JP2013514375A5 - - Google Patents
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- Publication number
- JP2013514375A5 JP2013514375A5 JP2012544763A JP2012544763A JP2013514375A5 JP 2013514375 A5 JP2013514375 A5 JP 2013514375A5 JP 2012544763 A JP2012544763 A JP 2012544763A JP 2012544763 A JP2012544763 A JP 2012544763A JP 2013514375 A5 JP2013514375 A5 JP 2013514375A5
- Authority
- JP
- Japan
- Prior art keywords
- isoprene
- column
- methyl
- solvent
- solution
- 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.)
- Granted
Links
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 78
- 238000000034 method Methods 0.000 claims 35
- 239000012535 impurity Substances 0.000 claims 18
- 239000002904 solvent Substances 0.000 claims 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 5
- 239000006227 byproduct Substances 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 3
- BOGRNZQRTNVZCZ-AATRIKPKSA-N (3e)-3-methylpenta-1,3-diene Chemical compound C\C=C(/C)C=C BOGRNZQRTNVZCZ-AATRIKPKSA-N 0.000 claims 2
- BOGRNZQRTNVZCZ-WAYWQWQTSA-N (3z)-3-methylpenta-1,3-diene Chemical compound C\C=C(\C)C=C BOGRNZQRTNVZCZ-WAYWQWQTSA-N 0.000 claims 2
- MNDSSKADVGDFDF-UHFFFAOYSA-N 2,4,5-trimethylpyridine Chemical compound CC1=CC(C)=C(C)C=N1 MNDSSKADVGDFDF-UHFFFAOYSA-N 0.000 claims 2
- OCUAPVNNQFAQSM-UHFFFAOYSA-N 3-Methyl-3-butenyl acetate Chemical compound CC(=C)CCOC(C)=O OCUAPVNNQFAQSM-UHFFFAOYSA-N 0.000 claims 2
- HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 claims 2
- SEPQTYODOKLVSB-UHFFFAOYSA-N 3-methylbut-2-enal Chemical compound CC(C)=CC=O SEPQTYODOKLVSB-UHFFFAOYSA-N 0.000 claims 2
- KJRRQXYWFQKJIP-UHFFFAOYSA-N 3-methylfuran Chemical compound CC=1C=COC=1 KJRRQXYWFQKJIP-UHFFFAOYSA-N 0.000 claims 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N Butanol Natural products CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims 2
- XXIKYCPRDXIMQM-UHFFFAOYSA-N Isopentenyl acetate Chemical compound CC(C)=CCOC(C)=O XXIKYCPRDXIMQM-UHFFFAOYSA-N 0.000 claims 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 claims 2
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 238000004821 distillation Methods 0.000 claims 2
- WDAXFOBOLVPGLV-UHFFFAOYSA-N ethyl isobutyrate Chemical compound CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 claims 2
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- CPJRRXSHAYUTGL-UHFFFAOYSA-N isopentenyl alcohol Chemical compound CC(=C)CCO CPJRRXSHAYUTGL-UHFFFAOYSA-N 0.000 claims 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 claims 2
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 claims 2
- 238000001179 sorption measurement Methods 0.000 claims 2
- UHEPJGULSIKKTP-UHFFFAOYSA-N sulcatone Chemical compound CC(C)=CCCC(C)=O UHEPJGULSIKKTP-UHFFFAOYSA-N 0.000 claims 2
- IAEGWXHKWJGQAZ-UHFFFAOYSA-N trimethylpyrazine Chemical compound CC1=CN=C(C)C(C)=N1 IAEGWXHKWJGQAZ-UHFFFAOYSA-N 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- IHPKGUQCSIINRJ-UHFFFAOYSA-N β-ocimene Natural products CC(C)=CCC=C(C)C=C IHPKGUQCSIINRJ-UHFFFAOYSA-N 0.000 claims 2
- NPFVOOAXDOBMCE-PLNGDYQASA-N (3Z)-hex-3-en-1-yl acetate Chemical compound CC\C=C/CCOC(C)=O NPFVOOAXDOBMCE-PLNGDYQASA-N 0.000 claims 1
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 claims 1
- IHPKGUQCSIINRJ-CSKARUKUSA-N (E)-beta-ocimene Chemical compound CC(C)=CC\C=C(/C)C=C IHPKGUQCSIINRJ-CSKARUKUSA-N 0.000 claims 1
- CXENHBSYCFFKJS-VDQVFBMKSA-N (E,E)-alpha-farnesene Chemical compound CC(C)=CCC\C(C)=C\C\C=C(/C)C=C CXENHBSYCFFKJS-VDQVFBMKSA-N 0.000 claims 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 claims 1
