JPH0471048B2 - - Google Patents
Info
- Publication number
- JPH0471048B2 JPH0471048B2 JP58019873A JP1987383A JPH0471048B2 JP H0471048 B2 JPH0471048 B2 JP H0471048B2 JP 58019873 A JP58019873 A JP 58019873A JP 1987383 A JP1987383 A JP 1987383A JP H0471048 B2 JPH0471048 B2 JP H0471048B2
- Authority
- JP
- Japan
- Prior art keywords
- acrolein
- ppm
- formaldehyde
- aqueous
- water
- 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.)
- Expired - Lifetime
Links
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims abstract description 80
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 66
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000000645 desinfectant Substances 0.000 claims description 4
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 239000002609 medium Substances 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 abstract description 4
- 238000006482 condensation reaction Methods 0.000 abstract description 4
- 150000005846 sugar alcohols Polymers 0.000 abstract description 2
- 239000003139 biocide Substances 0.000 abstract 1
- 241000195493 Cryptophyta Species 0.000 description 17
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 16
- 230000000694 effects Effects 0.000 description 14
- 238000003756 stirring Methods 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 7
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical group NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 6
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 230000008033 biological extinction Effects 0.000 description 5
- XXROGKLTLUQVRX-UHFFFAOYSA-N hydroxymethylethylene Natural products OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000008240 homogeneous mixture Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000008098 formaldehyde solution Substances 0.000 description 3
- 230000012010 growth Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000028446 budding cell bud growth Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000195646 Parachlorella kessleri Species 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 241000191963 Staphylococcus epidermidis Species 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000005791 algae growth Effects 0.000 description 1
- 150000004808 allyl alcohols Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002152 aqueous-organic solution Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000001609 comparable effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G6/00—Condensation polymers of aldehydes or ketones only
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- General Health & Medical Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Medicinal Chemistry (AREA)
- Environmental & Geological Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3205487.4 | 1982-02-16 | ||
| DE3205487A DE3205487C1 (de) | 1982-02-16 | 1982-02-16 | Verwendung von Polykondensationsprodukten aus Acrolein und Formaldehyd als Biozide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58148808A JPS58148808A (ja) | 1983-09-05 |
| JPH0471048B2 true JPH0471048B2 (en, 2012) | 1992-11-12 |
Family
ID=6155855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58019873A Granted JPS58148808A (ja) | 1982-02-16 | 1983-02-10 | 殺菌剤 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4479820A (en, 2012) |
| EP (1) | EP0087509B1 (en, 2012) |
| JP (1) | JPS58148808A (en, 2012) |
| AT (1) | ATE12874T1 (en, 2012) |
| CA (1) | CA1196739A (en, 2012) |
| DE (2) | DE3205487C1 (en, 2012) |
