AU750176B2 - Thermal conversion of volatile fatty acid salts to ketones - Google Patents
Thermal conversion of volatile fatty acid salts to ketones Download PDFInfo
- Publication number
- AU750176B2 AU750176B2 AU78364/98A AU7836498A AU750176B2 AU 750176 B2 AU750176 B2 AU 750176B2 AU 78364/98 A AU78364/98 A AU 78364/98A AU 7836498 A AU7836498 A AU 7836498A AU 750176 B2 AU750176 B2 AU 750176B2
- Authority
- AU
- Australia
- Prior art keywords
- heat transfer
- transfer agent
- salts
- ketones
- ketone
- 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.)
- Ceased
Links
- 150000002576 ketones Chemical class 0.000 title claims abstract description 110
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 25
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 25
- 239000000194 fatty acid Substances 0.000 title claims abstract description 25
- 238000006243 chemical reaction Methods 0.000 title description 71
- -1 fatty acid salts Chemical class 0.000 title description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 89
- 239000011551 heat transfer agent Substances 0.000 claims abstract description 58
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims abstract description 53
- 238000000034 method Methods 0.000 claims abstract description 51
- 229910000019 calcium carbonate Inorganic materials 0.000 claims abstract description 26
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 20
- 238000002156 mixing Methods 0.000 claims abstract description 20
- 159000000007 calcium salts Chemical class 0.000 claims abstract description 17
- 238000005979 thermal decomposition reaction Methods 0.000 claims abstract description 13
- 229910052751 metal Inorganic materials 0.000 claims description 37
- 239000002184 metal Substances 0.000 claims description 37
- 239000007787 solid Substances 0.000 claims description 25
- 239000002245 particle Substances 0.000 claims description 22
- 239000011324 bead Substances 0.000 claims description 14
- 239000011521 glass Substances 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 11
- 238000012546 transfer Methods 0.000 claims description 11
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 8
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 7
- 239000000446 fuel Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000000155 melt Substances 0.000 claims description 7
- 229910000831 Steel Inorganic materials 0.000 claims description 6
- 150000001299 aldehydes Chemical class 0.000 claims description 6
- 150000005323 carbonate salts Chemical class 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000010959 steel Substances 0.000 claims description 6
- 239000000919 ceramic Substances 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000003303 reheating Methods 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000004675 formic acid derivatives Chemical class 0.000 claims 1
- 230000001376 precipitating effect Effects 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 70
- 239000007789 gas Substances 0.000 description 31
- 239000000047 product Substances 0.000 description 29
- 238000000354 decomposition reaction Methods 0.000 description 28
- 239000001639 calcium acetate Substances 0.000 description 23
- 235000011092 calcium acetate Nutrition 0.000 description 23
- 229960005147 calcium acetate Drugs 0.000 description 23
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 22
- 230000008569 process Effects 0.000 description 22
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 19
- HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 18
- 239000011575 calcium Substances 0.000 description 18
- 235000010216 calcium carbonate Nutrition 0.000 description 16
- 239000004576 sand Substances 0.000 description 15
- 239000004330 calcium propionate Substances 0.000 description 12
- 235000010331 calcium propionate Nutrition 0.000 description 12
