DE2356531C2 - Verfahren zur Herstellung von festen thermoplastischen Terpolymerisaten des Trioxans - Google Patents
Verfahren zur Herstellung von festen thermoplastischen Terpolymerisaten des TrioxansInfo
- Publication number
- DE2356531C2 DE2356531C2 DE19732356531 DE2356531A DE2356531C2 DE 2356531 C2 DE2356531 C2 DE 2356531C2 DE 19732356531 DE19732356531 DE 19732356531 DE 2356531 A DE2356531 A DE 2356531A DE 2356531 C2 DE2356531 C2 DE 2356531C2
- Authority
- DE
- Germany
- Prior art keywords
- parts
- trioxane
- diformal
- diglycerol
- mixture
- 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
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 title claims description 53
- 229920001897 terpolymer Polymers 0.000 title claims description 39
- 238000000034 method Methods 0.000 title claims description 13
- 239000007787 solid Substances 0.000 title claims description 6
- 229920001169 thermoplastic Polymers 0.000 title claims description 6
- 239000004416 thermosoftening plastic Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims description 40
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 34
- 238000006116 polymerization reaction Methods 0.000 claims description 22
- -1 monocyclic ethers Chemical class 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 150000002895 organic esters Chemical class 0.000 claims description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 claims 2
- 229940005991 chloric acid Drugs 0.000 claims 2
- 238000002474 experimental method Methods 0.000 description 23
- 239000000047 product Substances 0.000 description 20
- CZLMRJZAHXYRIX-UHFFFAOYSA-N 1,3-dioxepane Chemical compound C1CCOCOC1 CZLMRJZAHXYRIX-UHFFFAOYSA-N 0.000 description 18
- AFSIIZRPQXBCFM-UHFFFAOYSA-N tert-butyl perchlorate Chemical compound CC(C)(C)OCl(=O)(=O)=O AFSIIZRPQXBCFM-UHFFFAOYSA-N 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 16
- QLCJOAMJPCOIDI-UHFFFAOYSA-N 1-(butoxymethoxy)butane Chemical compound CCCCOCOCCCC QLCJOAMJPCOIDI-UHFFFAOYSA-N 0.000 description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 15
- BGCSUUSPRCDKBQ-UHFFFAOYSA-N 2,4,8,10-tetraoxaspiro[5.5]undecane Chemical compound C1OCOCC21COCOC2 BGCSUUSPRCDKBQ-UHFFFAOYSA-N 0.000 description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 10
- 239000000155 melt Substances 0.000 description 9
- 230000001965 increasing effect Effects 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 6
- 238000010626 work up procedure Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000007792 addition Methods 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000005840 aryl radicals Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229940105990 diglycerin Drugs 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- AUAGGMPIKOZAJZ-UHFFFAOYSA-N 1,3,6-trioxocane Chemical compound C1COCOCCO1 AUAGGMPIKOZAJZ-UHFFFAOYSA-N 0.000 description 2
- CJSITSBWCLTCAP-UHFFFAOYSA-N 1,3-dioxocane Chemical compound C1CCOCOCC1 CJSITSBWCLTCAP-UHFFFAOYSA-N 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000001099 ammonium carbonate Substances 0.000 description 2
- 235000012501 ammonium carbonate Nutrition 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- NAHIZHJHSUSESF-UHFFFAOYSA-N perchloryl acetate Chemical compound CC(=O)OCl(=O)(=O)=O NAHIZHJHSUSESF-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
- ULAGGPJVDRGWTI-UHFFFAOYSA-N 1,3,5-trioxepane Chemical compound C1COCOCO1 ULAGGPJVDRGWTI-UHFFFAOYSA-N 0.000 description 1
