BRPI0515267B1 - Method of isolating a PHA from a biomass containing said PHA - Google Patents
Method of isolating a PHA from a biomass containing said PHA Download PDFInfo
- Publication number
- BRPI0515267B1 BRPI0515267B1 BRPI0515267-4A BRPI0515267A BRPI0515267B1 BR PI0515267 B1 BRPI0515267 B1 BR PI0515267B1 BR PI0515267 A BRPI0515267 A BR PI0515267A BR PI0515267 B1 BRPI0515267 B1 BR PI0515267B1
- Authority
- BR
- Brazil
- Prior art keywords
- pha
- solvent
- extraction solvent
- receiving
- combination
- Prior art date
Links
- 239000002028 Biomass Substances 0.000 title claims description 76
- 238000000034 method Methods 0.000 title claims description 70
- 239000002904 solvent Substances 0.000 claims abstract description 324
- 238000000605 extraction Methods 0.000 claims abstract description 125
- 238000009835 boiling Methods 0.000 claims description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 27
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical group CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 20
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 15
- 239000008187 granular material Substances 0.000 claims description 14
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 12
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 10
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 claims description 8
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 8
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 7
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 7
- 230000001376 precipitating effect Effects 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 6
- 150000002576 ketones Chemical class 0.000 claims description 6
- 238000001556 precipitation Methods 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 abstract description 28
- 239000012071 phase Substances 0.000 description 53
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
- 230000008569 process Effects 0.000 description 25
- 239000007787 solid Substances 0.000 description 21
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 238000010438 heat treatment Methods 0.000 description 18
- 238000005119 centrifugation Methods 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 208000037534 Progressive hemifacial atrophy Diseases 0.000 description 14
- 238000005755 formation reaction Methods 0.000 description 14
- 238000004821 distillation Methods 0.000 description 13
- 239000012535 impurity Substances 0.000 description 13
- 238000000926 separation method Methods 0.000 description 13
- 150000003254 radicals Chemical class 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
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- 210000004027 cell Anatomy 0.000 description 9
- -1 cellular matter Substances 0.000 description 9
- 238000001704 evaporation Methods 0.000 description 9
- 230000008020 evaporation Effects 0.000 description 9
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 9
- 238000001914 filtration Methods 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 238000012017 passive hemagglutination assay Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 6
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 125000002015 acyclic group Chemical group 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
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- 229930195733 hydrocarbon Natural products 0.000 description 6
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- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- JYVLIDXNZAXMDK-UHFFFAOYSA-N methyl propyl carbinol Natural products CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- FYSSBMZUBSBFJL-VIFPVBQESA-N (S)-3-hydroxydecanoic acid Chemical compound CCCCCCC[C@H](O)CC(O)=O FYSSBMZUBSBFJL-VIFPVBQESA-N 0.000 description 4
