RU2434028C2 - Улучшенная стабильная при хранении однокомпонентная полиуретановая система - Google Patents
Улучшенная стабильная при хранении однокомпонентная полиуретановая система Download PDFInfo
- Publication number
- RU2434028C2 RU2434028C2 RU2008139871/04A RU2008139871A RU2434028C2 RU 2434028 C2 RU2434028 C2 RU 2434028C2 RU 2008139871/04 A RU2008139871/04 A RU 2008139871/04A RU 2008139871 A RU2008139871 A RU 2008139871A RU 2434028 C2 RU2434028 C2 RU 2434028C2
- Authority
- RU
- Russia
- Prior art keywords
- polyurethane
- acid halide
- prepolymer
- organic acid
- caytur
- Prior art date
Links
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 67
- 239000004814 polyurethane Substances 0.000 title claims abstract description 67
- 238000003860 storage Methods 0.000 title claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 64
- 238000000034 method Methods 0.000 claims abstract description 39
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 36
- 229910052751 metal Inorganic materials 0.000 claims abstract description 34
- 239000002184 metal Substances 0.000 claims abstract description 34
- -1 organic acid halides Chemical class 0.000 claims abstract description 33
- 229920005862 polyol Polymers 0.000 claims abstract description 29
- 150000003077 polyols Chemical class 0.000 claims abstract description 28
- 239000002253 acid Substances 0.000 claims abstract description 24
- 150000004820 halides Chemical group 0.000 claims abstract description 24
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 21
- 239000012530 fluid Substances 0.000 claims abstract description 15
- OHQOKJPHNPUMLN-UHFFFAOYSA-N n,n'-diphenylmethanediamine Chemical class C=1C=CC=CC=1NCNC1=CC=CC=C1 OHQOKJPHNPUMLN-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 5
- 239000000178 monomer Substances 0.000 claims description 31
- 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 20
- 229910052799 carbon Inorganic materials 0.000 claims description 18
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 claims description 14
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 12
- 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 11
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 10
- 239000011780 sodium chloride Substances 0.000 claims description 7
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 6
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 5
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical group FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 claims description 5
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical class ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 230000009969 flowable effect Effects 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims 2
- 229910001510 metal chloride Inorganic materials 0.000 claims 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract description 14
- 230000000694 effects Effects 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 abstract 1
- 230000032683 aging Effects 0.000 description 17
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 14
- 230000000704 physical effect Effects 0.000 description 14
- 230000006835 compression Effects 0.000 description 13
- 238000007906 compression Methods 0.000 description 13
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000012948 isocyanate Substances 0.000 description 11
- 150000002513 isocyanates Chemical class 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 239000004721 Polyphenylene oxide Substances 0.000 description 10
- 125000003277 amino group Chemical group 0.000 description 10
- 239000012299 nitrogen atmosphere Substances 0.000 description 10
- 229920000570 polyether Polymers 0.000 description 10
- 150000002430 hydrocarbons Chemical group 0.000 description 9
- 229920000909 polytetrahydrofuran Polymers 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 229920001971 elastomer Polymers 0.000 description 7
- 239000000806 elastomer Substances 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000004848 polyfunctional curative Substances 0.000 description 7
- 230000005484 gravity Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920001610 polycaprolactone Polymers 0.000 description 6
- 239000004632 polycaprolactone Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 238000005266 casting Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000010926 purge Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 229920006247 high-performance elastomer Polymers 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000003673 urethanes Chemical class 0.000 description 3
