JP5726760B2 - アルコールの製造方法 - Google Patents
アルコールの製造方法 Download PDFInfo
- Publication number
- JP5726760B2 JP5726760B2 JP2011547846A JP2011547846A JP5726760B2 JP 5726760 B2 JP5726760 B2 JP 5726760B2 JP 2011547846 A JP2011547846 A JP 2011547846A JP 2011547846 A JP2011547846 A JP 2011547846A JP 5726760 B2 JP5726760 B2 JP 5726760B2
- Authority
- JP
- Japan
- Prior art keywords
- substrate
- fermentation
- production
- culture
- carbon
- 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.)
- Active
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims description 281
- 238000004519 manufacturing process Methods 0.000 title claims description 155
- 238000000855 fermentation Methods 0.000 claims description 223
- 230000004151 fermentation Effects 0.000 claims description 218
- 239000000758 substrate Substances 0.000 claims description 208
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 124
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 94
- 238000000034 method Methods 0.000 claims description 93
- 229910052799 carbon Inorganic materials 0.000 claims description 80
- 239000002253 acid Substances 0.000 claims description 73
- 238000009629 microbiological culture Methods 0.000 claims description 62
- 230000000813 microbial effect Effects 0.000 claims description 55
- 150000001298 alcohols Chemical class 0.000 claims description 53
- 150000007513 acids Chemical class 0.000 claims description 51
- 230000008859 change Effects 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 35
- 244000005700 microbiome Species 0.000 claims description 30
- 230000001965 increasing effect Effects 0.000 claims description 28
- 235000015097 nutrients Nutrition 0.000 claims description 21
- 241001656809 Clostridium autoethanogenum Species 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 17
- 230000033116 oxidation-reduction process Effects 0.000 claims description 7
- 238000012545 processing Methods 0.000 claims description 5
- 241000826146 Muellera Species 0.000 claims description 4
- 241001112696 Clostridia Species 0.000 claims description 3
- 241000186394 Eubacterium Species 0.000 claims description 3
- 241001112780 Acetoanaerobium Species 0.000 claims description 2
- 241001468161 Acetobacterium Species 0.000 claims description 2
- 241000205145 Desulfobacterium Species 0.000 claims description 2
- 241000191992 Peptostreptococcus Species 0.000 claims description 2
- 241000205160 Pyrococcus Species 0.000 claims description 2
- 241000186339 Thermoanaerobacter Species 0.000 claims description 2
- 241000589596 Thermus Species 0.000 claims 1
- 239000000047 product Substances 0.000 description 115
- 239000007789 gas Substances 0.000 description 82
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 78
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 71
- 239000000243 solution Substances 0.000 description 65
- 229910052739 hydrogen Inorganic materials 0.000 description 60
- 238000006243 chemical reaction Methods 0.000 description 56
- 239000002609 medium Substances 0.000 description 36
- 239000001257 hydrogen Substances 0.000 description 34
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 31
- 230000012010 growth Effects 0.000 description 30
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 21
- 230000008569 process Effects 0.000 description 20
- 210000004027 cell Anatomy 0.000 description 19
- 241000894006 Bacteria Species 0.000 description 17
- 238000004128 high performance liquid chromatography Methods 0.000 description 16
- 239000007788 liquid Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000002028 Biomass Substances 0.000 description 13
- 239000000446 fuel Substances 0.000 description 12
- 239000002207 metabolite Substances 0.000 description 12
- 239000006227 byproduct Substances 0.000 description 11
- 230000002829 reductive effect Effects 0.000 description 11
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000004817 gas chromatography Methods 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 8
- 230000001954 sterilising effect Effects 0.000 description 8
- 238000004659 sterilization and disinfection Methods 0.000 description 8
- 241000193403 Clostridium Species 0.000 description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 238000002309 gasification Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000000523 sample Substances 0.000 description 7
- 238000012546 transfer Methods 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 6
- ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 239000003245 coal Substances 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- 238000013459 approach Methods 0.000 description 5
- 230000001413 cellular effect Effects 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 238000011081 inoculation Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229940055577 oleyl alcohol Drugs 0.000 description 5
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- PLXBWHJQWKZRKG-UHFFFAOYSA-N Resazurin Chemical compound C1=CC(=O)C=C2OC3=CC(O)=CC=C3[N+]([O-])=C21 PLXBWHJQWKZRKG-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 229930003270 Vitamin B Natural products 0.000 description 4
- 108010031234 carbon monoxide dehydrogenase Proteins 0.000 description 4
- 238000002485 combustion reaction Methods 0.000 description 4
- 239000006184 cosolvent Substances 0.000 description 4
- -1 ethanol Chemical compound 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 238000011002 quantification Methods 0.000 description 4
- 239000002824 redox indicator Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 241001148471 unidentified anaerobic bacterium Species 0.000 description 4
- 235000019156 vitamin B Nutrition 0.000 description 4
- 239000011720 vitamin B Substances 0.000 description 4
- 108090000790 Enzymes Proteins 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- HJMZMZRCABDKKV-UHFFFAOYSA-N carbonocyanidic acid Chemical compound OC(=O)C#N HJMZMZRCABDKKV-UHFFFAOYSA-N 0.000 description 3
- 239000000571 coke Substances 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000012886 linear function Methods 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000036961 partial effect Effects 0.000 description 3
- 230000037361 pathway Effects 0.000 description 3
- 239000012466 permeate Substances 0.000 description 3
- 238000005504 petroleum refining Methods 0.000 description 3
- 229920001021 polysulfide Polymers 0.000 description 3
- 239000005077 polysulfide Substances 0.000 description 3
- 150000008117 polysulfides Polymers 0.000 description 3
- 150000003839 salts Chemical group 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 229910021654 trace metal Inorganic materials 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- 230000035899 viability Effects 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 241000186566 Clostridium ljungdahlii Species 0.000 description 2
- 241001611023 Clostridium ragsdalei Species 0.000 description 2
- 241000186541 Desulfotomaculum Species 0.000 description 2
- 241000205276 Methanosarcina Species 0.000 description 2
- 241000205284 Methanosarcina acetivorans Species 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000035508 accumulation Effects 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 229940100228 acetyl coenzyme a Drugs 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000008238 biochemical pathway Effects 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 238000001311 chemical methods and process Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000012737 fresh medium Substances 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 239000005431 greenhouse gas Substances 0.000 description 2
- 239000012510 hollow fiber Substances 0.000 description 2
- 210000001822 immobilized cell Anatomy 0.000 description 2
- 229910052738 indium Inorganic materials 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 230000001706 oxygenating effect Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000011027 product recovery Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000012552 review Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 230000009919 sequestration Effects 0.000 description 2
- 210000002966 serum Anatomy 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 229910052979 sodium sulfide Inorganic materials 0.000 description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 230000009897 systematic effect Effects 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 241001468163 Acetobacterium woodii Species 0.000 description 1
- QTXZASLUYMRUAN-QLQASOTGSA-N Acetyl coenzyme A (Acetyl-CoA) Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1.O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 QTXZASLUYMRUAN-QLQASOTGSA-N 0.000 description 1
- 241001464894 Blautia producta Species 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- 241000620141 Carboxydothermus Species 0.000 description 1
- 102100037458 Dephospho-CoA kinase Human genes 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000186398 Eubacterium limosum Species 0.000 description 1
