CN114349909A - Instant peroxide high-molecular copolymer disinfection material and preparation method thereof - Google Patents
Instant peroxide high-molecular copolymer disinfection material and preparation method thereof Download PDFInfo
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- 150000002978 peroxides Chemical class 0.000 title claims abstract description 47
- 239000000463 material Substances 0.000 title claims abstract description 39
- 229920001577 copolymer Polymers 0.000 title claims abstract description 38
- 238000004659 sterilization and disinfection Methods 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims description 9
- -1 gamma-aminobutyric acid modified glycidyl methacrylate Chemical class 0.000 claims abstract description 96
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutanoic acid Natural products NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims abstract description 77
- OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 claims abstract description 54
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims abstract description 54
- 229920002518 Polyallylamine hydrochloride Polymers 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 230000001954 sterilising effect Effects 0.000 claims abstract description 15
- 238000002156 mixing Methods 0.000 claims description 46
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 42
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 36
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 35
- 238000003756 stirring Methods 0.000 claims description 31
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 30
- 238000006116 polymerization reaction Methods 0.000 claims description 26
- 238000005303 weighing Methods 0.000 claims description 25
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 239000003112 inhibitor Substances 0.000 claims description 23
- 238000001035 drying Methods 0.000 claims description 21
- 239000008367 deionised water Substances 0.000 claims description 19
- 229910021641 deionized water Inorganic materials 0.000 claims description 19
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims description 17
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 16
- 239000000645 desinfectant Substances 0.000 claims description 14
- 239000012535 impurity Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 abstract description 3
- 239000002274 desiccant Substances 0.000 description 11
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000004090 dissolution Methods 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 230000000840 anti-viral effect Effects 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 3
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- HSQFVBWFPBKHEB-UHFFFAOYSA-N 2,3,4-trichlorophenol Chemical compound OC1=CC=C(Cl)C(Cl)=C1Cl HSQFVBWFPBKHEB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 206010007269 Carcinogenicity Diseases 0.000 description 1
- 239000004155 Chlorine dioxide Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 231100000260 carcinogenicity Toxicity 0.000 description 1
- 230000007670 carcinogenicity Effects 0.000 description 1
- 235000019398 chlorine dioxide Nutrition 0.000 description 1
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- 230000007062 hydrolysis Effects 0.000 description 1
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- 239000011976 maleic acid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
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- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
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Abstract
The invention discloses a quick-soluble peroxide high-molecular copolymer disinfection material, which is a product obtained by firstly reacting polyallylamine hydrochloride with gamma-aminobutyric acid modified glycidyl methacrylate and then reacting with peroxide acrylic ester. The surface of the peroxide high molecular copolymer contains more hydrophilic components, has better water solubility, can be rapidly dispersed in water, has strong oxidizing ability and can play a better role in disinfection and sterilization.
Description
Technical Field
The invention relates to the field of high molecular polymers, in particular to a quick-soluble peroxide high molecular copolymer disinfection material and a preparation method thereof.
Background
As a traditional disinfection material, the action mechanism of the chlorine-containing disinfection material is hydrolysis to generate hypochlorous acid molecules, and the oxidation action of the hypochlorous acid molecules is utilized for sterilization and disinfection. However, when a disinfectant containing chlorine is used for disinfection, hypochlorous acid ions (OCL-) decomposed from hypochlorous acid molecules HCLO are liable to form carcinogenic substances of chloroform (CHCl3) and trichlorophenol with impurities in water, so that the disinfectant containing chlorine is rarely used for disinfection at present, and a peroxide disinfectant is generally used.
Peroxide disinfectants have a strong oxidizing power and are very sensitive to various microorganisms, and all microorganisms can be killed. Such disinfectants include hydrogen peroxide, peracetic acid, chlorine dioxide, ozone, and the like. Their advantages are no residual toxicity and carcinogenicity. Disinfectants have been developed in recent years with carboxyl-rich polymeric materials, such as: acrylic acid peroxide (sodium salt), maleic acid peroxide (sodium salt), methacrylic acid peroxide (sodium salt) and fumaric acid peroxide (sodium salt), but the peroxide high-molecular disinfection material has the problems of low dissolution speed, difficult dispersion and inconvenient use.