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 description 1
- HOMDJHGZAAKUQV-UHFFFAOYSA-N 1-(propoxymethoxy)propane Chemical compound CCCOCOCCC HOMDJHGZAAKUQV-UHFFFAOYSA-N 0.000 description 1
- KEVMYFLMMDUPJE-UHFFFAOYSA-N 2,7-dimethyloctane Chemical group CC(C)CCCCC(C)C KEVMYFLMMDUPJE-UHFFFAOYSA-N 0.000 description 1
- WVRSKDLYHADNMN-UHFFFAOYSA-N 2-(1,3-dioxolan-2-ylmethoxymethyl)-1,3-dioxolane Chemical compound O1CCOC1COCC1OCCO1 WVRSKDLYHADNMN-UHFFFAOYSA-N 0.000 description 1
- WDEVXRIFJZNMKM-UHFFFAOYSA-N 2-(propan-2-yloxymethoxy)propane Chemical compound CC(C)OCOC(C)C WDEVXRIFJZNMKM-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Natural products CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 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 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- YXCSUWZAVULLSC-UHFFFAOYSA-N benzyl perchlorate Chemical compound O=Cl(=O)(=O)OCC1=CC=CC=C1 YXCSUWZAVULLSC-UHFFFAOYSA-N 0.000 description 1
- JCTHGPXQXLMSDK-UHFFFAOYSA-N bis(Benzyloxy)methane Chemical compound C=1C=CC=CC=1COCOCC1=CC=CC=C1 JCTHGPXQXLMSDK-UHFFFAOYSA-N 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- RXOFZQSGVJHUDI-UHFFFAOYSA-N butyl perchlorate Chemical compound CCCCOCl(=O)(=O)=O RXOFZQSGVJHUDI-UHFFFAOYSA-N 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- SLZVUHUGTAPAFJ-UHFFFAOYSA-N methoxymethyl perchlorate Chemical compound COCOCl(=O)(=O)=O SLZVUHUGTAPAFJ-UHFFFAOYSA-N 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 125000002092 orthoester group Chemical group 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- XLWZIIYMSXICNQ-UHFFFAOYSA-N perchloryl benzoate Chemical compound O=Cl(=O)(=O)OC(=O)C1=CC=CC=C1 XLWZIIYMSXICNQ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- TWYFTVDXQWCBBW-UHFFFAOYSA-N propan-2-yl perchlorate Chemical compound CC(C)OCl(=O)(=O)=O TWYFTVDXQWCBBW-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010104 thermoplastic forming Methods 0.000 description 1
- FUCBQMFTYFQCOB-UHFFFAOYSA-N trityl perchlorate Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(OCl(=O)(=O)=O)C1=CC=CC=C1 FUCBQMFTYFQCOB-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
- C08G2/18—Copolymerisation of aldehydes or ketones
- C08G2/24—Copolymerisation of aldehydes or ketones with acetals
-
- 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
Landscapes
- 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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732356531 DE2356531C2 (de) | 1973-11-13 | 1973-11-13 | Verfahren zur Herstellung von festen thermoplastischen Terpolymerisaten des Trioxans |
| NL7412253A NL176464C (nl) | 1973-11-13 | 1974-09-16 | Werkwijze ter bereiding van vaste thermoplastische terpolymeren van trioxan, alsmede gevormde voortbrengsels, vervaardigd uit de terpolymeren. |
| FR7433006A FR2250785B1 (cg-RX-API-DMAC7.html) | 1973-11-13 | 1974-10-01 | |
| GB4248674A GB1484063A (en) | 1973-11-13 | 1974-10-01 | Process for the production of solid thermoplastic terpolymers of trioxane |
| DD18228674A DD114958A5 (cg-RX-API-DMAC7.html) | 1973-11-13 | 1974-11-11 | |
| IT5400774A IT1023227B (it) | 1973-11-13 | 1974-11-12 | Procedimento per la produzione di teppolimeri termoplasticu solidi di triossano |
| JP49130383A JPS5124559B2 (cg-RX-API-DMAC7.html) | 1973-11-13 | 1974-11-12 | |
| BE6044813A BE822097A (fr) | 1973-11-13 | 1974-11-12 | Procede pour la preparation de terpolymeres thermoplastiques solides du trioxane et polymeres obtenus |
