DE1593463C - - Google Patents
Info
- Publication number
- DE1593463C DE1593463C DE19661593463 DE1593463A DE1593463C DE 1593463 C DE1593463 C DE 1593463C DE 19661593463 DE19661593463 DE 19661593463 DE 1593463 A DE1593463 A DE 1593463A DE 1593463 C DE1593463 C DE 1593463C
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen peroxide
- acid
- formic acid
- mixture
- parts
- 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.)
- Expired
Links
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 19
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 16
- 235000019253 formic acid Nutrition 0.000 claims 9
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 7
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 claims 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 239000007864 aqueous solution Substances 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 150000004965 peroxy acids Chemical class 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 claims 2
- 239000006227 byproduct Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 230000006735 deficit Effects 0.000 claims 2
- 238000011065 in-situ storage Methods 0.000 claims 2
- 239000012074 organic phase Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims 1
- QYMBUGYOVSCZTI-UHFFFAOYSA-N 2,2-bis(chloromethyl)oxirane Chemical compound ClCC1(CCl)CO1 QYMBUGYOVSCZTI-UHFFFAOYSA-N 0.000 claims 1
- MOBNLCPBAMKACS-UHFFFAOYSA-N 2-(1-chloroethyl)oxirane Chemical compound CC(Cl)C1CO1 MOBNLCPBAMKACS-UHFFFAOYSA-N 0.000 claims 1
- XVEASTGLHPVZNA-UHFFFAOYSA-N 3,4-dichlorobut-1-ene Chemical compound ClCC(Cl)C=C XVEASTGLHPVZNA-UHFFFAOYSA-N 0.000 claims 1
- XJFZOSUFGSANIF-UHFFFAOYSA-N 3-chloro-2-(chloromethyl)prop-1-ene Chemical compound ClCC(=C)CCl XJFZOSUFGSANIF-UHFFFAOYSA-N 0.000 claims 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 claims 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical class CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 235000011941 Tilia x europaea Nutrition 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- -1 alkyl formate Chemical compound 0.000 claims 1
- 239000008346 aqueous phase Substances 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 claims 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 claims 1
- 125000003963 dichloro group Chemical group Cl* 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 238000006735 epoxidation reaction Methods 0.000 claims 1
- 210000003608 fece Anatomy 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 239000004571 lime Substances 0.000 claims 1
- 239000010871 livestock manure Substances 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 150000002924 oxiranes Chemical class 0.000 claims 1
- 150000002978 peroxides Chemical class 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 229920005862 polyol Polymers 0.000 claims 1
- 150000003077 polyols Chemical class 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 238000003797 solvolysis reaction Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 239000006228 supernatant Substances 0.000 claims 1
- 229920003002 synthetic resin Polymers 0.000 claims 1
- 239000000057 synthetic resin Substances 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR39044 | 1965-11-19 | ||
| FR39044A FR1464139A (fr) | 1965-11-19 | 1965-11-19 | Procédé de préparation de chlorométhyl-2-épichlorhydrine |
| DES0106963 | 1966-11-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1593463A1 DE1593463A1 (de) | 1970-09-17 |
| DE1593463C true DE1593463C (enrdf_load_html_response) | 1973-01-11 |
Family
ID=8592903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661593463 Granted DE1593463A1 (de) | 1965-11-19 | 1966-11-14 | Verfahren zur Herstellung von 2-Chlormethylepichlorhydrin |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE689946A (enrdf_load_html_response) |
| CH (1) | CH466254A (enrdf_load_html_response) |
| DE (1) | DE1593463A1 (enrdf_load_html_response) |
| FR (1) | FR1464139A (enrdf_load_html_response) |
| GB (1) | GB1156708A (enrdf_load_html_response) |
| LU (1) | LU52363A1 (enrdf_load_html_response) |
| NL (2) | NL6615397A (enrdf_load_html_response) |
-
0
- NL NL77222D patent/NL77222C/xx active
-
1965
- 1965-11-19 FR FR39044A patent/FR1464139A/fr not_active Expired
-
1966
- 1966-11-01 NL NL6615397A patent/NL6615397A/xx unknown
- 1966-11-14 DE DE19661593463 patent/DE1593463A1/de active Granted
- 1966-11-15 GB GB5119966A patent/GB1156708A/en not_active Expired
- 1966-11-15 LU LU52363D patent/LU52363A1/xx unknown
- 1966-11-18 CH CH1656766A patent/CH466254A/fr unknown
- 1966-11-21 BE BE689946D patent/BE689946A/xx unknown
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