JP5709060B2 - オキシメチレンポリマー、その製造方法及びその使用 - Google Patents
オキシメチレンポリマー、その製造方法及びその使用 Download PDFInfo
- Publication number
- JP5709060B2 JP5709060B2 JP2011504367A JP2011504367A JP5709060B2 JP 5709060 B2 JP5709060 B2 JP 5709060B2 JP 2011504367 A JP2011504367 A JP 2011504367A JP 2011504367 A JP2011504367 A JP 2011504367A JP 5709060 B2 JP5709060 B2 JP 5709060B2
- Authority
- JP
- Japan
- Prior art keywords
- oxymethylene
- molecular weight
- oxymethylene polymer
- polymer
- low molecular
- 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 - Fee Related
Links
- 229920000642 polymer Polymers 0.000 title claims description 129
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 title claims description 103
- 238000004519 manufacturing process Methods 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 17
- 238000005227 gel permeation chromatography Methods 0.000 claims description 14
- 230000002902 bimodal effect Effects 0.000 claims description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 9
- 239000000178 monomer Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 238000010538 cationic polymerization reaction Methods 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 125000005011 alkyl ether group Chemical group 0.000 claims description 3
- 238000012673 precipitation polymerization Methods 0.000 claims description 3
- 150000007514 bases Chemical class 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000003505 polymerization initiator Substances 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 238000005259 measurement Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 6
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 5
- 239000003999 initiator Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000006085 branching agent Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- -1 polyoxymethylene Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000001976 hemiacetal group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 238000012667 polymer degradation Methods 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 description 2
- 229920004943 Delrin® Polymers 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- TVBIVRGNYNBFCD-UHFFFAOYSA-N triethylazanium;trifluoromethanesulfonate Chemical compound CC[NH+](CC)CC.[O-]S(=O)(=O)C(F)(F)F TVBIVRGNYNBFCD-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
- C08G2/04—Polymerisation by using compounds which act upon the molecular weight, e.g. chain-transferring agents
-
- 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
- C08G2/30—Chemical modification by after-treatment
- C08G2/34—Chemical modification by after-treatment by etherification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/02—Polyacetals containing polyoxymethylene sequences only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/04—Copolyoxymethylenes
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)
- Polyethers (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4532408P | 2008-04-16 | 2008-04-16 | |
| US61/045,324 | 2008-04-16 | ||
| DE102008018967.7 | 2008-04-16 | ||
| DE102008018967A DE102008018967A1 (de) | 2008-04-16 | 2008-04-16 | Oxymethylenpolymere, Verfahren zu deren Herstellung und deren Verwendung |
| PCT/EP2009/002715 WO2009127388A1 (de) | 2008-04-16 | 2009-04-14 | Oxymethylenpolymere, verfahren zu deren herstellung und deren verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011516705A JP2011516705A (ja) | 2011-05-26 |
| JP2011516705A5 JP2011516705A5 (enExample) | 2014-11-13 |
| JP5709060B2 true JP5709060B2 (ja) | 2015-04-30 |
Family
ID=41078553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011504367A Expired - Fee Related JP5709060B2 (ja) | 2008-04-16 | 2009-04-14 | オキシメチレンポリマー、その製造方法及びその使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US8188211B2 (enExample) |
| EP (1) | EP2265652A1 (enExample) |
| JP (1) | JP5709060B2 (enExample) |
| CN (1) | CN102037036B (enExample) |
| DE (1) | DE102008018967A1 (enExample) |
| WO (1) | WO2009127388A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11981772B2 (en) | 2018-09-14 | 2024-05-14 | Asahi Kasei Kabushiki Kaisha | Polyoxymethylene and method of producing same |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7902324B2 (en) | 2006-09-26 | 2011-03-08 | Ticona Gmbh | Initiator |
| DE102008018968A1 (de) * | 2008-04-16 | 2009-10-22 | Ticona Gmbh | Polyoxymethylen-Formmassen und Formkörper und deren Verwendung |
| CN102079801A (zh) | 2009-09-25 | 2011-06-01 | 提克纳有限公司 | 氧亚甲基聚合物及其制备方法 |
| US9051476B2 (en) * | 2010-12-30 | 2015-06-09 | Ticona Llc | Powder containing a polyoxymethylene polymer for coating metallic substrates |
| WO2015002147A1 (ja) * | 2013-07-01 | 2015-01-08 | 三菱瓦斯化学株式会社 | オキシメチレン共重合体の製造方法 |
Family Cites Families (125)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2505125A (en) * | 1945-08-20 | 1950-04-25 | List Heinz | Continuously operating kneader and mixer |
| US2993025A (en) * | 1956-07-26 | 1961-07-18 | Du Pont | Polyoxymethylene compositions stabilized with a synthetic superpolyamide |
| BE652711A (enExample) * | 1957-09-06 | 1900-01-01 | ||
| DE1158709B (de) | 1959-02-18 | 1963-12-05 | Bayer Ag | Verfahren zur Herstellung von veresterten oder veraetherten Polyoxymethylenen |
| DE1174984B (de) * | 1959-04-29 | 1964-07-30 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen Polyoxymethylenen |
| NL255237A (enExample) * | 1959-08-29 | 1900-01-01 | ||
| GB1009881A (en) | 1960-10-24 | 1965-11-17 | British Industrial Plastics | Treatment of polymeric materials |
| DE1193240B (de) | 1962-07-27 | 1965-05-20 | Bayer Ag | Zu Formkoerpern wiederholt thermoplastisch zu verarbeitende Formmassen |
| US3269988A (en) * | 1963-03-13 | 1966-08-30 | Grace W R & Co | Chemical process for polymerizing trioxane |
| US3393179A (en) | 1966-02-17 | 1968-07-16 | Du Pont | Preparation of polyoxymethylene ethers |
| US3380966A (en) * | 1967-03-13 | 1968-04-30 | Celanese Corp | Process for the modification of resinous oxymethylene polymers |
| NL161488C (nl) | 1969-06-20 | 1980-02-15 | Hoechst Ag | Werkwijze voor het bereiden van thermoplastische vorm- materialen, alsmede daaruit vervaardigde gevormde voortbrengselen. |
| BE757920A (fr) | 1969-10-24 | 1971-04-23 | Celanese Corp | Nouvelles compositions de polyoxymethylenes et de polyurethanes |
| CH523936A (fr) | 1970-11-24 | 1972-06-15 | Ebauches Sa | Procédé de préparation d'un polyoxyméthylène, homo- ou copolymère, à chaînes stabilisées, pur |
| GB1331829A (en) | 1970-12-22 | 1973-09-26 | Celanese Corp | Oxymethylene polymer-glass fibre compositions |
| JPS5551597B1 (enExample) | 1971-07-26 | 1980-12-25 | ||
| GB1335806A (en) | 1972-03-27 | 1973-10-31 | Celanese Corp | Production of hollow articles |
| DE2263300C3 (de) * | 1972-12-23 | 1980-11-27 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von Copolymeren des Trioxans |
| US3998791A (en) | 1973-06-15 | 1976-12-21 | Societa' Italiana Resine S.I.R. S.P.A. | Process for the stabilization of polyacetal reins |
| DE2449343B2 (de) | 1974-10-17 | 1978-06-08 | Hoechst Ag, 6000 Frankfurt | Formmasse auf der Basis von Oxymethylenpolymeren |
| IT1027886B (it) | 1974-12-20 | 1978-12-20 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione di polimeri acetalici eterificati |
| IT1051892B (it) | 1975-12-23 | 1981-05-20 | Sir Soc Italiana Resine Spa | Procedimento per migliorare la stabilita degli omopolimeri acetalici eterificati |
| IT1051890B (it) | 1975-12-23 | 1981-05-20 | Sir Soc Italiana Resine Spa | Procedimento migliorato per la stabilizzazione di omopolimmeri acetalici eterificati e di copolimeri acetalici |
| DE2620017C3 (de) * | 1976-05-06 | 1979-05-31 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von grobkörnigen Oxymethylenpolymeren |
| DE2659357A1 (de) | 1976-12-29 | 1978-07-13 | Basf Ag | Schlagzaehe thermoplastische formmassen |
| DE2735946C3 (de) * | 1977-08-10 | 1980-03-06 | Hoechst Ag, 6000 Frankfurt | Körniges Oxymethylenpolymer mit verbesserten mechanischen Eigenschaften und Verfahren zu dessen Herstellung |
| DE2947490A1 (de) | 1979-11-24 | 1981-06-04 | Hoechst Ag, 6000 Frankfurt | Polyoxymethylenfibride und verfahren zu ihrer herstellung |
| DE3147309A1 (de) | 1981-11-28 | 1983-06-01 | Basf Ag, 6700 Ludwigshafen | Kontinuierliches verfahren zur herstellung von oxymethylenpolymeren |
| DE3241115A1 (de) | 1982-11-06 | 1984-05-10 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von polyoxymethylenen aus formaldehyd |
| DE3303761A1 (de) | 1983-02-04 | 1984-08-09 | Hoechst Ag, 6230 Frankfurt | Schlagzaeh modifiziertes polyoxymethylen und daraus hergestellte formkoerper |
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| US4804716A (en) | 1983-02-07 | 1989-02-14 | E. I. Du Pont De Nemours And Company | Toughened polyoxymethylene compositions |
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| US5004784A (en) | 1988-04-05 | 1991-04-02 | E. I. Du Pont De Nemours And Company | Polymer blends containing isocyanate reacting agents |
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| KR930004058B1 (ko) | 1988-08-12 | 1993-05-19 | 폴리플라스틱스 가부시끼가이샤 | 폴리아세탈 수지 조성물과 접동(摺動)부재 |
| US4996253A (en) | 1988-11-10 | 1991-02-26 | Hoechst Celanese Corporation | UV-light stabilized polyoxymethylene molding compositions |
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-
2008
- 2008-04-16 DE DE102008018967A patent/DE102008018967A1/de not_active Withdrawn
-
2009
- 2009-04-14 EP EP09732684A patent/EP2265652A1/de not_active Withdrawn
- 2009-04-14 CN CN200980113372.2A patent/CN102037036B/zh not_active Expired - Fee Related
- 2009-04-14 US US12/423,682 patent/US8188211B2/en not_active Expired - Fee Related
- 2009-04-14 WO PCT/EP2009/002715 patent/WO2009127388A1/de not_active Ceased
- 2009-04-14 JP JP2011504367A patent/JP5709060B2/ja not_active Expired - Fee Related
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2012
- 2012-05-29 US US13/482,158 patent/US8742065B2/en active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11981772B2 (en) | 2018-09-14 | 2024-05-14 | Asahi Kasei Kabushiki Kaisha | Polyoxymethylene and method of producing same |
Also Published As
| Publication number | Publication date |
|---|---|
| US8188211B2 (en) | 2012-05-29 |
| EP2265652A1 (de) | 2010-12-29 |
| DE102008018967A1 (de) | 2009-10-22 |
| CN102037036A (zh) | 2011-04-27 |
| US20120232246A1 (en) | 2012-09-13 |
| CN102037036B (zh) | 2013-07-10 |
| WO2009127388A1 (de) | 2009-10-22 |
| US8742065B2 (en) | 2014-06-03 |
| US20090270587A1 (en) | 2009-10-29 |
| JP2011516705A (ja) | 2011-05-26 |
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