| SE7414198A SE418297B (sv) | 1973-11-13 | 1974-11-12 | Forfarande for framstellning av terpolymerer av trioxan, monocykliska etrar och diglyceroldiformal |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732356531 DE2356531C2 (de) | 1973-11-13 | 1973-11-13 | Verfahren zur Herstellung von festen thermoplastischen Terpolymerisaten des Trioxans |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2356531A1 DE2356531A1 (de) | 1975-05-22 |
| DE2356531C2 true DE2356531C2 (de) | 1982-06-03 |
Family
ID=5897926
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732356531 Expired DE2356531C2 (de) | 1973-11-13 | 1973-11-13 | Verfahren zur Herstellung von festen thermoplastischen Terpolymerisaten des Trioxans |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5124559B2 (cg-RX-API-DMAC7.html) |
| BE (1) | BE822097A (cg-RX-API-DMAC7.html) |
| DD (1) | DD114958A5 (cg-RX-API-DMAC7.html) |
| DE (1) | DE2356531C2 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2250785B1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1484063A (cg-RX-API-DMAC7.html) |
| IT (1) | IT1023227B (cg-RX-API-DMAC7.html) |
| NL (1) | NL176464C (cg-RX-API-DMAC7.html) |
| SE (1) | SE418297B (cg-RX-API-DMAC7.html) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4975519A (en) * | 1989-05-12 | 1990-12-04 | Hoechst Celanese Corporation | Novel polyacetal terpolymers of trioxane and alpha, alpha- and alpha, beta-isomers of glycerol formal and functional derivatives thereof |
| DE4233308A1 (de) * | 1992-10-03 | 1994-04-07 | Hoechst Ag | Polyacetal-Formmassen mit hoher Schlagzähigkeit, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE19850047A1 (de) * | 1998-10-30 | 2000-05-04 | Basf Ag | Polyoxymethylen-Formmassen mit verbesserter Oberfläche, Verfahren zu seiner Herstellung sowie Verwendung |
| US6617416B2 (en) * | 2001-03-27 | 2003-09-09 | Mitsubishi Gas Chemical Company, Inc. | Polyoxymethylene copolymer and molded article thereof |
| DE102005012482A1 (de) * | 2005-03-16 | 2006-09-21 | Basf Ag | Verfahren zur Herstellung von Polyoxymethylenen |
| TW201500443A (zh) * | 2013-04-18 | 2015-01-01 | Basf Se | 聚甲醛共聚物及熱塑性ｐｏｍ組成物 |
-
1973
- 1973-11-13 DE DE19732356531 patent/DE2356531C2/de not_active Expired
-
1974
- 1974-09-16 NL NL7412253A patent/NL176464C/xx not_active IP Right Cessation
- 1974-10-01 GB GB4248674A patent/GB1484063A/en not_active Expired
- 1974-10-01 FR FR7433006A patent/FR2250785B1/fr not_active Expired
- 1974-11-11 DD DD18228674A patent/DD114958A5/xx unknown
- 1974-11-12 SE SE7414198A patent/SE418297B/xx not_active IP Right Cessation
- 1974-11-12 IT IT5400774A patent/IT1023227B/it active
- 1974-11-12 JP JP49130383A patent/JPS5124559B2/ja not_active Expired
- 1974-11-12 BE BE6044813A patent/BE822097A/xx not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Also Published As
| Publication number | Publication date |
|---|---|
| SE418297B (sv) | 1981-05-18 |
| DE2356531A1 (de) | 1975-05-22 |
| JPS5079594A (cg-RX-API-DMAC7.html) | 1975-06-28 |
| FR2250785B1 (cg-RX-API-DMAC7.html) | 1979-03-16 |
| BE822097A (fr) | 1975-05-12 |
| GB1484063A (en) | 1977-08-24 |
| FR2250785A1 (cg-RX-API-DMAC7.html) | 1975-06-06 |
| NL176464C (nl) | 1985-04-16 |
| JPS5124559B2 (cg-RX-API-DMAC7.html) | 1976-07-24 |
| DD114958A5 (cg-RX-API-DMAC7.html) | 1975-09-05 |
| NL7412253A (nl) | 1975-05-15 |
| IT1023227B (it) | 1978-05-10 |
| SE7414198L (cg-RX-API-DMAC7.html) | 1975-05-14 |
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