- WHBMMWSBFZVSSR-UHFFFAOYSA-M 3-hydroxybutyrate Chemical compound CC(O)CC([O-])=O WHBMMWSBFZVSSR-UHFFFAOYSA-M 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- NGAZZOYFWWSOGK-UHFFFAOYSA-N heptan-3-one Chemical compound CCCCC(=O)CC NGAZZOYFWWSOGK-UHFFFAOYSA-N 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 239000013557 residual solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 3
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 3
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- 108090001030 Lipoproteins Proteins 0.000 description 3
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- JSLCOZYBKYHZNL-UHFFFAOYSA-N butylisobutyrate Chemical compound CCCCOC(=O)C(C)C JSLCOZYBKYHZNL-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 150000003904 phospholipids Chemical class 0.000 description 3
- RGFNRWTWDWVHDD-UHFFFAOYSA-N sec-butyl ester of butyric acid Natural products CCCC(=O)OCC(C)C RGFNRWTWDWVHDD-UHFFFAOYSA-N 0.000 description 3
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- JVSWJIKNEAIKJW-UHFFFAOYSA-N 2-Methylheptane Chemical compound CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
- RXGUIWHIADMCFC-UHFFFAOYSA-N 2-Methylpropyl 2-methylpropionate Chemical compound CC(C)COC(=O)C(C)C RXGUIWHIADMCFC-UHFFFAOYSA-N 0.000 description 2
- FZXRXKLUIMKDEL-UHFFFAOYSA-N 2-Methylpropyl propanoate Chemical compound CCC(=O)OCC(C)C FZXRXKLUIMKDEL-UHFFFAOYSA-N 0.000 description 2
- PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 2
- XYYMFUCZDNNGFS-UHFFFAOYSA-N 2-methylheptan-3-one Chemical compound CCCCC(=O)C(C)C XYYMFUCZDNNGFS-UHFFFAOYSA-N 0.000 description 2
- REKYPYSUBKSCAT-UHFFFAOYSA-N 3-hydroxypentanoic acid Chemical compound CCC(O)CC(O)=O REKYPYSUBKSCAT-UHFFFAOYSA-N 0.000 description 2
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- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 2
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- 238000004458 analytical method Methods 0.000 description 2
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
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- 239000003945 anionic surfactant Substances 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
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- 230000015556 catabolic process Effects 0.000 description 1
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- 150000003997 cyclic ketones Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 235000014103 egg white Nutrition 0.000 description 1
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- 239000003480 eluent Substances 0.000 description 1
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- 238000006872 enzymatic polymerization reaction Methods 0.000 description 1
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- 239000010419 fine particle Substances 0.000 description 1
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- 238000005227 gel permeation chromatography Methods 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- JHHZQADGLDKIPM-UHFFFAOYSA-N hept-3-en-2-one Chemical compound CCCC=CC(C)=O JHHZQADGLDKIPM-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
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- 238000011065 in-situ storage Methods 0.000 description 1
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- 229940094941 isoamyl butyrate Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 229920006008 lipopolysaccharide Polymers 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000005374 membrane filtration Methods 0.000 description 1
- 238000012269 metabolic engineering Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000001471 micro-filtration Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- HNBDRPTVWVGKBR-UHFFFAOYSA-N n-pentanoic acid methyl ester Natural products CCCCC(=O)OC HNBDRPTVWVGKBR-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
- 229920002791 poly-4-hydroxybutyrate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
