JP2007131845A5 - - Google Patents
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- Publication number
- JP2007131845A5 JP2007131845A5 JP2006301618A JP2006301618A JP2007131845A5 JP 2007131845 A5 JP2007131845 A5 JP 2007131845A5 JP 2006301618 A JP2006301618 A JP 2006301618A JP 2006301618 A JP2006301618 A JP 2006301618A JP 2007131845 A5 JP2007131845 A5 JP 2007131845A5
- Authority
- JP
- Japan
- Prior art keywords
- boron
- oxide
- acid
- equivalents
- starter compound
- 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
- 238000000034 method Methods 0.000 claims description 51
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 39
- 229910052796 boron Inorganic materials 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000007858 starting material Substances 0.000 claims description 23
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 20
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 10
- 150000001639 boron compounds Chemical class 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 claims description 6
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 6
- 239000002816 fuel additive Substances 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 claims description 4
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 150000003009 phosphonic acids Chemical class 0.000 claims description 4
- 150000003460 sulfonic acids Chemical class 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 229940014800 succinic anhydride Drugs 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- JPSKCQCQZUGWNM-UHFFFAOYSA-N 2,7-Oxepanedione Chemical compound O=C1CCCCC(=O)O1 JPSKCQCQZUGWNM-UHFFFAOYSA-N 0.000 description 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- 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
- VCZOLZJGUAKQRC-UHFFFAOYSA-N O=S=[P] Chemical compound O=S=[P] VCZOLZJGUAKQRC-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 229960000250 adipic acid Drugs 0.000 description 2
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 2
- 235000015165 citric acid Nutrition 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 229940044600 maleic anhydride Drugs 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/270,100 US7323605B2 (en) | 2005-11-09 | 2005-11-09 | Double metal cyanide-catalyzed, low unsaturation polyethers from boron-containing starters |
| US11/270,100 | 2005-11-09 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007131845A JP2007131845A (ja) | 2007-05-31 |
| JP2007131845A5 true JP2007131845A5 (https=) | 2009-12-24 |
| JP5225571B2 JP5225571B2 (ja) | 2013-07-03 |
Family
ID=37663181
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006301618A Expired - Fee Related JP5225571B2 (ja) | 2005-11-09 | 2006-11-07 | ホウ素含有スターターからの二重金属シアン化物触媒による低不飽和度ポリエーテル |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7323605B2 (https=) |
| EP (1) | EP1785445B1 (https=) |
| JP (1) | JP5225571B2 (https=) |
| KR (1) | KR101347412B1 (https=) |
| CN (1) | CN1962725B (https=) |
| BR (1) | BRPI0604542A (https=) |
| CA (1) | CA2566836C (https=) |
| SG (1) | SG132603A1 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007005960A1 (de) * | 2007-02-07 | 2008-08-14 | Bayer Materialscience Ag | Ruß-gefüllte Polyurethane mit hoher Dielektrizitätskonstante und Durchschlagsfestigkeit |
| CN102369232B (zh) | 2009-03-30 | 2013-08-14 | 三洋化成工业株式会社 | 聚氧化烯多元醇或聚氧化烯一元醇以及聚氨酯树脂 |
| BR112016006429B1 (pt) | 2013-09-27 | 2021-08-17 | Dow Global Technologies Llc | Processo para produzir polímeros poli(óxido de 1,2- butileno) e polímero poli(óxido de 1,2- butileno) |
| WO2015065769A1 (en) * | 2013-10-30 | 2015-05-07 | Dow Global Technologies Llc | Syntactic polyurethane elastomers for use in subsea pipeline insulation |
| MX2016004745A (es) | 2013-10-30 | 2016-07-26 | Dow Global Technologies Llc | Elastomero de poliuretano sintactico basado en prepolimero de segmento suave y catalizador sin mercurio para el uso en alislamiento de tuberia submarina. |
| CA2928691C (en) | 2013-10-30 | 2021-11-02 | Dow Global Technologies Llc | Syntactic polyurethane elastomers having distinct morphology for use in subsea pipeline insulation |
| RU2675840C2 (ru) | 2013-10-30 | 2018-12-25 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Синтактические полиуретановые эластомеры на основе полиолов с низкой степенью ненасыщенности для применения в изоляции подводных трубопроводов |
| JP6883264B2 (ja) * | 2017-11-24 | 2021-06-09 | 日油株式会社 | 合成繊維平滑剤組成物 |
| CN109970961B (zh) * | 2017-12-22 | 2021-07-23 | 万华化学集团股份有限公司 | 一种端烯基封端不饱和聚醚的制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1063525A (en) | 1963-02-14 | 1967-03-30 | Gen Tire & Rubber Co | Organic cyclic oxide polymers, their preparation and tires prepared therefrom |
| GB1225803A (https=) | 1967-06-02 | 1971-03-24 | ||
| US3560539A (en) | 1968-08-21 | 1971-02-02 | Union Oil Co | Selective catalyst recovery |
| US3829508A (en) | 1969-07-14 | 1974-08-13 | Hoechst Ag | Halogenoalkyl-polyglycol ethers and process for preparing them |
| AU552988B2 (en) | 1982-03-31 | 1986-06-26 | Shell Internationale Research Maatschappij B.V. | Polymerizing epoxides and catalyst suspensions for this |
| JP3097854B2 (ja) | 1989-05-12 | 2000-10-10 | 旭硝子株式会社 | ポリウレタン類の製造方法 |
| CA2020037A1 (en) * | 1990-01-22 | 1991-07-23 | Rodney L. Sung | Polyoxyalkylene ester compounds and ori-inhibited motor fuel compositions |
| JPH05331278A (ja) * | 1992-05-29 | 1993-12-14 | Asahi Glass Co Ltd | 高分子量ポリエーテル類の製造方法 |
| US5470813A (en) | 1993-11-23 | 1995-11-28 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts |
| US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5482908A (en) | 1994-09-08 | 1996-01-09 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| US6821308B2 (en) * | 1997-04-02 | 2004-11-23 | Bayer Antwerp N.V. | Polyoxyalkylene monoethers with reduced water affinity |
| US6077978A (en) * | 1997-09-17 | 2000-06-20 | Arco Chemical Technology L.P. | Direct polyoxyalkylation of glycerine with double metal cyanide catalysis |
| US6004482A (en) * | 1997-12-24 | 1999-12-21 | Bayer Corporation | Stable aromatic amine composition, and a process for preparing color stable aromatic amines |
| US6063897A (en) * | 1998-05-05 | 2000-05-16 | Arco Chemical Technology, L.P. | Acid-treated double metal cyanide complex catalysts |
| PT1177239E (pt) | 1999-05-05 | 2005-03-31 | Bayer Materialscience Ag | Catalisadores de cianetos bimetalicos usados para a producao de polieteres-poliois |
| DE10001779A1 (de) * | 2000-01-18 | 2001-07-19 | Basf Ag | Verfahren zur Herstellung von Polyetheralkoholen |
| US6461995B1 (en) | 2000-05-08 | 2002-10-08 | Corning Incorporated | Extruded honeycomb dehydrogenation catalyst and method |
| DE10210596A1 (de) | 2002-03-11 | 2003-09-25 | Basf Ag | Polyether und deren Verwendung als Trägeröle |
| US7005552B2 (en) * | 2003-11-03 | 2006-02-28 | Bayer Materialscience Llc | Single reactor synthesis of KOH-capped polyols based on DMC-synthesized intermediates |
| US20050209438A1 (en) * | 2004-03-19 | 2005-09-22 | Browne Edward P | Starter feed stream acidification in DMC-catalyzed process |
| EP1591466A1 (en) | 2004-04-26 | 2005-11-02 | Basf Aktiengesellschaft | Preparation of a polyether composition |
-
2005
- 2005-11-09 US US11/270,100 patent/US7323605B2/en not_active Expired - Lifetime
-
2006
- 2006-10-27 EP EP06022454.0A patent/EP1785445B1/en not_active Not-in-force
- 2006-11-01 SG SG200607590-7A patent/SG132603A1/en unknown
- 2006-11-02 CA CA2566836A patent/CA2566836C/en not_active Expired - Fee Related
- 2006-11-07 JP JP2006301618A patent/JP5225571B2/ja not_active Expired - Fee Related
- 2006-11-08 KR KR1020060109995A patent/KR101347412B1/ko not_active Expired - Fee Related
- 2006-11-08 CN CN2006101464579A patent/CN1962725B/zh not_active Expired - Fee Related
- 2006-11-08 BR BRPI0604542-1A patent/BRPI0604542A/pt not_active IP Right Cessation
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