CA2159711A1 - Compositions a base de lignine pour bois composites - Google Patents

Compositions a base de lignine pour bois composites

Info

Publication number: CA2159711A1
Authority: CA; Canada
Prior art keywords: lignin; phenol; adhesive; formaldehyde; resin
Prior art date: 1993-04-09
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.): Abandoned

Application number

CA002159711A

Other languages

English (en)

Inventor

Albert W. Creamer

Jacob Ash

Chih Fae Wu

Jairo H. Lora

Joseph D. Rawus

George Shelton

William C. Senyo

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Alcell Technologies Inc

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1993-04-09

Filing date

1994-04-08

Publication date

1994-10-27

1993-04-09 Priority claimed from PCT/US1993/003372 external-priority patent/WO1993021260A2/fr

1994-04-08 Application filed by Individual filed Critical Individual

1994-10-27 Publication of CA2159711A1 publication Critical patent/CA2159711A1/fr

Status Abandoned legal-status Critical Current

Links

229920005610 lignin Polymers 0.000 title claims abstract description 457
239000002023 wood Substances 0.000 title claims abstract description 58
239000002131 composite material Substances 0.000 title claims abstract description 16
239000000203 mixture Substances 0.000 title claims description 115
238000009472 formulation Methods 0.000 title claims description 31
239000000853 adhesive Substances 0.000 claims abstract description 256
230000001070 adhesive effect Effects 0.000 claims abstract description 255
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 188
229920001568 phenolic resin Polymers 0.000 claims abstract description 169
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 152
239000007787 solid Substances 0.000 claims abstract description 98
239000006185 dispersion Substances 0.000 claims abstract description 44
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 313
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 162
239000003513 alkali Substances 0.000 claims description 61
239000011230 binding agent Substances 0.000 claims description 25
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 20
239000002270 dispersing agent Substances 0.000 claims description 13
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
239000000908 ammonium hydroxide Substances 0.000 claims description 5
229920000193 polymethacrylate Polymers 0.000 claims description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
239000000920 calcium hydroxide Substances 0.000 claims description 2
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
239000000347 magnesium hydroxide Substances 0.000 claims description 2
229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
239000011734 sodium Substances 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
239000007788 liquid Substances 0.000 abstract description 32
239000011120 plywood Substances 0.000 abstract description 32
230000002860 competitive effect Effects 0.000 abstract description 31
238000012360 testing method Methods 0.000 abstract description 27
239000003607 modifier Substances 0.000 abstract description 24
239000000243 solution Substances 0.000 abstract description 20
239000012670 alkaline solution Substances 0.000 abstract description 12
238000010348 incorporation Methods 0.000 abstract 1
229920005989 resin Polymers 0.000 description 113
239000011347 resin Substances 0.000 description 113
238000004519 manufacturing process Methods 0.000 description 64
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 57
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 43
238000007792 addition Methods 0.000 description 37
238000006243 chemical reaction Methods 0.000 description 35
238000000034 method Methods 0.000 description 34
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 30
238000006116 polymerization reaction Methods 0.000 description 30
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 26
239000004202 carbamide Substances 0.000 description 26
239000003292 glue Substances 0.000 description 26
235000012431 wafers Nutrition 0.000 description 26
239000005011 phenolic resin Substances 0.000 description 24
239000000843 powder Substances 0.000 description 24
238000002360 preparation method Methods 0.000 description 22
239000000835 fiber Substances 0.000 description 19
239000000047 product Substances 0.000 description 19
239000010410 layer Substances 0.000 description 18
150000001875 compounds Chemical class 0.000 description 16
239000000123 paper Substances 0.000 description 16
229910021529 ammonia Inorganic materials 0.000 description 15
239000012792 core layer Substances 0.000 description 15
229920000642 polymer Polymers 0.000 description 15
239000011087 paperboard Substances 0.000 description 14
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 12
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
239000000654 additive Substances 0.000 description 12
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 12
-1 accelerators Substances 0.000 description 11
238000003825 pressing Methods 0.000 description 11
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 10
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 9
229920001807 Urea-formaldehyde Polymers 0.000 description 9
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 9
230000008569 process Effects 0.000 description 9
230000006837 decompression Effects 0.000 description 8
239000000945 filler Substances 0.000 description 7
239000000463 material Substances 0.000 description 7
239000002245 particle Substances 0.000 description 7
239000002516 radical scavenger Substances 0.000 description 7
239000011541 reaction mixture Substances 0.000 description 7
238000006467 substitution reaction Methods 0.000 description 7
241000183024 Populus tremula Species 0.000 description 6
230000008901 benefit Effects 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 6
238000001035 drying Methods 0.000 description 6
238000011068 loading method Methods 0.000 description 6
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 6
239000011342 resin composition Substances 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
239000004034 viscosity adjusting agent Substances 0.000 description 6
229920001732 Lignosulfonate Polymers 0.000 description 5
239000002253 acid Substances 0.000 description 5
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
229920005611 kraft lignin Polymers 0.000 description 5
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 5
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 4
239000004698 Polyethylene Substances 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 4
238000013019 agitation Methods 0.000 description 4
238000006482 condensation reaction Methods 0.000 description 4
239000000470 constituent Substances 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
