JP4399167B2 - 無水マレイン酸を吸収するための有機溶剤の精製法 - Google Patents
無水マレイン酸を吸収するための有機溶剤の精製法 Download PDFInfo
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- JP4399167B2 JP4399167B2 JP2002583364A JP2002583364A JP4399167B2 JP 4399167 B2 JP4399167 B2 JP 4399167B2 JP 2002583364 A JP2002583364 A JP 2002583364A JP 2002583364 A JP2002583364 A JP 2002583364A JP 4399167 B2 JP4399167 B2 JP 4399167B2
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- maleic anhydride
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 239000003960 organic solvent Substances 0.000 title claims abstract description 14
- 238000000746 purification Methods 0.000 title claims description 9
- 239000002904 solvent Substances 0.000 claims abstract description 62
- 238000009835 boiling Methods 0.000 claims abstract description 35
- 238000000034 method Methods 0.000 claims abstract description 28
- 239000008246 gaseous mixture Substances 0.000 claims abstract description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 32
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 30
- 238000000926 separation method Methods 0.000 claims description 21
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 17
- 238000004821 distillation Methods 0.000 claims description 17
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 17
- 239000011976 maleic acid Substances 0.000 claims description 17
- 239000001530 fumaric acid Substances 0.000 claims description 15
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 11
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 11
- 125000005498 phthalate group Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 238000010521 absorption reaction Methods 0.000 abstract description 8
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 38
- 235000011087 fumaric acid Nutrition 0.000 description 15
- 238000003756 stirring Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- MQHNKCZKNAJROC-UHFFFAOYSA-N dipropyl phthalate Chemical compound CCCOC(=O)C1=CC=CC=C1C(=O)OCCC MQHNKCZKNAJROC-UHFFFAOYSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- WXTDRXCESSWNAH-UHFFFAOYSA-N CCCCOC(=O)C1C=CC=CC1C(O)=O Chemical compound CCCCOC(=O)C1C=CC=CC1C(O)=O WXTDRXCESSWNAH-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- YZBOVSFWWNVKRJ-UHFFFAOYSA-N Monobutylphthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(O)=O YZBOVSFWWNVKRJ-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- DELFDJCCLVYTLL-UHFFFAOYSA-N dipropan-2-yl cyclohex-3-ene-1,2-dicarboxylate Chemical compound CC(C)OC(=O)C1CCC=CC1C(=O)OC(C)C DELFDJCCLVYTLL-UHFFFAOYSA-N 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- ZSQCNVWYBBKUHS-UHFFFAOYSA-N (2,3-dimethylphenyl)-phenylmethanone Chemical compound CC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1C ZSQCNVWYBBKUHS-UHFFFAOYSA-N 0.000 description 1
