RU2339653C2 - Способ получения пенополиуретана - Google Patents
Способ получения пенополиуретана Download PDFInfo
- Publication number
- RU2339653C2 RU2339653C2 RU2005106252/04A RU2005106252A RU2339653C2 RU 2339653 C2 RU2339653 C2 RU 2339653C2 RU 2005106252/04 A RU2005106252/04 A RU 2005106252/04A RU 2005106252 A RU2005106252 A RU 2005106252A RU 2339653 C2 RU2339653 C2 RU 2339653C2
- Authority
- RU
- Russia
- Prior art keywords
- acid
- bis
- urea
- group
- reaction
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 54
- 229920002635 polyurethane Polymers 0.000 title abstract description 37
- 239000004814 polyurethane Substances 0.000 title abstract description 37
- 150000003077 polyols Chemical class 0.000 claims abstract description 86
- 229920005862 polyol Polymers 0.000 claims abstract description 80
- 238000006243 chemical reaction Methods 0.000 claims abstract description 69
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 45
- 150000001412 amines Chemical class 0.000 claims abstract description 42
- 239000004202 carbamide Substances 0.000 claims abstract description 33
- -1 tin organic compound Chemical class 0.000 claims abstract description 33
- 230000003111 delayed effect Effects 0.000 claims abstract description 31
- 230000003197 catalytic effect Effects 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 28
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 28
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 25
- 150000001875 compounds Chemical group 0.000 claims abstract description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 24
- 239000001257 hydrogen Substances 0.000 claims abstract description 24
- 239000011541 reaction mixture Substances 0.000 claims abstract description 16
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000003993 interaction Effects 0.000 claims abstract description 13
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 10
- 150000003973 alkyl amines Chemical group 0.000 claims abstract description 3
- 239000003054 catalyst Substances 0.000 claims description 91
- 239000000203 mixture Substances 0.000 claims description 73
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 57
- 239000011496 polyurethane foam Substances 0.000 claims description 57
- 150000003512 tertiary amines Chemical class 0.000 claims description 55
- 235000013877 carbamide Nutrition 0.000 claims description 40
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 38
- 239000002253 acid Substances 0.000 claims description 35
- 239000004604 Blowing Agent Substances 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 229920001296 polysiloxane Polymers 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000003153 chemical reaction reagent Substances 0.000 claims description 14
- 239000004094 surface-active agent Substances 0.000 claims description 14
- 230000009471 action Effects 0.000 claims description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 11
- 150000004820 halides Chemical group 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 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 8
- 150000003672 ureas Chemical class 0.000 claims description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- 239000003431 cross linking reagent Substances 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 6
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 6
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 6
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 6
- SIEILFNCEFEENQ-UHFFFAOYSA-N dibromoacetic acid Chemical compound OC(=O)C(Br)Br SIEILFNCEFEENQ-UHFFFAOYSA-N 0.000 claims description 6
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 6
- XGEGHDBEHXKFPX-NJFSPNSNSA-N methylurea Chemical compound [14CH3]NC(N)=O XGEGHDBEHXKFPX-NJFSPNSNSA-N 0.000 claims description 6
- 229960004889 salicylic acid Drugs 0.000 claims description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 claims description 5
- 229950001353 tretamine Drugs 0.000 claims description 5
- FCQPNTOQFPJCMF-UHFFFAOYSA-N 1,3-bis[3-(dimethylamino)propyl]urea Chemical compound CN(C)CCCNC(=O)NCCCN(C)C FCQPNTOQFPJCMF-UHFFFAOYSA-N 0.000 claims description 4
- QAOJBHRZQQDFHA-UHFFFAOYSA-N 2,3-dichlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1Cl QAOJBHRZQQDFHA-UHFFFAOYSA-N 0.000 claims description 4
