CN102660014A - 一种腰果酚聚醚多元醇及其应用 - Google Patents
一种腰果酚聚醚多元醇及其应用 Download PDFInfo
- Publication number
- CN102660014A CN102660014A CN2012100965157A CN201210096515A CN102660014A CN 102660014 A CN102660014 A CN 102660014A CN 2012100965157 A CN2012100965157 A CN 2012100965157A CN 201210096515 A CN201210096515 A CN 201210096515A CN 102660014 A CN102660014 A CN 102660014A
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- CN
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- Prior art keywords
- cardanol
- polyether glycol
- polyether polyol
- polyurethane
- materials
- 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.)
- Pending
Links
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 32
- 229920000570 polyether Polymers 0.000 title claims abstract description 32
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 title claims abstract description 30
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 title claims abstract description 30
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 title claims abstract description 30
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 title claims abstract description 30
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 title claims abstract description 25
- 229920005862 polyol Polymers 0.000 title abstract description 8
- 150000003077 polyols Chemical class 0.000 title abstract description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- -1 cardanol aminal Chemical class 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 5
- 239000004814 polyurethane Substances 0.000 claims abstract description 4
- 229920002635 polyurethane Polymers 0.000 claims abstract description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 52
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 26
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 7
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- KGWDUNBJIMUFAP-KVVVOXFISA-N Ethanolamine Oleate Chemical group NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O KGWDUNBJIMUFAP-KVVVOXFISA-N 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000007670 refining Methods 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 4
- 239000011527 polyurethane coating Substances 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 2
- 239000006261 foam material Substances 0.000 abstract 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract 1
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 abstract 1
- 239000011496 polyurethane foam Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 244000226021 Anacardium occidentale Species 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 241000415246 Callisia navicularis Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
- 244000044283 Toxicodendron succedaneum Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000020226 cashew nut Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Polyethers (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
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CN2012100965157A CN102660014A (zh) | 2012-04-01 | 2012-04-01 | 一种腰果酚聚醚多元醇及其应用 |
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CN2012100965157A CN102660014A (zh) | 2012-04-01 | 2012-04-01 | 一种腰果酚聚醚多元醇及其应用 |
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CN2012100965157A Pending CN102660014A (zh) | 2012-04-01 | 2012-04-01 | 一种腰果酚聚醚多元醇及其应用 |
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Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103709395A (zh) * | 2013-12-16 | 2014-04-09 | 中国林业科学研究院林产化学工业研究所 | 生物质基结构阻燃型多元醇及其制备方法和应用 |
CN104725604A (zh) * | 2014-12-23 | 2015-06-24 | 上海美东生物材料股份有限公司 | 一种水性固化剂及其制备方法 |
CN105295018A (zh) * | 2015-11-19 | 2016-02-03 | 滕州市科米特新材料有限责任公司 | 一种改性腰果酚基聚醚多元醇和用其制备的高阻燃硬质聚氨酯泡沫及其制备方法 |
CN105358598A (zh) * | 2013-06-25 | 2016-02-24 | 科思创有限公司 | 用于制备具有改进的涂层粘附性的制品的聚氨酯拉挤成型制剂及由其制备的制品 |
WO2016070359A1 (en) * | 2014-11-05 | 2016-05-12 | Dow Global Technologies Llc | Flame retardant polyol |
CN106432684A (zh) * | 2016-09-14 | 2017-02-22 | 中国林业科学研究院林产化学工业研究所 | 一种自催化型腰果酚/木质素基聚氨酯泡沫及其制备方法 |
CN108467473A (zh) * | 2018-04-16 | 2018-08-31 | 东光县强龙高分子材料有限责任公司 | 一种天然油脂为原料的聚氨酯硬质泡沫及其制备方法 |
CN108623801A (zh) * | 2018-05-16 | 2018-10-09 | 苏州保力瑞生物材料科技开发有限公司 | 一种新型植物多烯酚聚醚多元醇及其制备方法 |
CN109134803A (zh) * | 2018-06-25 | 2019-01-04 | 青岛海尔股份有限公司 | 多元醇组合物及其制备的聚氨酯硬质泡沫塑料 |
US20240110037A1 (en) * | 2022-10-04 | 2024-04-04 | Wildcard IP Holdings, LLC | Building material |
FR3145566A1 (fr) | 2023-02-07 | 2024-08-09 | Arkema France | Formulations à base de polyols bio-sourcés |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1046730A (zh) * | 1989-04-20 | 1990-11-07 | 三井东压化学株式会社 | 聚醚多羟基化合物的制备方法 |
EP1475411A1 (de) * | 2003-05-05 | 2004-11-10 | Sika Technology AG | Mannichbasen und Herstellungsverfahren von Mannichbasen |
WO2010147091A1 (ja) * | 2009-06-16 | 2010-12-23 | 旭硝子株式会社 | ポリエーテルポリオールの製造方法、およびこれを用いた硬質発泡合成樹脂の製造方法 |
WO2011003446A1 (en) * | 2009-07-08 | 2011-01-13 | Cimteclab S.R.L. | Synthesis of novel multifunctional cardanol's derivatives and their use as halogen free polyurethanic foams precursors |
-
2012
- 2012-04-01 CN CN2012100965157A patent/CN102660014A/zh active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1046730A (zh) * | 1989-04-20 | 1990-11-07 | 三井东压化学株式会社 | 聚醚多羟基化合物的制备方法 |
EP1475411A1 (de) * | 2003-05-05 | 2004-11-10 | Sika Technology AG | Mannichbasen und Herstellungsverfahren von Mannichbasen |
WO2010147091A1 (ja) * | 2009-06-16 | 2010-12-23 | 旭硝子株式会社 | ポリエーテルポリオールの製造方法、およびこれを用いた硬質発泡合成樹脂の製造方法 |
WO2011003446A1 (en) * | 2009-07-08 | 2011-01-13 | Cimteclab S.R.L. | Synthesis of novel multifunctional cardanol's derivatives and their use as halogen free polyurethanic foams precursors |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105358598B (zh) * | 2013-06-25 | 2018-08-10 | 科思创有限公司 | 用于制备具有改进的涂层粘附性的制品的聚氨酯拉挤成型制剂及由其制备的制品 |
US10005877B2 (en) | 2013-06-25 | 2018-06-26 | Covestro Llc | Polyurethane pultrusion formulations for the production of articles with improved coating adhesion and articles produced therefrom |
CN105358598A (zh) * | 2013-06-25 | 2016-02-24 | 科思创有限公司 | 用于制备具有改进的涂层粘附性的制品的聚氨酯拉挤成型制剂及由其制备的制品 |
CN103709395B (zh) * | 2013-12-16 | 2016-06-08 | 中国林业科学研究院林产化学工业研究所 | 生物质基结构阻燃型多元醇及其制备方法和应用 |
CN103709395A (zh) * | 2013-12-16 | 2014-04-09 | 中国林业科学研究院林产化学工业研究所 | 生物质基结构阻燃型多元醇及其制备方法和应用 |
JP2017535541A (ja) * | 2014-11-05 | 2017-11-30 | ダウ グローバル テクノロジーズ エルエルシー | 難燃性ポリオール |
CN107074740A (zh) * | 2014-11-05 | 2017-08-18 | 陶氏环球技术有限责任公司 | 阻燃剂多元醇 |
WO2016070359A1 (en) * | 2014-11-05 | 2016-05-12 | Dow Global Technologies Llc | Flame retardant polyol |
CN107074740B (zh) * | 2014-11-05 | 2020-11-10 | 陶氏环球技术有限责任公司 | 阻燃剂多元醇 |
CN104725604A (zh) * | 2014-12-23 | 2015-06-24 | 上海美东生物材料股份有限公司 | 一种水性固化剂及其制备方法 |
CN105295018A (zh) * | 2015-11-19 | 2016-02-03 | 滕州市科米特新材料有限责任公司 | 一种改性腰果酚基聚醚多元醇和用其制备的高阻燃硬质聚氨酯泡沫及其制备方法 |
CN106432684B (zh) * | 2016-09-14 | 2018-10-02 | 中国林业科学研究院林产化学工业研究所 | 一种自催化型腰果酚/木质素基聚氨酯泡沫及其制备方法 |
CN106432684A (zh) * | 2016-09-14 | 2017-02-22 | 中国林业科学研究院林产化学工业研究所 | 一种自催化型腰果酚/木质素基聚氨酯泡沫及其制备方法 |
CN108467473A (zh) * | 2018-04-16 | 2018-08-31 | 东光县强龙高分子材料有限责任公司 | 一种天然油脂为原料的聚氨酯硬质泡沫及其制备方法 |
CN108623801A (zh) * | 2018-05-16 | 2018-10-09 | 苏州保力瑞生物材料科技开发有限公司 | 一种新型植物多烯酚聚醚多元醇及其制备方法 |
CN109134803A (zh) * | 2018-06-25 | 2019-01-04 | 青岛海尔股份有限公司 | 多元醇组合物及其制备的聚氨酯硬质泡沫塑料 |
US20240110037A1 (en) * | 2022-10-04 | 2024-04-04 | Wildcard IP Holdings, LLC | Building material |
FR3145566A1 (fr) | 2023-02-07 | 2024-08-09 | Arkema France | Formulations à base de polyols bio-sourcés |
WO2024165811A1 (fr) | 2023-02-07 | 2024-08-15 | Arkema France | Formulations à base de polyols bio-sourcés |
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