WO2011069970A1 - Pièces revêtues de polyisocyanurates et leur utilisation en zone off-shore - Google Patents
Pièces revêtues de polyisocyanurates et leur utilisation en zone off-shore Download PDFInfo
- Publication number
- WO2011069970A1 WO2011069970A1 PCT/EP2010/068980 EP2010068980W WO2011069970A1 WO 2011069970 A1 WO2011069970 A1 WO 2011069970A1 EP 2010068980 W EP2010068980 W EP 2010068980W WO 2011069970 A1 WO2011069970 A1 WO 2011069970A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- shore
- diphenylmethane diisocyanate
- parts
- nco
- coated
- Prior art date
Links
- 229920000582 polyisocyanurate Polymers 0.000 title claims abstract description 21
- 239000011495 polyisocyanurate Substances 0.000 title description 7
- 229920005862 polyol Polymers 0.000 claims description 30
- 150000003077 polyols Chemical class 0.000 claims description 30
- 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 22
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 10
- 239000012948 isocyanate Substances 0.000 claims description 9
- 150000002513 isocyanates Chemical class 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 238000005829 trimerization reaction Methods 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 150000001718 carbodiimides Chemical group 0.000 claims description 4
- 229920001228 polyisocyanate Polymers 0.000 claims description 4
- 239000005056 polyisocyanate Substances 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
- 238000000576 coating method Methods 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 description 13
- 239000011248 coating agent Substances 0.000 description 12
- -1 polypropylene Polymers 0.000 description 11
- 235000019589 hardness Nutrition 0.000 description 10
- 239000004721 Polyphenylene oxide Substances 0.000 description 9
- 229920000570 polyether Polymers 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000004814 polyurethane Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000004970 Chain extender Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000004005 microsphere Substances 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- 229920002635 polyurethane Polymers 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 229920005906 polyester polyol Polymers 0.000 description 4
- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- 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 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- PISLZQACAJMAIO-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine Chemical compound CCC1=CC(C)=C(N)C(CC)=C1N PISLZQACAJMAIO-UHFFFAOYSA-N 0.000 description 2
- CPQURKVRFSUEAA-UHFFFAOYSA-N 3,5-diamino-4-chloro-2-(2-methylpropyl)benzoic acid Chemical compound CC(C)CC1=C(N)C(Cl)=C(N)C=C1C(O)=O CPQURKVRFSUEAA-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 239000002318 adhesion promoter Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- QXJJQWWVWRCVQT-UHFFFAOYSA-K calcium;sodium;phosphate Chemical compound [Na+].[Ca+2].[O-]P([O-])([O-])=O QXJJQWWVWRCVQT-UHFFFAOYSA-K 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920003225 polyurethane elastomer Polymers 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 239000011814 protection agent Substances 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- LKLLNYWECKEQIB-UHFFFAOYSA-N 1,3,5-triazinane Chemical class C1NCNCN1 LKLLNYWECKEQIB-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- QPYKYDBKQYZEKG-UHFFFAOYSA-N 2,2-dimethylpropane-1,1-diol Chemical compound CC(C)(C)C(O)O QPYKYDBKQYZEKG-UHFFFAOYSA-N 0.000 description 1
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical group NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- BIWVHGWGBMHTTP-UHFFFAOYSA-N 2-methylbutane-1,1-diol Chemical compound CCC(C)C(O)O BIWVHGWGBMHTTP-UHFFFAOYSA-N 0.000 description 1
- YPACMOORZSDQDQ-UHFFFAOYSA-N 3-(4-aminobenzoyl)oxypropyl 4-aminobenzoate Chemical compound C1=CC(N)=CC=C1C(=O)OCCCOC(=O)C1=CC=C(N)C=C1 YPACMOORZSDQDQ-UHFFFAOYSA-N 0.000 description 1
- DPXFJZGPVUNVOT-UHFFFAOYSA-N 3-[1,3-bis[3-(dimethylamino)propyl]triazinan-5-yl]-n,n-dimethylpropan-1-amine Chemical class CN(C)CCCC1CN(CCCN(C)C)NN(CCCN(C)C)C1 DPXFJZGPVUNVOT-UHFFFAOYSA-N 0.000 description 1
- AOFIWCXMXPVSAZ-UHFFFAOYSA-N 4-methyl-2,6-bis(methylsulfanyl)benzene-1,3-diamine Chemical compound CSC1=CC(C)=C(N)C(SC)=C1N AOFIWCXMXPVSAZ-UHFFFAOYSA-N 0.000 description 1
- 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
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 239000004593 Epoxy Substances 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
- 240000002989 Euphorbia neriifolia Species 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 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
