CA2275413A1 - Methods for the detoxification of nitrile and/or amide compounds - Google Patents
Methods for the detoxification of nitrile and/or amide compounds Download PDFInfo
- Publication number
- CA2275413A1 CA2275413A1 CA 2275413 CA2275413A CA2275413A1 CA 2275413 A1 CA2275413 A1 CA 2275413A1 CA 2275413 CA2275413 CA 2275413 CA 2275413 A CA2275413 A CA 2275413A CA 2275413 A1 CA2275413 A1 CA 2275413A1
- Authority
- CA
- Canada
- Prior art keywords
- mixture
- nitrile
- ppm
- compounds
- amide
- 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.)
- Abandoned
Links
- -1 amide compounds Chemical class 0.000 title claims abstract description 423
- 150000002825 nitriles Chemical class 0.000 title claims abstract description 283
- 238000000034 method Methods 0.000 title claims abstract description 194
- 238000001784 detoxification Methods 0.000 title abstract description 112
- 239000000203 mixture Substances 0.000 claims abstract description 400
- 244000005700 microbiome Species 0.000 claims abstract description 281
- 150000001408 amides Chemical class 0.000 claims abstract description 151
- 239000002253 acid Chemical class 0.000 claims abstract description 97
- 150000001875 compounds Chemical class 0.000 claims abstract description 81
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 71
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims abstract description 58
- 238000004519 manufacturing process Methods 0.000 claims abstract description 50
- 238000002360 preparation method Methods 0.000 claims abstract description 37
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 312
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 135
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 claims description 84
- 239000002609 medium Substances 0.000 claims description 76
- 230000000694 effects Effects 0.000 claims description 57
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 48
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 44
- KYPOHTVBFVELTG-OWOJBTEDSA-N (e)-but-2-enedinitrile Chemical compound N#C\C=C\C#N KYPOHTVBFVELTG-OWOJBTEDSA-N 0.000 claims description 42
- 239000001963 growth medium Substances 0.000 claims description 38
- 239000000284 extract Substances 0.000 claims description 29
- 238000012360 testing method Methods 0.000 claims description 28
- 238000012258 culturing Methods 0.000 claims description 25
- 230000008034 disappearance Effects 0.000 claims description 24
- 239000007787 solid Substances 0.000 claims description 21
- 230000008569 process Effects 0.000 claims description 18
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 17
- 229940072056 alginate Drugs 0.000 claims description 17
- 235000010443 alginic acid Nutrition 0.000 claims description 17
- 229920000615 alginic acid Polymers 0.000 claims description 17
- 239000011324 bead Substances 0.000 claims description 15
- 108700023418 Amidases Proteins 0.000 claims description 14
- 102000005922 amidase Human genes 0.000 claims description 14
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 12
- 239000000287 crude extract Substances 0.000 claims description 9
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 8
- 238000012544 monitoring process Methods 0.000 claims description 6
- 239000002023 wood Substances 0.000 claims description 6
- 239000000679 carrageenan Substances 0.000 claims description 5
- 229920001525 carrageenan Polymers 0.000 claims description 5
- 229940113118 carrageenan Drugs 0.000 claims description 5
- 230000001939 inductive effect Effects 0.000 claims description 5
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000919 ceramic Substances 0.000 claims description 4
- 229910052707 ruthenium Inorganic materials 0.000 claims description 4
