JP2012526161A5 - - Google Patents
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- Publication number
- JP2012526161A5 JP2012526161A5 JP2012508939A JP2012508939A JP2012526161A5 JP 2012526161 A5 JP2012526161 A5 JP 2012526161A5 JP 2012508939 A JP2012508939 A JP 2012508939A JP 2012508939 A JP2012508939 A JP 2012508939A JP 2012526161 A5 JP2012526161 A5 JP 2012526161A5
- Authority
- JP
- Japan
- Prior art keywords
- aryl
- alkyl
- hydrogen
- independently
- polyester
- 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
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 30
- 229920000728 polyester Polymers 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 229920005906 polyester polyol Polymers 0.000 claims description 15
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 150000002118 epoxides Chemical class 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- QVCUKHQDEZNNOC-UHFFFAOYSA-N 1,2-diazabicyclo[2.2.2]octane Chemical compound C1CC2CCN1NC2 QVCUKHQDEZNNOC-UHFFFAOYSA-N 0.000 claims description 4
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 4
- 239000012971 dimethylpiperazine Substances 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229920001228 polyisocyanate Polymers 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000004814 polyurethane Substances 0.000 claims description 2
- 229920002635 polyurethane Polymers 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 2
- 150000007942 carboxylates Chemical class 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-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
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 4
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-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
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- 230000009466 transformation Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09006162.3 | 2009-05-06 | ||
| EP09006162 | 2009-05-06 | ||
| PCT/EP2010/002697 WO2010127823A2 (de) | 2009-05-06 | 2010-05-04 | Verfahren zur herstellung von polyesterpolyolen mit sekundären oh-endgruppen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012526161A JP2012526161A (ja) | 2012-10-25 |
| JP2012526161A5 true JP2012526161A5 (enExample) | 2013-06-20 |
| JP5536877B2 JP5536877B2 (ja) | 2014-07-02 |
Family
ID=41010271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012508939A Expired - Fee Related JP5536877B2 (ja) | 2009-05-06 | 2010-05-04 | 第２級ｏｈ末端基を有するポリエステルポリオールの製造方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9193822B2 (enExample) |
| EP (1) | EP2427510B1 (enExample) |
| JP (1) | JP5536877B2 (enExample) |
| KR (1) | KR20120027217A (enExample) |
| CN (1) | CN102414239B (enExample) |
| BR (1) | BRPI1013969A2 (enExample) |
| CA (1) | CA2760855A1 (enExample) |
| ES (1) | ES2439320T3 (enExample) |
| MX (1) | MX2011011643A (enExample) |
| PL (1) | PL2427510T3 (enExample) |
| RU (1) | RU2546123C2 (enExample) |
| SG (1) | SG175433A1 (enExample) |
| WO (1) | WO2010127823A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2465890A1 (de) * | 2010-12-17 | 2012-06-20 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen mit primären Hydroxyl-Endgruppen und daraus hergestellte Polyurethanpolymere |
| WO2013024107A1 (de) | 2011-08-16 | 2013-02-21 | Bayer Intellectual Property Gmbh | Verfahren zur herstellung eines polyurethan-polyisocyanurat-hartschaums |
| WO2013024108A1 (de) | 2011-08-16 | 2013-02-21 | Bayer Intellectual Property Gmbh | Verfahren zur herstellung eines polyurethan-polyisocyanurat-hartschaums |
| JP6179361B2 (ja) * | 2012-11-29 | 2017-08-16 | 東レ株式会社 | 末端変性ポリマーを含む熱可塑性樹脂 |
| DE202013004202U1 (de) * | 2013-04-26 | 2014-08-05 | Bayer Materialscience Ag | Geschäumter Formkörper |
| CN104262596B (zh) * | 2014-09-23 | 2016-08-31 | 四川东材科技集团股份有限公司 | 一种高官能度聚酯多元醇及其制备方法 |
| AR102914A1 (es) * | 2014-11-12 | 2017-04-05 | Dow Global Technologies Llc | Adhesivo de laminación por embutición en frío de bisfenol-a-libre |
| BR112018077450A2 (pt) * | 2016-08-24 | 2019-04-02 | Basf Coatings Gmbh | método para produzir um sistema de revestimento em um substrato, substrato revestido, e, uso de um material de revestimento de base aquoso pigmentado. |
| KR20190076963A (ko) * | 2016-09-25 | 2019-07-02 | 피티티 글로벌 케미컬 퍼블릭 컴퍼니 리미티드 | 바이오 재생 가능 고성능 폴리에스테르 폴리올 |
| CN109054002A (zh) * | 2018-09-21 | 2018-12-21 | 吉林化工学院 | 线性聚酯多元醇的制备与应用 |
| CN111961196A (zh) * | 2019-05-20 | 2020-11-20 | 湖州欧美化学有限公司 | 包含仲羟基端基的聚合物多元醇的制备方法 |
| US11932761B2 (en) | 2021-02-08 | 2024-03-19 | Covestro Llc | HFCO-containing isocyanate-reactive compositions, polyurethane foams formed therefrom, and composite articles that include such foams |
| CN116333285B (zh) * | 2022-12-09 | 2025-04-01 | 万华化学集团股份有限公司 | 一种低反应活性聚酯多元醇及其制备方法和应用 |
| CN116284716B (zh) * | 2023-03-27 | 2025-11-25 | 旭川化学（苏州）有限公司 | 一种聚酯及其制备方法和应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE663892A (enExample) * | 1964-05-13 | |||
| US4144395A (en) * | 1977-12-05 | 1979-03-13 | Basf Wyandotte Corporation | Process for the preparation of polyether-ester polyols |
| EP0010804A1 (en) | 1978-11-03 | 1980-05-14 | THE PROCTER & GAMBLE COMPANY | Method for producing highly aromatized coffee products |
| JPS56116718A (en) * | 1980-02-19 | 1981-09-12 | Nippon Synthetic Chem Ind Co Ltd:The | Preparation of carboxyl group-type polyester resin for powder paint |
| EP0086309B1 (en) * | 1981-12-28 | 1986-07-30 | Ford Motor Company Limited | Coating compositions and polyhydroxy oligomer precursor therefor |
| US4647595A (en) * | 1985-10-17 | 1987-03-03 | Asahi Glass Company, Ltd. | Process for producing a urethane-modified polyisocyanurate foam |
| DE3613875A1 (de) * | 1986-04-24 | 1987-10-29 | Basf Ag | Verfahren zur herstellung von polyester-polyolen |
| DE3621039A1 (de) * | 1986-06-24 | 1988-01-07 | Bayer Ag | Verfahren zur herstellung von hydroxylgruppen aufweisenden oligoestern und deren verwendung |
| DE19623065A1 (de) * | 1996-06-10 | 1997-12-11 | Bayer Ag | Verfahren zur Herstellung von Polyurethan Hartschaumstoffen mit geringer Wärmeleitfähigkeit |
| DE102004060800A1 (de) * | 2004-12-17 | 2007-05-03 | Bayer Materialscience Ag | Kunststoffformteile aus gegebenenfalls gefüllten Polyurethanen und deren Verwendung |
-
2010
- 2010-05-04 PL PL10772045T patent/PL2427510T3/pl unknown
- 2010-05-04 MX MX2011011643A patent/MX2011011643A/es active IP Right Grant
- 2010-05-04 WO PCT/EP2010/002697 patent/WO2010127823A2/de not_active Ceased
- 2010-05-04 CA CA2760855A patent/CA2760855A1/en not_active Abandoned
- 2010-05-04 KR KR1020117026372A patent/KR20120027217A/ko not_active Ceased
- 2010-05-04 ES ES10772045.0T patent/ES2439320T3/es active Active
- 2010-05-04 BR BRPI1013969A patent/BRPI1013969A2/pt not_active IP Right Cessation
- 2010-05-04 SG SG2011080355A patent/SG175433A1/en unknown
- 2010-05-04 EP EP10772045.0A patent/EP2427510B1/de active Active
- 2010-05-04 CN CN201080019855.9A patent/CN102414239B/zh active Active
- 2010-05-04 RU RU2011149350/04A patent/RU2546123C2/ru not_active IP Right Cessation
- 2010-05-04 JP JP2012508939A patent/JP5536877B2/ja not_active Expired - Fee Related
- 2010-05-04 US US13/318,157 patent/US9193822B2/en active Active
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