JP6831320B2 - 尿素結合と末端アルコキシシランとを有するポリマーを含有する2成分シロキサン系コーティング - Google Patents
尿素結合と末端アルコキシシランとを有するポリマーを含有する2成分シロキサン系コーティング Download PDFInfo
- Publication number
- JP6831320B2 JP6831320B2 JP2017504737A JP2017504737A JP6831320B2 JP 6831320 B2 JP6831320 B2 JP 6831320B2 JP 2017504737 A JP2017504737 A JP 2017504737A JP 2017504737 A JP2017504737 A JP 2017504737A JP 6831320 B2 JP6831320 B2 JP 6831320B2
- Authority
- JP
- Japan
- Prior art keywords
- functional
- alkoxysilane
- epoxy
- aliphatic
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000000576 coating method Methods 0.000 title claims description 60
- 239000011248 coating agent Substances 0.000 title claims description 40
- 229920000642 polymer Polymers 0.000 title description 46
- 239000004202 carbamide Substances 0.000 title description 10
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title description 5
- -1 amino compound Chemical class 0.000 claims description 89
- 125000001931 aliphatic group Chemical group 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 47
- 229920002396 Polyurea Polymers 0.000 claims description 42
- 150000004985 diamines Chemical class 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 34
- 125000003118 aryl group Chemical group 0.000 claims description 31
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 31
- 239000005056 polyisocyanate Substances 0.000 claims description 30
- 229920001228 polyisocyanate Polymers 0.000 claims description 30
- 229920001296 polysiloxane Polymers 0.000 claims description 27
- 239000004593 Epoxy Substances 0.000 claims description 26
- 150000002148 esters Chemical class 0.000 claims description 24
- 125000002723 alicyclic group Chemical group 0.000 claims description 22
- 229920002635 polyurethane Polymers 0.000 claims description 22
- 239000004814 polyurethane Substances 0.000 claims description 22
- 150000001412 amines Chemical class 0.000 claims description 20
- 239000003085 diluting agent Substances 0.000 claims description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 16
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 15
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 15
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 15
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 229920000570 polyether Polymers 0.000 claims description 10
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 229920000728 polyester Polymers 0.000 claims description 9
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 claims description 8
- 150000001408 amides Chemical class 0.000 claims description 7
- 230000001588 bifunctional effect Effects 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims description 6
- 229920001519 homopolymer Polymers 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 150000008117 polysulfides Polymers 0.000 claims description 6
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 5
- 235000003704 aspartic acid Nutrition 0.000 claims description 5
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000945 filler Substances 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 229920000515 polycarbonate Polymers 0.000 claims description 5
- 239000004417 polycarbonate Substances 0.000 claims description 5
- 239000005077 polysulfide Substances 0.000 claims description 5
- 229920001021 polysulfide Polymers 0.000 claims description 5
- 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 5
- 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 4
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- PZBGPIWNBPQHBR-UHFFFAOYSA-N butyl 3-(3-trimethoxysilylpropylamino)propanoate Chemical compound CCCCOC(=O)CCNCCC[Si](OC)(OC)OC PZBGPIWNBPQHBR-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims 2
- 239000012948 isocyanate Substances 0.000 description 31
- 150000002513 isocyanates Chemical class 0.000 description 26
- 239000000463 material Substances 0.000 description 12
- 150000002009 diols Chemical group 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 238000006845 Michael addition reaction Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 description 5
