KR19990082196A - 열활성화 잠복 촉매를 병용하는 폴리이소시아네이트 결합제함유 압축재의 제조 방법 - Google Patents
열활성화 잠복 촉매를 병용하는 폴리이소시아네이트 결합제함유 압축재의 제조 방법 Download PDFInfo
- Publication number
- KR19990082196A KR19990082196A KR1019980705921A KR19980705921A KR19990082196A KR 19990082196 A KR19990082196 A KR 19990082196A KR 1019980705921 A KR1019980705921 A KR 1019980705921A KR 19980705921 A KR19980705921 A KR 19980705921A KR 19990082196 A KR19990082196 A KR 19990082196A
- Authority
- KR
- South Korea
- Prior art keywords
- polyisocyanate
- catalyst
- binder
- malonic acid
- process according
- 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- Withdrawn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
- 229920001228 polyisocyanate Polymers 0.000 title claims abstract description 47
- 239000005056 polyisocyanate Substances 0.000 title claims abstract description 47
- 239000003054 catalyst Substances 0.000 title claims abstract description 46
- 239000011230 binding agent Substances 0.000 title claims abstract description 43
- 238000007906 compression Methods 0.000 title claims abstract description 27
- 230000006835 compression Effects 0.000 title claims abstract description 27
- 239000000463 material Substances 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims description 22
- 230000008569 process Effects 0.000 title claims description 16
- 238000007725 thermal activation Methods 0.000 title abstract description 4
- 239000002023 wood Substances 0.000 claims abstract description 15
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 51
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 30
- 150000001412 amines Chemical class 0.000 claims description 19
- 229920000570 polyether Polymers 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- -1 polyethylene Polymers 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- IIVBUJGYWCCLNG-UHFFFAOYSA-N 3-(dimethylamino)propylurea Chemical compound CN(C)CCCNC(N)=O IIVBUJGYWCCLNG-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 claims 1
- 239000003063 flame retardant Substances 0.000 claims 1
- 229920005906 polyester polyol Polymers 0.000 claims 1
- JMHCCAYJTTWMCX-QWPJCUCISA-M sodium;(2s)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;pentahydrate Chemical compound O.O.O.O.O.[Na+].IC1=CC(C[C@H](N)C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 JMHCCAYJTTWMCX-QWPJCUCISA-M 0.000 claims 1
- 239000010410 layer Substances 0.000 description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 239000000243 solution Substances 0.000 description 14
- 239000002253 acid Substances 0.000 description 12
- 239000012948 isocyanate Substances 0.000 description 11
- 150000002513 isocyanates Chemical class 0.000 description 11
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000000465 moulding Methods 0.000 description 5
- 239000012190 activator Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000000047 product Substances 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
- DWVXCDIDDBRQMM-UHFFFAOYSA-N CNN(C(=O)NNC)CCC Chemical compound CNN(C(=O)NNC)CCC DWVXCDIDDBRQMM-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 235000006408 oxalic acid Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 2
- 239000004254 Ammonium phosphate Substances 0.000 description 2
- LHSCDAORUQFGRV-UHFFFAOYSA-N CNN(C(=O)NCCC)NC Chemical compound CNN(C(=O)NCCC)NC LHSCDAORUQFGRV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
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- 239000000853 adhesive Substances 0.000 description 2
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- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 2
- 235000019289 ammonium phosphates Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
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- 238000006555 catalytic reaction Methods 0.000 description 2