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- 238000002203 pretreatment Methods 0.000 description 1
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- 239000000047 product Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000004537 pulping Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/89—Recovery of the polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Polyesters Or Polycarbonates (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60928004P | 2004-09-13 | 2004-09-13 | |
| US60/609,280 | 2004-09-13 | ||
| PCT/US2005/031624 WO2006031492A1 (en) | 2004-09-13 | 2005-09-06 | Single solvent polymer extraction methods |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0515267A BRPI0515267A (pt) | 2008-07-15 |
| BRPI0515267B1 true BRPI0515267B1 (pt) | 2017-11-14 |
Family
ID=36060356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0515267-4A BRPI0515267B1 (pt) | 2004-09-13 | 2005-09-06 | Method of isolating a PHA from a biomass containing said PHA |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US7576173B2 (enExample) |
| EP (2) | EP2256143A1 (enExample) |
| JP (1) | JP4945447B2 (enExample) |
| CN (1) | CN101065416B (enExample) |
| AT (1) | ATE531748T1 (enExample) |
| AU (1) | AU2005285271B2 (enExample) |
| BR (1) | BRPI0515267B1 (enExample) |
| CA (1) | CA2579721C (enExample) |
| ES (1) | ES2375971T3 (enExample) |
| WO (1) | WO2006031492A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2774932T3 (es) | 2012-11-14 | 2020-07-23 | Cj Cheiljedang Corp | Producción de sales de 4-hidroxibutirato utilizando materias primas de base biológica |
| JP5955471B2 (ja) * | 2012-12-18 | 2016-07-20 | ヴェオリア・ウォーター・ソリューションズ・アンド・テクノロジーズ・サポート | 改良された機械的特性を有するポリヒドロキシアルカノエート複合プラスチックの生産方法 |
| US20150376152A1 (en) | 2013-02-13 | 2015-12-31 | Metabolix, Inc. | Process for Ultra Pure Chemical Production from Biobased Raw Starting Materials |
| US9290612B2 (en) | 2013-03-13 | 2016-03-22 | Tepha, Inc. | Compositions and devices of poly-4-hydroxybutyrate |
| US9249378B2 (en) | 2013-08-02 | 2016-02-02 | Eastman Chemical Company | Aqueous cleaning compositions having enhanced properties |
| US9388114B2 (en) | 2013-08-02 | 2016-07-12 | Eastman Chemical Company | Compositions including an alkyl 3-hydroxybutyrate |
| US9163202B2 (en) | 2013-08-02 | 2015-10-20 | Eastman Chemical Company | Aqueous cleaning compositions including an alkyl 3-hydroxybutyrate |
| US9255059B2 (en) | 2013-08-02 | 2016-02-09 | Eastman Chemical Company | Method for producing an alkyl 3-hydroxybutyrate |
| ES2705687T3 (es) | 2013-11-05 | 2019-03-26 | Tepha Inc | Composiciones y dispositivos de poli-4-hidroxibutirato |
| KR102280247B1 (ko) | 2014-10-16 | 2021-07-21 | 에스케이이노베이션 주식회사 | 공비증류를 이용한 무수당 알코올의 제조방법 |
| EP4098699B1 (en) * | 2020-01-29 | 2025-10-08 | Kaneka Corporation | Biodegradable polyester solution and use thereof |
| CN111346580B (zh) * | 2020-04-29 | 2020-12-11 | 吉林中粮生化有限公司 | 高温高压下结合超声提取聚羟基脂肪酸酯的方法和系统 |
| IT202400007855A1 (it) * | 2024-04-09 | 2025-10-09 | Novamont Spa | Riutilizzo in polimerizzazione di bioplastiche |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT395319B (de) * | 1990-10-05 | 1992-11-25 | Danubia Petrochem Polymere | Verfahren zur gewinnung eines polyhydroxyalkanoates aus dem zellmaterial eines mikroorganismus und polyhydroxyalkanoatflocken |
| CN1104683A (zh) * | 1993-12-29 | 1995-07-05 | 中国科学院成都生物研究所 | 制取聚-β-羟基丁酸酯的新方法 |
| GB9416690D0 (en) * | 1994-08-18 | 1994-10-12 | Zeneca Ltd | Process for the recovery of polyhydroxyalkanoic acid |
| US5942597A (en) * | 1995-08-21 | 1999-08-24 | The Procter & Gamble Company | Solvent extraction of polyhydroxyalkanoates from biomass |
| ES2177796T3 (es) * | 1995-08-21 | 2002-12-16 | Procter & Gamble | Extraccion por disolvente de polihidroxialcanoatos a partir de biomasafacilitada por el uso de un no disolvente marginal para pha. |
