CA2583950A1 - Storage stable isocyanate-reactive component containing vegetable oil-based polyol - Google Patents
Storage stable isocyanate-reactive component containing vegetable oil-based polyol Download PDFInfo
- Publication number
- CA2583950A1 CA2583950A1 CA002583950A CA2583950A CA2583950A1 CA 2583950 A1 CA2583950 A1 CA 2583950A1 CA 002583950 A CA002583950 A CA 002583950A CA 2583950 A CA2583950 A CA 2583950A CA 2583950 A1 CA2583950 A1 CA 2583950A1
- Authority
- CA
- Canada
- Prior art keywords
- isocyanate
- reactive component
- oil
- vegetable oil
- weight
- 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.)
- Abandoned
Links
- 229920005862 polyol Polymers 0.000 title claims abstract description 82
- 150000003077 polyols Chemical class 0.000 title claims abstract description 82
- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 53
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 51
- 238000003860 storage Methods 0.000 title claims abstract description 36
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 39
- 229920005830 Polyurethane Foam Polymers 0.000 claims abstract description 35
- 239000011496 polyurethane foam Substances 0.000 claims abstract description 33
- 229920003225 polyurethane elastomer Polymers 0.000 claims abstract description 32
- 239000000806 elastomer Substances 0.000 claims abstract description 31
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 26
- -1 and optionally Substances 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 25
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 21
- 239000004094 surface-active agent Substances 0.000 claims abstract description 21
- 239000012875 nonionic emulsifier Substances 0.000 claims abstract description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 10
- 239000004604 Blowing Agent Substances 0.000 claims abstract description 9
- 239000000945 filler Substances 0.000 claims abstract description 9
- 239000000049 pigment Substances 0.000 claims abstract description 9
- 239000005056 polyisocyanate Substances 0.000 claims description 34
- 229920001228 polyisocyanate Polymers 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 22
- 229920000570 polyether Polymers 0.000 claims description 20
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- 229920000728 polyester Polymers 0.000 claims description 13
- 239000003549 soybean oil Substances 0.000 claims description 8
- 235000012424 soybean oil Nutrition 0.000 claims description 8
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- 239000004359 castor oil Substances 0.000 claims description 5
- 235000019438 castor oil Nutrition 0.000 claims description 5
- 229920005906 polyester polyol Polymers 0.000 claims description 5
- 235000019483 Peanut oil Nutrition 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 4
- 239000000828 canola oil Substances 0.000 claims description 4
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 235000005687 corn oil Nutrition 0.000 claims description 4
- 239000002285 corn oil Substances 0.000 claims description 4
- 235000012343 cottonseed oil Nutrition 0.000 claims description 4
- 239000002385 cottonseed oil Substances 0.000 claims description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000944 linseed oil Substances 0.000 claims description 4
- 239000002540 palm oil Substances 0.000 claims description 4
- 239000000312 peanut oil Substances 0.000 claims description 4
- 229920002647 polyamide Polymers 0.000 claims description 4