Disclosure of Invention
Aiming at the problems of slow dissolution speed, difficult dispersion and inconvenient use of peroxide high polymer disinfection materials in the prior art, the invention aims to provide a fast-dissolving peroxide high polymer copolymer disinfection material and a preparation method thereof.
The purpose of the invention is realized by adopting the following technical scheme:
in a first aspect, the invention provides a fast-soluble peroxide high-molecular copolymer disinfection material, which is a product obtained by reacting polyallylamine hydrochloride with gamma-aminobutyric acid modified glycidyl methacrylate and then reacting with peroxide acrylate.
Preferably, the acrylate peroxide is obtained by blending and reacting tert-butyl hydroperoxide and acryloyl chloride under acidic conditions.
Preferably, the gamma-aminobutyric acid modified glycidyl methacrylate is obtained by modifying glycidyl methacrylate with gamma-aminobutyric acid.
In a second aspect, the present invention provides a method for preparing a fast-dissolving peroxide high molecular copolymer disinfectant, comprising the following steps:
reacting gamma-aminobutyric acid modified glycidyl methacrylate with polyallylamine hydrochloride to prepare an amino esterified acrylate compound;
and step two, reacting the peroxide acrylate with the amino esterified acrylate compound to obtain the instant peroxide high-molecular copolymer disinfection material.
Preferably, the specific operation method of the step one is as follows:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, and stirring and mixing for 5-8 hours to obtain a gamma-aminobutyric acid modified glycidyl methacrylate solution;
s2, weighing a gamma-aminobutyric acid modified glycidyl methacrylate solution, adjusting the pH value to 6.0-7.0 at room temperature, dropwise adding a polyallylamine hydrochloride solution, stirring and reacting for 8-12 h after the dropwise adding is finished, washing to remove impurities, and drying under reduced pressure to obtain the amino esterified acrylate compound.
Preferably, in the S1, the reaction temperature is room temperature.
Preferably, in the S1, the mass ratio of the gamma-aminobutyric acid to the acetic acid is 1: 2.5-5; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.2-1.8.
Preferably, in the S2, the polyallylamine hydrochloride solution is obtained by mixing polyallylamine hydrochloride and deionized water according to the mass ratio of 0.1-0.2: 1; the mass ratio of the polyallylamine hydrochloride solution to the gamma-aminobutyric acid modified glycidyl methacrylate solution is 3-6: 1.
Preferably, the specific operation method of the second step is as follows:
s3, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring for reaction for 12-24 h, purifying to remove impurities and the polymerization inhibitor, and drying to obtain acrylic ester peroxide;
s4, weighing the amino esterified acrylate compound and the peroxide acrylate, mixing the amino esterified acrylate compound and the peroxide acrylate into deionized water, stirring and mixing for 12-24 hours at room temperature, and drying to obtain the fast-dissolving peroxide high-molecular copolymer disinfection material.
Preferably, in S3, t-butyl hydroperoxide is prepared by reacting t-butyl alcohol with hydrogen peroxide.
Preferably, in the S3, the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor and the N, N-dimethylformamide is 1: 1.4-1.8: 0.001-0.003: 6-10.
Preferably, in the S3, the reaction temperature is 10-20 ℃.
Preferably, in the S4, the mass ratio of the amino esterified acrylate compound to the peroxyacrylate to the deionized water is 1: 2.1-2.7: 5-8.
Preferably, in S3 and S4, the drying process is a process using a desiccant at or below room temperature.
The invention has the beneficial effects that:
the invention prepares a quick-soluble peroxide high-molecular copolymer disinfection material, the peroxide high-molecular copolymer surface contains more hydrophilic components, has better water solubility, can be rapidly dispersed in water, has strong oxidizing power and can play a better role in disinfection and sterilization.
