JP4512608B2 - カルボニル化処理の流れからの過マンガン酸塩還元化合物及びアルキルヨウ化物の除去 - Google Patents
カルボニル化処理の流れからの過マンガン酸塩還元化合物及びアルキルヨウ化物の除去 Download PDFInfo
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- 238000000034 method Methods 0.000 title claims description 67
- 238000005810 carbonylation reaction Methods 0.000 title claims description 49
- 230000006315 carbonylation Effects 0.000 title claims description 44
- 230000008569 process Effects 0.000 title claims description 44
- 150000001351 alkyl iodides Chemical class 0.000 title claims description 34
- 150000001875 compounds Chemical class 0.000 title description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 240
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 99
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 94
- 239000012071 phase Substances 0.000 claims description 56
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- 238000004821 distillation Methods 0.000 claims description 42
- 239000000047 product Substances 0.000 claims description 42
- 239000003054 catalyst Substances 0.000 claims description 40
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 38
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 35
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 35
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 25
- 239000002904 solvent Substances 0.000 claims description 25
- 230000015572 biosynthetic process Effects 0.000 claims description 17
- 239000007791 liquid phase Substances 0.000 claims description 17
- 239000012429 reaction media Substances 0.000 claims description 17
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims description 14
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
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- 239000000203 mixture Substances 0.000 claims description 6
- 230000006872 improvement Effects 0.000 claims description 4
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- 230000002401 inhibitory effect Effects 0.000 claims description 2
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- 239000003795 chemical substances by application Substances 0.000 claims 1
- 210000002969 egg yolk Anatomy 0.000 claims 1
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- 238000006243 chemical reaction Methods 0.000 description 25
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 19
- 239000010948 rhodium Substances 0.000 description 19
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 18
- 229910052703 rhodium Inorganic materials 0.000 description 18
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 18
- 150000001299 aldehydes Chemical class 0.000 description 12
- -1 methyl halide Chemical class 0.000 description 12
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 11
- 229910002091 carbon monoxide Inorganic materials 0.000 description 11
- 150000004694 iodide salts Chemical class 0.000 description 11
- 239000012808 vapor phase Substances 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 10
- 235000019260 propionic acid Nutrition 0.000 description 9
- 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 description 9
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- IQGZCSXWIRBTRW-ZZXKWVIFSA-N (2E)-2-ethyl-2-butenal Chemical compound CC\C(=C/C)C=O IQGZCSXWIRBTRW-ZZXKWVIFSA-N 0.000 description 5
- ANOOTOPTCJRUPK-UHFFFAOYSA-N 1-iodohexane Chemical compound CCCCCCI ANOOTOPTCJRUPK-UHFFFAOYSA-N 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 5
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- 238000004519 manufacturing process Methods 0.000 description 5
- 238000000746 purification Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000005882 aldol condensation reaction Methods 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 150000001728 carbonyl compounds Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000002051 biphasic effect Effects 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