- 239000004970 Chain extender Substances 0.000 description 5
- 238000005452 bending Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000008199 coating composition Substances 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 229920005906 polyester polyol Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 3
- LKJPYSCBVHEWIU-UHFFFAOYSA-N N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide Chemical compound C=1C=C(C#N)C(C(F)(F)F)=CC=1NC(=O)C(O)(C)CS(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 229940009098 aspartate Drugs 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 239000002274 desiccant Substances 0.000 description 3
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- 239000008204 material by function Substances 0.000 description 3
- 239000011527 polyurethane coating Substances 0.000 description 3
- 229910000077 silane Inorganic materials 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 3
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 206010011224 Cough Diseases 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 206010036790 Productive cough Diseases 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000004984 aromatic diamines Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 125000004427 diamine group Chemical group 0.000 description 2
- GAURFLBIDLSLQU-UHFFFAOYSA-N diethoxy(methyl)silicon Chemical compound CCO[Si](C)OCC GAURFLBIDLSLQU-UHFFFAOYSA-N 0.000 description 2
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 2
- YSEKNCXYRGKTBJ-UHFFFAOYSA-N dimethyl 2-hydroxybutanedioate Chemical compound COC(=O)CC(O)C(=O)OC YSEKNCXYRGKTBJ-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- DRUOQOFQRYFQGB-UHFFFAOYSA-N ethoxy(dimethyl)silicon Chemical compound CCO[Si](C)C DRUOQOFQRYFQGB-UHFFFAOYSA-N 0.000 description 2
- 229920005570 flexible polymer Polymers 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- QRFPECUQGPJPMV-UHFFFAOYSA-N isocyanatomethyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CN=C=O QRFPECUQGPJPMV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- MDLRQEHNDJOFQN-UHFFFAOYSA-N methoxy(dimethyl)silicon Chemical compound CO[Si](C)C MDLRQEHNDJOFQN-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- DVYVMJLSUSGYMH-UHFFFAOYSA-N n-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CNCCC[Si](OC)(OC)OC DVYVMJLSUSGYMH-UHFFFAOYSA-N 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- TWSRVQVEYJNFKQ-UHFFFAOYSA-N pentyl propanoate Chemical compound CCCCCOC(=O)CC TWSRVQVEYJNFKQ-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 230000008439 repair process Effects 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 208000024794 sputum Diseases 0.000 description 2
- 210000003802 sputum Anatomy 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 239000012855 volatile organic compound Substances 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- LAIJAUHBAWLPCO-UHFFFAOYSA-N (4-tert-butylcyclohexyl) prop-2-enoate Chemical compound CC(C)(C)C1CCC(OC(=O)C=C)CC1 LAIJAUHBAWLPCO-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- PRJANBDEQAEEME-UHFFFAOYSA-N 1-ethyl-3-(3-trimethoxysilylpropylamino)pyrrolidine-2,5-dione Chemical compound CCN1C(=O)CC(NCCC[Si](OC)(OC)OC)C1=O PRJANBDEQAEEME-UHFFFAOYSA-N 0.000 description 1
- PAUHLEIGHAUFAK-UHFFFAOYSA-N 1-isocyanato-1-[(1-isocyanatocyclohexyl)methyl]cyclohexane Chemical compound C1CCCCC1(N=C=O)CC1(N=C=O)CCCCC1 PAUHLEIGHAUFAK-UHFFFAOYSA-N 0.000 description 1
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical class O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 1
- MLBWTXHUVGBPNL-UHFFFAOYSA-N 1-pyridin-4-ylheptan-1-one Chemical compound CCCCCCC(=O)C1=CC=NC=C1 MLBWTXHUVGBPNL-UHFFFAOYSA-N 0.000 description 1
- HFZLSTDPRQSZCQ-UHFFFAOYSA-N 1-pyrrolidin-3-ylpyrrolidine Chemical compound C1CCCN1C1CNCC1 HFZLSTDPRQSZCQ-UHFFFAOYSA-N 0.000 description 1
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 1
