CN103039514A - Preparation method and application of double quaternary phosphonium salt sterilization composition - Google Patents
Preparation method and application of double quaternary phosphonium salt sterilization composition Download PDFInfo
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- CN103039514A CN103039514A CN2012105343831A CN201210534383A CN103039514A CN 103039514 A CN103039514 A CN 103039514A CN 2012105343831 A CN2012105343831 A CN 2012105343831A CN 201210534383 A CN201210534383 A CN 201210534383A CN 103039514 A CN103039514 A CN 103039514A
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- bacteria
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- alkylphosphonium salt
- quaternary alkylphosphonium
- hexylidene
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Abstract
The invention discloses a preparation method and an application of a double quaternary phosphonium salt sterilization composition. The double quaternary phosphonium salt sterilization composition is formed by compounding the following components in percentage by weight: 5 to 50 percent of one or more straight-chain double quaternary phosphonium salts, 1 to 5 percent of dispersant, and the balance of water solvent or organic solvent. The double quaternary phosphonium salt sterilization composition can be used in water and non-aqueous systems, and can effectively inhibit and kill saprophytic bacteria, sulfate reducing bacteria, iron bacteria and heterotrophic bacteria in water.
Description
Technical field
The invention belongs to meticulous organic chemical industry field, be specifically related to a kind of preparation method and its usage of Shuan quaternary alkylphosphonium salt bactericidal composition.
Background technology
The bactericide of using in the recirculated cooling water at present mainly contains aldehydes, quaternary ammonium salt, isothiazolinone, quaternary alkylphosphonium salt, ozone and peroxide etc.The aldehydes bactericide uses the pH wide ranges, anti-higher temperature characteristics, but easy and ammonia, and aminated compounds reacts and loses activity.Quaternary ammonium salt has the bactericidal property of broad-spectrum high efficacy, bacterium algae mud there is the effect of peeling off preferably, chemically stable impact good, easy to use, that changed by the pH value is little, but the price of quaternary ammonium salt bactericide is higher, long-term separately use can be developed immunity to drugs, and easy to foaming foam, fungicidal effectiveness can reduce when using in high hardness matter; Peroxide has fast, wide spectrum, and efficient bactericidal properties, the advantage such as catabolite is nontoxic, and is environmentally friendly, but can be decomposed by peroxidase and lose efficacy in the storage process.Er the quaternary alkylphosphonium salt series bactericidal agent have efficiently, chemical stability that broad-spectrum sterilization, strong surface-active, strong glutinous mud fissility, low foaminess, low dosage, hypotoxicity, non-environmental-pollution, good compatibility, the broad pH value scope of application are become reconciled, odorless, the water-soluble advantage such as large, be high-effective broad-spectrum fungicide of new generation.
Summary of the invention
The object of the present invention is to provide a kind of preparation method and its usage of Shuan quaternary alkylphosphonium salt bactericidal composition, said composition is formed by straight chain type Shuan quaternary phosphonium salt compounds and solvent complex, and its preparation method is easy and simple to handle, is easy to control.
Technical scheme of the present invention is: based on the effect of bactericidal effect and the cationic surfactant of quaternary alkylphosphonium salt parent, proposed a kind of Shuan quaternary alkylphosphonium salt bactericidal composition that has simultaneously surface-active and bactericidal property, the method for preparation and use of this Shuan quaternary alkylphosphonium salt bactericidal composition also is provided simultaneously.
Concrete technical scheme of the present invention is:
The preparation method of a kind of Shuan quaternary alkylphosphonium salt bactericidal composition provided by the invention, said composition are by one or more straight chain types Shuan quaternary alkylphosphonium salt, dispersant and aqueous solvent or organic solvent is composite forms, and its main sterilization component general structure is as follows:
Wherein n is 4～12; R represents C
2～C
6Straight chained alkyl;
The percentage by weight of each component: straight chain type Shuan quaternary alkylphosphonium salt 5～50%, dispersant 1～5%, all the other are aqueous solvent or organic solvent.