- 150000001412 amines Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 229940045713 antineoplastic alkylating drug ethylene imines Drugs 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005229 chemical vapour deposition Methods 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- RLMGYIOTPQVQJR-UHFFFAOYSA-N cyclohexane-1,3-diol Chemical compound OC1CCCC(O)C1 RLMGYIOTPQVQJR-UHFFFAOYSA-N 0.000 description 1
- 238000006006 cyclotrimerization reaction Methods 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- IDIVPOOWFXQMJJ-UHFFFAOYSA-M decanoyloxymercury Chemical compound C(CCCCCCCCC)(=O)[O-].[Hg+] IDIVPOOWFXQMJJ-UHFFFAOYSA-M 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000002706 hydrostatic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- BYXYCUABYHCYLY-UHFFFAOYSA-N isoindole-1,3-dione;potassium Chemical class [K].C1=CC=C2C(=O)NC(=O)C2=C1 BYXYCUABYHCYLY-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- GNLZSEMKVZGLGY-UHFFFAOYSA-N pentane-2,2-diol Chemical compound CCCC(C)(O)O GNLZSEMKVZGLGY-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical class [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- GCHCGDFZHOEXMP-UHFFFAOYSA-L potassium adipate Chemical class [K+].[K+].[O-]C(=O)CCCCC([O-])=O GCHCGDFZHOEXMP-UHFFFAOYSA-L 0.000 description 1
- 235000011051 potassium adipate Nutrition 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
-
- 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
- C08G18/09—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture
- C08G18/092—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture oligomerisation to isocyanurate groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L58/00—Protection of pipes or pipe fittings against corrosion or incrustation
- F16L58/02—Protection of pipes or pipe fittings against corrosion or incrustation by means of internal or external coatings
- F16L58/04—Coatings characterised by the materials used
- F16L58/10—Coatings characterised by the materials used by rubber or plastics
- F16L58/1054—Coatings characterised by the materials used by rubber or plastics the coating being placed outside the pipe
-
- 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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
- Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article
- Y10T428/1393—Multilayer [continuous layer]
Definitions
- the invention relates to polyisocyanurate coated parts and their use. Such parts are preferably used in the sea.
- polyurethanes are used.
- the coating can either be applied directly (for example cast) to the element to be coated, as is done in the case of "Field Joints.”
- the coating can also be effected indirectly by producing the coating separately, which is then carried out, for example Screwing is applied to the element to be insulated, this variant is carried out in the case of "bend restrictors".
- These elements serve, for example, the promotion of oil and gas, wherein the polyurethane is an insulating coating.
- These polyurethanes are usually massive or syntactic.
- syntactic plastics generally includes plastics containing hollow fillers.
- a further disadvantage is that in many applications complex geometries have to be cast where the p rit technique / thermoplastic processing is not applicable.
- the object was therefore to provide a system which can be a) processed in a simple casting process, b) can be processed as possible two-component reaction mixture on site, c) contains no toxic substances and releases, d) are processed at room temperature e) has a processing time of ⁇ 5 min, f) can be prepared simply and quickly, g) has good hydrolysis resistance at high temperatures in water, h) an elongation at break of> 10% at ⁇ 60 Shore D and> 4 % at> 60 Shore D, i) has a hardness of> 40 Shore D and ⁇ 90 Shore D.
- the invention relates to coated parts which are coated directly or indirectly with polyisocyanurates, the polyisocyanurates being obtainable from: a) a polyisocyanate based on diphenylmethane diisocyanate with an NCO-
- the coating can either be applied directly to the element to be coated (cast, for example), as is preferably carried out in the case of "Field Joints.”
- the coating can also be effected indirectly by preparing the coating separately, which is then carried out, for example Screwing is applied to the element to be insulated, this variant is preferably carried out in the case of "bend restrictors".
- MDI Diphenylmethane diisocyanate
- component (a) C which is liquid above -5 ° C, preferably above 5 ° C, more preferably above 10 ° C, is used, which is obtainable from i) at least one polyol having an OH number of 200
- trimerization catalysts are also referred to as polyisocyanurate catalysts (PUR catalysts).