- 238000012216 screening Methods 0.000 claims description 4
- 230000002349 favourable effect Effects 0.000 claims description 3
- 238000010170 biological method Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000006872 improvement Effects 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 30
- 239000002699 waste material Substances 0.000 abstract description 17
- 239000002028 Biomass Substances 0.000 abstract description 11
- 210000004027 cell Anatomy 0.000 description 51
- 229910052799 carbon Inorganic materials 0.000 description 43
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 39
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 38
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 34
- 230000006698 induction Effects 0.000 description 30
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 23
- 239000001301 oxygen Substances 0.000 description 23
- 229910052760 oxygen Inorganic materials 0.000 description 23
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 22
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 22
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 21
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 20
- 229940044197 ammonium sulfate Drugs 0.000 description 20
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 20
- 235000011130 ammonium sulphate Nutrition 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 20
- 241000187562 Rhodococcus sp. Species 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 18
- 229920001817 Agar Polymers 0.000 description 17
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 17
- 239000008272 agar Substances 0.000 description 17
- 229910021529 ammonia Inorganic materials 0.000 description 17
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 17
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 16
- NPDACUSDTOMAMK-UHFFFAOYSA-N 4-Chlorotoluene Chemical compound CC1=CC=C(Cl)C=C1 NPDACUSDTOMAMK-UHFFFAOYSA-N 0.000 description 14
- 108010024026 Nitrile hydratase Proteins 0.000 description 14
- 241000187693 Rhodococcus rhodochrous Species 0.000 description 14
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 14
- 239000008103 glucose Substances 0.000 description 14
- 150000007513 acids Chemical class 0.000 description 13
- 238000007792 addition Methods 0.000 description 13
- 239000010941 cobalt Substances 0.000 description 12
- 229910017052 cobalt Inorganic materials 0.000 description 12
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 12
- 229910052742 iron Inorganic materials 0.000 description 12
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 12
- GPSDUZXPYCFOSQ-UHFFFAOYSA-N m-toluic acid Chemical compound CC1=CC=CC(C(O)=O)=C1 GPSDUZXPYCFOSQ-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000002351 wastewater Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 239000004202 carbamide Substances 0.000 description 11
- 229920002401 polyacrylamide Polymers 0.000 description 11
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 description 10
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 10
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 10
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 9
- 108010033272 Nitrilase Proteins 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 9
- 239000002518 antifoaming agent Substances 0.000 description 9
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- 102000016938 Catalase Human genes 0.000 description 8
- 108010053835 Catalase Proteins 0.000 description 8
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 8
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 8
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- 239000012467 final product Substances 0.000 description 1
- 230000005163 flagellar motility Effects 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical compound [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 239000002920 hazardous waste Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 210000001822 immobilized cell Anatomy 0.000 description 1
- 230000004941 influx Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- 229960000367 inositol Drugs 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QHDRKFYEGYYIIK-UHFFFAOYSA-N isovaleronitrile Chemical compound CC(C)CC#N QHDRKFYEGYYIIK-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000010169 landfilling Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N lysine Chemical compound NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000013048 microbiological method Methods 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 108010009004 proteose-peptone Proteins 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000010801 sewage sludge Substances 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F3/00—Biological treatment of water, waste water, or sewage
- C02F3/02—Aerobic processes
- C02F3/12—Activated sludge processes
- C02F3/1205—Particular type of activated sludge processes
- C02F3/1231—Treatments of toxic sewage
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F3/00—Biological treatment of water, waste water, or sewage
- C02F3/34—Biological treatment of water, waste water, or sewage characterised by the microorganisms used
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W10/00—Technologies for wastewater treatment
- Y02W10/10—Biological treatment of water, waste water, or sewage
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/81—Packaged device or kit
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/843—Corynebacterium
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/975—Kit
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Biodiversity & Conservation Biology (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Toxicology (AREA)
- Health & Medical Sciences (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Purification Treatments By Anaerobic Or Anaerobic And Aerobic Bacteria Or Animals (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/769,080 US5863750A (en) | 1996-12-18 | 1996-12-18 | Methods for the detoxification of nitrile and/or amide compounds |
| US08/769,080 | 1996-12-18 | ||
| PCT/US1997/023862 WO1998027016A1 (en) | 1996-12-18 | 1997-12-18 | Methods for the detoxification of nitrile and/or amide compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2275413A1 true CA2275413A1 (en) | 1998-06-25 |
Family
ID=25084391
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2275413 Abandoned CA2275413A1 (en) | 1996-12-18 | 1997-12-18 | Methods for the detoxification of nitrile and/or amide compounds |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5863750A (https=) |
| EP (1) | EP0958252B1 (https=) |
| JP (1) | JP2002513324A (https=) |
| KR (1) | KR100574770B1 (https=) |
| AT (1) | ATE213489T1 (https=) |
| AU (1) | AU721240B2 (https=) |
| CA (1) | CA2275413A1 (https=) |
| DE (1) | DE69710617T2 (https=) |
| ES (1) | ES2173511T3 (https=) |
| NO (1) | NO992975L (https=) |
| WO (1) | WO1998027016A1 (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5863750A (en) * | 1996-12-18 | 1999-01-26 | Cytec Tech Corp | Methods for the detoxification of nitrile and/or amide compounds |
| US6060265A (en) * | 1996-12-18 | 2000-05-09 | Cytec Technology Corporation | Methods for the detoxification of nitrile and/or amide compounds |
| US6068774A (en) * | 1997-03-17 | 2000-05-30 | Osprey Biotechnics, Inc. | Biological control of agricultural waste odor |