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000205275 Methanosarcina barkeri Species 0.000 description 1
- 241000193459 Moorella thermoacetica Species 0.000 description 1
- 241000186544 Moorella thermoautotrophica Species 0.000 description 1
- 241000460112 Murella Species 0.000 description 1
- 241000178986 Oxobacter Species 0.000 description 1
- 241001509483 Oxobacter pfennigii Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 241000192031 Ruminococcus Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- YBCVMFKXIKNREZ-UHFFFAOYSA-N acoh acetic acid Chemical compound CC(O)=O.CC(O)=O YBCVMFKXIKNREZ-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000010564 aerobic fermentation Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000001195 anabolic effect Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000001651 autotrophic effect Effects 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000001851 biosynthetic effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 238000005261 decarburization Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 108010049285 dephospho-CoA kinase Proteins 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000010932 ethanolysis reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000011177 media preparation Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000037323 metabolic rate Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 230000000243 photosynthetic effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005464 sample preparation method Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000009628 steelmaking Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000001228 trophic effect Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/06—Ethanol, i.e. non-beverage
- C12P7/08—Ethanol, i.e. non-beverage produced as by-product or from waste or cellulosic material substrate
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/06—Ethanol, i.e. non-beverage
- C12P7/065—Ethanol, i.e. non-beverage with microorganisms other than yeasts
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12M—APPARATUS FOR ENZYMOLOGY OR MICROBIOLOGY; APPARATUS FOR CULTURING MICROORGANISMS FOR PRODUCING BIOMASS, FOR GROWING CELLS OR FOR OBTAINING FERMENTATION OR METABOLIC PRODUCTS, i.e. BIOREACTORS OR FERMENTERS
- C12M3/00—Tissue, human, animal or plant cell, or virus culture apparatus
- C12M3/02—Tissue, human, animal or plant cell, or virus culture apparatus with means providing suspensions
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/06—Ethanol, i.e. non-beverage
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/145—Clostridium
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Cell Biology (AREA)
- Virology (AREA)
- Sustainable Development (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14828209P | 2009-01-29 | 2009-01-29 | |
| US61/148,282 | 2009-01-29 | ||
| US25988709P | 2009-11-10 | 2009-11-10 | |
| US61/259,887 | 2009-11-10 | ||
| PCT/NZ2010/000009 WO2010093262A1 (en) | 2009-01-29 | 2010-01-29 | Alcohol production process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012516152A JP2012516152A (ja) | 2012-07-19 |
| JP2012516152A5 JP2012516152A5 (enExample) | 2013-03-14 |
| JP5726760B2 true JP5726760B2 (ja) | 2015-06-03 |
Family
ID=42561947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011547846A Active JP5726760B2 (ja) | 2009-01-29 | 2010-01-29 | アルコールの製造方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20110275053A1 (enExample) |
| EP (1) | EP2391724B1 (enExample) |
| JP (1) | JP5726760B2 (enExample) |
| KR (1) | KR101666236B1 (enExample) |
| CN (1) | CN102361989B (enExample) |
| AU (1) | AU2010214147B2 (enExample) |
| CA (1) | CA2751060C (enExample) |
| ES (1) | ES2616604T3 (enExample) |
| NZ (1) | NZ594329A (enExample) |
| PL (1) | PL2391724T3 (enExample) |
| WO (1) | WO2010093262A1 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102292447A (zh) | 2008-12-01 | 2011-12-21 | 兰扎泰克新西兰有限公司 | 改进的发酵介质 |
| US20110281336A1 (en) | 2009-02-26 | 2011-11-17 | Lanzatech New Zealand Limited | Methods of sustaining culture viability |
| PT2449121T (pt) * | 2009-07-02 | 2020-09-21 | Lanzatech New Zealand Ltd | Processo de produção de álcool |
| MY159196A (en) | 2010-01-14 | 2016-12-30 | Lanzatech New Zealand Ltd | Alcohol production process |
| CN102791869B (zh) | 2010-03-10 | 2015-08-19 | 朗泽科技新西兰有限公司 | 通过发酵的酸产生 |
