JPH01233264A - ハロゲン化グリセリンから誘導される新規第四級アンモニウム塩およびそれを有効成分とする殺菌剤 - Google Patents
ハロゲン化グリセリンから誘導される新規第四級アンモニウム塩およびそれを有効成分とする殺菌剤Info
- Publication number
- JPH01233264A JPH01233264A JP6139888A JP6139888A JPH01233264A JP H01233264 A JPH01233264 A JP H01233264A JP 6139888 A JP6139888 A JP 6139888A JP 6139888 A JP6139888 A JP 6139888A JP H01233264 A JPH01233264 A JP H01233264A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- expressed
- quaternary ammonium
- glycerol
- ammonium salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 16
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims abstract description 13
- 239000004480 active ingredient Substances 0.000 title claims description 4
- 150000002314 glycerols Chemical class 0.000 title abstract description 7
- 230000002070 germicidal effect Effects 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 3
- 239000003899 bactericide agent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 20
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract description 13
- 150000003512 tertiary amines Chemical class 0.000 abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 244000144972 livestock Species 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- 230000000249 desinfective effect Effects 0.000 abstract description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- WQHOLQNBJWMURG-UHFFFAOYSA-L decyl-[3-[decyl(dimethyl)azaniumyl]-2-hydroxypropyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCC[N+](C)(C)CC(O)C[N+](C)(C)CCCCCCCCCC WQHOLQNBJWMURG-UHFFFAOYSA-L 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- 241000894006 Bacteria Species 0.000 description 12
- 238000000921 elemental analysis Methods 0.000 description 12
- 239000002609 medium Substances 0.000 description 11
- 230000000844 anti-bacterial effect Effects 0.000 description 10
- 239000000243 solution Substances 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 239000000741 silica gel Substances 0.000 description 7
- 229910002027 silica gel Inorganic materials 0.000 description 7
- 235000017557 sodium bicarbonate Nutrition 0.000 description 7
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 229920001817 Agar Polymers 0.000 description 5
- 239000008272 agar Substances 0.000 description 5
- 238000007405 data analysis Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000645 desinfectant Substances 0.000 description 4
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001802 infusion Methods 0.000 description 3
- -1 methylammonium Didecylmethylamine Chemical compound 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- SIBFQOUHOCRXDL-UHFFFAOYSA-N 3-bromopropane-1,2-diol Chemical compound OCC(O)CBr SIBFQOUHOCRXDL-UHFFFAOYSA-N 0.000 description 2
- GLJRUXJFSCIQFV-UHFFFAOYSA-N 3-iodopropane-1,2-diol Chemical compound OCC(O)CI GLJRUXJFSCIQFV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 150000002366 halogen compounds Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- YWWNNLPSZSEZNZ-UHFFFAOYSA-N n,n-dimethyldecan-1-amine Chemical compound CCCCCCCCCCN(C)C YWWNNLPSZSEZNZ-UHFFFAOYSA-N 0.000 description 2
- ATBNMWWDBWBAHM-UHFFFAOYSA-N n-decyl-n-methyldecan-1-amine Chemical compound CCCCCCCCCCN(C)CCCCCCCCCC ATBNMWWDBWBAHM-UHFFFAOYSA-N 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000006150 trypticase soy agar Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZJBLBMWIJVBKMA-UHFFFAOYSA-N N,N-dimethyldecan-1-amine Chemical compound C(CCCCCCCCC)N(C)C.C(CCCCCCCCC)N(C)C ZJBLBMWIJVBKMA-UHFFFAOYSA-N 0.000 description 1
- YJLYANLCNIKXMG-UHFFFAOYSA-N N-Methyldioctylamine Chemical compound CCCCCCCCN(C)CCCCCCCC YJLYANLCNIKXMG-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012156 elution solvent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- UQKAOOAFEFCDGT-UHFFFAOYSA-N n,n-dimethyloctan-1-amine Chemical compound CCCCCCCCN(C)C UQKAOOAFEFCDGT-UHFFFAOYSA-N 0.000 description 1
- MEKULSCNDYBJBL-UHFFFAOYSA-N n-decyl-n-methyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)CCCCCCCCCC MEKULSCNDYBJBL-UHFFFAOYSA-N 0.000 description 1
