CN115785435A - 一种一步法制备聚醚多元醇的方法 - Google Patents
一种一步法制备聚醚多元醇的方法 Download PDFInfo
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- CN115785435A CN115785435A CN202211705556.1A CN202211705556A CN115785435A CN 115785435 A CN115785435 A CN 115785435A CN 202211705556 A CN202211705556 A CN 202211705556A CN 115785435 A CN115785435 A CN 115785435A
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- reaction
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- catalyst
- initiator
- polyether polyol
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- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 129
- 229920000570 polyether Polymers 0.000 title claims abstract description 129
- 238000000034 method Methods 0.000 title claims abstract description 120
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- 150000003077 polyols Chemical class 0.000 title claims abstract description 115
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- 238000006243 chemical reaction Methods 0.000 claims abstract description 119
- 239000003446 ligand Substances 0.000 claims abstract description 93
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- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims abstract description 55
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- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims description 6
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 5
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
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- 125000002947 alkylene group Chemical group 0.000 description 8
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical group [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 6
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- 239000001384 succinic acid Substances 0.000 description 4
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- RKBAPHPQTADBIK-UHFFFAOYSA-N cobalt;hexacyanide Chemical group [Co].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] RKBAPHPQTADBIK-UHFFFAOYSA-N 0.000 description 3
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- 239000011701 zinc Substances 0.000 description 3
- 235000005074 zinc chloride Nutrition 0.000 description 3
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
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- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
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- 239000000853 adhesive Substances 0.000 description 2
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- 150000001340 alkali metals Chemical class 0.000 description 2
- 238000007036 catalytic synthesis reaction Methods 0.000 description 2
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- 230000007423 decrease Effects 0.000 description 2
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- AWDBHOZBRXWRKS-UHFFFAOYSA-N tetrapotassium;iron(6+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+6].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] AWDBHOZBRXWRKS-UHFFFAOYSA-N 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
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- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
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- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
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Citations (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1299300A (zh) * | 1998-05-05 | 2001-06-13 | 拜尔安特卫普有限公司 | 酸处理双金属氰化物络合催化剂 |
US6468939B1 (en) * | 1999-03-24 | 2002-10-22 | Bayer Aktiengesellschaft | Double metal cyanide catalysts for the preparation of polyether polyols |
CN1383917A (zh) * | 2001-05-07 | 2002-12-11 | 拜尔公司 | 用于制备聚醚型多元醇的双金属氰化物催化剂 |
CN1387460A (zh) * | 1999-11-08 | 2002-12-25 | 拜尔公司 | 制备聚醚多元醇的双金属氰化物催化剂 |
CN1457928A (zh) * | 2002-05-17 | 2003-11-26 | 中国石化集团金陵石油化工有限责任公司 | 连续法制备双金属氰化物络合催化剂工艺 |
JP2004067793A (ja) * | 2002-08-05 | 2004-03-04 | National Institute Of Advanced Industrial & Technology | 芳香族ポリエーテルの製造方法 |
CN1628139A (zh) * | 2002-02-07 | 2005-06-15 | 巴斯福股份公司 | 活化双金属氰化物的方法 |
CN1662576A (zh) * | 2002-06-24 | 2005-08-31 | 巴斯福股份公司 | Dmc催化剂、聚醚醇及其制备方法 |
JP2005232377A (ja) * | 2004-02-20 | 2005-09-02 | Asahi Glass Co Ltd | アルキレンオキシド開環重合用触媒及びこれを用いたポリエーテル類の製造方法 |
CN1709939A (zh) * | 2005-06-22 | 2005-12-21 | 中国石化上海高桥石油化工公司 | 低不饱和度聚醚多元醇的制备方法 |
CN101104685A (zh) * | 2006-06-23 | 2008-01-16 | 拜尔材料科学有限公司 | 由酚缩合产物生产含聚氧化烯的多元醇的方法 |
CN103370357A (zh) * | 2010-12-20 | 2013-10-23 | 拜耳知识产权有限责任公司 | 制备聚醚酯多元醇的方法 |
US20130289236A1 (en) * | 2010-12-27 | 2013-10-31 | David S. Laitar | Alkylene oxide polymerization using a double metal cyanide catalyst complex and a magnesium, group 3 - group 15 metal or lanthanide series metal compound |
CN103476829A (zh) * | 2011-03-31 | 2013-12-25 | 陶氏环球技术有限责任公司 | 利用超酸和双金属氰化物催化剂生产短链多官能聚醚多元醇的方法 |
US20170240702A1 (en) * | 2014-10-22 | 2017-08-24 | Dow Global Technologies Llc | Dual catalyst system for high primary hydroxyl polyols |
CN111303401A (zh) * | 2020-04-07 | 2020-06-19 | 淮安巴德聚氨酯科技有限公司 | 一种双金属氰化物络合催化剂及其制备方法 |
US20200255592A1 (en) * | 2017-09-15 | 2020-08-13 | Dow Global Technologies Llc | Continuous Process for Making Polyether Polyols |
US20210213431A1 (en) * | 2018-09-29 | 2021-07-15 | Hangzhou Poly Material Science & Technology Co., Ltd. | Mixed-acid modified zinc-cobalt double metal cyanide catalyst and preparation method thereof |
US20210275941A1 (en) * | 2018-11-02 | 2021-09-09 | Jiahua Chemistry (Binzhou) Co., Ltd. | Polyether polyol refining method and refining apparatus |
CN113631629A (zh) * | 2019-02-28 | 2021-11-09 | 陶氏环球技术有限责任公司 | 聚醚聚合工艺 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103626986A (zh) * | 2013-09-25 | 2014-03-12 | 天津工业大学 | 一种新型磁性双金属氰化物络合催化剂的制备方法 |
CN106496544A (zh) * | 2016-10-25 | 2017-03-15 | 浙江润禾有机硅新材料有限公司 | 一种甲基封端烯丙醇聚醚的制备方法 |
-
2022
- 2022-12-29 CN CN202211705556.1A patent/CN115785435B/zh active Active
Patent Citations (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1299300A (zh) * | 1998-05-05 | 2001-06-13 | 拜尔安特卫普有限公司 | 酸处理双金属氰化物络合催化剂 |
US6468939B1 (en) * | 1999-03-24 | 2002-10-22 | Bayer Aktiengesellschaft | Double metal cyanide catalysts for the preparation of polyether polyols |
CN1387460A (zh) * | 1999-11-08 | 2002-12-25 | 拜尔公司 | 制备聚醚多元醇的双金属氰化物催化剂 |
CN1383917A (zh) * | 2001-05-07 | 2002-12-11 | 拜尔公司 | 用于制备聚醚型多元醇的双金属氰化物催化剂 |
CN1628139A (zh) * | 2002-02-07 | 2005-06-15 | 巴斯福股份公司 | 活化双金属氰化物的方法 |
CN1457928A (zh) * | 2002-05-17 | 2003-11-26 | 中国石化集团金陵石油化工有限责任公司 | 连续法制备双金属氰化物络合催化剂工艺 |
CN1662576A (zh) * | 2002-06-24 | 2005-08-31 | 巴斯福股份公司 | Dmc催化剂、聚醚醇及其制备方法 |
JP2004067793A (ja) * | 2002-08-05 | 2004-03-04 | National Institute Of Advanced Industrial & Technology | 芳香族ポリエーテルの製造方法 |
JP2005232377A (ja) * | 2004-02-20 | 2005-09-02 | Asahi Glass Co Ltd | アルキレンオキシド開環重合用触媒及びこれを用いたポリエーテル類の製造方法 |
CN1709939A (zh) * | 2005-06-22 | 2005-12-21 | 中国石化上海高桥石油化工公司 | 低不饱和度聚醚多元醇的制备方法 |
CN101104685A (zh) * | 2006-06-23 | 2008-01-16 | 拜尔材料科学有限公司 | 由酚缩合产物生产含聚氧化烯的多元醇的方法 |
CN103370357A (zh) * | 2010-12-20 | 2013-10-23 | 拜耳知识产权有限责任公司 | 制备聚醚酯多元醇的方法 |
US20130289236A1 (en) * | 2010-12-27 | 2013-10-31 | David S. Laitar | Alkylene oxide polymerization using a double metal cyanide catalyst complex and a magnesium, group 3 - group 15 metal or lanthanide series metal compound |
CN103476829A (zh) * | 2011-03-31 | 2013-12-25 | 陶氏环球技术有限责任公司 | 利用超酸和双金属氰化物催化剂生产短链多官能聚醚多元醇的方法 |
US20170240702A1 (en) * | 2014-10-22 | 2017-08-24 | Dow Global Technologies Llc | Dual catalyst system for high primary hydroxyl polyols |
US20200255592A1 (en) * | 2017-09-15 | 2020-08-13 | Dow Global Technologies Llc | Continuous Process for Making Polyether Polyols |
US20210213431A1 (en) * | 2018-09-29 | 2021-07-15 | Hangzhou Poly Material Science & Technology Co., Ltd. | Mixed-acid modified zinc-cobalt double metal cyanide catalyst and preparation method thereof |
US20210275941A1 (en) * | 2018-11-02 | 2021-09-09 | Jiahua Chemistry (Binzhou) Co., Ltd. | Polyether polyol refining method and refining apparatus |
CN113631629A (zh) * | 2019-02-28 | 2021-11-09 | 陶氏环球技术有限责任公司 | 聚醚聚合工艺 |
CN111303401A (zh) * | 2020-04-07 | 2020-06-19 | 淮安巴德聚氨酯科技有限公司 | 一种双金属氰化物络合催化剂及其制备方法 |
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