JP2010070474A - コハク酸の製造方法 - Google Patents
コハク酸の製造方法 Download PDFInfo
- Publication number
- JP2010070474A JP2010070474A JP2008238169A JP2008238169A JP2010070474A JP 2010070474 A JP2010070474 A JP 2010070474A JP 2008238169 A JP2008238169 A JP 2008238169A JP 2008238169 A JP2008238169 A JP 2008238169A JP 2010070474 A JP2010070474 A JP 2010070474A
- Authority
- JP
- Japan
- Prior art keywords
- succinic acid
- solution
- membrane
- succinate
- nanofiltration membrane
- 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.)
- Pending
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 title claims abstract description 242
- 239000001384 succinic acid Substances 0.000 title claims abstract description 118
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 40
- 239000012528 membrane Substances 0.000 claims abstract description 128
- 238000001728 nano-filtration Methods 0.000 claims abstract description 69
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 34
- 238000001223 reverse osmosis Methods 0.000 claims abstract description 17
- 125000002091 cationic group Chemical group 0.000 claims abstract description 6
- 239000004952 Polyamide Substances 0.000 claims description 43
- 229920002647 polyamide Polymers 0.000 claims description 43
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 32
- 239000000126 substance Substances 0.000 claims description 30
- 239000002346 layers by function Substances 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 19
- 238000001914 filtration Methods 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 15
- 230000002378 acidificating effect Effects 0.000 claims description 9
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 6
- 239000000470 constituent Substances 0.000 claims description 5
- 159000000007 calcium salts Chemical class 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 159000000003 magnesium salts Chemical class 0.000 claims description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 2
- 159000000000 sodium salts Chemical group 0.000 claims description 2
- 229960005137 succinic acid Drugs 0.000 claims 11
- 235000011044 succinic acid Nutrition 0.000 claims 11
- 238000001953 recrystallisation Methods 0.000 abstract description 4
- 239000000243 solution Substances 0.000 description 86
- 239000000306 component Substances 0.000 description 32
- 238000000855 fermentation Methods 0.000 description 32
- 230000004151 fermentation Effects 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 150000001768 cations Chemical class 0.000 description 19
- 244000005700 microbiome Species 0.000 description 18
- 239000012466 permeate Substances 0.000 description 17
- 229910017053 inorganic salt Inorganic materials 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 13
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 13
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 12
- 230000000813 microbial effect Effects 0.000 description 11
- 230000035699 permeability Effects 0.000 description 11
- 239000002994 raw material Substances 0.000 description 11
- 239000013078 crystal Substances 0.000 description 10
- 210000004027 cell Anatomy 0.000 description 9
- -1 succinate cation Chemical class 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 229910001424 calcium ion Inorganic materials 0.000 description 7
- 238000000926 separation method Methods 0.000 description 7
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 6
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 230000012010 growth Effects 0.000 description 6
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 6
- 235000019341 magnesium sulphate Nutrition 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- PBUBJNYXWIDFMU-UHFFFAOYSA-L calcium;butanedioate Chemical compound [Ca+2].[O-]C(=O)CCC([O-])=O PBUBJNYXWIDFMU-UHFFFAOYSA-L 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 235000001014 amino acid Nutrition 0.000 description 3
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- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- UHNWOJJPXCYKCG-UHFFFAOYSA-L magnesium oxalate Chemical compound [Mg+2].[O-]C(=O)C([O-])=O UHNWOJJPXCYKCG-UHFFFAOYSA-L 0.000 description 1
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- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
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Images
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010142191A (ja) * | 2008-12-22 | 2010-07-01 | Toray Ind Inc | コハク酸塩の製造方法 |
| CN102476989A (zh) * | 2010-11-30 | 2012-05-30 | 中国科学院过程工程研究所 | 一种基于全膜分离系统的丁二酸分离装置及方法 |
| WO2013042760A1 (ja) * | 2011-09-22 | 2013-03-28 | 東レ株式会社 | コハク酸の製造方法 |
| JP2013529603A (ja) * | 2010-06-25 | 2013-07-22 | ティッセンクルップ ウーデ ゲゼルシャフト ミット ベシュレンクテル ハフツング | ジカルボン酸の分離、回収および精製のための方法 |
| JP2022028822A (ja) * | 2015-07-14 | 2022-02-16 | ピューラック バイオケム ビー．ブイ． | コハク酸を製造する方法 |
| CN117263794A (zh) * | 2023-09-19 | 2023-12-22 | 安徽固德生物工程有限公司 | 一种丁二酸提纯精制方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0910566A (ja) * | 1995-06-30 | 1997-01-14 | Toyobo Co Ltd | 半透性複合膜 |
| JPH0910565A (ja) * | 1995-06-28 | 1997-01-14 | Toyobo Co Ltd | 半透性複合膜 |
| JP2004237280A (ja) * | 2003-01-15 | 2004-08-26 | Toray Ind Inc | ミネラル液の製造方法及び製造装置 |
| WO2005030973A1 (ja) * | 2003-09-30 | 2005-04-07 | Ajinomoto Co., Inc. | 発酵液からのコハク酸の精製方法 |
| WO2007061590A1 (en) * | 2005-11-21 | 2007-05-31 | Tate & Lyle Ingredients Americas, Inc. | Malic acid production in recombinant yeast |
| JP2008043327A (ja) * | 2006-07-19 | 2008-02-28 | Showa Denko Kk | コハク酸の製造方法 |
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2008
- 2008-09-17 JP JP2008238169A patent/JP2010070474A/ja active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0910565A (ja) * | 1995-06-28 | 1997-01-14 | Toyobo Co Ltd | 半透性複合膜 |
| JPH0910566A (ja) * | 1995-06-30 | 1997-01-14 | Toyobo Co Ltd | 半透性複合膜 |
| JP2004237280A (ja) * | 2003-01-15 | 2004-08-26 | Toray Ind Inc | ミネラル液の製造方法及び製造装置 |
| WO2005030973A1 (ja) * | 2003-09-30 | 2005-04-07 | Ajinomoto Co., Inc. | 発酵液からのコハク酸の精製方法 |
| WO2007061590A1 (en) * | 2005-11-21 | 2007-05-31 | Tate & Lyle Ingredients Americas, Inc. | Malic acid production in recombinant yeast |
| JP2008043327A (ja) * | 2006-07-19 | 2008-02-28 | Showa Denko Kk | コハク酸の製造方法 |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010142191A (ja) * | 2008-12-22 | 2010-07-01 | Toray Ind Inc | コハク酸塩の製造方法 |
| JP2013529603A (ja) * | 2010-06-25 | 2013-07-22 | ティッセンクルップ ウーデ ゲゼルシャフト ミット ベシュレンクテル ハフツング | ジカルボン酸の分離、回収および精製のための方法 |
| CN102476989A (zh) * | 2010-11-30 | 2012-05-30 | 中国科学院过程工程研究所 | 一种基于全膜分离系统的丁二酸分离装置及方法 |
| WO2013042760A1 (ja) * | 2011-09-22 | 2013-03-28 | 東レ株式会社 | コハク酸の製造方法 |
| JP2022028822A (ja) * | 2015-07-14 | 2022-02-16 | ピューラック バイオケム ビー．ブイ． | コハク酸を製造する方法 |
| CN117263794A (zh) * | 2023-09-19 | 2023-12-22 | 安徽固德生物工程有限公司 | 一种丁二酸提纯精制方法 |
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