- 229920002857 polybutadiene Polymers 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 229920006149 polyester-amide block copolymer Polymers 0.000 claims description 4
- 229920006324 polyoxymethylene Polymers 0.000 claims description 4
- 229920006295 polythiol Polymers 0.000 claims description 4
- 239000010491 poppyseed oil Substances 0.000 claims description 4
- 239000002600 sunflower oil Substances 0.000 claims description 4
- 239000002383 tung oil Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 claims description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 2
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 2
- CEZWFBJCEWZGHX-UHFFFAOYSA-N 4-isocyanato-n-(oxomethylidene)benzenesulfonamide Chemical class O=C=NC1=CC=C(S(=O)(=O)N=C=O)C=C1 CEZWFBJCEWZGHX-UHFFFAOYSA-N 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical class N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 2
- 235000019482 Palm oil Nutrition 0.000 claims 3
- 235000019486 Sunflower oil Nutrition 0.000 claims 3
- 235000019519 canola oil Nutrition 0.000 claims 3
- 235000021388 linseed oil Nutrition 0.000 claims 3
- 239000006260 foam Substances 0.000 abstract description 13
- 239000003921 oil Substances 0.000 description 49
- 235000019198 oils Nutrition 0.000 description 49
- 239000003995 emulsifying agent Substances 0.000 description 45
- 238000000926 separation method Methods 0.000 description 31
- 238000004519 manufacturing process Methods 0.000 description 15
- 239000000126 substance Substances 0.000 description 13
- 239000012948 isocyanate Substances 0.000 description 11
- 150000002513 isocyanates Chemical class 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- 229920002635 polyurethane Polymers 0.000 description 9
- 239000004814 polyurethane Substances 0.000 description 9
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 8
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 229920000847 nonoxynol Polymers 0.000 description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 5
- 150000003333 secondary alcohols Chemical class 0.000 description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920005606 polypropylene copolymer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- PLFJWWUZKJKIPZ-UHFFFAOYSA-N 2-[2-[2-(2,6,8-trimethylnonan-4-yloxy)ethoxy]ethoxy]ethanol Chemical compound CC(C)CC(C)CC(CC(C)C)OCCOCCOCCO PLFJWWUZKJKIPZ-UHFFFAOYSA-N 0.000 description 2
- MWRSABPHNREIIX-UHFFFAOYSA-N 9,9-dimethyldecan-1-ol Chemical class CC(C)(C)CCCCCCCCO MWRSABPHNREIIX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 2
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 2
- 235000004443 Ricinus communis Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000004872 foam stabilizing agent Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- UTXPMECBRCEYCI-UHFFFAOYSA-N 2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCO)C=C1 UTXPMECBRCEYCI-UHFFFAOYSA-N 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 241001133760 Acoelorraphe Species 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 240000000385 Brassica napus var. napus Species 0.000 description 1
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 235000008753 Papaver somniferum Nutrition 0.000 description 1
- 235000010678 Paulownia tomentosa Nutrition 0.000 description 1
- 240000002834 Paulownia tomentosa Species 0.000 description 1
- 229920002012 Pluronic® F 38 Polymers 0.000 description 1
- 229920002035 Pluronic® L 10 Polymers 0.000 description 1
- 229920002043 Pluronic® L 35 Polymers 0.000 description 1