In the first step of the invention, gamma-aminobutyric acid is firstly used for reacting with glycidyl methacrylate, and amino in the gamma-aminobutyric acid can be combined with epoxy in the glycidyl methacrylate to prepare a gamma-aminobutyric acid modified glycidyl methacrylate solution; and reacting gamma-aminobutyric acid modified glycidyl methacrylate with polyallylamine hydrochloride containing double bonds and amino groups, wherein the double bonds can generate Michael addition reaction with the amino groups to generate amino esterified acrylate compounds containing amino ester bonds.
In the second step of the invention, tert-butyl hydroperoxide is firstly used to react with acryloyl chloride to generate acrylic ester peroxide; and slowly polymerizing the amino esterified acrylate compound obtained in the step one and peroxyacrylate in a low-temperature environment, wherein the peroxyacrylate plays a role in self-initiated self-polymerization, so that the peroxypolymer copolymer is obtained.
In the first step of the invention, gamma-aminobutyric acid is used for modification, and the generated amino esterified acrylate compound molecule contains a large amount of hydrophilic substances, such as amino, carboxyl and the like, so that the hydrophilicity of the methacrylic acid compound can be greatly improved while the double bond property of the methacrylic acid is maintained.
In the second step of the invention, a small amount of polymerization inhibitor is added, so that the polymerization inhibitor can generate self-polymerization reaction in the process of generating the peroxyacrylate, and can be removed after the reaction is finished, and the subsequent polymerization reaction with the amino esterified acrylate compound can be promoted.
Detailed Description
The invention is further described below with reference to the following examples.
Example 1
A fast-soluble peroxide high-molecular copolymer disinfectant is prepared through reaction between the polyallylamine hydrochloride and gamma-aminobutyric acid modified glycidyl methacrylate, and reaction with peroxide acrylate.
The preparation method of the instant peroxide high molecular copolymer sterilizing material comprises the following steps:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, stirring and mixing for 6 hours at room temperature to obtain a gamma-aminobutyric acid modified glycidyl methacrylate solution; the mass ratio of the gamma-aminobutyric acid to the acetic acid is 1: 4; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.6;
s2, weighing a gamma-aminobutyric acid modified glycidyl methacrylate solution, adjusting the pH value to 6.0-7.0 at room temperature, dropwise adding a polyallylamine hydrochloride solution, stirring and reacting for 10 hours after the dropwise adding is finished, washing to remove impurities, and performing reduced pressure drying treatment to obtain an amino esterified acrylate compound; the polyallylamine hydrochloride solution is obtained by mixing polyallylamine hydrochloride and deionized water according to the mass ratio of 0.15: 1; the mass ratio of the polyallylamine hydrochloride solution to the gamma-aminobutyric acid modified glycidyl methacrylate solution is 5: 1;
s3, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH value of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring and reacting for 18 hours at the reaction temperature of 15 ℃, purifying to remove impurities and the polymerization inhibitor, and then treating and drying by using a drying agent at normal temperature or below to obtain the acrylic ester peroxide; the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor to the N, N-dimethylformamide is 1:1.6:0.002: 8;
s4, weighing an amino esterified acrylate compound and peroxide acrylate, mixing the amino esterified acrylate compound and the peroxide acrylate into deionized water, stirring and mixing for 18 hours at room temperature, and treating and drying by using a drying agent at or below room temperature to obtain a quick-soluble peroxide high-molecular copolymer disinfection material; the mass ratio of the amino esterified acrylate compound to the peroxyacrylate to the deionized water is 1:2.5: 7.
Example 2
A fast-soluble peroxide high-molecular copolymer disinfectant is prepared through reaction between the polyallylamine hydrochloride and gamma-aminobutyric acid modified glycidyl methacrylate, and reaction with peroxide acrylate.
The preparation method of the instant peroxide high molecular copolymer sterilizing material comprises the following steps:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, stirring and mixing for 5 hours at room temperature to obtain a gamma-aminobutyric acid modified glycidyl methacrylate solution; the mass ratio of the gamma-aminobutyric acid to the acetic acid is 1: 2.5; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.2;
s2, weighing a gamma-aminobutyric acid modified glycidyl methacrylate solution, adjusting the pH value to 6.0-7.0 at room temperature, dropwise adding a polyallylamine hydrochloride solution, stirring and reacting for 8 hours after the dropwise adding is finished, washing to remove impurities, and performing reduced pressure drying treatment to obtain an amino esterified acrylate compound; the polyallylamine hydrochloride solution is obtained by mixing polyallylamine hydrochloride and deionized water according to the mass ratio of 0.1: 1; the mass ratio of the polyallylamine hydrochloride solution to the gamma-aminobutyric acid modified glycidyl methacrylate solution is 3: 1.