- IIVBUJGYWCCLNG-UHFFFAOYSA-N 3-(dimethylamino)propylurea Chemical compound CN(C)CCCNC(N)=O IIVBUJGYWCCLNG-UHFFFAOYSA-N 0.000 claims description 4
- GVGWZCPKZOZRMX-UHFFFAOYSA-N 3-amino-6-(dimethylamino)-3-[3-(dimethylamino)propyl]hexan-2-ol Chemical compound CN(C)CCCC(N)(C(O)C)CCCN(C)C GVGWZCPKZOZRMX-UHFFFAOYSA-N 0.000 claims description 4
- BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 claims description 4
- NIXYMFJMHHIQAC-UHFFFAOYSA-N 1,1-bis(dimethylamino)propan-2-ol Chemical compound CC(O)C(N(C)C)N(C)C NIXYMFJMHHIQAC-UHFFFAOYSA-N 0.000 claims description 3
- ICWWRTAZKLRCOD-UHFFFAOYSA-N 1,1-bis[2-(dimethylamino)ethyl]urea Chemical compound CN(C)CCN(C(N)=O)CCN(C)C ICWWRTAZKLRCOD-UHFFFAOYSA-N 0.000 claims description 3
- YFNSWCIEYFMQDO-UHFFFAOYSA-N 1,1-bis[3-(dimethylamino)propyl]urea Chemical compound CN(C)CCCN(C(N)=O)CCCN(C)C YFNSWCIEYFMQDO-UHFFFAOYSA-N 0.000 claims description 3
- BRLHUTYQAUOXSB-UHFFFAOYSA-N 1,3-bis[2-(dimethylamino)ethyl]urea Chemical compound CN(C)CCNC(=O)NCCN(C)C BRLHUTYQAUOXSB-UHFFFAOYSA-N 0.000 claims description 3
- MENJBAPSEVYSIK-UHFFFAOYSA-N 2,2-dichloro-2-phenylacetic acid Chemical compound OC(=O)C(Cl)(Cl)C1=CC=CC=C1 MENJBAPSEVYSIK-UHFFFAOYSA-N 0.000 claims description 3
- YNVNFMCYBIBHLH-UHFFFAOYSA-N 2,3-dibromobenzoic acid Chemical compound OC(=O)C1=CC=CC(Br)=C1Br YNVNFMCYBIBHLH-UHFFFAOYSA-N 0.000 claims description 3
- JLZVIWSFUPLSOR-UHFFFAOYSA-N 2,3-difluorobenzoic acid Chemical compound OC(=O)C1=CC=CC(F)=C1F JLZVIWSFUPLSOR-UHFFFAOYSA-N 0.000 claims description 3
- HJBKBFDBNBYNDI-UHFFFAOYSA-N 2-(dimethylamino)ethylurea Chemical compound CN(C)CCNC(N)=O HJBKBFDBNBYNDI-UHFFFAOYSA-N 0.000 claims description 3
- NCUPDIHWMQEDPR-UHFFFAOYSA-N 2-[2-[2-(dimethylamino)ethoxy]ethyl-methylamino]ethanol Chemical compound CN(C)CCOCCN(C)CCO NCUPDIHWMQEDPR-UHFFFAOYSA-N 0.000 claims description 3
- YAQLSKVCTLCIIE-UHFFFAOYSA-N 2-bromobutyric acid Chemical compound CCC(Br)C(O)=O YAQLSKVCTLCIIE-UHFFFAOYSA-N 0.000 claims description 3
- DPRAYRYQQAXQPE-UHFFFAOYSA-N 2-bromohexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(Br)C(O)=O DPRAYRYQQAXQPE-UHFFFAOYSA-N 0.000 claims description 3
- GTGTXZRPJHDASG-UHFFFAOYSA-N 2-bromooctanoic acid Chemical compound CCCCCCC(Br)C(O)=O GTGTXZRPJHDASG-UHFFFAOYSA-N 0.000 claims description 3
- VBZOUUJVGADJBK-UHFFFAOYSA-N 2-bromopropanedioic acid Chemical compound OC(=O)C(Br)C(O)=O VBZOUUJVGADJBK-UHFFFAOYSA-N 0.000 claims description 3
- MONMFXREYOKQTI-UHFFFAOYSA-N 2-bromopropanoic acid Chemical compound CC(Br)C(O)=O MONMFXREYOKQTI-UHFFFAOYSA-N 0.000 claims description 3
- GAWAYYRQGQZKCR-UHFFFAOYSA-N 2-chloropropionic acid Chemical compound CC(Cl)C(O)=O GAWAYYRQGQZKCR-UHFFFAOYSA-N 0.000 claims description 3
- NVWSLNRSPZAQOK-UHFFFAOYSA-N 3,4-dibromo-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(Br)C(Br)=C1O NVWSLNRSPZAQOK-UHFFFAOYSA-N 0.000 claims description 3
- DBXBTMSZEOQQDU-UHFFFAOYSA-N 3-hydroxyisobutyric acid Chemical compound OCC(C)C(O)=O DBXBTMSZEOQQDU-UHFFFAOYSA-N 0.000 claims description 3
- SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 claims description 3
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 3
- NDUPDOJHUQKPAG-UHFFFAOYSA-N Dalapon Chemical compound CC(Cl)(Cl)C(O)=O NDUPDOJHUQKPAG-UHFFFAOYSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 3
- UKXSKSHDVLQNKG-UHFFFAOYSA-N benzilic acid Chemical compound C=1C=CC=CC=1C(O)(C(=O)O)C1=CC=CC=C1 UKXSKSHDVLQNKG-UHFFFAOYSA-N 0.000 claims description 3
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 229960005215 dichloroacetic acid Drugs 0.000 claims description 3
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 239000000174 gluconic acid Substances 0.000 claims description 3
- 235000012208 gluconic acid Nutrition 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 239000004310 lactic acid Substances 0.000 claims description 3
- 235000014655 lactic acid Nutrition 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- BXKZTHFWTIEYSG-UHFFFAOYSA-N 1,3-bis(2-morpholin-4-ylethyl)urea Chemical compound C1COCCN1CCNC(=O)NCCN1CCOCC1 BXKZTHFWTIEYSG-UHFFFAOYSA-N 0.000 claims description 2
- FJWGRXKOBIVTFA-UHFFFAOYSA-N 2,3-dibromobutanedioic acid Chemical compound OC(=O)C(Br)C(Br)C(O)=O FJWGRXKOBIVTFA-UHFFFAOYSA-N 0.000 claims description 2
- WMZNWQGRJHGYGG-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethylcarbamic acid Chemical compound CN(C)CCOCCNC(=O)O WMZNWQGRJHGYGG-UHFFFAOYSA-N 0.000 claims description 2