| US20110236941A1 (en) * | 2010-10-22 | 2011-09-29 | Lanzatech New Zealand Limited | Recombinant microorganism and methods of production thereof |
| US20130252277A1 (en) * | 2010-12-03 | 2013-09-26 | Ineos Bio Sa | Method of operation of fermentation of carbon monoxide containing gaseous substrate |
| WO2012074545A1 (en) * | 2010-12-03 | 2012-06-07 | Ineos Bio Sa | Method of operation of fermentation of gaseous substrate comprising hydrogen |
| WO2013119866A1 (en) * | 2012-02-09 | 2013-08-15 | Lanzatech New Zealand Limited | Improved carbon capture in fermentation |
| WO2013177466A1 (en) | 2012-05-23 | 2013-11-28 | Lanzatech New Zealand Limited | A fermentation and simulated moving bed process |
| US10233478B2 (en) * | 2012-09-19 | 2019-03-19 | Ineos Bio Sa | Process for reducing CO2 emissions and increasing alcohol productivity in syngas fermentation |
| CN104603822A (zh) * | 2012-09-20 | 2015-05-06 | 积水化学工业株式会社 | 生产率评价方法、生产率评价装置、程序以及记录介质 |
| WO2014205544A1 (en) * | 2013-06-23 | 2014-12-31 | Jonathan Karl Wayne Biley | System for harvesting seaweed and generating ethanol therefrom |
| EA033071B1 (ru) * | 2013-09-22 | 2019-08-30 | Ланцатек Нью Зилэнд Лимитед | Способ увеличения выхода продуктов из ацетолактата |
| DE102013113958A1 (de) | 2013-12-12 | 2015-06-18 | Thyssenkrupp Ag | Anlagenverbund zur Stahlerzeugung und Verfahren zum Betreiben des Anlagenverbundes |
| US9617566B2 (en) | 2014-07-11 | 2017-04-11 | Lanzatech New Zealand Limited | Control of bioreactor processes |
| JP6789116B2 (ja) * | 2014-07-30 | 2020-11-25 | 積水化学工業株式会社 | 廃棄物から有機物質を製造する装置及び廃棄物から有機物質を製造する方法 |
| CN110066718B (zh) | 2014-10-22 | 2022-09-20 | 朗泽科技新西兰有限公司 | 多阶段系统和用于将co转化成乙醇的多阶段生物学方法 |
| WO2016065085A1 (en) | 2014-10-22 | 2016-04-28 | Lanzatech New Zealand Limited | Gas testing unit and method |
| CN105177058B (zh) * | 2015-08-27 | 2020-03-17 | 中国科学院天津工业生物技术研究所 | 一种调节厌氧食气微生物发酵产物中酸醇比例的方法 |
| CN106479906B (zh) | 2015-08-27 | 2020-08-25 | 深圳华大生命科学研究院 | 肠道细菌丁酸杆菌(Butyribacter intestini)及其应用 |
| KR20180127632A (ko) * | 2015-12-03 | 2018-11-29 | 란자테크 뉴질랜드 리미티드 | 가스 발효 아세토젠에서의 효율을 개선하기 위한 아르기닌 보충 |
| JP6868634B2 (ja) | 2016-02-04 | 2021-05-12 | ランザテク・ニュージーランド・リミテッド | 生物的変換プロセスにおける産物管理 |
| BR112019026388A2 (pt) | 2017-06-13 | 2020-07-21 | Lanzatech, Inc. | processos para reduzir oxidação biocatalítica de álcool e de etanol |
| KR102494796B1 (ko) * | 2020-04-20 | 2023-02-01 | 현대제철 주식회사 | 바이오 연료 제조방법 |
| AU2022254777B9 (en) * | 2021-04-09 | 2024-11-28 | Lanzatech, Inc. | Method of controlling gas fermentation platform for improved conversion of carbon dioxide into products |
| AU2022343045A1 (en) * | 2021-09-09 | 2024-02-22 | Conocophillips Company | Reduced emissions using syngas fermentation |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4533211A (en) | 1983-01-31 | 1985-08-06 | International Business Machines Corporation | Frequency multiplexed optical spatial filter based upon photochemical hole burning |
| US5173429A (en) * | 1990-11-09 | 1992-12-22 | The Board Of Trustees Of The University Of Arkansas | Clostridiumm ljungdahlii, an anaerobic ethanol and acetate producing microorganism |
| US5593886A (en) | 1992-10-30 | 1997-01-14 | Gaddy; James L. | Clostridium stain which produces acetic acid from waste gases |
| US5807722A (en) | 1992-10-30 | 1998-09-15 | Bioengineering Resources, Inc. | Biological production of acetic acid from waste gases with Clostridium ljungdahlii |
| US6136577A (en) | 1992-10-30 | 2000-10-24 | Bioengineering Resources, Inc. | Biological production of ethanol from waste gases with Clostridium ljungdahlii |
| US5821111A (en) | 1994-03-31 | 1998-10-13 | Bioengineering Resources, Inc. | Bioconversion of waste biomass to useful products |
| JP4101295B2 (ja) | 1996-07-01 | 2008-06-18 | バイオエンジニアリング・リソーシズ・インコーポレーテツド | 廃ガスからの酢酸の生物学的生産 |
| UA72220C2 (uk) | 1998-09-08 | 2005-02-15 | Байоенджініерінг Рісорсиз, Інк. | Незмішувана з водою суміш розчинник/співрозчинник для екстрагування оцтової кислоти, спосіб одержання оцтової кислоти (варіанти), спосіб анаеробного мікробного бродіння для одержання оцтової кислоти (варіанти), модифікований розчинник та спосіб його одержання |
| MXPA01011301A (es) | 1999-05-07 | 2003-07-14 | Bioengineering Resources Inc | Cepas clostridium que produce etanol a partir de gases que contienen substrato. |
| NZ523484A (en) * | 2000-07-25 | 2005-01-28 | Emmaus Foundation Inc | Methods for increasing the production of ethanol from microbial fermentation |
| NZ546496A (en) * | 2006-04-07 | 2008-09-26 | Lanzatech New Zealand Ltd | Gas treatment process |