S3, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH value of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring and reacting for 12 hours at the reaction temperature of 10 ℃, purifying to remove impurities and the polymerization inhibitor, and then treating and drying by using a drying agent at normal temperature or below to obtain the acrylic ester peroxide; the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor and the N, N-dimethylformamide is 1:1.4:0.001: 6;
s4, weighing an amino esterified acrylate compound and peroxide acrylate, mixing the amino esterified acrylate compound and the peroxide acrylate into deionized water, stirring and mixing for 12 hours at room temperature, and treating and drying by using a drying agent at or below room temperature to obtain a quick-soluble peroxide high-molecular copolymer disinfection material; the mass ratio of the amino esterified acrylate compound to the peroxyacrylate to the deionized water is 1:2.1: 5.
Example 3
A fast-soluble peroxide high-molecular copolymer disinfectant is prepared through reaction between the polyallylamine hydrochloride and gamma-aminobutyric acid modified glycidyl methacrylate, and reaction with peroxide acrylate.
The preparation method of the instant peroxide high molecular copolymer sterilizing material comprises the following steps:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, stirring and mixing for 8 hours at room temperature to obtain a gamma-aminobutyric acid modified glycidyl methacrylate solution; the mass ratio of the gamma-aminobutyric acid to the acetic acid is 1: 5; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.8;
s2, weighing a gamma-aminobutyric acid modified glycidyl methacrylate solution, adjusting the pH value to 6.0-7.0 at room temperature, dropwise adding a polyallylamine hydrochloride solution, stirring and reacting for 12 hours after the dropwise adding is finished, washing to remove impurities, and performing reduced pressure drying treatment to obtain an amino esterified acrylate compound; the polyallylamine hydrochloride solution is obtained by mixing polyallylamine hydrochloride and deionized water according to the mass ratio of 0.2: 1; the mass ratio of the polyallylamine hydrochloride solution to the gamma-aminobutyric acid modified glycidyl methacrylate solution is 6: 1.
S3, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH value of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring and reacting for 24 hours at the reaction temperature of 20 ℃, purifying to remove impurities and the polymerization inhibitor, and then treating and drying by using a drying agent at normal temperature or below to obtain the acrylic ester peroxide; the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor and the N, N-dimethylformamide is 1:1.8:0.003: 10;
s4, weighing an amino esterified acrylate compound and peroxide acrylate, mixing the amino esterified acrylate compound and the peroxide acrylate into deionized water, stirring and mixing for 24 hours at room temperature, and treating and drying by using a drying agent at or below room temperature to obtain a quick-soluble peroxide high-molecular copolymer disinfection material; the mass ratio of the amino esterified acrylate compound to the peroxyacrylate to the deionized water is 1:2.7: 8.
Comparative example 1
A fast-dissolving peroxide high-molecular copolymer disinfectant is peroxide polyacrylate, and is prepared by the following steps:
s1, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH value of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring and reacting for 18 hours at the reaction temperature of 15 ℃, purifying to remove impurities and the polymerization inhibitor, and then treating and drying by using a drying agent at normal temperature or below to obtain peroxyacrylate; the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor and the N, N-dimethylformamide is 1:1.6:0.002: 8.
S2, weighing and mixing the peroxide acrylate into deionized water, stirring and mixing for 24 hours at room temperature, and treating and drying by using a drying agent at or below room temperature to obtain a quick-soluble peroxide high-molecular copolymer disinfection material; the mass ratio of the acrylic ester peroxide to the deionized water is 2.7: 8.
Comparative example 2
A fast-soluble peroxide high-molecular copolymer disinfectant is prepared from the gamma-aminobutyric acid modified glycidyl methacrylate and peroxide acrylate through reaction.