- IHPKGUQCSIINRJ-NTMALXAHSA-N (Z)-beta-ocimene Chemical compound CC(C)=CC\C=C(\C)C=C IHPKGUQCSIINRJ-NTMALXAHSA-N 0.000 claims 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 1
- BZAZNULYLRVMSW-UHFFFAOYSA-N 2-Methyl-2-buten-3-ol Natural products CC(C)=C(C)O BZAZNULYLRVMSW-UHFFFAOYSA-N 0.000 claims 1
- FVCDMHWSPLRYAB-UHFFFAOYSA-N 2-ethenyl-2-methyloxirane Chemical compound C=CC1(C)CO1 FVCDMHWSPLRYAB-UHFFFAOYSA-N 0.000 claims 1
- NSPPRYXGGYQMPY-UHFFFAOYSA-N 3-Methylbuten-2-ol-1 Natural products CC(C)C(O)=C NSPPRYXGGYQMPY-UHFFFAOYSA-N 0.000 claims 1
- YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 claims 1
- CGPJSFOZGOMBSF-UHFFFAOYSA-N 6,7-dimethyloct-6-en-1-ol Chemical compound CC(C)=C(C)CCCCCO CGPJSFOZGOMBSF-UHFFFAOYSA-N 0.000 claims 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 claims 1
- 239000005792 Geraniol Substances 0.000 claims 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- ACWQBUSCFPJUPN-UHFFFAOYSA-N Tiglaldehyde Natural products CC=C(C)C=O ACWQBUSCFPJUPN-UHFFFAOYSA-N 0.000 claims 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 229930003633 citronellal Natural products 0.000 claims 1
- 235000000983 citronellal Nutrition 0.000 claims 1
- 235000000484 citronellol Nutrition 0.000 claims 1
- 229940113087 geraniol Drugs 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 claims 1
- 235000001510 limonene Nutrition 0.000 claims 1
- 229940087305 limonene Drugs 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- OHEFFKYYKJVVOX-UHFFFAOYSA-N sulcatol Natural products CC(O)CCC=C(C)C OHEFFKYYKJVVOX-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28814209P | 2009-12-18 | 2009-12-18 | |
| US61/288,142 | 2009-12-18 | ||
| PCT/US2010/060552 WO2011075534A2 (en) | 2009-12-18 | 2010-12-15 | Purification of isoprene from renewable resources |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014184058A Division JP6378013B2 (ja) | 2009-12-18 | 2014-09-10 | 再生可能資源からのイソプレンの精製 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013514375A JP2013514375A (ja) | 2013-04-25 |
| JP2013514375A5 true JP2013514375A5 (https=) | 2014-03-20 |
| JP5643838B2 JP5643838B2 (ja) | 2014-12-17 |
Family
ID=44167932
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012544763A Expired - Fee Related JP5643838B2 (ja) | 2009-12-18 | 2010-12-15 | 再生可能資源からのイソプレンの精製 |
| JP2014184058A Expired - Fee Related JP6378013B2 (ja) | 2009-12-18 | 2014-09-10 | 再生可能資源からのイソプレンの精製 |
| JP2016225310A Pending JP2017081924A (ja) | 2009-12-18 | 2016-11-18 | 再生可能資源からのイソプレンの精製 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014184058A Expired - Fee Related JP6378013B2 (ja) | 2009-12-18 | 2014-09-10 | 再生可能資源からのイソプレンの精製 |
| JP2016225310A Pending JP2017081924A (ja) | 2009-12-18 | 2016-11-18 | 再生可能資源からのイソプレンの精製 |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US8569562B2 (https=) |
| EP (1) | EP2513021A2 (https=) |
| JP (3) | JP5643838B2 (https=) |
| CN (1) | CN102884028B (https=) |
| AR (1) | AR079560A1 (https=) |
| AU (1) | AU2010331946A1 (https=) |
| BR (1) | BR112012014736B1 (https=) |
| CA (1) | CA2783976A1 (https=) |
| IN (1) | IN2012DN05187A (https=) |
| SG (1) | SG181605A1 (https=) |
| TW (1) | TWI481594B (https=) |
| WO (1) | WO2011075534A2 (https=) |
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| MX318543B (es) | 2008-07-02 | 2014-03-18 | Danisco Us Inc | Composiciones y metodos para producir isopreno libre de hidrocarburos de c5 bajo condicion de desacoplamiento y/o intervalos de operacion seguros. |
| US8324442B2 (en) | 2009-03-03 | 2012-12-04 | Amyris, Inc. | Microbial derived isoprene and methods for making the same |