- 238000010438 heat treatment Methods 0.000 description 11
- BCZXFFBUYPCTSJ-UHFFFAOYSA-L Calcium propionate Chemical compound [Ca+2].CCC([O-])=O.CCC([O-])=O BCZXFFBUYPCTSJ-UHFFFAOYSA-L 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000006227 byproduct Substances 0.000 description 9
- FYPVXEILSNEKOO-UHFFFAOYSA-L calcium;butanoate Chemical compound [Ca+2].CCCC([O-])=O.CCCC([O-])=O FYPVXEILSNEKOO-UHFFFAOYSA-L 0.000 description 9
- 238000006555 catalytic reaction Methods 0.000 description 9
- 239000000843 powder Substances 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 241000894007 species Species 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000000197 pyrolysis Methods 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 4
- 235000011941 Tilia x europaea Nutrition 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000004571 lime Substances 0.000 description 4
- 239000005297 pyrex Substances 0.000 description 4
- 239000003507 refrigerant Substances 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000498 cooling water Substances 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000000855 fermentation Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000012263 liquid product Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229910000906 Bronze Inorganic materials 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000010974 bronze Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 235000011089 carbon dioxide Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 238000010304 firing Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 150000007524 organic acids Chemical group 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000005057 refrigeration Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- CBOCVOKPQGJKKJ-UHFFFAOYSA-L Calcium formate Chemical compound [Ca+2].[O-]C=O.[O-]C=O CBOCVOKPQGJKKJ-UHFFFAOYSA-L 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- 229910021589 Copper(I) bromide Inorganic materials 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 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
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 150000004648 butanoic acid derivatives Chemical class 0.000 description 1
- 239000004281 calcium formate Substances 0.000 description 1
- 235000019255 calcium formate Nutrition 0.000 description 1
- 229940044172 calcium formate Drugs 0.000 description 1
- 150000001722 carbon compounds Chemical class 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 229940044170 formate Drugs 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 238000011020 pilot scale process Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
- 239000004324 sodium propionate Substances 0.000 description 1
- 235000010334 sodium propionate Nutrition 0.000 description 1
- 229960003212 sodium propionate Drugs 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F28—HEAT EXCHANGE IN GENERAL
- F28C—HEAT-EXCHANGE APPARATUS, NOT PROVIDED FOR IN ANOTHER SUBCLASS, IN WHICH THE HEAT-EXCHANGE MEDIA COME INTO DIRECT CONTACT WITHOUT CHEMICAL INTERACTION
- F28C3/00—Other direct-contact heat-exchange apparatus
- F28C3/10—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material
- F28C3/12—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material the heat-exchange medium being a particulate material and a gas, vapour, or liquid
- F28C3/14—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material the heat-exchange medium being a particulate material and a gas, vapour, or liquid the particulate material moving by gravity, e.g. down a tube
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/08—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with moving particles
- B01J8/087—Heating or cooling the reactor
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Devices And Processes Conducted In The Presence Of Fluids And Solid Particles (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/885774 | 1997-06-30 | ||
