JPH0541676B2 - - Google Patents

Info

Publication number: JPH0541676B2
Authority: JP; Japan
Prior art keywords: wood; adhesive; plasticized; phenolysis; added
Prior art date: 1984-03-30
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

Application number

JP59063847A

Other languages

English (en)

Japanese (ja)

Other versions

JPS60206883A (ja

Inventor

Nobuo Shiraishi

Naohiko Tsujimoto

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.)

New Oji Paper Co Ltd

Original Assignee

Oji Paper Co Ltd

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.)

1984-03-30

Filing date

1984-03-30

Publication date

1993-06-24

1984-03-30 Application filed by Oji Paper Co Ltd filed Critical Oji Paper Co Ltd

1984-03-30 Priority to JP6384784A priority Critical patent/JPS60206883A/ja

1985-10-18 Publication of JPS60206883A publication Critical patent/JPS60206883A/ja

1993-06-24 Publication of JPH0541676B2 publication Critical patent/JPH0541676B2/ja

Status Granted legal-status Critical Current

Links

239000002023 wood Substances 0.000 claims description 118
239000000853 adhesive Substances 0.000 claims description 86
230000001070 adhesive effect Effects 0.000 claims description 86
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 56
239000003054 catalyst Substances 0.000 claims description 29
229920005989 resin Polymers 0.000 claims description 22
239000011347 resin Substances 0.000 claims description 22
238000004519 manufacturing process Methods 0.000 claims description 21
150000002989 phenols Chemical class 0.000 claims description 19
229920001568 phenolic resin Polymers 0.000 claims description 13
125000001424 substituent group Chemical group 0.000 claims description 13
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 12
239000002253 acid Substances 0.000 claims description 11
238000010438 heat treatment Methods 0.000 claims description 11
239000005011 phenolic resin Substances 0.000 claims description 11
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
239000003431 cross linking reagent Substances 0.000 claims description 9
239000000463 material Substances 0.000 claims description 8
229920003023 plastic Polymers 0.000 claims description 7
239000004033 plastic Substances 0.000 claims description 7
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 6
230000015572 biosynthetic process Effects 0.000 claims description 5
235000010299 hexamethylene tetramine Nutrition 0.000 claims description 5
229930040373 Paraformaldehyde Natural products 0.000 claims description 4
229920002866 paraformaldehyde Polymers 0.000 claims description 4
239000003377 acid catalyst Substances 0.000 claims description 3
239000004312 hexamethylene tetramine Substances 0.000 claims description 3
239000002685 polymerization catalyst Substances 0.000 claims description 2
235000013312 flour Nutrition 0.000 description 46
239000000243 solution Substances 0.000 description 33
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 27
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
238000000034 method Methods 0.000 description 24
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 22
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
238000012360 testing method Methods 0.000 description 17
238000004090 dissolution Methods 0.000 description 15
229920005610 lignin Polymers 0.000 description 15
238000006243 chemical reaction Methods 0.000 description 14
-1 Halogen acids Chemical class 0.000 description 13
239000000203 mixture Substances 0.000 description 13
238000010998 test method Methods 0.000 description 13
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
239000007864 aqueous solution Substances 0.000 description 9
238000006266 etherification reaction Methods 0.000 description 9
235000011121 sodium hydroxide Nutrition 0.000 description 9
239000007788 liquid Substances 0.000 description 8
238000002360 preparation method Methods 0.000 description 8
238000003756 stirring Methods 0.000 description 8
239000003795 chemical substances by application Substances 0.000 description 7
239000002994 raw material Substances 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
230000032050 esterification Effects 0.000 description 6
238000005886 esterification reaction Methods 0.000 description 6
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000012790 adhesive layer Substances 0.000 description 5
238000005755 formation reaction Methods 0.000 description 5
125000000962 organic group Chemical group 0.000 description 5
239000004593 Epoxy Substances 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
238000009835 boiling Methods 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
229930195729 fatty acid Natural products 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
230000021736 acetylation Effects 0.000 description 3
238000006640 acetylation reaction Methods 0.000 description 3
125000002252 acyl group Chemical group 0.000 description 3
239000000654 additive Substances 0.000 description 3
239000004566 building material Substances 0.000 description 3
150000001720 carbohydrates Chemical class 0.000 description 3
235000014633 carbohydrates Nutrition 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 3
125000005442 diisocyanate group Chemical group 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
238000002156 mixing Methods 0.000 description 3
238000006386 neutralization reaction Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
238000006467 substitution reaction Methods 0.000 description 3
229920001059 synthetic polymer Polymers 0.000 description 3
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 2
TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
229920002488 Hemicellulose Polymers 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
RUKCJUBTRDGPCC-UHFFFAOYSA-N acetic acid;acetyl acetate Chemical compound CC(O)=O.CC(=O)OC(C)=O RUKCJUBTRDGPCC-UHFFFAOYSA-N 0.000 description 2
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
230000006835 compression Effects 0.000 description 2
238000007906 compression Methods 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
125000003827 glycol group Chemical group 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
229920005615 natural polymer Polymers 0.000 description 2
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
239000004014 plasticizer Substances 0.000 description 2
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
239000004926 polymethyl methacrylate Substances 0.000 description 2
229920002689 polyvinyl acetate Polymers 0.000 description 2
239000011118 polyvinyl acetate Substances 0.000 description 2
238000003825 pressing Methods 0.000 description 2
239000011592 zinc chloride Substances 0.000 description 2
235000005074 zinc chloride Nutrition 0.000 description 2
SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
235000018185 Betula X alpestris Nutrition 0.000 description 1
235000018212 Betula X uliginosa Nutrition 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical group C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
239000000020 Nitrocellulose Substances 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
229920001756 Polyvinyl chloride acetate Polymers 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
229920001131 Pulp (paper) Polymers 0.000 description 1
239000004823 Reactive adhesive Substances 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
AYORMRFMCKQODH-UHFFFAOYSA-N acetic acid;(2,2,2-trifluoroacetyl) 2,2,2-trifluoroacetate Chemical compound CC(O)=O.FC(F)(F)C(=O)OC(=O)C(F)(F)F AYORMRFMCKQODH-UHFFFAOYSA-N 0.000 description 1
239000012345 acetylating agent Substances 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
230000010933 acylation Effects 0.000 description 1
238000005917 acylation reaction Methods 0.000 description 1
238000004026 adhesive bonding Methods 0.000 description 1
229920000180 alkyd Polymers 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
KVBYPTUGEKVEIJ-UHFFFAOYSA-N benzene-1,3-diol;formaldehyde Chemical compound O=C.OC1=CC=CC(O)=C1 KVBYPTUGEKVEIJ-UHFFFAOYSA-N 0.000 description 1
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
229940073608 benzyl chloride Drugs 0.000 description 1
238000005574 benzylation reaction Methods 0.000 description 1
SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
230000006242 butyrylation Effects 0.000 description 1
238000010514 butyrylation reaction Methods 0.000 description 1
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
150000008050 dialkyl sulfates Chemical class 0.000 description 1
DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
229940008406 diethyl sulfate Drugs 0.000 description 1
FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
229960001826 dimethylphthalate Drugs 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
229960003750 ethyl chloride Drugs 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
HNPDNOZNULJJDL-UHFFFAOYSA-N ethyl n-ethenylcarbamate Chemical compound CCOC(=O)NC=C HNPDNOZNULJJDL-UHFFFAOYSA-N 0.000 description 1
239000005038 ethylene vinyl acetate Substances 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000011094 fiberboard Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
238000007731 hot pressing Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
125000001905 inorganic group Chemical group 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
239000012978 lignocellulosic material Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
238000006011 modification reaction Methods 0.000 description 1
239000003607 modifier Substances 0.000 description 1
238000000465 moulding Methods 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
229920001220 nitrocellulos Polymers 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000002245 particle 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
QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
229960001553 phloroglucinol Drugs 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
239000011120 plywood Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000004904 shortening Methods 0.000 description 1
238000003797 solvolysis reaction Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
238000012546 transfer Methods 0.000 description 1
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 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
238000005406 washing Methods 0.000 description 1
239000002916 wood waste Substances 0.000 description 1

