EP3253813A1 - Wasserbasierende primerzusammensetzung für polycarbonat und polycarbonat-blends - Google Patents
Wasserbasierende primerzusammensetzung für polycarbonat und polycarbonat-blendsInfo
- Publication number
- EP3253813A1 EP3253813A1 EP16703517.9A EP16703517A EP3253813A1 EP 3253813 A1 EP3253813 A1 EP 3253813A1 EP 16703517 A EP16703517 A EP 16703517A EP 3253813 A1 EP3253813 A1 EP 3253813A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- water
- primer composition
- component
- composition according
- based primer
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 84
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 37
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 37
- 239000000758 substrate Substances 0.000 claims abstract description 64
- 239000000853 adhesive Substances 0.000 claims abstract description 39
- 230000001070 adhesive effect Effects 0.000 claims abstract description 39
- 239000003822 epoxy resin Substances 0.000 claims abstract description 30
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 30
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 23
- 239000006185 dispersion Substances 0.000 claims abstract description 20
- 239000012948 isocyanate Substances 0.000 claims abstract description 18
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 17
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 229920003009 polyurethane dispersion Polymers 0.000 claims abstract description 5
- 239000004814 polyurethane Substances 0.000 claims description 30
- 229920002635 polyurethane Polymers 0.000 claims description 30
- 239000004971 Cross linker Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- 229920003023 plastic Polymers 0.000 claims description 15
- 239000004033 plastic Substances 0.000 claims description 15
- 229920005862 polyol Polymers 0.000 claims description 14
- 239000004593 Epoxy Substances 0.000 claims description 13
- 150000003077 polyols Chemical class 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
- 229920001228 polyisocyanate Polymers 0.000 claims description 10
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 9
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 9
- 229920000728 polyester Polymers 0.000 claims description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 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 6
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 238000012545 processing Methods 0.000 abstract description 2
- 238000002203 pretreatment Methods 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 239000002987 primer (paints) Substances 0.000 description 60
- 239000007787 solid Substances 0.000 description 19
- -1 aliphatic glycidyl ethers Chemical class 0.000 description 15
- 239000002904 solvent Substances 0.000 description 15
- 229920005989 resin Polymers 0.000 description 13
- 239000011347 resin Substances 0.000 description 13
- 238000003860 storage Methods 0.000 description 13
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 11
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 230000035882 stress Effects 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 229920003319 Araldite® Polymers 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 229920005906 polyester polyol Polymers 0.000 description 5
- 150000004072 triols Chemical class 0.000 description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 238000006068 polycondensation reaction Methods 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical class CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- 238000013022 venting Methods 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- KGLSETWPYVUTQX-UHFFFAOYSA-N tris(4-isocyanatophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound C1=CC(N=C=O)=CC=C1OP(=S)(OC=1C=CC(=CC=1)N=C=O)OC1=CC=C(N=C=O)C=C1 KGLSETWPYVUTQX-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 229940035437 1,3-propanediol Drugs 0.000 description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical class CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 2
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 2
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 2
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 229920005692 JONCRYL® Polymers 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical class CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical class CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
- 150000002118 epoxides Chemical group 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical class CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical class CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical class CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 2
- GRXOWOKLKIZFNP-UHFFFAOYSA-N undecane-1,1-diol Chemical class CCCCCCCCCCC(O)O GRXOWOKLKIZFNP-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- MHYXPAGFFCSTCJ-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)(C)N=C=O)C(C(C)(N=C=O)C)=CC=C21 MHYXPAGFFCSTCJ-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 description 1
- ROHUXHMNZLHBSF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCC(CN=C=O)CC1 ROHUXHMNZLHBSF-UHFFFAOYSA-N 0.000 description 1
- LGLNTUFPPXPHKF-UHFFFAOYSA-N 1,4-diisocyanato-2,3,5,6-tetramethylbenzene Chemical compound CC1=C(C)C(N=C=O)=C(C)C(C)=C1N=C=O LGLNTUFPPXPHKF-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- GBURUDXSBYGPBL-UHFFFAOYSA-N 2,2,3-trimethylhexanedioic acid Chemical compound OC(=O)C(C)(C)C(C)CCC(O)=O GBURUDXSBYGPBL-UHFFFAOYSA-N 0.000 description 1
- CZZVAVMGKRNEAT-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;3-hydroxy-2,2-dimethylpropanoic acid Chemical class OCC(C)(C)CO.OCC(C)(C)C(O)=O CZZVAVMGKRNEAT-UHFFFAOYSA-N 0.000 description 1
- MZEGJNMYXWIQFF-UHFFFAOYSA-N 2,5-diisocyanato-1,1,3-trimethylcyclohexane Chemical compound CC1CC(N=C=O)CC(C)(C)C1N=C=O MZEGJNMYXWIQFF-UHFFFAOYSA-N 0.000 description 1
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 1
- MBVGJZDLUQNERS-UHFFFAOYSA-N 2-(trifluoromethyl)-1h-imidazole-4,5-dicarbonitrile Chemical compound FC(F)(F)C1=NC(C#N)=C(C#N)N1 MBVGJZDLUQNERS-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- WJIOHMVWGVGWJW-UHFFFAOYSA-N 3-methyl-n-[4-[(3-methylpyrazole-1-carbonyl)amino]butyl]pyrazole-1-carboxamide Chemical compound N1=C(C)C=CN1C(=O)NCCCCNC(=O)N1N=C(C)C=C1 WJIOHMVWGVGWJW-UHFFFAOYSA-N 0.000 description 1
- SKIKWYMNQLOTQO-UHFFFAOYSA-N 3-methylhexane-1,5-diol Chemical compound CC(O)CC(C)CCO SKIKWYMNQLOTQO-UHFFFAOYSA-N 0.000 description 1
- KGSLDHZAZZJGDV-UHFFFAOYSA-N 4-[2-[4-[2-[4-[bis(oxiran-2-ylmethyl)amino]-3,5-dimethylphenyl]propan-2-yl]phenyl]propan-2-yl]-2,6-dimethyl-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound CC1=CC(C(C)(C)C=2C=CC(=CC=2)C(C)(C)C=2C=C(C)C(N(CC3OC3)CC3OC3)=C(C)C=2)=CC(C)=C1N(CC1OC1)CC1CO1 KGSLDHZAZZJGDV-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000002313 adhesive film Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000002241 glass-ceramic Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- KHLCTMQBMINUNT-UHFFFAOYSA-N octadecane-1,12-diol Chemical compound CCCCCCC(O)CCCCCCCCCCCO KHLCTMQBMINUNT-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000013138 pruning Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
- C08G59/4028—Isocyanates; Thioisocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/205—Compounds containing groups, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/062—Copolymers with monomers not covered by C08L33/06
- C08L33/066—Copolymers with monomers not covered by C08L33/06 containing -OH groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/06—Polyurethanes from polyesters
-
- 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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2463/00—Presence of epoxy resin
- C09J2463/003—Presence of epoxy resin in the primer coating
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2475/00—Presence of polyurethane
- C09J2475/003—Presence of polyurethane in the primer coating
Definitions
- the present invention relates to a method for treating polycarbonate substrates and for bonding such substrates.
- the substrate is first coated with a water-based primer composition, to which an adhesive is then applied. Thereafter, the adhesive-coated substrate is brought into contact with a second substrate and bonded.
- Polycarbonate blends for example in the form of polycarbonate / ABS blends, with other substrates usually requires a pretreatment of the substrate with suitable primers. Only by coating with such primers can sufficient strength of an applied adhesive be ensured to prevent sticking of components e.g. in the automotive industry. Such bonds must meet special requirements, so that they
- bonds must be stable to heat and cold storage, storage in warm and humid environments, underwater storage and climatic changes.
- solvent-containing formulations are mainly used as primers for polycarbonate and polycarbonate blends.
- Such primers are based, for example Isocyanates as the active ingredient component, and are available under the trade designations Sika Primer 207LUM or Sika Primer 206G + P from Sika.
