CN101289536A - Method for preparing poly(hexamethylene) hydrochloride - Google Patents
Method for preparing poly(hexamethylene) hydrochloride Download PDFInfo
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- CN101289536A CN101289536A CNA200810123308XA CN200810123308A CN101289536A CN 101289536 A CN101289536 A CN 101289536A CN A200810123308X A CNA200810123308X A CN A200810123308XA CN 200810123308 A CN200810123308 A CN 200810123308A CN 101289536 A CN101289536 A CN 101289536A
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- guanidine hydrochloride
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Abstract
The invention relates to the bactericide technical field, in particular to a method for producing and making polyhexamethylene guanidine hydrochloride. The method comprises the following steps that: a. the raw material is matched; the mass ratio of guanidine hydrochloride to 1,6-diaminohexane is 1:1; b. the matched raw materials are put into a reaction kettle and are heated to the complete dissolution as well as are mixed sufficiently, the temperature is raised to between 120 and 200 DEG C, a catalyst is added in the temperature-rise period; 2. the reaction lasts 2 to 3 hours to the extent that no NH3 discharges from the reaction kettle, the reaction is over, and the product of polyhexamethylene guanidine hydrochloride is obtained. The method solves the problems of the prior polyhexamethylene guanidine hydrochloride that the polymerization degree is low, the sterilization period is short, and the pH range is not wide.
Description
Technical field
The present invention relates to the sterilant technical field, especially a kind of preparation method of poly (hexamethylene) hydrochloride.
Background technology
Harmful microorganism brings a lot of illnesss to the mankind, and serious harm people people life security is safeguarded the requisite important step of human life's safety so adopt sterilization and disinfection to become, and the most commonly used be each series bactericidal agent.Well-known, general sterilant all has bigger irritating smell and certain corrodibility; And most sterilised products has bigger toxicity, can cause environmental pollution.Therefore, in the international community sterilization and disinfection product is proposed following requirement: fungicidal spectrum is wide, and (MIC) is low for minimum inhibitory concentration, speed of action is fast, the photo-thermal stable chemical performance, soluble in water, can use at normal temperatures, antibacterial for a long time, have no side effect, non-corrosiveness, colourless, tasteless, odorless, toxicity is low, do not fire, not quick-fried, safe in utilization.The product that can satisfy above requirement in the market is also few, and a kind of product that is called poly (hexamethylene) hydrochloride is arranged wherein, what this product was real is a kind of nonpoisonous and tasteless sterilised products, the poly (hexamethylene) hydrochloride that can buy on the market is that the employing publication number is the preparation technology's production described in the CN02135317, but the prepared poly (hexamethylene) hydrochloride of this production technique exists the low sterilization phase weak point that causes of the polymerization degree, is exactly the narrow problem of pH scope of its use in addition.
Summary of the invention
The technical problem to be solved in the present invention is: existing the low sterilization phase weak point that causes of the polymerization degree at present poly (hexamethylene) hydrochloride, is exactly the narrow problem of pH scope of its use in addition, has researched and developed a kind of production method of poly (hexamethylene) hydrochloride.
The technical solution adopted for the present invention to solve the technical problems is: be a kind of production technique for preparing the high-polymerization degree poly (hexamethylene) hydrochloride, have following steps:
A. proportioning raw materials: Guanidinium hydrochloride and 1, the quality proportioning of 6-two amido hexanes is 1: 1;
B. proportioning is good raw material is put into reactor and is heated with stirring to dissolving and thorough mixing fully, is warming up to 120～200 ℃ then, adds catalyzer in the temperature-rise period;
C. reacted 2～3 hours, and in reactor, do not have NH
3Emit, reaction finishes, and obtains the product poly (hexamethylene) hydrochloride.
The present invention can add distilled water according to the content in the product for product can be improved.