The preparation method of the instant peroxide high molecular copolymer sterilizing material comprises the following steps:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, stirring and mixing for 6 hours at room temperature, washing, and drying under reduced pressure to obtain gamma-aminobutyric acid modified glycidyl methacrylate; the mass ratio of the gamma-aminobutyric acid to the acetic acid is 1: 4; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.6;
s2, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH value of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring and reacting for 18 hours at the reaction temperature of 15 ℃, purifying to remove impurities and the polymerization inhibitor, and then treating and drying by using a drying agent at normal temperature or below to obtain the acrylic ester peroxide; the mass ratio of the tert-butyl hydroperoxide, the acryloyl chloride, the polymerization inhibitor to the N, N-dimethylformamide is 1:1.6:0.002: 8;
s3, weighing gamma-aminobutyric acid modified glycidyl methacrylate and peroxyacrylate, mixing the gamma-aminobutyric acid modified glycidyl methacrylate and the peroxyacrylate into deionized water, stirring and mixing for 18 hours at room temperature, and treating and drying by using a drying agent at or below room temperature to obtain a fast-dissolving peroxypolymer copolymer disinfection material; the mass ratio of the amino esterified acrylate compound to the peroxyacrylate to the deionized water is 1:2.5: 7.
To more clearly illustrate the present invention, the performance of the instant peroxygen high molecular copolymer disinfection materials prepared in examples 1-3 and comparative examples 1-2 of the present invention were tested and compared, the dissolution time was tested according to the standard GB6324.1-1986 (mass ratio of sample to water is 1:3, temperature is 20 ℃), and the antibacterial and antiviral properties were tested according to the standard GB/T21510-:
TABLE 1 detection of different peroxide high-molecular copolymer sterilizing materials
As can be seen from the dissolution time, the dissolution time of the peroxide high molecular copolymer disinfection materials prepared in the embodiments 1-3 of the invention is less than 10min, which shows that the peroxide high molecular copolymer disinfection materials have very good solubility, while the solubility in the comparative example 1 is the worst, and the peroxide high molecular copolymer disinfection materials can not be completely dissolved in more than 20 min; as can be seen from the results of the antibacterial and antiviral property tests, examples 1 to 3 according to the present invention have excellent antibacterial and antiviral properties after a test time of 24 hours, whereas comparative examples 1 and 2 have insufficient antibacterial properties due to insufficient solubility, which may affect the duration of antibacterial and antiviral properties.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention, and not for limiting the protection scope of the present invention, although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (10)
1. The fast soluble peroxide high molecular copolymer sterilizing material is characterized in that the peroxide high molecular copolymer sterilizing material is a product obtained by firstly reacting polyallylamine hydrochloride with gamma-aminobutyric acid modified glycidyl methacrylate and then reacting with peroxide acrylic ester.
2. The fast-dissolving peroxide polymer copolymer disinfectant as claimed in claim 1, wherein said peroxyacrylate is obtained by blending tert-butyl hydroperoxide with acryloyl chloride under acidic condition.
3. The fast-dissolving peroxide polymer copolymer disinfectant as claimed in claim 1, wherein said gamma-aminobutyric acid modified glycidyl methacrylate is obtained by modifying glycidyl methacrylate with gamma-aminobutyric acid.
4. The method for preparing a fast-dissolving peroxide polymer copolymer sterilizing material as claimed in claim 1, comprising the steps of:
reacting gamma-aminobutyric acid modified glycidyl methacrylate with polyallylamine hydrochloride to prepare an amino esterified acrylate compound;
and step two, reacting the peroxide acrylate with the amino esterified acrylate compound to obtain the instant peroxide high-molecular copolymer disinfection material.
5. The method for preparing a fast-dissolving peroxide polymer copolymer sterilizing material as claimed in claim 4, wherein the specific operation method of the first step is as follows:
s1, weighing gamma-aminobutyric acid, mixing with acetic acid, stirring and mixing uniformly, adding glycidyl methacrylate, and stirring and mixing for 5-8 hours to obtain a gamma-aminobutyric acid modified glycidyl methacrylate solution;
s2, weighing a gamma-aminobutyric acid modified glycidyl methacrylate solution, adjusting the pH value to 6.0-7.0 at room temperature, dropwise adding a polyallylamine hydrochloride solution, stirring and reacting for 8-12 h after the dropwise adding is finished, washing to remove impurities, and drying under reduced pressure to obtain the amino esterified acrylate compound.
