DE69915700T2 - Gemischte pmdi/resolharz-bindemittel zur herstellung von holzverbundprodukten - Google Patents
Gemischte pmdi/resolharz-bindemittel zur herstellung von holzverbundprodukten Download PDFInfo
- Publication number
- DE69915700T2 DE69915700T2 DE69915700T DE69915700T DE69915700T2 DE 69915700 T2 DE69915700 T2 DE 69915700T2 DE 69915700 T DE69915700 T DE 69915700T DE 69915700 T DE69915700 T DE 69915700T DE 69915700 T2 DE69915700 T2 DE 69915700T2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- isomer
- component
- polymethylene
- poly
- 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
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- 239000011230 binding agent Substances 0.000 title claims abstract description 87
- 239000002023 wood Substances 0.000 title claims abstract description 73
- 229920005989 resin Polymers 0.000 title claims abstract description 56
- 239000011347 resin Substances 0.000 title claims abstract description 56
- 229920003987 resole Polymers 0.000 title claims abstract description 44
- 239000002131 composite material Substances 0.000 title claims abstract description 37
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 21
- 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 title description 22
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 98
- 238000000034 method Methods 0.000 claims abstract description 60
- 239000002245 particle Substances 0.000 claims abstract description 27
- -1 polymethylene Polymers 0.000 claims abstract description 20
- 230000008569 process Effects 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 16
- 238000000465 moulding Methods 0.000 claims abstract description 13
- 229920001228 polyisocyanate Polymers 0.000 claims description 48
- 239000005056 polyisocyanate Substances 0.000 claims description 48
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 25
- 239000000178 monomer Substances 0.000 claims description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 238000000748 compression moulding Methods 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
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- 239000000047 product Substances 0.000 description 22
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- 238000009472 formulation Methods 0.000 description 21
- 239000005011 phenolic resin Substances 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 239000003054 catalyst Substances 0.000 description 19
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- 150000001299 aldehydes Chemical class 0.000 description 9
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- 238000006243 chemical reaction Methods 0.000 description 4
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- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 4
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- 125000001424 substituent group Chemical group 0.000 description 3
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- VTCDZPUMZAZMSB-UHFFFAOYSA-N 3,4,5-trimethoxyphenol Chemical compound COC1=CC(O)=CC(OC)=C1OC VTCDZPUMZAZMSB-UHFFFAOYSA-N 0.000 description 2
- YCOXTKKNXUZSKD-UHFFFAOYSA-N 3,4-xylenol Chemical compound CC1=CC=C(O)C=C1C YCOXTKKNXUZSKD-UHFFFAOYSA-N 0.000 description 2
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- MBGGFXOXUIDRJD-UHFFFAOYSA-N 4-Butoxyphenol Chemical compound CCCCOC1=CC=C(O)C=C1 MBGGFXOXUIDRJD-UHFFFAOYSA-N 0.000 description 2
- ZSBDGXGICLIJGD-UHFFFAOYSA-N 4-phenoxyphenol Chemical compound C1=CC(O)=CC=C1OC1=CC=CC=C1 ZSBDGXGICLIJGD-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
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-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
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229920002522 Wood fibre Polymers 0.000 description 2
- 239000000654 additive 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
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
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- 239000000194 fatty acid Substances 0.000 description 2
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- 229910052736 halogen Chemical group 0.000 description 2
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
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- 229910052698 phosphorus Inorganic materials 0.000 description 2
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- 150000003512 tertiary amines Chemical group 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
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
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- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- PMHXGHYANBXRSZ-UHFFFAOYSA-N n,n-dimethyl-2-morpholin-4-ylethanamine Chemical compound CN(C)CCN1CCOCC1 PMHXGHYANBXRSZ-UHFFFAOYSA-N 0.000 description 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 150000005677 organic carbonates Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001694 spray drying Methods 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
- 238000003756 stirring Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 150000003606 tin compounds Chemical class 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
- C08G18/70—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
-
- 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
- B27N3/002—Manufacture of substantially flat articles, e.g. boards, from particles or fibres characterised by the type of binder
-
- 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
- C08G18/54—Polycondensates of aldehydes
- C08G18/542—Polycondensates of aldehydes with phenols
-
- 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
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6492—Lignin containing materials; Wood resins; Wood tars; Derivatives thereof
-
- 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)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Forests & Forestry (AREA)
- Manufacturing & Machinery (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US213595 | 1998-12-17 | ||
| US09/213,595 US6214265B1 (en) | 1998-12-17 | 1998-12-17 | Mixed PMDI/resole resin binders for the production of wood composite products |
| PCT/US1999/029298 WO2000036019A1 (en) | 1998-12-17 | 1999-12-10 | Mixed pmdi/resole resin binders for the production of wood composite products |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69915700D1 DE69915700D1 (de) | 2004-04-22 |
| DE69915700T2 true DE69915700T2 (de) | 2005-02-10 |
Family
ID=22795715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69915700T Expired - Lifetime DE69915700T2 (de) | 1998-12-17 | 1999-12-10 | Gemischte pmdi/resolharz-bindemittel zur herstellung von holzverbundprodukten |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US6214265B1 (enExample) |
| EP (1) | EP1155087B1 (enExample) |
| JP (1) | JP4717215B2 (enExample) |
| CN (1) | CN1142983C (enExample) |
| AT (1) | ATE262008T1 (enExample) |
| AU (1) | AU752006B2 (enExample) |
| BR (1) | BR9916163B1 (enExample) |
| CA (1) | CA2355055C (enExample) |
| DE (1) | DE69915700T2 (enExample) |
| ES (1) | ES2217874T3 (enExample) |
| HK (1) | HK1043144B (enExample) |
| MX (1) | MXPA01006021A (enExample) |
| NZ (1) | NZ512387A (enExample) |
| PL (1) | PL192323B1 (enExample) |
| WO (1) | WO2000036019A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6083623A (en) * | 1997-09-19 | 2000-07-04 | Carbocol Systems Inc. | Bonding of solid lignocellulosic materials |
| US6479127B1 (en) | 1999-10-12 | 2002-11-12 | J.M. Huber Corporation | Manufacture of multi-layered board with a unique resin system |
| US6416696B1 (en) * | 1999-12-16 | 2002-07-09 | Bayer Corporation | Aqueous mixed pMDI/phenolic resin binders for the production of wood composite products |
| US6478998B1 (en) * | 2000-09-13 | 2002-11-12 | Borden Chemical, Inc. | Hybrid phenol-formaldehyde and polymeric isocyanate based adhesive and methods of synthesis and use |
| DE10256953A1 (de) * | 2002-12-05 | 2004-06-24 | Ashland-Südchemie-Kernfest GmbH | Heißhärtendes Bindemittel auf Polyurethanbasis |
| US7141195B2 (en) * | 2003-09-05 | 2006-11-28 | Weyerhaeuser Co. | Process for making engineered lignocellulosic-based panels |
| US20050054807A1 (en) * | 2003-09-05 | 2005-03-10 | Weyerhaeuser Company | Low-nitrogen content phenol-formaldehyde resin |
| US20050147823A1 (en) * | 2003-12-29 | 2005-07-07 | Mark Oliver | Treatment of porous filler materials for use with resins |
| 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 |
| CA2572965A1 (en) * | 2004-07-30 | 2006-03-30 | Mannington Mills, Inc. | Flooring products and methods of making the same |
| US20060128886A1 (en) * | 2004-12-14 | 2006-06-15 | Winterowd Jack G | Low-nitrogen content phenol-formaldehyde resin |
| KR101779677B1 (ko) | 2005-07-26 | 2017-09-18 | 크나우프 인설레이션, 인크. | 접착제 및 이들로 만들어진 물질 |
| US20070074831A1 (en) * | 2005-09-30 | 2007-04-05 | Winterowd Jack G | Systems and methods for treating raw materials for wood product formation |
| EP2450493B1 (en) | 2007-01-25 | 2024-10-02 | Knauf Insulation SPRL | Mineral fibre board |
| US8501838B2 (en) * | 2007-01-25 | 2013-08-06 | Knauf Insulation Sprl | Composite wood board |
| PL2108006T3 (pl) | 2007-01-25 | 2021-04-19 | Knauf Insulation Gmbh | Spoiwa i wytworzone z nich materiały |
| CA2683706A1 (en) | 2007-04-13 | 2008-10-23 | Knauf Insulation Gmbh | Composite maillard-resole binders |
| GB0715100D0 (en) | 2007-08-03 | 2007-09-12 | Knauf Insulation Ltd | Binders |
| US8865287B2 (en) * | 2008-08-13 | 2014-10-21 | Robert A. Haupt | Rapid curing aldehyde resin-polyisocyanate composition and method for producing hybrid polymer |
| EP2184144A1 (en) * | 2008-11-06 | 2010-05-12 | Huntsman International Llc | Polyisocyanate composition used for binding lignocellulosic materials |
| US8900495B2 (en) | 2009-08-07 | 2014-12-02 | Knauf Insulation | Molasses binder |
| WO2011063525A1 (en) * | 2009-11-30 | 2011-06-03 | Guardian Chemicals Inc. | Novel emulsified release agent for composite panel |
| KR20110062424A (ko) * | 2009-12-03 | 2011-06-10 | 동화기업 주식회사 | 친환경 파티클 보드 제조방법 |
| PT2566904T (pt) | 2010-05-07 | 2021-08-30 | Knauf Insulation | Ligantes de hidrato de carbono e poliamina e materiais feitos com os mesmos |
| KR101835899B1 (ko) | 2010-05-07 | 2018-03-07 | 크나우프 인설레이션, 인크. | 탄수화물 결합제 및 이를 이용하여 제조된 물질 |
| WO2011154368A1 (en) | 2010-06-07 | 2011-12-15 | Knauf Insulation | Fiber products having temperature control additives |
| US20140186635A1 (en) | 2011-05-07 | 2014-07-03 | Knauf Insulation | Liquid high solids binder composition |
| GB201206193D0 (en) | 2012-04-05 | 2012-05-23 | Knauf Insulation Ltd | Binders and associated products |
| GB201214734D0 (en) | 2012-08-17 | 2012-10-03 | Knauf Insulation Ltd | Wood board and process for its production |
| US20150315339A1 (en) | 2012-12-05 | 2015-11-05 | Knauf Insulation Sprl | Binder |
| WO2014197954A1 (pt) * | 2013-06-10 | 2014-12-18 | Duvinil Componentes Para Calçados Ltda. | Processo para preparação de material compósito e material compósito de resíduos de mdf e/ou mdp estruturados em matriz de pvc |
| WO2015120252A1 (en) | 2014-02-07 | 2015-08-13 | Knauf Insulation, Llc | Uncured articles with improved shelf-life |
| GB201408909D0 (en) | 2014-05-20 | 2014-07-02 | Knauf Insulation Ltd | Binders |
| GB201412709D0 (en) | 2014-07-17 | 2014-09-03 | Knauf Insulation And Knauf Insulation Ltd | Improved binder compositions and uses thereof |
| GB201517867D0 (en) | 2015-10-09 | 2015-11-25 | Knauf Insulation Ltd | Wood particle boards |
| US10300638B2 (en) | 2016-03-01 | 2019-05-28 | Solenis Technologies, L.P. | Process for improved composite board manufacture |
| US11780112B2 (en) | 2016-05-26 | 2023-10-10 | Bakelite Chemicals Llc | Binders containing an aldehyde-based resin and an isocyanate-based resin and methods for making composite lignocellulose products therefrom |
| US10889716B2 (en) * | 2016-05-26 | 2021-01-12 | Georgia-Pacific Chemicals Llc | Binders containing an aldehyde-based resin and an isocyanate-based resin and methods for making composite lignocellulose products therefrom |
| GB201610063D0 (en) | 2016-06-09 | 2016-07-27 | Knauf Insulation Ltd | Binders |
| CN106592797A (zh) * | 2016-11-29 | 2017-04-26 | 怀宁县信宁新型建材有限公司 | 一种建筑用外墙保温板 |
| GB201701569D0 (en) | 2017-01-31 | 2017-03-15 | Knauf Insulation Ltd | Improved binder compositions and uses thereof |
| GB201804908D0 (en) | 2018-03-27 | 2018-05-09 | Knauf Insulation Ltd | Binder compositions and uses thereof |
| GB201804907D0 (en) | 2018-03-27 | 2018-05-09 | Knauf Insulation Ltd | Composite products |
| EP3835335A1 (en) | 2019-12-12 | 2021-06-16 | Covestro Deutschland AG | Method for producing wood-based panels |
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-
1998
- 1998-12-17 US US09/213,595 patent/US6214265B1/en not_active Expired - Lifetime
-
1999
- 1999-12-10 JP JP2000588273A patent/JP4717215B2/ja not_active Expired - Fee Related
- 1999-12-10 NZ NZ512387A patent/NZ512387A/xx not_active IP Right Cessation
- 1999-12-10 EP EP99966106A patent/EP1155087B1/en not_active Expired - Lifetime
- 1999-12-10 DE DE69915700T patent/DE69915700T2/de not_active Expired - Lifetime
- 1999-12-10 PL PL349492A patent/PL192323B1/pl unknown
- 1999-12-10 HK HK02104840.2A patent/HK1043144B/zh not_active IP Right Cessation
- 1999-12-10 CN CNB998144789A patent/CN1142983C/zh not_active Expired - Fee Related
- 1999-12-10 ES ES99966106T patent/ES2217874T3/es not_active Expired - Lifetime
- 1999-12-10 BR BRPI9916163-0A patent/BR9916163B1/pt not_active IP Right Cessation
- 1999-12-10 AT AT99966106T patent/ATE262008T1/de not_active IP Right Cessation
- 1999-12-10 WO PCT/US1999/029298 patent/WO2000036019A1/en not_active Ceased
- 1999-12-10 CA CA002355055A patent/CA2355055C/en not_active Expired - Fee Related
- 1999-12-10 MX MXPA01006021A patent/MXPA01006021A/es not_active Application Discontinuation
- 1999-12-10 AU AU21731/00A patent/AU752006B2/en not_active Ceased
-
2001
- 2001-02-01 US US09/773,796 patent/US6641761B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE262008T1 (de) | 2004-04-15 |
| EP1155087A1 (en) | 2001-11-21 |
| CA2355055A1 (en) | 2000-06-22 |
| PL192323B1 (pl) | 2006-09-29 |
| AU752006B2 (en) | 2002-09-05 |
| CN1330690A (zh) | 2002-01-09 |
| BR9916163B1 (pt) | 2008-11-18 |
| MXPA01006021A (es) | 2002-03-27 |
| NZ512387A (en) | 2002-12-20 |
| ES2217874T3 (es) | 2004-11-01 |
| US6214265B1 (en) | 2001-04-10 |
| HK1043144B (zh) | 2005-01-21 |
| US20010017427A1 (en) | 2001-08-30 |
| CA2355055C (en) | 2009-02-24 |
| AU2173100A (en) | 2000-07-03 |
| WO2000036019A1 (en) | 2000-06-22 |
| BR9916163A (pt) | 2001-09-04 |
| US6641761B2 (en) | 2003-11-04 |
| JP4717215B2 (ja) | 2011-07-06 |
| DE69915700D1 (de) | 2004-04-22 |
| EP1155087B1 (en) | 2004-03-17 |
| HK1043144A1 (en) | 2002-09-06 |
| JP2002532292A (ja) | 2002-10-02 |
| CN1142983C (zh) | 2004-03-24 |
| PL349492A1 (en) | 2002-07-29 |
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