DE69623817T2 - Härtbare einkomponentenpolyurethanklebstoffe - Google Patents
Härtbare einkomponentenpolyurethanklebstoffeInfo
- Publication number
- DE69623817T2 DE69623817T2 DE69623817T DE69623817T DE69623817T2 DE 69623817 T2 DE69623817 T2 DE 69623817T2 DE 69623817 T DE69623817 T DE 69623817T DE 69623817 T DE69623817 T DE 69623817T DE 69623817 T2 DE69623817 T2 DE 69623817T2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- adhesive
- prepolymer
- isocyanate
- parts
- 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.)
- Expired - Lifetime
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 174
- 229920002635 polyurethane Polymers 0.000 title description 16
- 239000004814 polyurethane Substances 0.000 title description 16
- 230000001070 adhesive effect Effects 0.000 claims abstract description 173
- 239000000203 mixture Substances 0.000 claims abstract description 116
- 239000002245 particle Substances 0.000 claims abstract description 68
- 239000000463 material Substances 0.000 claims abstract description 42
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000000758 substrate Substances 0.000 claims abstract description 32
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 30
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 30
- 239000011248 coating agent Substances 0.000 claims abstract description 29
- 238000000576 coating method Methods 0.000 claims abstract description 29
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000012948 isocyanate Substances 0.000 claims abstract description 24
- 239000003054 catalyst Substances 0.000 claims abstract description 22
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 22
- 239000006185 dispersion Substances 0.000 claims abstract description 21
- 229920000620 organic polymer Polymers 0.000 claims abstract description 10
- 239000004848 polyfunctional curative Substances 0.000 claims description 47
- -1 bismuth carboxylate Chemical class 0.000 claims description 33
- 229920005862 polyol Polymers 0.000 claims description 31
- 150000003077 polyols Chemical group 0.000 claims description 31
- 239000004014 plasticizer Substances 0.000 claims description 22
- 229920001577 copolymer Polymers 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 150000002009 diols Chemical class 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 claims description 7
- 229910052797 bismuth Inorganic materials 0.000 claims description 6
- 239000012763 reinforcing filler Substances 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 239000004698 Polyethylene Substances 0.000 claims description 5
- 239000004927 clay Substances 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 229920000573 polyethylene Polymers 0.000 claims description 5
- 125000000160 oxazolidinyl group Chemical group 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims 1
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 150000001983 dialkylethers Chemical class 0.000 claims 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 abstract description 24
- 150000001875 compounds Chemical class 0.000 abstract description 19
- 238000006243 chemical reaction Methods 0.000 abstract description 11
- 239000003795 chemical substances by application Substances 0.000 abstract description 10
- 239000007795 chemical reaction product Substances 0.000 abstract description 7
- 239000004825 One-part adhesive Substances 0.000 abstract 1
- 238000002156 mixing Methods 0.000 description 20
- 229920002396 Polyurea Polymers 0.000 description 17
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 16
- 229920001451 polypropylene glycol Polymers 0.000 description 15