| NO (1) | NO156712C (en, 2012) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58186914A (ja) * | 1982-04-27 | 1983-11-01 | Toshiba Corp | 超電導マグネツト装置 |
| DE3245139C2 (de) * | 1982-12-07 | 1984-10-25 | Degussa Ag, 6000 Frankfurt | Verwendung von Polykondensationsprodukten aus Acrolein und Formaldehyd zur Beseitigung von Schwefelwasserstoff und Eisensulfid in wässrigen Systemen |
| PH23983A (en) * | 1986-12-23 | 1990-02-09 | Biopolymers Ltd | Biostatic and biocidal composition |
| US4775388A (en) * | 1987-01-13 | 1988-10-04 | Electric Fuels Corporation | Fuel composition comprised of heat-treated dewatered sewage sludge and a biocide-containing fuel oil |
| US5079266A (en) * | 1988-01-04 | 1992-01-07 | Betz Laboratories, Inc. | Method of generating acrolein |
| GB8904844D0 (en) * | 1989-03-03 | 1989-04-12 | Albright & Wilson | Biocidal compositions and treatments |
| US5500220A (en) * | 1989-12-15 | 1996-03-19 | Betz Laboratories, Inc. | Biological and dust control methods for bulk/granular solids |
| US5171454A (en) * | 1991-08-19 | 1992-12-15 | Betz Laboratories, Inc. | Methods for inhibiting the production of acid in acid mine waters |
| DE4326575C2 (de) * | 1993-08-07 | 1997-09-18 | Degussa | Verfahren zur Dotierung strömender Gewässer mit Acrolein und Vorrichtung zu seiner Durchführung |
| DE19653303A1 (de) * | 1996-02-22 | 1997-09-25 | Degussa | Acrolein freisetzende Copolymere |
| EP0792895B1 (de) * | 1996-02-22 | 2001-05-16 | Degussa AG | Acrolein freisetzende Copolymere |
| US6060571A (en) * | 1996-02-22 | 2000-05-09 | Degussa Aktiengesellschaft | Acrolein-releasing copolymers |
| US6395189B1 (en) | 1999-03-01 | 2002-05-28 | Polymer Ventures, Inc. | Method for the control of biofilms |
| US6149822A (en) * | 1999-03-01 | 2000-11-21 | Polymer Ventures, Inc. | Bio-film control |
| NZ520639A (en) | 2000-02-16 | 2004-06-25 | Chemeq Ltd | Antimicrobial polymeric compositions derived from acrolein |
| US7629002B2 (en) * | 2000-02-16 | 2009-12-08 | Chemeq Ltd. | Antimicrobial polymeric compositions and method of treatment using them |
| US6617412B2 (en) | 2001-10-12 | 2003-09-09 | Bayer Corporation | Fertilizer encapsulation using sulfur containing polyols |
| KR20070000410A (ko) * | 2003-11-06 | 2007-01-02 | 케멕 리미티드 | 폴리아크롤레인 제조방법 |
| CN101801181A (zh) * | 2007-07-19 | 2010-08-11 | 凯米克有限公司 | 生物杀灭性聚丙烯醛组合物 |
| DE102010019700A1 (de) | 2010-05-07 | 2011-11-10 | Emitec Gesellschaft Für Emissionstechnologie Mbh | Behälter mit einer Entnahmeleitung für eine Betriebsflüssigkeit eines Kraftfahrzeugs |
| WO2025129262A1 (en) * | 2023-12-21 | 2025-06-26 | Gramele Industrial Holdings Pty Ltd | Methods of ameliorating microbial growth |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2428329A (en) * | 1942-09-05 | 1947-09-30 | American Cyanamid Co | Removal of bacteria from fluids |
| DE939949C (de) * | 1948-10-02 | 1956-03-08 | Elfriede Ella Baehr | Keimtoetende und hauthaertende Mittel |
| US2696477A (en) * | 1951-04-21 | 1954-12-07 | Dan River Mills Inc | Acrolein-formaldehyde condensation product |
| DE1087806B (de) * | 1958-02-10 | 1960-08-25 | Degussa | Verfahren zur Herstellung von harzartigen Acrolein- oder ª‡-substituierten Acrolein-Formaldehyd-Kondensationsprodukten |
| DE1083545B (de) * | 1958-02-18 | 1960-06-15 | Degussa | Verfahren zur Herstellung von Mischpolymerisaten des Acroleins oder des ª‡-substituierten Acroleins |
| GB873800A (en) * | 1959-04-03 | 1961-07-26 | Shell Int Research | Improvements in or relating to a method of combating slime-forming micro-organisms in industrial water |