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- 229920002635 polyurethane Polymers 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010902 straw Substances 0.000 description 2
- 229920001864 tannin Polymers 0.000 description 2
- 239000001648 tannin Substances 0.000 description 2
- 235000018553 tannin Nutrition 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OYWRDHBGMCXGFY-UHFFFAOYSA-N 1,2,3-triazinane Chemical class C1CNNNC1 OYWRDHBGMCXGFY-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-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
- FYELSNVLZVIGTI-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-5-ethylpyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1CC)CC(=O)N1CC2=C(CC1)NN=N2 FYELSNVLZVIGTI-UHFFFAOYSA-N 0.000 description 1
- YJLUBHOZZTYQIP-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=N2 YJLUBHOZZTYQIP-UHFFFAOYSA-N 0.000 description 1
- LLAMAEIOZLEXMF-UHFFFAOYSA-N 3-methyl-3-azabicyclo[2.2.1]heptane Chemical compound C1CC2N(C)CC1C2 LLAMAEIOZLEXMF-UHFFFAOYSA-N 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241000218631 Coniferophyta Species 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 244000082204 Phyllostachys viridis Species 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000001994 activation Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
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- 239000007859 condensation product Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- FRRMMWJCHSFNSG-UHFFFAOYSA-N diazanium;propanedioate Chemical compound [NH4+].[NH4+].[O-]C(=O)CC([O-])=O FRRMMWJCHSFNSG-UHFFFAOYSA-N 0.000 description 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- KCWDJXPPZHMEIK-UHFFFAOYSA-N isocyanic acid;toluene Chemical class N=C=O.N=C=O.CC1=CC=CC=C1 KCWDJXPPZHMEIK-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 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
- 150000002691 malonic acids Chemical class 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical class CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000003334 potential effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
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- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000002025 wood fiber Substances 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
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27N—MANUFACTURE BY DRY PROCESSES OF ARTICLES, WITH OR WITHOUT ORGANIC BINDING AGENTS, MADE FROM PARTICLES OR FIBRES CONSISTING OF WOOD OR OTHER LIGNOCELLULOSIC OR LIKE ORGANIC MATERIAL
- B27N3/00—Manufacture of substantially flat articles, e.g. boards, from particles or fibres
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/08—Malonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/22—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08L61/24—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Forests & Forestry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19603330A DE19603330C1 (de) | 1996-01-31 | 1996-01-31 | Verfahren zur Herstellung von Holzwerkstoffen mit Polyisocyanat-Bindemitteln unter Mitverwendung von latenten, wärmeaktivierbaren Katalysatoren |
| DE19603330.6 | 1996-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR19990082196A true KR19990082196A (ko) | 1999-11-25 |
Family
ID=7784071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019980705921A Withdrawn KR19990082196A (ko) | 1996-01-31 | 1997-01-20 | 열활성화 잠복 촉매를 병용하는 폴리이소시아네이트 결합제함유 압축재의 제조 방법 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6007649A (enExample) |
| EP (1) | EP0877767B1 (enExample) |
| JP (1) | JP3884078B2 (enExample) |
| KR (1) | KR19990082196A (enExample) |
| CN (1) | CN1209818A (enExample) |