- 239000004721 Polyphenylene oxide Substances 0.000 description 10
- 229920000570 polyether Polymers 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 239000011521 glass Substances 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 239000006229 carbon black Substances 0.000 description 7
- 238000004132 cross linking Methods 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 239000003981 vehicle Substances 0.000 description 7
- 239000001993 wax Substances 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 150000002825 nitriles Chemical class 0.000 description 6
- 229920001169 thermoplastic Polymers 0.000 description 6
- 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 5
- 239000011324 bead Substances 0.000 description 5
- 229920000768 polyamine Polymers 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 150000003440 styrenes Chemical class 0.000 description 5
- 239000013008 thixotropic agent Substances 0.000 description 5
- 150000004072 triols Chemical class 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 4
- 150000001491 aromatic compounds Chemical class 0.000 description 4
- 238000012662 bulk polymerization Methods 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 3
- 230000002028 premature Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 3
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000005253 cladding Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
- PMJHHCWVYXUKFD-PLNGDYQASA-N (3z)-penta-1,3-diene Chemical compound C\C=C/C=C PMJHHCWVYXUKFD-PLNGDYQASA-N 0.000 description 1
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- UVHXEHGUEKARKZ-UHFFFAOYSA-N 1-ethenylanthracene Chemical compound C1=CC=C2C=C3C(C=C)=CC=CC3=CC2=C1 UVHXEHGUEKARKZ-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- OMNYXCUDBQKCMU-UHFFFAOYSA-N 2,4-dichloro-1-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C(Cl)=C1 OMNYXCUDBQKCMU-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 1
- SZSWKGVWJBZNIH-UHFFFAOYSA-N 2-chloro-1-ethenyl-4-methylbenzene Chemical compound CC1=CC=C(C=C)C(Cl)=C1 SZSWKGVWJBZNIH-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 description 1
- QBGJZIGMETUVBL-UHFFFAOYSA-N 3-(2-hydroxyethyl)-1,3-oxazolidin-2-id-4-one Chemical compound OCCN1[CH-]OCC1=O QBGJZIGMETUVBL-UHFFFAOYSA-N 0.000 description 1
- AZFJDAIILPPZJN-UHFFFAOYSA-N 4-[2-[2-(3,5-dimethylmorpholin-4-yl)ethoxy]ethyl]-3,5-dimethylmorpholine Chemical compound CC1COCC(C)N1CCOCCN1C(C)COCC1C AZFJDAIILPPZJN-UHFFFAOYSA-N 0.000 description 1
- SOVYDWVUBZZTJS-UHFFFAOYSA-N 5-hydroxy-2H-1,3-oxazol-2-id-4-one Chemical class OC1C(N=[C-]O1)=O SOVYDWVUBZZTJS-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- IIGAAOXXRKTFAM-UHFFFAOYSA-N N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C Chemical compound N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C IIGAAOXXRKTFAM-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001278 adipic acid derivatives Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- SQHOHKQMTHROSF-UHFFFAOYSA-N but-1-en-2-ylbenzene Chemical compound CCC(=C)C1=CC=CC=C1 SQHOHKQMTHROSF-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- SHFGJEQAOUMGJM-UHFFFAOYSA-N dialuminum dipotassium disodium dioxosilane iron(3+) oxocalcium oxomagnesium oxygen(2-) Chemical compound [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Na+].[Na+].[Al+3].[Al+3].[K+].[K+].[Fe+3].[Fe+3].O=[Mg].O=[Ca].O=[Si]=O SHFGJEQAOUMGJM-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- WJJLSKWXCMQDLO-UHFFFAOYSA-N ethyl carbamate;1,3-oxazolidine Chemical compound C1COCN1.C1COCN1.CCOC(N)=O WJJLSKWXCMQDLO-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002917 oxazolidines Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010451 perlite Substances 0.000 description 1
- 235000019362 perlite Nutrition 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000010944 pre-mature reactiony Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 239000011257 shell material Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000012205 single-component adhesive Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical class S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 229910052815 sulfur oxide Inorganic materials 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4072—Mixtures of compounds of group C08G18/63 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58514396A | 1996-01-11 | 1996-01-11 | |
| US08/585,223 US5922809A (en) | 1996-01-11 | 1996-01-11 | One-part moisture curable polyurethane adhesive |
| PCT/US1996/020816 WO1997025360A1 (en) | 1996-01-11 | 1996-12-30 | One-part curable polyurethane adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69623817D1 DE69623817D1 (de) | 2002-10-24 |
| DE69623817T2 true DE69623817T2 (de) | 2003-07-31 |
Family
ID=27079300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69623817T Expired - Lifetime DE69623817T2 (de) | 1996-01-11 | 1996-12-30 | Härtbare einkomponentenpolyurethanklebstoffe |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0873369B1 (enExample) |
| JP (1) | JP3988892B2 (enExample) |
| KR (1) | KR100496779B1 (enExample) |
| CN (1) | CN1111552C (enExample) |
| AT (1) | ATE224409T1 (enExample) |
| AU (1) | AU724913B2 (enExample) |
| BR (1) | BR9612478A (enExample) |
| CA (1) | CA2242333C (enExample) |
| DE (1) | DE69623817T2 (enExample) |
| ES (1) | ES2179224T3 (enExample) |
| MX (1) | MX9805619A (enExample) |
| WO (1) | WO1997025360A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102016107789A1 (de) * | 2016-04-27 | 2017-11-02 | Novem Car Interior Design Gmbh | Formteil, insbesondere als Formteil ausgebildetes Dekorteil und/oder Verkleidungsteil für einen Fahrzeuginnenraum und ein Verfahren zum Herstellen eines Formteils |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999055753A1 (en) * | 1998-04-27 | 1999-11-04 | The Dow Chemical Company | Cure on demand adhesives for assembling shoe soles |
| JP4276761B2 (ja) * | 2000-01-13 | 2009-06-10 | サンスター技研株式会社 | 湿気硬化性一液型ウレタン系接着剤組成物 |
| JP2001192637A (ja) * | 2000-01-13 | 2001-07-17 | Sunstar Eng Inc | 湿気硬化性一液型ウレタン系接着剤組成物 |
| DE60124264T2 (de) * | 2000-08-07 | 2007-05-31 | Dow Global Technologies, Inc., Midland | Feuchtigkeitshärtbarer einkomponenten-polyurethanklebstoff |
| DE10141674A1 (de) | 2000-09-01 | 2002-03-14 | Henkel Kgaa | Reaktionsklebstoff mit mindestens einer mikroverkapselten Komponente |
| US6518330B2 (en) | 2001-02-13 | 2003-02-11 | Board Of Trustees Of University Of Illinois | Multifunctional autonomically healing composite material |
| DE10161349A1 (de) * | 2001-12-13 | 2003-07-17 | Henkel Kgaa | Schneller, aktivierbarer Polyurethanklebstoff |
| US7108914B2 (en) * | 2002-07-15 | 2006-09-19 | Motorola, Inc. | Self-healing polymer compositions |
| MXPA06002031A (es) * | 2003-08-22 | 2006-05-31 | Dow Global Technologies Inc | Composicion util como adhesivo para instalar ventanas en vehiculos. |
| US7566747B2 (en) | 2004-05-07 | 2009-07-28 | The Board Of Trustees Of The University Of Illinois | Wax particles for protection of activators, and multifunctional autonomically healing composite materials |
| US7361292B2 (en) * | 2004-11-08 | 2008-04-22 | Dow Global Technologies Inc. | High modulus, nonconductive adhesive useful for installing vehicle windows |
| US7612152B2 (en) | 2005-05-06 | 2009-11-03 | The Board Of Trustees Of The University Of Illinois | Self-healing polymers |
| DE102005031381A1 (de) † | 2005-07-05 | 2007-01-11 | Delo Industrieklebstoffe Gmbh & Co. Kg | Warmhärtende, lösungsmittelfreie Einkomponenten-Massen und ihre Verwendung |
| DE102005042035B4 (de) * | 2005-09-02 | 2020-11-05 | Infineon Technologies Ag | Vorrichtung zum Einsatz einer Kunststoffgehäusemasse zum Einbetten von Halbleiterbauelementen in einem Kunststoffgehäuse und Verfahren zum Herstellen eines Kunststoffgehäuses |
| EP1973972A2 (en) | 2006-01-05 | 2008-10-01 | The Board Of Trustees Of The University Of Illinois | Self-healing coating system |
| US7569625B2 (en) | 2006-06-02 | 2009-08-04 | The Board Of Trustees Of The University Of Illinois | Self-healing elastomer system |
| DE102006033796A1 (de) * | 2006-07-19 | 2008-01-31 | Tesa Ag | Haftklebestoffe aus einem harzmodifizierten Polyurethan |
| DE102006033368A1 (de) * | 2006-07-19 | 2008-01-24 | Wilhelm Karmann Gmbh | Verfahren zur Herstellung einer Verklebung und Fahrzeugdach mit textilem Verdeckstoff |
| US7842146B2 (en) | 2007-01-26 | 2010-11-30 | Dow Global Technologies Inc. | Ultrasonic energy for adhesive bonding |
| KR101461014B1 (ko) * | 2007-02-02 | 2014-11-13 | 다우 글로벌 테크놀로지스 엘엘씨 | 차량 창문 설치에 유용한 접착제 |
| KR101139026B1 (ko) * | 2007-04-24 | 2012-04-26 | 다우 글로벌 테크놀로지스 엘엘씨 | 옥사졸라딘을 포함하는 1-성분 유리 하도제 |
| JP5512529B2 (ja) * | 2007-11-07 | 2014-06-04 | ダウ グローバル テクノロジーズ エルエルシー | 充填剤レベルの高いポリウレタン接着剤組成物 |
| US9044722B2 (en) * | 2010-11-10 | 2015-06-02 | Darren Edward Nolen | Multi-component, temperature activated, tissue adhesive, sealing, and filling composition |
| DE102012100672A1 (de) | 2012-01-27 | 2013-08-01 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Mikroverkapselte Isocyanate und Verfahren zur Herstellung hierfür sowie deren Anwendung in Klebstoffen |
| BR112015014986B1 (pt) * | 2012-12-21 | 2021-05-04 | Dow Global Technologies Llc | composição, método para ligar dois ou mais substratos entre si e método para substituir uma janela de um veículo |
| US9428678B2 (en) * | 2012-12-21 | 2016-08-30 | Dow Global Technologies Llc | Fast curing adhesive useful for bonding to glass |
| CN103102863A (zh) * | 2013-03-05 | 2013-05-15 | 河南省科学院化学研究所有限公司 | 含有双吗啉聚烷氧基醚催化剂的湿固化聚氨酯热熔胶粘剂 |
| CN105764949B (zh) * | 2013-12-09 | 2019-05-31 | 陶氏环球技术有限责任公司 | 具有极少或无塑化剂的改进的聚氨基甲酸酯预聚物和其在车辆玻璃粘合剂中的用途 |
| EP3087114B1 (en) * | 2013-12-23 | 2020-04-15 | Dow Global Technologies LLC | Adhesive containing high solid copolymer polyol polyurethane prepolymer |
| WO2015171307A1 (en) | 2014-05-08 | 2015-11-12 | Dow Global Technologies Llc | Accelerate cure of moisture curable polyurethane adhesive compositions useful for bonding glass |
| CN105001827A (zh) * | 2015-06-30 | 2015-10-28 | 苏州华日金菱机械有限公司 | 一种聚氨酯胶粘剂及其制备方法 |
| CN106167640A (zh) * | 2015-10-30 | 2016-11-30 | 丹阳市日月漆业有限公司 | 一种界面附着力增进剂及其制备方法和应用 |
| EP3170847A1 (en) | 2015-11-20 | 2017-05-24 | OMG Borchers GmbH | Encapsulated accelerators for coatings |
| CA3006685A1 (en) * | 2015-12-18 | 2017-06-22 | Sika Technology Ag | One-part polyurethane adhesive with high green strength |
| KR20190067784A (ko) * | 2016-10-07 | 2019-06-17 | 멀티머티리얼-웰딩 아게 | 접착제의 활성화 방법 |
| CN107141433A (zh) * | 2017-05-18 | 2017-09-08 | 成都市新筑路桥机械股份有限公司 | 一种微胶囊聚氨酯预混料的制备方法 |
| EP3728381B1 (de) * | 2017-12-21 | 2022-01-12 | Covestro Deutschland AG | Frostbeständige klebstoffe auf basis von polyisocyanaten |
| WO2020263663A1 (en) * | 2019-06-25 | 2020-12-30 | Ddp Specialty Electronic Materials Us, Llc | Accelerate cure polyurethane adhesive composition |
| CN111454563A (zh) * | 2020-04-29 | 2020-07-28 | 一起划冰雪体育发展(福建)有限公司 | 一种常温冰及其制备方法 |
| JP7732175B2 (ja) * | 2020-09-07 | 2025-09-02 | 東ソー株式会社 | ポリウレタン接着剤用組成物、硬化物および接着物 |