Landscapes

Phenolic Resins Or Amino Resins (AREA)
Adhesives Or Adhesive Processes (AREA)

JP6384784A 1984-03-30 1984-03-30 接着剤の製造法 Granted JPS60206883A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP6384784A JPS60206883A (ja)	1984-03-30	1984-03-30	接着剤の製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP6384784A JPS60206883A (ja)	1984-03-30	1984-03-30	接着剤の製造法

Publications (2)

Publication Number	Publication Date
JPS60206883A JPS60206883A (ja)	1985-10-18
JPH0541676B2 true JPH0541676B2 (zh)	1993-06-24

Family

ID=13241131

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP6384784A Granted JPS60206883A (ja)	1984-03-30	1984-03-30	接着剤の製造法

Country Status (1)

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JP (1)	JPS60206883A (zh)

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WO2023209931A1 (ja)	2022-04-28	2023-11-02	三菱重工業株式会社	複合アミン吸収液、除去装置及び除去方法

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JP2595307B2 (ja) *	1987-09-04	1997-04-02	王子製紙株式会社	リグノセルロース−フェノール樹脂組成物
JP3012296B2 (ja)	1990-08-24	2000-02-21	信夫白石	リグノセルロース物質の液化溶液の製造法
KR100391247B1 (ko) *	2001-06-01	2003-07-12	금호미쓰이화학 주식회사	리그노셀루로오스계 성형판 제조용 접착제
US9328188B2 (en)	2011-12-29	2016-05-03	Industrial Technology Research Institute	Method for preparing phenol-formaldehyde resins, resin materials and method for preparing resin molding materials
FI20175001L (fi) *	2017-01-02	2018-07-03	Teknologian Tutkimuskeskus Vtt Oy	Biopohjainen sulaliima, joka sisältää komponenttina ligniiniä
JP2020094079A (ja) *	2017-03-28	2020-06-18	ハリマ化成株式会社	摺動材

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JPS59182873A (ja) *	1983-04-01	1984-10-17	Toray Ind Inc	接着剤組成物

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- 1984-03-30 JP JP6384784A patent/JPS60206883A/ja active Granted

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JPS59182873A (ja) *	1983-04-01	1984-10-17	Toray Ind Inc	接着剤組成物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2023209931A1 (ja)	2022-04-28	2023-11-02	三菱重工業株式会社	複合アミン吸収液、除去装置及び除去方法

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Publication number	Publication date
JPS60206883A (ja)	1985-10-18

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JPS61215675A (ja)	1986-09-25	プラスチツク化リグノセルロ−ス・エポキシ樹脂接着剤の製造法
JPH06226711A (ja)	1994-08-16	リグノセルロース物質の液化溶液の製造法
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JPS59182873A (ja)	1984-10-17	接着剤組成物
JPS61215679A (ja)	1986-09-25	プラスチツク化リグノセルロ−ス・ノボラツク・エポキシ樹脂接着剤の製造法
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JPS6363769A (ja)	1988-03-22	プラスチツク化リグノセルロ−ス材料含有接着材の製造方法
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