| AT (1) | ATE182340T1 (enExample) |
| AU (1) | AU710767B2 (enExample) |
| BR (1) | BR9707241A (enExample) |
| CA (1) | CA2244190C (enExample) |
| CZ (1) | CZ287190B6 (enExample) |
| DE (2) | DE19603330C1 (enExample) |
| EE (1) | EE9800228A (enExample) |
| ES (1) | ES2134062T3 (enExample) |
| GR (1) | GR3031416T3 (enExample) |
| HU (1) | HUP9900957A3 (enExample) |
| NO (1) | NO983450D0 (enExample) |
| WO (1) | WO1997028202A1 (enExample) |
| ZA (1) | ZA97764B (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6294117B1 (en) * | 1998-12-17 | 2001-09-25 | Bayer Corporation | Mixed PMDI/solid novolac resin binders for the production of wood composite products |
| US6867421B1 (en) | 1998-12-29 | 2005-03-15 | Bayer Materialscience Llc | In-line process for monitoring binder dosage and distribution on a surface and apparatus useful therefor |
| DE19909607A1 (de) | 1999-03-05 | 2000-09-07 | Dieffenbacher Schenck Panel | Verfahren zur Herstellung von plattenförmigen Produkten |
| DE19909605A1 (de) | 1999-03-05 | 2000-09-07 | Dieffenbacher Schenck Panel | Verfahren zur Herstellung von plattenförmigen Produkten |
| EP1127904A1 (en) * | 2000-02-22 | 2001-08-29 | Huntsman ICI Chemicals, LLC | Polyisocyanate reaction systems for application in wooden floor parts |
| DE10035412B4 (de) * | 2000-07-20 | 2015-01-22 | Dieffenbacher GmbH Maschinen- und Anlagenbau | Verfahren zur kontinuierlichen Herstellung von endlosen Furnierschichtplatten |
| AU2001287732A1 (en) | 2000-09-26 | 2002-04-08 | Bayer Aktiengesellschaft | Copolycarbonate-based composition |
| DE10047485A1 (de) | 2000-09-26 | 2002-04-11 | Bayer Ag | Lagerstabile latente Katalysatoren enthaltende Isocyanat-Bindemittel |
| ITRN20010010A1 (it) * | 2001-01-31 | 2002-07-31 | Annibale Tontini | Materiale costruttivo, composito, e metodo di fabbricazione di manufatti di detto materiale. |
| US20030228337A1 (en) * | 2002-05-29 | 2003-12-11 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Personal care compositions with hydroxy amine neutralized polymers |
| US20030224027A1 (en) * | 2002-05-29 | 2003-12-04 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Cosmetic compositions with ammonium malonates |
| US20030224023A1 (en) * | 2002-05-29 | 2003-12-04 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Cosmetic compositions with hydroxy amine salts of malonic acid |
| US7071248B2 (en) | 2003-01-21 | 2006-07-04 | Ashland Licensing And Intellectual Property, Llc | Adhesive additives and adhesive compositions containing an adhesive additive |
| US20040202689A1 (en) * | 2003-03-17 | 2004-10-14 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Terpenoid fragrance components stabilized with malonic acid salts |
| US20040185074A1 (en) * | 2003-03-17 | 2004-09-23 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Odor control in amine salt containing cosmetic compositions |
| ZA200507485B (en) * | 2003-03-17 | 2007-03-28 | Unilever Plc | Compositions useful to prevent in-grown hair arising from shaving |
| US20040185073A1 (en) * | 2003-03-17 | 2004-09-23 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Cosmetic compositions containing salts of malonic acid |
| US20050027044A1 (en) * | 2003-05-01 | 2005-02-03 | Huntsman Petrochemical Company | Process of making press molded materials using heat activated tertiary amine urethane catalysts |
| US20040241131A1 (en) * | 2003-05-29 | 2004-12-02 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Compositions containing malonate salts in preventing in-grown hair arising from shaving |
| DE10334222B3 (de) * | 2003-07-26 | 2005-04-28 | Siempelkamp Masch & Anlagenbau | Verfahren und Vorrichtung zur Herstellung von Holzwerkstoffplatten |
| US7404949B2 (en) * | 2004-03-15 | 2008-07-29 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Methods and compositions useful to prevent in-grown hair arising from shaving |