- 241000276498 Pollachius virens Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 229920002651 Polysorbate 85 Polymers 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- 239000004147 Sorbitan trioleate Substances 0.000 description 1
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- CQQXCSFSYHAZOO-UHFFFAOYSA-L [acetyloxy(dioctyl)stannyl] acetate Chemical compound CCCCCCCC[Sn](OC(C)=O)(OC(C)=O)CCCCCCCC CQQXCSFSYHAZOO-UHFFFAOYSA-L 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- RGAMPJYGTCSRAG-UHFFFAOYSA-N bis[2-(diethylamino)ethyl] hexanedioate Chemical compound CCN(CC)CCOC(=O)CCCCC(=O)OCCN(CC)CC RGAMPJYGTCSRAG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- PYBNTRWJKQJDRE-UHFFFAOYSA-L dodecanoate;tin(2+) Chemical compound [Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O PYBNTRWJKQJDRE-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- XFLSMWXCZBIXLV-UHFFFAOYSA-N n,n-dimethyl-2-(4-methylpiperazin-1-yl)ethanamine Chemical compound CN(C)CCN1CCN(C)CC1 XFLSMWXCZBIXLV-UHFFFAOYSA-N 0.000 description 1
- ZWRDBWDXRLPESY-UHFFFAOYSA-N n-benzyl-n-ethylethanamine Chemical compound CCN(CC)CC1=CC=CC=C1 ZWRDBWDXRLPESY-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- 239000013520 petroleum-based product Substances 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940113171 polysorbate 85 Drugs 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002683 reaction inhibitor Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- SYRHIZPPCHMRIT-UHFFFAOYSA-N tin(4+) Chemical class [Sn+4] SYRHIZPPCHMRIT-UHFFFAOYSA-N 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
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Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
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- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
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| US11/401,510 US20070238800A1 (en) | 2006-04-11 | 2006-04-11 | Storage stable isocyanate-reactive component containing vegetable oil-based polyol |
| US11/401,510 | 2006-04-11 |
Publications (1)
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| CA2583950A1 true CA2583950A1 (en) | 2007-10-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CA002583950A Abandoned CA2583950A1 (en) | 2006-04-11 | 2007-04-04 | Storage stable isocyanate-reactive component containing vegetable oil-based polyol |
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| RU (1) | RU2007113125A (enExample) |
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| BRPI0600782A (pt) * | 2006-02-24 | 2007-11-20 | Phb Ind Sa | composição para preparo de poliol poliéster degradável, processo para obtenção de poliol poliéster, de elastÈmero, de espumas, de tintas e de adesivos, e espuma degradável de um poliol poliéster |
| JP2007314672A (ja) * | 2006-05-26 | 2007-12-06 | Inoac Corp | ポリウレタン発泡体 |
| AU2007297828B2 (en) * | 2006-09-21 | 2013-06-27 | Dow Brasil Sudeste Industrial Ltda. | Viscoelastic foams having high air flow |
| AU2008245913B2 (en) * | 2007-04-27 | 2013-01-17 | Dow Global Technologies Inc. | Low volatiles coatings, sealants and binders from renewable oils |
| JP5505921B2 (ja) * | 2007-08-01 | 2014-05-28 | 株式会社イノアックコーポレーション | 軟質ポリウレタン発泡体 |
| US8796370B2 (en) * | 2007-08-10 | 2014-08-05 | Daikin Industries, Ltd. | Coating composition |
| DE102008000243A1 (de) * | 2008-02-06 | 2009-08-13 | Evonik Goldschmidt Gmbh | Neuartige Kompatibilisierungsmittel zur Verbesserung der Lagerstabilität von Polyolmischungen |
