CN101161070A - Double chain quaternary ammonium salt complex phthalic two methylene oxide disinfectant - Google Patents
Double chain quaternary ammonium salt complex phthalic two methylene oxide disinfectant Download PDFInfo
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- 239000000645 desinfectant Substances 0.000 title claims abstract description 15
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims abstract description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims 8
- 235000019256 formaldehyde Nutrition 0.000 title claims 4
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229940054441 o-phthalaldehyde Drugs 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims 1
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 13
- 150000003863 ammonium salts Chemical group 0.000 abstract description 3
- 238000009395 breeding Methods 0.000 abstract description 2
- 230000001488 breeding effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 230000001954 sterilising effect Effects 0.000 abstract description 2
- 238000007654 immersion Methods 0.000 abstract 1
- 239000002574 poison Substances 0.000 abstract 1
- 231100000614 poison Toxicity 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 5
- 230000001580 bacterial effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- -1 alkyl quaternary ammonium salt Chemical class 0.000 description 3
- 210000000170 cell membrane Anatomy 0.000 description 3
- 210000002421 cell wall Anatomy 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 3
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000002779 inactivation Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 230000002147 killing effect Effects 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 244000144977 poultry Species 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 1
- XRWMGCFJVKDVMD-UHFFFAOYSA-M didodecyl(dimethyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC XRWMGCFJVKDVMD-UHFFFAOYSA-M 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 238000002558 medical inspection Methods 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
技术领域 technical field
本发明涉及化学消毒灭菌剂。The present invention relates to chemical disinfectant and sterilizer.
背景技术 Background technique
季铵盐是阳离子表面活性剂中的重要品种，由于其对带负电荷的物质具有较强的吸附能力，因此具有抗静电性、柔软和杀菌作用。自从半个多世纪以前DomagkG发现含有长链烷基季铵盐具有较强的杀菌性能以来，阳离子活性消毒杀菌剂的合成研究一直是消毒杀菌剂研究中比较活跃的领域之一。目前，国外的阳离子活性消毒杀菌剂已经发展到第五代，即双十二烷基双季铵盐(Gemini)，经研究发现，此类化合物和相应的单季铵盐化合物比较，具有较好的表面活性和较高的杀菌活性，在畜牧界具有较好的反应，但也发现它的杀菌速率较慢，对病毒、芽胞及混合毒菌的杀灭能力较差，且对有机物抗干扰性差，成本也较高。Quaternary ammonium salt is an important variety of cationic surfactants. Because of its strong adsorption capacity for negatively charged substances, it has antistatic, soft and bactericidal effects. Since DomagkG discovered that the long-chain alkyl quaternary ammonium salt has strong bactericidal properties more than half a century ago, the synthesis of cationic active disinfectants has been one of the more active fields in the research of disinfectants. At present, foreign cationic active disinfectants have been developed to the fifth generation, that is, didodecyl diquaternary ammonium salt (Gemini). After research, it is found that this type of compound has better It has a good surface activity and high bactericidal activity, and has a good response in the animal husbandry industry, but it is also found that its bactericidal rate is slow, its ability to kill viruses, spores and mixed viruses is poor, and its anti-interference ability to organic matter is poor. , the cost is also higher.
邻苯二甲醛(ortho-phthalaldehyde，OPA)，是一种重要的医药化工中间体，以前主要用于胺类生物碱、荧光计组胺测定试剂及医药检验方面。自从1994年将其用于内镜消毒而发现其具有良好的消毒效果，国外对OPA的消毒方面进行了许多研究，已经将其开发成为一种新型的高效消毒剂并通过了美国FDA认证。邻苯二甲醛溶液可反复处理热敏医疗设备，可在室温(20℃)下12分钟内发挥快速、高水准的消毒作用，尤其对分枝杆菌特别有效(对近年来分离出的戊二醛抗性分枝杆菌也具有良好的杀灭作用)。与消毒剂戊二醛(glutaraldehyde，GTA)相比，邻苯二甲醛具有比戊二醛广谱、高效、低腐蚀的优点、还具有刺激性小、使用浓度低等自身特性。是随时可用、无需活化，几乎无味的产品。因此，邻苯二甲醛有可能成为戊二醛替代品。Ortho-phthalaldehyde (OPA) is an important pharmaceutical and chemical intermediate, which was mainly used in amine alkaloids, fluorometer histamine determination reagents and medical inspection in the past. Since it was used for endoscope disinfection in 1994 and found to have a good disinfection effect, many studies have been carried out on the disinfection of OPA abroad, and it has been developed into a new type of high-efficiency disinfectant and has passed the US FDA certification. The o-phthalaldehyde solution can repeatedly treat heat-sensitive medical equipment, and can exert a rapid and high-level disinfection effect within 12 minutes at room temperature (20°C), especially for mycobacteria (for glutaraldehyde isolated in recent years Resistant mycobacteria also have a good killing effect). Compared with the disinfectant glutaraldehyde (glutaraldehyde, GTA), o-phthalaldehyde has the advantages of broad spectrum, high efficiency and low corrosion compared with glutaraldehyde, and also has its own characteristics such as less irritation and low concentration. It is a ready-to-use, non-activating, virtually odorless product. Therefore, o-phthalaldehyde may become a substitute for glutaraldehyde.
发明内容 Contents of the invention
本发明的目的就是提供一种新型的双链季铵盐复合邻苯二甲醛消毒剂。它无毒、几乎无异味，兼具双季铵盐和邻苯二甲醛二者的抑菌消毒功效。季铵盐类化合物和邻苯二甲醛的抑菌机理是：季铵盐类化合物一般均认为是带有正电荷的季铵盐类化合物分子更易吸附于带负电荷的细菌表面，穿透细菌细胞壁，作用于细菌的细胞膜和酶体系，抑制其呼吸作用；进一步使细菌外膜裂解，新陈代谢被抑制而死亡。OPA的杀菌活性基础是其与氨基酸和蛋白质的交联作用，OPA与细菌菌体细胞壁/膜作用后形成牢固的交联结合，造成一道屏障，阻止了某些物质对细胞壁/膜的结构破坏，但是OPA的这种封闭防渗作用，同样也造成菌体内外物质交换功能障碍，以致细菌正常生理功能不能进行，从而促进细菌死亡。The purpose of the present invention is exactly to provide a kind of novel double-chain quaternary ammonium salt composite o-phthalaldehyde disinfectant. It is non-toxic, has almost no peculiar smell, and has the antibacterial and disinfection effects of both diquaternary ammonium salt and o-phthalaldehyde. The antibacterial mechanism of quaternary ammonium compounds and o-phthalaldehyde is: quaternary ammonium compounds are generally considered to be positively charged quaternary ammonium compound molecules are more likely to adsorb on the surface of negatively charged bacteria and penetrate the bacterial cell wall , acts on the bacterial cell membrane and enzyme system, inhibits its respiration; further lyses the bacterial outer membrane, inhibits metabolism and dies. The basis of OPA's bactericidal activity is its cross-linking effect with amino acids and proteins. OPA forms a strong cross-linking bond with the bacterial cell wall/membrane, forming a barrier that prevents certain substances from destroying the structure of the cell wall/membrane. However, the sealing and anti-seepage effect of OPA also causes the dysfunction of material exchange inside and outside the bacteria, so that the normal physiological functions of bacteria cannot be carried out, thereby promoting the death of bacteria.
本发明具有如下突出特点：通过使双链季铵盐和邻苯二甲醛相互复配，实现对微生物的双重灭活抑制作用，可大大提高产品的有效使用效力，尤其是消毒剂的杀菌速率、杀灭能力以及自身的稳定性都大有提高。可广泛用于手术、卫生器械的消毒、禽畜环境、养殖水环境的杀菌消毒及果蔬食具的杀菌消毒等。其独特的杀菌机理可使其具有用量少(可稀释浓度达近万倍)、效力高(对常规细菌、霉菌、各种畜禽致病微生物均有较强的灭活和抑制作用)、有效周期长、成本低廉、使用安全(对人畜无毒害，不会带来环境问题)等特点，可替代目前市售常规消毒杀菌剂。The present invention has the following outstanding features: by compounding the double-chain quaternary ammonium salt and o-phthalaldehyde, the dual inactivation and inhibition of microorganisms can be achieved, which can greatly improve the effective use of the product, especially the sterilization rate of the disinfectant, The killing ability and its own stability have been greatly improved. It can be widely used in the disinfection of surgery and sanitary instruments, the sterilization and disinfection of poultry and livestock environment, breeding water environment, and the sterilization and disinfection of fruit and vegetable tableware, etc. Its unique bactericidal mechanism can make it less dosage (can be diluted nearly 10,000 times), high efficacy (strong inactivation and inhibition of conventional bacteria, molds, and various pathogenic microorganisms of livestock and poultry), It has the characteristics of long effective period, low cost, safe use (non-toxic to humans and animals, and will not cause environmental problems), and can replace conventional disinfectants currently on the market.
本发明的技术解决方案如下：Technical solution of the present invention is as follows:
双链季铵盐络合邻苯二甲醛消毒剂的配方如下：(摩尔含量)The formula of double-chain quaternary ammonium complexed o-phthalaldehyde disinfectant is as follows: (molar content)
双链季铵盐2M 邻苯二甲醛1MDouble chain quaternary ammonium salt 2M o-phthalaldehyde 1M
本发明的双链季铵盐可选用：8～16个碳原子的双长链季铵盐，并且是Br-、Cl-、I-的化合物，可选用其中一种或其中几种。The double-chain quaternary ammonium salt of the present invention can be selected: double long-chain quaternary ammonium salt with 8 to 16 carbon atoms, and is a compound of Br - , Cl - , I - , one or several of them can be selected.
本发明的具体实施方式：The specific embodiment of the present invention:
实施例1Example 1
配方：双十二烷基二甲基溴化胺9kg、邻苯二甲醛1.5kg。生产工艺如下：Formula: 9kg didodecanyldimethylamine bromide, 1.5kg o-phthalaldehyde. The production process is as follows:
(1)称取双十二烷基二甲基溴化胺9kg，放入反应釜中搅拌。(1) Weigh 9 kg of didodecyldimethylammonium bromide and put it into the reaction kettle to stir.
(2)加入邻苯二甲醛1.5kg，搅拌3～5h，即成。(2) Add 1.5 kg of o-phthalaldehyde, stir for 3-5 hours, and it is ready.
实施例2Example 2
配方：双八烷基二甲基氯化胺3.1kg、双十烷基二甲基氯化胺3.0kg、双十二烷基二甲基氯化胺74.5kg、双十四烷基二甲基氯化胺10.3kg、双十六烷基二甲基氯化胺4.2kg、邻苯二甲醛15.0kg。生产工艺如下：Formula: 3.1kg dioctadecyl dimethyl ammonium chloride, 3.0kg didecyl dimethyl ammonium chloride, 74.5kg didodecyl dimethyl ammonium chloride, ditetradecyl dimethyl ammonium chloride Ammonium chloride 10.3kg, dihexadecyldimethylammonium chloride 4.2kg, o-phthalaldehyde 15.0kg. The production process is as follows:
(1)分别称取双链季铵盐，放入反应釜中搅拌。(1) Weigh the double-chain quaternary ammonium salts respectively and put them into the reaction kettle to stir.
(2)加入邻苯二甲醛1.5kg，搅拌3～5h，即成。(2) Add 1.5 kg of o-phthalaldehyde, stir for 3-5 hours, and it is ready.
Claims (3)
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| Application Number | Priority Date | Filing Date | Title |
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| CNA2006101226956A CN101161070A (en) | 2006-10-13 | 2006-10-13 | Double chain quaternary ammonium salt complex phthalic two methylene oxide disinfectant |
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| CNA2006101226956A CN101161070A (en) | 2006-10-13 | 2006-10-13 | Double chain quaternary ammonium salt complex phthalic two methylene oxide disinfectant |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102335197A (en) * | 2010-07-23 | 2012-02-01 | 北京施耐克生物制药有限公司 | Disinfector of skin and mucous membranes for inactivating viruses |
| CN103125510A (en) * | 2013-03-22 | 2013-06-05 | 广州市医德生物科技有限责任公司 | Compound phthalic dicarboxaldehyde polyquaternium cationic surface active agent disinfectant and preparation and application thereof |
| CN103749445A (en) * | 2013-12-31 | 2014-04-30 | 中国船舶重工集团公司第七一八研究所 | Compound o-phthalaldehyde disinfection concentrated liquid |
| CN103960236A (en) * | 2013-11-19 | 2014-08-06 | 中国人民解放军疾病预防控制所 | OPA (ortho-phthalaldehyde)-containing compound disinfectant as well as preparation method and application thereof |
| CN104381297A (en) * | 2014-10-24 | 2015-03-04 | 深圳市格易通消毒药械科技有限公司 | O-phthaldialdehyde effervescent tablet with high-efficiency sterilization and disinfection function and preparation method of o-phthaldialdehyde effervescent tablet |
| CN106538592A (en) * | 2016-10-31 | 2017-03-29 | 陕西省石油化工研究设计院 | A kind of mixture disinfectant for aquaculture |
| CN106912485A (en) * | 2017-03-16 | 2017-07-04 | 杭州易路医疗器械有限公司 | Compound double-chain quaternary ammonium salt thimerosal and its application method and application |
-
2006
- 2006-10-13 CN CNA2006101226956A patent/CN101161070A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102335197A (en) * | 2010-07-23 | 2012-02-01 | 北京施耐克生物制药有限公司 | Disinfector of skin and mucous membranes for inactivating viruses |
| CN102335197B (en) * | 2010-07-23 | 2013-08-14 | 北京施耐克生物制药有限公司 | Disinfector of skin and mucous membranes for inactivating viruses |
| CN103125510A (en) * | 2013-03-22 | 2013-06-05 | 广州市医德生物科技有限责任公司 | Compound phthalic dicarboxaldehyde polyquaternium cationic surface active agent disinfectant and preparation and application thereof |
| CN103960236A (en) * | 2013-11-19 | 2014-08-06 | 中国人民解放军疾病预防控制所 | OPA (ortho-phthalaldehyde)-containing compound disinfectant as well as preparation method and application thereof |
| CN103749445A (en) * | 2013-12-31 | 2014-04-30 | 中国船舶重工集团公司第七一八研究所 | Compound o-phthalaldehyde disinfection concentrated liquid |
| CN104381297A (en) * | 2014-10-24 | 2015-03-04 | 深圳市格易通消毒药械科技有限公司 | O-phthaldialdehyde effervescent tablet with high-efficiency sterilization and disinfection function and preparation method of o-phthaldialdehyde effervescent tablet |
| CN106538592A (en) * | 2016-10-31 | 2017-03-29 | 陕西省石油化工研究设计院 | A kind of mixture disinfectant for aquaculture |
| CN106912485A (en) * | 2017-03-16 | 2017-07-04 | 杭州易路医疗器械有限公司 | Compound double-chain quaternary ammonium salt thimerosal and its application method and application |
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