| US7439280B2 (en) * | 2004-04-06 | 2008-10-21 | Basf Corporation | Lignocellulosic composite material and method for preparing the same |
| US20050242459A1 (en) * | 2004-04-29 | 2005-11-03 | Savino Thomas G | Lignocellulosic composite material and method for preparing the same |
| DE102005001914A1 (de) * | 2005-01-14 | 2006-08-03 | Steico Ag | Verfahren zur Herstellung einer thermoplastisch gebundenen Holzwerkstoffplatte und nach diesem Verfahren hergestellte Holzwerkstoffplatte |
| DE102007012691B4 (de) * | 2007-03-13 | 2016-05-12 | SWISS KRONO Tec AG | Verfahren zur Herstellung von Platten aus Holzfasern und nach diesem Verfahren hergestellte LDF-, MDF- und HDF-Platten |
| PT103693B (pt) * | 2007-03-19 | 2009-07-28 | Univ Tras Os Montes E Alto Dou | Processo de aglomeração de partículas dos sectores da madeira e da cortiça |
| FR2947572B1 (fr) | 2009-07-01 | 2011-08-26 | Univ Nancy 1 Henri Poincare | Materiau composite a base de fibres et de resine naturelles |
| MX2012006471A (es) * | 2009-12-08 | 2012-06-28 | Basf Se | Adhesivo estabilizado, altamente reactivo basado en poliisocianato. |
| JP5604407B2 (ja) * | 2010-12-21 | 2014-10-08 | ローム アンド ハース カンパニー | 接着剤組成物 |
| EP3189950B1 (de) * | 2016-01-11 | 2018-07-04 | Flooring Technologies Ltd. | Verfahren zur herstellung einer holzwerkstoffplatte, insbesondere eines holz- kunststoff-verbundwerkstoffs |
| CN105619554A (zh) * | 2016-02-24 | 2016-06-01 | 福人集团邵武木业有限公司 | 一种竹纤维刨花板的制造方法 |
| CN105860556A (zh) * | 2016-04-01 | 2016-08-17 | 李宗泽 | 包装材料及其成型方法、包装及包装成型模具、机油滤清器专用包装 |
| GR1009108B (el) * | 2016-07-27 | 2017-09-08 | Καρολος Ανδρεα Μαρκεσινης | Καινοτομος μεθοδος σκληρυνσης συγκολλητικων συστηματων |
| DE112018004708A5 (de) | 2017-08-23 | 2020-06-10 | Basf Se | Verfahren zur Herstellung von Lignocellulosewerkstoffen mittels Bestimmung von NCO-Werten |
| PL3733368T3 (pl) * | 2019-04-30 | 2024-08-19 | Fritz Egger Gmbh & Co. Og | Bspoiwo do wytwarzania tworzyw drzewnych |
| EP3733367B1 (de) * | 2019-04-30 | 2022-01-19 | Fritz Egger GmbH & Co. OG | Holzwerkstoffe und bindemittelzusammensetzungen |
| CN112794986A (zh) * | 2019-11-13 | 2021-05-14 | 科思创德国股份有限公司 | 一种制备人造板的方法 |
| CA3174435A1 (en) * | 2020-03-03 | 2021-09-10 | Momentive Performance Materials Inc. | Catalyst for use in binder compositions |
| EP4219105B1 (de) * | 2022-01-31 | 2025-12-17 | SWISS KRONO Tec AG | Verfahren zum herstellen einer faserplatte |
| EP4472817A1 (de) * | 2022-01-31 | 2024-12-11 | SWISS KRONO Tec AG | Verfahren zum herstellen einer faserplatte |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2886555A (en) * | 1955-07-26 | 1959-05-12 | Bayer Ag | New composition of matter and process for producing same |
| US2932621A (en) * | 1956-02-07 | 1960-04-12 | Pittsburgh Plate Glass Co | Preparation of polyurethane foam utilizing a salt of dimethylethanol amine and a dicarboxylic acid as a catalyst |
| DE2711958B2 (de) * | 1977-03-18 | 1981-08-13 | Bayer Ag, 5090 Leverkusen | Binde- oder Imprägnierungsmittel für lignocellulosehaltige Materialien |
| US4186255A (en) * | 1978-03-13 | 1980-01-29 | Texaco Development Corporation | Bis-quaternary ammonium salts as polyisocyanurate catalysts |
| DE2854384A1 (de) * | 1978-12-16 | 1980-07-03 | Bayer Ag | Verfahren zur herstellung von polyurethan-kunststoffen |
| US4376089A (en) * | 1981-06-15 | 1983-03-08 | The Quaker Oats Company | Particle board process using polymeric isocyanate/release agent |
| DE3328662A1 (de) * | 1983-08-09 | 1985-02-21 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von presswerkstoffen mit polyisocyanat-bindemitteln unter mitverwendung von latenten, waermeaktivierbaren katalysatoren |
| US4632785A (en) * | 1983-08-11 | 1986-12-30 | The Dow Chemical Company | Thermally activable trimerization catalyst |
| US4540781A (en) * | 1983-08-11 | 1985-09-10 | The Upjohn Company | Product and process trimerization of organic isocyanates |
| US4490517A (en) * | 1983-10-03 | 1984-12-25 | Olin Corporation | Solid TDI residue-dicarboxylic ester binder composition and lignocellulosic composite materials prepared therefrom |
| DE3403500A1 (de) * | 1984-02-02 | 1985-08-08 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von stabilisierten polyisocyanaten, stabilisierte isocyanate ratardierter reaktivitaet und ihre verwendung zur polyurethanherstellung |
| DE3438735A1 (de) * | 1984-10-23 | 1986-06-26 | Desowag-Bayer Holzschutz GmbH, 4000 Düsseldorf | Verfahren zur herstellung von span- oder faserplatten |
| US4758605A (en) * | 1987-03-12 | 1988-07-19 | The Dow Chemical Company | Stabilization of reactivity of polyester polyol based polyurethane foam components |
| DE4229396C2 (de) * | 1992-09-03 | 1997-06-05 | Glunz Ag | Verfahren zur Herstellung von Span- oder Faserplatten |
-
1996
- 1996-01-31 DE DE19603330A patent/DE19603330C1/de not_active Expired - Fee Related
-
1997
- 1997-01-20 AT AT97901556T patent/ATE182340T1/de active
- 1997-01-20 EE EE9800228A patent/EE9800228A/xx unknown
- 1997-01-20 KR KR1019980705921A patent/KR19990082196A/ko not_active Withdrawn
- 1997-01-20 JP JP52727297A patent/JP3884078B2/ja not_active Expired - Fee Related
- 1997-01-20 BR BR9707241A patent/BR9707241A/pt not_active Application Discontinuation
- 1997-01-20 EP EP97901556A patent/EP0877767B1/de not_active Expired - Lifetime
- 1997-01-20 US US09/117,100 patent/US6007649A/en not_active Expired - Fee Related
- 1997-01-20 WO PCT/EP1997/000237 patent/WO1997028202A1/de not_active Ceased
- 1997-01-20 DE DE59700271T patent/DE59700271D1/de not_active Expired - Lifetime
- 1997-01-20 HU HU9900957A patent/HUP9900957A3/hu unknown
- 1997-01-20 AU AU15431/97A patent/AU710767B2/en not_active Ceased
- 1997-01-20 CZ CZ19982424A patent/CZ287190B6/cs not_active IP Right Cessation
- 1997-01-20 ES ES97901556T patent/ES2134062T3/es not_active Expired - Lifetime
- 1997-01-20 CA CA002244190A patent/CA2244190C/en not_active Expired - Fee Related
- 1997-01-20 CN CN97191961A patent/CN1209818A/zh active Pending
- 1997-01-30 ZA ZA9700764A patent/ZA97764B/xx unknown
-
1998
- 1998-07-27 NO NO983450A patent/NO983450D0/no not_active Application Discontinuation
-
1999
- 1999-10-07 GR GR990402505T patent/GR3031416T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUP9900957A2 (hu) | 1999-07-28 |
| ZA97764B (en) | 1997-11-04 |
| BR9707241A (pt) | 1999-07-20 |
| DE59700271D1 (de) | 1999-08-26 |
| CA2244190C (en) | 2005-03-29 |
| EP0877767B1 (de) | 1999-07-21 |
| NO983450L (no) | 1998-07-27 |
| HUP9900957A3 (en) | 2001-05-28 |
| WO1997028202A1 (de) | 1997-08-07 |
| US6007649A (en) | 1999-12-28 |
| AU710767B2 (en) | 1999-09-30 |
| CA2244190A1 (en) | 1997-08-07 |
| ATE182340T1 (de) | 1999-08-15 |
| DE19603330C1 (de) | 1997-06-05 |
| NO983450D0 (no) | 1998-07-27 |
| AU1543197A (en) | 1997-08-22 |
| JP2000504051A (ja) | 2000-04-04 |
| EE9800228A (et) | 1998-12-15 |
| CN1209818A (zh) | 1999-03-03 |
| GR3031416T3 (en) | 2000-01-31 |
| CZ242498A3 (cs) | 1998-10-14 |
| JP3884078B2 (ja) | 2007-02-21 |
| ES2134062T3 (es) | 1999-09-16 |
| EP0877767A1 (de) | 1998-11-18 |
| CZ287190B6 (en) | 2000-10-11 |
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Legal Events
| Date | Code | Title | Description |
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| PA0105 | International application |
Patent event date: 19980731 Patent event code: PA01051R01D Comment text: International Patent Application |
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| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |