JP2017510686A5 - - Google Patents
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- Publication number
- JP2017510686A5 JP2017510686A5 JP2016561346A JP2016561346A JP2017510686A5 JP 2017510686 A5 JP2017510686 A5 JP 2017510686A5 JP 2016561346 A JP2016561346 A JP 2016561346A JP 2016561346 A JP2016561346 A JP 2016561346A JP 2017510686 A5 JP2017510686 A5 JP 2017510686A5
- Authority
- JP
- Japan
- Prior art keywords
- activation
- formaldehyde
- initiator compound
- multimeric
- alkylene
- 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.)
- Granted
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 45
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000002947 alkylene group Chemical group 0.000 claims description 19
- 239000003999 initiator Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 16
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 13
- 230000004913 activation Effects 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- -1 polyoxymethylene Polymers 0.000 claims description 11
- 229920006324 polyoxymethylene Polymers 0.000 claims description 11
- 229920001400 block copolymer Polymers 0.000 claims description 10
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229920002866 paraformaldehyde Polymers 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 239000002816 fuel additive Substances 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000011499 joint compound Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14163744.7 | 2014-04-07 | ||
| EP14163744 | 2014-04-07 | ||
| EP15156102.4 | 2015-02-23 | ||
| EP15156102 | 2015-02-23 | ||
| PCT/EP2015/057209 WO2015155094A1 (de) | 2014-04-07 | 2015-04-01 | Verfahren zur herstellung von polyoxymethylen-blockcopolymeren |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017510686A JP2017510686A (ja) | 2017-04-13 |
| JP2017510686A5 true JP2017510686A5 (enExample) | 2018-05-17 |
| JP6518691B2 JP6518691B2 (ja) | 2019-05-22 |
Family
ID=52774266
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016561346A Expired - Fee Related JP6518691B2 (ja) | 2014-04-07 | 2015-04-01 | ポリオキシメチレンブロック共重合体の製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US10093772B2 (enExample) |
| EP (1) | EP3129419B1 (enExample) |
| JP (1) | JP6518691B2 (enExample) |
| CN (1) | CN106414532B (enExample) |
| ES (1) | ES2702327T3 (enExample) |
| SG (1) | SG11201608076RA (enExample) |
| WO (1) | WO2015155094A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018029232A1 (de) | 2016-08-12 | 2018-02-15 | Covestro Deutschland Ag | Verfahren zur herstellung von polymeren ringöffnungsprodukten |
| EP3533815A1 (de) | 2018-02-28 | 2019-09-04 | Covestro Deutschland AG | Polyurethanweichschaumstoffe auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
| EP3643730A1 (de) | 2018-10-26 | 2020-04-29 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
| EP3653657A1 (de) | 2018-11-16 | 2020-05-20 | Covestro Deutschland AG | Verfahren zur herstellung von präpolymeren umfassend einen polyoxymethylen-block |
| EP3656796A1 (de) | 2018-11-22 | 2020-05-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polymeren mit mittlerer kettenlänge |
| EP3656797A1 (de) * | 2018-11-22 | 2020-05-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyalkylenoxid-blockcopolymeren |
| EP3931230A1 (de) * | 2019-02-28 | 2022-01-05 | Covestro Intellectual Property GmbH & Co. KG | Isocyanat-terminierte prepolymere für die herstellung von polyurethan-integral-schaumstoffen |
| CN110643006B (zh) * | 2019-09-24 | 2022-07-26 | 开滦能源化工股份有限公司 | 一种高熔体强度共聚甲醛及其制备方法 |
| EP3838938A1 (de) | 2019-12-18 | 2021-06-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
| EP3922661A1 (de) | 2020-06-12 | 2021-12-15 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
| EP3960783A1 (de) * | 2020-09-01 | 2022-03-02 | Covestro Deutschland AG | Isocyanat-terminierte prepolymere auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren, verfahren zur deren herstellung und deren verwendung |
| EP4015555A1 (de) | 2020-12-18 | 2022-06-22 | Covestro Deutschland AG | Verfahren zur herstellung eines monols oder polyols umfassend einen polyoxymethylen-block |
| WO2022258570A1 (de) | 2021-06-10 | 2022-12-15 | Covestro Deutschland Ag | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
| EP4506166A1 (de) | 2023-08-10 | 2025-02-12 | Covestro Deutschland AG | Verfahren zur herstellung eines recyclefähigen monomaterial-mehrschichtsystems |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL109080C (enExample) | 1955-11-30 | |||
| GB1063525A (en) | 1963-02-14 | 1967-03-30 | Gen Tire & Rubber Co | Organic cyclic oxide polymers, their preparation and tires prepared therefrom |
| US3754053A (en) | 1964-05-15 | 1973-08-21 | Celanese Corp | Polyoxymethylene-oxyalkylene block polymers |
| US3436375A (en) | 1965-12-14 | 1969-04-01 | Celanese Corp | Preparation of oxymethylene polymers in the presence of polyhydric compounds |