| TWI434921B (zh) * | 2009-06-17 | 2014-04-21 | Danisco Us Inc | 從生物異戊二烯組合物製造燃料成分之方法及系統 |
| TW201412988A (zh) * | 2009-06-17 | 2014-04-01 | Danisco Us Inc | 使用ｄｘｐ及ｍｖａ途徑之改良之異戊二烯製造 |
| US8569562B2 (en) | 2009-12-18 | 2013-10-29 | Danisco Us Inc. | Purification of isoprene from renewable resources |
| BR112012015117A2 (pt) * | 2009-12-22 | 2019-09-24 | Danisco Us Inc | "biorreator de membrana para produção aumentada de gás isopreno" |
| US8933282B2 (en) | 2010-06-17 | 2015-01-13 | Danisco Us Inc. | Fuel compositions comprising isoprene derivatives |
| CA2807558A1 (en) | 2010-08-06 | 2012-02-09 | Danisco Us Inc. | Production of isoprene under neutral ph conditions |
| CA2816306A1 (en) | 2010-10-27 | 2012-05-03 | Danisco Us Inc. | Isoprene synthase variants for improved production of isoprene |
| BR112013018316A2 (pt) | 2010-12-22 | 2018-09-11 | Danisco Us Inc | composições e métodos para produção aprimorada de isopreno usando dois tipos de enzimas ispg |
| JP2014502844A (ja) | 2010-12-22 | 2014-02-06 | ダニスコ・ユーエス・インク | 組み換え細胞による五炭糖の生物学的生産 |
| BR112013027555A2 (pt) | 2011-04-29 | 2021-08-10 | Danisco Us Inc. | células recombinantes capazes de maior produção de isopreno, mevalonato e isoprenoides e método para produzir isopreno, mevalonato e isoprenoides |
| SG194691A1 (en) | 2011-04-29 | 2013-12-30 | Danisco Us Inc | Production of mevalonate, isoprene, and isoprenoids using genes encodingpolypeptides having thiolase, hmg-coa synthase and hmg-coa reductase enzymatic activities |
| WO2013022799A1 (en) | 2011-08-05 | 2013-02-14 | Danisco Us Inc. | PRODUCTION OF ISOPRENOIDS UNDER NEUTRAL pH CONDITIONS |
| BR112014008278A2 (pt) | 2011-10-07 | 2017-04-18 | Danisco Us Inc | utilização de fosfocetolase na produção de mevalonato, precursores isoprenoides e isopreno |
| EP2771460B1 (en) | 2011-10-27 | 2017-04-26 | Danisco US Inc. | Isoprene synthase variants with improved solubility for production of isoprene |
| JP2015510392A (ja) | 2011-12-23 | 2015-04-09 | ダニスコ・ユーエス・インク | 低減したｉｓｐａ活性を有する宿主細胞を用いるイソプレン産生増強法 |
| US9315831B2 (en) | 2012-03-30 | 2016-04-19 | Danisco Us Inc. | Direct starch to fermentable sugar as feedstock for the production of isoprene, isoprenoid precursor molecules, and/or isoprenoids |
| US20130295627A1 (en) * | 2012-04-09 | 2013-11-07 | Robert J. Hanchar | Process for producing methyl butenol (2-methyl-3-buten-2-ol) |
| US8895277B2 (en) | 2012-05-02 | 2014-11-25 | Danisco Us Inc. | Legume isoprene synthase for production of isoprene |
| US9163263B2 (en) | 2012-05-02 | 2015-10-20 | The Goodyear Tire & Rubber Company | Identification of isoprene synthase variants with improved properties for the production of isoprene |
| JP6010343B2 (ja) * | 2012-05-21 | 2016-10-19 | 株式会社ブリヂストン | イソプレン−ブタジエン共重合体、イソプレン−ブタジエン共重合体の製造方法、ゴム組成物及びタイヤ |
| JP6010342B2 (ja) * | 2012-05-21 | 2016-10-19 | 株式会社ブリヂストン | イソプレン−ブタジエン共重合体、イソプレン−ブタジエン共重合体の製造方法、ゴム組成物及びタイヤ |
| JP6074161B2 (ja) * | 2012-05-22 | 2017-02-01 | 株式会社ブリヂストン | ゴム組成物およびタイヤの製造方法 |
| JP6074160B2 (ja) * | 2012-05-22 | 2017-02-01 | 株式会社ブリヂストン | ゴム組成物およびタイヤの製造方法 |
| WO2013181647A2 (en) | 2012-06-01 | 2013-12-05 | Danisco Us Inc. | Compositions and methods of producing isoprene and/or industrrial bio-products using anaerobic microorganisms |
| US20160002672A1 (en) | 2012-12-21 | 2016-01-07 | Danisco Us Inc. | Production of isoprene, isoprenoid, and isoprenoid precursors using an alternative lower mevalonate pathway |
| WO2014121357A1 (en) * | 2013-02-07 | 2014-08-14 | Braskem S.A. | Method of separating and purifying a conjugated diolefin produced by fermentation under anaerobic conditions |