- WEEUZECHIUCHMY-UHFFFAOYSA-N 3-piperidin-1-ylpropylurea Chemical compound NC(=O)NCCCN1CCCCC1 WEEUZECHIUCHMY-UHFFFAOYSA-N 0.000 claims description 2
- RLUMPJPYBWCVPD-UHFFFAOYSA-N NN(C(OCCCN(C)C)=O)C(C)C Chemical compound NN(C(OCCCN(C)C)=O)C(C)C RLUMPJPYBWCVPD-UHFFFAOYSA-N 0.000 claims description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 2
- 229940106681 chloroacetic acid Drugs 0.000 claims description 2
- 210000002700 urine Anatomy 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- 150000007970 thio esters Chemical class 0.000 claims 3
- QVHNPERSEFABEH-UHFFFAOYSA-N 2,2-dibromopropanoic acid Chemical compound CC(Br)(Br)C(O)=O QVHNPERSEFABEH-UHFFFAOYSA-N 0.000 claims 2
- LPVCCSSTZWTHFO-UHFFFAOYSA-N 2-(dimethylamino)ethyl carbamate Chemical compound CN(C)CCOC(N)=O LPVCCSSTZWTHFO-UHFFFAOYSA-N 0.000 claims 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 2
- ASPVUEBKOVRENF-UHFFFAOYSA-N 1,3-bis(3-piperidin-1-ylpropyl)urea Chemical compound C1CCCCN1CCCNC(=O)NCCCN1CCCCC1 ASPVUEBKOVRENF-UHFFFAOYSA-N 0.000 claims 1
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims 1
- BJKRRLWNBFNWNA-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethyl carbamate Chemical compound CN(C)CCOCCOC(N)=O BJKRRLWNBFNWNA-UHFFFAOYSA-N 0.000 claims 1
- TUILKGYQOGCABF-UHFFFAOYSA-N 2-bromobenzoic acid;hydrochloride Chemical compound Cl.OC(=O)C1=CC=CC=C1Br TUILKGYQOGCABF-UHFFFAOYSA-N 0.000 claims 1
- VDEJXKBCCWFYRL-UHFFFAOYSA-N 2-morpholin-4-ylethylurea Chemical compound NC(=O)NCCN1CCOCC1 VDEJXKBCCWFYRL-UHFFFAOYSA-N 0.000 claims 1
- TWJPKRPAWOEANM-UHFFFAOYSA-N C[ClH]C Chemical compound C[ClH]C TWJPKRPAWOEANM-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
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- 238000004519 manufacturing process Methods 0.000 description 27
- 238000009472 formulation Methods 0.000 description 23
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- 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 description 21
- 239000012948 isocyanate Substances 0.000 description 20
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- 150000002513 isocyanates Chemical class 0.000 description 18
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- 229920000642 polymer Polymers 0.000 description 17
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 16
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- 125000002947 alkylene group Chemical group 0.000 description 11
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 11
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- 239000001569 carbon dioxide Substances 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
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- 230000015572 biosynthetic process Effects 0.000 description 7
- 125000001475 halogen functional group Chemical group 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
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- 238000001879 gelation Methods 0.000 description 6
- 230000009257 reactivity Effects 0.000 description 6
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical class CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 5
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
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- 238000009835 boiling Methods 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 239000012972 dimethylethanolamine Substances 0.000 description 4
- 235000019253 formic acid Nutrition 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
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- 239000007858 starting material Substances 0.000 description 4
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- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
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- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 239000007809 chemical reaction catalyst Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 229960002887 deanol Drugs 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 150000001261 hydroxy acids Chemical class 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
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- 229920005906 polyester polyol Polymers 0.000 description 3
- YSAANLSYLSUVHB-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethanol Chemical compound CN(C)CCOCCO YSAANLSYLSUVHB-UHFFFAOYSA-N 0.000 description 2