| JP7767714B2 (ja) * | 2020-09-23 | 2025-11-12 | 東ソー株式会社 | ポリウレタン接着剤用組成物、硬化物および接着物 |
| CN112769075A (zh) * | 2020-11-25 | 2021-05-07 | 国网电子商务有限公司 | 一种架空线绝缘保护层的修复方法 |
| CN115275518B (zh) * | 2022-08-25 | 2024-06-11 | 欣旺达动力科技股份有限公司 | 复合隔膜、其制备方法及二次电池和用电设备 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3707521A (en) * | 1970-03-05 | 1972-12-26 | Essex Chemical Corp | Polyurethane sealant-primer system isocyanate-reactive surface primer composition for polyurethane sealants |
| DE2632513C3 (de) * | 1976-07-20 | 1979-09-06 | Bayer Ag, 5090 Leverkusen | Mit Wasser härtbare in Abwesenheit von Wasser lagerfähige Gemische auf Polyurethanbasis |
| US4687533A (en) * | 1985-08-26 | 1987-08-18 | Essex Specialty Products, Inc. | Bonding method employing moisture curable polyurethane polymers |
| US4758648A (en) * | 1986-10-20 | 1988-07-19 | Essex Specialty Products, Inc. | High speed cure sealant |
| DE3701888A1 (de) * | 1987-01-23 | 1988-08-04 | Bayer Ag | Klebemittel und seiner verwendung zur herstellung von verklebungen |
| DE3930138A1 (de) * | 1989-09-09 | 1991-03-21 | Bayer Ag | Polyurethan-reaktivklebstoffmassen mit feindispersen polymeren |
| WO1994009046A1 (en) * | 1992-10-13 | 1994-04-28 | Essex Specialty Products, Inc. | Polyurethane sealant compositions |
| AU695750B2 (en) * | 1995-01-13 | 1998-08-20 | Essex Specialty Products Inc. | Two-part moisture curable polyurethane adhesive |
-
1996
- 1996-12-30 CN CN96199966A patent/CN1111552C/zh not_active Expired - Fee Related
- 1996-12-30 EP EP96945115A patent/EP0873369B1/en not_active Expired - Lifetime
- 1996-12-30 JP JP52525397A patent/JP3988892B2/ja not_active Expired - Fee Related
- 1996-12-30 ES ES96945115T patent/ES2179224T3/es not_active Expired - Lifetime
- 1996-12-30 KR KR10-1998-0705290A patent/KR100496779B1/ko not_active Expired - Fee Related
- 1996-12-30 DE DE69623817T patent/DE69623817T2/de not_active Expired - Lifetime
- 1996-12-30 WO PCT/US1996/020816 patent/WO1997025360A1/en not_active Ceased
- 1996-12-30 CA CA002242333A patent/CA2242333C/en not_active Expired - Fee Related
- 1996-12-30 AT AT96945115T patent/ATE224409T1/de not_active IP Right Cessation
- 1996-12-30 AU AU13562/97A patent/AU724913B2/en not_active Ceased
- 1996-12-30 BR BR9612478A patent/BR9612478A/pt not_active IP Right Cessation
-
1998
- 1998-07-10 MX MX9805619A patent/MX9805619A/es unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102016107789A1 (de) * | 2016-04-27 | 2017-11-02 | Novem Car Interior Design Gmbh | Formteil, insbesondere als Formteil ausgebildetes Dekorteil und/oder Verkleidungsteil für einen Fahrzeuginnenraum und ein Verfahren zum Herstellen eines Formteils |
| DE102016107789B4 (de) | 2016-04-27 | 2019-06-27 | Novem Car Interior Design Gmbh | Formteil, insbesondere als Formteil ausgebildetes Dekorteil und/oder Verkleidungsteil für einen Fahrzeuginnenraum und ein Verfahren zum Herstellen eines Formteils |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3988892B2 (ja) | 2007-10-10 |
| EP0873369B1 (en) | 2002-09-18 |
| CA2242333A1 (en) | 1997-07-17 |
| KR19990077153A (ko) | 1999-10-25 |
| AU724913B2 (en) | 2000-10-05 |
| BR9612478A (pt) | 1999-07-13 |
| ATE224409T1 (de) | 2002-10-15 |
| CN1111552C (zh) | 2003-06-18 |
| EP0873369A1 (en) | 1998-10-28 |
| ES2179224T3 (es) | 2003-01-16 |
| JP2000515173A (ja) | 2000-11-14 |
| CN1209145A (zh) | 1999-02-24 |
| MX9805619A (es) | 1998-10-31 |
| WO1997025360A1 (en) | 1997-07-17 |
| DE69623817D1 (de) | 2002-10-24 |
| CA2242333C (en) | 2008-01-29 |
| AU1356297A (en) | 1997-08-01 |
| KR100496779B1 (ko) | 2005-09-26 |
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| 8364 | No opposition during term of opposition |