| US9850512B2 (en) | 2013-03-15 | 2017-12-26 | The Research Foundation For The State University Of New York | Hydrolysis of cellulosic fines in primary clarified sludge of paper mills and the addition of a surfactant to increase the yield |
| WO2014156997A1 (ja) | 2013-03-29 | 2014-10-02 | 味の素株式会社 | 発酵ガス中のイソプレンの回収方法および精製イソプレンの製造方法 |
| SG11201508186XA (en) | 2013-04-10 | 2015-11-27 | Danisco Us Inc | Phosphoketolases for improved production of acetyl coenzyme a-derived metabolites, isoprene, isoprenoid precursors, and isoprenoids |
| WO2014205355A2 (en) | 2013-06-21 | 2014-12-24 | Danisco Us Inc. | Compositions and methods for clostridial transformation |
| WO2015081406A1 (en) * | 2013-12-02 | 2015-06-11 | Braskem S.A. | Fermentation hydrocarbon gas products separation via membrane |
| US10648004B2 (en) | 2014-02-20 | 2020-05-12 | Danisco Us Inc. | Recombinant microorganisms for the enhanced production of mevalonate, isoprene, isoprenoid precursors, isoprenoids, and acetyl-CoA-derived products |
| WO2015127435A1 (en) * | 2014-02-24 | 2015-08-27 | Glycos Biotechnologies, Inc. | Recovery of isoprene from fermentation processes using mechanical compression and condensation |
| US9951363B2 (en) | 2014-03-14 | 2018-04-24 | The Research Foundation for the State University of New York College of Environmental Science and Forestry | Enzymatic hydrolysis of old corrugated cardboard (OCC) fines from recycled linerboard mill waste rejects |
| CN106866341B (zh) * | 2017-01-20 | 2019-08-06 | 中国科学院青岛生物能源与过程研究所 | 一种分离回收发酵尾气中低浓度异戊二烯的方法 |
| FI128295B (en) * | 2017-12-29 | 2020-02-28 | Neste Oyj | Renewable, highly isoparaffinic solvent-based distillate |
| CN110354644A (zh) * | 2018-04-10 | 2019-10-22 | 天津科技大学 | 一种高效的醋酸丁酯废气吸收与解吸装置 |
| CN111454114B (zh) * | 2020-05-11 | 2023-07-14 | 长沙贝塔医药科技有限公司 | 一种用13c2-香叶醇合成高纯度13c2-月桂烯的方法 |
| US12350968B2 (en) | 2022-09-19 | 2025-07-08 | The Goodyear Tire & Rubber Company | Sustainable tire |
| WO2026010860A1 (en) | 2024-07-02 | 2026-01-08 | Bp Corporation North America Inc. | Recombinant microorganisms for isoprene production |
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-
2010
- 2010-12-15 US US12/969,440 patent/US8569562B2/en active Active
- 2010-12-15 WO PCT/US2010/060552 patent/WO2011075534A2/en not_active Ceased
- 2010-12-15 CA CA2783976A patent/CA2783976A1/en not_active Abandoned
- 2010-12-15 EP EP10799184A patent/EP2513021A2/en not_active Withdrawn
- 2010-12-15 AU AU2010331946A patent/AU2010331946A1/en not_active Abandoned
- 2010-12-15 SG SG2012042511A patent/SG181605A1/en unknown
- 2010-12-15 JP JP2012544763A patent/JP5643838B2/ja not_active Expired - Fee Related
- 2010-12-15 IN IN5187DEN2012 patent/IN2012DN05187A/en unknown
- 2010-12-15 CN CN201080064167.4A patent/CN102884028B/zh not_active Expired - Fee Related
- 2010-12-15 BR BR112012014736A patent/BR112012014736B1/pt not_active IP Right Cessation
- 2010-12-17 TW TW099144617A patent/TWI481594B/zh active
- 2010-12-20 AR ARP100104783A patent/AR079560A1/es unknown
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2013
- 2013-09-24 US US14/035,746 patent/US20140187839A1/en not_active Abandoned
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2014
- 2014-09-10 JP JP2014184058A patent/JP6378013B2/ja not_active Expired - Fee Related
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2015
- 2015-04-09 US US14/682,930 patent/US9751820B2/en active Active
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2016
- 2016-11-18 JP JP2016225310A patent/JP2017081924A/ja active Pending
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