| DE102008000255A1 (de) | 2008-02-08 | 2009-08-20 | Evonik Goldschmidt Gmbh | Siloxanzusammensetzungen |
| JP5288324B2 (ja) * | 2008-05-09 | 2013-09-11 | 日本ポリウレタン工業株式会社 | ポリウレタン樹脂形成性組成物、シール材及び中空糸膜モジュール |
| CN102159610A (zh) | 2008-07-18 | 2011-08-17 | 陶氏环球技术有限责任公司 | 基于天然资源的粘弹性泡沫体 |
| US20100055467A1 (en) * | 2008-09-02 | 2010-03-04 | Ppg Industries Ohio, Inc. | Coating compositions comprising the reaction product of a biomass derived polyol and a lactide |
| JP5346228B2 (ja) * | 2009-03-03 | 2013-11-20 | 三井化学株式会社 | ポリオール組成物およびその用途 |
| DE102009001595A1 (de) * | 2009-03-17 | 2010-09-23 | Evonik Goldschmidt Gmbh | Kompatibilisierungsmittel zur Verbesserung der Lagerstabilität von Polyolmischungen |
| JP5690355B2 (ja) | 2009-12-22 | 2015-03-25 | ビック−ケミー ゲゼルシャフト ミット ベシュレンクテル ハフツング | 安定なポリオール混合物を含む組成物 |
| EP2368926B1 (de) * | 2010-03-25 | 2013-05-22 | Basf Se | Wasseremulgierbare Isocyanate mit verbesserten Eigenschaften |
| US9290604B2 (en) * | 2010-08-13 | 2016-03-22 | Air Products And Chemicals, Inc. | NPE-free emulsifiers for water-blown polyurethane spray foam |
| DE102010063241A1 (de) | 2010-12-16 | 2012-06-21 | Evonik Goldschmidt Gmbh | Siliconstabilisatoren für Polyurethan- oder Polyisocyanurat-Hartschaumstoffe |
| CN102153720B (zh) * | 2011-02-10 | 2012-09-26 | 中国科学院过程工程研究所 | 一种制备植物油基聚氨酯材料微球的方法 |
| DE102011007468A1 (de) | 2011-04-15 | 2012-10-18 | Evonik Goldschmidt Gmbh | Zusammensetzung, enthaltend spezielle Carbamat-artige Verbindungen, geeignet zur Herstellung von Polyurethanschäumen |
| DE102011007479A1 (de) | 2011-04-15 | 2012-10-18 | Evonik Goldschmidt Gmbh | Zusammensetzung, enthaltend spezielle Amide und organomodifizierte Siloxane, geeignet zur Herstellung von Polyurethanschäumen |
| DE102011109541A1 (de) | 2011-08-03 | 2013-02-07 | Evonik Goldschmidt Gmbh | Verwendung von Polysiloxanen enthaltend verzweigte Polyetherreste zur Herstellung von Polyurethanschäumen |
| US9822482B2 (en) * | 2011-11-16 | 2017-11-21 | Singtex Industrial Co., Ltd. | Method for preparing a functional film via coffee oil and textile thereof |
| PL2800767T3 (pl) * | 2012-01-06 | 2019-08-30 | Evonik Degussa Gmbh | Dyspersje melaminowo-poliolowe i ich zastosowania w wytwarzaniu poliuretanu |
| DE102013201829A1 (de) | 2013-02-05 | 2014-08-07 | Evonik Industries Ag | Amine, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| MX370742B (es) * | 2013-05-29 | 2019-12-20 | Dow Quim Mexicana S A De C V | Una formulacion para preparar una espuma de poliuretano. |
| DE102013217395A1 (de) | 2013-09-02 | 2015-03-05 | Evonik Industries Ag | Verwendung von Mischungen organofunktionell modifizierter Polysiloxane mit Amiden bei der Herstellung von Polyurethanweichschäumen |
| CN103665267B (zh) * | 2013-12-16 | 2016-01-27 | 上海汇得化工有限公司 | 一种汽车座椅内饰用聚氨酯合成革树脂及制备方法 |
| DE102013226575B4 (de) | 2013-12-19 | 2021-06-24 | Evonik Operations Gmbh | Zusammensetzung, geeignet zur Herstellung von Polyurethanschäumen, enthaltend mindestens einen ungesättigten Fluorkohlenwasserstoff oder ungesättigten Fluorkohlenwasserstoff als Treibmittel, Polyurethanschäume, Verfahren zu deren Herstellung und deren Verwendung |
| EP2886591A1 (de) | 2013-12-19 | 2015-06-24 | Evonik Industries AG | Zusammensetzung, geeignet zur Herstellung von Polyurethanschäumen, enthaltend mindestens ein Nukleierungsmittel |
