JPS60258171A - エピクロルヒドリンの製造方法 - Google Patents
エピクロルヒドリンの製造方法Info
- Publication number
- JPS60258171A JPS60258171A JP59113172A JP11317284A JPS60258171A JP S60258171 A JPS60258171 A JP S60258171A JP 59113172 A JP59113172 A JP 59113172A JP 11317284 A JP11317284 A JP 11317284A JP S60258171 A JPS60258171 A JP S60258171A
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- hydrogen chloride
- dichloro
- temperature
- aqueous solution
- 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.)
- Granted
Links
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 title claims description 20
- 238000002360 preparation method Methods 0.000 title description 3
- 238000006243 chemical reaction Methods 0.000 claims abstract description 87
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 65
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 50
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 50
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims abstract description 46
- 239000007788 liquid Substances 0.000 claims abstract description 27
- 239000000243 solution Substances 0.000 claims abstract description 21
- 239000007864 aqueous solution Substances 0.000 claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000007789 gas Substances 0.000 claims abstract description 14
- 239000000460 chlorine Substances 0.000 claims abstract description 11
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 11
- ZXCYIJGIGSDJQQ-UHFFFAOYSA-N 2,3-dichloropropan-1-ol Chemical compound OCC(Cl)CCl ZXCYIJGIGSDJQQ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 abstract description 18
- 239000002904 solvent Substances 0.000 abstract description 18
- 238000005660 chlorination reaction Methods 0.000 abstract description 17
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 32
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 31
- 239000002994 raw material Substances 0.000 description 17
- 238000004821 distillation Methods 0.000 description 15
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 14
- 239000006227 byproduct Substances 0.000 description 14
- 239000000203 mixture Substances 0.000 description 11
- 238000007796 conventional method Methods 0.000 description 10
- XEPXTKKIWBPAEG-UHFFFAOYSA-N 1,1-dichloropropan-1-ol Chemical compound CCC(O)(Cl)Cl XEPXTKKIWBPAEG-UHFFFAOYSA-N 0.000 description 9
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 8
- 239000003513 alkali Substances 0.000 description 7
- 238000004090 dissolution Methods 0.000 description 7
- 239000000920 calcium hydroxide Substances 0.000 description 6
- 235000011116 calcium hydroxide Nutrition 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000012295 chemical reaction liquid Substances 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 238000007086 side reaction Methods 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000011941 Tilia x europaea Nutrition 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000007664 blowing Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000004571 lime Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- 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 description 2
- PUNGDGIPJMLONU-UHFFFAOYSA-N 3,3-dichloropropan-1-ol Chemical compound OCCC(Cl)Cl PUNGDGIPJMLONU-UHFFFAOYSA-N 0.000 description 2
- ICVUIVJYSGNJPE-UHFFFAOYSA-N 3,3-dichloropropyl acetate Chemical compound CC(=O)OCCC(Cl)Cl ICVUIVJYSGNJPE-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- NQCBIMOYRRMVNA-UHFFFAOYSA-N propane-1,2,3-triol;hydrochloride Chemical compound Cl.OCC(O)CO NQCBIMOYRRMVNA-UHFFFAOYSA-N 0.000 description 2
- -1 sialyl chloride Chemical compound 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- PPKPKFIWDXDAGC-IHWYPQMZSA-N (z)-1,2-dichloroprop-1-ene Chemical compound C\C(Cl)=C\Cl PPKPKFIWDXDAGC-IHWYPQMZSA-N 0.000 description 1