- JP 2013-010854 A also proposes a polycarbonate primer based on chlorinated rubber, an ethylene-vinyl acetate copolymer and solvents, in particular based on a mixture of alcoholic solvents and aromatic hydrocarbon solvents.
- two-component polyurethane adhesives have a certain content of plasticizers, such adhesives can be used only with additional measures for the bonding of polycarbonate substrates.
- DE 10 2014 003 777 A1 proposes to eliminate the problem of the formation of stress cracks by applying two different primers one above the other. An adhesive layer should then be applied to this primer double layer.
- the double primer coating is intended to ensure that an interaction between an adhesive applied to the primer and the substrate, which leads to the formation of stress cracks, is reduced.
- primer compositions use substantial proportions of organic solvents, especially in the form of ethyl acetate and methyl ethyl ketone. As a result, during the processing of the
- VOC organic compounds
- the present invention is concerned with these objects.
- the object of the present invention is according to the above
- the object of the invention is to provide a water-based primer composition for coating substrates made of plastics, in particular in the form of polycarbonates or polycarbonate blends, by means of which a disadvantageous effect is achieved
- primers ensure that a permanent and aging-resistant bonding of components made of polycarbonate or polycarbonate blends with various other substrates can be ensured.
- the bonds should preferably be stable under storage conditions of high humidity, underwater storage, storage at elevated temperature and storage under high humidity and high temperature.
- a water-based primer composition according to claim 1 is able to meet these requirements.
- Another aspect of the present invention is concerned with a method for treating substrates that have a water-based
- Primer composition according to claim 1 is first mixed, and then applied to the substrate and dried there.
- the present invention relates to a method for bonding two substrates, in which a water-based primer composition according to claim 1 is first mixed and then applied to a first substrate and dried there. An adhesive is then applied to the dried primer composition and the adhesive coated substrate is contacted with a second substrate.
- a further aspect of the present invention is concerned with the use of water-based primer compositions for bonding plastic substrates with plasticizer-containing
- Polyurethane adhesives wherein the mixed primer composition is applied to a plastic substrate.
- the present invention relates to a water-based primer composition
- a first component K1 comprising
- Epoxy resin in the first component is 15 to 45 wt .-%
- Polyacrylate in the first component is 1, 5 to 9 wt .-%
- a water-miscible organic solvent in an amount of up to 40% by weight, based on the first component
- the present invention is not subject to any significant limitations; the solids content is however, to be chosen so that the quantities of the relevant constituents are in the prescribed ranges.
- Preferred solids contents in the respective dispersions are from 30 to 70% by weight and in particular from 35 to 60% by weight.
- a "primer” in the present document is understood to mean a composition which is suitable as a primer and which contains, in addition to non-reacting volatiles and optional solid additives, at least one substance with isocyanate groups and which is capable of forming a solid, adhesive film in a single application on a substrate Layer thickness of typically at least 5 ⁇ cure. Curing takes place on the one hand by the evaporation of non-reactive volatile substances, in particular solvents, as well as
- Isocyanate groups having functional groups of the polymers contained in the first component K1, in particular the polyester-polyurethane, so that a subsequently applied layer, in particular of an adhesive or sealant, can build a good adhesion to the substrate.
- flash-off is meant throughout the document a drying of an aqueous composition after the application of the same, wherein the water and optionally contained solvents completely or at least mainly evaporate.
- polymer in the present document comprises on the one hand a collective of chemically uniform, but differing in terms of degree of polymerization, molecular weight and chain length macromolecules, by a polyreaction
- polyurethane polymer includes the polymers made by the so-called isocyanate polyaddition process. This also includes those polymers which are almost or completely free of urethane groups.
- polyurethane polymers are polyether-polyurethanes, polyester-polyurethanes, polyether-polyureas, polyureas, polyester-polyureas, polyisocyanates and polycarbodiimides.
- the aqueous epoxy resin dispersion is based in particular on an epoxy resin which has more than one epoxide group per molecule and is an epoxy liquid resin or an epoxy solid resin.