- PUR catalysts polyisocyanurate catalysts
- the mechanism of trimerization is not yet fully understood. However, trimerization generally takes place in the presence of anionic compounds, such as, for example, alcoholates. Acetates or similar compounds instead.
- anionic compounds such as, for example, alcoholates. Acetates or similar compounds instead.
- the trimerization of organic isocyanates with aromatically bound isocyanate groups is known.
- D. Dieterich, Houben-Weyl, Methods of Organic Chemistry, Volume E20, Part 2, Georg Thieme Verlag, Stuttgart, 1987, pp. 1739-1751 describes in detail the discontinuous cyclotrimerization of isocyanates.
- PIR catalysts such as oxides, alkoxides and phenates, carboxylates, alkyl ammonium hydroxides and alkanolates or Mannich bases described.
- Preferred PIR catalysts are, for example, strong bases such as quaternary ammonium hydroxides (benzyltrimethylammonium hydroxide), alkali metal hydroxides (KOH), alkali metal alkoxides (sodium methoxide).
- strong bases such as quaternary ammonium hydroxides (benzyltrimethylammonium hydroxide), alkali metal hydroxides (KOH), alkali metal alkoxides (sodium methoxide).
- alkali metal salts of carboxylic acid sodium acetate, potassium 2-ethylhexoate, potassium adipates, sodium benzoate, N-alkyl ethyleneimines, tris (3-dimethyl-aminopropyl) hexahydro-s-triazines, potassium phthalimides and tertiary aminophenols
- alkali metal salts of carboxylic acid sodium acetate, potassium 2-ethylhexoate, potassium adipates, sodium benzoate, N-alkyl ethyleneimines, tris (3-dimethyl-aminopropyl) hexahydro-s-triazines, potassium phthalimides and tertiary aminophenols
- Examples of commercial catalysts for this are potassium acetates in ethylene glycol such as Polycat 46 from Air Products; potassium 2-ethylhexoate in diethylene glycol.
- US Patent 4,169,921 e.g., 2,4,6-tris (N, N
- glycol / potassium octoate as Dabco K-15 from Air Products; mixtures of quaternary ammonium formic acid salts and tertiary amines such as DABCO TMR-5 from Air Products; hexa-hydro-1,3,5-tris (3-dimethylamino-propyl) -triazines available as Pel-Cat 9640 from Ele Company and Polycat 41 from Air Products; 2,4,6-tris (N, N-dimethylaminomethyl) phenol available as Pel-Cat 9529 from Ele and TMR-30 from Air Products Hexchem 977 from Hexchem and Pel-Cat 9540A from Tris (dimethylaminopropyl) -sym-hexahydrotriazine, such as Polycat 60 (Abbott), potassium 2-ethyl-hexoate, potassium octoate, such as T-45 (M + T International), 2-dimethyl-aminomethylphenol, such as DMP 10, 2,4,6-tris (d
- the ratio of the reaction of (a) with (b) and (c) is preferably> 300, particularly preferably> 500.
- Polyols b) used are preferably polytetrahydrofuran, polycarbonate polyol and more preferably polyether polyols.
- Polyether polyols are prepared either by alkaline catalysis or by Doppelmetallcyanidkatalyse or optionally in stepwise reaction by alkaline catalysis and Doppelmetallcyanidkatalyse from a starter molecule and epoxides, preferably ethylene and / or propylene oxide and have terminal hydroxyl groups.
- Suitable starters are the compounds with hydroxyl and / or amino groups known to those skilled in the art, as well as water. The functionality of the starter is at least 1.8 and at most 6. Of course, mixtures of multiple starters can be used become.
- mixtures of several polyether polyols can be used as polyether polyols.
- the polyol component used are preferably polyether polyols, more preferably polyoxypropylene polyols.
- the MDl-based prepolymers used are characterized by their low viscosity at room temperature and their particular low-temperature stability.
- the NCO prepolymer which is preferably used, begins to crystallize below 0.degree. C., preferably below -5.degree. C. after 2 months of storage in closed containers.
- the viscosity of this NCO prepolymer at 25 ° C according to DIN EN ISO 11909 is less than or equal to 2000 mPa * s.
- the isocyanate component has a high NCO content (that is to say a slight modification), has a low viscosity and at the same time remains liquid and does not crystallize at low temperatures.
- Modification of the MDI is in principle a reaction of the NCO group of the MDL.