- KACJBFAYIKNLCP-UHFFFAOYSA-N 2-methyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCC(C)C KACJBFAYIKNLCP-UHFFFAOYSA-N 0.000 description 1
- QXULZQKARBZMBR-UHFFFAOYSA-N 2-methyl-n-(3-trimethoxysilylpropyl)propan-2-amine Chemical compound CO[Si](OC)(OC)CCCNC(C)(C)C QXULZQKARBZMBR-UHFFFAOYSA-N 0.000 description 1
- IFJYEFKWFQAKDZ-UHFFFAOYSA-N 3,3,5-trimethyl-n-propan-2-yl-5-[(propan-2-ylamino)methyl]cyclohexan-1-amine Chemical compound CC(C)NCC1(C)CC(NC(C)C)CC(C)(C)C1 IFJYEFKWFQAKDZ-UHFFFAOYSA-N 0.000 description 1
- ZGMQLPDXPUINCQ-UHFFFAOYSA-N 3,3,5-trimethylcyclohexan-1-amine Chemical compound CC1CC(N)CC(C)(C)C1 ZGMQLPDXPUINCQ-UHFFFAOYSA-N 0.000 description 1
- BIGOJJYDFLNSGB-UHFFFAOYSA-N 3-isocyanopropyl(trimethoxy)silane Chemical group CO[Si](OC)(OC)CCC[N+]#[C-] BIGOJJYDFLNSGB-UHFFFAOYSA-N 0.000 description 1
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical compound N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 206010008469 Chest discomfort Diseases 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- PDSCSYLDRHAHOX-UHFFFAOYSA-N Dibutyl malate Chemical compound CCCCOC(=O)CC(O)C(=O)OCCCC PDSCSYLDRHAHOX-UHFFFAOYSA-N 0.000 description 1
- 208000000059 Dyspnea Diseases 0.000 description 1
- 206010013975 Dyspnoeas Diseases 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 235000000391 Lepidium draba Nutrition 0.000 description 1
- 208000032912 Local swelling Diseases 0.000 description 1
- 208000019693 Lung disease Diseases 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- ZNCUSLLTCCLLSI-UHFFFAOYSA-N N-(3-trimethoxysilylpropyl)nonan-1-amine Chemical compound CCCCCCCCCNCCC[Si](OC)(OC)OC ZNCUSLLTCCLLSI-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- GHAZCVNUKKZTLG-UHFFFAOYSA-N N-ethyl-succinimide Natural products CCN1C(=O)CCC1=O GHAZCVNUKKZTLG-UHFFFAOYSA-N 0.000 description 1
- HDFGOPSGAURCEO-UHFFFAOYSA-N N-ethylmaleimide Chemical compound CCN1C(=O)C=CC1=O HDFGOPSGAURCEO-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000004775 Tyvek Substances 0.000 description 1
- 229920000690 Tyvek Polymers 0.000 description 1
- 206010047924 Wheezing Diseases 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- YFVCXGAYZXYSMQ-UHFFFAOYSA-N [SiH4].C(CCC)NCCC[Si](OC)(OC)OC Chemical compound [SiH4].C(CCC)NCCC[Si](OC)(OC)OC YFVCXGAYZXYSMQ-UHFFFAOYSA-N 0.000 description 1
- DVKNZOANXCZDCP-UHFFFAOYSA-N [Ti].[Ni].[Sb] Chemical compound [Ti].[Ni].[Sb] DVKNZOANXCZDCP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 229960000250 adipic acid Drugs 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- XTUHPOUJWWTMNC-UHFFFAOYSA-N cobalt(2+);dioxido(dioxo)chromium Chemical compound [Co+2].[O-][Cr]([O-])(=O)=O XTUHPOUJWWTMNC-UHFFFAOYSA-N 0.000 description 1
- 239000012612 commercial material Substances 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- VVOLVFOSOPJKED-UHFFFAOYSA-N copper phthalocyanine Chemical compound [Cu].N=1C2=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC=1C1=CC=CC=C12 VVOLVFOSOPJKED-UHFFFAOYSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- ATGKAFZFOALBOF-UHFFFAOYSA-N cyclohexyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C1CCCCC1 ATGKAFZFOALBOF-UHFFFAOYSA-N 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- VKNUORWMCINMRB-UHFFFAOYSA-N diethyl malate Chemical compound CCOC(=O)CC(O)C(=O)OCC VKNUORWMCINMRB-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002118 epoxides Chemical group 0.000 description 1
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 201000001155 extrinsic allergic alveolitis Diseases 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000006162 fluoroaliphatic group Chemical group 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 229910052595 hematite Inorganic materials 0.000 description 1
- 239000011019 hematite Substances 0.000 description 1
- RSKGMYDENCAJEN-UHFFFAOYSA-N hexadecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OC)(OC)OC RSKGMYDENCAJEN-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 208000022098 hypersensitivity pneumonitis Diseases 0.000 description 1
- 229910003471 inorganic composite material Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- LDHBWEYLDHLIBQ-UHFFFAOYSA-M iron(3+);oxygen(2-);hydroxide;hydrate Chemical compound O.[OH-].[O-2].[Fe+3] LDHBWEYLDHLIBQ-UHFFFAOYSA-M 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 150000004701 malic acid derivatives Chemical group 0.000 description 1
- 239000001036 manganese pigment Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- BEPGHZIEOVULBU-UHFFFAOYSA-N n,n'-diethylpropane-1,3-diamine Chemical compound CCNCCCNCC BEPGHZIEOVULBU-UHFFFAOYSA-N 0.000 description 1
- UTHBCIAVEZTVHU-UHFFFAOYSA-N n-(3-tributoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OCCCC)(OCCCC)OCCCC UTHBCIAVEZTVHU-UHFFFAOYSA-N 0.000 description 1
- KFOZMMAXUUCIKU-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OCC)(OCC)OCC KFOZMMAXUUCIKU-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 description 1
- VIQLWXHHUWDUJJ-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)dodecan-1-amine Chemical compound CCCCCCCCCCCCNCCC[Si](OC)(OC)OC VIQLWXHHUWDUJJ-UHFFFAOYSA-N 0.000 description 1
- AYJGUKJXZWHFOL-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)hexan-1-amine Chemical compound CCCCCCNCCC[Si](OC)(OC)OC AYJGUKJXZWHFOL-UHFFFAOYSA-N 0.000 description 1
- PCAAAHFFOHFFTI-UHFFFAOYSA-N n-(3-tripropoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OCCC)(OCCC)OCCC PCAAAHFFOHFFTI-UHFFFAOYSA-N 0.000 description 1
- SLTAOXPOORASCD-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]butan-1-amine Chemical compound CCCCNCCC[Si](C)(OC)OC SLTAOXPOORASCD-UHFFFAOYSA-N 0.000 description 1
- BLQZHPYVPWGHPK-UHFFFAOYSA-N n-[3-[methoxy(dimethyl)silyl]propyl]butan-1-amine Chemical compound CCCCNCCC[Si](C)(C)OC BLQZHPYVPWGHPK-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- PMJFVKWBSWWAKT-UHFFFAOYSA-N n-cyclohexylprop-2-enamide Chemical compound C=CC(=O)NC1CCCCC1 PMJFVKWBSWWAKT-UHFFFAOYSA-N 0.000 description 1
- PSIDVLNBMQXBFV-UHFFFAOYSA-N n-ethyl-3-triethoxysilylpropan-1-amine Chemical compound CCNCCC[Si](OCC)(OCC)OCC PSIDVLNBMQXBFV-UHFFFAOYSA-N 0.000 description 1
- WAHHBPZHFZEGMB-UHFFFAOYSA-N n-ethyl-3-tripropoxysilylpropan-1-amine Chemical compound CCCO[Si](OCCC)(OCCC)CCCNCC WAHHBPZHFZEGMB-UHFFFAOYSA-N 0.000 description 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
- MGMTWSRWICTLNN-UHFFFAOYSA-N n-methyl-3-tributoxysilylpropan-1-amine Chemical compound CCCCO[Si](CCCNC)(OCCCC)OCCCC MGMTWSRWICTLNN-UHFFFAOYSA-N 0.000 description 1
- BCBKPXFYSWZHJH-UHFFFAOYSA-N n-propan-2-yl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCNC(C)C BCBKPXFYSWZHJH-UHFFFAOYSA-N 0.000 description 1
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- 229960003493 octyltriethoxysilane Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- HXSACZWWBYWLIS-UHFFFAOYSA-N oxadiazine-4,5,6-trione Chemical compound O=C1ON=NC(=O)C1=O HXSACZWWBYWLIS-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- QULYNCCPRWKEMF-UHFFFAOYSA-N parachlorobenzotrifluoride Chemical compound FC(F)(F)C1=CC=C(Cl)C=C1 QULYNCCPRWKEMF-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 208000013220 shortness of breath Diseases 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229910052596 spinel Inorganic materials 0.000 description 1
- 239000011029 spinel Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- 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
- C09D175/02—Polyureas
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- 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
- C08G18/3225—Polyamines
- C08G18/3228—Polyamines acyclic
-
- 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
- C08G18/3225—Polyamines
- C08G18/3234—Polyamines cycloaliphatic
-
- 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
- C08G18/3225—Polyamines
- C08G18/3237—Polyamines aromatic
-
- 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
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3821—Carboxylic acids; Esters thereof with monohydroxyl compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- 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
- C08G18/61—Polysiloxanes
-
- 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
- C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
-
- 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
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- 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
- C08G18/798—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing urethdione 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8083—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/809—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- 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
- C08G18/83—Chemically modified polymers
- C08G18/837—Chemically modified polymers by silicon containing compounds
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- 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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/30—Camouflage paints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
アスパラギン酸エステル含有主鎖
アルゴンの注入口と温度計とを備えた500mlの3口丸底フラスコ内で、大部分がイソシアヌレート三量体構造を有する86g(0.445当量)のヘキサメチレンジイソシアネートホモポリマーを、74gのプロピオン酸ペンチル中に溶解させた。その後、これに乾燥剤として5gのビニルトリメトキシシランを添加した。温度を40〜50℃に維持しながら、70.14g(0.298当量)のN−ブチル−3−アミノプロピルトリメトキシシランを、滴下漏斗を用いて溶液に滴下した。次に、引き続き温度を40〜50℃に維持しながら、34.4g(0.147当量)のテトラエチル2,2’−((2−メチルペンタン−1,5−ジイル)ビス(アザンジイル))ジサクシネート(アスパラギン酸,N,N’−(2−メチル−1,5−ペンタンジイル)ビス−1,1’4,4’−テトラエチルエステルとしても知られる)を滴下した。添加が完了した後、溶液中にフリーのイソシアネート(NCO)(2270cm-1)が残っていないことが赤外(IR)スペクトルで示されるまで、溶液を更に30分撹拌した。ポリマー溶液は、72.5重量%の固形分含量であると計算された。主成分のポリマーの構造は図1に示されている。
他の主鎖
ウレアポリマーの柔軟性のある主鎖は、脂肪族、脂環式、芳香族、ポリエステル、ポリウレタン、ポリカーボネート、ポリエーテル、ポリスルフィド、ポリシロキサン、又はそれらの組み合わせであってもよく、N−置換基はC1〜C12アルキル、シクロアルキル、アリール、エステル含有脂肪族、エステル含有フッ化脂肪族、アミド含有脂肪族、ポリシロキサン、又はそれらの任意の組み合わせであってもよい。ポリエステル主鎖とN−ブチル置換尿素結合とを有するポリマーの例は、図2に示されている。ポリジメチルシロキサン主鎖、及びエステル含有N−置換基を有するポリマーの例は図3に示されている。
屈曲試験
試料に対して、1/4”円筒形マンドレル屈曲試験を行った。図4は、ポリウレアポリマーを含む本開示のコーティング(右)と比較した、ポリウレアポリマーを含まない従前の2Kコーティング(左)に対する屈曲試験の結果を示す写真である。従前のコーティングは屈曲に沿ってひび割れを示す一方で、本発明のコーティングは示さない。
脂肪族ポリイソシアネートと、N−アルキルアミノ官能性アルコキシシランと、N−アルキル基を有する脂環式2級ジアミンとに基づくポリウレア
アルゴンの注入口と温度計とを備えた500mlの3口丸底フラスコ内で、イソシアヌレート三量体構造を有する81.6g(0.446当量)のヘキサメチレンジイソシアネートホモポリマーを、115gのAromatic100(Exxonから市販)中に溶解させた。その後、これに乾燥剤として5gのビニルトリメトキシシランを添加した。温度を40〜50℃に維持しながら、71.38g(0.303当量)のN−ブチル−3−アミノプロピルトリメトキシシランを、滴下漏斗を用いて溶液に滴下した。次に、引き続き温度を40〜50℃に維持しながら、18.78g(0.147当量)のN−イソプロピル−3−((イソプロピルアミノ)メチル)−3,5,5−トリメチルシクロヘキサンアミンを滴下した。添加が完了した後、溶液中にフリーのイソシアネート(NCO)(2270cm-1)が残っていないことが赤外(IR)スペクトルで示されるまで、溶液を更に15〜30分撹拌した。ポリマー溶液は、60.6重量%の固形分含量であると計算された。構造は図5に示されている。
脂肪族ポリイソシアネートと、ブチルエステル含有基を有するN−置換アミノ官能性アルコキシシランと、N−アルキル基を有する脂肪族2級ジアミンとに基づくポリウレア
アルゴンの注入口と温度計とを備えた500mlの3口丸底フラスコ内で、イソシアヌレート三量体構造を有する35.5g(0.194当量)のヘキサメチレンジイソシアネートホモポリマーを、60gのAromatic100溶媒(Exxonから市販)中に溶解させた。その後、これに乾燥剤として2gのビニルトリメトキシシランを添加した。温度を40〜50℃に維持しながら、40g(0.130当量)のブチル3−((3−(トリメトキシシリル)プロピル)アミノ)プロパノエート(マイケル付加反応により3−アミノプロピルトリメトキシシランをブチルアクリレートと反応させることによって合成)を、滴下漏斗を用いて溶液に滴下した。次に、引き続き温度を40〜50℃に維持しながら、4.17g(0.064当量)のN1,N3−ジエチルプロパン−1,3−ジアミンを滴下した。添加が完了した後、溶液中にフリーのイソシアネート(NCO)(2270cm-1)が残っていないことが赤外(IR)スペクトルで示されるまで、溶液を更に15〜30分撹拌した。ポリマー溶液は、57.6重量%の固形分含量であると計算された。構造は図6に示されている。
Claims (27)
- アミン官能性化合物と、
アミノ官能性アルコキシシラン−ポリイソシアネート付加体を二官能性アミノ化合物と反応させることによって製造されるアルコキシシラン末端ポリウレアと
を含み、未反応イソシアネート基を含有しない、組成物。 - 触媒、反応性希釈剤、溶媒、又は添加剤のうちの1種以上を更に含む、請求項1に記載の組成物。
- 前記アミン官能性化合物がモノアミン、ジアミン、又はトリアミンである、請求項1に記載の組成物。
- 前記アミン官能性化合物が、アミノ官能性ポリジメチルシロキサン、アミノ官能性ポリジメチルジフェニルシロキサン、3−アミノプロピルトリエトキシシラン、3−アミノプロピルトリメトキシシラン、3−アミノプロピルメチルジエトキシシラン、1−アミノメチルトリメトキシシラン、脂肪族モノアミン、脂肪族ジアミン、脂環式ジアミン、又はアミノ官能性ポリエーテルである、請求項1に記載の組成物。
- 前記アルコキシシラン末端ポリウレアが3000未満の分子量を有する、請求項1に記載の組成物。
- 前記アルコキシシラン末端ポリウレアが、一般構造:
nは正の整数であり、
Xは−NR4−であり、
各R1基は独立にアルキル基から選択され、
各R2及びR4は独立に水素、アリール、アルキル、シクロアルキル、エステル含有脂肪族、エステル含有フッ化脂肪族、アミド含有脂肪族、及びポリシロキサンから選択され、
R3はn+1個のイソシアネート基を有する脂肪族、脂環式、又は芳香族のポリイソシアネートの残基であり、
R5は脂肪族、脂環式、芳香族、ポリエステル、ポリエーテル、ポリスルフィド、ポリウレタン、ポリカーボネート、ポリシロキサン、及びそれらの任意の組み合わせから選択される基を含む)
を有する化合物である、請求項1に記載の組成物。 - 前記アルコキシシラン末端ポリウレアが3000未満の分子量を有する、請求項6に記載の組成物。
- アミノ官能性アルコキシシランが、N−ブチル−3−アミノプロピルトリメトキシシラン、3−アミノプロピルトリエトキシシラン、3−アミノプロピルトリメトキシシラン、3−アミノプロピルメチルジエトキシシラン、N−メチル−3−アミノプロピルトリメトキシシラン、又はN−[3−(トリメトキシシリル)プロピル]−β−アラニンブチルエステルである、請求項1に記載の組成物。