The present invention and publication number are the disclosed a kind of method for preparing poly (hexamethylene) hydrochloride of CN02135317, but the composition of raw materials among prescription among the present invention and the disclosed preparation method is had any different:
Reacting employed polymerizing catalyst is polyoxyethylene glycol, be merely to be polymerizing catalyst with polyoxyethylene glycol, can improve the polymerization degree of poly (hexamethylene) hydrochloride in process of production greatly, the polymerization degree is an important factor that influences poly (hexamethylene) hydrochloride germicidal action timeliness, the polymerization degree is high more, and the sterilization timeliness is just long more.
It is that the technical scheme temperature of CN02135317 is higher that publication number is compared in the control of temperature that the present invention takes; can avoid the use toluene-4-sulfonic acid as protective material; toluene-4-sulfonic acid has very strong corrodibility and pungent odour; there be the reaction process of toluene-4-sulfonic acid under participating in to make the acid resistance of poly (hexamethylene) hydrochloride of generation better; but the alkali resistance difference is not suitable for the germicidal treatment under the alkaline environment, and the present invention has improved the applicable pH value width of poly (hexamethylene) hydrochloride.
The polymerization degree of the poly (hexamethylene) hydrochloride of the present invention's preparation can reach greater than 2000, and this sterilization that has guaranteed poly (hexamethylene) hydrochloride is long-lasting.
The invention has the beneficial effects as follows, the prepared poly (hexamethylene) hydrochloride of the present invention has water-soluble strong, low toxicity, VOC free discharging in the production process, poly (hexamethylene) hydrochloride is colourless, tasteless, non-foaming, confirm not cause mutant bacteria to cause the microorganisms resistance through the AMES test, bactericidal range is wide, be applicable to bacterium, mould, microorganisms such as algae, the polymerization degree of the poly (hexamethylene) hydrochloride of the present invention's preparation can reach greater than 2000, such high-polymerization degree can make the sterilization phase of poly (hexamethylene) hydrochloride reach 10～15 months, reduced the trouble of changing sterilant, simultaneously poly (hexamethylene) hydrochloride can both not be decomposed in pH value is 1～10 scope in fine sterilization, and the poly (hexamethylene) hydrochloride class belongs to cytolemma effect antiseptic-germicide
Embodiment
Example one
Process flow diagram is as shown in Figure 1 operated:
A. proportioning raw materials: Guanidinium hydrochloride and 1, the mass ratio of 6-two amido hexanes is 1: 1,
B. proportioning is good raw material is put into reactor and is heated with stirring to fully dissolving and thorough mixing, is warming up to 150 ℃ then, adds polyoxyethylene glycol in the temperature-rise period, the usage quantity of polyoxyethylene glycol be Guanidinium hydrochloride and 1,6 two amido hexane total mass 5%;
C. temperature keeps 150 ℃ of reactions after 2 hours in the reactor, does not have NH in the reactor
3Emit, reaction finishes, and obtains product poly (hexamethylene) hydrochloride 1#.
Example two
Process flow diagram is as shown in Figure 1 operated:
A. proportioning raw materials: Guanidinium hydrochloride and 1, the mass ratio of 6-two amido hexanes is 1: 1,
B. proportioning is good raw material is put into reactor and is heated with stirring to fully dissolving and thorough mixing, is warming up to 200 ℃ then, adds polyoxyethylene glycol in the temperature-rise period, the usage quantity of polyoxyethylene glycol be Guanidinium hydrochloride and 1,6 two amido hexane total mass 0.1%;
C. temperature keeps 200 ℃ of reactions after 3 hours in the reactor, does not have NH in the reactor
3Emit, reaction finishes, and obtains product poly (hexamethylene) hydrochloride 2#.
Example three
Process flow diagram is as shown in Figure 1 operated:
A. proportioning raw materials: Guanidinium hydrochloride and 1, the mass ratio of 6-two amido hexanes is 1: 1,
B. proportioning is good raw material is put into reactor and is heated with stirring to fully dissolving and thorough mixing, is warming up to 120 ℃ then, adds polyoxyethylene glycol in the temperature-rise period, the usage quantity of polyoxyethylene glycol be Guanidinium hydrochloride and 1,6 two amido hexane total mass 3%;
C. temperature keeps 120 ℃ of reactions after 2.5 hours in the reactor, does not have NH in the reactor
3Emit, reaction finishes, and obtains product poly (hexamethylene) hydrochloride 3#.
Example four
Poly (hexamethylene) hydrochloride and existing common fungicide performance comparison to above three example productions:
| Poly (hexamethylene) hydrochloride 1# | Poly (hexamethylene) hydrochloride 2# | Poly (hexamethylene) hydrochloride 3# | The aldehydes sterilant | The phenols sterilant | The quaternary ammonium salt sterilant | The chlorine-containing disinfectant sterilant | The iodine series bactericidal agent | The alcohol series bactericidal agent | |
| Sterilizing rate (bacteria concentration 10 6/ml) | 99.5％ | 99.5％ | 99.5％ | 99％ | 75％ | 80％ | 99％ | 81％ | 50％ |
| Mucosa irritation | Do not have | Do not have | Do not have | In | In | In | By force | In | A little less than |
| Corrodibility | Do not have | Do not have | Do not have | In | In | A little less than | By force | In | Do not have |
| Toxicity | Do not have | Do not have | Do not have | In | In | In low | Extremely strong | In | A little less than |
| The 37 ℃ of degradation rates in 1 year | 5％ | 4.3％ | 5.4％ | - | - | - | - | - | - |
| Smell | Do not have | Do not have | Do not have | Stimulate | Stimulate | A little less than | Polar stimulation | In | In |
| Tint permanence | Do not have | Do not have | Do not have | Do not have | Jaundice | Do not have | Bleaching | Jaundice | Do not have |
| Environmental pollution | Do not have | Do not have | Do not have | In | In | In | By force | In | Little |
Above data are to record after 200 times of the poly (hexamethylene) hydrochloride dilutions, show poly (hexamethylene) hydrochloride be a kind of effectively long-lasting sterilant can use with all kinds of environment in.
Claims (4)
1. the preparation method of a poly (hexamethylene) hydrochloride is characterized in that having following steps:
A. proportioning raw materials: Guanidinium hydrochloride and 1, the quality proportioning of 6-two amido hexanes is 1: 1;
B. proportioning is good raw material is put into reactor and is heated with stirring to dissolving and thorough mixing fully, is warming up to 120～200 ℃ then, adds catalyzer in the temperature-rise period;
C. reacted 2～3 hours, and in reactor, do not have NH
3Emit, reaction finishes, and obtains the product poly (hexamethylene) hydrochloride.
2. the preparation method of poly (hexamethylene) hydrochloride according to claim 1 is characterized in that the catalyzer among the described step b is a polyoxyethylene glycol.
3. the preparation method of poly (hexamethylene) hydrochloride according to claim 1, the usage quantity of the catalyzer among the step b that it is characterized in that is Guanidinium hydrochloride and 1,0.1～5% of the total mass of 6-two amido hexanes.
4. the preparation method of poly (hexamethylene) hydrochloride according to claim 1, the polymerization degree that it is characterized in that the poly (hexamethylene) hydrochloride that described step c makes is greater than 2000.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200810123308XA CN101289536A (en) | 2008-05-20 | 2008-05-20 | Method for preparing poly(hexamethylene) hydrochloride |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200810123308XA CN101289536A (en) | 2008-05-20 | 2008-05-20 | Method for preparing poly(hexamethylene) hydrochloride |
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| Publication Number | Publication Date |
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| CN101289536A true CN101289536A (en) | 2008-10-22 |
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| CNA200810123308XA Pending CN101289536A (en) | 2008-05-20 | 2008-05-20 | Method for preparing poly(hexamethylene) hydrochloride |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101962442A (en) * | 2009-07-21 | 2011-02-02 | 铜陵高聚生物科技有限公司 | Method for preparing polyhexamethylene biguanidine hydrochloride |
| CN101857540B (en) * | 2009-04-09 | 2013-04-17 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine hydrochloride and polyhexamethylene (di)guanidine chloride from nylon-66 through depolymerization |
| CN104397006A (en) * | 2014-11-25 | 2015-03-11 | 苏州佑君环境科技有限公司 | Water-treated polyhexamethylene guanidine hydrochloride sterilizing agent and preparation method thereof |
| TWI626229B (en) * | 2016-09-22 | 2018-06-11 | 中國石油化學工業開發股份有限公司 | Synthesis of biguanid phosphate and bactericide |
| CN110804198A (en) * | 2019-11-19 | 2020-02-18 | 石家庄学院 | Preparation method of antibacterial cellulose degradable composite membrane |
| CN110804179A (en) * | 2019-11-19 | 2020-02-18 | 石家庄学院 | High-molecular ionic liquid with good film forming property and long-term antibacterial activity and application thereof |
| CN110818937A (en) * | 2019-11-19 | 2020-02-21 | 石家庄学院 | Preparation method and bacteriostatic reinforcement method of cellulose-polyvinyl alcohol degradable composite membrane |
| CN110846898A (en) * | 2020-01-08 | 2020-02-28 | 石家庄学院 | Preparation method of antibacterial degradable composite fiber |
| CN117264161A (en) * | 2023-11-17 | 2023-12-22 | 江苏瑞洋安泰新材料科技有限公司 | Preparation method of bio-based blocked isocyanate cross-linking agent |
-
2008
- 2008-05-20 CN CNA200810123308XA patent/CN101289536A/en active Pending
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101857540B (en) * | 2009-04-09 | 2013-04-17 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine hydrochloride and polyhexamethylene (di)guanidine chloride from nylon-66 through depolymerization |
| CN101962442A (en) * | 2009-07-21 | 2011-02-02 | 铜陵高聚生物科技有限公司 | Method for preparing polyhexamethylene biguanidine hydrochloride |
| CN104397006A (en) * | 2014-11-25 | 2015-03-11 | 苏州佑君环境科技有限公司 | Water-treated polyhexamethylene guanidine hydrochloride sterilizing agent and preparation method thereof |
| TWI626229B (en) * | 2016-09-22 | 2018-06-11 | 中國石油化學工業開發股份有限公司 | Synthesis of biguanid phosphate and bactericide |
| CN110804198A (en) * | 2019-11-19 | 2020-02-18 | 石家庄学院 | Preparation method of antibacterial cellulose degradable composite membrane |
| CN110804179A (en) * | 2019-11-19 | 2020-02-18 | 石家庄学院 | High-molecular ionic liquid with good film forming property and long-term antibacterial activity and application thereof |
| CN110818937A (en) * | 2019-11-19 | 2020-02-21 | 石家庄学院 | Preparation method and bacteriostatic reinforcement method of cellulose-polyvinyl alcohol degradable composite membrane |
| CN110818937B (en) * | 2019-11-19 | 2022-04-29 | 石家庄学院 | Preparation method and bacteriostatic reinforcement method of cellulose-polyvinyl alcohol degradable composite membrane |
| CN110804198B (en) * | 2019-11-19 | 2022-08-26 | 石家庄学院 | Preparation method of antibacterial cellulose degradable composite membrane |
| CN110846898A (en) * | 2020-01-08 | 2020-02-28 | 石家庄学院 | Preparation method of antibacterial degradable composite fiber |
| CN117264161A (en) * | 2023-11-17 | 2023-12-22 | 江苏瑞洋安泰新材料科技有限公司 | Preparation method of bio-based blocked isocyanate cross-linking agent |
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Application publication date: 20081022 |