DE1133552B - Verfahren zur Herstellung von veresterten Polyoxymethylenen - Google Patents
Verfahren zur Herstellung von veresterten PolyoxymethylenenInfo
- Publication number
- DE1133552B DE1133552B DEP24571A DEP0024571A DE1133552B DE 1133552 B DE1133552 B DE 1133552B DE P24571 A DEP24571 A DE P24571A DE P0024571 A DEP0024571 A DE P0024571A DE 1133552 B DE1133552 B DE 1133552B
- Authority
- DE
- Germany
- Prior art keywords
- anhydride
- polymer
- polyoxymethylenes
- polyoxymethylene
- temperature
- 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.)
- Pending
Links
- -1 polyoxymethylenes Polymers 0.000 title claims description 40
- 229920006324 polyoxymethylene Polymers 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 title claims description 4
- 229920000642 polymer Polymers 0.000 claims description 37
- 150000008064 anhydrides Chemical class 0.000 claims description 24
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 21
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 239000002245 particle Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 72
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 25
- 238000006243 chemical reaction Methods 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000007788 liquid Substances 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 238000004821 distillation Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000012535 impurity Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- BPGDAMSIGCZZLK-UHFFFAOYSA-N acetyloxymethyl acetate Chemical compound CC(=O)OCOC(C)=O BPGDAMSIGCZZLK-UHFFFAOYSA-N 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000007670 refining Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical group N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- KLUDQUOLAFVLOL-UHFFFAOYSA-N acetyl propanoate Chemical compound CCC(=O)OC(C)=O KLUDQUOLAFVLOL-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- PKHMTIRCAFTBDS-UHFFFAOYSA-N hexanoyl hexanoate Chemical compound CCCCCC(=O)OC(=O)CCCCC PKHMTIRCAFTBDS-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 1
- DUCKXCGALKOSJF-UHFFFAOYSA-N pentanoyl pentanoate Chemical compound CCCCC(=O)OC(=O)CCCC DUCKXCGALKOSJF-UHFFFAOYSA-N 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C08G2/30—Chemical modification by after-treatment
- C08G2/32—Chemical modification by after-treatment by esterification
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US880737XA | 1959-03-09 | 1959-03-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1133552B true DE1133552B (de) | 1962-07-19 |
Family
ID=22209246
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP24571A Pending DE1133552B (de) | 1959-03-09 | 1960-03-09 | Verfahren zur Herstellung von veresterten Polyoxymethylenen |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3125551A (en, 2012) |
| BE (1) | BE598423Q (en, 2012) |
| DE (1) | DE1133552B (en, 2012) |
| GB (1) | GB880737A (en, 2012) |
| NL (2) | NL124331C (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1215366B (de) * | 1963-07-15 | 1966-04-28 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen acetylierten Polyoxymethylenen |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE635478A (en, 2012) * | 1962-07-27 | |||
| US3327023A (en) * | 1963-09-11 | 1967-06-20 | Du Pont | Polyoxymethylene polymer stabilization |
| US3355428A (en) * | 1964-11-25 | 1967-11-28 | Continental Oil Co | Polyoxymethylene process |
| US3609124A (en) * | 1967-08-01 | 1971-09-28 | Sir Soc Italiana Resine Spa | Process for stabilizing polyoxymethylenes |
| US3718630A (en) * | 1970-05-04 | 1973-02-27 | Du Pont | Stabilization of polyoxymethylene |
| US4268643A (en) * | 1979-10-25 | 1981-05-19 | Societa Italiana Resine S.I.R. S.P.A. | Process for improving the stability of acetal polymers |
| DE2944250A1 (de) * | 1979-11-02 | 1981-05-14 | Società Italiana Resine S.I.R. S.p.A., Milano | Verfahren zur verbesserung der stabilitaet von acetalpolymerisaten |
| US9416086B2 (en) * | 2010-11-12 | 2016-08-16 | Eastman Chemical Company | Processes for purification of acid solutions |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2768994A (en) * | 1952-08-30 | 1956-10-30 | Du Pont | Polyoxymethylenes |
| NL196512A (en, 2012) * | 1954-04-16 | |||
| US2795571A (en) * | 1956-04-17 | 1957-06-11 | Du Pont | Catalytic process for polymerizing trioxane to tough, high molecular weight polyoxymethylene |
-
0
- US US3125551D patent/US3125551A/en not_active Expired - Lifetime
- NL NL248972D patent/NL248972A/xx unknown
- NL NL124331D patent/NL124331C/xx active
-
1960
- 1960-03-08 GB GB8133/60A patent/GB880737A/en not_active Expired
- 1960-03-09 DE DEP24571A patent/DE1133552B/de active Pending
- 1960-12-21 BE BE598423A patent/BE598423Q/fr active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1215366B (de) * | 1963-07-15 | 1966-04-28 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen acetylierten Polyoxymethylenen |
Also Published As
| Publication number | Publication date |
|---|---|
| BE598423Q (fr) | 1961-04-14 |
| GB880737A (en) | 1961-10-25 |
| NL124331C (en, 2012) | |
| US3125551A (en) | 1964-03-17 |
| NL248972A (en, 2012) |
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