CA1123170A - Process for the combined manufacture of chlorinated hydrocarbons and sodium bicarbonate - Google Patents
Process for the combined manufacture of chlorinated hydrocarbons and sodium bicarbonateInfo
- Publication number
- CA1123170A CA1123170A CA343,433A CA343433A CA1123170A CA 1123170 A CA1123170 A CA 1123170A CA 343433 A CA343433 A CA 343433A CA 1123170 A CA1123170 A CA 1123170A
- Authority
- CA
- Canada
- Prior art keywords
- liquid
- chlorinating
- soda
- chloride
- amine
- 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
- 238000000034 method Methods 0.000 title claims abstract description 39
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 title claims abstract description 25
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 229910000030 sodium bicarbonate Inorganic materials 0.000 title claims abstract description 13
- 235000017557 sodium bicarbonate Nutrition 0.000 title claims abstract description 12
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 title claims description 6
- 239000007788 liquid Substances 0.000 claims abstract description 34
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 23
- 239000000460 chlorine Substances 0.000 claims abstract description 17
- 150000001412 amines Chemical class 0.000 claims abstract description 15
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 15
- 230000008929 regeneration Effects 0.000 claims abstract description 15
- 238000011069 regeneration method Methods 0.000 claims abstract description 15
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 14
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 8
- 239000011630 iodine Substances 0.000 claims abstract description 8
- 230000001590 oxidative effect Effects 0.000 claims abstract description 6
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000012808 vapor phase Substances 0.000 claims abstract description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 26
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 17
- 238000005660 chlorination reaction Methods 0.000 claims description 16
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 235000002639 sodium chloride Nutrition 0.000 claims description 14
- 239000011780 sodium chloride Substances 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 10
- 239000005977 Ethylene Substances 0.000 claims description 10
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 10
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 9
- 239000010949 copper Substances 0.000 claims description 9
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052802 copper Inorganic materials 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 18
- 229910021529 ammonia Inorganic materials 0.000 abstract description 9
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract description 6
- 239000007791 liquid phase Substances 0.000 abstract description 5
- 150000001336 alkenes Chemical class 0.000 abstract description 4
- -1 amine hydrochloride Chemical class 0.000 abstract description 4
- 230000001172 regenerating effect Effects 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 2
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 abstract description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 235000017168 chlorine Nutrition 0.000 description 12
- 229940060038 chlorine Drugs 0.000 description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 239000001569 carbon dioxide Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 238000009621 Solvay process Methods 0.000 description 5
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 4
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 4
- 235000019270 ammonium chloride Nutrition 0.000 description 4
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 235000011148 calcium chloride Nutrition 0.000 description 2
- 229960002713 calcium chloride Drugs 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000005868 electrolysis reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 229940068917 polyethylene glycols Drugs 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- IIUPTHVVXMBJMQ-UHFFFAOYSA-N 3-amino-6-chloro-n-(diaminomethylidene)-5-(dimethylamino)pyrazine-2-carboxamide;hydrochloride Chemical compound Cl.CN(C)C1=NC(N)=C(C(=O)N=C(N)N)N=C1Cl IIUPTHVVXMBJMQ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229910021595 Copper(I) iodide Inorganic materials 0.000 description 1
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 1
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 125000005588 carbonic acid salt group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001804 chlorine Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 1
- 229960003280 cupric chloride Drugs 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229940057847 polyethylene glycol 600 Drugs 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/141—Feedstock
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL7900183 | 1979-01-10 | ||
| NL7900183 | 1979-01-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1123170A true CA1123170A (en) | 1982-05-11 |
Family
ID=19832419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA343,433A Expired CA1123170A (en) | 1979-01-10 | 1980-01-10 | Process for the combined manufacture of chlorinated hydrocarbons and sodium bicarbonate |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4256719A (en, 2012) |
| EP (1) | EP0013586B1 (en, 2012) |
| JP (1) | JPS5595613A (en, 2012) |
| AT (1) | ATE1668T1 (en, 2012) |
| AU (1) | AU529847B2 (en, 2012) |
| CA (1) | CA1123170A (en, 2012) |
| DE (1) | DE3060949D1 (en, 2012) |
| EG (1) | EG14133A (en, 2012) |
| FI (1) | FI66583C (en, 2012) |
| IL (1) | IL59096A (en, 2012) |
| NO (1) | NO151542C (en, 2012) |
| PT (1) | PT70621A (en, 2012) |
| ZA (1) | ZA80126B (en, 2012) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3130810A1 (de) * | 1981-08-04 | 1983-02-24 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von kupfer(ii)-chlorid aus kupfer(ii)-oxichlorid mit tertiaeren aminhydrochloriden |
| DE3148450A1 (de) * | 1981-12-08 | 1983-06-16 | Hoechst Ag, 6230 Frankfurt | Katalysatorgemisch und verfahren zur herstellung von 1,2-dichlorethan |
| DE3369676D1 (en) * | 1982-10-29 | 1987-03-12 | Akzo Nv | Process for the combined preparation of chlorinated hydrocarbons and a carbonate of an alkali metal |
| US6223560B1 (en) * | 1998-03-20 | 2001-05-01 | Cerocon S.A. | Process of producing a glassy product for multiple applications and products obtained by the process |
| FR2883008B1 (fr) * | 2005-03-08 | 2007-04-27 | Solvay | Procede pour l'obtention conjointe de chlore et de cristaux de carbonate monohydrate |
| SA112330516B1 (ar) | 2011-05-19 | 2016-02-22 | كاليرا كوربوريشن | انظمة وطرق هيدروكسيد كهروكيميائية مستخدمة لأكسدة المعدن |
| US9200375B2 (en) | 2011-05-19 | 2015-12-01 | Calera Corporation | Systems and methods for preparation and separation of products |
| WO2014025904A2 (en) | 2012-08-07 | 2014-02-13 | Langley Justin | Method for the integration of carbochlorination into a staged reforming operation as an alternative to direct residue oxidation for the recovery of valuable metals |
| TWI633206B (zh) | 2013-07-31 | 2018-08-21 | 卡利拉股份有限公司 | 使用金屬氧化物之電化學氫氧化物系統及方法 |
| AU2015317970B2 (en) | 2014-09-15 | 2020-01-30 | Calera Corporation | Electrochemical systems and methods using metal halide to form products |
| EP3368502B1 (en) | 2015-10-28 | 2020-09-02 | Calera Corporation | Electrochemical, halogenation, and oxyhalogenation systems and methods |
| US10619254B2 (en) | 2016-10-28 | 2020-04-14 | Calera Corporation | Electrochemical, chlorination, and oxychlorination systems and methods to form propylene oxide or ethylene oxide |
| US10556848B2 (en) | 2017-09-19 | 2020-02-11 | Calera Corporation | Systems and methods using lanthanide halide |
| US10590054B2 (en) | 2018-05-30 | 2020-03-17 | Calera Corporation | Methods and systems to form propylene chlorohydrin from dichloropropane using Lewis acid |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1928540A (en) * | 1931-02-16 | 1933-09-26 | Lawarree Henri | Process for the manufacture of sodium bicarbonate |
| US2752222A (en) * | 1950-04-05 | 1956-06-26 | Soc Etu Chimiques Ind Et Agri | Preparation of potassium bicarbonate |
| BE568327A (en, 2012) * | 1955-09-19 | |||
| US3111379A (en) * | 1961-04-12 | 1963-11-19 | Fmc Corp | Manufacture of potassium bicarbonate |
| US3341612A (en) * | 1964-05-20 | 1967-09-12 | Atlantic Richfield Co | Method for synthesizing vicinal dichlorides |
| DE1237555B (de) * | 1965-06-19 | 1967-03-30 | Hoechst Ag | Verfahren zur Herstellung von gegebenenfalls methylsubstituiertem Allylchlorid |
| US3576893A (en) * | 1968-04-01 | 1971-04-27 | Exxon Research Engineering Co | Process for forming chloroiodo and dichloro compounds |
| FR2192086B1 (en, 2012) * | 1972-07-11 | 1974-12-27 | Rhone Progil | |
| US3840641A (en) * | 1972-10-20 | 1974-10-08 | Standard Oil Co | Recovery of bromine from tere-and isophthalic acid process residues |
| US3993586A (en) * | 1973-04-11 | 1976-11-23 | Bayer Aktiengesellschaft | Water-soluble complex of cuprous chloride, hydrochloric acid and at least one amine or amine salt |
| US3950443A (en) * | 1973-09-27 | 1976-04-13 | Prahl Walter H | Utilization of waste products containing chlorine in the production of chlorinated organic compounds by combination of oxychlorination with combustion |
| AT333782B (de) * | 1973-10-05 | 1976-12-10 | Ind Chemie Thoma Gmbh & Co Kg | Verfahren zur umsetzung von alkalisulfit |
| US4039597A (en) * | 1975-02-06 | 1977-08-02 | The Lummus Company | Carbon dioxide removal from chlorinated hydrocarbon production system |
-
1979
- 1979-12-19 AU AU53991/79A patent/AU529847B2/en not_active Ceased
- 1979-12-21 PT PT70621A patent/PT70621A/pt unknown
-
1980
- 1980-01-08 IL IL59096A patent/IL59096A/xx not_active IP Right Cessation
- 1980-01-08 DE DE8080200018T patent/DE3060949D1/de not_active Expired
- 1980-01-08 EP EP80200018A patent/EP0013586B1/en not_active Expired
- 1980-01-08 AT AT80200018T patent/ATE1668T1/de not_active IP Right Cessation
- 1980-01-09 FI FI800065A patent/FI66583C/fi not_active IP Right Cessation
- 1980-01-09 NO NO800046A patent/NO151542C/no unknown
- 1980-01-09 ZA ZA00800126A patent/ZA80126B/xx unknown
- 1980-01-09 US US06/110,767 patent/US4256719A/en not_active Expired - Lifetime
- 1980-01-10 CA CA343,433A patent/CA1123170A/en not_active Expired
- 1980-01-10 JP JP173580A patent/JPS5595613A/ja active Granted
- 1980-01-12 EG EG23/80A patent/EG14133A/xx active
Also Published As
| Publication number | Publication date |
|---|---|
| DE3060949D1 (en) | 1982-11-25 |
| NO151542B (no) | 1985-01-14 |
| AU5399179A (en) | 1980-07-17 |
| EP0013586A1 (en) | 1980-07-23 |
| NO800046L (no) | 1980-07-11 |
| IL59096A0 (en) | 1980-05-30 |
| EG14133A (en) | 1983-03-31 |
| AU529847B2 (en) | 1983-06-23 |
| FI66583B (fi) | 1984-07-31 |
| JPS6351972B2 (en, 2012) | 1988-10-17 |
| FI800065A7 (fi) | 1980-07-11 |
| ATE1668T1 (de) | 1982-11-15 |
| EP0013586B1 (en) | 1982-10-20 |
| JPS5595613A (en) | 1980-07-21 |
| NO151542C (no) | 1985-05-02 |
| ZA80126B (en) | 1980-12-31 |
| IL59096A (en) | 1983-05-15 |
| FI66583C (fi) | 1984-11-12 |
| PT70621A (en) | 1980-01-01 |
| US4256719A (en) | 1981-03-17 |
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