WO2020165882A3 - 고순도 2-피론-4,6-디카르복실산 제조방법 및 그를 위한 중간체 제조방법 - Google Patents
고순도 2-피론-4,6-디카르복실산 제조방법 및 그를 위한 중간체 제조방법 Download PDFInfo
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- WO2020165882A3 WO2020165882A3 PCT/IB2020/051457 IB2020051457W WO2020165882A3 WO 2020165882 A3 WO2020165882 A3 WO 2020165882A3 IB 2020051457 W IB2020051457 W IB 2020051457W WO 2020165882 A3 WO2020165882 A3 WO 2020165882A3
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- VRMXCPVFSJVVCA-UHFFFAOYSA-N 2-oxo-2H-pyran-4,6-dicarboxylic acid Chemical compound OC(=O)C=1C=C(C(O)=O)OC(=O)C=1 VRMXCPVFSJVVCA-UHFFFAOYSA-N 0.000 title abstract 18
- 238000000034 method Methods 0.000 title abstract 9
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 244000005700 microbiome Species 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 230000001939 inductive effect Effects 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 239000002028 Biomass Substances 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 108091028043 Nucleic acid sequence Proteins 0.000 abstract 1
- 238000004458 analytical method Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 239000012141 concentrate Substances 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
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Abstract
본 발명은 고순도 2-피론-4,6-디카르복실산 제조방법 및 그를 위한 중간체 제조방법으로; 1) PET로부터 TPA를 제조하는 단계; 2) TPA를 재조합 균주와 반응시켜 PDC를 생성하는 단계; 및 3) 제조된 PDC를 고순도로 정제하는 단계를 포함한다. 본 발명에 의한 바이오 매스 유래 SiO2 촉매, 그 제조방법, 및 이를 이용한 PET의 TPA 분해방법을 이용하면, 종래의 중성 조건하에서 PET 가수분해 속도 보다 빠른 시간에 고순도 테레프탈 산(TPA)의 제조가 가능하며, 제조된 테레프탈 산은 다시 폴리에스테르 섬유의 원료 등으로 유용하게 사용할 수 있다. 본 발명은 TphB 효소, TphAabc 효소, LigAB 효소 및 LigC 효소를 코딩하는 뉴클레오티드 서열이 도입된, 2-피론-4,6-디카복실산(PDC) 생산용 재조합 균주 및 상기 PDC 생산용 재조합 균주와 기질을 반응시키는 단계를 포함하는 PDC의 생산방법에 관한 것이다. 본 발명은 공업적으로 제조되거나 상업적으로 입수가능한 조질(crude) 2-피론-4,6-디카르복실산 또는 이의 소듐염에서, NMR 및/또는 TLC 분석법으로 확인되지만 제거 및 정제가 곤란한 불순물을, 아세톤을 첨가하여 석출시켜 제거하고, 결과된 용액을 유기용매로 추출 및 농축하고, 결과된 농축물을 컬럼 크로마토그래피에서 에틸아세테이트와 헥산의 혼합용매로 용리함으로써, 2-피론-4,6-디카르복실산을 고순도로 정제하는 방법을 제공한다.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20756552.4A EP3909947A4 (en) | 2019-02-12 | 2020-02-21 | METHOD FOR PRODUCING HIGH PURITY 2-PYRONE-4,6-DICARBOXYLIC ACID AND METHOD FOR PRODUCING AN INTERMEDIATE THEREOF |
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2019-0016016 | 2019-02-12 | ||
KR1020190016016A KR102278269B1 (ko) | 2019-02-12 | 2019-02-12 | PET의 TPA 분해용 바이오 매스 유래 SiO₂ 촉매, 그 제조방법, 및 이를 이용한 PET의 TPA 분해방법 |
KR10-2019-0074404 | 2019-06-21 | ||
KR1020190074404A KR20200145980A (ko) | 2019-06-21 | 2019-06-21 | 2-파이론-4,6-디카복실산 생산용 재조합 균주 및 이를 이용한 2-파이론-4,6-디카복실산 생산 방법 |
KR10-2019-0109179 | 2019-09-03 | ||
KR1020190109179A KR102267703B1 (ko) | 2019-09-03 | 2019-09-03 | 2-피론-4,6-디카르복실산의 정제 방법 |
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WO2020165882A2 WO2020165882A2 (ko) | 2020-08-20 |
WO2020165882A3 true WO2020165882A3 (ko) | 2021-05-06 |
WO2020165882A4 WO2020165882A4 (ko) | 2021-06-24 |
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PCT/IB2020/051457 WO2020165882A2 (ko) | 2019-02-12 | 2020-02-21 | 고순도 2-피론-4,6-디카르복실산 제조방법 및 그를 위한 중간체 제조방법 |
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WO (1) | WO2020165882A2 (ko) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005278549A (ja) * | 2004-03-30 | 2005-10-13 | Yoshihiro Katayama | 2−ピロン−4,6−ジカルボン酸を発酵生産するための遺伝子、前記遺伝子を含むプラスミド、前記プラスミドを含む形質転換体及び2−ピロン−4,6−ジカルボン酸の製造方法 |
KR101157373B1 (ko) * | 2011-05-12 | 2012-06-21 | 충남대학교산학협력단 | 왕겨 유래 고순도 다공성 실리카 및 실리콘 합성 방법 |
US9394549B2 (en) * | 2012-01-27 | 2016-07-19 | Genaris, Inc. | Method for producing useful chemical substance from terephthalic acid potassium salt |
KR20180019699A (ko) * | 2015-06-19 | 2018-02-26 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 방향족 탄화수소, 파라크실렌 및 테레프탈산의 제조 방법 |
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---|---|---|---|---|
JP4882063B2 (ja) * | 2005-10-12 | 2012-02-22 | 国立大学法人東京農工大学 | テレフタル酸の代謝に関与する新規遺伝子 |
JP2007211188A (ja) * | 2006-02-10 | 2007-08-23 | Univ Of Tokushima | ポリエステルの分解方法および芳香族ジカルボン酸の回収方法 |
ITUB20150924A1 (it) * | 2015-05-29 | 2016-11-29 | N A M Nano Analysis & Mat S R L | Processo sol-gel per la produzione di aerogeli di silice |
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- 2020-02-21 WO PCT/IB2020/051457 patent/WO2020165882A2/ko unknown
- 2020-02-21 EP EP20756552.4A patent/EP3909947A4/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2005278549A (ja) * | 2004-03-30 | 2005-10-13 | Yoshihiro Katayama | 2−ピロン−4,6−ジカルボン酸を発酵生産するための遺伝子、前記遺伝子を含むプラスミド、前記プラスミドを含む形質転換体及び2−ピロン−4,6−ジカルボン酸の製造方法 |
KR101157373B1 (ko) * | 2011-05-12 | 2012-06-21 | 충남대학교산학협력단 | 왕겨 유래 고순도 다공성 실리카 및 실리콘 합성 방법 |
US9394549B2 (en) * | 2012-01-27 | 2016-07-19 | Genaris, Inc. | Method for producing useful chemical substance from terephthalic acid potassium salt |
KR20180019699A (ko) * | 2015-06-19 | 2018-02-26 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 방향족 탄화수소, 파라크실렌 및 테레프탈산의 제조 방법 |
Non-Patent Citations (1)
Title |
---|
MICHINOBU TSUYOSHI, HISHIDA MASAKIYO, SATO MASAE, KATAYAMA YOSHIHIRO, MASAI EIJI, NAKAMURA MASAYA, OTSUKA YUICHIRO, OHARA SEIJI, S: "Polyexters of 2-Pryone-4,6-Dicarboxylic Acid (PDC) Obtai ned from a Metabolic Intermediate of Lignin.", POLYMER JOURNAL, vol. 40, no. 1, pages 68 - 75, XP009527770, DOI: 10.1295/polymj.PJ2007158 * |
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