- WXEOWWVZWWGBBQ-UHFFFAOYSA-N 1,2-dichloro-3-(2,3-dichlorophenoxy)benzene Chemical compound ClC1=CC=CC(OC=2C(=C(Cl)C=CC=2)Cl)=C1Cl WXEOWWVZWWGBBQ-UHFFFAOYSA-N 0.000 description 1
- VDGKBWSGLJVZSZ-UHFFFAOYSA-N 2-butoxycarbonylcyclohex-3-ene-1-carboxylic acid Chemical compound CCCCOC(=O)C1C=CCCC1C(O)=O VDGKBWSGLJVZSZ-UHFFFAOYSA-N 0.000 description 1
- KBYVBLCXYWPRFV-UHFFFAOYSA-N 2-ethoxycarbonylcyclohex-3-ene-1-carboxylic acid Chemical compound CCOC(=O)C1C=CCCC1C(O)=O KBYVBLCXYWPRFV-UHFFFAOYSA-N 0.000 description 1
- OAKAPFPXXUWHMV-UHFFFAOYSA-N 2-methoxycarbonylcyclohex-3-ene-1-carboxylic acid Chemical compound COC(=O)C1C=CCCC1C(O)=O OAKAPFPXXUWHMV-UHFFFAOYSA-N 0.000 description 1
- NFOQRIXSEYVCJP-UHFFFAOYSA-N 2-propoxycarbonylbenzoic acid Chemical compound CCCOC(=O)C1=CC=CC=C1C(O)=O NFOQRIXSEYVCJP-UHFFFAOYSA-N 0.000 description 1
- GJBSFRWCIAMXDH-UHFFFAOYSA-N 6-methoxycarbonylcyclohexa-2,4-diene-1-carboxylic acid Chemical compound COC(=O)C1C=CC=CC1C(O)=O GJBSFRWCIAMXDH-UHFFFAOYSA-N 0.000 description 1
- MTINIOKEUNBMKG-UHFFFAOYSA-N 6-propoxycarbonylcyclohexa-2,4-diene-1-carboxylic acid Chemical compound CCCOC(=O)C1C=CC=CC1C(O)=O MTINIOKEUNBMKG-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- XQYKYNYUXJSZIO-UHFFFAOYSA-N CC(C)COC(=O)C1C=CC=CC1C(O)=O Chemical compound CC(C)COC(=O)C1C=CC=CC1C(O)=O XQYKYNYUXJSZIO-UHFFFAOYSA-N 0.000 description 1
- ZVKZIHHDCIJWRT-UHFFFAOYSA-N CC(C)COC(=O)C1C=CCCC1C(O)=O Chemical compound CC(C)COC(=O)C1C=CCCC1C(O)=O ZVKZIHHDCIJWRT-UHFFFAOYSA-N 0.000 description 1
- GOWODDDLCBEANN-UHFFFAOYSA-N CC(C)OC(=O)C1C=CC=CC1C(O)=O Chemical compound CC(C)OC(=O)C1C=CC=CC1C(O)=O GOWODDDLCBEANN-UHFFFAOYSA-N 0.000 description 1
- WFEGECQRYVHKJR-UHFFFAOYSA-N CC(C)OC(=O)C1C=CCCC1C(O)=O Chemical compound CC(C)OC(=O)C1C=CCCC1C(O)=O WFEGECQRYVHKJR-UHFFFAOYSA-N 0.000 description 1
- KKJWQDBZGDCFFV-UHFFFAOYSA-N CCCOC(=O)C1C=CCCC1C(O)=O Chemical compound CCCOC(=O)C1C=CCCC1C(O)=O KKJWQDBZGDCFFV-UHFFFAOYSA-N 0.000 description 1
- RRKSWVXLEJFNKF-UHFFFAOYSA-N CCOC(=O)C1C=CC=CC1C(O)=O Chemical compound CCOC(=O)C1C=CC=CC1C(O)=O RRKSWVXLEJFNKF-UHFFFAOYSA-N 0.000 description 1
- QWDBCIAVABMJPP-UHFFFAOYSA-N Diisopropyl phthalate Chemical compound CC(C)OC(=O)C1=CC=CC=C1C(=O)OC(C)C QWDBCIAVABMJPP-UHFFFAOYSA-N 0.000 description 1
- FNJSWIPFHMKRAT-UHFFFAOYSA-N Monomethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(O)=O FNJSWIPFHMKRAT-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- YTKKJGYSSNWNFA-UHFFFAOYSA-N bis(2-methylpropyl) cyclohex-3-ene-1,2-dicarboxylate Chemical compound CC(C)COC(=O)C1CCC=CC1C(=O)OCC(C)C YTKKJGYSSNWNFA-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- YLRMZUOBPAYCAL-UHFFFAOYSA-N dibutyl cyclohexa-3,5-diene-1,2-dicarboxylate Chemical compound CCCCOC(=O)C1C=CC=CC1C(=O)OCCCC YLRMZUOBPAYCAL-UHFFFAOYSA-N 0.000 description 1
- GDCXITNLGXJUPZ-UHFFFAOYSA-N diethyl cyclohex-3-ene-1,2-dicarboxylate Chemical compound CCOC(=O)C1CCC=CC1C(=O)OCC GDCXITNLGXJUPZ-UHFFFAOYSA-N 0.000 description 1
- ZMWWFHIWAOSXDM-UHFFFAOYSA-N diethyl cyclohexa-3,5-diene-1,2-dicarboxylate Chemical compound CCOC(=O)C1C=CC=CC1C(=O)OCC ZMWWFHIWAOSXDM-UHFFFAOYSA-N 0.000 description 1
- IBZFNIMEOXVZMC-UHFFFAOYSA-N dimethyl cyclohex-3-ene-1,2-dicarboxylate Chemical compound COC(=O)C1CCC=CC1C(=O)OC IBZFNIMEOXVZMC-UHFFFAOYSA-N 0.000 description 1
- DXRDJSMCWTZCPH-UHFFFAOYSA-N dimethyl cyclohexa-3,5-diene-1,2-dicarboxylate Chemical compound COC(=O)C1C=CC=CC1C(=O)OC DXRDJSMCWTZCPH-UHFFFAOYSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- ZKKVNQKSLSVYBV-UHFFFAOYSA-N dipropan-2-yl cyclohexa-3,5-diene-1,2-dicarboxylate Chemical compound CC(C)OC(=O)C1C=CC=CC1C(=O)OC(C)C ZKKVNQKSLSVYBV-UHFFFAOYSA-N 0.000 description 1
- YYQQVBNUBOSPSN-UHFFFAOYSA-N dipropyl cyclohexa-3,5-diene-1,2-dicarboxylate Chemical compound CCCOC(=O)C1C=CC=CC1C(=O)OCCC YYQQVBNUBOSPSN-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 150000002238 fumaric acids Chemical class 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YWWHKOHZGJFMIE-UHFFFAOYSA-N monoethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(O)=O YWWHKOHZGJFMIE-UHFFFAOYSA-N 0.000 description 1
- RZJSUWQGFCHNFS-UHFFFAOYSA-N monoisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(O)=O RZJSUWQGFCHNFS-UHFFFAOYSA-N 0.000 description 1
- CXJOEMLCEGZVPL-UHFFFAOYSA-N monoisopropyl phthalate Chemical compound CC(C)OC(=O)C1=CC=CC=C1C(O)=O CXJOEMLCEGZVPL-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 235000011044 succinic acid Nutrition 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 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
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/573—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Gas Separation By Absorption (AREA)
Description
20段の理論的分離段を有する塔内に、10段目(塔頂部から計算した)の分離段でMSA0.5質量%、マレイン酸1.0質量%、フマル酸1.0質量%、タール状高沸点物0.4質量%、無水フタル酸1.0質量%およびジブチルフタレート96.1質量%の組成を有する10.0kg/hの量の流れを供給した。10ミリバールの塔頂圧力で塔頂部から0.8kg/hの流れを取り出した。返送流約4kg/hを再び塔頂部上に返送した。塔頂部生成物は、MSA6.3質量%、ジブチルフタレート56質量%およびそれぞれ12.5質量%のマレイン酸およびフマル酸、ならびに無水フタル酸(PSA)の組成を有していた。塔底部から228℃の温度でジブチルフタレート73質量%と高沸点物27質量%とからなる混合物0.1kg/hを取り出した。(上方から計算して)17番目の理論的分離段上に存在する側面取出し口から、99.8%の純度を有するジブチルフタレート9.1kg/hが生じた。ジブチルフタレートの回収率は、95%であった。
20段の理論的分離段を有する載置された塔を備えた攪拌釜中に、MSA0.5質量%、マレイン酸1.0質量%、フマル酸1.0質量%、タール状高沸点物0.4質量%、無水フタル酸1.0質量%(PSA)およびジブチルフタレート96.1質量%の組成を有する100kgの混合物を供給した。引続き、装置を10ミリバールの真空に引いた。振盪漏斗を介して留出物の部分流を再び塔上に供給した。8の返送比の場合に、最初に前留出物10kgを取り出した。蒸留の間、塔頂部温度は、103℃から190℃へ上昇した。留出物を容器中に捕集し、この場合この留出物は、次の組成を有していた:MSAおよびマレイン酸:13質量%;フマル酸19質量%;無水フタル酸10質量%;ジブチルフタレート68重量%。引続き、2の返送比に切り換え、99.6質量%の純度を有するジブチルフタレート86kgを190℃で取り出した。攪拌釜中には、高沸点物約10質量%を有するジブチルフタレート4kgが残存した。ジブチルフタレートの回収率は、86%であった。
Claims (8)
- 無水マレイン酸の製造により生じるガス状混合物から無水マレイン酸を吸収するための有機溶剤として使用される、全てのアルキル鎖中に2〜8個の炭素原子を有するジアルキルフタレートの精製法であって、この場合無水マレイン酸を溶剤から分離し、溶剤の流れから部分流を取出し、この部分流を蒸留し、かつ溶剤循環路内に返送する、上記のジアルキルフタレートの精製法において、低沸点留分および高沸点留分を本質的に精製された溶剤からなる留分から分離し、本質的に精製された溶剤からなる留分を溶剤の流れに再び供給し、その際低沸点留分は、本質的成分としてマレイン酸、フマル酸、無水フタル酸ならびに微少量の無水マレイン酸および使用された溶剤を含有し、高沸点留分は、本質的成分としてタール状生成物および微少量の使用された溶剤を含有することを特徴とする、無水マレイン酸の製造により生じるガス状混合物から無水マレイン酸を吸収するための有機溶剤として使用される、全てのアルキル鎖中に2〜8個の炭素原子を有するジアルキルフタレートの精製法。
- 0.1〜100ミリバールの圧力で蒸留する、請求項1記載の方法。
- 1〜20ミリバールの圧力で蒸留する、請求項2記載の方法。
- それぞれ連続的に低沸点留分を蒸留塔の塔頂部を介して、高沸点留分を蒸留塔の塔底部を介して、および精製された溶剤をガス状または液状で蒸留塔の側面取出し口を介して取り出す、請求項1から3までのいずれか1項に記載の方法。
- それぞれ連続的に低沸点留分および本質的に精製された溶剤からなる留分を高沸点留分から留去し、留出物から塔頂部を介して低沸点留分を分離し、塔底部で本質的に精製された溶剤からなる留分を分離する、請求項1から3までのいずれか1項に記載の方法。
- 非連続的または半連続的に作業する、請求項1から3までのいずれか1項に記載の方法。
- 常圧で低沸点留分の沸点を少なくとも30°ケルビン上廻る有機溶剤を使用する、請求項1から6までのいずれか1項に記載の方法。
- 蒸留を分離塔を使用しながら実施する、請求項1から5までのいずれか1項または請求項7に記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10119737A DE10119737A1 (de) | 2001-04-23 | 2001-04-23 | Verfahren zur Reinigung eines organischen Lösungsmittels zur Absorption von Maleinsäureanhydrid |
PCT/EP2002/004414 WO2002085834A1 (de) | 2001-04-23 | 2002-04-22 | Verfahren zur reinigung eines organischen lösungsmittels zur absorption von maleinsäureanhydrid |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2004527543A JP2004527543A (ja) | 2004-09-09 |
JP4399167B2 true JP4399167B2 (ja) | 2010-01-13 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002583364A Expired - Fee Related JP4399167B2 (ja) | 2001-04-23 | 2002-04-22 | 無水マレイン酸を吸収するための有機溶剤の精製法 |
Country Status (14)
Country | Link |
---|---|
US (1) | US6921830B2 (ja) |
EP (1) | EP1385816B1 (ja) |
JP (1) | JP4399167B2 (ja) |
KR (1) | KR100897078B1 (ja) |
CN (1) | CN1232496C (ja) |
AT (1) | ATE428681T1 (ja) |
BR (1) | BR0208959A (ja) |
CA (1) | CA2444804A1 (ja) |
DE (2) | DE10119737A1 (ja) |
ES (1) | ES2323574T3 (ja) |
MX (1) | MXPA03009427A (ja) |
MY (1) | MY128721A (ja) |
TW (1) | TWI229660B (ja) |
WO (1) | WO2002085834A1 (ja) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4628653B2 (ja) * | 2003-05-19 | 2011-02-09 | 株式会社日本触媒 | 無水マレイン酸の蒸留残渣の処理方法 |
DE102006024903A1 (de) * | 2006-05-24 | 2007-11-29 | Basf Ag | Verfahren zur Vermeidung von Fumarsäureablagerungen bei der Herstellung von Maleinsäureanhydrid |
WO2008116810A1 (de) * | 2007-03-23 | 2008-10-02 | Basf Se | Verfahren zur destillativen gewinnung von maleinsäureanhydrid |
CN101981018B (zh) * | 2008-04-01 | 2013-07-24 | 巴斯夫欧洲公司 | 在马来酸酐的生产期间分离出富马酸和其它次要组分的方法 |
BR112013001672B1 (pt) | 2010-12-13 | 2017-11-21 | Conser Spa | A process for recovering malic acid from a gas-reaction mixture |
CN103193739A (zh) * | 2013-04-16 | 2013-07-10 | 北京秦唐工程有限公司 | 一种去除顺酐***中轻重杂质的方法 |
CN110005304A (zh) * | 2019-05-09 | 2019-07-12 | 江苏阿贝罗智能家居有限公司 | 不锈钢保温窗框结构 |
CN110339585B (zh) * | 2019-07-30 | 2022-04-12 | 淄博海益精细化工有限公司 | 顺酐装置溶剂脱水干燥处理工艺及设备 |
CN110721555A (zh) * | 2019-11-12 | 2020-01-24 | 中建安装集团有限公司 | 一种新型溶剂吸收法提纯顺酐的装置及工艺 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4118403A (en) * | 1976-11-18 | 1978-10-03 | Monsanto Company | Recovery of maleic anhydride |
IT1253698B (it) * | 1990-05-31 | 1995-08-23 | Sisas Spa | Procedimento per il recupero di anidride maleica da miscele di reazione |
US5631387A (en) | 1995-03-20 | 1997-05-20 | Huntsman Petrochemical Corporation | Process for the preparation and recovery of maleic anhydride |
CA2243402A1 (en) | 1997-07-22 | 1999-01-22 | Hideo Suwa | Process for producing maleic anhydride |
-
2001
- 2001-04-23 DE DE10119737A patent/DE10119737A1/de not_active Withdrawn
-
2002
- 2002-04-05 MY MYPI20021235A patent/MY128721A/en unknown
- 2002-04-22 ES ES02745251T patent/ES2323574T3/es not_active Expired - Lifetime
- 2002-04-22 CA CA002444804A patent/CA2444804A1/en not_active Abandoned
- 2002-04-22 BR BR0208959-9A patent/BR0208959A/pt not_active IP Right Cessation
- 2002-04-22 MX MXPA03009427A patent/MXPA03009427A/es active IP Right Grant
- 2002-04-22 US US10/475,219 patent/US6921830B2/en not_active Expired - Fee Related
- 2002-04-22 DE DE50213448T patent/DE50213448D1/de not_active Expired - Lifetime
- 2002-04-22 CN CNB028086848A patent/CN1232496C/zh not_active Expired - Fee Related
- 2002-04-22 EP EP02745251A patent/EP1385816B1/de not_active Expired - Lifetime
- 2002-04-22 WO PCT/EP2002/004414 patent/WO2002085834A1/de active Application Filing
- 2002-04-22 AT AT02745251T patent/ATE428681T1/de not_active IP Right Cessation
- 2002-04-22 JP JP2002583364A patent/JP4399167B2/ja not_active Expired - Fee Related
- 2002-04-22 KR KR1020037013772A patent/KR100897078B1/ko not_active IP Right Cessation
- 2002-04-23 TW TW091108338A patent/TWI229660B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
WO2002085834A1 (de) | 2002-10-31 |
CA2444804A1 (en) | 2002-10-31 |
KR100897078B1 (ko) | 2009-05-14 |
JP2004527543A (ja) | 2004-09-09 |
EP1385816B1 (de) | 2009-04-15 |
ES2323574T3 (es) | 2009-07-21 |
EP1385816A1 (de) | 2004-02-04 |
DE10119737A1 (de) | 2002-10-24 |
DE50213448D1 (de) | 2009-05-28 |
CN1232496C (zh) | 2005-12-21 |
US6921830B2 (en) | 2005-07-26 |
KR20030093326A (ko) | 2003-12-06 |
BR0208959A (pt) | 2004-04-27 |
CN1503773A (zh) | 2004-06-09 |
MXPA03009427A (es) | 2004-02-12 |
MY128721A (en) | 2007-02-28 |
US20040127726A1 (en) | 2004-07-01 |
ATE428681T1 (de) | 2009-05-15 |
TWI229660B (en) | 2005-03-21 |
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