JP5837505B2 - ポリイソシアネートに基づく高反応性の安定化された接着剤 - Google Patents
ポリイソシアネートに基づく高反応性の安定化された接着剤 Download PDFInfo
- Publication number
- JP5837505B2 JP5837505B2 JP2012542527A JP2012542527A JP5837505B2 JP 5837505 B2 JP5837505 B2 JP 5837505B2 JP 2012542527 A JP2012542527 A JP 2012542527A JP 2012542527 A JP2012542527 A JP 2012542527A JP 5837505 B2 JP5837505 B2 JP 5837505B2
- Authority
- JP
- Japan
- Prior art keywords
- isocyanate
- lignocellulose
- highly reactive
- wood
- compound
- 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 - Fee Related
Links
- 239000000853 adhesive Substances 0.000 title description 7
- 230000001070 adhesive effect Effects 0.000 title description 7
- 229920001228 polyisocyanate Polymers 0.000 title 1
- 239000005056 polyisocyanate Substances 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 54
- 239000012948 isocyanate Substances 0.000 claims description 50
- 150000002513 isocyanates Chemical class 0.000 claims description 48
- 239000000463 material Substances 0.000 claims description 39
- 239000011230 binding agent Substances 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000003054 catalyst Substances 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 150000002902 organometallic compounds Chemical class 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- BUXTXUBQAKIQKS-UHFFFAOYSA-N sulfuryl diisocyanate Chemical group O=C=NS(=O)(=O)N=C=O BUXTXUBQAKIQKS-UHFFFAOYSA-N 0.000 claims description 7
- VLJQDHDVZJXNQL-UHFFFAOYSA-N 4-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N=C=O)C=C1 VLJQDHDVZJXNQL-UHFFFAOYSA-N 0.000 claims description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims 1
- 239000002023 wood Substances 0.000 description 23
- 239000010410 layer Substances 0.000 description 17
- 239000000654 additive Substances 0.000 description 10
- 229920002522 Wood fibre Polymers 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000002025 wood fiber Substances 0.000 description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 229920003180 amino resin Polymers 0.000 description 6
- -1 bismuth carboxylates Chemical class 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000000565 sealant Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229920001807 Urea-formaldehyde Polymers 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 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
- 240000002791 Brassica napus Species 0.000 description 2
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 2
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 2
- 244000020551 Helianthus annuus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 2
- 235000009120 camo Nutrition 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 235000005607 chanvre indien Nutrition 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011487 hemp Substances 0.000 description 2
- 238000007731 hot pressing Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000011120 plywood Substances 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical compound O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010015943 Eye inflammation Diseases 0.000 description 1
- 240000008892 Helianthus tuberosus Species 0.000 description 1
- 235000003230 Helianthus tuberosus Nutrition 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 241000721662 Juniperus Species 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 206010068956 Respiratory tract inflammation Diseases 0.000 description 1
- 101150081727 UL32 gene Proteins 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- CQQXCSFSYHAZOO-UHFFFAOYSA-L [acetyloxy(dioctyl)stannyl] acetate Chemical compound CCCCCCCC[Sn](OC(C)=O)(OC(C)=O)CCCCCCCC CQQXCSFSYHAZOO-UHFFFAOYSA-L 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- NUMHJBONQMZPBW-UHFFFAOYSA-K bis(2-ethylhexanoyloxy)bismuthanyl 2-ethylhexanoate Chemical compound [Bi+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O NUMHJBONQMZPBW-UHFFFAOYSA-K 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- FNYKAWJEEWSNEH-UHFFFAOYSA-K bismuth;3,3,5,5-tetramethylhexanoate Chemical compound [Bi+3].CC(C)(C)CC(C)(C)CC([O-])=O.CC(C)(C)CC(C)(C)CC([O-])=O.CC(C)(C)CC(C)(C)CC([O-])=O FNYKAWJEEWSNEH-UHFFFAOYSA-K 0.000 description 1
- ZZUFUNZTPNRBID-UHFFFAOYSA-K bismuth;octanoate Chemical compound [Bi+3].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O ZZUFUNZTPNRBID-UHFFFAOYSA-K 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000010675 chips/crisps Nutrition 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- PLONEVHFXDFSLA-UHFFFAOYSA-N ethyl hexanoate;tin(2+) Chemical compound [Sn+2].CCCCCC(=O)OCC PLONEVHFXDFSLA-UHFFFAOYSA-N 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000012978 lignocellulosic material Substances 0.000 description 1
- 229940056960 melamin Drugs 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- WFIZEGIEIOHZCP-UHFFFAOYSA-M potassium formate Chemical compound [K+].[O-]C=O WFIZEGIEIOHZCP-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 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
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
-
- 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
- B27N3/04—Manufacture of substantially flat articles, e.g. boards, from particles or fibres from fibres
-
- 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
- C08G18/22—Catalysts containing metal 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of tin
-
- 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
- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of tin
- C08G18/242—Catalysts containing metal compounds of tin organometallic compounds containing tin-carbon bonds
-
- 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
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/715—Monoisocyanates or monoisothiocyanates containing sulfur in addition to isothiocyanate sulfur
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Forests & Forestry (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09178369 | 2009-12-08 | ||
| EP09178369.6 | 2009-12-08 | ||
| PCT/EP2010/069112 WO2011070040A1 (de) | 2009-12-08 | 2010-12-08 | Hochreaktiver, stabilisierter klebstoff auf polyisocyanatbasis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013513007A JP2013513007A (ja) | 2013-04-18 |
| JP2013513007A5 JP2013513007A5 (enExample) | 2015-10-29 |
| JP5837505B2 true JP5837505B2 (ja) | 2015-12-24 |
Family
ID=43629465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012542527A Expired - Fee Related JP5837505B2 (ja) | 2009-12-08 | 2010-12-08 | ポリイソシアネートに基づく高反応性の安定化された接着剤 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20120245258A1 (enExample) |
| EP (1) | EP2510032A1 (enExample) |
| JP (1) | JP5837505B2 (enExample) |
| KR (1) | KR20120107985A (enExample) |
| CN (1) | CN102648224A (enExample) |
| AU (1) | AU2010329950B2 (enExample) |
| BR (1) | BR112012013895A2 (enExample) |
| CA (1) | CA2782695A1 (enExample) |
| MX (1) | MX2012006471A (enExample) |
| MY (1) | MY155981A (enExample) |
| NZ (1) | NZ601031A (enExample) |
| WO (1) | WO2011070040A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103215005B (zh) * | 2013-05-07 | 2014-12-03 | 东北林业大学 | 含木质素的聚氨酯密封胶及其制备方法 |
| CN105061712A (zh) * | 2015-07-17 | 2015-11-18 | 济南骄泰信息技术有限公司 | 一种高强度聚氨酯密封胶及其制备方法 |
| JP7590806B2 (ja) * | 2017-07-24 | 2024-11-27 | 旭化成株式会社 | イソシアネート組成物、塗料組成物、塗膜及び塗装物品 |
| CN111065501A (zh) * | 2017-08-23 | 2020-04-24 | 巴斯夫欧洲公司 | 在己内酰胺和己内酰胺低聚物存在下生产木质纤维素材料的方法 |
| KR102865449B1 (ko) * | 2021-11-30 | 2025-09-25 | 한화솔루션 주식회사 | 이소시아네이트 조성물 및 이의 제조방법 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1245590B (de) * | 1965-12-30 | 1967-07-27 | Bayer Ag | Monoisocyanate als wasserbindende Mittel fuer Polyurethanmassen |
| DE2306771B2 (de) | 1973-02-12 | 1977-04-07 | Deutsche Novopan GmbH, 3400 Göttingen | Verfahren zur herstellung von spanplatten |
| DE2832509C2 (de) | 1978-07-25 | 1986-02-20 | Deutsche Novopan KG, 3400 Göttingen | Verfahren zur Herstellung von Spanplatten |
| DE3326566A1 (de) * | 1983-07-22 | 1985-01-31 | Bayer Ag, 5090 Leverkusen | Reversibel blockierte katalysatoren enthaltende polyisocyanat-zubereitungen, ein verfahren zu ihrer herstellung, ihre verwendung zur herstellung von polyurethankunststoffen, sowie anlagerungsprodukte von sulfonylisocyanaten an katalysatoren mit zinn (ii)- bzw. zinn (iv)-carboxylat-struktur |
| DE3426732A1 (de) * | 1984-07-20 | 1986-01-23 | Bayer Ag, 5090 Leverkusen | Material fuer stuetzverbaende |
| DE3600093A1 (de) * | 1986-01-04 | 1987-07-09 | Bayer Ag | Latente zinn-katalysatoren enthaltende polyisocyanat-zubereitungen, ein verfahren zu ihrer herstellung, ihre verwendung zur herstellung von polyurethankunststoffen und umsetzungsprodukte von sulfonylisocyanaten mit ausgewaehlten zinnverbindungen |
| GB8826702D0 (en) * | 1988-11-15 | 1988-12-21 | Bostik Ltd | Moisture-curing polyurethane hot-melt compositions |
| GB9314555D0 (en) * | 1993-07-14 | 1993-08-25 | Ici Plc | Polyisocyanate composition |
| DE4419449A1 (de) * | 1994-06-03 | 1995-12-07 | Henkel Kgaa | Schnell abbindender Polyurethan-Schmelzklebstoff |
| PT797604E (pt) * | 1994-05-25 | 2000-05-31 | Henkel Kgaa | Cola de fusao de poliuretano que endurece por accao da humidade |
| WO1996032444A1 (en) * | 1995-04-13 | 1996-10-17 | Imperial Chemical Industries Plc | Process for binding lignocellulosic material |
| DE19603330C1 (de) * | 1996-01-31 | 1997-06-05 | Bayer Ag | Verfahren zur Herstellung von Holzwerkstoffen mit Polyisocyanat-Bindemitteln unter Mitverwendung von latenten, wärmeaktivierbaren Katalysatoren |
| EP0791613B1 (de) * | 1996-02-14 | 1999-04-14 | Sika AG, vorm. Kaspar Winkler & Co. | Flammhemmende Polyurethan-Systeme |
| JP2000072839A (ja) * | 1998-06-19 | 2000-03-07 | Takeda Chem Ind Ltd | 一液型揺変性ポリウレタン樹脂組成物 |
| GB0000569D0 (en) * | 2000-01-12 | 2000-03-01 | Ici Plc | Organometallic compositions |
| JP3894412B2 (ja) * | 2000-04-24 | 2007-03-22 | 日本ポリウレタン工業株式会社 | リグノセルロース系材料用接着剤組成物、並びにそれを用いた熱圧成形体及び熱圧成形体の製造方法 |
| DE10047485A1 (de) * | 2000-09-26 | 2002-04-11 | Bayer Ag | Lagerstabile latente Katalysatoren enthaltende Isocyanat-Bindemittel |
| DE102004035764A1 (de) * | 2004-07-23 | 2006-03-16 | Bayer Materialscience Ag | Niedrigviskose Polyurethan-Prepolymere auf Basis von 2,4'-MDI |
| EP1760100A1 (de) * | 2005-09-01 | 2007-03-07 | Sika Technology AG | Isocyanatgruppen enthaltende Addukte und Zusammensetzung mit guter Haftung auf Lacksubstraten |
| CN101305040A (zh) * | 2005-11-10 | 2008-11-12 | 汉高两合股份公司 | 包含玻璃颗粒作为填料的粘合剂、密封剂和涂料 |
| EP1816150A1 (en) * | 2006-02-01 | 2007-08-08 | Le Joint Francais | Reactive polyurethane hot melt sealants |
| JP5096039B2 (ja) * | 2007-05-14 | 2012-12-12 | オート化学工業株式会社 | 湿気硬化性組成物及び湿気硬化性シーリング材 |
| CA2698175A1 (en) * | 2007-09-12 | 2009-03-19 | Construction Research & Technology Gmbh | Continuous production of polyurethanes/polyureas |
| JP4997036B2 (ja) * | 2007-09-14 | 2012-08-08 | オート化学工業株式会社 | 一液型湿気硬化性組成物及びシーリング材組成物 |
| US20090105013A1 (en) * | 2007-09-28 | 2009-04-23 | Edwin Charles Slagel | Ultraviolet light resistant polymer compositions and methods of making and using |
-
2010
- 2010-12-08 MX MX2012006471A patent/MX2012006471A/es active IP Right Grant
- 2010-12-08 EP EP10787463A patent/EP2510032A1/de not_active Withdrawn
- 2010-12-08 CN CN2010800557299A patent/CN102648224A/zh active Pending
- 2010-12-08 BR BR112012013895A patent/BR112012013895A2/pt not_active Application Discontinuation
- 2010-12-08 WO PCT/EP2010/069112 patent/WO2011070040A1/de not_active Ceased
- 2010-12-08 AU AU2010329950A patent/AU2010329950B2/en not_active Ceased
- 2010-12-08 CA CA2782695A patent/CA2782695A1/en not_active Abandoned
- 2010-12-08 NZ NZ601031A patent/NZ601031A/xx not_active IP Right Cessation
- 2010-12-08 MY MYPI2012002508A patent/MY155981A/en unknown
- 2010-12-08 JP JP2012542527A patent/JP5837505B2/ja not_active Expired - Fee Related
- 2010-12-08 US US13/514,428 patent/US20120245258A1/en not_active Abandoned
- 2010-12-08 KR KR1020127017571A patent/KR20120107985A/ko not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| NZ601031A (en) | 2013-06-28 |
| US20120245258A1 (en) | 2012-09-27 |
| MY155981A (en) | 2015-12-31 |
| EP2510032A1 (de) | 2012-10-17 |
| WO2011070040A1 (de) | 2011-06-16 |
| AU2010329950B2 (en) | 2014-11-06 |
| BR112012013895A2 (pt) | 2016-05-03 |
| JP2013513007A (ja) | 2013-04-18 |
| MX2012006471A (es) | 2012-06-28 |
| CA2782695A1 (en) | 2011-06-16 |
| AU2010329950A1 (en) | 2012-07-19 |
| KR20120107985A (ko) | 2012-10-04 |
| CN102648224A (zh) | 2012-08-22 |
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