KR20120123347A - 다이비닐아렌 다이옥사이드의 제조 방법 - Google Patents
다이비닐아렌 다이옥사이드의 제조 방법 Download PDFInfo
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- KR20120123347A KR20120123347A KR1020127018986A KR20127018986A KR20120123347A KR 20120123347 A KR20120123347 A KR 20120123347A KR 1020127018986 A KR1020127018986 A KR 1020127018986A KR 20127018986 A KR20127018986 A KR 20127018986A KR 20120123347 A KR20120123347 A KR 20120123347A
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- KR
- South Korea
- Prior art keywords
- divinylarene
- reaction
- peroxycarboximide
- acid
- reaction mixture
- 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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- 229910001853 inorganic hydroxide Inorganic materials 0.000 description 1
- JYJVVHFRSFVEJM-UHFFFAOYSA-N iodosobenzene Chemical compound O=IC1=CC=CC=C1 JYJVVHFRSFVEJM-UHFFFAOYSA-N 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000010814 metallic waste Substances 0.000 description 1
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 238000010137 moulding (plastic) Methods 0.000 description 1
- YYTYIUAYFBFKHX-UHFFFAOYSA-N n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)acetamide Chemical compound CC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 YYTYIUAYFBFKHX-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- ALXDACCSYQYIBN-UHFFFAOYSA-N n-butyl-n-piperidin-4-ylformamide;1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1O.CCCCN(C=O)C1CCNCC1 ALXDACCSYQYIBN-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- BTNXBLUGMAMSSH-UHFFFAOYSA-N octanedinitrile Chemical compound N#CCCCCCCC#N BTNXBLUGMAMSSH-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- MMCOUVMKNAHQOY-UHFFFAOYSA-L oxido carbonate Chemical compound [O-]OC([O-])=O MMCOUVMKNAHQOY-UHFFFAOYSA-L 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- ZGJADVGJIVEEGF-UHFFFAOYSA-M potassium;phenoxide Chemical compound [K+].[O-]C1=CC=CC=C1 ZGJADVGJIVEEGF-UHFFFAOYSA-M 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012088 reference solution Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- WKJHMKQSIBMURP-UHFFFAOYSA-N tridecanenitrile Chemical compound CCCCCCCCCCCCC#N WKJHMKQSIBMURP-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/027—Polycondensates containing more than one epoxy group per molecule obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28851109P | 2009-12-21 | 2009-12-21 | |
| US61/288,511 | 2009-12-21 | ||
| PCT/US2010/061019 WO2011084687A1 (en) | 2009-12-21 | 2010-12-17 | Process for preparing divinylarene dioxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20120123347A true KR20120123347A (ko) | 2012-11-08 |
Family
ID=43513600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127018986A Withdrawn KR20120123347A (ko) | 2009-12-21 | 2010-12-17 | 다이비닐아렌 다이옥사이드의 제조 방법 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8674122B2 (enExample) |
| EP (1) | EP2516409B1 (enExample) |
| JP (1) | JP5778691B2 (enExample) |
| KR (1) | KR20120123347A (enExample) |
| CN (1) | CN102725277B (enExample) |
| BR (1) | BR112012015249A2 (enExample) |
| TW (1) | TW201136909A (enExample) |
| WO (1) | WO2011084687A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011119655A2 (en) * | 2010-03-24 | 2011-09-29 | Dow Global Technologies Llc | Process for preparing divinlylarene dioxides |
| EP2776412B1 (en) * | 2011-11-08 | 2017-05-03 | Blue Cube IP LLC | Process for preparing a divinylarene dioxide |
| US9266849B2 (en) * | 2011-12-07 | 2016-02-23 | Blue Cube Ip Llc | Process for recovering divinylarene dioxides |
| EP3010897B1 (en) | 2013-06-19 | 2018-08-22 | Blue Cube IP LLC | Process and apparatus for producing divinylarene dioxide |
| US9943839B2 (en) | 2014-07-15 | 2018-04-17 | Northwestern University | Catalyst composition and process for preparing olefin oxides |
| DE102018128228A1 (de) | 2018-11-12 | 2020-05-14 | Condias Gmbh | Verfahren zur Oxidation kohlenstoffhaltiger organischer Verbindungen mit elektrochemisch erzeugten Oxidationsmitteln und Anordnung zur Durchführung des Verfahrens |
| CN115337913B (zh) * | 2022-08-09 | 2024-03-22 | 浙江大学杭州国际科创中心 | 儿茶[9]芳烃及其制备方法和应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2977374A (en) | 1961-03-28 | Process for preparing oxirane | ||
| US2388235A (en) | 1941-07-03 | 1945-11-06 | Heyden Chemical Corp | Nitrogen-containing resins and process of exchanging anions in fluid media |
| US2591573A (en) | 1947-07-05 | 1952-04-01 | Rohm & Haas | Resinous insoluble reaction products of tertiary amines with haloalkylated vinyl aromatic hydrocarbon copolymers |
| US3053856A (en) * | 1958-10-29 | 1962-09-11 | Shell Oil Co | Epoxidation of ethylenic compounds with peroxycarboximidic acids |
| FR2419938A1 (fr) * | 1978-03-13 | 1979-10-12 | Charbonnages Ste Chimique | Procede de preparation de l'oxyde de styrene |
| WO1998014416A1 (en) * | 1996-10-04 | 1998-04-09 | Betzdearborn Inc. | Compositions and methods for inhibiting vinyl aromatic monomer polymerization |
| FR2787444B1 (fr) * | 1998-12-22 | 2001-02-09 | Rhodia Chimie Sa | Composition et procede d'inhibition de la polymerisation radicalaire de monomeres aliphatiques a insaturation ethylenique |
| DE19926758A1 (de) * | 1999-06-11 | 2000-12-14 | Basf Ag | Verfahren zur Verhinderung unerwünschter Polymerisation in einem ethylenisch ungesättigte Verbindungen enthaltenden Stoffgemisch |
| IT1318681B1 (it) * | 2000-08-11 | 2003-08-27 | Enichem Spa | Procedimento integrato per la preparazione di epossidi. |
| KR20050103308A (ko) * | 2003-02-28 | 2005-10-28 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 방법 |
-
2010
- 2010-12-17 JP JP2012546079A patent/JP5778691B2/ja active Active
- 2010-12-17 EP EP10798907.1A patent/EP2516409B1/en active Active
- 2010-12-17 CN CN201080058978.3A patent/CN102725277B/zh not_active Expired - Fee Related
- 2010-12-17 BR BR112012015249A patent/BR112012015249A2/pt not_active IP Right Cessation
- 2010-12-17 WO PCT/US2010/061019 patent/WO2011084687A1/en not_active Ceased
- 2010-12-17 KR KR1020127018986A patent/KR20120123347A/ko not_active Withdrawn
- 2010-12-17 US US13/513,313 patent/US8674122B2/en active Active
- 2010-12-20 TW TW099144716A patent/TW201136909A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN102725277B (zh) | 2016-02-03 |
| CN102725277A (zh) | 2012-10-10 |
| WO2011084687A1 (en) | 2011-07-14 |
| TW201136909A (en) | 2011-11-01 |
| US8674122B2 (en) | 2014-03-18 |
| EP2516409B1 (en) | 2017-01-25 |
| JP5778691B2 (ja) | 2015-09-16 |
| US20120253055A1 (en) | 2012-10-04 |
| EP2516409A1 (en) | 2012-10-31 |
| BR112012015249A2 (pt) | 2015-09-22 |
| JP2013515066A (ja) | 2013-05-02 |
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