| US08/885,774 US5969189A (en) | 1997-06-30 | 1997-06-30 | Thermal conversion of volatile fatty acid salts to ketones |
| PCT/US1998/012124 WO1999000348A2 (en) | 1997-06-30 | 1998-06-11 | Thermal conversion of volatile fatty acid salts to ketones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7836498A AU7836498A (en) | 1999-01-19 |
| AU750176B2 true AU750176B2 (en) | 2002-07-11 |
Family
ID=25387667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU78364/98A Ceased AU750176B2 (en) | 1997-06-30 | 1998-06-11 | Thermal conversion of volatile fatty acid salts to ketones |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5969189A (enExample) |
| EP (1) | EP0994839B1 (enExample) |
| JP (1) | JP4131571B2 (enExample) |
| AT (1) | ATE250568T1 (enExample) |
| AU (1) | AU750176B2 (enExample) |
| CA (2) | CA2294622C (enExample) |
| DE (1) | DE69818469T2 (enExample) |
| ES (1) | ES2209152T3 (enExample) |
| MX (1) | MXPA02011384A (enExample) |
| PT (1) | PT994839E (enExample) |
| WO (1) | WO1999000348A2 (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6043392A (en) * | 1997-06-30 | 2000-03-28 | Texas A&M University System | Method for conversion of biomass to chemicals and fuels |
| NZ514253A (en) | 1999-03-11 | 2003-06-30 | Zeachem Inc | Process for producing ethanol |
| US7074603B2 (en) * | 1999-03-11 | 2006-07-11 | Zeachem, Inc. | Process for producing ethanol from corn dry milling |
| MX306561B (es) * | 2004-01-29 | 2013-01-09 | Zeachem Inc | Recuperacion de acidos organicos. |
| JP4734425B2 (ja) * | 2006-01-27 | 2011-07-27 | ユニバーシティ オブ マサチューセッツ | バイオ燃料および関連材料を製造するためのシステムおよび方法 |
| US9499635B2 (en) | 2006-10-13 | 2016-11-22 | Sweetwater Energy, Inc. | Integrated wood processing and sugar production |
| US8323923B1 (en) | 2006-10-13 | 2012-12-04 | Sweetwater Energy, Inc. | Method and system for producing ethanol |
| US8153850B2 (en) * | 2007-05-11 | 2012-04-10 | The Texas A&M University System | Integrated biofuel production system |
| JP2011514806A (ja) * | 2008-02-27 | 2011-05-12 | クテロス， インコーポレイテッド | 二種の微生物の連続作用による植物材料の燃料および化学物質への変換のための方法 |
| WO2009152362A2 (en) * | 2008-06-11 | 2009-12-17 | University Of Massachusetts | Methods and compositions for regulating sporulation |
| WO2010068637A1 (en) * | 2008-12-09 | 2010-06-17 | Jerry Wayne Horton | Ensiling biomass and multiple phase apparatus for hydrolyzation of ensiled biomass |
| US20100086981A1 (en) * | 2009-06-29 | 2010-04-08 | Qteros, Inc. | Compositions and methods for improved saccharification of biomass |
| EP2421984A1 (en) * | 2009-04-20 | 2012-02-29 | Qteros, Inc. | Compositions and methods for fermentation of biomass |
| US8362306B2 (en) * | 2009-10-26 | 2013-01-29 | University Of Maine System Board Of Trustees | Energy densification of biomass-derived organic acids |
| WO2011081658A2 (en) * | 2009-12-15 | 2011-07-07 | Qteros, Inc. | Methods and compositions for producing chemical products from c. phytofermentants |
| MY162616A (en) | 2010-03-19 | 2017-06-30 | Sk Innovation Co Ltd | Preparation method of transportation fuel or lubricating base oil using biomass |
| GB2478791A (en) * | 2010-03-19 | 2011-09-21 | Qteros Inc | Ethanol production by genetically-modified bacteria |
| KR101748442B1 (ko) * | 2010-10-21 | 2017-06-19 | 에스케이이노베이션 주식회사 | 바이오매스 혹은 유기성 폐기물로부터 탄화수소를 제조하는 방법 |
| EP2670819B1 (en) | 2011-02-01 | 2020-04-29 | University of Maine System Board of Trustees | Process for improving the energy density of feedstocks using formate salts |
| US8765430B2 (en) | 2012-02-10 | 2014-07-01 | Sweetwater Energy, Inc. | Enhancing fermentation of starch- and sugar-based feedstocks |
| US8563277B1 (en) | 2012-04-13 | 2013-10-22 | Sweetwater Energy, Inc. | Methods and systems for saccharification of biomass |
| ES2703631T3 (es) | 2012-04-13 | 2019-03-11 | Sweetwater Energy Inc | Procedimientos y sistemas para la sacarificación de biomasa |
| WO2014143753A1 (en) | 2013-03-15 | 2014-09-18 | Sweetwater Energy, Inc. | Carbon purification of concentrated sugar streams derived from pretreated biomass |
| WO2016094594A1 (en) | 2014-12-09 | 2016-06-16 | Sweetwater Energy, Inc. | Rapid pretreatment |
| JP6386949B2 (ja) * | 2015-03-17 | 2018-09-05 | 太平洋セメント株式会社 | 微小炭酸カルシウム中空粒子 |
| AU2018222746C1 (en) | 2017-02-16 | 2024-02-22 | Apalta Patents OÜ | High pressure zone formation for pretreatment |
| CN107723054A (zh) * | 2017-09-06 | 2018-02-23 | 吴江华威特种油有限公司 | 一种环保生物基润滑油制备方法 |
| US10428713B2 (en) | 2017-09-07 | 2019-10-01 | Denso International America, Inc. | Systems and methods for exhaust heat recovery and heat storage |
| GB201900553D0 (en) * | 2019-01-15 | 2019-03-06 | Norwegian Univ Sci & Tech Ntnu | Preparation of biofuel from biomass |
| EP4077490A1 (en) | 2019-12-22 | 2022-10-26 | Sweetwater Energy, Inc. | Methods of making specialized lignin and lignin products from biomass |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB216120A (en) * | 1923-05-17 | 1925-02-26 | Lefranc & Cie Soc | An improved process for the manufacture of dipropylketone |
| GB277975A (en) * | 1926-09-23 | 1929-01-21 | Fernand Germain | Process for the production of butyrone |
| FR642698A (fr) * | 1927-03-23 | 1928-09-01 | H Gouthiere Et Cie Soc | Procédé de fabrication des cétones |
| CH132022A (fr) * | 1928-03-07 | 1929-03-31 | Ketol Sa L | Procédé pour la décomposition continue de substances par la chaleur. |
| US3079705A (en) * | 1959-01-20 | 1963-03-05 | Bauer Bros Co | Peanut cooler |
| FR2227830A1 (en) * | 1973-05-04 | 1974-11-29 | Guttridge Ltd David | Portable pellet processing appts - with air drying columns and screens for farm animal feed |
| US4384872A (en) * | 1979-03-05 | 1983-05-24 | Institute Of Gas Technology | Stabilized gasoline-alcohol fuel compositions |
| US4267397A (en) * | 1979-12-21 | 1981-05-12 | Uop Inc. | Hydration of olefinic compounds with dilute sulfuric acid and cobalt sulfate |
| AU7279981A (en) * | 1980-08-21 | 1982-02-25 | Koppers Company, Inc. | Method + apparatus for cooling pellets |
| EP0444338B1 (en) * | 1990-03-01 | 1993-06-02 | Cominco Ltd. | Method and apparatus for cooling particulate solids |
-
1997
- 1997-06-30 US US08/885,774 patent/US5969189A/en not_active Expired - Lifetime
-
1998
- 1998-06-11 CA CA002294622A patent/CA2294622C/en not_active Expired - Fee Related
- 1998-06-11 DE DE69818469T patent/DE69818469T2/de not_active Expired - Lifetime
- 1998-06-11 AT AT98926551T patent/ATE250568T1/de not_active IP Right Cessation
- 1998-06-11 CA CA002648505A patent/CA2648505A1/en not_active Abandoned
- 1998-06-11 MX MXPA02011384A patent/MXPA02011384A/es not_active IP Right Cessation
- 1998-06-11 PT PT98926551T patent/PT994839E/pt unknown
- 1998-06-11 EP EP98926551A patent/EP0994839B1/en not_active Expired - Lifetime
- 1998-06-11 JP JP50556699A patent/JP4131571B2/ja not_active Expired - Fee Related
- 1998-06-11 ES ES98926551T patent/ES2209152T3/es not_active Expired - Lifetime
- 1998-06-11 WO PCT/US1998/012124 patent/WO1999000348A2/en not_active Ceased
- 1998-06-11 AU AU78364/98A patent/AU750176B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP4131571B2 (ja) | 2008-08-13 |
| AU7836498A (en) | 1999-01-19 |
| MXPA02011384A (es) | 2003-04-25 |
| JP2002507973A (ja) | 2002-03-12 |
| DE69818469D1 (de) | 2003-10-30 |
| WO1999000348A2 (en) | 1999-01-07 |
| CA2648505A1 (en) | 1999-01-07 |
| CA2294622A1 (en) | 1999-01-07 |
| WO1999000348A3 (en) | 1999-04-01 |
| CA2294622C (en) | 2009-03-10 |
| DE69818469T2 (de) | 2004-07-08 |
| US5969189A (en) | 1999-10-19 |
| PT994839E (pt) | 2004-02-27 |
| EP0994839A2 (en) | 2000-04-26 |
| ATE250568T1 (de) | 2003-10-15 |
| EP0994839B1 (en) | 2003-09-24 |
| ES2209152T3 (es) | 2004-06-16 |
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