CN105566547A - Preparation method of guanidine-containing polymeric antibacterial agent - Google Patents
Preparation method of guanidine-containing polymeric antibacterial agent Download PDFInfo
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- CN105566547A CN105566547A CN201510862278.4A CN201510862278A CN105566547A CN 105566547 A CN105566547 A CN 105566547A CN 201510862278 A CN201510862278 A CN 201510862278A CN 105566547 A CN105566547 A CN 105566547A
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Abstract
The invention discloses a preparation method of a guanidine-containing polymeric antibacterial agent and belongs to the field of polymer preparation. The preparation method includes synthesizing antibacterial functionalized maleic anhydride by guanidine hydrochloride and maleic anhydride, and introducing an antibacterial functionalized group into a long polymeric chain by means of copolymerization of the antibacterial functionalized maleic anhydride and styrene so as to obtain the guanidine-containing polymeric antibacterial agent. The guanidine-containing polymeric antibacterial agent prepared by the preparation method has high antibacterial property, and the minimum inhibitory concentration of the guanidine-containing polymeric antibacterial agent for escherichia coli, candida albicans and staphylococcus aureus can reach 100 micrograms/ml. The preparation method is simple and low in raw material cost.
Description
Technical field
The invention belongs to polymer preparation field, particularly relate to a kind of uramine-type macromolecule anti-bacterial agent preparation method.
Background technology
There is the microorganisms such as unwanted bacteria, fungi and virus in the environment of people's life, and the one of the main reasons that these harmful microorganism cause people to be attacked by a disease just.By the product of frequent contact that antiseptic-germicide is processed just people thirst for, existing antiseptic-germicide mainly inorganic matter, such as Ag, its production cost is high, expensive starting materials, at numerous type antiseptic-germicide by contrast, guanidine family macromolecule type anti-bacterial agent possesses better than inorganic antiseptic consistency, more easily processes; Comparing organic antibacterial agent has not volatile, the advantage had good stability.
Summary of the invention
The object of the invention is, for above-mentioned defect, to provide a kind of excellent antibacterial performance, the simple uramine-type macromolecule anti-bacterial agent preparation method of preparation process.
The present invention is achieved by the following technical programs: a kind of uramine-type macromolecule anti-bacterial agent preparation method, comprises the steps:
(1) preparation of antibacterial functionalized maleic anhydride
Maleic anhydride and dehydrated alcohol are mixed with the maleic anhydride solution that massfraction is 35%, Guanidinium hydrochloride and dehydrated alcohol are mixed with the guanidine hydrochloride solution that massfraction is 42%, the ratio of the guanidine hydrochloride solution prepared and maleic anhydride solution 1:1 by volume is fully uniformly mixed, pass into nitrogen 40min again, in the water-bath of 75 DEG C, constant temperature Keep agitation reaction 6h, obtains flaxen antibacterial functionalized maleic anhydride;
(2) antibacterial functionalized maleic anhydride and styrene copolymerized
Vinylbenzene and dehydrated alcohol are mixed with the styrene solution that massfraction is 40%, the antibacterial functionalized maleic anhydride that step (1) obtains is dried afterwards and dehydrated alcohol is mixed with the functionalization maleic anhydride solution that massfraction is 32%, the functionalization guanidinium solution prepared is mixed with styrene solution, add the Diisopropyl azodicarboxylate of 2% simultaneously, in the water bath with thermostatic control of 80 DEG C, constant temperature stirs and carries out copolymerization, reaction 7h, obtain ivory-white stringy liquid, carry out precipitating with distilled water again and obtain the soft shape solid of oyster white, to put it in vacuum drying oven 60 DEG C, dry 18h under 0.2MPa, obtain the multipolymer of the guanidinesalt of oyster white bulk, be uramine-type macromolecule anti-bacterial agent.
The present invention has following beneficial effect:
The uramine-type macromolecule anti-bacterial agent adopting the method to prepare all reaches 100 μ g/ml to the minimal inhibitory concentration of intestinal bacteria, Candida albicans, streptococcus aureus, illustrate that uramine-type macromolecule anti-bacterial agent has stronger antibacterial ability, and this preparation method is simple, raw materials cost is low.
Embodiment
Below in conjunction with specific embodiment, the present invention will be further described.
Specific embodiment: the preparation of (1) antibacterial functionalized maleic anhydride
Maleic anhydride and dehydrated alcohol are mixed with the maleic anhydride solution that massfraction is 35%, Guanidinium hydrochloride and dehydrated alcohol are mixed with the guanidine hydrochloride solution that massfraction is 42%, the ratio of the guanidine hydrochloride solution prepared and maleic anhydride solution 1:1 by volume is fully uniformly mixed, pass into nitrogen 40min again, in the water-bath of 75 DEG C, constant temperature Keep agitation reaction 6h, obtains flaxen antibacterial functionalized maleic anhydride;
(2) antibacterial functionalized maleic anhydride and styrene copolymerized
Vinylbenzene and dehydrated alcohol are mixed with the styrene solution that massfraction is 40%, the antibacterial functionalized maleic anhydride that step (1) obtains is dried afterwards and dehydrated alcohol is mixed with the functionalization maleic anhydride solution that massfraction is 32%, the functionalization guanidinium solution prepared is mixed with styrene solution, add the Diisopropyl azodicarboxylate of 2% simultaneously, in the water bath with thermostatic control of 80 DEG C, constant temperature stirs and carries out copolymerization, reaction 7h, obtain ivory-white stringy liquid, carry out precipitating with distilled water again and obtain the soft shape solid of oyster white, to put it in vacuum drying oven 60 DEG C, O.2MPa lower dry 18h, obtain the multipolymer of the guanidinesalt of oyster white bulk, be uramine-type macromolecule anti-bacterial agent.
By examination of infrared spectrum, prove containing amide group in multipolymer, the existence at acid amides peak show antibacterial functionalized maleic anhydride with vinylbenzene generation copolymerization, illustrate and synthesize successfully.
Investigate product to the minimal inhibitory concentration of intestinal bacteria, Candida albicans, streptococcus aureus, its minimal inhibitory concentration reaches μ g/ml, 150 μ g/ml, 120 μ g/ml respectively, has stronger antibacterial ability.
Above content is the further description done the present invention in conjunction with concrete embodiment, can not assert that specific embodiment of the invention is confined to these explanations.For general technical staff of the technical field of the invention, without departing from the inventive concept of the premise, some simple deduction or replace can also be made, all should be considered as belonging to protection scope of the present invention.
Claims (1)
1. a uramine-type macromolecule anti-bacterial agent preparation method, is characterized in that comprising the steps:
(1) preparation of antibacterial functionalized maleic anhydride
Maleic anhydride and dehydrated alcohol are mixed with the maleic anhydride solution that massfraction is 35%, Guanidinium hydrochloride and dehydrated alcohol are mixed with the guanidine hydrochloride solution that massfraction is 42%, the ratio of the guanidine hydrochloride solution prepared and maleic anhydride solution 1:1 by volume is fully uniformly mixed, pass into nitrogen 40min again, in the water-bath of 75 DEG C, constant temperature Keep agitation reaction 6h, obtains flaxen antibacterial functionalized maleic anhydride;
(2) antibacterial functionalized maleic anhydride and styrene copolymerized
Vinylbenzene and dehydrated alcohol are mixed with the styrene solution that massfraction is 40%, the antibacterial functionalized maleic anhydride that step (1) obtains is dried afterwards and dehydrated alcohol is mixed with the functionalization maleic anhydride solution that massfraction is 32%, the functionalization guanidinium solution prepared is mixed with styrene solution, add the Diisopropyl azodicarboxylate of 2% simultaneously, in the water bath with thermostatic control of 80 DEG C, constant temperature stirs and carries out copolymerization, reaction 7h, obtain ivory-white stringy liquid, carry out precipitating with distilled water again and obtain the soft shape solid of oyster white, to put it in vacuum drying oven 60 DEG C, dry 18h under 0.2MPa, obtain the multipolymer of the guanidinesalt of oyster white bulk, be uramine-type macromolecule anti-bacterial agent.