239000000446 fuel Substances 0.000 description 4
229910052602 gypsum Inorganic materials 0.000 description 4
239000010440 gypsum Substances 0.000 description 4
239000010893 paper waste Substances 0.000 description 4
229920000573 polyethylene Polymers 0.000 description 4
KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 3
MNVMYTVDDOXZLS-UHFFFAOYSA-N 4-methoxyguaiacol Natural products COC1=CC=C(O)C(OC)=C1 MNVMYTVDDOXZLS-UHFFFAOYSA-N 0.000 description 3
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
235000005018 Pinus echinata Nutrition 0.000 description 3
241001236219 Pinus echinata Species 0.000 description 3
235000017339 Pinus palustris Nutrition 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
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 3
238000012093 association test Methods 0.000 description 3
230000007613 environmental effect Effects 0.000 description 3
239000011094 fiberboard Substances 0.000 description 3
MGJURKDLIJVDEO-UHFFFAOYSA-N formaldehyde;hydrate Chemical compound O.O=C MGJURKDLIJVDEO-UHFFFAOYSA-N 0.000 description 3
239000011121 hardwood Substances 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000004806 packaging method and process Methods 0.000 description 3
238000004537 pulping Methods 0.000 description 3
230000009467 reduction Effects 0.000 description 3
BPRYUXCVCCNUFE-UHFFFAOYSA-N 2,4,6-trimethylphenol Chemical compound CC1=CC(C)=C(O)C(C)=C1 BPRYUXCVCCNUFE-UHFFFAOYSA-N 0.000 description 2
BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 2
HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 2
229920001342 Bakelite® Polymers 0.000 description 2
241000196324 Embryophyta Species 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
241000218657 Picea Species 0.000 description 2
208000036366 Sensation of pressure Diseases 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
238000013459 approach Methods 0.000 description 2
239000004637 bakelite Substances 0.000 description 2
238000005452 bending Methods 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
230000009477 glass transition Effects 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 2
239000011707 mineral Substances 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
238000000465 moulding Methods 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
239000002002 slurry Substances 0.000 description 2
238000002791 soaking Methods 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000002699 waste material Substances 0.000 description 2
239000002916 wood waste Substances 0.000 description 2
FQERLIOIVXPZKH-UHFFFAOYSA-N 1,2,4-trioxane Chemical compound C1COOCO1 FQERLIOIVXPZKH-UHFFFAOYSA-N 0.000 description 1
WHRZCXAVMTUTDD-UHFFFAOYSA-N 1h-furo[2,3-d]pyrimidin-2-one Chemical compound N1C(=O)N=C2OC=CC2=C1 WHRZCXAVMTUTDD-UHFFFAOYSA-N 0.000 description 1
KJWMCPYEODZESQ-UHFFFAOYSA-N 4-Dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=C(O)C=C1 KJWMCPYEODZESQ-UHFFFAOYSA-N 0.000 description 1
ZNPSUQQXTRRSBM-UHFFFAOYSA-N 4-n-Pentylphenol Chemical compound CCCCCC1=CC=C(O)C=C1 ZNPSUQQXTRRSBM-UHFFFAOYSA-N 0.000 description 1
ZUTYZAFDFLLILI-UHFFFAOYSA-N 4-sec-Butylphenol Chemical compound CCC(C)C1=CC=C(O)C=C1 ZUTYZAFDFLLILI-UHFFFAOYSA-N 0.000 description 1
ZMWAXVAETNTVAT-UHFFFAOYSA-N 7-n,8-n,5-triphenylphenazin-5-ium-2,3,7,8-tetramine;chloride Chemical compound [Cl-].C=1C=CC=CC=1NC=1C=C2[N+](C=3C=CC=CC=3)=C3C=C(N)C(N)=CC3=NC2=CC=1NC1=CC=CC=C1 ZMWAXVAETNTVAT-UHFFFAOYSA-N 0.000 description 1
239000002028 Biomass Substances 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
102000051325 Glucagon Human genes 0.000 description 1
108060003199 Glucagon Proteins 0.000 description 1
244000073231 Larrea tridentata Species 0.000 description 1
235000006173 Larrea tridentata Nutrition 0.000 description 1
238000007171 acid catalysis Methods 0.000 description 1
238000005054 agglomeration Methods 0.000 description 1
230000002776 aggregation Effects 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229920005550 ammonium lignosulfonate Polymers 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229940106691 bisphenol a Drugs 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
235000014633 carbohydrates Nutrition 0.000 description 1
239000011111 cardboard Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229940000425 combination drug Drugs 0.000 description 1
229960002126 creosote Drugs 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
239000011888 foil Substances 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
MASNOZXLGMXCHN-ZLPAWPGGSA-N glucagon Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C1=CC=CC=C1 MASNOZXLGMXCHN-ZLPAWPGGSA-N 0.000 description 1
229960004666 glucagon Drugs 0.000 description 1
238000000227 grinding Methods 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000002655 kraft paper Substances 0.000 description 1
238000003475 lamination Methods 0.000 description 1
239000012705 liquid precursor Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000011101 paper laminate Substances 0.000 description 1
230000035515 penetration Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000010817 post-consumer waste Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
239000003265 pulping liquor Substances 0.000 description 1
238000004064 recycling Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000002000 scavenging effect Effects 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000011122 softwood Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
KCDXJAYRVLXPFO-UHFFFAOYSA-N syringaldehyde Chemical compound COC1=CC(C=O)=CC(OC)=C1O KCDXJAYRVLXPFO-UHFFFAOYSA-N 0.000 description 1
COBXDAOIDYGHGK-UHFFFAOYSA-N syringaldehyde Natural products COC1=CC=C(C=O)C(OC)=C1O COBXDAOIDYGHGK-UHFFFAOYSA-N 0.000 description 1
238000012956 testing procedure Methods 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
230000007704 transition Effects 0.000 description 1
238000000108 ultra-filtration Methods 0.000 description 1
MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
235000012141 vanillin Nutrition 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
230000004584 weight gain Effects 0.000 description 1
235000019786 weight gain Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
- C09J161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09J161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J197/00—Adhesives based on lignin-containing materials
- C09J197/005—Lignin
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/14—Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/26—Natural polymers, natural resins or derivatives thereof according to C08L1/00 - C08L5/00, C08L89/00, C08L93/00, C08L97/00 or C08L99/00
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts 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
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- 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
- C08L97/005—Lignin

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Adhesives Or Adhesive Processes (AREA)
Phenolic Resins Or Amino Resins (AREA)

CA002159711A 1993-04-09 1994-04-08 Compositions a base de lignine pour bois composites Abandoned CA2159711A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
PCT/US1993/003372 WO1993021260A2 (fr)	1992-04-09	1993-04-09	Materiaux composites a base de bois contenant de la lignine
WOPCT/US93/03372		1993-04-09

Publications (1)

Publication Number	Publication Date
CA2159711A1 true CA2159711A1 (fr)	1994-10-27

Family

ID=22236496

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002159711A Abandoned CA2159711A1 (fr)	1993-04-09	1994-04-08	Compositions a base de lignine pour bois composites

Country Status (5)

Country	Link
EP (1)	EP0693090A4 (fr)
AU (1)	AU6630494A (fr)
CA (1)	CA2159711A1 (fr)
FI (1)	FI954726A7 (fr)
WO (1)	WO1994024192A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN102134305A (zh) *	2011-02-16	2011-07-27	福州大学	一种溶剂型木质素改性环氧树脂固化剂及其制备方法
US10487101B2 (en)	2013-11-26	2019-11-26	Upm-Kymmene Corporation	Method for treating lignin and for producing a binder composition
US12139649B2 (en)	2012-03-29	2024-11-12	Upm-Kymmene Corporation	Method for producing a binder composition, binder composition, and wood product

