DE69915879T2 - Gestreckte polymethylene poly(phenylisocyanate) harzbindemittel zur herstellung von holzverbundprodukten - Google Patents
Gestreckte polymethylene poly(phenylisocyanate) harzbindemittel zur herstellung von holzverbundprodukten Download PDFInfo
- Publication number
- DE69915879T2 DE69915879T2 DE69915879T DE69915879T DE69915879T2 DE 69915879 T2 DE69915879 T2 DE 69915879T2 DE 69915879 T DE69915879 T DE 69915879T DE 69915879 T DE69915879 T DE 69915879T DE 69915879 T2 DE69915879 T2 DE 69915879T2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- isomer
- monomer content
- polyisocyanate
- wood
- 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
- 239000002023 wood Substances 0.000 title claims abstract description 76
- 239000002131 composite material Substances 0.000 title claims abstract description 35
- -1 POLYMETHYLENE Polymers 0.000 title claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 18
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 title claims description 10
- 229920005989 resin Polymers 0.000 title description 8
- 239000011347 resin Substances 0.000 title description 8
- 239000000203 mixture Substances 0.000 claims abstract description 104
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 54
- 238000000034 method Methods 0.000 claims abstract description 49
- 239000002245 particle Substances 0.000 claims abstract description 33
- 239000004202 carbamide Substances 0.000 claims abstract description 28
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 23
- 230000008569 process Effects 0.000 claims abstract description 20
- 239000007787 solid Substances 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 238000000465 moulding Methods 0.000 claims abstract description 13
- 229920001228 polyisocyanate Polymers 0.000 claims description 45
- 239000005056 polyisocyanate Substances 0.000 claims description 45
- 239000000178 monomer Substances 0.000 claims description 35
- 239000011248 coating agent Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 7
- 238000000748 compression moulding Methods 0.000 claims description 5
- 239000011230 binding agent Substances 0.000 description 84
- 239000012948 isocyanate Substances 0.000 description 45
- 150000002513 isocyanates Chemical class 0.000 description 45
- 239000000463 material Substances 0.000 description 24
- 238000009472 formulation Methods 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 239000000047 product Substances 0.000 description 20
- 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 18
- 239000003054 catalyst Substances 0.000 description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 239000012978 lignocellulosic material Substances 0.000 description 12
- 238000003825 pressing Methods 0.000 description 10
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- 239000011093 chipboard Substances 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 7
- 238000012545 processing Methods 0.000 description 6
- 239000011094 fiberboard Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 4
- 235000014633 carbohydrates Nutrition 0.000 description 4
- 150000001720 carbohydrates Chemical class 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000006082 mold release agent Substances 0.000 description 4
- 239000011120 plywood Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000004606 Fillers/Extenders Substances 0.000 description 3
- 229920001807 Urea-formaldehyde Polymers 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 229920002522 Wood fibre Polymers 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000000853 adhesive Substances 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
- 239000003125 aqueous solvent Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 229940056960 melamin Drugs 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 239000002025 wood fiber Substances 0.000 description 2
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical class O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- DKJBREHOVWISMR-UHFFFAOYSA-N 1-chloro-2,3-diisocyanatobenzene Chemical class ClC1=CC=CC(N=C=O)=C1N=C=O DKJBREHOVWISMR-UHFFFAOYSA-N 0.000 description 1
- 244000198134 Agave sisalana Species 0.000 description 1
- 241000609240 Ambelania acida Species 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- MAMABHFMIUQTIY-UHFFFAOYSA-N CC1=CC=CC=C1.N=C=O.N=C=O.N=C=O Chemical class CC1=CC=CC=C1.N=C=O.N=C=O.N=C=O MAMABHFMIUQTIY-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 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
- 235000014466 Douglas bleu Nutrition 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 240000004658 Medicago sativa Species 0.000 description 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical class N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-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
- 244000082204 Phyllostachys viridis Species 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 240000001416 Pseudotsuga menziesii Species 0.000 description 1
- 235000005386 Pseudotsuga menziesii var menziesii Nutrition 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 238000010793 Steam injection (oil industry) Methods 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 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
- 238000007259 addition reaction Methods 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010905 bagasse Substances 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 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
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 238000009658 destructive testing Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000013502 plastic waste Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 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 1
- 210000002700 urine Anatomy 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US213606 | 1998-12-17 | ||
| US09/213,606 US6224800B1 (en) | 1998-12-17 | 1998-12-17 | Extended polymethylene poly(phenylisocyanate) resin binders for the production of wood composite products |
| PCT/US1999/029360 WO2000036020A1 (en) | 1998-12-17 | 1999-12-10 | Extended polymethylene poly(phenylisocyanate) resin binders for the production of wood composite products |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69915879D1 DE69915879D1 (de) | 2004-04-29 |
| DE69915879T2 true DE69915879T2 (de) | 2005-11-24 |
Family
ID=22795760
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69915879T Expired - Lifetime DE69915879T2 (de) | 1998-12-17 | 1999-12-10 | Gestreckte polymethylene poly(phenylisocyanate) harzbindemittel zur herstellung von holzverbundprodukten |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6224800B1 (enExample) |
| EP (1) | EP1141134B1 (enExample) |
| JP (1) | JP2002532293A (enExample) |
| CN (1) | CN1124319C (enExample) |
| AT (1) | ATE262565T1 (enExample) |
| AU (1) | AU748481B2 (enExample) |
| BR (1) | BR9916219A (enExample) |
| CA (1) | CA2354602C (enExample) |
| DE (1) | DE69915879T2 (enExample) |
| ES (1) | ES2217870T3 (enExample) |
| HK (1) | HK1042917B (enExample) |
| NZ (1) | NZ512386A (enExample) |
| PL (1) | PL349316A1 (enExample) |
| WO (1) | WO2000036020A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7199168B2 (en) * | 2002-02-13 | 2007-04-03 | Bayer Materialscience Llc | Process for making cellular composites using polymeric isocyanates as binders for hollow filler particles |
| US20040079670A1 (en) * | 2002-10-16 | 2004-04-29 | Ibrahim Sendijarevic | Protective packaging comprised of shape memory foam |
| US20040170856A1 (en) * | 2002-12-04 | 2004-09-02 | Bill Arndell | Laminated wood products and process for making the same |
| US7071248B2 (en) * | 2003-01-21 | 2006-07-04 | Ashland Licensing And Intellectual Property, Llc | Adhesive additives and adhesive compositions containing an adhesive additive |
| US20050054807A1 (en) * | 2003-09-05 | 2005-03-10 | Weyerhaeuser Company | Low-nitrogen content phenol-formaldehyde resin |
| US7141195B2 (en) * | 2003-09-05 | 2006-11-28 | Weyerhaeuser Co. | Process for making engineered lignocellulosic-based panels |
| JP4592589B2 (ja) * | 2003-09-26 | 2010-12-01 | ヘキソン スペシャルティ ケミカルズ インコーポレーテッド | 徐放性硬化系 |
| US20050242459A1 (en) * | 2004-04-29 | 2005-11-03 | Savino Thomas G | Lignocellulosic composite material and method for preparing the same |
| CA2572965A1 (en) * | 2004-07-30 | 2006-03-30 | Mannington Mills, Inc. | Flooring products and methods of making the same |
| US20060086283A1 (en) * | 2004-10-21 | 2006-04-27 | Premier Wood Treating, L.L.C. | Water repellent cellulose preservative |
| US20060128886A1 (en) * | 2004-12-14 | 2006-06-15 | Winterowd Jack G | Low-nitrogen content phenol-formaldehyde resin |
| US20070122616A1 (en) * | 2005-11-30 | 2007-05-31 | Lawson Eric N | Panel containing bamboo and cedar |
| US20090263617A1 (en) * | 2005-08-31 | 2009-10-22 | Huber Engineered Woods Llc | Panel containing bamboo |
| US7459206B2 (en) * | 2005-08-31 | 2008-12-02 | Huber Engineered Woods Llc | Panel containing highly-cutinized bamboo flakes |
| US7625631B2 (en) * | 2005-08-31 | 2009-12-01 | Huber Engineered Woods Llc | Wood panel containing inner culm flakes |
| US20070116940A1 (en) * | 2005-11-22 | 2007-05-24 | Ou Nian-Hua | Panel containing bamboo |
| US7678840B2 (en) * | 2006-11-28 | 2010-03-16 | Bayer Materialscience Llc | Reduction of MDI emissions in cavity filling NVH polyurethane foams |
| US8865287B2 (en) * | 2008-08-13 | 2014-10-21 | Robert A. Haupt | Rapid curing aldehyde resin-polyisocyanate composition and method for producing hybrid polymer |
| WO2015048441A1 (en) | 2013-09-30 | 2015-04-02 | Basf Se | Lignocellulosic composite articles |
| CN104558515B (zh) * | 2015-01-21 | 2017-02-22 | 安徽建筑大学 | 多孔聚合物的制备方法 |
| CN109081902B (zh) | 2017-06-14 | 2020-11-24 | 万华化学集团股份有限公司 | 一种无醛添加的人造板胶粘剂及用其制造的无醛添加人造板 |
| KR102152087B1 (ko) * | 2019-11-28 | 2020-09-04 | 동화기업 주식회사 | 복합코어 마루바닥재의 제조방법 |
| US12091587B2 (en) * | 2021-07-13 | 2024-09-17 | Akzo Nobel Coatings International B.V. | One-component moisture-curable adhesive composition |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3666593A (en) | 1969-10-27 | 1972-05-30 | Us Plywood Champ Papers Inc | Process for making a polyisocyanate-impregnated,paper-overlaid panel |
| DE2109686C3 (de) | 1971-03-02 | 1980-09-25 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung oder Veredlung lignozellulosehaltiger Werkstoffe |
| DE2325926C2 (de) | 1973-05-22 | 1990-08-02 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von lignozellulosehaltigen Werkstoffen |
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-
1998
- 1998-12-17 US US09/213,606 patent/US6224800B1/en not_active Expired - Lifetime
-
1999
- 1999-12-10 AU AU31184/00A patent/AU748481B2/en not_active Ceased
- 1999-12-10 EP EP99965219A patent/EP1141134B1/en not_active Expired - Lifetime
- 1999-12-10 PL PL99349316A patent/PL349316A1/xx unknown
- 1999-12-10 NZ NZ512386A patent/NZ512386A/xx unknown
- 1999-12-10 WO PCT/US1999/029360 patent/WO2000036020A1/en not_active Ceased
- 1999-12-10 BR BR9916219-9A patent/BR9916219A/pt not_active Application Discontinuation
- 1999-12-10 AT AT99965219T patent/ATE262565T1/de not_active IP Right Cessation
- 1999-12-10 CN CN99814493A patent/CN1124319C/zh not_active Expired - Fee Related
- 1999-12-10 JP JP2000588274A patent/JP2002532293A/ja not_active Withdrawn
- 1999-12-10 CA CA002354602A patent/CA2354602C/en not_active Expired - Fee Related
- 1999-12-10 HK HK02104728.9A patent/HK1042917B/zh not_active IP Right Cessation
- 1999-12-10 DE DE69915879T patent/DE69915879T2/de not_active Expired - Lifetime
- 1999-12-10 ES ES99965219T patent/ES2217870T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP2002532293A (ja) | 2002-10-02 |
| WO2000036020A1 (en) | 2000-06-22 |
| AU3118400A (en) | 2000-07-03 |
| CA2354602C (en) | 2008-10-28 |
| AU748481B2 (en) | 2002-06-06 |
| CA2354602A1 (en) | 2000-06-22 |
| HK1042917B (zh) | 2004-07-09 |
| US6224800B1 (en) | 2001-05-01 |
| EP1141134A1 (en) | 2001-10-10 |
| HK1042917A1 (en) | 2002-08-30 |
| NZ512386A (en) | 2002-12-20 |
| DE69915879D1 (de) | 2004-04-29 |
| EP1141134B1 (en) | 2004-03-24 |
| ATE262565T1 (de) | 2004-04-15 |
| PL349316A1 (en) | 2002-07-15 |
| CN1124319C (zh) | 2003-10-15 |
| ES2217870T3 (es) | 2004-11-01 |
| CN1330691A (zh) | 2002-01-09 |
| BR9916219A (pt) | 2001-09-11 |
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| 8364 | No opposition during term of opposition |