Above-mentioned straight chain type Shuan quaternary alkylphosphonium salt is 1,6-hexylidene two (three phenyl phosphonium bromides), 1,6-hexylidene two (tributyl phosphonium bromide), 1, the inferior dodecyl two (three phenyl phosphonium bromides), 1 of 12-, the inferior dodecyl two (tributyl phosphonium bromide), 1 of 12-, 6-hexylidene two (three amyl group phosphonium bromides), 1, the inferior myristyl two (tripropyl phosphonium bromide), 1 of 14-, inferior ten alkyl two (tributyl phosphonium bromide) of 6-hexylidene two (triethyl group phosphonium bromide) or 1,10-.
Above-mentioned dispersant is deionized water.
Above-mentioned organic solvent is alcohol, acetone, ethylene glycol or glycerine.
The present invention also provides the purposes of a kind of pair of quaternary alkylphosphonium salt bactericidal composition, and two quaternary alkylphosphonium salt bactericidal compositions use in water He in the non-aqueous system, can effectively suppress and kill saprophytic bacteria, sulfate reducing bacteria, iron bacteria and heterotrophic bacteria.
The inventive method compared with prior art, beneficial effect is:
1. Shuan quaternary alkylphosphonium salt bactericidal composition of the present invention, can effectively suppress and kill saprophytic bacteria, sulfate reducing bacteria, iron bacteria and heterotrophic bacteria.
2. Shuan quaternary alkylphosphonium salt bactericidal composition of the present invention has the surface tension effects that reduces water simultaneously, and bactericidal action mechanism is similar to quaternary ammonium salt, and the structure of Shuan quaternary phosphine base more can improve its bactericidal effect, using dosage still less, resistance to elevated temperatures is better.
Embodiment
Following embodiment further specifies of the present invention, is not limitation of the invention.
Embodiment 1:
With 5g 1, the inferior dodecyl two (tributyl phosphonium bromide) of 12-, 1g dispersant deionized water and 94g water place ultrasonic stirrer, and stirring at room is mixed, until solution is transparent, obtain active ingredient and be 5% bactericidal composition.Adopt oilfield injection water bacteria analyzing method-disappearance dilution method, be under the condition of 20mg/L, time of contact 60min in effective agent concentration, saprophytic bacteria sterilizing rate be 98.00%, be 96.4% to the sterilizing rate of sulfate reducing bacteria, be 99.79% to the sterilizing rate of iron bacteria.
Embodiment 2:
With 8g 1,6-hexylidene two (three phenyl phosphonium bromides), 1g dispersant ionized water and 84g alcohol place ultrasonic stirrer, and stirring at room is mixed, until solution is transparent, obtain active ingredient and be 8% bactericidal composition.Adopt oilfield injection water bacteria analyzing method-disappearance dilution method, be under the condition of 20mg/L, time of contact 1h in effective agent concentration, to saprophytic bacteria sterilizing rate be 91.11%, be 62% to the sterilizing rate of sulfate reducing bacteria, be 99.29% to the sterilizing rate of iron bacteria.
Embodiment 3
With 6g 1,6-hexylidene two (tributyl phosphonium bromide), 5g deionized water (or not adding) and 89g acetone place ultrasonic stirrer, and stirring at room is mixed, until solution is transparent, obtain active ingredient and be 6% bactericidal composition.Adopting the disappearance dilution method, is under the condition of 20mg/L, time of contact 1h in effective agent concentration, to saprophytic bacteria sterilizing rate be 93.33%, be 96.4% to the sterilizing rate of sulfate reducing bacteria, be 99.43% to the sterilizing rate of iron bacteria.
Embodiment 4
With 20g 1, the inferior dodecyl two (three phenyl phosphonium bromides) of 12-, 5g dispersant ionized water and 75g ethylene glycol place ultrasonic stirrer, and stirring at room is mixed, until solution is transparent, obtain active ingredient and be 20% bactericidal composition.Adopting the disappearance dilution method, is under the condition of 20mg/L, time of contact 1h in effective agent concentration, medicament C to saprophytic bacteria sterilizing rate be 95.56%, be 84% to the sterilizing rate of sulfate reducing bacteria, be 99.58% to the sterilizing rate of iron bacteria.
Embodiment 5
With 50g 1, the inferior dodecyl two (tributyl phosphonium bromide) of 12-, 2g dispersant ionized water and 48g glycerine place ultrasonic stirrer, and stirring at room is mixed, until solution is transparent, obtain active ingredient and be 50% bactericidal composition.Adopting the disappearance dilution method, is under the condition of 5mg/L, time of contact 30min in effective agent concentration, to saprophytic bacteria sterilizing rate be 93.60%, be 95.78% to the sterilizing rate of sulfate reducing bacteria, be 99.36% to the sterilizing rate of iron bacteria; Concentration is 10mg/L, to saprophytic bacteria sterilizing rate be 95.60%, be 96.00% to the sterilizing rate of sulfate reducing bacteria, be 99.36% to the sterilizing rate of iron bacteria; Concentration is 15mg/L, to saprophytic bacteria sterilizing rate be 97.20%, be 96.22% to the sterilizing rate of sulfate reducing bacteria, be 99.64% to the sterilizing rate of iron bacteria.
Embodiment 6
With 5g 1, the inferior dodecyl two (tributyl phosphonium bromide) of 12-, 2g 1,6-hexylidene two (three amyl group phosphonium bromides), 1g dispersant ionized water and 92g water place ultrasonic stirrer, stirring at room is mixed, until solution is transparent, obtain active ingredient and be 7% bactericidal composition.Adopting the disappearance dilution method, is under the condition of 10mg/L, time of contact 30min in effective agent concentration, to saprophytic bacteria sterilizing rate be 96.60%, be 96.09% to the sterilizing rate of sulfate reducing bacteria, be 99.96% to the sterilizing rate of iron bacteria.
Embodiment 7
With 5g 1, the inferior myristyl two (tripropyl phosphonium bromide) of 14-, 5g 1,6-hexylidene two (triethyl group phosphonium bromide), 2.5g dispersant ionized water and 87.5g water place ultrasonic stirrer, stirring at room is mixed, until solution is transparent, obtain active ingredient and be 10% bactericidal composition.Adopt the disappearance dilution method, under the condition of sterilizing rate 〉=95%, to saprophytic bacteria, the minimal inhibitory concentration of sulfate reducing bacteria and iron bacteria is respectively 10mg/L, 5mg/L and 5mg/L.
Under the room temperature, tetrakis hydroxymetyl phosphonium sulfuric (THPS) and 1, (P-112) with 1, (P-16) sterilization contrast and experiment of 6-hexylidene two (tributyl phosphonium bromide) sees the following form the inferior dodecyl two of 12-(tributyl phosphonium bromide):
From comparative test result as seen, in same concentrations, reach under the condition of identical germicidal efficiency, the required sterilizing time of tetra methylol sulfuric acid phosphonium illustrates that than the required long sterilizing time of Shuan quaternary alkylphosphonium salt the bactericidal effect of Shuan quaternary alkylphosphonium salt medicament also is eager to excel than tetra methylol sulfuric acid phosphonium.
Claims (5)
1. the preparation method of two quaternary alkylphosphonium salt bactericidal compositions, it is characterized in that: said composition is by one or more straight chain types two quaternary alkylphosphonium salt, dispersant and aqueous solvent or organic solvent is composite forms, and its main sterilization component general structure is as follows:
Wherein n is 4～12; R represents C
2～C
6Straight chained alkyl;
The percentage by weight of each component: straight chain type Shuan quaternary alkylphosphonium salt 5～50%, dispersant 1～5%, all the other are aqueous solvent or organic solvent.
2. preparation method as claimed in claim 1, it is characterized in that: above-mentioned straight chain type Shuan quaternary alkylphosphonium salt is 1,6-hexylidene two (three phenyl phosphonium bromides), 1,6-hexylidene two (tributyl phosphonium bromide), 1, the inferior dodecyl two (three phenyl phosphonium bromides) of 12-, 1, the inferior dodecyl two (tributyl phosphonium bromide) of 12-, 1,6-hexylidene two (three amyl group phosphonium bromides), 1, the inferior myristyl two (tripropyl phosphonium bromide) of 14-, 1, inferior ten alkyl two (tributyl phosphonium bromide) of 6-hexylidene two (triethyl group phosphonium bromide) or 1,10-.
3. preparation method as claimed in claim 1, it is characterized in that: above-mentioned dispersant is deionized water.
4. preparation method as claimed in claim 1, it is characterized in that: above-mentioned organic solvent is alcohol, acetone, ethylene glycol or glycerine.
5. the purposes of described pair of quaternary alkylphosphonium salt bactericidal composition of a claim 1, it is characterized in that: two quaternary alkylphosphonium salt bactericidal compositions use in water He in the non-aqueous system, can effectively suppress and kill saprophytic bacteria, sulfate reducing bacteria, iron bacteria and heterotrophic bacteria.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108976257A (en) * | 2017-06-01 | 2018-12-11 | 财团法人工业技术研究院 | Multi-dendritic cationic phosphonium salts and forward osmosis extracts containing same |
| CN114805437A (en) * | 2022-06-01 | 2022-07-29 | 山东科兴化工有限责任公司 | Oilfield sewage bactericide and preparation method thereof |
| CN115735942A (en) * | 2022-12-02 | 2023-03-07 | 山东迪益博自动化科技有限公司 | Seawater biocide and preparation method and application thereof |
Citations (3)
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| CN101305733A (en) * | 2008-04-10 | 2008-11-19 | 南京工业大学 | Water-insoluble phosphonium salt bactericidal agent and its preparation method |
| CN102020675A (en) * | 2010-11-16 | 2011-04-20 | 暨南大学 | Quaternary phosphonium salt as well as preparation method and application thereof |
| US20120087993A1 (en) * | 2009-09-09 | 2012-04-12 | Howard Martin | Biocidal aldehyde composition for oil and gas extraction |
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2012
- 2012-12-12 CN CN2012105343831A patent/CN103039514A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101305733A (en) * | 2008-04-10 | 2008-11-19 | 南京工业大学 | Water-insoluble phosphonium salt bactericidal agent and its preparation method |
| US20120087993A1 (en) * | 2009-09-09 | 2012-04-12 | Howard Martin | Biocidal aldehyde composition for oil and gas extraction |
| CN102020675A (en) * | 2010-11-16 | 2011-04-20 | 暨南大学 | Quaternary phosphonium salt as well as preparation method and application thereof |
Non-Patent Citations (1)
| Title |
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| 廖启丰: "新型亚烷基双季鏻盐杀菌剂的合成及应用研究", 《广东工业大学硕士学位论文》, 4 September 2012 (2012-09-04), pages 30 - 35 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108976257A (en) * | 2017-06-01 | 2018-12-11 | 财团法人工业技术研究院 | Multi-dendritic cationic phosphonium salts and forward osmosis extracts containing same |
| CN114805437A (en) * | 2022-06-01 | 2022-07-29 | 山东科兴化工有限责任公司 | Oilfield sewage bactericide and preparation method thereof |
| CN115735942A (en) * | 2022-12-02 | 2023-03-07 | 山东迪益博自动化科技有限公司 | Seawater biocide and preparation method and application thereof |
| CN115735942B (en) * | 2022-12-02 | 2024-03-05 | 山东迪益博自动化科技有限公司 | Seawater biocide and preparation method and application thereof |
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Application publication date: 20130417 |