- ポリイソシアネートが、ヘキサメチレンジイソシアネート、ヘキサメチレンジイソシアネートのホモポリマー、トルエンジイソシアネート、メチレンジフェニルジイソシアネート、又はそれらの混合物である、請求項1に記載の組成物。
- 前記二官能性アミノ化合物が、アスパラギン酸,N,N’−(2−メチル−1,5−ペンタンジイル)ビス−1,1’,4,4’−テトラエチルエステルである、請求項1に記載の組成物。
- エポキシ又はアクリレート官能性化合物を含む第2の組成物を準備すること(但し、前記第2の組成物が未反応のイソシアネート基を含有しない)、
請求項1に記載の組成物を前記第2の組成物と混合して混合物を形成することと、
前記混合物を表面に塗布することと、
前記混合物をコーティングへと硬化させることと
を含む、方法。 - 前記第2の組成物が、反応性希釈剤、顔料、フィラー、溶媒、又は添加剤のうちの1種以上を更に含む、請求項11に記載の方法。
- 前記混合物中の前記アルコキシシラン末端ポリウレアの量が前記混合物の最大50重量%である、請求項11に記載の方法。
- 前記エポキシ又はアクリレート官能性化合物が、エポキシ官能性ジメチルポリシロキサン、エポキシ官能性ポリジメチルジフェニルシロキサン、脂肪族エポキシ、脂環式エポキシ、アクリレート官能性ジメチルポリシロキサン、又は1,6−ヘキサンジオールジアクリレートである、請求項11に記載の方法。
- 前記混合物が、
アルコキシシラン基の加水分解及び縮合と、
アミン/エポキシ又はアミン/アクリレートの反応と
のうちの1つ以上によって硬化される、請求項11に記載の方法。 - 請求項11に記載の方法によって製造されるコーティング。
- 前記混合物中の前記アルコキシシラン末端ポリウレアの量が前記混合物の最大50重量%である、請求項16に記載のコーティング。
- 前記アミン官能性化合物が、アミノ官能性ポリジメチルシロキサン、アミノ官能性ポリジメチルジフェニルシロキサン、3−アミノプロピルトリエトキシシラン、3−アミノプロピルトリメトキシシラン、3−アミノプロピルメチルジエトキシシラン、1−アミノメチルトリメトキシシラン、脂肪族ジアミン、脂環式ジアミン、又はアミノ官能性ポリエーテルである、請求項16に記載のコーティング。
- 前記アルコキシシラン末端ポリウレアが3000未満の分子量を有する、請求項16に記載のコーティング。
- 前記アルコキシシラン末端ポリウレアが、一般構造:
nは正の整数であり、Xは−NR4−であり、
各R1基は独立にアルキル基から選択され、
各R2及びR4は独立に水素、アリール、アルキル、シクロアルキル、エステル含有脂肪族、エステル含有フッ化脂肪族、アミド含有脂肪族、及びポリシロキサンから選択され、
R3はn+1個のイソシアネート基を有する脂肪族、脂環式、又は芳香族のポリイソシアネートの残基であり、
R5は脂肪族、脂環式、芳香族、ポリエステル、ポリエーテル、ポリスルフィド、ポリウレタン、ポリカーボネート、ポリシロキサン、及びそれらの任意の組み合わせから選択される基を含む)
を有する化合物である、請求項16に記載のコーティング。 - 前記アルコキシシラン末端ポリウレアが3000未満の分子量を有する、請求項20に記載のコーティング。
- アミノ官能性アルコキシシランが、N−ブチル−3−アミノプロピルトリメトキシシラン、3−アミノプロピルトリエトキシシラン、3−アミノプロピルトリメトキシシラン、3−アミノプロピルメチルジエトキシシラン、N−メチル−3−アミノプロピルトリメトキシシラン、又はN−[3−(トリメトキシシリル)プロピル]−β−アラニンブチルエステルである、請求項16に記載のコーティング。
- ポリイソシアネートが、ヘキサメチレンジイソシアネート、ヘキサメチレンジイソシアネートのホモポリマー、トルエンジイソシアネート、メチレンジフェニルジイソシアネート、又はそれらの混合物である、請求項16に記載のコーティング。
- 前記二官能性アミノ化合物が、アスパラギン酸,N,N’−(2−メチル−1,5−ペンタンジイル)ビス−1,1’,4,4’−テトラエチルエステルである、請求項16に記載のコーティング。
- 前記エポキシ又はアクリレート官能性化合物が、エポキシ官能性ジメチルポリシロキサン、エポキシ官能性ポリジメチルジフェニルシロキサン、脂肪族エポキシ、脂環式エポキシ、アクリレート官能性ジメチルポリシロキサン、又は1,6−ヘキサンジオールジアクリレートである、請求項16に記載のコーティング。
- 前記混合物が、
アルコキシシラン基の加水分解及び縮合と、
アミン/エポキシ又はアミン/アクリレートの反応と
のうちの1つ以上によって硬化される、請求項16に記載のコーティング。 - 請求項1に記載の組成物を含有する第1の容器と、
エポキシ又はアクリレート官能性化合物を含む組成物を含有する第2の容器と
を含み、前記第2の容器が未反応のイソシアネート基を含有しない、キット。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201462067052P | 2014-10-22 | 2014-10-22 | |
US62/067,052 | 2014-10-22 | ||
PCT/US2015/048478 WO2016064481A1 (en) | 2014-10-22 | 2015-09-04 | Two-component siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2018509483A JP2018509483A (ja) | 2018-04-05 |
JP2018509483A5 JP2018509483A5 (ja) | 2020-11-12 |
JP6831320B2 true JP6831320B2 (ja) | 2021-02-17 |
Family
ID=55761299
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017504737A Active JP6831320B2 (ja) | 2014-10-22 | 2015-09-04 | 尿素結合と末端アルコキシシランとを有するポリマーを含有する2成分シロキサン系コーティング |
Country Status (8)
Country | Link |
---|---|
US (1) | US9587143B2 (ja) |
EP (1) | EP3209739B1 (ja) |
JP (1) | JP6831320B2 (ja) |
KR (1) | KR102542236B1 (ja) |
AU (1) | AU2015337050B2 (ja) |
CA (1) | CA2960413C (ja) |
ES (1) | ES2747965T3 (ja) |
WO (1) | WO2016064481A1 (ja) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10190020B2 (en) | 2014-10-22 | 2019-01-29 | The United States Of America, As Represented By The Secretary Of The Navy | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
EP3263616B8 (de) * | 2016-06-27 | 2020-01-15 | Evonik Operations GmbH | Alkoxysilan-funktionalisierte allophanat-haltige beschichtungsmittel |
EP3263618A1 (de) * | 2016-06-27 | 2018-01-03 | Evonik Degussa GmbH | Alkoxysilan-funktionalisierte allophanate |
EP3585845A4 (en) * | 2017-02-27 | 2021-01-06 | The Government of the United States of America, as represented by the Secretary of the Navy | SILOXANE-BASED COATINGS CONTAINING UREA-BONDED POLYMERS AND ALCOXYSILANE TERMINAL GROUPS |
WO2018160455A1 (en) | 2017-03-03 | 2018-09-07 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Moisture-curable omniphobic coatings |
MX2020004825A (es) | 2017-11-07 | 2020-08-13 | Henkel IP & Holding GmbH | Polimeros de silano modificados y uso de los mismos en composiciones adhesivas. |
FR3080387B1 (fr) * | 2018-04-20 | 2020-11-13 | Mermet | Fil composite renforce, procede de preparation et textile comprenant un tel fil |