6. The preparation method of the instant peroxide high molecular copolymer sterilization material as claimed in claim 5, wherein in S1, the mass ratio of gamma-aminobutyric acid to acetic acid is 1: 2.5-5; the mass ratio of the glycidyl methacrylate to the gamma-aminobutyric acid is 1: 1.2-1.8.
7. The method for preparing the quick-soluble peroxide high-molecular copolymer sterilizing material as claimed in claim 5, wherein in the S2, the polyallylamine hydrochloride solution is obtained by mixing polyallylamine hydrochloride and deionized water according to the mass ratio of 0.1-0.2: 1; the mass ratio of the polyallylamine hydrochloride solution to the gamma-aminobutyric acid modified glycidyl methacrylate solution is 3-6: 1.
8. The method for preparing a fast-dissolving peroxide polymer copolymer sterilizing material as claimed in claim 4, wherein the specific operation method of the second step is:
s3, weighing tert-butyl hydroperoxide and N, N-dimethylformamide, mixing, firstly adjusting the pH of a reaction solution to 11.0-12.0, then adding acryloyl chloride and a polymerization inhibitor, stirring for reaction for 12-24 h, purifying to remove impurities and the polymerization inhibitor, and drying to obtain acrylic ester peroxide;
s4, weighing the amino esterified acrylate compound and the peroxide acrylate, mixing the amino esterified acrylate compound and the peroxide acrylate into deionized water, stirring and mixing for 12-24 hours at room temperature, and drying to obtain the fast-dissolving peroxide high-molecular copolymer disinfection material.
9. The method for preparing a fast-dissolving peroxide polymer copolymer disinfection material according to claim 8, wherein in S3, the mass ratio of tert-butyl hydroperoxide, acryloyl chloride, polymerization inhibitor and N, N-dimethylformamide is 1: 1.4-1.8: 0.001-0.003: 6-10.
10. The method for preparing the instant peroxide high molecular copolymer sterilizing material as claimed in claim 8, wherein in the S4, the mass ratio of the amino esterified acrylate compound, the peroxide acrylate and the deionized water is 1: 2.1-2.7: 5-8.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1313652A (en) * | 1969-06-30 | 1973-04-18 | Canadian Ind | Copolymers of methyl methacrylate and glycidyl acrylate or methacrylate esterified with aliphatic acids and coating compositions containing same |
| JPS62172007A (en) * | 1986-01-24 | 1987-07-29 | Nitto Boseki Co Ltd | Production of low-molecular-weight polymer of monoallylamine hydrochloride |
| CN102584664A (en) * | 2011-10-27 | 2012-07-18 | 常州大学 | Peroxidation ester initiator containing polymerizable double bond and preparation method |
| CN106832086A (en) * | 2017-01-11 | 2017-06-13 | 北京长江脉医药科技有限责任公司 | A kind of instant capacity peroxidating high-molecular copolymer pasteurization material |
-
2021
- 2021-12-13 CN CN202111518280.1A patent/CN114349909A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1313652A (en) * | 1969-06-30 | 1973-04-18 | Canadian Ind | Copolymers of methyl methacrylate and glycidyl acrylate or methacrylate esterified with aliphatic acids and coating compositions containing same |
| JPS62172007A (en) * | 1986-01-24 | 1987-07-29 | Nitto Boseki Co Ltd | Production of low-molecular-weight polymer of monoallylamine hydrochloride |
| CN102584664A (en) * | 2011-10-27 | 2012-07-18 | 常州大学 | Peroxidation ester initiator containing polymerizable double bond and preparation method |
| CN106832086A (en) * | 2017-01-11 | 2017-06-13 | 北京长江脉医药科技有限责任公司 | A kind of instant capacity peroxidating high-molecular copolymer pasteurization material |
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