| US3575930A (en) | 1968-12-12 | 1971-04-20 | Goodrich Co B F | Polyoxymethylene glycol polymers |
| US3829505A (en) | 1970-02-24 | 1974-08-13 | Gen Tire & Rubber Co | Polyethers and method for making the same |
| US3941849A (en) | 1972-07-07 | 1976-03-02 | The General Tire & Rubber Company | Polyethers and method for making the same |
| DE3050137C1 (de) | 1979-12-17 | 1985-11-14 | Asahi Kasei Kogyo K.K., Osaka | Verfahren zur Herstellung von Polyoxymethylenen |
| CA1155871A (en) | 1980-10-16 | 1983-10-25 | Gencorp Inc. | Method for treating polypropylene ether and poly-1,2- butylene ether polyols |
| US4721818A (en) | 1987-03-20 | 1988-01-26 | Atlantic Richfield Company | Purification of polyols prepared using double metal cyanide complex catalysts |
| US4877906A (en) | 1988-11-25 | 1989-10-31 | Arco Chemical Technology, Inc. | Purification of polyols prepared using double metal cyanide complex catalysts |
| WO1990007537A1 (fr) | 1989-01-06 | 1990-07-12 | Asahi Glass Company Ltd. | Production de polyether |
| US4987271A (en) | 1989-02-17 | 1991-01-22 | Asahi Glass Company, Ltd. | Method for purifying a polyoxyalkylene alcohol |
| US5010047A (en) | 1989-02-27 | 1991-04-23 | Arco Chemical Technology, Inc. | Recovery of double metal cyanide complex catalyst from a polymer |
| JP2928823B2 (ja) | 1990-03-14 | 1999-08-03 | 旭化成工業株式会社 | ポリオキシメチレン組成物 |
| US5391722A (en) | 1990-03-30 | 1995-02-21 | Olin Corporation | Acid-catalyzed fabrication of precursors for use in making polyols using double metal cyanide catalysts |
| US5099075A (en) | 1990-11-02 | 1992-03-24 | Olin Corporation | Process for removing double metal cyanide catalyst residues from a polyol |
| JP3110788B2 (ja) | 1991-04-03 | 2000-11-20 | 旭化成工業株式会社 | 潤滑特性に優れたポリアセタールブロック共重合体及びその製法 |
| US5158922A (en) | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
| US5712216A (en) | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5470813A (en) | 1993-11-23 | 1995-11-28 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts |
| US5482908A (en) | 1994-09-08 | 1996-01-09 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| US5545601A (en) | 1995-08-22 | 1996-08-13 | Arco Chemical Technology, L.P. | Polyether-containing double metal cyanide catalysts |
| US5627120A (en) | 1996-04-19 | 1997-05-06 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| US5714428A (en) | 1996-10-16 | 1998-02-03 | Arco Chemical Technology, L.P. | Double metal cyanide catalysts containing functionalized polymers |
| DE19905611A1 (de) | 1999-02-11 | 2000-08-17 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
| DE10082535B4 (de) | 1999-07-30 | 2007-04-05 | Asahi Kasei Kabushiki Kaisha | Verwendung von Polyacetal-Blockcopolymeren |
| PT1276563E (pt) | 2000-04-20 | 2004-10-29 | Bayer Materialscience Ag | Metodo de producao de catalisadores a base de cianetos bimetalicos (dmc) |
| DE10251332B4 (de) | 2002-11-05 | 2006-07-27 | Ticona Gmbh | Polyoxymethylen-Copolymere, deren Herstellung und Verwendung |
| DE10319242A1 (de) | 2003-04-28 | 2004-11-18 | Basf Ag | Ausgangsverbindungen für die Herstellung von Polyurethanen |
| US7705106B2 (en) | 2003-04-28 | 2010-04-27 | Basf Aktiengesellschaft | Initial compounds for producing polyurethanes |
| JP2007211082A (ja) * | 2006-02-08 | 2007-08-23 | Asahi Glass Co Ltd | ポリオキシメチレン−ポリオキシアルキレンブロック共重合体の製造方法 |
| US7538162B2 (en) | 2006-06-23 | 2009-05-26 | Bayer Materialscience Llc | Process for the production of polyoxyalkylene containing polyols from phenol condensation products |
| WO2011089120A1 (de) * | 2010-01-20 | 2011-07-28 | Bayer Materialscience Ag | Verfahren zur aktivierung von doppelmetallcyanidkatalysatoren zur herstellung von polyethercarbonatpolyolen |
| ES2881179T3 (es) | 2010-12-27 | 2021-11-29 | Dow Global Technologies Llc | Polimerización de óxido de alquileno usando un complejo catalítico de cianuro de metal doble y un compuesto metálico de magnesio, metal del grupo 3-grupo 15 o metal de la serie de lantánidos |
| EP2530101A1 (de) * | 2011-06-01 | 2012-12-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
| ES2627002T3 (es) | 2013-06-13 | 2017-07-26 | Covestro Deutschland Ag | Copolímeros de bloques de polietercarbonato-polioximetileno |
-
2015
- 2015-04-01 CN CN201580018600.3A patent/CN106414532B/zh not_active Expired - Fee Related
- 2015-04-01 US US15/129,209 patent/US10093772B2/en active Active
- 2015-04-01 WO PCT/EP2015/057209 patent/WO2015155094A1/de not_active Ceased
- 2015-04-01 SG SG11201608076RA patent/SG11201608076RA/en unknown
- 2015-04-01 ES ES15712975T patent/ES2702327T3/es active Active
- 2015-04-01 JP JP2016561346A patent/JP6518691B2/ja not_active Expired - Fee Related
- 2015-04-01 EP EP15712975.0A patent/EP3129419B1/de active Active
-
2018
- 2018-09-04 US US16/120,566 patent/US10759902B2/en active Active
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