- epoxy resin is well known to the epoxy artisan and is used in contrast to “epoxy liquid resins”.
- Glass transition temperature of solid resins is above room temperature, that is, they can be crushed at room temperature to form pourable powders.
- Preferred epoxy liquid resins have the formula (I)
- substituents R 'and R "independently of one another are either H or CH 3.
- subscript s stands for a value from 0 to 1.
- s stands for a value of less than 0.2.
- Preferred epoxide liquid resins are diglycidyl ethers of bisphenol A (DGEBA), of bisphenol F and of bisphenol A F (The term 'A F' refers to a mixture of acetone with formaldehyde, which is used as starting material in its
- Such liquid resins are available, for example, as Araldite® GY 250, Araldite® PY 304, Araldite® GY 282 (Huntsman) or DER TM 331 or DER TM 330 (Dow) or Epikote 828 (Resolution).
- Preferred epoxy-solid resins have the formula (II)
- the substituents R '"and R""independently of one another are either H or CH 3. Furthermore, the index r stands for a value of> 1 .5, in particular from 2 to 12.
- Such epoxy solid resins are commercially available as pure solids or as aqueous dispersions, for example from Dow, Huntsman or Resolution.
- Epoxy resins have the great advantage over epoxy liquid resins that a formulated two- or multi-component aqueous primer composition is significantly faster tack-free, which is a significant advantage for use as a primer, since the waiting time between the application of the primer and an adhesive or sealant on the Primer can be greatly shortened.
- epoxy resins with N-glycidyl groups such as the following three formulas,
- epoxy resins are those based on aliphatic glycidyl ethers, such as the epoxy resins of the following two formulas
- R a is a linear or branched alkyl radical, in particular having 4 to 8 carbon atoms.
- epoxy resins are under the trade name EPN or ECN as well.
- Tactix®556 commercially available from Huntsman, and various types of EPN and ECN are also available, for example, from Huntsman as a dispersion in water.
- other suitable epoxy resins are glycidyl esters, such as those sold, for example, as Araldite® PT 910 or PY 184 from Huntsman.
- the most suitable epoxy resins are those with a
- These epoxy resins are preferably bisphenol A / epichlorohydrin-based epoxy solid resins, as they are, for example, under the
- the proportion of epoxy resin in the weight of the first component K1 is preferably 17 to 35 wt .-%.
- the aqueous epoxy resin dispersion may also contain a proportion of an organic solvent, for example in the form of 2-propoxyethanol, but the content of such solvents should as far as possible not exceed the content of water in the epoxy resin dispersion.
- the first component further contains, as described above, an aqueous polyester-polyurethane dispersion, wherein the polyester-polyurethane is preferably an elastomeric polyester-polyurethane.
- a suitable polyester-polyurethane is available, for example, under the trade name Emuldur 381A from BASF SE.
- Emuldur 381A from BASF SE.
- As a particularly favorable content of polyester polyurethane in the first component about 3 to 10 wt .-%, and in particular about 3.5 to 9.5 wt .-%, are given.
- the first component contains an aqueous polyacrylate dispersion in an amount such that the content of the polyacrylate in the first component is about 1.5 to 9% by weight.
- the polyacrylate is preferably a hydroxy-functional polyacrylate.
- Particularly preferred hydroxy-functional polyacrylates have a hydroxyl number of 125 or more, and more preferably 130 or more.
- the hydroxyl value of the polyacrylate is not more than 500, and preferably not more than 250.
- Suitable polyacrylate dispersions in the context of the present invention are, for example, Macrynal VSM 6299w / 42WA from Allnex Belgium SA, Joncryl OH831 1 and Luhydran S945T (each from BASF), Macrynal VSM
- Component about 1.75 to 8 wt .-%, and in particular about 1. 85 to 7.5 wt .-%, is.
- Primer composition are not significantly limited. However, it has been found to be useful when this ratio is in the range of about 1.5: 1 to 5: 1, that is, there is some excess of epoxy over the sum of the weights of polyester-polyurethane and polyacrylate. Furthermore, it is particularly advantageous if the weight ratio of the polyester-polyurethane to the polyacrylate in the range of about 2: 1 to 1: 1.
- the water-based primer composition according to the invention can be used for the following reasons.
- Solvent included.
- suitable water-miscible solvents are in particular ethers, ketones, esters and alcohols, for example in the form of tetrahydrofuran, methyl ethyl ketone, acetone, or
- Acetates such as methyl acetate, ethyl acetate or butyl acetate can be used.
- a particularly suitable water-miscible organic solvent is
- Isopropanol A preferred content of such water-miscible organic solvents may be stated to be about 4 to 40% by weight.
- composition of the invention contain further additives for adjusting desired properties.
- suitable further ingredients are in this specification.
- Heat stabilizers, pigments and dyes as additives into consideration.
- the amount of water in the composition according to the invention usually constitutes the proportion of the composition which is 100% by weight relative to the first component K1.
- the water-based primer composition comprises a water-dispersible isocyanate-based crosslinker. There are no significant with respect to the isocyanate-based polyisocyanates used
- Particularly suitable polyisocyanates are monomeric di- or tri-isocyanates or an oligomer of a monomeric diisocyanate, in particular a biuret or an isocyanurate of a monomeric diisocyanate or triisocyanate.
- IPDI Isophorone diisocyanate
- HMDI perhydro-2,4'- and -4,4'-diphenylmethane diisocyanate
- TMCDI 1, 4-diisocyanato-2,2,6-trimethylcyclohexane
- TMCDI 1, 4-diisocyanato-2,2,6-trimethylcyclohexane
- m- and p-xylylene diisocyanate m- and p-XDI
- m- and p-tetramethyl-1,3-and -1,4-xylylene diisocyanate m- and p -TMXDI
- MDI TDI
- IPDI tris (p-isocyanatophenyl) thiophosphate
- TDI TDI
- HDI tris (p-isocyanatophenyl) thiophosphate
- the isocyanate-based water-dispersible crosslinker comprises aliphatic polyisocyanates, it being possible in particular to use hexamethylene diisocyanate or isophorone diisocyanate as aliphatic polyisocyanates. Most suitable in the context of the present invention is an aliphatic polyisocyanate in the form of hexamethylene diisocyanate.
- isocyanate-based crosslinkers are suitable addition products of isocyanate groups of at least one polyol and at least one monomeric diisocyanate or triisocyanate, in particular the monomers
- Diisocyanates or triisocyanates detailed in the previous section.
- Such addition products are in particular those with polyols having a molecular weight of less than 1000 g / mol, preferably less than 600 g / mol.
- Suitable as polyol for such addition products are, in particular:
- Polyether polyols also called polyoxyalkylene polyols, which
- Unsaturation per gram of polyol (mEq / g)) prepared, for example, by means of so-called double metal cyanide complex catalysts (DMC catalysts), as well as polyoxyalkylene polyols with a higher
- Catalysts such as NaOH, KOH, CsOH or alkali metal alkoxides.
- Polyether polyols are particularly suitable polyoxyalkylenediols and triols, in particular polyoxyalkylenediols.
- Particularly suitable polyoxyalkylene di- and triols are polyoxyethylene di- and triols as well as polyoxypropylene di- and triols.
- ethylene oxide-terminated oxide-endcapped
- polyoxypropylene polyols the latter being special polyoxypropylene-polyoxyethylene-polyols obtained, for example, by pure polyoxypropylene-polyols, in particular
- Polyoxypropylenediols and triols are further alkoxylated after completion of the Polypropoxyl mecanical methylcellulose and thereby have primary hydroxyl groups.
- Polyester polyols which carry at least two hydroxyl groups, which by known methods, in particular the polycondensation of
- polyester polyols which are prepared from dihydric to trivalent, especially dihydric, alcohols, such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, neopentyl glycol, 1, 4-butanediol, 1, 5-pentanediol, 3-methyl-1, 5 -hexanediol, 1, 6-hexanediol, 1, 8-octanediol, 1, 10-decanediol, 1, 12-dodecanediol, 1, 12-hydroxystearyl alcohol, 1, 4-cyclohexanedimethanol, dimer fatty acid diol (dimerdiol),
- dihydric to trivalent, especially dihydric, alcohols such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, neopentyl glycol, 1, 4-butanediol, 1, 5-pentanediol, 3-methyl-1
- Hydroxypivalic acid neopentyl glycol esters, glycerol, 1,1,1-trimethylolpropane or mixtures of the abovementioned alcohols, with organic di- or
- Tricarboxylic acids in particular dicarboxylic acids, or their anhydrides or esters, such as succinic acid, glutaric acid, adipic acid,
- Trimethyladipic acid Trimethyladipic acid, suberic acid, azelaic acid, sebacic acid,
- Dodecanedicarboxylic acid maleic acid, fumaric acid, dinner fatty acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, dimethyl terephthalate, hexahydrophthalic acid, trimellitic acid and trimellitic anhydride, or
- polyester polyols are polyester diols.
- Particularly suitable polyesterdiols are those prepared from adipic acid, azelaic acid, sebacic acid, dodecanedicarboxylic acid, dinner fatty acid, phthalic acid,
- Polycarbonate polyols as obtained by polycondensation of, for example, the abovementioned dihydric or trihydric alcohols used to form the polyesterpolyols, with dialkyl carbonates, such as dimethyl carbonate,
- Diaryl carbonates such as diphenyl carbonate, or phosgene, are accessible.
- polycarbonate diols in particular amorphous
- At least two hydroxyl-bearing block copolymers which contain at least two different blocks of polyether, polyester and / or
- Low molecular weight dihydric or polyhydric alcohols such as 1, 2-ethanediol, 1, 2- and 1, 3-propanediol, neopentyl glycol, diethylene glycol,
- Triethylene glycol the isomeric dipropylene glycols and tripropylene glycols, the isomeric butanediols, pentanediols, hexanediols, heptanediols, octanediols,
- Nonanediols decanediols, undecanediols, 1,3- and 1,4-cyclohexanedimethanol, hydrogenated bisphenol A, dimeric fatty alcohols, 1,1,1-trimethylolethane, 1,1,1-trimethylolpropane, glycerol, pentaerythritol, sugar alcohols, such as xylitol, sorbitol or Mannitol, sugars, such as sucrose, low molecular weight alkoxylation products of the aforementioned dihydric and polyhydric alcohols.
- Particularly preferred polyols are propylene carbonates and polyethylene glycols and, as polyisocyanate, hexamethylene diisocyanate which may be isocyanurated and / or allophanate-modified.
- aziridine-based crosslinkers can also be used as a constituent of the second component.
- aziridine-based crosslinkers can also be used as a constituent of the second component.
- Trimethylolpropane tris-3- (aziridin-1-yl) propionate and pentaerythritol tris-3- (aziridin-1-yl) propionate are, for example, under the trade names Xama ® 2, Xama ® 7 and Xama ® 200 by the company biomaterial Science LLC, United States, or under the trade name Chemitite® ® PZ by Nippon Shokubai Co. Ltd., Japan.
- the proportion of crosslinking agents based on isocyanate should be at least 50 wt .-%, in particular at least 75 wt .-% and particularly preferably at least 90 wt .-%, based on the Total weight of the second component K2, make up.
- the isocyanate-based water-dispersible crosslinker is useful in incorporating the water-based primer composition in an amount such that the proportion of the isocyanate groups from the crosslinker exceeds the total amount of the functional groups of the epoxy resin, the polyester-polyurethane, and the polyacrylate.
- Suitable amounts of water-dispersible crosslinking agent are generally from 5 to 10% by weight and in particular from 8 to 10% by weight, based on the total weight of the first component K1. In a very particularly preferred embodiment, the
- the water-based primer composition according to the invention consists of a first component consisting of
- a second component K2 consisting of 5 to 10 wt .-% of a
- Isocyanate crosslinker based on isocyanurated hexamethylene diisocyanate, which is formulated with propylene carbonate and polyethylene glycol.
- the present invention relates to a method of treating a substrate S1 comprising the steps
- the order is usually carried out by means of an order unit.
- the substrate S1 is preferably a plastic substrate.
- Plastic substrates are understood in particular to be flexible, sheet-like plastics in a thickness of 0.05 mm to 5 mm.
- the plastic is preferably a polycarbonate or polycarbonate blend, e.g. in the form of polycarbonate / ABS.
- the venting can be done by evaporation in air with and without bleeding.
- a blower in particular an air blower, can serve as a venting means.
- a bleeding agent is used.
- the venting can be carried out at room temperature or at elevated temperature, in particular at a temperature of 60 ° C. It is preferred if the venting takes place at low temperatures, for example by a Carnot process.
- the primer-coated substrates produced are distinguished by the fact that an adhesive subsequently applied to the primer can form a firmly adhering bond with the primer and the substrate, so that a very durable
- Another aspect of the present invention therefore relates to a method for bonding two
- the second substrate S2 comprises.
- substrates as mentioned above for the method of treating a substrate S1 are preferable.
- the second substrate S2 can likewise be a plastic substrate, in particular in the form of a polycarbonate or polycarbonate blend substrate, but it can also be a substrate made of another material, for example of metal or a substrate based on glass or a glass ceramic, act.
- step (iv) can be carried out, for example, by a spray, brush, knife, stamp, roll or casting application method.
- the order is preferred as adhesive bead from cartridge guns or
- the contacting takes place expediently during the open time of the adhesive.
- the step of contacting (v) takes place under a contact pressure exerted on the substrate S1, so that a adequate wetting of both substrates and a structurally desired, ie dimensionally stable, form is achieved.
- the adhesive to be included in the process described is preferably a polyurethane adhesive and more suitably a plasticizer-containing polyurethane adhesive, since when using such
- Sikaflex ® As a suitable commercially available adhesive Sikaflex ® can be used for example 254th
- Another aspect of the present invention relates to the use of a water-based primer composition as described in the foregoing
- the plastic substrate is preferably a substrate based on polycarbonate or a polycarbonate blend, while the adhesive to be used for the adhesive is expediently a polyurethane adhesive and in particular a plasticizer-containing polyurethane adhesive.
- Crosslinking component mixed and applied within the pot life in a thin layer on a substrate made of polycarbonate.
- the drying of the primer layer was carried out either at room temperature (23 ° C) or at elevated temperature. After complete drying, an adhesive bead based on the
- Polyurethane adhesive Sikaflex ® 254 applied and cured for 7 days at room temperature.
- the test specimens thus obtained were successively determined in different climatic conditions by peel tests: 1 . Curing and storage of the bonded components at room temperature at 23 ° C / 50% relative humidity for 7 days,
- the adhesion and the fracture pattern were assessed by test persons without peel values being determined on tensile testing machines. In all cases, the observed fracture pattern using the primer of the invention was cohesive. Used material:
- Emuldur 381 A Polyester Polyurethane Dispersion, 40%
- Luhydran S945T Hydroxyfunctional dispersion ca. 45%
- Isocyanate crosslinker based on isocyanuratized hexamethylene diisocyanate, formulated with
- Isocyanate crosslinker based on isocyanurated hexamethylene diisocyanate (in some cases allophanate-modified), formulated with propylene carbonate and polyethylene glycol
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)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
- Laminated Bodies (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15154022.6A EP3053942A1 (de) | 2015-02-05 | 2015-02-05 | Wasserbasierende Primerzusammensetzung für Polycarbonat und Polycarbonat-Blends |
| PCT/EP2016/052391 WO2016124692A1 (de) | 2015-02-05 | 2016-02-04 | Wasserbasierende primerzusammensetzung für polycarbonat und polycarbonat-blends |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP3253813A1 true EP3253813A1 (de) | 2017-12-13 |
Family
ID=52469625
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP15154022.6A Withdrawn EP3053942A1 (de) | 2015-02-05 | 2015-02-05 | Wasserbasierende Primerzusammensetzung für Polycarbonat und Polycarbonat-Blends |
| EP16703517.9A Withdrawn EP3253813A1 (de) | 2015-02-05 | 2016-02-04 | Wasserbasierende primerzusammensetzung für polycarbonat und polycarbonat-blends |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP15154022.6A Withdrawn EP3053942A1 (de) | 2015-02-05 | 2015-02-05 | Wasserbasierende Primerzusammensetzung für Polycarbonat und Polycarbonat-Blends |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US10385159B2 (de) |
| EP (2) | EP3053942A1 (de) |
| CN (1) | CN107207896B (de) |
| WO (1) | WO2016124692A1 (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102663849B1 (ko) | 2021-06-24 | 2024-05-08 | 주식회사 케이씨씨 | 아연-무함유 프라이머 조성물 |
| WO2024220302A1 (en) * | 2023-04-18 | 2024-10-24 | Swimc Llc | Hybrid polyurethane-silane waterborne primer, methods for its preparation and methods for using |
| KR20260023638A (ko) | 2023-06-15 | 2026-02-20 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 프라이머 조성물, 접착 시스템, 및 관련 공정 |
| KR20260021636A (ko) | 2023-06-15 | 2026-02-13 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 프라이머 조성물, 접착 시스템, 및 관련 공정 |
| CN119119842B (zh) * | 2024-07-16 | 2026-01-06 | 松井新材料集团股份有限公司 | 一种可镭雕pu弹性漆及其制备方法与应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE502004009363D1 (de) * | 2003-08-22 | 2009-05-28 | Tesa Ag | Verwendung einer klebstofffolie zur implantierung von elektrischen modulen in einen kartenkörper |
| DE10350242A1 (de) | 2003-10-27 | 2005-05-19 | Basf Ag | Wasseremulgierbare Isocyanate mit verbesserten Eigenschaften |
| CN101117479B (zh) * | 2006-07-31 | 2010-09-22 | 本田技研工业株式会社 | 水性底漆涂料组合物和涂膜形成方法 |
| JP5046774B2 (ja) * | 2006-07-31 | 2012-10-10 | 本田技研工業株式会社 | 水性プライマー塗料組成物及び塗膜形成方法 |
| JP5060202B2 (ja) * | 2007-08-09 | 2012-10-31 | 本田技研工業株式会社 | 光輝性塗膜形成方法 |
| JP5564901B2 (ja) * | 2009-11-11 | 2014-08-06 | 住友金属鉱山株式会社 | プライマー層形成用塗布液とプライマー層並びに高耐久性uvカットプラスチック基材 |
| EP2489441A1 (de) * | 2011-02-21 | 2012-08-22 | Cytec Austria GmbH | Mehrlagen-Beschichtungsfilme |
| JP2013010854A (ja) | 2011-06-29 | 2013-01-17 | Hitachi Chemical Co Ltd | ポリカーボネート用プライマー組成物及びポリカーボネート |
| DE102014003777A1 (de) | 2014-03-15 | 2014-09-04 | Daimler Ag | Verbindungsanordnung eines ersten Bauelements an einem zweiten Bauelement eines Kraftwagens sowie Verfahren zum Herstellen einer solchen Verbindungsanordnung |
-
2015
- 2015-02-05 EP EP15154022.6A patent/EP3053942A1/de not_active Withdrawn
-
2016
- 2016-02-04 WO PCT/EP2016/052391 patent/WO2016124692A1/de not_active Ceased
- 2016-02-04 US US15/549,239 patent/US10385159B2/en not_active Expired - Fee Related
- 2016-02-04 CN CN201680009036.3A patent/CN107207896B/zh not_active Expired - Fee Related
- 2016-02-04 EP EP16703517.9A patent/EP3253813A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2016124692A1 (de) | 2016-08-11 |
| CN107207896B (zh) | 2019-12-24 |
| EP3053942A1 (de) | 2016-08-10 |
| US20180016389A1 (en) | 2018-01-18 |
| CN107207896A (zh) | 2017-09-26 |
| US10385159B2 (en) | 2019-08-20 |
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