diluted to 1/100. 50g of coconut shell activated carbon having a pore volume of 1.40cc/g and 10g of the obtained water-soluble deodorant composition diluted to 1/100 were put into a plastic bag, and the activated carbon was uniformly impregnated with the water-soluble deodorant composition by shaking the plastic bag. Then, the impregnated carbon was used to conduct a deodorization test of ammonia gas.
Comparative example 5
A magnetic stirrer was placed in a 300ml beaker, and 198g of tap water was added. 2g of the deodorant composition obtained in comparative example 1 was added. Thereafter, the mixture was stirred at room temperature for 2 hours. Subsequently, the mixture was passed through a 1000 mesh gauze made of cloth to obtain a deodorant composition diluted to 1/100. 50g of coconut shell activated carbon having a pore volume of 1.40cc/g and 10g of the obtained polyamidoamine dendritic water-soluble deodorant composition diluted to 1/100 were put into a plastic bag, and the activated carbon was uniformly impregnated with the water-soluble deodorant composition by shaking the plastic bag. Then, the impregnated carbon was used to perform a deodorization test of ammonia gas.
< deodorization test 1>
0.5g of the stock solution of the deodorant composition prepared in examples 1 and 2 and comparative examples 1, 2, 3 and 4 was put into a 10cm phi pan without a lid, left at the center in a 30 liter capacity acryl tank, and the upper part thereof was covered with a lid to form a closed system. Then, acetaldehyde, toluene, ammonia, dimethyl disulfide, and butyric acid were flowed into the acryl tank as target gases until the concentration reached 30ppm, and adsorbed for 1 hour. The target gas is measured using a gas detection tube.
< deodorization test 2>
A test column (diameter: 25 mm. phi.) was packed with 9.6g of coconut shell activated carbon impregnated with the water-soluble deodorant composition obtained in example 3 and comparative example 5 diluted with water to 1/100, and then, an ammonia standard gas of about 5000ppm was diluted in the atmosphere to be adjusted to 10ppm, and passed under the following measurement conditions. The temperature at this time was 25 ℃ and the humidity was 50%, which was approximately constant. The gas concentration at the inlet and outlet of the column at this time was measured to determine the gas removal rate. The results obtained in this operation are shown in fig. 1.
Measurement conditions
Space velocity: 10000hr-1
And (3) measuring gas: standard gas of ammonia
The measuring method comprises the following steps: gas detection tube method
Diluting gas: atmosphere (es)
Gas concentration: about 10ppm
Column: diameter of 25mm and length of 300mm
Height of the sample filling layer: 60mm
Gas flow rate: 10 l/min
From the above comparative tests, it was confirmed that the deodorant composition stock solutions of examples 1 to 3 using the polyamidoamine dendrimer, the phosphate ester, and the t-butylimino-tris (pyrrolidino) phosphine exhibited a wider deodorizing range and a higher deodorizing ability against various malodor generating substances than the deodorants of comparative examples 1 to 5.

Claims (12)

1. A deodorant composition characterized by comprising a mixed aqueous solution containing a dendrimer compound, a phosphate ester and a phosphazene compound as main components.
2. A deodorant composition according to claim 1, characterized in that as said dendritic compound, any one dendritic polymer selected from the group consisting of polyethylene glycol dendritic polymer, polyphenylene dendritic polymer, thiophosphoryl-polyamidoamine-3 dendritic polymer, amino type dendritic polymer, amido ether type dendritic polymer, sodium carboxylate type dendritic polymer, polyamidoamine dendritic polymer is used.
3. A deodorant composition according to claim 1, wherein as the phosphate ester, any one phosphate ester selected from the group consisting of a phosphoric monoester, a phosphoric diester, and a phosphoric triester is used.
4. A deodorant composition according to claim 1, characterized in that as the phosphazene compound, t-butylimino-tris (pyrrolidine) phosphine is used.
5. A deodorant composition according to claim 1 or 4, comprising: 0.1 to 3 wt%, preferably 0.5 to 2 wt% of a dendrimer; 0.1 to 5 wt%, preferably 0.5 to 3 wt% of a phosphate; and 0.1 to 3 wt%, preferably 0.5 to 2 wt% of a phosphazene compound.
6. A deodorant composition according to any one of claims 1 to 5, which is capable of being diluted with water to 1000 times or less, preferably 100 to 200 times, and used in the form of a spray.
7. The deodorant composition according to any one of claims 1 to 5, which can be diluted with water to 1000 times or less, preferably 100 to 200 times, and used by being supported on a carrier.
8. The deodorant composition according to claim 7, wherein the carrier is selected from the group consisting of montmorillonite, sepiolite, hydrotalcite, bentonite, apatite compounds, zeolite compounds, activated alumina, mesoporous silica, coconut shell activated carbon, high specific surface area activated carbon, fibrous activated carbon, and water-absorbent polymers.
9. A method for producing a deodorant composition, characterized by comprising the steps of:
adding an alcoholic solution of a dendrimer, phosphate ester and a phosphazene compound to water, and stirring at a high temperature and a high pressure to dissolve the dendrimer and the phosphate ester in the water; and
and (4) volatilizing and removing the alcohol.
10. The method for producing a deodorant composition according to claim 9, wherein an autoclave with a stirrer is used in the step of dissolving the alcoholic solution of the dendritic compound, the phosphate ester and the phosphazene compound in water.
11. The method for producing a deodorant composition according to claim 9, wherein an evaporator with a reflux condenser is used in the step of volatilizing and removing the alcohol.
12. The method for producing a deodorant composition according to claim 9 or 10, wherein in the step of dissolving in water, 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight of a 20% alcohol solution of a dendrimer, 0.1 to 5 parts by weight, preferably 0.5 to 3 parts by weight of a phosphate ester, and 0.1 to 3 parts by weight, preferably 0.5 to 2 parts by weight of a phosphazene compound are added to 100 parts by weight of water.
CN202011250830.1A 2020-11-10 2020-11-10 Deodorant composition and process for producing the same Pending CN114452802A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117427481A (en) * 2023-08-24 2024-01-23 葫芦岛康达环保工贸有限公司 Deodorant based on nano silicon dioxide modification and preparation method thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117427481A (en) * 2023-08-24 2024-01-23 葫芦岛康达环保工贸有限公司 Deodorant based on nano silicon dioxide modification and preparation method thereof
CN117427481B (en) * 2023-08-24 2024-04-09 葫芦岛康达环保工贸有限公司 Deodorant based on nano silicon dioxide modification and preparation method thereof

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