| US7704723B2 (en) * | 2006-08-31 | 2010-04-27 | The Board Of Regents For Oklahoma State University | Isolation and characterization of novel clostridial species |
| NZ553984A (en) | 2007-03-19 | 2009-07-31 | Lanzatech New Zealand Ltd | Alcohol production process |
| US20080305540A1 (en) | 2007-06-08 | 2008-12-11 | Robert Hickey | Membrane supported bioreactor for conversion of syngas components to liquid products |
| US20090035848A1 (en) | 2007-08-03 | 2009-02-05 | Robert Hickey | Moving bed biofilm reactor (mbbr) system for conversion of syngas components to liquid products |
| WO2009022925A1 (en) | 2007-08-15 | 2009-02-19 | Lanzatech New Zealand Limited | Processes of producing alcohols |
| NZ560757A (en) * | 2007-10-28 | 2010-07-30 | Lanzatech New Zealand Ltd | Improved carbon capture in microbial fermentation of industrial gases to ethanol |
| KR20130084704A (ko) * | 2008-03-12 | 2013-07-25 | 란자테크 뉴질랜드 리미티드 | 미생물 알콜 생산 방법 |
| US20110300593A1 (en) | 2008-12-01 | 2011-12-08 | Lanzatech New Zealand Limited | Optimised fermentation media |
| CN102292447A (zh) | 2008-12-01 | 2011-12-21 | 兰扎泰克新西兰有限公司 | 改进的发酵介质 |
| US20110281336A1 (en) | 2009-02-26 | 2011-11-17 | Lanzatech New Zealand Limited | Methods of sustaining culture viability |
| PT2449121T (pt) | 2009-07-02 | 2020-09-21 | Lanzatech New Zealand Ltd | Processo de produção de álcool |
-
2010
- 2010-01-29 JP JP2011547846A patent/JP5726760B2/ja active Active
- 2010-01-29 PL PL10741458T patent/PL2391724T3/pl unknown
- 2010-01-29 CN CN201080013399.7A patent/CN102361989B/zh active Active
- 2010-01-29 WO PCT/NZ2010/000009 patent/WO2010093262A1/en not_active Ceased
- 2010-01-29 US US13/058,629 patent/US20110275053A1/en not_active Abandoned
- 2010-01-29 AU AU2010214147A patent/AU2010214147B2/en not_active Ceased
- 2010-01-29 KR KR1020117020129A patent/KR101666236B1/ko active Active
- 2010-01-29 CA CA2751060A patent/CA2751060C/en active Active
- 2010-01-29 ES ES10741458.3T patent/ES2616604T3/es active Active
- 2010-01-29 EP EP10741458.3A patent/EP2391724B1/en active Active
- 2010-01-29 NZ NZ594329A patent/NZ594329A/xx not_active IP Right Cessation
-
2013
- 2013-03-20 US US13/847,707 patent/US9624512B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| NZ594329A (en) | 2012-10-26 |
| KR20110139205A (ko) | 2011-12-28 |
| CN102361989A (zh) | 2012-02-22 |
| ES2616604T3 (es) | 2017-06-13 |
| CN102361989B (zh) | 2014-03-12 |
| WO2010093262A1 (en) | 2010-08-19 |
| EP2391724A1 (en) | 2011-12-07 |
| WO2010093262A8 (en) | 2012-03-01 |
| CA2751060A1 (en) | 2010-08-19 |
| CA2751060C (en) | 2014-04-08 |
| AU2010214147B2 (en) | 2013-01-10 |
| US20110275053A1 (en) | 2011-11-10 |
| EP2391724B1 (en) | 2017-01-04 |
| PL2391724T3 (pl) | 2017-06-30 |
| KR101666236B1 (ko) | 2016-10-13 |
| EP2391724A4 (en) | 2013-02-13 |
| US9624512B2 (en) | 2017-04-18 |
| US20130280694A1 (en) | 2013-10-24 |
| BRPI1008162A2 (pt) | 2014-01-07 |
| AU2010214147A1 (en) | 2011-08-18 |
| JP2012516152A (ja) | 2012-07-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5726760B2 (ja) | アルコールの製造方法 | |
| US8906655B2 (en) | Alcohol production process | |
| US8263372B2 (en) | Carbon capture in fermentation | |
| TWI509073B (zh) | 改良之廢氣醱酵作用 | |
| KR101417235B1 (ko) | 최적화된 발효 배지 | |
| WO2011078709A1 (en) | Alcohol production process | |
| HK40040779A (en) | Alcohol production process | |
| HK1159184B (en) | Method of improving efficiency of microbial fermentation | |
| HK1159184A (en) | Method of improving efficiency of microbial fermentation | |
| BRPI1008162B1 (pt) | Método para melhorar a eficiência da fermentação microbiana de um substrato compreendendo monóxido de carbono | |
| HK1161745B (en) | Improved carbon capture in fermentation |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130125 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20130125 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20140623 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140924 |
|
| RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20150107 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20150108 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20150303 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20150401 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 5726760 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
| S533 | Written request for registration of change of name |
Free format text: JAPANESE INTERMEDIATE CODE: R313533 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |