DK2403890T3 - Polyurethanskum omfattende lipid-baserede polyoler - Google Patents

Polyurethanskum omfattende lipid-baserede polyoler Download PDF

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Publication number
DK2403890T3
DK2403890T3 DK10711917.4T DK10711917T DK2403890T3 DK 2403890 T3 DK2403890 T3 DK 2403890T3 DK 10711917 T DK10711917 T DK 10711917T DK 2403890 T3 DK2403890 T3 DK 2403890T3
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Denmark
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polyol
isocyanate
foam
lipid
process according
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DK10711917.4T
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English (en)
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Jeffrey Philip Rowlands
Frans Paap
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Green Urethanes Ltd
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/24—Catalysts containing metal compounds of tin
    • C08G18/244—Catalysts containing metal compounds of tin tin salts of carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/14—Manufacture of cellular products
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/2815—Monohydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4891—Polyethers modified with higher fatty oils or their acids or by resin acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0008—Foam properties flexible
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0025—Foam properties rigid
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/005—< 50kg/m3
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/249921—Web or sheet containing structurally defined element or component
    • Y10T428/249953—Composite having voids in a component [e.g., porous, cellular, etc.]
    • Y10T428/249978—Voids specified as micro

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyurethanes Or Polyureas (AREA)

Claims (21)

1. Fremgangsmåde til fremstilling af et polyurethanskum af en blanding af isocyanat-modificeret polyol og skumdannende ingredienser, hvor den isocyanatmodificerede polyol er fremstillet ved omsætning af i det mindste én polyol med i det mindste én multifunktionel isocyanat, hvor det isocyanatmodificerede polyol er en ikke-skummet polyolpolymer med tilgængelige OH-grupper, hvor de skumdannende ingredienser omfatter i det mindste én multifunktionel isocyanat og et skummiddel, fortrinsvis vand, og kendetegnet ved, at den i det mindste ene polyol, hvoraf den isocyanatmodificerede polyol er fremstillet, omfatter i det mindste én lipid-baseret polyol, som er blevet underkastet en omsætning med isocyanatet under tilstedeværelse af 0,001 til 0,1 millimol af en PU-geleringskatalysator pr. 100 g polyol, og i det væsentlige uden anvendelse af varme, og i forhold til det totale polyolindhold i vægt, er den lipid-baserede polyol tilvejebragt i en mængde, som er tilstrækkelig til at opnå mere end 30% af den lipid-baserede polyol i skummet.
2. Fremgangsmåde ifølge krav 1, hvor den lipid-baserede polyol er en naturlig oliepolyol (NOP), som er afledt af et mono eller højerefunktionelt umættet triglycerid.
3. Fremgangsmåde ifølge enten krav 1 eller 2, hvor PU-geleringskatalysatoren er et metalsalt eller en organo-metallisk katalysator.
4. Fremgangsmåde ifølge ethvert af de foregående krav, hvor fraktionen af isocyanat er i området fra 0,01 vægt% til 33 vægt% af den teoretiske mængde af isocyanat, som kræves for reaktion med alle tilgængelige hydroxylgrupper i polyolen/polyolerne.
5. Fremgangsmåde ifølge ethvert af de foregående krav, hvor den isocyanatmodificerede polyol er fremstillet ved omsætning af både i det mindste én lipidbaseret polyol og en yderligere polyol med den i det mindste ene multifunktionelle isocyanat.
6. Fremgangsmåde ifølge ethvert af de foregående krav, hvor den lipid-baserede polyol omfatter en sojabønnebaseret polyol, en ricinusoliebaseret polyol, en palmeoliebaseret polyol, en rapsoliebaseret polyol eller blandinger deraf.
7. Fremgangsmåde ifølge ethvert af de foregående krav, hvor den i det mindste ene polyol, hvoraf den isocyanatmodificerede polyol fremstilles, omfatter en polymermodificeret polyol.
8. Fremgangsmåde ifølge ethvert af de foregående krav, hvor den i det mindste ene polyol, hvoraf den isocyanatmodificerede polyol fremstilles, omfatter en polyetherpolyol.
9. Fremgangsmåde ifølge krav 8, kendetegnet ved, at polyetherpolyolen er i det mindste overvejende propylenoxid (PO) afledt, og/eller har en funktionalitet på to eller mere.
10. Fremgangsmåde ifølge krav 9, kendetegnet ved, at polyetherpolyolen er en triol.
11. Fremgangsmåde ifølge ethvert af de foregående krav, hvor den isocyanatmodificerede polyol har en viskositet på under 20.000 mPa-s, og fremstilles ved omsætning af en fraktion i området 0,01 vægt% til 33 vægt% af den teoretiske mængde af isocyanatet, som kræves for at reagere med alle tilgængelige hydroxylgrupper i poly-olen/polyolerne.
12. Fremgangsmåde ifølge krav 11, hvor den nævnte fraktion er i området 3% til 25%.
13. Fremgangsmåde ifølge ethvert af de foregående krav, kendetegnet ved, at et skumprodukt med en densitet på 5 til 100, især 14 til 70 kg/m3 fremstilles.
14. Fremgangsmåde ifølge ethvert af de foregående krav, hvor ricinoliesyre inkorporeres.
15. Fremgangsmåde ifølge krav 14, hvor ricinoliesyren inkorporeres i en mængde i området 0,1 til 0,5 php.
16. Fremgangsmåde til fremstilling af en polymermodificeret polyol til anvendelse ved fremstillingen af et PU-skum, hvor denne fremgangsmåde kræver en bærepolyol, og hvor denne bærepolyol er en isocyanatmodificeret polyol fremstillet ved at omsætte i det mindste én polyol med i det mindste én multifunktionel isocyanat, hvor den isocyanatmodificerede polyol er en ikke-skummet polyolisocyanatmodificeret polyol med tilgængelige OH-grupper, hvor de skumdannende ingredienser omfatter i det mindste en multifunktionel isocyanat og vand, og kendetegnet ved, at den i det mindste ene polyol, hvoraf den isocyanatmodificerede polyol fremstilles, omfatter en lipid-baseret polyol, som er blevet underkastet en omsætning med isocyanatet under tilstedeværelse af 0,001 til 0,1 millimol af en PU-geleringskatalysator pr. 100 g polyol, og i det væsentlige uden anvendelse af varme, og i forhold til det totale polyolindhold i vægt, er den lipid-baserede polyol tilvejebragt i en mængde, som er tilstrækkelig til at opnå mere end 30% af den lipid-baserede polyol i skummet.
17. Fremgangsmåde ifølge krav 16, hvor den lipid-baserede polyol er en naturlig oliepolyol (NOP), som er afledt af et mono eller højerefunktionelt umættet triglycerid.
18. Fremgangsmåde ifølge enten krav 16 eller 17, hvor PU-geleringskatalysatoren er et metalsalt eller en organometallisk katalysator.
19. Fremgangsmåde ifølge ethvert af kravene 16 til 18, hvor ricinusoliesyre er inkorporeret.
20. Fremgangsmåde ifølge krav 19, hvor ricinusoliesyren er inkorporeret i en mængde i området 0,1 til 0,5 php.
21. Fremgangsmåde ifølge ethvert af kravene 16 til 20, hvor fraktionen af isocyanat er i området 0,01 vægt% til 33 vægt% af den teoretiske mængde af isocyanat, som kræves for at reagere med alle tilgængelig hydroxylgrupper i polyolen/polyolerne.
DK10711917.4T 2009-03-04 2010-03-03 Polyurethanskum omfattende lipid-baserede polyoler DK2403890T3 (da)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
GB0903717A GB0903717D0 (en) 2009-03-04 2009-03-04 Flexible polyurethane foam
GB0905948A GB0905948D0 (en) 2009-03-04 2009-04-06 Flexible polyurethane foam
GB0909563A GB0909563D0 (en) 2009-03-04 2009-06-03 Flexible polyurethane foam
GB0910063A GB0910063D0 (en) 2009-03-04 2009-06-11 Polyurethane foam
GB0912558A GB0912558D0 (en) 2009-03-04 2009-07-20 Polyurethane foam
GB0917550A GB0917550D0 (en) 2009-03-04 2009-10-07 Polyurethane foam
PCT/GB2010/000381 WO2010100421A2 (en) 2009-03-04 2010-03-03 Polyurethane foam

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DK2403890T3 true DK2403890T3 (da) 2016-12-12

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US (3) US8815968B2 (da)
EP (1) EP2403890B1 (da)
JP (2) JP5829918B2 (da)
CN (1) CN102341421A (da)
BR (1) BRPI1009559A2 (da)
CA (1) CA2753346C (da)
DK (1) DK2403890T3 (da)
ES (1) ES2604002T3 (da)
GB (6) GB0903717D0 (da)
HU (1) HUE030202T2 (da)
MX (1) MX2011009030A (da)
PL (1) PL2403890T3 (da)
PT (1) PT2403890T (da)
RU (1) RU2529469C2 (da)
WO (1) WO2010100421A2 (da)

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JP7112298B2 (ja) * 2018-09-19 2022-08-03 株式会社イノアックコーポレーション 積層体と車両用内装材の表皮材
KR102308560B1 (ko) * 2020-07-01 2021-10-06 주식회사 케이씨씨 접착제용 우레탄 수지 및 그 제조방법
CN111825827A (zh) * 2020-07-22 2020-10-27 江苏君晟家居科技有限公司 植物油基改性异氰酸酯的合成工艺以及其应用
US11613604B2 (en) 2021-06-28 2023-03-28 Covestro Llc Isocyanate-reactive compositions, polyurethane foams formed therefrom, multi-layer composite articles that include such foams, and methods for their preparation
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US20140329923A1 (en) 2014-11-06
EP2403890B1 (en) 2016-08-17
US8815968B2 (en) 2014-08-26
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US20140336347A1 (en) 2014-11-13
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