GB650493A - Manufacture of alkyl xanthogenate glycol formates - Google Patents
Manufacture of alkyl xanthogenate glycol formatesInfo
- Publication number
- GB650493A GB650493A GB13313/48A GB1331348A GB650493A GB 650493 A GB650493 A GB 650493A GB 13313/48 A GB13313/48 A GB 13313/48A GB 1331348 A GB1331348 A GB 1331348A GB 650493 A GB650493 A GB 650493A
- Authority
- GB
- United Kingdom
- Prior art keywords
- xanthate
- chloroformate
- glycol
- bis
- sodium
- 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
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title abstract 10
- 125000000217 alkyl group Chemical group 0.000 title abstract 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title abstract 5
- -1 glycol formates Chemical class 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000012991 xanthate Substances 0.000 abstract 8
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical class CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 abstract 7
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 abstract 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- RZFBEFUNINJXRQ-UHFFFAOYSA-M sodium ethyl xanthate Chemical compound [Na+].CCOC([S-])=S RZFBEFUNINJXRQ-UHFFFAOYSA-M 0.000 abstract 3
- IRZFQKXEKAODTJ-UHFFFAOYSA-M sodium;propan-2-yloxymethanedithioate Chemical compound [Na+].CC(C)OC([S-])=S IRZFQKXEKAODTJ-UHFFFAOYSA-M 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- YIBBMDDEXKBIAM-UHFFFAOYSA-M potassium;pentoxymethanedithioate Chemical compound [K+].CCCCCOC([S-])=S YIBBMDDEXKBIAM-UHFFFAOYSA-M 0.000 abstract 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- XFSAZBKSWGOXRH-UHFFFAOYSA-N 2-(2-carbonochloridoyloxyethoxy)ethyl carbonochloridate Chemical compound ClC(=O)OCCOCCOC(Cl)=O XFSAZBKSWGOXRH-UHFFFAOYSA-N 0.000 abstract 1
- IFOIGJKHVZBFPR-UHFFFAOYSA-N 2-[2-(2-carbonochloridoyloxyethoxy)ethoxy]ethyl carbonochloridate Chemical compound ClC(=O)OCCOCCOCCOC(Cl)=O IFOIGJKHVZBFPR-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000005188 flotation Methods 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- VJQGGZWPOMJLTP-UHFFFAOYSA-N octadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCC(O)O VJQGGZWPOMJLTP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D1/00—Flotation
- B03D1/001—Flotation agents
- B03D1/004—Organic compounds
- B03D1/012—Organic compounds containing sulfur
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D2201/00—Specified effects produced by the flotation agents
- B03D2201/02—Collectors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D2203/00—Specified materials treated by the flotation agents; Specified applications
- B03D2203/02—Ores
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D2203/00—Specified materials treated by the flotation agents; Specified applications
- B03D2203/02—Ores
- B03D2203/025—Precious metal ores
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Xanthate derivatives, termed alkyl xanthogenate glycol formates, are prepared by reacting one mol. of a glycol chloroformate containing two chloroformate radicals with at least one and not more than two mols. of an alkali metal alkyl xanthate. According to one method, an alkali metal alkyl xanthate is slurried in an inert organic liquid such as ether or benzene and the glycol chloroformate is added slowly at a low temperature, e.g. below 5 DEG C.; inorganic salts are then filtered off or leached out with water and the solvent distilled off. Alternatively, the xanthate is added directly to the chloroformate, preferably at below 40 DEG C., followed by washing or drying. In a third process, the chloroformate is added to a cold water solution of the xanthate at about 5 DEG C. and the product which separates out as an oil is removed and dried. Mixtures of xanthates may be used. The products, derived from diglycol chloroformate for illustrative purposes may have the general formula <FORM:0650493/IV (b)/1> or <FORM:0650493/IV (b)/2> where R=alkyl, depending on whether one or two mols. of xanthate are employed. The compounds may be used as flotation reagents, in which connection reference is made to Specification 650,498, [Group II]. In examples, the following compounds are interacted, using one or other of the above methods and in molecular proportions of xanthate to chloroformate of 1 : 1 or 2 : 1, (1) sodium ethyl xanthate, sodium sec.-butyl xanthate, sodium isopropyl xanthate and potassium amyl xanthate, respectively, with diglycol bis.-chloroformate; (2) sodium isopropyl xanthate, sodium ethyl xanthate and potassium amyl xanthate, respectively, with ethylene glycol bis-chloroformate; (3) sodium isopropyl xanthate with trimethylene glycol bis-chloroformate or dipropylene glycol bischloroformate; (4) sodium ethyl xanthate with octadecane diol bis-chloroformate (prepared by action of phosgene in carbon tetrachloride on the diol), triethylene glycol bis-chloroformate and butine-2-diol-1 : 4 bis-chloroformate, respectively. The Specification as open to inspection under Sect. 91 states that the glycol chloroformates may be reacted with at least one mol. of alkali metal xanthate. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US650493XA | 1947-06-25 | 1947-06-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB650493A true GB650493A (en) | 1951-02-28 |
Family
ID=22060011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13313/48A Expired GB650493A (en) | 1947-06-25 | 1948-05-14 | Manufacture of alkyl xanthogenate glycol formates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB650493A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE931468C (en) * | 1952-08-14 | 1955-08-08 | Huels Chemische Werke Ag | Process for the production of sulfur-containing condensation products |
-
1948
- 1948-05-14 GB GB13313/48A patent/GB650493A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE931468C (en) * | 1952-08-14 | 1955-08-08 | Huels Chemische Werke Ag | Process for the production of sulfur-containing condensation products |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2122296T3 (en) | FLUORATED BIS-ETERS AND PROCEDURE FOR THE PREPARATION OF SUCH FLUORATED METHYL ETERS AND ETHERS. | |
| GB476727A (en) | Improvements in the manufacture and production of interpolymerisation products | |
| US2047066A (en) | Softening agent | |
| GB650493A (en) | Manufacture of alkyl xanthogenate glycol formates | |
| US2345061A (en) | Organic compound and process for producing the same | |
| GB604388A (en) | Improvements in or relating to extreme pressure lubricating oil compositions | |
| US3365402A (en) | Process for eliminating the harmful effects of an alkaline catalyst in capillary-active products | |
| US2418942A (en) | Method for producing polymeric materials containing sulfur | |
| US2036423A (en) | Sulphonic acid esters of cellulose derivatives and the preparation thereof | |
| GB467579A (en) | Improvements in the removal of gaseous weak acids from gases containing the same | |
| US2337532A (en) | Alkyl derivatives of benzenesulphonyl fluoride | |
| US2185654A (en) | Process for the production of sulphonium sulphonates | |
| US2378551A (en) | Process for producing condensation products | |
| US1999315A (en) | Production of ethers | |
| US2497135A (en) | Polymeric sulfurous acid esters | |
| US2628971A (en) | Esters of alkylxanthic formic acid | |
| US2608572A (en) | Xanthogen formates | |
| GB855714A (en) | Halogenated and/or sulphohalogenated copolymers of lower olefines and process for their manufacture | |
| GB159153A (en) | Process for the preparation of di-substituted 2-4-diketo-tetra-hydro-oxazoles | |
| US2630449A (en) | Sulfated hydroxy alkyl thio succinates | |
| US1852110A (en) | Method of making xanthates | |
| GB662477A (en) | Process for making alkyl esters of aryl sulfonic acid | |
| GB950254A (en) | Process for the manufacture of n-phenyl-n-alkoxy-n-alkyl ureas and substitution products thereof | |
| GB752660A (en) | Mould release agent | |
| GB754295A (en) | Preparation of ª -chloro-ª -methyl aliphatic acids and acid chlorides |