| US3006807A (en) * | 1959-04-20 | 1961-10-31 | Shell Oil Co | Slimicide |
| US2959476A (en) * | 1959-06-02 | 1960-11-08 | Shell Oil Co | Method of controlling aquatic plants |
| US3052594A (en) * | 1960-03-30 | 1962-09-04 | Shell Oil Co | Slimicides |
| US3250667A (en) * | 1961-05-15 | 1966-05-10 | Shell Oil Co | Control of microorganisms with acrolein |
| CA965348A (en) * | 1971-05-14 | 1975-04-01 | Harry M. Webb | Algicide composition for petroleum oils and distillates |
| US4040977A (en) * | 1973-10-16 | 1977-08-09 | Sterling Drug Inc. | Preservative and disinfectant |
| GB2023123B (en) * | 1978-06-16 | 1982-10-13 | Magna Corp | Method of using acrolein |
-
1982
- 1982-02-16 DE DE3205487A patent/DE3205487C1/de not_active Expired
- 1982-11-26 EP EP82110923A patent/EP0087509B1/de not_active Expired
- 1982-11-26 AT AT82110923T patent/ATE12874T1/de active
- 1982-11-26 DE DE8282110923T patent/DE3263304D1/de not_active Expired
- 1982-12-06 NO NO824087A patent/NO156712C/no unknown
-
1983
- 1983-02-08 US US06/464,863 patent/US4479820A/en not_active Expired - Fee Related
- 1983-02-10 JP JP58019873A patent/JPS58148808A/ja active Granted
- 1983-02-15 CA CA000421626A patent/CA1196739A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NO156712C (no) | 1987-11-11 |
| NO156712B (no) | 1987-08-03 |
| DE3205487C1 (de) | 1983-10-13 |
| ATE12874T1 (de) | 1985-05-15 |
| US4479820A (en) | 1984-10-30 |
| CA1196739A (en) | 1985-11-12 |
| JPS58148808A (ja) | 1983-09-05 |
| DE3263304D1 (en) | 1985-05-30 |
| EP0087509B1 (de) | 1985-04-24 |
| NO824087L (no) | 1983-08-17 |
| EP0087509A1 (de) | 1983-09-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0471048B2 (en, 2012) | ||
| JP3204962B2 (ja) | 第四級アンモニウムポリマー三ハロゲン化物及びその使用 | |
| EP1330164A1 (en) | Antibacterial agents, and antibacterial and deodorizing solution comprising the same | |
| JPH10505117A (ja) | 生物学的に活性なアニオンを含有するヨネンポリマー | |
| EA012413B1 (ru) | Соли металлов дигидрожасмоновой кислоты, композиции, включающие их и производные бензойной кислоты, и их применение в сельском хозяйстве | |
| SU1192621A3 (ru) | Способ получени замещенных хиноксалин-2-ил-1,4-диоксидэтенилкетонов | |
| JPS5944283B2 (ja) | 新規殺微生物ならびに殺藻剤 | |
| US5616317A (en) | Polycationic polymer and polycationic microbicidal and algaecidal agent | |
| JPH02240090A (ja) | ホスホニュウム塩およびそれからなる殺生物剤 | |
| US3690857A (en) | Method of controlling aquatic weeds,and other undesired forms of aquatic life,without adversely affecting fish | |
| CN108347941B (zh) | 使用含有二酰基脲或二芳基脲和至少一种金属配合物的具有协同作用的农业配方管理植物中的乙烯 | |
| JPS5890504A (ja) | 植物土「穣」病原糸状菌殺菌剤 | |
| US3979382A (en) | Dichlorocyanurate silver complexes | |
| KR880000003B1 (ko) | 살균제인 아미노 알칸포스폰산 및 그 유도체의 제조방법 | |
| AU703980B2 (en) | Storage stable biocide composition and process for making the same | |
| US6340707B1 (en) | High purity, clear, light stable, formaldehyde-free preservative compositions containing a compound formed by the reaction of excess glycine and formaldehyde at low temperatures | |
| JPS5925800B2 (ja) | ε−カプロラクタムとアルキルアルカンジアミンとの反応生成物に対するエチレンオキシド、プロピレンオキシド又はグリシドの新規付加生成物の製法 | |
| SU1186085A3 (ru) | Способ получени производных угольной кислоты | |
| JPS6126521B2 (en, 2012) | ||
| US4093664A (en) | Bis halogenated phenoxyalkanoates and the method of making same | |
| US2545431A (en) | Method of killing weeds and the materials used therein | |
| US2586387A (en) | Aryl mercury salts of chloro substituted phencxyacetic acids | |
| EP0180854B1 (en) | Chloroacetate derivatives and germicides | |
| KR830001971B1 (ko) | 이소티오우로늄 포스파이트 유도체의 제조방법 | |
| JP3143416B2 (ja) | 水耕栽培法 |