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 2
- 239000005059 1,4-Cyclohexyldiisocyanate Substances 0.000 description 2
- 229920001875 Ebonite Polymers 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 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 description 2
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 description 1
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical class O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical class O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 description 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 1
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 1
- JRQLZCFSWYQHPI-UHFFFAOYSA-N 4,5-dichloro-2-cyclohexyl-1,2-thiazol-3-one Chemical compound O=C1C(Cl)=C(Cl)SN1C1CCCCC1 JRQLZCFSWYQHPI-UHFFFAOYSA-N 0.000 description 1
- RKIDDEGICSMIJA-UHFFFAOYSA-N 4-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=C(Cl)C=C1 RKIDDEGICSMIJA-UHFFFAOYSA-N 0.000 description 1
- SKDHHIUENRGTHK-UHFFFAOYSA-N 4-nitrobenzoyl chloride Chemical compound [O-][N+](=O)C1=CC=C(C(Cl)=O)C=C1 SKDHHIUENRGTHK-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001561902 Chaetodon citrinellus Species 0.000 description 1
- JQXPMOWVCYMCDC-UHFFFAOYSA-N ClC=1C=C(C(=O)Cl)C=CC1.ClC1=C(C(=O)Cl)C=CC=C1 Chemical compound ClC=1C=C(C(=O)Cl)C=CC1.ClC1=C(C(=O)Cl)C=CC=C1 JQXPMOWVCYMCDC-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920006309 Invista Polymers 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- LRNAHSCPGKWOIY-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=CC=C1 Chemical class N=C=O.N=C=O.N=C=O.C1=CC=CC=C1 LRNAHSCPGKWOIY-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical class C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
-
- 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
- C08G18/0895—Manufacture of polymers by continuous processes
-
- 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
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/095—Carboxylic acids containing halogens
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Manufacturing & Machinery (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dispersion Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78011506P | 2006-03-08 | 2006-03-08 | |
| US60/780,115 | 2006-03-08 | ||
| US11/702,787 US8217133B2 (en) | 2006-03-08 | 2007-02-05 | Storage stable one component polyurethane system |
| US11/702,787 | 2007-02-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008139871A RU2008139871A (ru) | 2010-04-20 |
| RU2434028C2 true RU2434028C2 (ru) | 2011-11-20 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008139871/04A RU2434028C2 (ru) | 2006-03-08 | 2007-03-05 | Улучшенная стабильная при хранении однокомпонентная полиуретановая система |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8217133B2 (enExample) |
| EP (1) | EP2015729A2 (enExample) |
| JP (1) | JP2009529096A (enExample) |
| KR (1) | KR101308335B1 (enExample) |
| AU (1) | AU2007352616B2 (enExample) |
| CA (1) | CA2646027C (enExample) |
| MX (1) | MX2008011337A (enExample) |
| RU (1) | RU2434028C2 (enExample) |
| WO (1) | WO2008136788A2 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8056593B2 (en) * | 2007-10-26 | 2011-11-15 | Chemtura Corporation | Non-pneumatic tire |
| US8061398B2 (en) * | 2008-02-25 | 2011-11-22 | Chemtura Corporation | Non-pneumatic tire having angled tread groove wall |
| US20090110894A1 (en) * | 2007-10-26 | 2009-04-30 | Nybakken George H | Polyurethane elastomer articles from low free diphenylmethane diisocyanate prepolymers |
| US20090211677A1 (en) * | 2008-02-25 | 2009-08-27 | Palinkas Richard L | Modular tire assembly |
| US8586682B2 (en) * | 2009-04-07 | 2013-11-19 | Chemtura Corporation | Curing compositions having low-free amounts of methylenedianiline |
| US8551201B2 (en) * | 2009-08-07 | 2013-10-08 | Praxair S.T. Technology, Inc. | Polyurethane composition for CMP pads and method of manufacturing same |
| US8754184B2 (en) * | 2009-11-16 | 2014-06-17 | Chemtura Corporation | Accelerated cure of isocyanate terminated prepolymers |
| EP2455410A1 (de) * | 2010-11-23 | 2012-05-23 | Bayer MaterialScience AG | Polyurethanelastomerformteile aus Diphenylmethandiisocyanat-basierten NCO-Prepolymeren und Metallsalzkomplexen und ein Verfahren zu ihrer Herstellung |
| US20140342110A1 (en) * | 2013-05-15 | 2014-11-20 | Chemtura Corporation | Thermoplastic Polyurethane From Low Free Monomer Prepolymer |
| WO2015040097A1 (de) * | 2013-09-20 | 2015-03-26 | Sika Technology Ag | Dual-cure klebstoff-zusammensetzung |
| US9321877B2 (en) * | 2013-09-24 | 2016-04-26 | Chemtura Corporation | Plasticizer free curing composition |
| EP3222644A4 (en) * | 2015-04-01 | 2018-07-11 | Samyang Corporation | Polyurethane, preparing method therefor, and use thereof |
| JP6855461B2 (ja) * | 2015-09-25 | 2021-04-07 | ランクセス ソリューションズ ユーエス インコーポレイテッド | 貯蔵安定性活性化プレポリマー組成物 |
| US11713395B2 (en) | 2019-06-13 | 2023-08-01 | Luxcreo (Beijing) Inc. | Resin materials for making three-dimensional objects and methods of using the same |
| CN114007847A (zh) | 2019-07-09 | 2022-02-01 | 清锋（北京）科技有限公司 | 用于打印三维物体的多官能团预聚物及其使用方法 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB776087A (en) * | 1954-02-22 | 1957-06-05 | Bayer Ag | A process for producing coated substrates |
| US3591561A (en) * | 1966-08-29 | 1971-07-06 | Takeda Chemical Industries Ltd | Process of production of polyurethane elastomer from a mixture of a lactone polyester polyol and a low molecular weight aliphatic diol |
| US4071492A (en) * | 1976-04-07 | 1978-01-31 | The Firestone Tire & Rubber Company | Polyurethane-urea elastomers based on propylene oxide-tetrahydrofuran copolymers |
| US4247676A (en) * | 1979-08-13 | 1981-01-27 | The Goodyear Tire & Rubber Company | Storable flowable polyurethane adhesive composition |
| US4552913A (en) * | 1985-01-14 | 1985-11-12 | The Goodyear Tire & Rubber Company | One component polyurethane SMC surface coat |
| US4778845A (en) * | 1986-08-04 | 1988-10-18 | Sika Ag, Vorm. Kaspar Winkler & Co. | One-part adhesive and/or sealing mass which is stable and pumpable at temperatures up to 30 degree C. |
| RU2199551C2 (ru) * | 2000-07-10 | 2003-02-27 | Открытое акционерное общество "Беларусьрезинотехника" | Способ изготовления изделий из полиуретанов |
| RU2271374C1 (ru) * | 2004-09-13 | 2006-03-10 | Федеральное государственное унитарное предприятие (ФГУП) "Пермский завод им. С.М. Кирова" | Полиуретановая композиция для изготовления изделий |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3341463A (en) * | 1964-11-16 | 1967-09-12 | Mobay Chemical Corp | Organic polyisocyanates |
| GB1101410A (en) | 1965-06-23 | 1968-01-31 | American Cyanamid Co | Polyurethane prepolymers |
| US4029730A (en) * | 1972-01-11 | 1977-06-14 | E. I. Du Pont De Nemours And Company | Cordless vehicle tire |
| US3755261A (en) * | 1972-05-01 | 1973-08-28 | Du Pont | Curing of amine curable polymers diamines with complexes of selected and alkali metal salts |
| US3876604A (en) * | 1973-02-14 | 1975-04-08 | Du Pont | Curing with dispersed complexes of selected diamines and alkali salts |
| DE2512759C3 (de) * | 1975-03-22 | 1979-07-26 | Hoesch Werke Ag, 4600 Dortmund | Verfahren und Vorrichtung zur Verbindung von einzelnen mit Schaumstoff zu beschichtenden Platten |
| US4061662A (en) * | 1975-08-28 | 1977-12-06 | W. R. Grace & Co. | Removal of unreacted tolylene diisocyanate from urethane prepolymers |
| US4182825A (en) * | 1978-10-11 | 1980-01-08 | Thiokol Corporation | Polyether based urethanes with superior dynamic properties |
| US4288577A (en) * | 1979-12-14 | 1981-09-08 | E. I. Du Pont De Nemours And Company | Novel urethanediols and polyurethanes therefrom |
| US4395530A (en) * | 1980-10-24 | 1983-07-26 | Colamco, Inc. | Catalyst initiated prepolymer systems |
| ES498322A0 (es) * | 1980-10-24 | 1982-02-01 | Colamco Inc | Un procedimiento para preparar un adhesivo de prepolimero de poliuterano |
| US4330454A (en) * | 1981-04-06 | 1982-05-18 | The Goodyear Tire & Rubber Company | Storable flowable polypropylene ether urethane composition |
| US4385171A (en) * | 1982-04-30 | 1983-05-24 | Olin Corporation Research Center | Removal of unreacted diisocyanate from polyurethane prepolymers |
| US4888442A (en) | 1982-09-30 | 1989-12-19 | Mobay Corporation | Reduction of free monomer in isocyanate adducts |
| US4517331A (en) * | 1984-03-05 | 1985-05-14 | The Goodyear Tire & Rubber Company | Activating plasticizer for urethane prepolymers and complex of alkali metal salt with 4,4'-methylenedianiline |
| WO1988006165A1 (fr) * | 1987-02-20 | 1988-08-25 | Teroson Gmbh | Materiaux d'etancheite, adhesifs et leur utilisation |