| JPH09191893A (ja) * | 1996-01-22 | 1997-07-29 | Taisei Corp | ヒドロキシアルカン酸共重合体の製造方法 |
| AU6974398A (en) | 1997-04-15 | 1998-11-11 | Monsanto Company | High temperature pha extraction using pha-poor solvents |
| CN1070534C (zh) * | 1998-01-23 | 2001-09-05 | 清华大学 | 从细菌菌体中分离提纯细菌胞内聚羟基脂肪酸酯的方法 |
| EP1062278B1 (en) * | 1998-02-23 | 2006-05-24 | Mnemoscience GmbH | Shape memory polymers |
| DE60036863T2 (de) * | 1999-03-25 | 2008-07-31 | Metabolix, Inc., Cambridge | Medizinische vorrichtungen und verwendungen von polyhydroxyalkanoatpolymeren |
| JP4790912B2 (ja) * | 1999-05-12 | 2011-10-12 | メタボリックス，インコーポレイテッド | ポリヒドロキシアルカノエートを精製するための方法 |
| AU2001250800A1 (en) * | 2000-03-10 | 2001-09-24 | Metabolix, Inc. | Prevention of gelation of polyhydroxyalkanoate solutions using shear |
| CN102443159B (zh) * | 2002-08-06 | 2015-04-08 | 梅塔博利克斯股份有限公司 | 聚合物的萃取方法 |
| WO2005049692A1 (ja) * | 2003-11-21 | 2005-06-02 | Kaneka Corporation | ポリヒドロキシアルカノエート結晶の製造方法 |
| ES2319537T3 (es) | 2003-11-28 | 2009-05-08 | Phb Industrial S.A. | Proceso de recuperacion de polihidroxialcanoatos (phas) procedentes de una biomasa celular. |
| JP2005239998A (ja) * | 2004-01-29 | 2005-09-08 | Mitsubishi Engineering Plastics Corp | ポリフェニレンエーテル系樹脂組成物 |
| US20050239998A1 (en) * | 2004-03-04 | 2005-10-27 | Koichi Kinoshita | Method for producing polyhydroxyalkanoate |
| EP1739182A1 (en) | 2004-03-04 | 2007-01-03 | Kaneka Corporation | Process for producing polyhydroxyalkanoate |
| TW200617171A (en) * | 2004-06-29 | 2006-06-01 | Procter & Gamble | Improved process for the solvent-based extraction of polyhydroxyalkanoates from biomass |
-
2005
- 2005-09-06 CA CA2579721A patent/CA2579721C/en not_active Expired - Lifetime
- 2005-09-06 ES ES05793090T patent/ES2375971T3/es not_active Expired - Lifetime
- 2005-09-06 EP EP10009537A patent/EP2256143A1/en not_active Withdrawn
- 2005-09-06 EP EP05793090A patent/EP1802681B1/en not_active Expired - Lifetime
- 2005-09-06 US US11/220,119 patent/US7576173B2/en active Active
- 2005-09-06 AU AU2005285271A patent/AU2005285271B2/en not_active Ceased
- 2005-09-06 BR BRPI0515267-4A patent/BRPI0515267B1/pt active IP Right Grant
- 2005-09-06 WO PCT/US2005/031624 patent/WO2006031492A1/en not_active Ceased
- 2005-09-06 AT AT05793090T patent/ATE531748T1/de active
- 2005-09-06 CN CN200580038924XA patent/CN101065416B/zh not_active Expired - Lifetime
- 2005-09-06 JP JP2007531250A patent/JP4945447B2/ja not_active Expired - Lifetime
-
2009
- 2009-07-02 US US12/497,362 patent/US7795376B2/en not_active Expired - Lifetime
-
2010
- 2010-08-17 US US12/857,859 patent/US7893194B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2256143A1 (en) | 2010-12-01 |
| ES2375971T3 (es) | 2012-03-07 |
| EP1802681A1 (en) | 2007-07-04 |
| AU2005285271A1 (en) | 2006-03-23 |
| EP1802681B1 (en) | 2011-11-02 |
| BRPI0515267A (pt) | 2008-07-15 |
| CN101065416A (zh) | 2007-10-31 |
| US20060058501A1 (en) | 2006-03-16 |
| AU2005285271B2 (en) | 2010-09-09 |
| JP4945447B2 (ja) | 2012-06-06 |
| JP2008512552A (ja) | 2008-04-24 |
| CA2579721C (en) | 2012-11-27 |
| ATE531748T1 (de) | 2011-11-15 |
| US7576173B2 (en) | 2009-08-18 |
| US20100016544A1 (en) | 2010-01-21 |
| US7795376B2 (en) | 2010-09-14 |
| US20100311940A1 (en) | 2010-12-09 |
| EP1802681A4 (en) | 2007-11-14 |
| CA2579721A1 (en) | 2006-03-23 |
| WO2006031492A8 (en) | 2007-07-05 |
| US7893194B2 (en) | 2011-02-22 |
| WO2006031492A1 (en) | 2006-03-23 |
| CN101065416B (zh) | 2011-04-13 |
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| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B25A | Requested transfer of rights approved |
Owner name: CJ RESEARCH CENTER LLC (US) |
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| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] | ||
| B25A | Requested transfer of rights approved |