KR940000414A - 아세트산의 제조방법 - Google Patents
아세트산의 제조방법 Download PDFInfo
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- KR940000414A KR940000414A KR1019930009898A KR930009898A KR940000414A KR 940000414 A KR940000414 A KR 940000414A KR 1019930009898 A KR1019930009898 A KR 1019930009898A KR 930009898 A KR930009898 A KR 930009898A KR 940000414 A KR940000414 A KR 940000414A
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- South Korea
- Prior art keywords
- zone
- acetic acid
- water
- concentration
- flash
- Prior art date
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims abstract 33
- 238000000034 method Methods 0.000 title claims abstract 18
- 239000007788 liquid Substances 0.000 claims abstract 14
- 238000006243 chemical reaction Methods 0.000 claims abstract 12
- 238000004821 distillation Methods 0.000 claims abstract 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract 6
- 238000005810 carbonylation reaction Methods 0.000 claims abstract 4
- 230000006315 carbonylation Effects 0.000 claims abstract 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims 5
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 4
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims 4
- 229910052751 metal Inorganic materials 0.000 claims 4
- 239000002184 metal Substances 0.000 claims 4
- 239000000047 product Substances 0.000 claims 4
- 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 claims 3
- 239000003456 ion exchange resin Substances 0.000 claims 3
- 229920003303 ion-exchange polymer Polymers 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 239000006227 byproduct Substances 0.000 claims 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 2
- 235000019260 propionic acid Nutrition 0.000 claims 2
- 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 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- UGOFYMJTHFQCIS-UHFFFAOYSA-N C(C)(=O)OC.[P] Chemical compound C(C)(=O)OC.[P] UGOFYMJTHFQCIS-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 230000002411 adverse Effects 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical class I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 claims 1
- 239000003957 anion exchange resin Substances 0.000 claims 1
- 239000000356 contaminant Substances 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims 1
- 150000002496 iodine Chemical class 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- 230000008016 vaporization Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/08—Acetic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Developing Agents For Electrophotography (AREA)
- Compression Or Coding Systems Of Tv Signals (AREA)
- Luminescent Compositions (AREA)
- Glass Compositions (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
본 발명은 (a) 메탄올과 일 산화탄소를 카르보닐화 영역내로 공급하고, 공정 과정에 특정한 액테 반응 조성물을 유지하며, (b) 반응기로부터 액체 반응 조성물을 회수하여 플래쉬 영역으로 도입한 다음, 특정 비율의 증기 유분 과 액체 유분을 형성하고, (c) 액체 유분을 플래쉬 영역으로부터 반응 영역으로 순환시키고, 증기 유분을 일정한 과정으로 처리하여 단일 증류 영역의 사용으로 플래쉬 영역의 증기 유분으로 부터 아세트산 생성물을 회수하는 과정들을 포함하는 아세트산의 제조방법에 관한 것이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- (a) 메탄올과 일산화탄소를 카르보닐화 영역내로 공급하고 여기서 공정과정중에 다음의 액체 반응 조성물, 즉 (i) 로듐 카르보닐화 촉매; (ii) 요오드화 메틸; (iii) 반응 조성물에 가용성인 요오드화염을 함유하는 카르보닐화 촉매 안정화제; (iv) 약 10중량% 이하의 농도인 한정량의 물: (v) 2중량 % 이상의 농도인 아세트산 메틸; 및 (vi) 아세트산을 함유하는 액체 반응 조성물을 유지하고, (b) 반응기로 부터 액체 반응 조성물을 회수하여,열을 가하거나 가함이 없이, 이것을 플래쉬 영역으로 도입하여 약8중량%이하의 물, 아세트산 생성물, 피로피온 산 부산물 및 플래쉬 영역 공급물의 대부분의 성분을 차지하는 아세트산 메틸과 요오드화 메틸을 함유하는 증기 유분, 및 비휘발성 로듐 촉매, 비휘발성 촉매 안정화제, 아세트산, 물 및 프래쉬 영영 공급물의 나머지 성분인 아세트산 메틸, 요오드화 메틸 및 프로피온산 부산물을 함유하는 액체 유분을 형성하고, (c) 액체 유분을 플래쉬 영역으로부터 반응영역으로 순환시키고, 다음과정에 의하여, 즉 (d) 증기 유분을 증기 및/또는 액체로서 플래쉬 영역으로부터 증류 영역으로 도입하고, (e) 증류 영역의 상부로 부터 물, 아세트산 메틸, 요오드화 메틸 및 아세트산을 함유하는 최종 순환 경스트림(light ends recycle stream)을 제거하며, (f) 플래쉬 영역의 증기 유분의 도입점 아래에 있는 증류 영역으로부터, 1500ppm미만의 물 농도 및 500ppm 미만의 프로피온산 농도를 갖는 산 생성물 스트림을 제거하는 과정에 의하여, 단일 증류 영역의 사용으로 플래쉬 영역의 증기 유분으로부터 아세트산 생성물을 회수하는 과정들을 포함하는 아세트산의 제조방법.
- 제1항에 있어서, 액체 반응 조성물이 약 8중량% 이하의 농도로 한정량의 물을 함유하고, 플래쉬 영역의 중기 유분이 약 6중량% 이하의 농도로 물을 함유하는 방법.
- 제1항에 있어서, 액체 반응 조성물이 아세트산의 휘발도와 비교하여 뭍의 휘발도를 억제하는 요오드화염을 함유하는 방법.
- 제3항에 있어서, 아세트산의 휘발도와 비교하여 물의 휘발도를 억제하는 요오드화염이 알칼리 금속, 알칼리토금속, 수소 및 알루미늄의 요오드화염으로 구성된 군으로 부터 선택된 하나 이상의 염을 함유하는 방법.
- 제1항에 있어서, 액체 반응 조성물 내의 아세트산 메틸의 농도가 2 내지 15중량% 벋위내인 방법.
- 제1항에 있어서, 카르보닐화 반응에 역효과를 주는 부식 금속의 농도가 액체 반응 조성물 줄에서 1000ppm 미만인 방법.
- 제6항에 있어서, 부식 금속이 철, 망간 및 니켈로 구성된 군으로 부터 선택된 하나 이상의 금속을 함유하는 방법.
- 제1항에 있어서, 단일 증류 영역이 25개 이하의 이론적 단수를 갖는 방법.
- 제1항에 있어서, 단일 증류 영역이 공급 지점 상부에 약 4 내지 15개의 이론적 정류 단수를 갖는 방법.
- 제1항에 있어서, 단일 증류 영역이 공급 지점 하부에 약 14개 이하의 이론적 단수를 갖는 방법.
- 제1항에 있어서, 단일 증류 영역이 57개 이하의 실제적인 분리 단수를 갖는 방법.
- 제1항에 있어서, 아세트산 생성물을 하나 이상의 이온 교환 수지상에 통과시켜 요오드화 오염물을 제거하는 방법.
- 제12항에 있어서, 하나 이상의 이온 교환 수지가 음이온 교환 수지를 포함하는 방법.
- 제12항에 있어서, 하나 이상의 이온 교환 수지가 은-충진 수지를 포함하는 방법.
- 제1항에 있어서, 액체 조성물이 (a) 약 8중량%이하의 물, (b) 2내지 15중량%의 아세트산 메틸; 및 (c) 1000ppm미만의 부식 금속을 함유하며, 플래쉬 영역의 증기 유분이 약 6중량%이하의 물을 함유하고 단일 증류 영역이 25개 이하의 이론적 단수를 갖는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9211671.4 | 1992-06-02 | ||
GB929211671A GB9211671D0 (en) | 1992-06-02 | 1992-06-02 | Process |
Publications (2)
Publication Number | Publication Date |
---|---|
KR940000414A true KR940000414A (ko) | 1994-01-03 |
KR100280254B1 KR100280254B1 (ko) | 2001-02-01 |
Family
ID=10716405
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930009898A KR100280254B1 (ko) | 1992-06-02 | 1993-06-02 | 아세트산의 제조방법 |
Country Status (21)
Country | Link |
---|---|
US (1) | US5416237A (ko) |
EP (1) | EP0573189B1 (ko) |
JP (1) | JP3616400B2 (ko) |
KR (1) | KR100280254B1 (ko) |
CN (1) | CN1041820C (ko) |
AT (1) | ATE146770T1 (ko) |
AU (1) | AU646367B2 (ko) |
CA (1) | CA2097478C (ko) |
DE (1) | DE69306861T2 (ko) |
ES (1) | ES2095572T3 (ko) |
FI (1) | FI932515A (ko) |
GB (1) | GB9211671D0 (ko) |
IN (1) | IN186334B (ko) |
MX (1) | MX9303294A (ko) |
MY (1) | MY109016A (ko) |
NO (1) | NO179040C (ko) |
NZ (1) | NZ247742A (ko) |
RU (1) | RU2102379C1 (ko) |
SG (1) | SG50365A1 (ko) |
TW (1) | TW345573B (ko) |
UA (1) | UA26854C2 (ko) |
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GB9120902D0 (en) * | 1991-10-02 | 1991-11-13 | Bp Chem Int Ltd | Purification process |
GB9306409D0 (en) * | 1993-03-26 | 1993-05-19 | Bp Chem Int Ltd | Process |
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GB9503385D0 (en) * | 1995-02-21 | 1995-04-12 | Bp Chem Int Ltd | Process |
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GB9512427D0 (en) * | 1995-06-19 | 1995-08-23 | Bp Chem Int Ltd | Process |
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GB9626324D0 (en) * | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
US6066762A (en) * | 1996-12-30 | 2000-05-23 | Chiyoda Corporation | Process for the production of carbonyl compound |
GB9711492D0 (en) * | 1997-06-03 | 1997-07-30 | Bp Chem Int Ltd | Compounds |
US6043392A (en) * | 1997-06-30 | 2000-03-28 | Texas A&M University System | Method for conversion of biomass to chemicals and fuels |
GB9715489D0 (en) * | 1997-07-23 | 1997-10-01 | Bp Chem Int Ltd | Composition |
GB9816385D0 (en) * | 1998-07-29 | 1998-09-23 | Bp Chem Int Ltd | Process |
GB9819606D0 (en) | 1998-09-08 | 1998-11-04 | Bp Chem Int Ltd | Carbonylation process |
US6552221B1 (en) | 1998-12-18 | 2003-04-22 | Millenium Petrochemicals, Inc. | Process control for acetic acid manufacture |
US6225498B1 (en) * | 2000-03-24 | 2001-05-01 | Celanese International Corporation | Method of removing organic iodides from organic media |
JP4891482B2 (ja) * | 2001-02-06 | 2012-03-07 | 千代田化工建設株式会社 | カルボン酸の製造方法 |
US6657078B2 (en) * | 2001-02-07 | 2003-12-02 | Celanese International Corporation | Low energy carbonylation process |
CN100430363C (zh) * | 2003-10-30 | 2008-11-05 | 上海吴泾化工有限公司 | 一种羰基化生产醋酸的改进方法及其装置 |
US7208624B2 (en) * | 2004-03-02 | 2007-04-24 | Celanese International Corporation | Process for producing acetic acid |
US7271293B2 (en) * | 2004-03-02 | 2007-09-18 | Celanese International Corporation | Control method for process of removing permanganate reducing compounds from methanol carbonylation process |
US7223883B2 (en) * | 2004-03-02 | 2007-05-29 | Celanese International Corporation | Removal of permanganate reducing compounds from methanol carbonylation process stream |
US7223886B2 (en) * | 2004-03-02 | 2007-05-29 | Celanese International Corporation | Removal of permanganate reducing compounds from methanol carbonylation process stream |
JP4489487B2 (ja) * | 2004-04-02 | 2010-06-23 | ダイセル化学工業株式会社 | ヨウ化水素の分離方法 |
JP4732743B2 (ja) | 2004-12-06 | 2011-07-27 | ダイセル化学工業株式会社 | 蒸留方法 |
JP4526381B2 (ja) | 2004-12-27 | 2010-08-18 | ダイセル化学工業株式会社 | 酢酸の製造方法 |
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1993
- 1993-05-21 SG SG1995001773A patent/SG50365A1/en unknown
- 1993-05-21 AT AT93303977T patent/ATE146770T1/de not_active IP Right Cessation
- 1993-05-21 DE DE69306861T patent/DE69306861T2/de not_active Revoked
- 1993-05-21 ES ES93303977T patent/ES2095572T3/es not_active Expired - Lifetime
- 1993-05-21 EP EP93303977A patent/EP0573189B1/en not_active Revoked
- 1993-05-26 IN IN545DE1993 patent/IN186334B/en unknown
- 1993-05-27 AU AU39855/93A patent/AU646367B2/en not_active Ceased
- 1993-05-27 TW TW081107532A01A patent/TW345573B/zh active
- 1993-05-31 RU RU93048334A patent/RU2102379C1/ru not_active IP Right Cessation
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- 1993-06-01 NO NO931984A patent/NO179040C/no unknown
- 1993-06-01 CA CA002097478A patent/CA2097478C/en not_active Expired - Fee Related
- 1993-06-02 JP JP13194093A patent/JP3616400B2/ja not_active Expired - Fee Related
- 1993-06-02 FI FI932515A patent/FI932515A/fi unknown
- 1993-06-02 MX MX9303294A patent/MX9303294A/es not_active IP Right Cessation
- 1993-06-02 CN CN93108283A patent/CN1041820C/zh not_active Expired - Lifetime
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- 1993-06-02 MY MYPI93001066A patent/MY109016A/en unknown
- 1993-06-03 UA UA93004524A patent/UA26854C2/uk unknown
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FI932515A0 (fi) | 1993-06-02 |
AU646367B2 (en) | 1994-02-17 |
FI932515A (fi) | 1993-12-03 |
CN1085540A (zh) | 1994-04-20 |
ATE146770T1 (de) | 1997-01-15 |
KR100280254B1 (ko) | 2001-02-01 |
NO931984D0 (no) | 1993-06-01 |
AU3985593A (en) | 1993-12-16 |
CN1041820C (zh) | 1999-01-27 |
JP3616400B2 (ja) | 2005-02-02 |
DE69306861T2 (de) | 1997-05-07 |
US5416237A (en) | 1995-05-16 |
DE69306861D1 (de) | 1997-02-06 |
CA2097478C (en) | 2004-05-04 |
MX9303294A (es) | 1994-07-29 |
NO179040B (no) | 1996-04-15 |
GB9211671D0 (en) | 1992-07-15 |
EP0573189B1 (en) | 1996-12-27 |
JPH0640999A (ja) | 1994-02-15 |
CA2097478A1 (en) | 1993-12-03 |
NO931984L (no) | 1993-12-03 |
UA26854C2 (uk) | 1999-12-29 |
NO179040C (no) | 1996-07-24 |
ES2095572T3 (es) | 1997-02-16 |
SG50365A1 (en) | 1998-07-20 |
NZ247742A (en) | 1994-10-26 |
RU2102379C1 (ru) | 1998-01-20 |
EP0573189A1 (en) | 1993-12-08 |
MY109016A (en) | 1996-11-30 |
TW345573B (en) | 1998-11-21 |
IN186334B (ko) | 2001-08-11 |
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