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FI124944B (fi) *	2011-04-08	2015-03-31	Upm Kymmene Corp	Menetelmä sideainekoostumuksen valmistamiseksi, sideainekoostumus, liima-ainekoostumus, kerrostettu komposiittirakenne, ja sideainekoostumuksen ja liimakoostumuksen käyttöjä
US9163169B2 (en)	2012-03-13	2015-10-20	Georgia-Pacific Chemicals Llc	Adhesive compositions having a reduced cure time and methods for making and using same
US9586338B2 (en)	2012-10-01	2017-03-07	Georgia-Pacific Chemicals Llc	Methods for making lignocellulose containing composite products
US9458298B2 (en)	2012-10-01	2016-10-04	Georgia-Pacific Chemicals Llc	Methods for making lignocellulose containing composite products
JP6335197B2 (ja) *	2013-02-15	2018-05-30	エフピーイノベイションズ	セルロースナノ結晶−熱硬化性樹脂系、その用途、およびそれより製造された物品
US9587077B2 (en)	2013-03-14	2017-03-07	Georgia-Pacific Chemicals Llc	Methods for making composite products containing lignocellulose substrates
NZ711575A (en)	2013-03-14	2017-02-24	Georgia Pacific Chemicals Llc	Binder compositions and methods for making and using same
WO2015095841A1 (fr)	2013-12-20	2015-06-25	Georgia-Pacific Chemicals Llc	Auxiliaires de détachement avec points de trouble réglables pour procédés de crêpage
WO2015153520A1 (fr)	2014-04-02	2015-10-08	Georgia-Pacific Chemicals Llc	Procédés de fabrication de produits composites à base de lignocellulose au moyen de liants oxydants et catalyseur encapsulé
CA2944619C (fr)	2014-04-02	2021-10-12	Georgia-Pacific Chemicals Llc	Procedes de fabrication de produits composites lignocellulosiques
CA2944623A1 (fr)	2014-04-02	2015-10-08	Georgia-Pacific Chemicals Llc	Procedes de fabrication de produits composites de lignocellulose comportant des liants d'oxydation et un catalyseur metallique complexe
EP3218085B1 (fr) *	2014-11-13	2020-08-05	FPInnovations Inc.	Procédé de piégeage de formaldéhyde libre à l'aide d'un piégeur multifonction destiné aux produits composites en bois comprenant de la résine urée-formaldéhyde
NL2018722B1 (en)	2017-04-14	2018-10-24	Trespa Int Bv	A method for preparing an activated lignin composition
FI129275B (fi) *	2017-04-21	2021-11-15	Prefere Resins Finland Oy	Fenolivapaa impregnointihartsi
US11667792B2 (en)	2017-05-23	2023-06-06	Stora Enso Oyj	Process for preparing a solution of lignin in an aqueous medium
SE1850470A1 (en) *	2018-04-20	2019-10-21	Stora Enso Oyj	Adhesive formulation comprising lignin
SE543346C2 (en) *	2018-04-20	2020-12-08	Stora Enso Oyj	Process for preparing a bonding resin comprising lignin, phenol and formaldehyde
SE543465C2 (en) *	2018-04-20	2021-02-23	Stora Enso Oyj	Process for preparing a bonding resin
SE543345C2 (en) *	2018-04-20	2020-12-08	Stora Enso Oyj	Process for preparing a bonding resin comprising lignin, phenol and formaldehyde
CN108795361A (zh) *	2018-07-11	2018-11-13	佛山陵朝新材料有限公司	一种高强度耐化学腐蚀性填缝剂的制备方法
SE543103C2 (en) *	2018-11-27	2020-10-06	Stora Enso Oyj	Process for preparing a solution of lignin in an aqueous medium by partial methylolation
EP4001376A1 (fr)	2020-11-13	2022-05-25	Wilsonart LLC	Système de résine à base de lignine en plusieurs parties pour stratifiés décoratifs
KR102802141B1 (ko) *	2021-06-08	2025-05-02	코오롱인더스트리 주식회사	리그닌 변성 페놀 수지, 리그닌 변성 페놀 수지의 제조방법 및 이를 포함하는 성형체
CN113580295A (zh) *	2021-07-28	2021-11-02	德华兔宝宝装饰新材股份有限公司	一种常压冷等离子体改善木制板材胶合特性的方法
CN117260910B (zh) *	2023-09-13	2026-03-17	武汉大学	一种轻质高强的生物强化木材及其制备方法
NL2037838B1 (en)	2024-05-31	2025-12-18	Trespa Int Bv	A resin formulation on basis of a lignin based resin.
CN118809745A (zh) *	2024-07-31	2024-10-22	上海佳声毡业有限责任公司	一种竹纤维复合板配方和生产工艺

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5010156A (en) *	1988-05-23	1991-04-23	Eastman Kodak Company	Organosolv lignin-modified phenolic resins and method for their preparation
US5177169A (en) *	1989-04-03	1993-01-05	Colorado State University Research Foundation	Method for recovering and using lignin in adhesive resins
US5026808A (en) *	1989-04-03	1991-06-25	Colorado State University Research Foundation	Method for recovering and using lignin in adhesive resins by extracting demethylated lignin
JPH06506967A (ja) *	1991-04-09	1994-08-04	アルセル・テクノロジーズ・インコーポレイテッド	リグニンベースの改良型木材接着剤
AU4596193A (en) *	1992-04-09	1993-11-18	Alcell Technologies Inc.	Lignin in wood composites

1994
- 1994-04-08 CA CA002159711A patent/CA2159711A1/fr not_active Abandoned
- 1994-04-08 EP EP94914104A patent/EP0693090A4/fr not_active Withdrawn
- 1994-04-08 WO PCT/US1994/003920 patent/WO1994024192A1/fr not_active Ceased
- 1994-04-11 AU AU66304/94A patent/AU6630494A/en not_active Abandoned
1995
- 1995-10-04 FI FI954726A patent/FI954726A7/fi unknown

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN102134305A (zh) *	2011-02-16	2011-07-27	福州大学	一种溶剂型木质素改性环氧树脂固化剂及其制备方法
CN102134305B (zh) *	2011-02-16	2012-07-25	福州大学	一种溶剂型木质素改性环氧树脂固化剂及其制备方法
US12139649B2 (en)	2012-03-29	2024-11-12	Upm-Kymmene Corporation	Method for producing a binder composition, binder composition, and wood product
US10487101B2 (en)	2013-11-26	2019-11-26	Upm-Kymmene Corporation	Method for treating lignin and for producing a binder composition
US11891410B2 (en)	2013-11-26	2024-02-06	Upm-Kymmene Corporation	Method for treating lignin and for producing a binder composition
US12134629B2 (en)	2013-11-26	2024-11-05	Upm-Kymmene Corporation	Binder composition, and products including binder composition
US12590114B2 (en)	2013-11-26	2026-03-31	Upm-Kymmene Corporation	Method of making a binder composition, and binder composition

Also Published As

Publication number	Publication date
FI954726A7 (fi)	1995-12-07
FI954726A0 (fi)	1995-10-04
WO1994024192A1 (fr)	1994-10-27
EP0693090A4 (fr)	1996-07-17
AU6630494A (en)	1994-11-08
EP0693090A1 (fr)	1996-01-24

Legal Events

Date	Code	Title	Description
2000-04-10	FZDE	Discontinued

Publication	Publication Date	Title
CA2159711A1 (fr)	1994-10-27	Compositions a base de lignine pour bois composites
AU1680792A (en)	1992-11-17	Improved lignin-based wood adhesives
EP0635037A1 (fr)	1995-01-25	Materiaux composites a base de bois contenant de la lignine
US5202403A (en)	1993-04-13	Lignin modified phenol-formaldehyde resins
US6747076B2 (en)	2004-06-08	Furfuryl alcohol and lignin adhesive composition
US7803855B2 (en)	2010-09-28	Wood composites, methods of production, and methods of manufacture thereof
CN112334560A (zh)	2021-02-05	粘合树脂的制备工艺
US4130515A (en)	1978-12-19	Lignin-based composition board binder comprising a copolymer of a lignosulfonate, melamine and an aldehyde
AU2007290983A1 (en)	2008-03-06	Novel hybrid binder with natural compounds for low emission products
IE81045B1 (en)	1999-11-17	Modified phenol-aldehyde resin and binder system
WO2022169733A1 (fr)	2022-08-11	Performance de résine amino améliorée avec de la lignine sulfonée
CA2101764C (fr)	2000-06-27	Resine a base de resorcinol-glutaraldehyde, accelerateur pour la reticulation de resines de phenol-formaldehyde
US5847058A (en)	1998-12-08	Alkylresorcinol modified phenol-aldehyde resol resin and binder system, and method of making same
US4201700A (en)	1980-05-06	Phenol-aldehyde resin composition containing peanut hull extract and an aldehyde
CA1068426A (fr)	1979-12-18	Adhesif servant a la fabrication de contreplaque, carton-fibre et autres produits analogues
US3254038A (en)	1966-05-31	Adhesive composition comprising phenolic resin, a tannin and an alkali metal hydroxide
US4201851A (en)	1980-05-06	Organic phenol extract compositions of pecan pith agricultural residues and method
FI129584B (en)	2022-05-13	Resin composition
US4200723A (en)	1980-04-29	Organic phenol extract compositions of peanut hull agricultural residues and method
US4201699A (en)	1980-05-06	Phenol-aldehyde resin composition containing pecan pith extract and an aldehyde
US5074946A (en)	1991-12-24	Wood bending methods employing fast curing phenolic resins
US3285805A (en)	1966-11-15	Polyvalent metal carbonate-extended phenolic resins
US4469858A (en)	1984-09-04	Tree foliage extracts and their use in phenol-aldehyde resins
USH603H (en)	1989-03-07	Methods of making and using adhesive resins and glue mixes
US3755067A (en)	1973-08-28	Asbestos fiber extended phenolic adhesives