| DE102014215381B4 (de) | 2014-08-05 | 2020-06-10 | Evonik Operations Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215387B4 (de) | 2014-08-05 | 2020-06-10 | Evonik Operations Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215383B4 (de) | 2014-08-05 | 2020-06-10 | Evonik Operations Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215380B4 (de) | 2014-08-05 | 2022-04-28 | Evonik Operations Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215382A1 (de) | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215388A1 (de) | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| DE102014215384A1 (de) | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen |
| ES2731633T3 (es) * | 2015-03-12 | 2019-11-18 | Huntsman Adv Mat Licensing Switzerland Gmbh | Componente de poliol para la producción de espumas de poliuretano |
| JP6467660B2 (ja) * | 2015-03-26 | 2019-02-13 | 三井化学Ｓｋｃポリウレタン株式会社 | ポリオール組成物およびポリウレタンフォーム |
| EP3078696A1 (de) | 2015-04-08 | 2016-10-12 | Evonik Degussa GmbH | Herstellung emissionsarmer polyurethane |
| EP3176206A1 (de) | 2015-12-01 | 2017-06-07 | Evonik Degussa GmbH | Verfahren zur herstellung feinzelliger schaumstoffe unter verwendung eines zellalterungshemmers |
| EP3205678A1 (de) | 2016-02-10 | 2017-08-16 | Evonik Degussa GmbH | Alterungsbeständige und emissionsarme matratzen und/oder kissen |
| CN109196014B (zh) * | 2016-04-12 | 2021-11-09 | 赢创运营有限公司 | 硅氧烷-氧化烯共聚物表面活性剂组合物 |
| CN106496504A (zh) * | 2016-10-31 | 2017-03-15 | 厦门艾美森新材料科技股份有限公司 | 一种聚氨酯泡沫组合料及其制备方法、聚氨酯泡沫 |
| RU2729249C1 (ru) * | 2016-11-10 | 2020-08-05 | Ппг Коутингз Юроп Б.В. | Поверхностно-активные вещества для стабилизации вспучивающейся пены |
| JP2019533754A (ja) * | 2016-11-11 | 2019-11-21 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | ポリウレタン系フォーム用の乳化剤 |
| WO2018191459A1 (en) * | 2017-04-12 | 2018-10-18 | Basf Se | Thermoplastic polyurethane and composite article |
| WO2019170484A1 (en) * | 2018-03-06 | 2019-09-12 | Basf Se | A preparation comprising thermoplastic polyisocyanate polyaddition product, a process for preparing the same and use thereof |
| MX2020009421A (es) * | 2018-03-13 | 2020-11-06 | Dow Global Technologies Llc | Espuma viscoelastica. |
| CN108976386A (zh) * | 2018-06-04 | 2018-12-11 | 张家港市顾乐仕生活家居科技有限公司 | 一种含有天然植物抗菌防霉聚氨酯复合材料及其制备方法 |
| DE102019127885A1 (de) * | 2018-10-26 | 2020-04-30 | Toyota Jidosha Kabushiki Kaisha | Wasser-basierte beschichtungszusammensetzung und herstellungsverfahren derselben |
| EP3744745A1 (de) | 2019-05-28 | 2020-12-02 | Evonik Operations GmbH | Herstellung von pu-schaumstoffen |
| US12458150B2 (en) | 2019-07-19 | 2025-11-04 | Evonik Operations Gmbh | Shaped PU foam articles |
| JP2022546564A (ja) * | 2019-09-03 | 2022-11-04 | ダウ グローバル テクノロジーズ エルエルシー | フォーム配合物 |
| PL3819323T3 (pl) | 2019-11-07 | 2026-01-26 | Evonik Operations Gmbh | Odporność na odkształcenia wywołane ciśnieniem |
| EP3865527A1 (de) | 2020-02-14 | 2021-08-18 | Evonik Operations GmbH | Herstellung von pu-schaumstoffen |
| US20220106432A1 (en) | 2020-10-07 | 2022-04-07 | Evonik Operations Gmbh | Shaped flexible pu foam articles |
| CN113174034B (zh) * | 2021-04-09 | 2023-04-07 | 旭川化学（苏州）有限公司 | 一种聚酯多元醇及其制备方法 |
| CN112961302B (zh) * | 2021-04-20 | 2022-12-06 | 浙江清优材料科技有限公司 | 一种耐高温高湿聚氨酯发泡材料 |
| CN117529512A (zh) | 2021-06-17 | 2024-02-06 | 赢创运营有限公司 | 成型软质聚氨酯泡沫制品 |
| 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 |
| EP4363473A1 (en) | 2021-07-02 | 2024-05-08 | Evonik Operations GmbH | Production of pu foams |
| EP4482885A1 (en) | 2022-02-22 | 2025-01-01 | Evonik Operations GmbH | Use of recycled polyol from amine-based hydrolysis process to produce pu foam |
| EP4257327A1 (en) | 2022-04-08 | 2023-10-11 | Evonik Operations GmbH | Optical determination of a control signal for slabstock polyurethane foam production |