- the formation of a prepolymer is a special case of modification and relates to the reaction of a compound having NCO reactive groups with the NCO groups of the MDL.
- Room temperature liquid products having a viscosity of ⁇ 2000 mPa * s at 25 ° C are preferred. This usually corresponds to an NCO content of> 20%.
- polynuclear MDI also known by the term polymeric MDI
- polymeric MDI can be added to the prepolymer.
- large amounts of polymeric MDI should be avoided. It is advantageous that no heavy metal-containing catalysts are used.
- volume flows of the isocyanate component and the polyol component are similar.
- hollow microspheres in the polyisocyanurate as additive if syntactic polyisocyanurates are to be prepared.
- the term hollow microspheres in the context of this invention means organic and mineral hollow spheres.
- organic hollow spheres for example, hollow plastic spheres, for example of polyethylene, polypropylene, polyurethane, polystyrene or a mixture thereof, can be used.
- Mineral hollow spheres can be produced, for example, based on clay, aluminum silicate, glass or mixtures thereof.
- the hollow spheres may have a vacuum or partial vacuum in the interior or be filled with air, inert gases, for example nitrogen, helium or argon, or reactive gases, for example oxygen.
- the organic or Mineral hollow spheres have a diameter of 1 to 1000 mm, preferably from 5 to 200 mm.
- the organic or mineral hollow spheres have a bulk density of 0, 1 to 0.4 g / cm3. They generally have a thermal conductivity of 0.03 to 0.12 W / mK.
- Microbubble spheres are preferably used as hollow microspheres.
- the hollow glass microspheres have a hydrostatic pressure resistance of at least 20 bar.
- 3M-Scotchlite® Glass Bubbles can be used as hollow microbubbles.
- plastic-based hollow microspheres for example, Expancel products from Akzo Nobel can be used.
- Chain extenders / crosslinkers used are compounds having a functionality of from 2 to 3 and a molecular weight of from 62 to 500. It is possible to use aromatic aminic chain extenders such as, for example, diethyltoluenediamine (DETDA), 3,3'-dichloro-4,4'-diamino-diphenylmethane (MBOCA), 3,5-diamino-4-chloro-isobutylbenzoate, 4-methyl-2,6-bis (methylthio) -1,3-diaminobenzene (Ethacure 300), trimethylene glycol di-p-aminobenzoate (Polacure 740M) and 4,4'-diamino-2,2'-dichloro-5 5'-diethyldiphenylmethane (MCDEA).
- DETDA diethyltoluenediamine
- MOCA 3,3'-dichloro-4,4'-diamino-dip
- Aliphatic aminic chain extenders may also be used or co-used. Often these have a thioxotropic effect due to their high reactivity. For example, 2,2'-thiodiethanol, propanediol-1, 2, propanediol-1, 3, glycerol, butanediol-2,3, butanediol-1, 3, butanediol-1, 4, 2-methylpropanediol-are often used as non-amine chain extenders.
- Methylbutanediol 1, 3, 1, 1, 1-trimethylolethane, 3-methyl-l, 5-pentanediol, 1, 1, 1-trimethylolpropane, 1,6-hexanediol, 1, 7-heptanediol, 2-ethyl-l, 6-hexanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol 1, 1 l-undecanediol, 1, 12-dodecanediol, diethylene glycol, triethylene glycol, 1,4-cyclohexanediol, 1,3- Cyclohexanediol and water used.
- NCO-reactive compounds (b) preference is given to polyols having OH numbers in a range from 20 to 150, preferably 27 to 150, particularly preferably 27 to 120 mg KOH / g, and an average functionality of 1.8 to 6 2 to 3, more preferably 3 are used.
- polyols polyether, polyester, polycarbonate and polyetherester polyols can be used.
- Polyol component (b) used are preferably polyether polyols, more preferably polyoxypropylene polyols.
- Polyester polyols are prepared in a manner known per se by polycondensation from alipahtic and / or aromatic polycarboxylic acids having 4 to 16 carbon atoms, optionally from their anhydrides and optionally from their low molecular weight esters, including ring esters. provided, as the reaction component predominantly low molecular weight polyols having 2 to 12 carbon atoms are used.
- the functionality of the synthesis components for polyester polyols is preferably 2, but in individual cases may be greater than 2, wherein the components are used with functionalities greater than 2 only in small amounts, so that the arithmetic number average functionality of polyester polyols in the range of 2 to 2.5 is located.
- Polycarbonate diols are a special case of a polyester polyol. Polycarbonate diols are obtained according to the prior art from carbonic acid derivatives, for example dimethyl or diphenyl carbonate or phosgene and polyols by means of polycondensation.
- additives to the system via compound (b) which has NCOs reactive groups.
- catalysts compounds which accelerate the reaction of the isocyanate component with the polyol component
- surface-active substances dyes, pigments, hydrolysis protection stabilizers and / or oxidation protection agents and also UV protection agents and epoxide resins.
- blowing agents known from the prior art.
- the isocyanate component and the compound having the NCO reactive groups contain no physical blowing agent. It is further preferred that no water is added to these components a) and b).
- the components particularly preferably contain no propellant, apart from minimal amounts of residual water contained in engineered polyols.
- the residual water content is reduced by the addition of water scavengers.
- zeolites are suitable as water scavengers.
- the water scavengers are used, for example, in an amount of 0, 1 to 10 wt .-%, based on the total weight of the compound having the NCO reactive groups.
- the components a) and b) are usually mixed at a temperature of 0 ° C to 100 ° C, preferably 15 to 60 ° C and reacted.
- the mixing can be done with the usual PUR processing machines. In a preferred embodiment, the mixing takes place by low-pressure machines or high-pressure machines.
- the polyisocyanurates may optionally be used with the addition of hollow glass spheres for the insulation of off-shore pipes or for the production of sleeves for off-shore pipes as well as for the production or coating of other parts and equipment in the off-shore area.
- Off-shore pipe is understood to mean a pipe which serves to convey oil and gas.
- the 01 / gas is required from the seabed on platforms, in ships / tankers or directly on land. Muffs are the connections between two pipes or pipe parts to understand. The parts and devices or elements in the off-shore area are in constant contact with seawater.
- the polyisocyanurates are preferably poured directly onto the surface of the part / element. Typical surfaces consist for example of plastics, such as epoxy resin, polypropylene and / or metals, such as aluminum, copper, steel or iron.
- adhesion promoters adheres poorly to these parts / elements
- external adhesion promoters adheresives, such as Cilbond from Cil or Thixon from Rohm & Haas
- physical adhesion promotion eg electron beam treatment
- chemical vapor deposition may additionally be used for improved adhesion promotion.
- the prepolymer used was obtained by reacting the following components: 56.1 wt .-% uretonimine containing 4,4'-MDI (Desmodur ® CD-S from Bayer MaterialScience AG) and
- Example 1 (according to the invention):
- Example 1 the products exhibit hardnesses that are preferred for field joints and for massive offshore insulation.
- the polyisocyanurate from Example 1 shows a significantly higher resistance to higher temperatures compared to the product from Example 3. Likewise, it takes up only 2.3 wt .-%> water compared to 5.7 wt .-%> on. Also, the hardness has dropped to 50 Shore A in Example 3. The polyisocyanurate from Example 1 still has a hardness of 40 Shore D (95 Shore A). The modulus at 10% only decreases by 64% in the case of Example 1, 97% in the case of Example 3.