| JP4185607B2 (ja) * | 1998-12-15 | 2008-11-26 | ダイセル化学工業株式会社 | 新規な微生物及びアミド化合物の製造方法 |
| US6395142B1 (en) * | 1999-10-14 | 2002-05-28 | Chemcycles, Inc. | Method and apparatus for purifying low grade acetonitrile and other constituents from hazardous waste |
| WO2001070936A1 (en) * | 2000-03-21 | 2001-09-27 | Mitsubishi Rayon Co., Ltd. | Method of culturing microorganism |
| AU2003296731B2 (en) * | 2003-01-08 | 2009-07-09 | Basf Aktiengesellschaft | Methods for preserving and/or storing cells having a nitrilase or nitrile hydratase activity |
| JP4389064B2 (ja) * | 2003-05-28 | 2009-12-24 | 三井化学株式会社 | ニトリルヒドラターゼ活性を維持または向上させる方法 |
| US7214509B2 (en) * | 2003-06-30 | 2007-05-08 | University Of Iowa Research Foundation | Methods and compositions for degradation of nitroaromatic and nitramine pollutants |
| US20050089987A1 (en) * | 2003-10-27 | 2005-04-28 | Lonza Ltd. | Polyacryamide beads containing encapsulated cells |
| GB0416101D0 (en) * | 2004-07-19 | 2004-08-18 | Ciba Spec Chem Water Treat Ltd | Process for preparing monomers and polymers thereof |
| NZ570825A (en) * | 2006-01-30 | 2012-05-25 | Univ Georgia State Res Found | Induction and stabilization of enzymatic activity in microorganisms |
| US7943549B2 (en) * | 2007-04-02 | 2011-05-17 | Georgia State University Research Foundation, Inc. | Biological-based catalyst to delay plant development processes |
| MX361278B (es) | 2013-03-14 | 2018-12-03 | Univ Georgia State Res Found | Inhibición o reducción del crecimiento de hongos. |
| MX360847B (es) | 2013-03-14 | 2018-11-20 | Univ Georgia State Res Found | Prevencion o retardo de respuesta al daño por enfriamiento en plantas. |
| DE102013207197B4 (de) * | 2013-04-22 | 2019-05-02 | Helmholtz-Zentrum Dresden - Rossendorf E.V. | Verfahren zur Abtrennung von Schwermetallen, Verwendung des Verfahrens und Verwendung eines Systems zur Aufreinigung schwermetallbelasteter Gewässer oder zum Nachweis von Schwermetallen in Gewässern |
| JP6519996B2 (ja) * | 2014-07-01 | 2019-05-29 | 株式会社大林組 | シアン化合物の分解促進剤、及びそれを用いた分解促進方法 |
| EP4279600A4 (en) * | 2021-02-10 | 2025-06-11 | Mitsubishi Chemical Corporation | Improved nitrile hydratase reactivity using aldehyde |
| CN115231772B (zh) * | 2022-07-15 | 2023-08-04 | 江苏蓝必盛化工环保股份有限公司 | 一种二甲基甲酰胺废水生物处理方法 |
| WO2025164592A1 (ja) * | 2024-01-29 | 2025-08-07 | 東レ株式会社 | 排ガスまたは排液処理方法、および、排ガスまたは排液処理装置 |
| KR102827538B1 (ko) * | 2024-03-26 | 2025-06-30 | 국방과학연구소 | 생물학 작용제의 처리 시스템 및 처리 방법 |
Family Cites Families (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5130162A (en) * | 1974-09-06 | 1976-03-15 | Sumitomo Shipbuild Machinery | Nitoriru oyobi shianganjuhaisuinoshoriho |
| JPS5294470A (en) * | 1976-01-29 | 1977-08-09 | Taki Chem Co Ltd | Process for decomposing acrylamide |
| JPS5386079A (en) * | 1977-11-12 | 1978-07-29 | Taki Chem Co Ltd | Decomposition of acrylamide |
| JPS5386078A (en) * | 1977-11-12 | 1978-07-29 | Taki Chem Co Ltd | Decomposition of acrylamide |
| GB2018240B (en) * | 1978-03-29 | 1982-12-22 | Nitto Chemical Industry Co Ltd | Process for producing acrylamide or methacrylamide utilizing microoganisms |
| DE2903852A1 (de) * | 1979-02-01 | 1980-08-14 | Bayer Ag | Mikrobiologischer abbau von acrylnitril in waessrigen dispersionen |
| JPS55108290A (en) * | 1979-02-13 | 1980-08-20 | Nitto Chem Ind Co Ltd | Production of stable aqueous solution of acrylamide or methacrylamide |
| JPS5835077B2 (ja) * | 1979-05-02 | 1983-07-30 | 日東化学工業株式会社 | 微生物によるアクリルアミドまたはメタアクリルアミドの連続製造法 |
| JPS561888A (en) * | 1979-06-19 | 1981-01-10 | Nitto Chem Ind Co Ltd | Preparation of concentrated aqueous solution of acrylamide with microorganism |
| DE3037009A1 (de) * | 1979-10-04 | 1981-04-23 | Nitto Chemical Industry Co., Ltd., Tokyo | Verfahren zur herstellung von acrylamid aus acrylnitril unter verwendung von mikroorganismen |