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- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
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- 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
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
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- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 1
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- 229920013712 Dow VORANOL™ CP 6001 Polyol Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 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
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 101150054371 UL24 gene Proteins 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
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- 238000010923 batch production Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 150000005323 carbonate salts Chemical class 0.000 description 1
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- 230000001413 cellular effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
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- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 150000002009 diols Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
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- 239000004088 foaming agent Substances 0.000 description 1
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- 239000007789 gas Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
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- 238000009434 installation Methods 0.000 description 1
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- 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
- 150000002596 lactones Chemical class 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
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- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical group CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
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- 229920003023 plastic Polymers 0.000 description 1
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- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
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- 239000012974 tin catalyst Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
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- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and 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
- C08G18/28—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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4072—Mixtures of compounds of group C08G18/63 with other macromolecular 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
- 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
- C08G2110/0041—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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/214,448 | 2002-08-06 | ||
| US10/214,448 US6818675B2 (en) | 2002-08-06 | 2002-08-06 | Process for preparing polyurethane foam |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2005106252A RU2005106252A (ru) | 2005-10-10 |
| RU2339653C2 true RU2339653C2 (ru) | 2008-11-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005106252/04A RU2339653C2 (ru) | 2002-08-06 | 2003-06-09 | Способ получения пенополиуретана |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6818675B2 (https=) |
| EP (1) | EP1534766B2 (https=) |
| JP (1) | JP4567449B2 (https=) |
| AT (1) | ATE423153T1 (https=) |
| AU (1) | AU2003243487B2 (https=) |
| BR (1) | BR0313583A (https=) |
| DE (1) | DE60326245D1 (https=) |
| ES (1) | ES2319118T5 (https=) |
| MX (1) | MXPA05001507A (https=) |
| RU (1) | RU2339653C2 (https=) |
| WO (1) | WO2004013201A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2551502C2 (ru) * | 2009-12-08 | 2015-05-27 | Ректисел | Способ получения эластичного пенополиуретана и пенополиуретан, полученный этим способом |
| US9834655B2 (en) | 2011-04-29 | 2017-12-05 | Convestro Deutschland Ag | Polyurethane foam and method for producing same |
| RU2712184C2 (ru) * | 2014-07-10 | 2020-01-24 | ХАНТСМЭН ПЕТРОКЕМИКАЛ ЭлЭлСи | Композиция для сокращения количества альдегидов, выделяющихся из полиуретановых пен |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20070004070A (ko) * | 2004-04-30 | 2007-01-05 | 다우 글로벌 테크놀로지스 인크. | 숙성 특성이 개선된 저밀도 폴리우레탄 발포체를 위한자기촉매 폴리올의 조촉매반응 |