| US5064494A (en) | 1987-06-12 | 1991-11-12 | Teroson G.M.B.H. | Process for the at least partial curing of sealants and adhesives using pulsed microwave energy |
| US5023040A (en) | 1988-03-23 | 1991-06-11 | Uniroyal Chemical Company, Inc. | Method of making a polyurethane non-pneumatic tire |
| DE3824771C1 (enExample) | 1988-07-21 | 1990-04-05 | Teroson Gmbh, 6900 Heidelberg, De | |
| US5605657A (en) | 1992-05-14 | 1997-02-25 | Uniroyal Chemical Company, Inc. | Industrial solid tires and method of manufacture |
| DE4419449A1 (de) * | 1994-06-03 | 1995-12-07 | Henkel Kgaa | Schnell abbindender Polyurethan-Schmelzklebstoff |
| JP3801228B2 (ja) * | 1995-03-06 | 2006-07-26 | アルゼ株式会社 | 弾球遊技機の整流樋 |
| JPH08283367A (ja) * | 1995-04-12 | 1996-10-29 | Takeda Chem Ind Ltd | 湿分硬化性樹脂組成物 |
| US5703193A (en) | 1996-06-03 | 1997-12-30 | Uniroyal Chemical Company, Inc. | Removal of unreacted diisocyanate monomer from polyurethane prepolymers |
| AU1450201A (en) * | 1999-11-30 | 2001-06-12 | Crompton Corporation | High performance polyurethane elastomers from mdi prepolymers with reduced content of free mdi monomer |
| US6723771B2 (en) | 2001-04-05 | 2004-04-20 | Uniroyal Chemical Company, Inc. | High friction polyurethane elastomers having improved abrasion resistance |
| DE10122020A1 (de) | 2001-05-07 | 2002-11-14 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
| US7361292B2 (en) * | 2004-11-08 | 2008-04-22 | Dow Global Technologies Inc. | High modulus, nonconductive adhesive useful for installing vehicle windows |
| US20070213456A1 (en) * | 2005-05-23 | 2007-09-13 | Rina Singh | One-step process for rapid structure repair |
-
2007
- 2007-02-05 US US11/702,787 patent/US8217133B2/en not_active Expired - Fee Related
- 2007-03-05 AU AU2007352616A patent/AU2007352616B2/en not_active Ceased
- 2007-03-05 JP JP2009513131A patent/JP2009529096A/ja active Pending
- 2007-03-05 KR KR1020087021740A patent/KR101308335B1/ko not_active Expired - Fee Related
- 2007-03-05 RU RU2008139871/04A patent/RU2434028C2/ru not_active IP Right Cessation
- 2007-03-05 WO PCT/US2007/004393 patent/WO2008136788A2/en not_active Ceased
- 2007-03-05 MX MX2008011337A patent/MX2008011337A/es active IP Right Grant
- 2007-03-05 EP EP20070873699 patent/EP2015729A2/en not_active Withdrawn
- 2007-03-05 CA CA2646027A patent/CA2646027C/en not_active Expired - Fee Related
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB776087A (en) * | 1954-02-22 | 1957-06-05 | Bayer Ag | A process for producing coated substrates |
| US3591561A (en) * | 1966-08-29 | 1971-07-06 | Takeda Chemical Industries Ltd | Process of production of polyurethane elastomer from a mixture of a lactone polyester polyol and a low molecular weight aliphatic diol |
| US4071492A (en) * | 1976-04-07 | 1978-01-31 | The Firestone Tire & Rubber Company | Polyurethane-urea elastomers based on propylene oxide-tetrahydrofuran copolymers |
| US4247676A (en) * | 1979-08-13 | 1981-01-27 | The Goodyear Tire & Rubber Company | Storable flowable polyurethane adhesive composition |
| US4552913A (en) * | 1985-01-14 | 1985-11-12 | The Goodyear Tire & Rubber Company | One component polyurethane SMC surface coat |
| US4778845A (en) * | 1986-08-04 | 1988-10-18 | Sika Ag, Vorm. Kaspar Winkler & Co. | One-part adhesive and/or sealing mass which is stable and pumpable at temperatures up to 30 degree C. |
| RU2199551C2 (ru) * | 2000-07-10 | 2003-02-27 | Открытое акционерное общество "Беларусьрезинотехника" | Способ изготовления изделий из полиуретанов |
| RU2271374C1 (ru) * | 2004-09-13 | 2006-03-10 | Федеральное государственное унитарное предприятие (ФГУП) "Пермский завод им. С.М. Кирова" | Полиуретановая композиция для изготовления изделий |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101308335B1 (ko) | 2013-09-17 |
| KR20090012208A (ko) | 2009-02-02 |
| CA2646027A1 (en) | 2007-09-08 |
| RU2008139871A (ru) | 2010-04-20 |
| WO2008136788A2 (en) | 2008-11-13 |
| AU2007352616B2 (en) | 2013-07-25 |
| EP2015729A2 (en) | 2009-01-21 |
| JP2009529096A (ja) | 2009-08-13 |
| US8217133B2 (en) | 2012-07-10 |
| US20070213497A1 (en) | 2007-09-13 |
| AU2007352616A1 (en) | 2008-11-13 |
| MX2008011337A (es) | 2009-03-03 |
| WO2008136788A3 (en) | 2009-04-23 |
| CA2646027C (en) | 2013-10-22 |
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| MM4A | The patent is invalid due to non-payment of fees |
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