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- 230000003197 catalytic effect Effects 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
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- 150000004820 halides Chemical class 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
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- 229940006461 iodide ion Drugs 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
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- 238000010992 reflux Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
- 239000005956 Metaldehyde Substances 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- KMGBZBJJOKUPIA-UHFFFAOYSA-N butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- GKKDCARASOJPNG-UHFFFAOYSA-N metaldehyde Chemical compound CC1OC(C)OC(C)OC(C)O1 GKKDCARASOJPNG-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
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- 150000002923 oximes Chemical class 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
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- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- BLXSFCHWMBESKV-UHFFFAOYSA-N 1-iodopentane Chemical compound CCCCCI BLXSFCHWMBESKV-UHFFFAOYSA-N 0.000 description 1
- UNNGUFMVYQJGTD-UHFFFAOYSA-N 2-Ethylbutanal Chemical compound CCC(CC)C=O UNNGUFMVYQJGTD-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- ICJVSPOCMLQAJM-UHFFFAOYSA-N acetic acid;iodomethane Chemical compound IC.CC(O)=O ICJVSPOCMLQAJM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001767 cationic compounds Chemical group 0.000 description 1
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- 238000011109 contamination Methods 0.000 description 1
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- 150000002148 esters Chemical class 0.000 description 1
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- 150000002366 halogen compounds Chemical class 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
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- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910001411 inorganic cation Chemical group 0.000 description 1
- 150000002576 ketones Chemical group 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 229910001511 metal iodide Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- PVWOIHVRPOBWPI-UHFFFAOYSA-N n-propyl iodide Chemical compound CCCI PVWOIHVRPOBWPI-UHFFFAOYSA-N 0.000 description 1
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- 239000007800 oxidant agent Substances 0.000 description 1
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- 229910000073 phosphorus hydride Chemical group 0.000 description 1
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- 125000000547 substituted alkyl group Chemical group 0.000 description 1
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- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
-
- 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
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- 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
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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- Oil, Petroleum & Natural Gas (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Description
本発明は、VIII族金属カルボニル化触媒の存在下におけるメタノールのカルボニル化により形成される過マンガン酸塩還元化合物(permanganate reducing compound)及びアルキルヨウ化物を除去するための新規方法に関する。特には、本発明は、前記カルボニル化処理により酢酸を形成する間に中間流から過マンガン酸塩還元化資物及びアルキルヨウ化物を減少させ、及び/又は除去するための新規方法に関する。
現在用いられている酢酸の合成方法のうち、商業的に最も有用なものの1つは、1973年10月30日にPaulikらに対して発行された米国特許第3,769,329号に教示されるもののような一酸化炭素を用いるメタノールの触媒カルボニル化である。このカルボニル化触媒は、液体反応媒体中に溶解しているか、もしくは他の方法で分散され、さもなければ不活性固体で支持されているロジウムを、ヨウ化メチルで例示される触媒促進剤を含むハロゲンと共に含む。このロジウムは多くの形態のうちのいずれの形態ででも反応系に導入することができ、それは、実際にそれが可能であるとして、活性触媒複合体内でのロジウム部分の正確な性質を確認することとは関連しない。同様に、ハロゲン化物促進剤の性質は重要ではない。この特許権者は非常に多くの好適な促進剤を開示しており、その大部分は有機ヨウ化物である。この反応は、液体反応媒体中に溶解している触媒を用いて行い、それを通して一酸化炭素ガスを連続的に泡立てることが最も典型的であり、かつ有用である。
軽留蒸留カラムからの軽留相が過マンガン酸塩還元化合物、特にはアセトアルデヒドを含むカルボニルを含有することが発見されており、これはさらに濃縮してこのプロセスから除去することができる。本発明の一側面においては、これらの軽留相を2回蒸留し、一度は蒸留器カラムを通すもので、これはアセトアルデヒド、ヨウ化メチル、及び酢酸メチルを酢酸及び水から分離する役目を果たす。第2の蒸留カラムはアセトアルデヒドをヨウ化メチル及び酢酸メチルから分離する役目を果たし、本質的には、アセトアルデヒドを濃縮してそれをプロセスから除去する役目を果たす。本発明の別の側面においては、この第2の蒸留から生じる蒸留物を抽出器に導いて濃縮アセトアルデヒドを分別し、残留飽和有機ヨウ化物溶液をカルボニル化反応器に戻すことができる。
このカルボニル化系、特にはこの方法において用いられる蒸留カラムを停止したとき、アセトアルデヒドのポリマーが形成され、第2カラムの基底部に集積する傾向にあることが見出されている。本発明の別の側面ではこの問題を取り扱う方法が記載される。第2蒸留カラム内の流れと内部流(例えば、酢酸又は酢酸メチルを大きな割合で含むもの)との接触を維持するための溶媒の一定の流れにより、そのユニットを停止した際にポリマーを含まないカラム基底部が生じることが見出されている。基底部にポリマーを集積させないことで、比較的問題なく、効率的に、かつ高い対費用効果でカラムを停止させ、続いて始動させることができる。
(a)酢酸及び水を含む軽質相を蒸留器に導き、該蒸留器は該混合物を、水及び酢酸を含む残滓流(1)並びにヨウ化メチル、酢酸メチル、メタノール、C1−12アルキルヨウ化物、及び過マンガン酸塩還元化合物(PRC)を含むオーバーヘッド流(2)の2つの流れに分離するものであり;
(b)工程(a)の流れ(1)を該反応器に戻し、及び工程(a)の流れ(2)を第2蒸留器に導き、該第2蒸留器はPRC及びアルキルヨウ化物を該混合物から除去する役目を果たすものであり;
(c)工程(b)の除去した混合物は抽出器に導いてそこから有機ヨウ化物化合物を除去してもよく;かつ
(d)濃縮したPRC及びアルキルヨウ化物を廃棄のために分別し、(c)の有機ヨウ化物相を、PRC及びC1−12アルキルヨウ化物の含有割合が低い流れとしてカルボニル化反応器に戻す、
を特徴とする方法に向けられている。
本発明の精製方法は、VIII族金属触媒、例えば、ロジウム及びヨウ化物促進剤の存在下においてメタノールを酢酸にカルボニル化するのに用いられるあらゆるプロセスにおいて有用である。特に有用なプロセスは、前述の米国特許第5,001,259号に例示されるもののようなメタノールから酢酸への低水量ロジウム触媒カルボニル化である。一般に、この触媒系のロジウム成今はロジウムとハロゲン成分との配位化合物の形態で存在するものと考えられており、このハロゲン成分はこのような配位化合物の少なくとも1つの配位子をもたらす。ロジウムとハロゲンとの配位に加えて、一酸化炭素がロジウムと配位するものとも考えられている。この触媒系のロジウム成分は、ロジウム金属、ロジウム塩、例えば酸化物、酢酸塩、ヨウ化物等、又はロジウムの他の配位化合物等を反応域に導入することにより得ることができる。
a)第1濃縮器内で該第1蒸気相酢酸流を濃縮し、かつそれを二相性に分離して第1重質液相生成物及び第1軽質液相生成物を形成し、ここで該第1重質液相は該第1軽質液相生成物よりも高い割合の触媒成分を含み;
b)該軽質液相生成物を第1蒸留カラムにおいて蒸留し、該蒸留は該第1蒸気相酢酸流に対してアルデヒド及びアルキルヨウ化物に富む第2蒸気相酢酸生成物流を形成するのに有効なものであり;
c)該第2蒸気相流を第2濃縮器内で濃縮し、かつそれを二相性に分離して第2重質液相生成物及び第2軽質液相生成物を形成し、ここで該第2重質液相生成物は該第2軽質液相生成物よりも高い割合の触媒成分を含み;及び
d)該第2軽質液相生成物を第2蒸留カラムにおいて蒸留し、ここで該処理は華第1蒸気相酢酸流中の少なくとも50%のアルキルヨウ作物及びアルデヒド不純物並びに少なくとも20%のプロピオン酸不純物をアルデヒド及びアルキルヨウ化物廃棄物流に除去するの有効なものである、
ことを包含する方法が開示される。
a)軽質相有機物質:を含む容器16からのオーバーヘッド流をカラム18に導き、上述の通りに処理すること;
b)容器16からの重質相有機物質を含む残津流をカラム18に導き、上述の通り処理すること;
c)軽留容器排出デカンターからの流れ、好ましくは残滓流を流れ29を用いて導き、上述の通り処理すること;
d)軽留排出ストリッパーカラムからの流れを導き、上述の通り処理すること;
e)高濃度のPRC、プロピオン酸及びアルキルヨウ化物不純物を含む上記流れ(a−d)のあらゆる組み合わせ、
が含まれるが、これらに限定されるものではない。
1.より少ないプロピオン酸;
2.より少量のRhをカルボニル化反応に用いることができる;
3.生成物酢酸中のより少ない全ヨウ化物;
4.より低濃度のPRC;
5.過マンガン酸塩時間試験値の増加。
1.EP'662は重質相を用いる;軽質相が示唆されてはいるが、その使用についての教示は示されていない;それは、3つの他の可能な流れと共にそれを用いることを示唆するにすぎない;
2.EP'662は、反応条件を最適化して反応器内で400ppmのアルデヒドという目的を達成しようと試みている。反応条件を最適化することにより、カルボニル不純物は形成しないものと考えられる。本発明の方法は条件の最適化は行わず、むしろ形成された不純物を蒸留除去する。本発明の方法は存在する不純物の取り扱いに向けられており、カルボニル含有不純物/化合物の形成の回避には向けられていない。
3.本発明者らは、第2蒸留塔を停止することによるアセトアルデヒドの重合の問題を発見している。この問題はEP'662においては認識されていなかった。
Claims (5)
- メタノールから酢酸生成物へのカルボニル化において用いられる塔におけるアセトアルデヒドの、該塔を停止させる間の重合を抑制する方法であって、該メタノールはVIII族金属触媒、有機ヨウ化物及びヨウ化物塩触媒促進剤を含む好適な液相反応媒体中でカルボニル化し;該カルボニル化の生成物は生成物を含む揮発性相とVIII族金属触媒、酢酸、及びヨウ化物触媒促進剤を含む揮発性に劣る相とに分離し;該生成物相は蒸留塔において蒸留して精製生成物並びに有機ヨウ化物、酢酸メチル、水、酢酸、及び未反応メタノールを含むオーバーヘッドを得、該オーバーヘッドの少なくとも一部はオーバーヘッド受容器デカンターに導き、該オーバーヘッド受容器デカンターは該オーバーヘッドを酢酸及び水を含む軽質相と酢酸メチル及び有機ヨウ化物を含む重質相とに分離し;かつ、該重質相をカルボニル化反応器に再循環させる方法であって、以下を含む改善:
(a)該軽質相を蒸留器に導き、該蒸留器は該混合物を、水及び酢酸を含む残滓流(1)並びにヨウ化メチル、酢酸メチル、メタノール、C2−12アルキルヨウ化物、及びアセトアルデヒドを含むオーバーヘッド流(2)の2つの流れに分離するものであり;
(b)工程(a)の流れ(1)を該反応器に戻し、及び工程(a)の流れ(2)を第2蒸留器に導き、該第2蒸留器はアセトアルデヒドを該混合物から除去する役目を果たすものであり;
(c)工程(b)の流れ(2)を、酢酸及び水を含む溶媒を含む流れと、アセトアルデヒドのポリマーの形成を回避するのに十分な量接触させ;
(d)濃縮したアセトアルデヒドを廃棄のために分別し、有機ヨウ化物相をカルボニル化反応器に戻す、
を特徴とする方法。 - 溶媒が酢酸である、請求項1の方法。
- 溶媒を0.25−5ガロン毎分(gpm)の速度で流れ2bと接触させる、請求項1の方法。
- 溶媒を0.5−2gpmの間の速度で接触させる、請求項3の方法。
- 溶媒をカラムの基底部で流れ2bと接触させる、請求項4の方法。
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