CN1593151A - Bi-dodecyl double quaternary ammonium salt iodine attached bactericide preparation method - Google Patents
Bi-dodecyl double quaternary ammonium salt iodine attached bactericide preparation method Download PDFInfo
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- CN1593151A CN1593151A CN 200410043724 CN200410043724A CN1593151A CN 1593151 A CN1593151 A CN 1593151A CN 200410043724 CN200410043724 CN 200410043724 CN 200410043724 A CN200410043724 A CN 200410043724A CN 1593151 A CN1593151 A CN 1593151A
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- gemini
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Abstract
The invention provides a method for preparing bisdodecyl bisquaternary ammonium salt tamed iodine germicide wherein the purpose of the invention is realized through, a, (1) charging Gemini and I2 into solvent by the mass ratio of 10(2-5), (2) dissolving iodine at 30-50 DEG C, heating to 50-60 DEG C, thermostatic reaction 3-5h, (3) charging the solution again into rotary evaporator, controlling the temperature to below deg 40 C, steaming the solvent by vacuum-pumping, obtaining thick brown liquid, (4) storing the liquid in vacuum drying oven, drying 10-13h under the condition of vacuum degree of -0.08 to -0.09MPa.
Description
Technical field:
The present invention relates to a kind of preparation method of bactericide, be specifically related to the preparation method of the attached bactericide of a kind of Gemini-iodine.
Background technology:
Quaternary ammonium salt is the important kind in the cationic surfactant, because it has stronger adsorption capacity to electronegative material, therefore has antistatic behaviour, softness and bactericidal action.Since DomagkG before over half a century found that containing long chain alkyl ammonium salt has stronger bactericidal property, the study on the synthesis of cation activity disinfectant was one of field relatively more active in the disinfectant research always.At present, external cation activity disinfectant developed into for the 5th generation, and promptly two dodecyl bi-quaternary ammonium salts (Gemini) are found after deliberation, this compounds and corresponding mono-quaternaries compound relatively have surface-active and higher bactericidal activity preferably.But because the restriction of condition, the kind of developing at present is also few, and all not compound with two long-chain double quaternary ammonium salt type kinds and inorganic type bactericide.In addition, the method for producing the quaternary ammonium salt composite sterilizing agent at present has solvent method and solid process, and wherein solvent method comprises direct composite algorithm and rotation composite algorithm.Directly complex method and can not be aided with stirring in the still-process because the time of two kinds of solution contacts is insufficient, cause with iodine compound not exclusively, can a large amount of iodine of loss in the process of post processing.Like this, the strong bactericidal properties of iodine just can not obtain embodying when sterilization, finally causes sterilizing rate not high.Compoundly itself there is no essential distinction and rotate with directly compound, mainly be in recombination process, to adopt rotary evaporation, though the time of two kinds of solution contacts is not long yet, but owing in distillation is compound, two kinds of solution can fully be contacted by rotary evaporation, cause iodine compound more complete, sterilizing rate is higher.
Summary of the invention:
The preparation method who the purpose of this invention is to provide a kind of pollution-free, attached bactericide of two dodecyl bi-quaternary ammonium salt iodine that impurity is few, it comprises the steps: a, with Gemini and I
2With mass ratio 10: the ratio of (2～5) is poured in the solvent, and the consumption of solvent is 8～10L/Kg Gemini; B, under 30～50 ℃, make iodine dissolving, be heated to 50～60 ℃ of isothermal reaction 3～5h then; C, this solution is poured in the rotary evaporator, control temperature＜40 ℃ vacuumize and boil off solvent again, thick brown liquid; D, this liquid is placed vacuum drying chamber, be-0.08 in vacuum～-condition of 0.09MPa under dry 10～13h, finally obtain the sepia solid.The present invention is by introducing MOLECULE DESIGN thought, composite inorganic small-molecule substance I in organic backbone Gemini
2, realize dual deactivation inhibitory action to microorganism, can improve effective use of product greatly and render a service, the attached bactericide of products obtained therefrom Gemini-iodine is a kind of organic/inorganic compound system, it in two long-chain bi-quaternary ammonium salt organic backbones with inorganic type disinfectant I
2Compound, have the two advantage concurrently, and it is nontoxic, free from extraneous odour, especially compound back excitant obviously reduces and stability greatly improves, be widely used in operation, the sterilization of health equipment, the sterilizing of fowl poultry environment and the sterilizing of fruits and vegetables tableware etc., realization is to the dual deactivation inhibitory action of microorganism, its unique composite sterilizer mechanism can make it have consumption little (but diluted concentration reaches nearly ten thousand times), render a service high (to conventional bacterium, mould, various livestock and poultry pathogenic microorganismss all have stronger deactivation and inhibitory action, see Table 1), effective period is long, with low cost, safe in utilization (to the people, poultry is waited the animal nonhazardous, can not bring environmental problem) etc. characteristics, alternative present commercially available routine disinfection bactericide.The preparation method of the attached bactericide of Gemini-iodine can be described as solvent method among the present invention, also can adopt solid process, is about to Gemini (1) or (2) and places the ball milling device to grind a period of time with iodine, makes the two compound.Solvent method is compared with solid process, and technology is simple, does not need a large amount of raw materials, and available iodine content can reach 10%; And solid process is worth well below this.Combination process of the present invention combines direct composite algorithm and the advantage of rotating composite algorithm, is guaranteeing Gemini and I
2Guaranteed that again whole steamings of solvent remove when fully reacting.Fully reaction makes Gemini and I
2Compound better experimental data shows that available iodine content is higher in compound this moment, and solvent steams in the process of removing and taken away the residual compound iodine that do not carry out, for post processing brings convenience.The present invention has the advantage that impurity is few, environmental pollution is little, available iodine content is high.
Table 1
Description of drawings:
Fig. 1 is Gemini (1) and the Raman spectrogram (0～300 wave number) of Gemini-I (1) under 25 ℃, and Fig. 2 is 300cm
-1～1000cm
-1Contrast figure in the scope under (1) 25 ℃ of Gemini (1) and the Gemini-I, Fig. 3 is Gemini (2) and the Raman spectrogram (0～300 wave number) of Gemini-I (2) under 25 ℃, and Fig. 4 is Gemini (2) and the Raman spectrogram (300～1600 wave number) of Gemini-I (2) under 25 ℃.
Embodiment:
Embodiment one: present embodiment is achieved in that a, with Gemini and I
2With mass ratio 10: the ratio of (2～5) is poured in the solvent, and the consumption of solvent is 8～10L/Kg Gemini; B, under 30～50 ℃, make iodine dissolving, be heated to 50～60 ℃ of isothermal reaction 3～5h then; C, this solution is poured in the rotary evaporator, control temperature＜40 ℃ vacuumize and boil off solvent again, thick brown liquid; D, this liquid is placed vacuum drying chamber, be-0.08 in vacuum～-condition of 0.09MPa under dry 10～13h, finally obtain the sepia solid.
Embodiment two: what present embodiment and embodiment one were different is, it also comprises the e step: heated 10～14 hours at 60～100 ℃ after the sepia solid is dissolved in ethanol, add 20～50ml distilled water then, 60～80 ℃ of heating 10～14 hours, obtain purified product behind the vacuum filtration.Other process conditions are identical with embodiment one with step.
Embodiment three: that present embodiment and embodiment one, two are different is Gemini and I
2Mass ratio be 10: 2.5.Other process conditions are identical with embodiment one, two with step.
Embodiment four: Gemini-I in the present embodiment (1) is achieved in that a, will connects the basic two dodecyl dimethyl quaternary cationics Gemini (1) and the I of hydroxypropyl that be
2Pour in the alcohol solvent with 10: 2.5 ratio of mass ratio, consumption of ethanol is 8～10L/Kg Gemini (1), and above-mentioned raw materials is evenly stirred in the 250mL four-hole boiling flask; B, under 40 ℃, make iodine dissolving, be heated to 50 ℃ of isothermal reaction 4h then; C, this solution is poured in the rotary evaporator, control temperature＜40 ℃ vacuumize and boil off solvent again, thick brown liquid; D, this liquid is placed vacuum drying chamber, be-0.08 in vacuum～-condition of 0.09MPa under dry 10～13h, finally obtain the sepia solid; Can remaining elemental iodine in e, the sample after compound, therefore must elemental iodine can be separated the in addition post processing of this combination product from mixture, detailed process be: the sample behind the dissolve with ethanol is put into thermostat water bath, 80 ℃ were heated 12 hours, make ethanol volatilization, in the beaker that is evaporated completely ethanol, add 20～50ml distilled water, in vacuum be-condition of 0.08MPa under behind the suction filtration, 80 ℃ of heating evaporated the water in 12 hours, obtain purified product, i.e. Gemini-I (1), its structural formula is
Gemini in the present embodiment (1) according to document " Ikeda merit, Cui Zhenggang. the synthetic and performance (1) of new type of Gemini cationic surfactant---from long chain alkyl dimethyl amine and hydrochloride and the synthetic pair alkyl bis-quaternary ammonium salt cationics of epoxychloropropane. daily chemical industry .2001 (3): 27～30 " be prepared.Gemini (1) and Gemini-I (1) Raman spectrum testing result such as Fig. 1 under 25 ℃, Raman spectrum is excited at the 632.8nm place, and laser intensity is 0.7 μ W, at 0～300cm
-1Detect as can be seen in the scope: when iodine and Gemini (1) compound tense, the existence of iodine causes at 20cm
-1, 120cm
-1Violent variation takes place near low frequency range, 2 new strong peaks occurred, and bigger variation has taken place the peak type, and these two peaks are because I
3 -Stretching vibration form, and at 150cm
-1Small peak and documents and materials (D.L.A.deFaria, H.A.C.Gil, the A.A.A.de Queiroz.The interaction between polyvinylpyrrolidone and I at place
2Asprobed by Raman spectroscopy.Joumal of Molecular Structure.1999,478) I that mentions on
5-peak unanimity; Can see the influence that is subjected to iodine molecule by Fig. 2, two absworption peaks of Gemini (1) have taken place to move: a 775cm clearly
-1Moved to 804cm
-1The place; Another one is from 518cm
-1Moved to 520cm
-1The place.The result of complex chart 1 and Fig. 2 can illustrate by present embodiment and obtain Gemini-I (1).When the concentration of Gemini-I (1) is 30mg/L, adopt direct complex method, colibacillary killing rate is 98.4%; Adopt the rotation complex method, colibacillary killing rate is 98.7%, adopts and improves complex method, and colibacillary killing rate is 98.9%.
Embodiment five: Gemini-I in the present embodiment (2) is achieved in that a, will connects two dodecyl dimethyl quaternary cationics Gemini (2) and I that base is three methylene
2Pour in the alcohol solvent with 10: 2.5 ratio of mass ratio, consumption of ethanol is 8～10L/Kg Gemini (2), and above-mentioned raw materials is evenly stirred in the 250mL four-hole boiling flask; B, under 40 ℃, make iodine dissolving, be heated to 50 ℃ of isothermal reaction 4h then; C, this solution is poured in the rotary evaporator, control temperature＜40 ℃ vacuumize and boil off solvent again, thick brown liquid; D, this liquid is placed vacuum drying chamber, be-0.08 in vacuum～-condition of 0.09MPa under dry 10～13h, finally obtain the sepia solid; Can remaining elemental iodine in e, the sample after compound, therefore must elemental iodine can be separated the in addition post processing of this combination product from mixture, detailed process be: the sample behind the dissolve with ethanol is put into thermostat water bath, 80 ℃ were heated 12 hours, make ethanol volatilization, in the beaker that is evaporated completely ethanol, add 20～50ml distilled water, in vacuum be-condition of 0.08MPa under behind the suction filtration, 80 ℃ of heating evaporated the water in 12 hours, obtain purified product, i.e. Gemini-I (2), its structural formula is
Gemini in the present embodiment (2) according to document " execute sea of clouds, Chen Qibin, Tong Si etc. the synthetic and quantitative analysis of two alkane chain cationic surfactants. analytical chemistry .2003,31 (3): 322～325 " be prepared.Gemini (2) and Gemini-I (2) Raman spectrum testing result such as Fig. 3 under 25 ℃, Raman spectrum is excited at the 632.8nm place, and laser intensity is 0.7 μ W; At 0～300cm
-1Detect in the scope and work as iodine and Gemini (2) compound tense as can be seen, the existence of iodine causes at 20cm
-1, 120cm
-1Violent variation takes place near low frequency range, 2 new strong peaks occurred, and bigger variation has taken place the peak type, and these two peaks are because I
3 -Stretching vibration form; And at 150cm
-1Small peak and documents and materials (D.L.A.de Faria, H.A.C.Gil, the A.A.A.de Queiroz.The interaction between polyvinylpyrrolidone and I at place
2As probed by Ramanspectroscopy.Journal of Molecular Structure.1999,478) I that mentions on
5 -The peak unanimity.Fig. 4 is 300cm
-1～1600cm
-1(2) 25 ℃ of contrast figure down of Gemini (2) and Gemini-I can see the influence that is subjected to iodine molecule by Fig. 4 in the scope, and two absworption peaks of Gemini (2) have taken place mobile: a 775cm clearly
-1Moved to 804cm
-1The place; Another one is from 518cm
-1Moved to 520cm
-1The place.The result of complex chart 3 and Fig. 4 can illustrate by present embodiment and obtain Gemini-I (2).When Gemini-I (2) concentration is 30mg/L, adopt direct complex method, colibacillary killing rate is 93.7%; Adopt the rotation complex method, colibacillary killing rate is 91.3%; Adopt and improve complex method, the killing colon bacillus sterilizing rate is 96.8%.
Claims (3)
1, the preparation method of the attached bactericide of Gemini-iodine, it is characterized in that it comprise the steps: a, with Gemini and I
2With mass ratio 10: the ratio of (2～5) is poured in the solvent, and the consumption of solvent is 8～10L/Kg Gemini; B, under 30～50 ℃, make iodine dissolving, be heated to 50～60 ℃ of isothermal reaction 3～5h then; C, this solution is poured in the rotary evaporator, control temperature＜40 ℃ vacuumize and boil off solvent again, thick brown liquid; D, this liquid is placed vacuum drying chamber, be-0.08 in vacuum～-condition of 0.09MPa under dry 10～13h, finally obtain the sepia solid.
2, the preparation method of the attached bactericide of Gemini-iodine according to claim 1, it is characterized in that it also comprises the e step: heated 10～14 hours at 60～100 ℃ after the sepia solid is dissolved in ethanol, add 20～50ml distilled water then, 60～80 ℃ of heating 10～14 hours, obtain purified product behind the vacuum filtration.
3, the preparation method of the attached bactericide of Gemini-iodine according to claim 1 is characterized in that Gemini and I
2Mass ratio be 10: 2.5.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101711527B (en) * | 2009-12-31 | 2013-02-20 | 蚌埠丰原医药科技发展有限公司 | Bactericidal composition and preparation method thereof |
| EP2881122A4 (en) * | 2012-08-01 | 2016-05-18 | Nms Technologies Co Ltd | Physical antimicrobial method |
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|---|---|---|---|---|
| NL6507109A (en) * | 1965-06-04 | 1966-12-05 | ||
| CN1226034C (en) * | 2001-11-19 | 2005-11-09 | 陈唐龙 | Durably antibacterial and deodouring medicine for treating tinea manuum and tinea pedis |
| CN1225981C (en) * | 2003-06-17 | 2005-11-09 | 中国海洋大学 | Preparatino method of low-molecular chitosar quaternary ammonium salt complex iodine clear venom |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101711527B (en) * | 2009-12-31 | 2013-02-20 | 蚌埠丰原医药科技发展有限公司 | Bactericidal composition and preparation method thereof |
| EP2881122A4 (en) * | 2012-08-01 | 2016-05-18 | Nms Technologies Co Ltd | Physical antimicrobial method |
| US9504255B2 (en) | 2012-08-01 | 2016-11-29 | Nms Technologies Co., Ltd. | Physical antimicrobial method |
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