JP2008161848A - 縦型多段翼反応槽及び(メタ)アクリル酸の精製方法 - Google Patents
縦型多段翼反応槽及び(メタ)アクリル酸の精製方法 Download PDFInfo
- Publication number
- JP2008161848A JP2008161848A JP2007000042A JP2007000042A JP2008161848A JP 2008161848 A JP2008161848 A JP 2008161848A JP 2007000042 A JP2007000042 A JP 2007000042A JP 2007000042 A JP2007000042 A JP 2007000042A JP 2008161848 A JP2008161848 A JP 2008161848A
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- JP
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- Prior art keywords
- meth
- acrylic acid
- crude
- reaction
- tank
- 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.)
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims abstract description 77
- 238000000034 method Methods 0.000 title claims abstract description 33
- 238000000746 purification Methods 0.000 title claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 51
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 42
- 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 abstract description 38
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 238000003756 stirring Methods 0.000 claims abstract description 31
- 238000005192 partition Methods 0.000 claims abstract description 26
- 125000003277 amino group Chemical group 0.000 claims abstract description 24
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 21
- 238000002156 mixing Methods 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 21
- 239000000463 material Substances 0.000 claims abstract description 9
- 238000003541 multi-stage reaction Methods 0.000 claims abstract description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 4
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 4
- 239000002253 acid Substances 0.000 claims description 10
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 4
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 3
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 claims description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 2
- 239000001282 iso-butane Substances 0.000 claims description 2
- 238000005341 cation exchange Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 abstract description 13
- 239000007795 chemical reaction product Substances 0.000 abstract description 11
- 239000000047 product Substances 0.000 abstract description 9
- 238000006116 polymerization reaction Methods 0.000 abstract description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003456 ion exchange resin Substances 0.000 description 17
- 229920003303 ion-exchange polymer Polymers 0.000 description 17
- 239000007788 liquid Substances 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 10
- 239000012535 impurity Substances 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 7
- 238000010924 continuous production Methods 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 230000006698 induction Effects 0.000 description 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- 229920001429 chelating resin Polymers 0.000 description 3
- 238000011437 continuous method Methods 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- -1 methacrylic compound Chemical class 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- PGIGZWJIJSINOD-UHFFFAOYSA-N 12h-benzo[a]phenothiazine Chemical compound C1=CC=CC2=C3NC4=CC=CC=C4SC3=CC=C21 PGIGZWJIJSINOD-UHFFFAOYSA-N 0.000 description 1
- RPKCLSMBVQLWIN-UHFFFAOYSA-N 2-n-methylbenzene-1,2-diamine Chemical compound CNC1=CC=CC=C1N RPKCLSMBVQLWIN-UHFFFAOYSA-N 0.000 description 1
- WGTASENVNYJZBK-UHFFFAOYSA-N 3,4,5-trimethoxyamphetamine Chemical compound COC1=CC(CC(C)N)=CC(OC)=C1OC WGTASENVNYJZBK-UHFFFAOYSA-N 0.000 description 1
- 241001550224 Apha Species 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- NOUUUQMKVOUUNR-UHFFFAOYSA-N n,n'-diphenylethane-1,2-diamine Chemical compound C=1C=CC=CC=1NCCNC1=CC=CC=C1 NOUUUQMKVOUUNR-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 229940100684 pentylamine Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
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- Accessories For Mixers (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Mixers Of The Rotary Stirring Type (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007000042A JP2008161848A (ja) | 2007-01-04 | 2007-01-04 | 縦型多段翼反応槽及び(メタ)アクリル酸の精製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007000042A JP2008161848A (ja) | 2007-01-04 | 2007-01-04 | 縦型多段翼反応槽及び(メタ)アクリル酸の精製方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008161848A true JP2008161848A (ja) | 2008-07-17 |
| JP2008161848A5 JP2008161848A5 (enExample) | 2010-12-24 |
Family
ID=39692019
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007000042A Pending JP2008161848A (ja) | 2007-01-04 | 2007-01-04 | 縦型多段翼反応槽及び(メタ)アクリル酸の精製方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2008161848A (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012512859A (ja) * | 2008-12-18 | 2012-06-07 | ルーサイト インターナショナル ユーケー リミテッド | メチルメタクリレート精製方法 |
| JP2015515963A (ja) * | 2012-05-03 | 2015-06-04 | エボニック インダストリーズ アクチエンゲゼルシャフトEvonik Industries AG | 高純度で、黄変しない(メタ)アクリル酸の製造方法 |
| WO2017179327A1 (ja) * | 2016-04-13 | 2017-10-19 | 株式会社クレハ | ポリアリーレンスルフィドの連続製造装置及びポリアリーレンスルフィドの連続製造方法 |
| CN107583586A (zh) * | 2017-10-13 | 2018-01-16 | 安徽天意环保科技有限公司 | 表面活性剂的酯交换反应装置 |
| WO2019074054A1 (ja) * | 2017-10-12 | 2019-04-18 | 株式会社クレハ | 連続重合装置および重合体の連続製造方法 |
| US10807062B2 (en) | 2017-10-12 | 2020-10-20 | Kureha Corporation | Continuous production apparatus and continuous production method for polymer |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04271828A (ja) * | 1989-12-15 | 1992-09-28 | Yuka Shell Epoxy Kk | 高分子量エポキシ樹脂製造用多段反応器 |
| JPH1160536A (ja) * | 1997-08-11 | 1999-03-02 | Mitsubishi Rayon Co Ltd | メタクリル酸の精製方法 |
-
2007
- 2007-01-04 JP JP2007000042A patent/JP2008161848A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04271828A (ja) * | 1989-12-15 | 1992-09-28 | Yuka Shell Epoxy Kk | 高分子量エポキシ樹脂製造用多段反応器 |
| JPH1160536A (ja) * | 1997-08-11 | 1999-03-02 | Mitsubishi Rayon Co Ltd | メタクリル酸の精製方法 |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012512859A (ja) * | 2008-12-18 | 2012-06-07 | ルーサイト インターナショナル ユーケー リミテッド | メチルメタクリレート精製方法 |
| JP2015515963A (ja) * | 2012-05-03 | 2015-06-04 | エボニック インダストリーズ アクチエンゲゼルシャフトEvonik Industries AG | 高純度で、黄変しない(メタ)アクリル酸の製造方法 |
| WO2017179327A1 (ja) * | 2016-04-13 | 2017-10-19 | 株式会社クレハ | ポリアリーレンスルフィドの連続製造装置及びポリアリーレンスルフィドの連続製造方法 |
| US10538629B2 (en) | 2016-04-13 | 2020-01-21 | Kureha Corporation | Device for continuously producing poly(arylene sulfide) and method for continuously producing poly(arylene sulfide) |
| JPWO2017179327A1 (ja) * | 2016-04-13 | 2018-10-18 | 株式会社クレハ | ポリアリーレンスルフィドの連続製造装置及びポリアリーレンスルフィドの連続製造方法 |
| KR20190042497A (ko) * | 2017-10-12 | 2019-04-24 | 가부시끼가이샤 구레하 | 연속 중합 장치 및 중합체의 연속 제조 방법 |
| WO2019074054A1 (ja) * | 2017-10-12 | 2019-04-18 | 株式会社クレハ | 連続重合装置および重合体の連続製造方法 |
| CN110088171A (zh) * | 2017-10-12 | 2019-08-02 | 株式会社吴羽 | 连续聚合装置及聚合物的连续制造方法 |
| JPWO2019074054A1 (ja) * | 2017-10-12 | 2019-11-14 | 株式会社クレハ | 連続重合装置および重合体の連続製造方法 |
| US10807062B2 (en) | 2017-10-12 | 2020-10-20 | Kureha Corporation | Continuous production apparatus and continuous production method for polymer |
| KR102183734B1 (ko) * | 2017-10-12 | 2020-11-30 | 가부시끼가이샤 구레하 | 연속 중합 장치 및 중합체의 연속 제조 방법 |
| US20200391172A1 (en) | 2017-10-12 | 2020-12-17 | Kureha Corporation | Continuous polymerization apparatus and continuous production method for polymer |
| US11185840B2 (en) | 2017-10-12 | 2021-11-30 | Kureha Corporation | Continuous polymerization apparatus and continuous production method for polymer |
| CN110088171B (zh) * | 2017-10-12 | 2022-03-04 | 株式会社吴羽 | 连续聚合装置及聚合物的连续制造方法 |
| CN107583586A (zh) * | 2017-10-13 | 2018-01-16 | 安徽天意环保科技有限公司 | 表面活性剂的酯交换反应装置 |
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