- UWHRNIXHZAWBMF-UHFFFAOYSA-N n-dodecyl-n-methyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)CCCCCCCCCCCC UWHRNIXHZAWBMF-UHFFFAOYSA-N 0.000 description 1
- CQFRPHDWUIZNOK-UHFFFAOYSA-N n-methyl-n-octyldecan-1-amine Chemical compound CCCCCCCCCCN(C)CCCCCCCC CQFRPHDWUIZNOK-UHFFFAOYSA-N 0.000 description 1
- KUFYUMSBZMUWAN-UHFFFAOYSA-N n-methyl-n-tetradecyltetradecan-1-amine Chemical compound CCCCCCCCCCCCCCN(C)CCCCCCCCCCCCCC KUFYUMSBZMUWAN-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6139888A JPH01233264A (ja) | 1988-03-14 | 1988-03-14 | ハロゲン化グリセリンから誘導される新規第四級アンモニウム塩およびそれを有効成分とする殺菌剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6139888A JPH01233264A (ja) | 1988-03-14 | 1988-03-14 | ハロゲン化グリセリンから誘導される新規第四級アンモニウム塩およびそれを有効成分とする殺菌剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01233264A true JPH01233264A (ja) | 1989-09-19 |
| JPH0257537B2 JPH0257537B2 (enrdf_load_stackoverflow) | 1990-12-05 |
Family
ID=13170006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6139888A Granted JPH01233264A (ja) | 1988-03-14 | 1988-03-14 | ハロゲン化グリセリンから誘導される新規第四級アンモニウム塩およびそれを有効成分とする殺菌剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01233264A (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6172117B1 (en) | 1998-02-27 | 2001-01-09 | Akzo Nobel N.V. | Biocidal preservatives |
| WO2007094806A1 (en) * | 2006-02-15 | 2007-08-23 | Dow Global Technologies Inc. | Process for preparing dihydroxytrialkylammonium halides and products thereof |
| WO2012007412A1 (en) * | 2010-07-12 | 2012-01-19 | Unilever Plc | Preservative system and composition based on glycinate and dihydroxypropyl quaternary ammonium salt combination |
| US8470883B2 (en) | 2010-07-12 | 2013-06-25 | Conopco, Inc. | Preservative system and composition based on glycinate and hydroxyethyl sulfonate salt combination |
| US8501808B2 (en) | 2010-07-12 | 2013-08-06 | Conopco, Inc. | Foam enhancement of fatty acyl glycinate surfactants |
| US8999315B2 (en) * | 2004-07-15 | 2015-04-07 | Nalco Company | Bis-quaternary ammonium salt corrosion inhibitors |
| EP2881122A4 (en) * | 2012-08-01 | 2016-05-18 | Nms Technologies Co Ltd | PHYSICAL ANTIMICROBIAL METHOD |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734277A (en) * | 1984-12-03 | 1988-03-29 | Jordan Chemical Company | Bis-quaternary ammonium compounds |
-
1988
- 1988-03-14 JP JP6139888A patent/JPH01233264A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734277A (en) * | 1984-12-03 | 1988-03-29 | Jordan Chemical Company | Bis-quaternary ammonium compounds |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6172117B1 (en) | 1998-02-27 | 2001-01-09 | Akzo Nobel N.V. | Biocidal preservatives |
| US8999315B2 (en) * | 2004-07-15 | 2015-04-07 | Nalco Company | Bis-quaternary ammonium salt corrosion inhibitors |
| WO2007094806A1 (en) * | 2006-02-15 | 2007-08-23 | Dow Global Technologies Inc. | Process for preparing dihydroxytrialkylammonium halides and products thereof |
| CN101370770A (zh) * | 2006-02-15 | 2009-02-18 | 陶氏环球技术公司 | 二羟基三烷基卤化铵的制备方法及其产品 |
| US7541496B2 (en) | 2006-02-15 | 2009-06-02 | Dow Global Technologies Inc. | Process for preparing dihydroxytrialkylammonium halides and products thereof |
| JP2009526842A (ja) * | 2006-02-15 | 2009-07-23 | ダウ グローバル テクノロジーズ インコーポレイティド | ジヒドロキシトリアルキルアンモニウムハライドを調製するためのプロセス及びその生成物 |
| WO2012007412A1 (en) * | 2010-07-12 | 2012-01-19 | Unilever Plc | Preservative system and composition based on glycinate and dihydroxypropyl quaternary ammonium salt combination |
| US8470883B2 (en) | 2010-07-12 | 2013-06-25 | Conopco, Inc. | Preservative system and composition based on glycinate and hydroxyethyl sulfonate salt combination |
| US8501808B2 (en) | 2010-07-12 | 2013-08-06 | Conopco, Inc. | Foam enhancement of fatty acyl glycinate surfactants |
| 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0257537B2 (enrdf_load_stackoverflow) | 1990-12-05 |
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