- Example 2 shows an extremely low water volume and an extremely high temperature resistance.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/514,839 US20120301651A1 (en) | 2009-12-09 | 2010-12-06 | Polyisocyanurate-coated parts and the use thereof in offshore applications |
BR112012013938A BR112012013938A2 (pt) | 2009-12-09 | 2010-12-06 | peças revestidas com poli-isocianuratos e seu uso na área marítima |
CN2010800554680A CN102656242A (zh) | 2009-12-09 | 2010-12-06 | 聚异氰脲酸酯涂覆的部件及其在海上应用中的用途 |
EP10793196A EP2510063A1 (fr) | 2009-12-09 | 2010-12-06 | Pièces revêtues de polyisocyanurates et leur utilisation en zone off-shore |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102009057601 | 2009-12-09 | ||
DE102009057601.0 | 2009-12-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2011069970A1 true WO2011069970A1 (fr) | 2011-06-16 |
Family
ID=43661814
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2010/068980 WO2011069970A1 (fr) | 2009-12-09 | 2010-12-06 | Pièces revêtues de polyisocyanurates et leur utilisation en zone off-shore |
Country Status (5)
Country | Link |
---|---|
US (1) | US20120301651A1 (fr) |
EP (1) | EP2510063A1 (fr) |
CN (1) | CN102656242A (fr) |
BR (1) | BR112012013938A2 (fr) |
WO (1) | WO2011069970A1 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2803042C (fr) * | 2010-07-08 | 2019-02-12 | Huntsman International Llc | Revetement anticorrosion a base de polyisocyanate |
MX2016002821A (es) * | 2013-09-16 | 2016-06-22 | Dow Global Technologies Llc | Elastomero de poliuretano para uso en aislamiento de tuberias submarinas. |
CN106046949A (zh) * | 2016-07-28 | 2016-10-26 | 江苏昌悦重工科技有限公司 | 一种光伏逆变器箱 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4169921A (en) | 1973-01-11 | 1979-10-02 | The Celotex Corporation | Polyisocyanurate |
EP0132057A1 (fr) * | 1983-06-20 | 1985-01-23 | Thermocell Development, Ltd. | Méthode de préparation de compositions de polyuréthanes pulvérisables |
DE10358371A1 (de) * | 2003-12-11 | 2005-07-28 | Basf Ag | Syntaktisches Polyurethan, enthaltend Öl, bevorzugt Ricinusöl |
US20060084777A1 (en) * | 2003-06-12 | 2006-04-20 | Huntsman International Llc | Process for preparing a polyisocyanurate polyurethane material |
CN101235247A (zh) * | 2008-03-05 | 2008-08-06 | 中国石油集团工程设计有限责任公司 | 天然气管道内壁防腐涂料配方 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19730466A1 (de) * | 1997-07-16 | 1999-01-21 | Bayer Ag | Druckfeste und thermostabile Isolierbeschichtungen für Hohlkörper und ein Verfahren zu deren Herstellung |
US6887399B2 (en) * | 2002-09-09 | 2005-05-03 | Bayer Materialscience Llp | Polymeric allophanates of diphenylmethane diisocyanate, prepolymers of these polymeric allophanates, and processes for the preparation of the polymeric allophanates and the prepolymers thereof |
CN1789241B (zh) * | 2005-12-12 | 2010-09-29 | 拜尔材料科学股份公司 | 液态、储存稳定、色指数低、含有碳二亚胺和/或脲酮亚胺基团的有机异氰酸酯的制备方法 |
EP2182017A1 (fr) * | 2008-07-10 | 2010-05-05 | Huntsman International Llc | Revêtement synthétique à base de polyisocyanurate pour applications offshore |
-
2010
- 2010-12-06 CN CN2010800554680A patent/CN102656242A/zh active Pending
- 2010-12-06 US US13/514,839 patent/US20120301651A1/en not_active Abandoned
- 2010-12-06 EP EP10793196A patent/EP2510063A1/fr not_active Withdrawn
- 2010-12-06 WO PCT/EP2010/068980 patent/WO2011069970A1/fr active Application Filing
- 2010-12-06 BR BR112012013938A patent/BR112012013938A2/pt not_active Application Discontinuation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4169921A (en) | 1973-01-11 | 1979-10-02 | The Celotex Corporation | Polyisocyanurate |
EP0132057A1 (fr) * | 1983-06-20 | 1985-01-23 | Thermocell Development, Ltd. | Méthode de préparation de compositions de polyuréthanes pulvérisables |
US20060084777A1 (en) * | 2003-06-12 | 2006-04-20 | Huntsman International Llc | Process for preparing a polyisocyanurate polyurethane material |
DE10358371A1 (de) * | 2003-12-11 | 2005-07-28 | Basf Ag | Syntaktisches Polyurethan, enthaltend Öl, bevorzugt Ricinusöl |
CN101235247A (zh) * | 2008-03-05 | 2008-08-06 | 中国石油集团工程设计有限责任公司 | 天然气管道内壁防腐涂料配方 |
Non-Patent Citations (2)
Title |
---|
D. DIETERICH; HOUBEN-WEYL: "Methoden der Organischen Chemie", vol. E20, 1987, GEORG THIEME VERLAG, pages: 1739 - 1751 |
DATABASE WPI Week 200904, Derwent World Patents Index; AN 2009-A81014, XP002628985 * |
Also Published As
Publication number | Publication date |
---|---|
BR112012013938A2 (pt) | 2016-06-07 |
CN102656242A (zh) | 2012-09-05 |
EP2510063A1 (fr) | 2012-10-17 |
US20120301651A1 (en) | 2012-11-29 |
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