| EP4257325A1 (en) | 2022-04-08 | 2023-10-11 | Evonik Operations GmbH | Optical prediction of polyurethane foam parameters |
| EP4257323A1 (en) | 2022-04-08 | 2023-10-11 | Evonik Operations GmbH | System and method for determining parameters for foam production |
| EP4257326A1 (en) | 2022-04-08 | 2023-10-11 | Evonik Operations GmbH | Optical determination of a control signal in response to detection of macroscopic polyurethane foam defects |
| EP4257324A1 (en) | 2022-04-08 | 2023-10-11 | Evonik Operations GmbH | System and method for automatically setting parameters for foam production |
| CN121752648A (zh) | 2023-08-24 | 2026-03-27 | 赢创运营有限公司 | 用于解聚聚氨酯的改进方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62100513A (ja) * | 1985-10-28 | 1987-05-11 | Ito Seiyu Kk | 硬化性組成物 |
| DE3626223A1 (de) * | 1986-08-02 | 1988-02-04 | Henkel Kgaa | Polyurethan-praepolymere auf basis oleochemischer polyole, ihre herstellung und verwendung |
| US6121337A (en) * | 1990-03-23 | 2000-09-19 | E. I. Du Pont De Nemours And Company | Compositions containing 1,1,2,2-tetrafluoroethane (HFC-134) for closed-cell polymer foam production |
| JPH05117619A (ja) * | 1991-10-31 | 1993-05-14 | Koatsu Gas Kogyo Co Ltd | 一液湿気硬化型ポリウレタン系接着剤 |
| EP0968240B1 (en) * | 1997-03-20 | 2002-04-17 | Huntsman International Llc | Process for rigid polyurethane foams |
| JP4107710B2 (ja) * | 1998-04-30 | 2008-06-25 | 三井化学ポリウレタン株式会社 | 変性ポリイソシアネートおよびその製造方法 |
| WO2000046266A1 (en) * | 1999-02-03 | 2000-08-10 | Huntsman Petrochemical Corporation | Compatibilization of blowing agent polyol mixtures for polyurethane foam manufacture |
| US20030083394A1 (en) * | 2001-06-07 | 2003-05-01 | Clatty Jan L. | Polyurethane foams having improved heat sag and a process for their production |
| JP4621460B2 (ja) * | 2004-09-07 | 2011-01-26 | 出光サートマー株式会社 | 液状重合体組成物 |
| JP2007269849A (ja) * | 2006-03-30 | 2007-10-18 | Dainippon Ink & Chem Inc | 硬質ポリウレタンフォームの製造方法及び建築用断熱材 |
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2006
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-
2007
- 2007-03-29 EP EP07006484A patent/EP1845121B1/en not_active Not-in-force
- 2007-03-29 DE DE602007001550T patent/DE602007001550D1/de active Active
- 2007-03-29 ES ES07006484T patent/ES2327456T3/es active Active
- 2007-04-04 CA CA002583950A patent/CA2583950A1/en not_active Abandoned
- 2007-04-10 BR BRPI0701994-7A patent/BRPI0701994A/pt not_active IP Right Cessation
- 2007-04-10 KR KR1020070034939A patent/KR20070101143A/ko not_active Withdrawn
- 2007-04-10 MX MX2007004222A patent/MX2007004222A/es active IP Right Grant
- 2007-04-10 CN CN2007100971496A patent/CN101054433B/zh not_active Expired - Fee Related
- 2007-04-10 SG SG200702618-0A patent/SG136890A1/en unknown
- 2007-04-10 RU RU2007113125/04A patent/RU2007113125A/ru not_active Application Discontinuation
- 2007-04-11 JP JP2007103447A patent/JP5289722B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| MX2007004222A (es) | 2009-02-16 |
| CN101054433A (zh) | 2007-10-17 |
| DE602007001550D1 (de) | 2009-08-27 |
| ES2327456T3 (es) | 2009-10-29 |
| BRPI0701994A (pt) | 2007-12-11 |
| CN101054433B (zh) | 2011-09-21 |
| SG136890A1 (en) | 2007-11-29 |
| RU2007113125A (ru) | 2008-10-20 |
| JP5289722B2 (ja) | 2013-09-11 |
| JP2007277560A (ja) | 2007-10-25 |
| US20070238800A1 (en) | 2007-10-11 |
| EP1845121A1 (en) | 2007-10-17 |
| EP1845121B1 (en) | 2009-07-15 |
| KR20070101143A (ko) | 2007-10-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20140828 |