CN109504283B (zh) * | 2018-11-08 | 2021-02-05 | 江苏科技大学 | 一种具有刚性分子结构的有机硅涂料 |
US11499001B2 (en) | 2020-01-03 | 2022-11-15 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Single-component polysiloxane non-skid / non-slip coatings |
CA3143492A1 (en) * | 2019-06-14 | 2020-12-17 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Single-component polysiloxane non-skid / non-slip coatings |
US11827788B2 (en) | 2019-10-07 | 2023-11-28 | Covestro Llc | Faster cure polyaspartic resins for faster physical property development in coatings |
JP2021066799A (ja) * | 2019-10-23 | 2021-04-30 | 旭化成株式会社 | 塗料組成物及びフィルム |
JP2023506937A (ja) * | 2019-12-17 | 2023-02-20 | ベーアーエスエフ・エスエー | ポリ尿素コポリマー |
GB2591099B (en) * | 2020-01-14 | 2023-05-24 | Gkn Aerospace Services Ltd | Coating compositions |
BE1029530B1 (fr) | 2021-06-25 | 2023-01-30 | Sichem | Procédé d'obtention d'un revêtement |
CN113462162B (zh) * | 2021-06-25 | 2022-12-09 | 江苏创为交通科技发展有限公司 | 一种钢桥面铺装专用二阶纤维增韧冷拌环氧粘层油制备方法及用途 |
CN113773501B (zh) * | 2021-09-08 | 2023-03-24 | 广东致格纳米科技有限公司 | 一种可固化硅基杂化树脂的制备方法 |
WO2023056586A1 (en) * | 2021-10-08 | 2023-04-13 | Wacker Chemie Ag | A composition |
BE1029958B1 (fr) | 2021-11-24 | 2023-06-19 | Sichem | Revêtement biocide amélioré |
CN115612385B (zh) * | 2022-10-09 | 2024-07-12 | 中昊北方涂料工业研究设计院有限公司 | 一种ipn结构弹性涂料组合物及其制备方法 |
CN115772365A (zh) * | 2022-12-08 | 2023-03-10 | 苏州蓝沃奇纳米科技有限公司 | 一种仿瓷涂料及其制备方法 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1745526B2 (de) * | 1967-03-16 | 1980-04-10 | Union Carbide Corp., New York, N.Y. (V.St.A.) | Verfahren zur Herstellung vulkanisierbarer, unter wasserfreien Bedingungen beständiger Polymerisate |
US3676478A (en) | 1968-12-04 | 1972-07-11 | Bayer Ag | Silyl-substituted urea derivatives |
DE2243628A1 (de) | 1972-09-06 | 1974-03-14 | Bayer Ag | Polymere mit alkoxysilyl-substituierten biuretgruppen und verfahren zu ihrer herstellung |
US5312943A (en) | 1992-10-13 | 1994-05-17 | Caschem, Inc. | Dual curing conformal coatings |
DE10103027A1 (de) * | 2001-01-24 | 2002-07-25 | Bayer Ag | Zweikomponenten-Polyurethan-Bindemittel als Haftvermittler |
KR20040070225A (ko) | 2001-12-14 | 2004-08-06 | 아사히 가세이 가부시키가이샤 | 저굴절률 박막 형성용 코팅 조성물 |
FR2864537B1 (fr) | 2003-12-24 | 2006-02-17 | Rhodia Chimie Sa | Synthese de biurets et d'isocyanates a fonctions alcoxysilanes, formulations en contenant et leurs applications |
JP4947596B2 (ja) | 2005-04-05 | 2012-06-06 | 中国塗料株式会社 | オルガノポリシロキサン系防汚塗膜用タイコート、複合塗膜、および該塗膜で被覆された船舶、水中構造物 |
EP1717254A1 (de) * | 2005-04-29 | 2006-11-02 | Sika Technology AG | Feuchtigkeitshärtende Zusammensetzung mit erhöhter Dehnbarkeit |
DE102005026085A1 (de) | 2005-06-07 | 2006-12-14 | Construction Research & Technology Gmbh | Silan-modifizierte Harnstoff-Derivate, Verfahren zu ihrer Herstellung und deren Verwendung als Rheologiehilfsmittel |
US20070032623A1 (en) * | 2005-08-05 | 2007-02-08 | Bayer Material Science Llc | Low surface energy polyisocyanates and their use in one-or two-component coating compositions |
FR2889848B1 (fr) * | 2005-08-17 | 2007-09-21 | Saint Gobain Performance Plast | Materiau cellulaire resistant a l'hydrolyse, composition et procedes de fabrication |
DE102005041925A1 (de) | 2005-09-03 | 2007-04-26 | Bayer Materialscience Ag | 2K PUR-Systeme enthaltend OH-funktionelle Polydimethylsiloxane |
US20070129527A1 (en) | 2005-12-06 | 2007-06-07 | Griswold Roy M | Silylated polyurethane-polyurea protective coating compositions |
EP2102261B1 (en) * | 2007-01-12 | 2010-09-15 | Dow Corning Corporation | Silicone-containing composition |
US8378037B2 (en) | 2007-12-26 | 2013-02-19 | Momentive Performance Materials Inc. | Moisture-curable silylated polyurea and adhesive, sealant and coating compositions containing same |
WO2009143003A1 (en) * | 2008-05-19 | 2009-11-26 | Ppg Industries Ohio, Inc. | Coating compositions comprising polyurea and a polysiloxane |
EP2236532A1 (de) | 2009-03-31 | 2010-10-06 | Bayer MaterialScience AG | Nanopartikelmodifizierte hydrophile Polyisocyanate |