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| CN201510862278.4A CN105566547A (en) | 2015-12-01 | 2015-12-01 | Preparation method of guanidine-containing polymeric antibacterial agent |
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106832347A (en) * | 2017-02-24 | 2017-06-13 | 东华大学 | A kind of safe and efficient durable antibiotic nano-hydrogel and preparation method thereof |
| CN109096601A (en) * | 2018-07-03 | 2018-12-28 | 广东康百文创科技有限公司 | A kind of preparation method of acidproof flame-proof antibiotic crystalline p p sheet |
| CN110637833A (en) * | 2019-08-07 | 2020-01-03 | 山东卓高新材料有限公司 | Indoor antibacterial nano catalytic material and preparation method thereof |
| CN111393638A (en) * | 2020-04-14 | 2020-07-10 | 安阳崇高纳米材料科技有限公司 | Dissolution-resistant guanidine antibacterial agent and preparation method thereof |
| CN112574376A (en) * | 2020-11-16 | 2021-03-30 | 万华化学集团股份有限公司 | Antibacterial polyurethane resin and preparation method thereof |
| CN112852043A (en) * | 2021-01-11 | 2021-05-28 | 华东理工大学 | Concentrated long-acting antibacterial anti-fouling polyolefin master batch and preparation method thereof |
| CN112970773A (en) * | 2021-02-26 | 2021-06-18 | 河北佩清科技有限公司 | Preparation method and device of efficient and environment-friendly maleic anhydride grafted polyguanidine disinfectant |
| CN113844152A (en) * | 2021-11-09 | 2021-12-28 | 江苏中恒宠物用品股份有限公司 | Manufacturing method of antibacterial moisturizing pet urinal pad |
| CN115260506A (en) * | 2021-04-29 | 2022-11-01 | 中国石油化工股份有限公司 | Flame-retardant antibacterial agent and preparation method and application thereof |
| CN116516516A (en) * | 2023-05-31 | 2023-08-01 | 普宁市盈利丰织造制衣有限公司 | Antibacterial modified spandex fiber fabric and preparation method thereof |
| CN116714334A (en) * | 2023-08-10 | 2023-09-08 | 汕头市佳宜塑胶制品有限公司 | Preparation method of high-stability sterile plastic with reduced thermal expansion, plastic and application of plastic |
| CN115260506B (en) * | 2021-04-29 | 2024-06-04 | 中国石油化工股份有限公司 | Flame-retardant antibacterial agent and preparation method and application thereof |
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2015
- 2015-12-01 CN CN201510862278.4A patent/CN105566547A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106832347A (en) * | 2017-02-24 | 2017-06-13 | 东华大学 | A kind of safe and efficient durable antibiotic nano-hydrogel and preparation method thereof |
| CN106832347B (en) * | 2017-02-24 | 2019-03-08 | 东华大学 | A kind of safe and efficient durable antibiotic nano-hydrogel and preparation method thereof |
| CN109096601A (en) * | 2018-07-03 | 2018-12-28 | 广东康百文创科技有限公司 | A kind of preparation method of acidproof flame-proof antibiotic crystalline p p sheet |
| CN110637833A (en) * | 2019-08-07 | 2020-01-03 | 山东卓高新材料有限公司 | Indoor antibacterial nano catalytic material and preparation method thereof |
| CN111393638A (en) * | 2020-04-14 | 2020-07-10 | 安阳崇高纳米材料科技有限公司 | Dissolution-resistant guanidine antibacterial agent and preparation method thereof |
| CN112574376A (en) * | 2020-11-16 | 2021-03-30 | 万华化学集团股份有限公司 | Antibacterial polyurethane resin and preparation method thereof |
| CN112852043A (en) * | 2021-01-11 | 2021-05-28 | 华东理工大学 | Concentrated long-acting antibacterial anti-fouling polyolefin master batch and preparation method thereof |
| CN112970773A (en) * | 2021-02-26 | 2021-06-18 | 河北佩清科技有限公司 | Preparation method and device of efficient and environment-friendly maleic anhydride grafted polyguanidine disinfectant |
| CN115260506A (en) * | 2021-04-29 | 2022-11-01 | 中国石油化工股份有限公司 | Flame-retardant antibacterial agent and preparation method and application thereof |
| CN115260506B (en) * | 2021-04-29 | 2024-06-04 | 中国石油化工股份有限公司 | Flame-retardant antibacterial agent and preparation method and application thereof |
| CN113844152A (en) * | 2021-11-09 | 2021-12-28 | 江苏中恒宠物用品股份有限公司 | Manufacturing method of antibacterial moisturizing pet urinal pad |
| CN116516516A (en) * | 2023-05-31 | 2023-08-01 | 普宁市盈利丰织造制衣有限公司 | Antibacterial modified spandex fiber fabric and preparation method thereof |
| CN116516516B (en) * | 2023-05-31 | 2023-12-08 | 普宁市盈利丰织造制衣有限公司 | Antibacterial modified spandex fiber fabric and preparation method thereof |
| CN116714334A (en) * | 2023-08-10 | 2023-09-08 | 汕头市佳宜塑胶制品有限公司 | Preparation method of high-stability sterile plastic with reduced thermal expansion, plastic and application of plastic |
| CN116714334B (en) * | 2023-08-10 | 2023-10-03 | 汕头市佳宜塑胶制品有限公司 | Preparation method of high-stability sterile plastic with reduced thermal expansion, plastic and application of plastic |
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