| CA2575613C (en) * | 2004-08-04 | 2015-05-19 | Foam Supplies, Inc. | Reactivity drift and catalyst degradation in polyurethane foam |
| US8501828B2 (en) | 2004-08-11 | 2013-08-06 | Huntsman Petrochemical Llc | Cure rebond binder |
| US20060068193A1 (en) * | 2004-09-29 | 2006-03-30 | Lear Corporation | Method and apparatus for making a trim panel with a self-skinning blown elastomer component |
| US20060073322A1 (en) * | 2004-10-01 | 2006-04-06 | Lear Corporation | Low density spray polyurethane for automobile interior applications |
| US7458631B2 (en) | 2004-10-19 | 2008-12-02 | International Automotive Components Group North America, Inc. | Automotive armrest with soft feel and method of making the same |
| US7478854B2 (en) | 2004-10-19 | 2009-01-20 | International Automotive Components Group North America, Inc. | Automotive handle with soft feel and method of making the same |
| US7458604B2 (en) | 2004-10-20 | 2008-12-02 | International Automotive Components Group North America, Inc. | Automotive trim assembly having an integrated airbag door |
| US20060141239A1 (en) * | 2004-12-28 | 2006-06-29 | Gilder Stephen D | Method for making a bonded foam product suitable for use as an underlayment for floor coverings |
| US20060216479A1 (en) * | 2005-03-22 | 2006-09-28 | Lear Corporation | Two-shot, co-injected trim panel |
| US7902303B2 (en) * | 2005-12-30 | 2011-03-08 | Industrial Technology Research Institute | Aliphatic polyester polymer compositions and preparation method thereof |
| US7666919B2 (en) * | 2006-03-14 | 2010-02-23 | Air Products And Chemicals, Inc. | Aromatic diacid ester diols and substituted carbamates thereof for minimizing deterioration of polyurethane foams |
| GB0705685D0 (en) * | 2007-03-24 | 2007-05-02 | Nauer Fritz Ag | Polyurethane foam |
| JP2009035628A (ja) * | 2007-08-01 | 2009-02-19 | Nippon Pafutemu Kk | 硬質ポリウレタン系フォームの製造方法 |
| JP2009191223A (ja) * | 2008-02-18 | 2009-08-27 | Nippon Polyurethane Ind Co Ltd | 耐水性軟質ポリウレタンフォームの製造方法 |
| CN102803325A (zh) * | 2009-04-24 | 2012-11-28 | 东曹株式会社 | 用于制造聚氨酯泡沫的发泡性添加剂、以及使用该发泡性添加剂的硬质聚氨酯泡沫的制造方法 |
| GB2490733A (en) * | 2011-05-13 | 2012-11-14 | Mas Res And Innovation Pvt Ltd | Polyurethane foam composition and method of manufacturing a foam article |
| WO2012156690A2 (en) * | 2011-05-13 | 2012-11-22 | Mas Research And Innovation (Pvt) Ltd. | A foam composition and its uses thereof |
| GB2490734A (en) * | 2011-05-13 | 2012-11-14 | Mas Res And Innovation Pvt Ltd | Polyurethane foam composition and method of manufacturing a foam article |
| EP2868679B1 (en) * | 2012-06-29 | 2019-01-09 | Tosoh Corporation | Catalyst composition for producing polyurethane resin, and method for producing polyurethane resin using said catalyst composition |
| RU2015139226A (ru) * | 2013-02-26 | 2017-04-03 | Ханивелл Интернешнл Инк. | Премиксы для полиуретановых пен, содержащие вспенивающие средства на основе галогенированных олефинов, и пены, полученные из них |
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| KR102679688B1 (ko) * | 2024-02-29 | 2024-07-01 | 주식회사 리드파워 | 준불연성 수발포 폴리우레탄용 폴리올 조성물 및 그 제조방법 |
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| RU2551502C2 (ru) * | 2009-12-08 | 2015-05-27 | Ректисел | Способ получения эластичного пенополиуретана и пенополиуретан, полученный этим способом |
| US9834655B2 (en) | 2011-04-29 | 2017-12-05 | Convestro Deutschland Ag | Polyurethane foam and method for producing same |
| RU2712184C2 (ru) * | 2014-07-10 | 2020-01-24 | ХАНТСМЭН ПЕТРОКЕМИКАЛ ЭлЭлСи | Композиция для сокращения количества альдегидов, выделяющихся из полиуретановых пен |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2005534770A (ja) | 2005-11-17 |
| EP1534766A1 (en) | 2005-06-01 |
| ATE423153T1 (de) | 2009-03-15 |
| ES2319118T3 (es) | 2009-05-04 |
| AU2003243487B2 (en) | 2009-02-26 |
| JP4567449B2 (ja) | 2010-10-20 |
| ES2319118T5 (es) | 2018-04-30 |
| MXPA05001507A (es) | 2005-05-27 |
| US20040029986A1 (en) | 2004-02-12 |
| WO2004013201A1 (en) | 2004-02-12 |
| RU2005106252A (ru) | 2005-10-10 |
| US6818675B2 (en) | 2004-11-16 |
| BR0313583A (pt) | 2005-07-12 |
| EP1534766B2 (en) | 2018-01-17 |
| AU2003243487A1 (en) | 2004-02-23 |
| EP1534766B1 (en) | 2009-02-18 |
| DE60326245D1 (de) | 2009-04-02 |
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