US8133964B2 (en) | 2010-06-29 | 2012-03-13 | Science Applications International Corporation | Single-component coating having alkoxysilane-terminated N-substituted urea resins |
EP2562223A1 (de) * | 2011-08-26 | 2013-02-27 | Sika Technology AG | Zweikomponentige Zusammensetzung auf Basis von silanfunktionellen Polymeren |
JP5797981B2 (ja) * | 2011-09-06 | 2015-10-21 | 東洋ゴム工業株式会社 | 研磨パッド |
JP6297498B2 (ja) * | 2011-12-15 | 2018-03-20 | モーメンティブ・パフォーマンス・マテリアルズ・インク | 湿気硬化性オルガノポリシロキサン組成物 |
JP6382851B2 (ja) * | 2013-02-26 | 2018-08-29 | シーカ テクノロジー アクチェンゲゼルシャフト | 2剤組成物 |
US20160032142A1 (en) * | 2013-03-06 | 2016-02-04 | Axalta Coating Systems Ip Co., Llc | Two-component coating composition |
US9139753B2 (en) * | 2013-03-14 | 2015-09-22 | The United States Of America, As Represented By The Secretary Of The Navy | Single-component moisture-curable coatings based on N-substituted urea polymers with extended chains and terminal alkoxysilanes |
JP6175851B2 (ja) * | 2013-03-28 | 2017-08-09 | 三菱ケミカル株式会社 | ポリオール混合物及びポリウレタンの製造方法 |
-
2015
- 2015-09-04 JP JP2017504737A patent/JP6831320B2/ja active Active
- 2015-09-04 AU AU2015337050A patent/AU2015337050B2/en active Active
- 2015-09-04 ES ES15852973T patent/ES2747965T3/es active Active
- 2015-09-04 EP EP15852973.5A patent/EP3209739B1/en active Active
- 2015-09-04 US US14/845,407 patent/US9587143B2/en active Active
- 2015-09-04 KR KR1020177002532A patent/KR102542236B1/ko active IP Right Grant
- 2015-09-04 WO PCT/US2015/048478 patent/WO2016064481A1/en active Application Filing
- 2015-09-04 CA CA2960413A patent/CA2960413C/en active Active
Also Published As
Publication number | Publication date |
---|---|
AU2015337050A1 (en) | 2017-02-02 |
CA2960413A1 (en) | 2016-04-28 |
EP3209739A4 (en) | 2018-05-30 |
JP2018509483A (ja) | 2018-04-05 |
KR102542236B1 (ko) | 2023-06-09 |
AU2015337050B2 (en) | 2019-10-10 |
US9587143B2 (en) | 2017-03-07 |
CA2960413C (en) | 2023-01-24 |
WO2016064481A1 (en) | 2016-04-28 |
US20160115351A1 (en) | 2016-04-28 |
EP3209739B1 (en) | 2019-06-19 |
KR20170088818A (ko) | 2017-08-02 |
EP3209739A1 (en) | 2017-08-30 |
ES2747965T3 (es) | 2020-03-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6831320B2 (ja) | 尿素結合と末端アルコキシシランとを有するポリマーを含有する2成分シロキサン系コーティング | |
US10190020B2 (en) | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes | |
JP7145577B2 (ja) | 尿素リンケージおよび末端アルコキシシランを有するシロキサンベースのコーティング含有ポリマー | |
US9221942B2 (en) | Single-component coating having alkoxysilane-terminated N-substituted urea resins | |
EP3867292B1 (en) | Aspartic acid ester-functional polysiloxanes, their preparation and use thereof | |
JP2007525560A (ja) | アミノ官能性シリコーン樹脂含有コーティング組成物 | |
US9701868B2 (en) | Single-component moisture-curable coatings based on N-substituted urea polymers with extended chains and terminal alkoxysilanes | |
TW200936649A (en) | Polysiloxane-modified polyisocyanates, processes for preparing the same, and polyurethanes containing the same | |
JP2020508383A5 (ja) | ||
EP2588051A1 (en) | Single-component coating having alkoxysilane-terminated n-substituted urea resins | |
JP2022536904A (ja) | 1成分ポリシロキサン滑り止め/ノンスリップコーティング | |
US20230312834A1 (en) | Aspartic acid ester-functional polysiloxanes, their preparation and use thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20180823 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20190619 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190730 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20191029 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20200107 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20200403 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20200915 |
|
A524 | Written submission of copy of amendment under article 19 pct |
Free format text: JAPANESE INTERMEDIATE CODE: A524 Effective date: 20201002 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20210105 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20210128 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6831320 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |