CA2648153A1 - Dual component (aqueous) hybrid reactive resin system, method for production and use thereof - Google Patents
Dual component (aqueous) hybrid reactive resin system, method for production and use thereof Download PDFInfo
- Publication number
- CA2648153A1 CA2648153A1 CA 2648153 CA2648153A CA2648153A1 CA 2648153 A1 CA2648153 A1 CA 2648153A1 CA 2648153 CA2648153 CA 2648153 CA 2648153 A CA2648153 A CA 2648153A CA 2648153 A1 CA2648153 A1 CA 2648153A1
- Authority
- CA
- Canada
- Prior art keywords
- component
- cndot
- weight
- resin system
- reactive resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229920005989 resin Polymers 0.000 title claims abstract description 59
- 239000011347 resin Substances 0.000 title claims abstract description 59
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
- 230000009977 dual effect Effects 0.000 title abstract description 4
- 238000000576 coating method Methods 0.000 claims abstract description 68
- 239000011248 coating agent Substances 0.000 claims abstract description 43
- 150000002118 epoxides Chemical class 0.000 claims abstract description 28
- 239000011230 binding agent Substances 0.000 claims abstract description 15
- 238000010276 construction Methods 0.000 claims abstract description 10
- 230000003670 easy-to-clean Effects 0.000 claims abstract description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 45
- 239000005056 polyisocyanate Substances 0.000 claims description 31
- 229920001228 polyisocyanate Polymers 0.000 claims description 31
- 125000001931 aliphatic group Chemical group 0.000 claims description 29
- -1 glyceryl diglycidyl ether Chemical compound 0.000 claims description 26
- 229920005862 polyol Polymers 0.000 claims description 24
- 238000009472 formulation Methods 0.000 claims description 23
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 239000004567 concrete Substances 0.000 claims description 20
- 239000003822 epoxy resin Substances 0.000 claims description 19
- 229920000647 polyepoxide Polymers 0.000 claims description 19
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 18
- 150000003077 polyols Chemical class 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000000654 additive Substances 0.000 claims description 14
- 229920000768 polyamine Polymers 0.000 claims description 14
- 239000000047 product Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 238000005299 abrasion Methods 0.000 claims description 11
- 239000007795 chemical reaction product Substances 0.000 claims description 11
- 230000008569 process Effects 0.000 claims description 11
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 10
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 10
- 239000003085 diluting agent Substances 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 10
- 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 9
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 9
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 9
- 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 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 125000005442 diisocyanate group Chemical class 0.000 claims description 7
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000012876 carrier material Substances 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000002086 nanomaterial Substances 0.000 claims description 6
- 239000004014 plasticizer Substances 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000004568 cement Substances 0.000 claims description 5
- 238000004581 coalescence Methods 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 229920006395 saturated elastomer 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
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 239000011521 glass Substances 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000011256 inorganic filler Substances 0.000 claims description 4
- 239000002114 nanocomposite Substances 0.000 claims description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 4
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000004575 stone Substances 0.000 claims description 4
- 239000000758 substrate Substances 0.000 claims description 4
- 150000003626 triacylglycerols Chemical class 0.000 claims description 4
- 238000009736 wetting Methods 0.000 claims description 4
- 239000002023 wood Substances 0.000 claims description 4
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 claims description 3
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 claims description 3
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 claims description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 3
- 239000000920 calcium hydroxide Substances 0.000 claims description 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 3
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000292 calcium oxide Substances 0.000 claims description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 3
- 150000001718 carbodiimides Chemical class 0.000 claims description 3
- 239000000539 dimer Substances 0.000 claims description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- HXSACZWWBYWLIS-UHFFFAOYSA-N oxadiazine-4,5,6-trione Chemical compound O=C1ON=NC(=O)C1=O HXSACZWWBYWLIS-UHFFFAOYSA-N 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 3
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 3
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
- HYNDYAQJODYUGF-UHFFFAOYSA-N 1,2,3,4,5,7,8,9-octahydropyrido[1,2-a][1,4]diazepine Chemical compound C1NCCCN2CCCC=C21 HYNDYAQJODYUGF-UHFFFAOYSA-N 0.000 claims description 2
- FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 claims description 2
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 2
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims description 2
- 229920002430 Fibre-reinforced plastic Polymers 0.000 claims description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 claims description 2
- 229920000805 Polyaspartic acid Polymers 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
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- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 claims description 2
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- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 2
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- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 description 2
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
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- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- SKKUIDFPNHBHKW-UHFFFAOYSA-N 1-n,1-n',3-n,3-n'-tetramethylcyclohexane-1,1,3,3-tetramine Chemical compound CNC1(NC)CCCC(NC)(NC)C1 SKKUIDFPNHBHKW-UHFFFAOYSA-N 0.000 description 1
- MYEWQUYMRFSJHT-UHFFFAOYSA-N 2-(2-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1N MYEWQUYMRFSJHT-UHFFFAOYSA-N 0.000 description 1
- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 1
- YGHGQCMJCPLTSY-UHFFFAOYSA-N 4,4-dimethylheptane-1,6-diamine Chemical compound CC(N)CC(C)(C)CCCN YGHGQCMJCPLTSY-UHFFFAOYSA-N 0.000 description 1
- FICVAERTHDSCOE-UHFFFAOYSA-N 4,6-dimethylheptane-1,6-diamine Chemical compound CC(N)(C)CC(C)CCCN FICVAERTHDSCOE-UHFFFAOYSA-N 0.000 description 1
- KSMVBYPXNKCPAJ-UHFFFAOYSA-N 4-Methylcyclohexylamine Chemical compound CC1CCC(N)CC1 KSMVBYPXNKCPAJ-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 class 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
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
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- 239000004280 Sodium formate Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
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- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- OTBHHUPVCYLGQO-UHFFFAOYSA-N bis(3-aminopropyl)amine Chemical compound NCCCNCCCN OTBHHUPVCYLGQO-UHFFFAOYSA-N 0.000 description 1
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
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- 239000001569 carbon dioxide Substances 0.000 description 1
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- 238000012512 characterization method Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000006352 cycloaddition reaction Methods 0.000 description 1
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
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- 239000012973 diazabicyclooctane Substances 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
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- 238000005516 engineering process Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XTBMQKZEIICCCS-UHFFFAOYSA-N hexane-1,5-diamine Chemical compound CC(N)CCCCN XTBMQKZEIICCCS-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
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- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
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- DTSDBGVDESRKKD-UHFFFAOYSA-N n'-(2-aminoethyl)propane-1,3-diamine Chemical compound NCCCNCCN DTSDBGVDESRKKD-UHFFFAOYSA-N 0.000 description 1
- RFLHDXQRFPJPRR-UHFFFAOYSA-N n'-benzylpropane-1,3-diamine Chemical compound NCCCNCC1=CC=CC=C1 RFLHDXQRFPJPRR-UHFFFAOYSA-N 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- JFNHRCHVABSSDJ-UHFFFAOYSA-N n-benzhydryl-n-ethylethanamine Chemical compound C=1C=CC=CC=1C(N(CC)CC)C1=CC=CC=C1 JFNHRCHVABSSDJ-UHFFFAOYSA-N 0.000 description 1
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- 239000003973 paint Substances 0.000 description 1
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- 239000011049 pearl Substances 0.000 description 1
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
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- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulphite Substances [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
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- 238000005507 spraying Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
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- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C08G18/2815—Monohydroxy compounds
- C08G18/2845—Monohydroxy epoxy 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
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- 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
- Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
- Y10T428/269—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension including synthetic resin or polymer layer or component
-
- 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
- Y10T428/27—Web or sheet containing structurally defined element or component, the element or component having a specified weight per unit area [e.g., gms/sq cm, lbs/sq ft, etc.]
- Y10T428/273—Web or sheet containing structurally defined element or component, the element or component having a specified weight per unit area [e.g., gms/sq cm, lbs/sq ft, etc.] of coating
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
- Y10T428/31525—Next to glass or quartz
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
- Y10T428/31529—Next to metal
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200610015774 DE102006015774A1 (de) | 2006-04-04 | 2006-04-04 | Zweikomponentiges (wässriges) Hybridreaktivharzsystem, Verfahren zu seiner Herstellung sowie dessen Verwendung |
| DE102006015774.5 | 2006-04-04 | ||
| PCT/EP2007/003009 WO2007115752A1 (de) | 2006-04-04 | 2007-04-03 | Zweikomponentiges (wässriges) hybridreaktivharzsystem, verfahren zu seiner herstellung sowie dessen verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2648153A1 true CA2648153A1 (en) | 2007-10-18 |
Family
ID=38336845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2648153 Abandoned CA2648153A1 (en) | 2006-04-04 | 2007-04-03 | Dual component (aqueous) hybrid reactive resin system, method for production and use thereof |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20100285311A1 (https=) |
| EP (1) | EP2001920A1 (https=) |
| JP (1) | JP2009532541A (https=) |
| CN (1) | CN101410428A (https=) |
| AR (1) | AR060293A1 (https=) |
| AU (1) | AU2007236222A1 (https=) |
| BR (1) | BRPI0710585A2 (https=) |
| CA (1) | CA2648153A1 (https=) |
| DE (1) | DE102006015774A1 (https=) |
| MX (1) | MX2008012776A (https=) |
| WO (1) | WO2007115752A1 (https=) |
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| US9676895B2 (en) * | 2006-08-04 | 2017-06-13 | Ndsu Research Foundation | Water dispersible epoxy urethane compounds and coating compositions |
| DE102010039318A1 (de) * | 2010-08-13 | 2012-02-16 | Sgl Carbon Se | Stabilisierung nanopartikulärer Füllstoffe in Harzformulierungen |
| BR112014003329A2 (pt) * | 2011-08-19 | 2017-03-14 | Ppg Europe Bv | composição de revestimento, uso da composição e substrato |
| DE102012200855A1 (de) | 2012-01-20 | 2013-07-25 | Tesa Se | Vernetzer-Beschleuniger-System für Polyacrylate |
| EP2716680A1 (de) | 2012-10-04 | 2014-04-09 | Basf Se | Fluorierte polymerisierbare Verbindung |
| CN104736583B (zh) | 2012-10-04 | 2017-03-15 | 巴斯夫涂料有限公司 | 含氟非水性涂料组合物、涂覆方法和涂料组合物的用途 |
| US9611175B2 (en) | 2012-11-15 | 2017-04-04 | Kalkfabrik Nestal AG | Surface-modified calcium oxide |
| JP6465891B2 (ja) * | 2013-09-06 | 2019-02-06 | ダウ グローバル テクノロジーズ エルエルシー | コーティング組成物 |
| EP2873703A1 (de) * | 2013-11-18 | 2015-05-20 | BASF Coatings GmbH | Mischsystem zur Herstellung sowohl von Decklackzusammensetzungen als auch von als Spachtel eingesetzten Beschichtungszusammensetzungen |
| CN103820017B (zh) * | 2014-02-28 | 2017-04-19 | 北京东方雨虹防水技术股份有限公司 | 一种环氧改性聚氨酯底涂及其制备方法 |
| CN105086897A (zh) * | 2014-10-31 | 2015-11-25 | 上海优金复合新材料有限公司 | 双组分水基型亮彩瓷砖美缝剂 |
| WO2016153818A1 (en) * | 2015-03-20 | 2016-09-29 | Lubrizol Advanced Materials, Inc. | Blends of water dispersible polymer with dispersions of polymers from epoxidized triglycerides |
| JP6448442B2 (ja) * | 2015-03-31 | 2019-01-09 | 日鉄ケミカル＆マテリアル株式会社 | 水性硬化性組成物、該水性硬化性組成物を含む塗料及び接着剤 |
| GR1009055B (el) * | 2015-11-23 | 2017-06-21 | Σιδερατου, Ωραιοζηλη Νικολαου | Καινοτομα νανοσυνθετα υλικα με ιδιοτητες ελεγχου οργανικης μικροστοιβαδας για εφαρμογες σε επικαλυψεις απομακρυνσης θαλασσιων επικαθισεων |
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| US20210388152A1 (en) * | 2018-12-13 | 2021-12-16 | 3M Innovative Properties Company | Polymeric Material Including a Uretdione-Containing Material, an Epoxy Component, and an Accelerator, Two-Part Compositions, and Methods |
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| KR20220018968A (ko) | 2019-06-07 | 2022-02-15 | 에스더블유아이엠씨 엘엘씨 | 얇은 코팅을 위한 중합체 조성물 |
| IT201900016847A1 (it) * | 2019-09-20 | 2021-03-20 | Londonart Srl | Guaina decorativa per pareti di ambienti umidi e/o soggetti ad acqua battente e relativo procedimento di applicazione |
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| CN112625227B (zh) * | 2020-12-08 | 2023-06-13 | 绵阳麦思威尔科技有限公司 | 一种固化剂改性水性醇酸树脂及改性中间体 |
| CN114044869B (zh) * | 2021-12-02 | 2023-03-24 | 万华化学集团股份有限公司 | 一种仲胺类扩链交联剂及一种聚氨酯弹性材料 |
| EP4202001B1 (de) * | 2021-12-21 | 2024-10-02 | Daw Se | 2k-beschichtungsset, umfassend eine epoxidharz-komponente und eine härter-komponente, beschichtungszusammensetzung, beschichtung, beschichtungssystem, verwendung des 2k-beschichtungssets und der beschichtungszusammensetzung sowie verfahren zur herstellung der beschichtungszusammensetzung |
| CN117887063B (zh) * | 2024-01-09 | 2025-03-25 | 南京维新高分子科技有限公司 | 一种含醛（酮）亚胺的聚醚型天冬氨酸酯及其在风电叶片涂料上的应用 |
| CN118240455B (zh) * | 2024-05-30 | 2024-07-19 | 西南石油大学 | 耐海水腐蚀的涂料组合物及其应用 |
| CN119330652B (zh) * | 2024-12-23 | 2025-02-25 | 山东招和环保建材有限责任公司 | 一种工业废渣生态环保透水砖及其制备方法 |
| CN119409936B (zh) * | 2025-01-03 | 2025-07-04 | 成都纺织高等专科学校 | 一种阳离子型聚氨酯防水剂分散体的制备方法 |
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| US3424766A (en) * | 1966-08-03 | 1969-01-28 | Celanese Coatings Co | Epoxidized urethane oils |
| US3814578A (en) * | 1972-01-14 | 1974-06-04 | Us Agriculture | Treatment of textiles with glycidol-modified polyurethanes |
| DE3205733A1 (de) * | 1982-02-18 | 1983-08-25 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung von verklebungen sowie von verbundfolien |
| US4542165A (en) * | 1983-09-08 | 1985-09-17 | Sanyo Chemical Industries, Ltd. | Polyurethane based on epoxy-containing polymer polyol and process for making the same |
| JPS60260620A (ja) * | 1984-06-08 | 1985-12-23 | Yokohama Rubber Co Ltd:The | 防食材組成物 |
| DE4218449A1 (de) * | 1992-03-25 | 1993-09-30 | Hoechst Ag | Wasserverdünnbare Zweikomponenten-Überzugsmasse, ein Verfahren zu deren Herstellung und deren Verwendung |
| US5354808A (en) * | 1992-12-08 | 1994-10-11 | Minnesota Mining And Manufacturing Company | Polyurethanes including pendant hindered amines and compositions incorporating same |
| US6258875B1 (en) * | 2000-03-17 | 2001-07-10 | E. I. Du Pont De Nemours And Company | Aqueous dispersions of epoxy resins |
| US7163984B2 (en) * | 2000-12-19 | 2007-01-16 | Basf Corporation | Waterborne coating compositions containing monomeric difunctional compounds |
| DE10208567A1 (de) * | 2002-02-27 | 2003-09-11 | Degussa Construction Chem Gmbh | Wässriges fluormodifiziertes Polyurethansystem für Anti-Graffiti- und Anti-Soiling-Beschichtungen |
| CA2529737C (en) * | 2003-07-07 | 2013-05-07 | Dow Global Technologies Inc. | Adhesive epoxy composition and process for applying it |
-
2006
- 2006-04-04 DE DE200610015774 patent/DE102006015774A1/de not_active Withdrawn
-
2007
- 2007-04-03 MX MX2008012776A patent/MX2008012776A/es unknown
- 2007-04-03 BR BRPI0710585-1A patent/BRPI0710585A2/pt not_active IP Right Cessation
- 2007-04-03 EP EP07723950A patent/EP2001920A1/de not_active Withdrawn
- 2007-04-03 AU AU2007236222A patent/AU2007236222A1/en not_active Abandoned
- 2007-04-03 US US12/279,081 patent/US20100285311A1/en not_active Abandoned
- 2007-04-03 JP JP2009503482A patent/JP2009532541A/ja not_active Withdrawn
- 2007-04-03 WO PCT/EP2007/003009 patent/WO2007115752A1/de not_active Ceased
- 2007-04-03 CN CNA2007800110118A patent/CN101410428A/zh active Pending
- 2007-04-03 CA CA 2648153 patent/CA2648153A1/en not_active Abandoned
- 2007-04-04 AR ARP070101427 patent/AR060293A1/es unknown
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| Publication number | Publication date |
|---|---|
| AR060293A1 (es) | 2008-06-04 |
| DE102006015774A1 (de) | 2007-10-11 |
| BRPI0710585A2 (pt) | 2011-08-16 |
| US20100285311A1 (en) | 2010-11-11 |
| AU2007236222A1 (en) | 2007-10-18 |
| WO2007115752A1 (de) | 2007-10-18 |
| CN101410428A (zh) | 2009-04-15 |
| EP2001920A1 (de) | 2008-12-17 |
| JP2009532541A (ja) | 2009-09-10 |
| MX2008012776A (es) | 2008-10-14 |
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| FZDE | Discontinued |
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