| JPS5835078B2 (ja) * | 1980-08-19 | 1983-07-30 | 日東化学工業株式会社 | 新規なる固定化菌体によるアクリルアミドの製造法 |
| JPS594987B2 (ja) * | 1980-09-30 | 1984-02-02 | 日東化学工業株式会社 | ニトリラ−ゼ活性の高い細菌菌体の製造法 |
| JPS5937951B2 (ja) * | 1981-11-18 | 1984-09-12 | 秀明 山田 | アミドの生物学的製造法 |
| EP0127581B1 (de) * | 1983-05-31 | 1989-05-10 | Ciba-Geigy Ag | Mikroorganismen des Genus Pseudomonas und Verfahren zum Abbau von methylgruppenhaltigen Verbindungen in wässrigen Lösungen |
| JPS6019496A (ja) * | 1983-07-12 | 1985-01-31 | Nitto Chem Ind Co Ltd | 微生物によるアミド類の製造法 |
| US4629700A (en) * | 1983-11-30 | 1986-12-16 | Standard Oil Company (Indiana) | Selective conversion of cyano compounds to amides and carboxylic acids |
| JPS60153798A (ja) * | 1984-01-20 | 1985-08-13 | Nitto Chem Ind Co Ltd | 微生物によるアクリルアミド水溶液の製造法 |
| US5179014A (en) * | 1985-01-08 | 1993-01-12 | Nitto Chemical Industry Co., Ltd. | Process for the preparation of amides using microorganisms |
| US5200331A (en) * | 1985-06-04 | 1993-04-06 | Asahi Kasei Kogyo Kabushiki Kaisha | Method of producing an amide utilizing a microorganism |
| US4810648A (en) * | 1986-01-08 | 1989-03-07 | Rhone Poulenc Agrochimie | Haloarylnitrile degrading gene, its use, and cells containing the gene |
| GB8702138D0 (en) * | 1986-02-19 | 1987-03-04 | Ici Plc | Cyanide hydratase |
| JPS62257386A (ja) * | 1986-05-02 | 1987-11-09 | Nitto Chem Ind Co Ltd | ニトリル水和活性の保持方法 |
| JPS62259586A (ja) * | 1986-05-02 | 1987-11-11 | Nitto Chem Ind Co Ltd | ニトリル水和活性の保持方法 |
| US5206158A (en) * | 1986-07-02 | 1993-04-27 | Gist-Brocades N.V. | Process for the preparation of difluorobenzamide |
| GB8629301D0 (en) * | 1986-12-08 | 1987-01-14 | Kent Scient Ind Projects | Microbial biodegradation of toxic wastes |
| GB8630029D0 (en) * | 1986-12-16 | 1987-01-28 | Ici Plc | Decomposition of acrylamide |
| GB8630012D0 (en) * | 1986-12-16 | 1987-01-28 | Ici Plc | Decomposition of acrylamide |
| US4742114A (en) * | 1987-02-13 | 1988-05-03 | Nalco Chemical Company | Water-in-oil emulsions of amidase |
| US4687807A (en) * | 1987-02-13 | 1987-08-18 | Nalco Chemical Company | Use of amidase for reducing the acrylamide content of water-in-oil emulsions containing acrylamide polymers |
| DE3715867A1 (de) * | 1987-05-07 | 1988-11-24 | Schering Ag | Verfahren zur reinigung von abwaessern |
| MX169933B (es) * | 1987-09-18 | 1993-08-02 | Hideaki Yamada | Procedimiento para la produccion biologica de amidas |
| JPH0669381B2 (ja) * | 1987-12-04 | 1994-09-07 | 協和醗酵工業株式会社 | カルニチンの製造法 |
| FR2626289B1 (fr) * | 1988-01-27 | 1990-06-08 | Rhone Poulenc Sante | Procede de preparation d'acides aryl-2 alkanoiques optiquement actifs |
| FR2626288B1 (https=) * | 1988-01-27 | 1990-05-18 | Rhone Poulenc Sante | |
| GB8803064D0 (en) * | 1988-02-10 | 1988-03-09 | Allied Colloids Ltd | Polymeric compositions & their production |
| DE3816063A1 (de) * | 1988-05-06 | 1989-11-23 | Schering Ag | Verfahren zur herstellung von l-aminosaeuren und aminosaeure-amiden |
| US5283193A (en) * | 1988-06-27 | 1994-02-01 | Asahi Kasei Kogyo K.K. | Process for producing optically active α-substituted organic acid and microorganism and enzyme used therefor |
| US5049499A (en) * | 1989-01-19 | 1991-09-17 | Atlas Ronald M | Process for biotechnological upgrading of shale oil |
| US5143827A (en) * | 1989-01-19 | 1992-09-01 | Southern Pacific Petroleum | Process for biotechnological upgrading of shale oil |
| GB8908874D0 (en) * | 1989-04-19 | 1989-06-07 | Ici Plc | Method for the production of amidase enzyme |
| JP3009421B2 (ja) * | 1990-02-28 | 2000-02-14 | 秀明 山田 | 有機酸の生物学的製造法 |
| GB9007140D0 (en) * | 1990-03-30 | 1990-05-30 | Ici Plc | Process for the decomposition of ethylenically unsaturated carboxylic esters |
| GB9020081D0 (en) * | 1990-09-14 | 1990-10-24 | Allied Colloids Ltd | Polymerisation processes |
| DE69126762T2 (de) * | 1990-11-14 | 1997-10-23 | Nitto Chemical Industry Co Ltd | Biologisches Verfahren zur Herstellung von Alpha-Hydroxyamid und Alpha-Hydroxysäure |
| DE4106375A1 (de) * | 1991-02-28 | 1992-09-03 | Degussa | Eine l-carnitin-amidase produzierender mikroorganismus, l-carnitin-amidase, verfahren zu deren gewinnung und deren verwendung |
| DE69231939T2 (de) * | 1991-03-04 | 2002-04-04 | Teruhiko Beppu | Hybrid-Plasmid-Vektoren, die für Nitril-abbauende Enzyme kodierende Gene enthalten und Verfahren zur Herstellung von Amiden und Säuren |
| JP3409353B2 (ja) * | 1992-04-30 | 2003-05-26 | 住友化学工業株式会社 | アミド化合物の製造方法および使用される微生物 |
| TW422882B (en) * | 1994-02-01 | 2001-02-21 | Sumitomo Chemical Co | Process for production of amide compounds using microorganism |
| JP3163224B2 (ja) * | 1994-10-14 | 2001-05-08 | 三菱レイヨン株式会社 | 菌体または固定化菌体の懸濁液の保存方法 |
| JP3119468B2 (ja) * | 1994-11-09 | 2000-12-18 | 三菱レイヨン株式会社 | 光学活性なα−ヒドロキシ酸またはα−ヒドロキシアミドの製造法 |
| JPH10510711A (ja) * | 1994-12-16 | 1998-10-20 | サイテク・テクノロジー・コーポレーシヨン | 有機化合物（１種もしくは複数）を分解する微生物を得るための方法 |
| US5552305A (en) * | 1995-03-30 | 1996-09-03 | E. I. Du Pont De Nemours And Company | Biocatalytic conversion of azobisnitriles to cyanoamides or diamides using Pseudomonas, Rhodococcus or Brevibacterium |
| US5540840A (en) * | 1995-06-02 | 1996-07-30 | Monsanto Company | Use of fluidized bed reactors for treatment of wastes containing organic nitrogen compounds |
| WO1997006248A1 (en) * | 1995-08-09 | 1997-02-20 | Allied Colloids Limited | Processes for the production of amidase |
| ZA968485B (en) * | 1995-11-01 | 1997-05-20 | Lonza Ag | Process for preparing nicotinamide |
| US5863750A (en) * | 1996-12-18 | 1999-01-26 | Cytec Tech Corp | Methods for the detoxification of nitrile and/or amide compounds |
| US5866379A (en) * | 1997-01-28 | 1999-02-02 | Novus International | Enzymatic conversion of α-hydroxynitriles to the corresponding .alpha. |
| GB9716767D0 (en) * | 1997-08-07 | 1997-10-15 | Allied Colloids Ltd | Polymer purification processes |
-
1996
- 1996-12-18 US US08/769,080 patent/US5863750A/en not_active Expired - Lifetime
-
1997
- 1997-12-18 ES ES97952637T patent/ES2173511T3/es not_active Expired - Lifetime
- 1997-12-18 KR KR19997005484A patent/KR100574770B1/ko not_active Expired - Fee Related
- 1997-12-18 WO PCT/US1997/023862 patent/WO1998027016A1/en not_active Ceased
- 1997-12-18 AU AU56202/98A patent/AU721240B2/en not_active Ceased
- 1997-12-18 CA CA 2275413 patent/CA2275413A1/en not_active Abandoned
- 1997-12-18 AT AT97952637T patent/ATE213489T1/de active
- 1997-12-18 JP JP52803798A patent/JP2002513324A/ja not_active Ceased
- 1997-12-18 DE DE69710617T patent/DE69710617T2/de not_active Expired - Lifetime
- 1997-12-18 EP EP97952637A patent/EP0958252B1/en not_active Expired - Lifetime
-
1999
- 1999-06-17 NO NO992975A patent/NO992975L/no not_active Application Discontinuation
- 1999-06-18 US US09/335,973 patent/US6132985A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998027016A1 (en) | 1998-06-25 |
| ES2173511T3 (es) | 2002-10-16 |
| EP0958252B1 (en) | 2002-02-20 |
| US6132985A (en) | 2000-10-17 |
| KR20000057662A (ko) | 2000-09-25 |
| AU5620298A (en) | 1998-07-15 |
| DE69710617T2 (de) | 2002-07-18 |
| ATE213489T1 (de) | 2002-03-15 |
| JP2002513324A (ja) | 2002-05-08 |
| NO992975L (no) | 1999-08-17 |
| AU721240B2 (en) | 2000-06-29 |
| KR100574770B1 (ko) | 2006-04-28 |
| US5863750A (en) | 1999-01-26 |
| DE69710617D1 (de) | 2002-03-28 |
| NO992975D0 (no) | 1999-06-17 |
| EP0958252A1 (en) | 1999-11-24 |
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