- AVGQTJUPLKNPQP-UHFFFAOYSA-N 1,1,1-trichloropropane Chemical compound CCC(Cl)(Cl)Cl AVGQTJUPLKNPQP-UHFFFAOYSA-N 0.000 description 1
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
- 229940051269 1,3-dichloro-2-propanol Drugs 0.000 description 1
- IFDLXKQSUOWIBO-UHFFFAOYSA-N 1,3-dichloropropan-1-ol Chemical compound OC(Cl)CCCl IFDLXKQSUOWIBO-UHFFFAOYSA-N 0.000 description 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
- DYPJJAAKPQKWTM-UHFFFAOYSA-N 2-chloropropane-1,3-diol Chemical compound OCC(Cl)CO DYPJJAAKPQKWTM-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000934653 Dero Species 0.000 description 1
- 244000089486 Phragmites australis subsp australis Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 239000007805 chemical reaction reactant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
- C07D301/26—Y being hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59113172A JPS60258171A (ja) | 1984-06-04 | 1984-06-04 | エピクロルヒドリンの製造方法 |
| KR1019850003618A KR900004927B1 (ko) | 1984-06-04 | 1985-05-25 | 에피클로로 히드린의 제조방법 |
| NL8501547A NL8501547A (nl) | 1984-06-04 | 1985-05-30 | Werkwijze voor de bereiding van epichloorhydrine. |
| FR858508344A FR2565229B1 (fr) | 1984-06-04 | 1985-06-03 | Procede de production d'epichlorhydrine |
| DE19853520019 DE3520019A1 (de) | 1984-06-04 | 1985-06-04 | Verfahren zur herstellung von epichlorhydrin |
| US06/741,053 US4634784A (en) | 1984-06-04 | 1985-06-04 | Process for production of epichlorohydrin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59113172A JPS60258171A (ja) | 1984-06-04 | 1984-06-04 | エピクロルヒドリンの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60258171A true JPS60258171A (ja) | 1985-12-20 |
| JPH0456833B2 JPH0456833B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-09-09 |
Family
ID=14605376
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59113172A Granted JPS60258171A (ja) | 1984-06-04 | 1984-06-04 | エピクロルヒドリンの製造方法 |
Country Status (6)
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02138138A (ja) * | 1988-11-17 | 1990-05-28 | Sumitomo Chem Co Ltd | ２，３−ジクロル−１−プロペンの製造法 |
| US6333420B1 (en) | 1999-06-08 | 2001-12-25 | Showa Denko K.K. | Process for producing epichlorohydrin and intermediate thereof |
| JP2002322106A (ja) * | 2001-04-26 | 2002-11-08 | Showa Denko Kk | ２，３−ジクロル−１−プロパノール及びエピクロルヒドリンの製造方法 |
| JP2007284447A (ja) * | 2003-11-20 | 2007-11-01 | Solvay (Sa) | グリセロールからジクロロプロパノールを製造するための方法であって、該グリセロールが最終的にバイオディーゼルの製造における動物性脂肪の転化から生じる方法 |
| JP2008540615A (ja) * | 2005-05-20 | 2008-11-20 | ソルヴェイ（ソシエテ アノニム） | ポリヒドロキシ化された脂肪族炭化水素をクロロヒドリンに転化させる方法 |
| JP2009184943A (ja) * | 2008-02-05 | 2009-08-20 | Daiso Co Ltd | エピクロロヒドリンの製造方法 |
| US9309209B2 (en) | 2010-09-30 | 2016-04-12 | Solvay Sa | Derivative of epichlorohydrin of natural origin |
| US9663427B2 (en) | 2003-11-20 | 2017-05-30 | Solvay (Société Anonyme) | Process for producing epichlorohydrin |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4788351A (en) * | 1985-07-18 | 1988-11-29 | Osaka Soda Co., Ltd. | Process for the production of 2,3-dichloro-1-propanol |
| US5227541A (en) * | 1990-07-17 | 1993-07-13 | Showa Denko K.K. | Purification of 2,3-dichloro-1-propanol |
| EP0552383B1 (en) * | 1990-07-17 | 1995-07-19 | Showa Denko Kabushiki Kaisha | Purification of 2,3-dichloro-1-propanol |
| JPH0725712B2 (ja) * | 1990-08-30 | 1995-03-22 | 昭和電工株式会社 | ２，３―ジクロル―１―プロパノールの製造方法 |
| EP0586998B1 (de) | 1992-09-06 | 1998-01-07 | Solvay Deutschland GmbH | Verfahren zur Behandlung von organischen Stoffen, insbesondere chlororganische Verbindungen enthaltenden Abwässern aus der Epichlorhydrinherstellung |
| US5693191A (en) * | 1994-11-23 | 1997-12-02 | The Dow Chemical Company | Process for recovery of anhydrous hydrogen chloride from mixtures with non-condensable gases |
| KR20010016220A (ko) * | 2000-11-17 | 2001-03-05 | 이광필 | 대두 배아로부터 생리활성 물질인 이소플라본의 분리정제방법 |
| DE60200217T2 (de) | 2001-04-26 | 2004-12-09 | Showa Denko K.K. | Verfahren zur herstellung von 2,3-dichlor-1-propanol und epichlorhydrin |
| FR2862644B1 (fr) * | 2003-11-20 | 2007-01-12 | Solvay | Utilisation de ressources renouvelables |
| US7906690B2 (en) * | 2004-07-21 | 2011-03-15 | Dow Global Technologies Inc. | Batch, semi-continuous or continuous hydrochlorination of glycerin with reduced volatile chlorinated hydrocarbon by-products and chloracetone levels |
| US7910781B2 (en) * | 2004-07-21 | 2011-03-22 | Dow Global Technologies Llc | Process for the conversion of a crude glycerol, crude mixtures of naturally derived multihydroxylated aliphatic hydrocarbons or esters thereof to a chlorohydrin |
| KR20080036555A (ko) | 2005-05-20 | 2008-04-28 | 솔베이(소시에떼아노님) | 클로로히드린으로부터 출발하여 에폭시드를 제조하는 방법 |
| FR2885903B1 (fr) * | 2005-05-20 | 2015-06-26 | Solvay | Procede de fabrication d'epichlorhydrine |
| CA2628684A1 (en) | 2005-11-08 | 2007-05-18 | Solvay (Societe Anonyme) | Process for the manufacture of dichloropropanol by chlorination of glycerol |
| KR100979372B1 (ko) | 2006-06-14 | 2010-08-31 | 솔베이(소시에떼아노님) | 조 글리세롤계 생성물, 그 정제방법 및 디클로로프로판올의제조에의 그 용도 |
| US7930651B2 (en) | 2007-01-18 | 2011-04-19 | Research In Motion Limited | Agenda display in an electronic device |
| FR2912743B1 (fr) * | 2007-02-20 | 2009-04-24 | Solvay | Procede de fabrication d'epichlorhydrine |
| US20100032617A1 (en) * | 2007-02-20 | 2010-02-11 | Solvay (Societe Anonyme) | Process for manufacturing epichlorohydrin |
| FR2913421B1 (fr) | 2007-03-07 | 2009-05-15 | Solvay | Procede de fabrication de dichloropropanol. |
| FR2913684B1 (fr) | 2007-03-14 | 2012-09-14 | Solvay | Procede de fabrication de dichloropropanol |
| US8420870B2 (en) | 2007-04-12 | 2013-04-16 | Dow Global Technologies Llc | Process and apparatus for recovery of dichlorohydrins via codistillation |
| KR20100016453A (ko) * | 2007-04-12 | 2010-02-12 | 다우 글로벌 테크놀로지스 인크. | 다이클로로하이드린 회수중에 중질 부산물의 형성을 감소시키는 방법 및 장치 |
| US8664453B2 (en) * | 2007-04-12 | 2014-03-04 | Dow Global Technologies Inc. | Multi-stage process and apparatus for recovering dichlorohydrins |
| TWI490193B (zh) | 2007-04-12 | 2015-07-01 | Dow Global Technologies Llc | 用於二氯丙醇的共沸回收之方法與設備 |
| TW200911740A (en) | 2007-06-01 | 2009-03-16 | Solvay | Process for manufacturing a chlorohydrin |
| TW200911693A (en) | 2007-06-12 | 2009-03-16 | Solvay | Aqueous composition containing a salt, manufacturing process and use |
| TWI500609B (zh) | 2007-06-12 | 2015-09-21 | Solvay | 含有環氧氯丙烷的產品，其製備及其不同應用中的用途 |
| FR2918058A1 (fr) * | 2007-06-28 | 2009-01-02 | Solvay | Produit a base de glycerol, procede pour sa purification et son utilisation dans la fabrication de dichloropropanol |
| KR101410019B1 (ko) * | 2007-09-28 | 2014-06-26 | 한화케미칼 주식회사 | 다가알코올과 염화수소의 반응에 의한 클로로히드린화합물의 제조방법 |
| CN101896262A (zh) | 2007-10-02 | 2010-11-24 | 索尔维公司 | 含硅的组合物用于改进容器的抗腐蚀性的用途 |
| FR2925045B1 (fr) | 2007-12-17 | 2012-02-24 | Solvay | Produit a base de glycerol, procede pour son obtention et son utilisation dans la fabrication de dichloropropanol |
| TWI478875B (zh) | 2008-01-31 | 2015-04-01 | Solvay | 使水性組成物中之有機物質降解之方法 |
| EA201071157A1 (ru) | 2008-04-03 | 2011-04-29 | Солвей (Сосьете Аноним) | Композиция, содержащая глицерин, способ ее получения и применение в производстве дихлорпропанола |
| TWI461415B (zh) * | 2008-08-01 | 2014-11-21 | Dow Global Technologies Llc | 製造環氧化物的方法 |
| TWI368616B (en) * | 2008-08-01 | 2012-07-21 | Dow Global Technologies Llc | Process for producing epoxides |
| TWI368615B (en) * | 2008-08-01 | 2012-07-21 | Dow Global Technologies Llc | Process for producing epoxides |
| FR2935968B1 (fr) | 2008-09-12 | 2010-09-10 | Solvay | Procede pour la purification de chlorure d'hydrogene |
| FR2939434B1 (fr) * | 2008-12-08 | 2012-05-18 | Solvay | Procede de traitement de glycerol. |
| US20100234653A1 (en) * | 2009-03-12 | 2010-09-16 | Chemtura Corporation | Processes for making alkyl halides |
| AU2011332011B2 (en) | 2010-11-23 | 2017-01-12 | Lexington Pharmaceuticals Laboratories, Llc | Low temperature chlorination of carbohydrates |
| EP2646452B1 (en) | 2011-10-14 | 2016-03-09 | Lexington Pharmaceuticals Laboratories, LLC | Chlorination of carbohydrates and carbohydrate derivatives |
| CN103709124B (zh) * | 2013-12-06 | 2016-01-20 | 中国天辰工程有限公司 | 一种生产环氧氯丙烷的方法 |
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| US3037059A (en) * | 1962-05-29 | Process for chlorine addition | ||
| FR1412886A (fr) * | 1964-10-30 | 1965-10-01 | Huels Chemische Werke Ag | Procédé de préparation de l'épichlorhydrine |
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| GB924458A (en) * | 1959-12-29 | 1963-04-24 | Olin Mathieson | Production of glycerol dichlorohydrin by chlorination of allyl alcohol |
| NL261755A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1960-04-01 | 1900-01-01 | ||
| DE1156774B (de) * | 1960-05-17 | 1963-11-07 | Halcon International Inc | Verfahren zur gleichzeitigen Herstellung von Glycerin und Epichlorhydrin |
| DE1170923B (de) * | 1962-10-13 | 1964-05-27 | Huels Chemische Werke Ag | Verfahren zum Herstellen von 1, 2-Dichlor-propanol-(3) |
| DE1210777B (de) * | 1963-11-08 | 1966-02-17 | Huels Chemische Werke Ag | Verfahren zur Herstellung von Epichlorhydrin |
| DE1593099A1 (de) * | 1965-10-21 | 1970-06-18 | Merck & Co Inc | A-Nor-5 alpha-gonan-Derivate und Verfahren zu ihrer Herstellung |
| JPS5287109A (en) * | 1975-12-09 | 1977-07-20 | Osaka Soda Co Ltd | Continuous production of epichlorohydrin |
| JPS59128340A (ja) * | 1983-01-10 | 1984-07-24 | Showa Denko Kk | ２，３−ジクロル−１−プロパノ−ルの製造法 |
-
1984
- 1984-06-04 JP JP59113172A patent/JPS60258171A/ja active Granted
-
1985
- 1985-05-25 KR KR1019850003618A patent/KR900004927B1/ko not_active Expired
- 1985-05-30 NL NL8501547A patent/NL8501547A/nl not_active Application Discontinuation
- 1985-06-03 FR FR858508344A patent/FR2565229B1/fr not_active Expired
- 1985-06-04 DE DE19853520019 patent/DE3520019A1/de active Granted
- 1985-06-04 US US06/741,053 patent/US4634784A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3037059A (en) * | 1962-05-29 | Process for chlorine addition | ||
| FR1412886A (fr) * | 1964-10-30 | 1965-10-01 | Huels Chemische Werke Ag | Procédé de préparation de l'épichlorhydrine |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02138138A (ja) * | 1988-11-17 | 1990-05-28 | Sumitomo Chem Co Ltd | ２，３−ジクロル−１−プロペンの製造法 |
| US6333420B1 (en) | 1999-06-08 | 2001-12-25 | Showa Denko K.K. | Process for producing epichlorohydrin and intermediate thereof |
| JP2002322106A (ja) * | 2001-04-26 | 2002-11-08 | Showa Denko Kk | ２，３−ジクロル−１−プロパノール及びエピクロルヒドリンの製造方法 |
| JP2007284447A (ja) * | 2003-11-20 | 2007-11-01 | Solvay (Sa) | グリセロールからジクロロプロパノールを製造するための方法であって、該グリセロールが最終的にバイオディーゼルの製造における動物性脂肪の転化から生じる方法 |
| US9663427B2 (en) | 2003-11-20 | 2017-05-30 | Solvay (Société Anonyme) | Process for producing epichlorohydrin |
| JP2008540615A (ja) * | 2005-05-20 | 2008-11-20 | ソルヴェイ（ソシエテ アノニム） | ポリヒドロキシ化された脂肪族炭化水素をクロロヒドリンに転化させる方法 |
| JP2009184943A (ja) * | 2008-02-05 | 2009-08-20 | Daiso Co Ltd | エピクロロヒドリンの製造方法 |
| US9309209B2 (en) | 2010-09-30 | 2016-04-12 | Solvay Sa | Derivative of epichlorohydrin of natural origin |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0456833B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-09-09 |
| DE3520019A1 (de) | 1986-01-09 |
| DE3520019C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-08-31 |
| FR2565229A1 (fr) | 1985-12-06 |
| KR900004927B1 (ko) | 1990-07-12 |
| KR860000276A (ko) | 1986-01-27 |
| FR2565229B1 (fr) | 1989-05-19 |
| US4634784A (en) | 1987-01-06 |
| NL8501547A (nl) | 1986-01-02 |
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