GB1120524A - Process for production of thermally stable polyoxymethylenes - Google Patents
Process for production of thermally stable polyoxymethylenesInfo
- Publication number
- GB1120524A GB1120524A GB1004166A GB1004166A GB1120524A GB 1120524 A GB1120524 A GB 1120524A GB 1004166 A GB1004166 A GB 1004166A GB 1004166 A GB1004166 A GB 1004166A GB 1120524 A GB1120524 A GB 1120524A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sncl4
- dimethyl ether
- depg
- glycol
- trioxan
- 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
- 229920006324 polyoxymethylene Polymers 0.000 title abstract 2
- -1 polyoxymethylenes Polymers 0.000 title abstract 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 6
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 abstract 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 5
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 abstract 5
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 abstract 2
- 239000011951 cationic catalyst Substances 0.000 abstract 2
- 239000000155 melt Substances 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 239000007790 solid phase Substances 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 239000011952 anionic catalyst Substances 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000002609 medium Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/38—Block or graft polymers prepared by polymerisation of aldehydes or ketones on to macromolecular compounds
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/06—Catalysts
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/30—Chemical modification by after-treatment
- C08G2/34—Chemical modification by after-treatment by etherification
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
Polyoxymethylenes are produced by polymerizing formaldehyde or trioxan in the presence of an ionic catalyst and of blocked oligomers of the formula R1-(-OCH2-)-nR2 wherein R1 and R2 are alkly, aryl, alkaryl, aralkyl or acyl, and n=2 to 12. Preferred amounts of catalyst are 10-4 to 10-1 mole per litre of reaction mixture, and the oligomers are present in less than 10% by weight of trioxan or, using formaldehyde, less than 10% by weight of polymerization medium. Formaldehyde is suitably polymerized using an inert organic solvent medium, anionic or cationic catalysts, and temperatures of -110 DEG to +100 DEG C., while trioxan is suitably polymerized as a melt, in the solid phase, or in an inert organic solvent medium using cationic catalysts, at temperatures of 0 DEG to 110 DEG C. for the solid phase and 70 DEG to 90 DEG C. for the melt or solvent polymerization. Exemplified oligomers and catalysts are (1), (4), (8) the dimethyl ether of pentaoxymethylene glycol (DEPG) and BF3 ether, (2), (5) DEPG and SnCl4, (3), (6) DEPG and H2SO4, (7) dimethyl ether of dioxymethylene glycol and BF3 ether, (9) DEPG and SnCl4, (10) dimethyl ether of dioxymethylene glycol and SnCl4, (11) dimethyl ether of heptaoxymethylene glycol and SnCl4, and (12) dimethyl ether of dioxymethylene glycol and SnCl4.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6611865A NL6611865A (en) | 1966-08-23 | 1966-08-23 | |
| NL6611866A NL6611866A (en) | 1966-08-23 | 1966-08-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1120524A true GB1120524A (en) | 1968-07-17 |
Family
ID=26644084
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1004166A Expired GB1120524A (en) | 1966-08-23 | 1966-03-08 | Process for production of thermally stable polyoxymethylenes |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR1462943A (en) |
| GB (1) | GB1120524A (en) |
| NL (1) | NL6611866A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2156112A1 (en) * | 1970-11-12 | 1972-05-18 | Sir Soc Italiana Resine Spa | Process for the production of high molecular weight polyoxymethylenes |
| FR2881750A1 (en) * | 2005-02-09 | 2006-08-11 | Arkema Sa | NOVEL METHOXY LIQUID FUELS USED IN FUEL CELLS |
| EP1938684A1 (en) | 2006-12-27 | 2008-07-02 | Arkema France | Use of compounds of formula (I) and/or (II) for the preservation of human or animal bodies and compositions comprising the same |
| WO2012052671A1 (en) | 2010-10-18 | 2012-04-26 | Arkema France | Carbon oxide capture |
| WO2013171386A1 (en) | 2012-04-10 | 2013-11-21 | Total Raffinage Chimie | Method for processing a gas stream by absorption |
-
1966
- 1966-01-07 FR FR45125A patent/FR1462943A/en not_active Expired
- 1966-03-08 GB GB1004166A patent/GB1120524A/en not_active Expired
- 1966-08-23 NL NL6611866A patent/NL6611866A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2156112A1 (en) * | 1970-11-12 | 1972-05-18 | Sir Soc Italiana Resine Spa | Process for the production of high molecular weight polyoxymethylenes |
| FR2881750A1 (en) * | 2005-02-09 | 2006-08-11 | Arkema Sa | NOVEL METHOXY LIQUID FUELS USED IN FUEL CELLS |
| WO2006084993A1 (en) * | 2005-02-09 | 2006-08-17 | Arkema France | Fuel cells containing a fuel soluble in aqueous medium and having a boiling point higher than 65 °c |
| EP1938684A1 (en) | 2006-12-27 | 2008-07-02 | Arkema France | Use of compounds of formula (I) and/or (II) for the preservation of human or animal bodies and compositions comprising the same |
| WO2012052671A1 (en) | 2010-10-18 | 2012-04-26 | Arkema France | Carbon oxide capture |
| WO2013171386A1 (en) | 2012-04-10 | 2013-11-21 | Total Raffinage Chimie | Method for processing a gas stream by absorption |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1462943A (en) | 1966-12-16 |
| NL6611866A (en) | 1968-02-26 |
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