FI64612C - Foerfarande foer framstaellning av ett kolhydrat-fenolharts oc anvaendning av detta - Google Patents

Foerfarande foer framstaellning av ett kolhydrat-fenolharts oc anvaendning av detta Download PDF

Info

Publication number: FI64612C
Authority: FI; Finland
Prior art keywords: resin; process according; phenol; carbohydrate; reaction
Prior art date: 1976-07-22

Application number

FI772250A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI772250A7 (fr

FI64612B (fi

Inventor

John P Gibbons

Lawrence Wondolowski

Original Assignee

Cpc International Inc

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.)

1976-07-22

Filing date

1977-07-21

Publication date

1983-12-12

1977-07-21 Application filed by Cpc International Inc filed Critical Cpc International Inc

1978-01-23 Publication of FI772250A7 publication Critical patent/FI772250A7/fi

1983-08-31 Application granted granted Critical

1983-08-31 Publication of FI64612B publication Critical patent/FI64612B/fi

1983-12-12 Publication of FI64612C publication Critical patent/FI64612C/fi

Links

ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 89
229920005989 resin Polymers 0.000 claims description 79
239000011347 resin Substances 0.000 claims description 79
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 71
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 48
238000006243 chemical reaction Methods 0.000 claims description 46
239000004202 carbamide Substances 0.000 claims description 36
150000001720 carbohydrates Chemical class 0.000 claims description 30
235000014633 carbohydrates Nutrition 0.000 claims description 29
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 28
238000000034 method Methods 0.000 claims description 26
229920002472 Starch Polymers 0.000 claims description 23
235000019698 starch Nutrition 0.000 claims description 22
238000009833 condensation Methods 0.000 claims description 20
230000005494 condensation Effects 0.000 claims description 20
229920003987 resole Polymers 0.000 claims description 19
-1 phenylene, substituted phenylene Chemical group 0.000 claims description 17
239000008107 starch Substances 0.000 claims description 17
230000008569 process Effects 0.000 claims description 15
150000002989 phenols Chemical class 0.000 claims description 14
239000003054 catalyst Substances 0.000 claims description 12
239000007788 liquid Substances 0.000 claims description 10
239000011120 plywood Substances 0.000 claims description 8
239000007787 solid Substances 0.000 claims description 8
239000000853 adhesive Substances 0.000 claims description 7
230000001070 adhesive effect Effects 0.000 claims description 7
150000001412 amines Chemical class 0.000 claims description 6
229920001568 phenolic resin Polymers 0.000 claims description 6
239000005011 phenolic resin Substances 0.000 claims description 6
239000003377 acid catalyst Substances 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 4
150000002402 hexoses Chemical class 0.000 claims description 4
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical group [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 3
239000000920 calcium hydroxide Substances 0.000 claims description 3
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
239000003431 cross linking reagent Substances 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
239000011707 mineral Substances 0.000 claims description 2
TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 claims 2
150000002431 hydrogen Chemical class 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 31
239000008121 dextrose Substances 0.000 description 31
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 10
238000009835 boiling Methods 0.000 description 9
238000002360 preparation method Methods 0.000 description 8
239000007822 coupling agent Substances 0.000 description 7
239000000203 mixture Substances 0.000 description 7
239000000376 reactant Substances 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
238000007654 immersion Methods 0.000 description 6
238000012360 testing method Methods 0.000 description 6
150000001299 aldehydes Chemical class 0.000 description 5
238000006482 condensation reaction Methods 0.000 description 5
235000013312 flour Nutrition 0.000 description 5
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
240000008042 Zea mays Species 0.000 description 4
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
235000002017 Zea mays subsp mays Nutrition 0.000 description 4
235000005822 corn Nutrition 0.000 description 4
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 4
239000012263 liquid product Substances 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
229920001187 thermosetting polymer Polymers 0.000 description 4
150000007945 N-acyl ureas Chemical class 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
238000005452 bending Methods 0.000 description 3
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
238000000465 moulding Methods 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
239000000047 product Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
241000196324 Embryophyta Species 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
240000000968 Parkia biglobosa Species 0.000 description 2
235000015754 Parkia biglobosa Nutrition 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
238000007792 addition Methods 0.000 description 2
238000004026 adhesive bonding Methods 0.000 description 2
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 2
239000000292 calcium oxide Substances 0.000 description 2
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 2
235000013339 cereals Nutrition 0.000 description 2
230000032798 delamination Effects 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000003292 glue Substances 0.000 description 2
239000004312 hexamethylene tetramine Substances 0.000 description 2
235000010299 hexamethylene tetramine Nutrition 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
150000002772 monosaccharides Chemical class 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000006188 syrup Substances 0.000 description 2
235000020357 syrup Nutrition 0.000 description 2
AVMNUONQLWZXGR-FAOVPRGRSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phenol;urea Chemical compound NC(N)=O.OC1=CC=CC=C1.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O AVMNUONQLWZXGR-FAOVPRGRSA-N 0.000 description 1
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
DBTMGCOVALSLOR-UHFFFAOYSA-N 32-alpha-galactosyl-3-alpha-galactosyl-galactose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(OC2C(C(CO)OC(O)C2O)O)OC(CO)C1O DBTMGCOVALSLOR-UHFFFAOYSA-N 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
FNGLQNMQHOAIJQ-UHFFFAOYSA-N Cl[S](Cl)Cl Chemical compound Cl[S](Cl)Cl FNGLQNMQHOAIJQ-UHFFFAOYSA-N 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
RXVWSYJTUUKTEA-UHFFFAOYSA-N D-maltotriose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(O)C(CO)O1 RXVWSYJTUUKTEA-UHFFFAOYSA-N 0.000 description 1
108010068370 Glutens Proteins 0.000 description 1
229920002527 Glycogen Polymers 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
240000003183 Manihot esculenta Species 0.000 description 1
235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
229920000881 Modified starch Polymers 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
235000011613 Pinus brutia Nutrition 0.000 description 1
241000018646 Pinus brutia Species 0.000 description 1
244000062793 Sorghum vulgare Species 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
244000269722 Thea sinensis Species 0.000 description 1
241000209140 Triticum Species 0.000 description 1
235000021307 Triticum Nutrition 0.000 description 1
235000007264 Triticum durum Nutrition 0.000 description 1
241000209143 Triticum turgidum subsp. durum Species 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
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 1
150000001323 aldoses Chemical class 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 1
239000002585 base Substances 0.000 description 1
GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
235000013539 calcium stearate Nutrition 0.000 description 1
239000008116 calcium stearate Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
238000005266 casting Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000006835 compression Effects 0.000 description 1
239000008120 corn starch Substances 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
229930003836 cresol Natural products 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 1
239000000945 filler Substances 0.000 description 1
229930182478 glucoside Natural products 0.000 description 1
150000008131 glucosides Chemical class 0.000 description 1
235000021312 gluten Nutrition 0.000 description 1
229940096919 glycogen Drugs 0.000 description 1
JYVHOGDBFNJNMR-UHFFFAOYSA-N hexane;hydrate Chemical compound O.CCCCCC JYVHOGDBFNJNMR-UHFFFAOYSA-N 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 description 1
239000000463 material Substances 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
150000002972 pentoses Chemical class 0.000 description 1
239000011846 petroleum-based material Substances 0.000 description 1
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001592 potato starch Polymers 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
229940100486 rice starch Drugs 0.000 description 1
238000004513 sizing Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000003760 tallow Substances 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
238000005303 weighing Methods 0.000 description 1
229940100445 wheat starch Drugs 0.000 description 1
239000002023 wood Substances 0.000 description 1
FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of furfural
- 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
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Phenolic Resins Or Amino Resins (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Adhesives Or Adhesive Processes (AREA)

FI772250A 1976-07-22 1977-07-21 Foerfarande foer framstaellning av ett kolhydrat-fenolharts oc anvaendning av detta FI64612C (fi)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US70760076		1976-07-22
US05/707,600 US4048127A (en)	1976-07-22	1976-07-22	Carbohydrate-based condensation resin

Publications (3)

Publication Number	Publication Date
FI772250A7 FI772250A7 (fr)	1978-01-23
FI64612B FI64612B (fi)	1983-08-31
FI64612C true FI64612C (fi)	1983-12-12

Family

ID=24842350

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI772250A FI64612C (fi)	1976-07-22	1977-07-21	Foerfarande foer framstaellning av ett kolhydrat-fenolharts oc anvaendning av detta

Country Status (15)

Country	Link
US (2)	US4048127A (fr)
AT (1)	AT368765B (fr)
BE (1)	BE856965A (fr)
CH (1)	CH633815A5 (fr)
DE (1)	DE2732992A1 (fr)
ES (1)	ES460911A1 (fr)
FI (1)	FI64612C (fr)
FR (1)	FR2359168A1 (fr)
GB (1)	GB1530580A (fr)
MY (1)	MY7900164A (fr)
NL (1)	NL7708038A (fr)
NO (1)	NO146474C (fr)
SE (2)	SE7707501L (fr)
SU (1)	SU784787A3 (fr)
ZA (1)	ZA774445B (fr)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1571277A (en) *	1978-05-31	1980-07-09	Tate & Lyle Ltd	Phenol formaldehydr resins
US4339361A (en) *	1980-07-28	1982-07-13	Fiberglas Canada, Inc.	Phenol-formaldehyde resins extended with carbohydrates for use in binder compositions
US4524164A (en) *	1983-12-02	1985-06-18	Chemical Process Corporation	Thermosetting adhesive resins
US4692478A (en) *	1986-03-14	1987-09-08	Chemical Process Corporation	Process for preparation of resin and resin obtained
US7842382B2 (en)	2004-03-11	2010-11-30	Knauf Insulation Gmbh	Binder compositions and associated methods
US8603631B2 (en)	2004-10-13	2013-12-10	Knauf Insulation Gmbh	Polyester binding compositions
CA2615780C (fr) *	2005-07-26	2020-03-10	Knauf Insulation Gmbh	Liants et substances concues au moyen de ceux-ci
CN101668713B (zh)	2007-01-25	2012-11-07	可耐福保温材料有限公司	矿物纤维板
CN101720341B (zh)	2007-01-25	2013-06-12	克瑙夫绝缘私人有限公司	复合木板
PT2108006T (pt)	2007-01-25	2020-12-21	Knauf Insulation Gmbh	Ligantes e materiais feitos com os mesmos
CN101688343B (zh)	2007-01-25	2011-12-14	可耐福保温材料有限公司	无甲醛的矿物纤维绝缘产品
EP2137223B1 (fr)	2007-04-13	2019-02-27	Knauf Insulation GmbH	Liants de maillard-résole composites
GB0715100D0 (en)	2007-08-03	2007-09-12	Knauf Insulation Ltd	Binders
US8900495B2 (en)	2009-08-07	2014-12-02	Knauf Insulation	Molasses binder
US8708162B2 (en)	2009-08-19	2014-04-29	Johns Manville	Polymeric fiber webs with binder comprising salt of inorganic acid
US9604878B2 (en)	2009-08-11	2017-03-28	Johns Manville	Curable fiberglass binder comprising salt of inorganic acid
US9994482B2 (en)	2009-08-11	2018-06-12	Johns Manville	Curable fiberglass binder
US20110040010A1 (en) †	2009-08-11	2011-02-17	Kiarash Alavi Shooshtari	Curable fiberglass binder comprising salt of inorganic acid
US9034970B2 (en) *	2009-08-11	2015-05-19	Johns Manville	Curable fiberglass binder comprising salt of inorganic acid
US9365963B2 (en)	2009-08-11	2016-06-14	Johns Manville	Curable fiberglass binder
US9676954B2 (en)	2009-08-11	2017-06-13	Johns Manville	Formaldehyde-free binder compositions and methods of making the binders under controlled acidic conditions
MY160846A (en) *	2010-05-07	2017-03-31	Knauf Insulation	Carbohydrate binders and materials made therewith
HUE055950T2 (hu)	2010-05-07	2022-01-28	Knauf Insulation	Szénhidrát poliamin kötõanyagok és az azzal elõállított anyagok
EP2576882B1 (fr)	2010-06-07	2015-02-25	Knauf Insulation	Produits à base de fibres contenant des additifs de régulation de la température
WO2012152731A1 (fr) *	2011-05-07	2012-11-15	Knauf Insulation	Composition liquide de liant à teneur élevée en matières solides
BE1020571A3 (fr) *	2011-11-04	2014-01-07	Knauf Insulation	Liants et materiaux qui en decoulent.
BE1020570A3 (fr) *	2011-11-04	2014-01-07	Knauf Insulation	Liants et materiaux qui en decoulent.
FR2982268A1 (fr) *	2011-11-07	2013-05-10	Knauf Insulation	Liants et materiaux qui en decoulent
FR2982267A1 (fr) *	2011-11-07	2013-05-10	Knauf Insulation	Liants et materiaux qui en decoulent
EP2597123B1 (fr) *	2011-11-23	2017-06-14	Basf Se	Liant aqueux pour substrats granuleux et/ou fibreux
GB201206193D0 (en)	2012-04-05	2012-05-23	Knauf Insulation Ltd	Binders and associated products
US10815593B2 (en)	2012-11-13	2020-10-27	Johns Manville	Viscosity modified formaldehyde-free binder compositions
US9695311B2 (en)	2012-07-27	2017-07-04	Johns Manville	Formaldehyde-free binder compositions and methods of making the binders
GB201214734D0 (en)	2012-08-17	2012-10-03	Knauf Insulation Ltd	Wood board and process for its production
CA2892900C (fr)	2012-12-05	2020-08-11	Benedicte Pacorel	Procede de fabrication d'un article comprenant la collecte de matieres liees par un liant durci
CA2938154C (fr)	2014-02-07	2022-11-01	Knauf Insulation, Inc.	Articles non durcis dotes d'une meilleure duree de conservation
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
WO2017187907A1 (fr) *	2016-04-25	2017-11-02	株式会社ブリヂストン	Résine phénolique à mélanger avec du caoutchouc, composition de caoutchouc et pneu
GB201610063D0 (en)	2016-06-09	2016-07-27	Knauf Insulation Ltd	Binders
GB201701569D0 (en)	2017-01-31	2017-03-15	Knauf Insulation Ltd	Improved binder compositions and uses thereof
GB201804907D0 (en)	2018-03-27	2018-05-09	Knauf Insulation Ltd	Composite products
GB201804908D0 (en)	2018-03-27	2018-05-09	Knauf Insulation Ltd	Binder compositions and uses thereof
EP4389790A1 (fr)	2022-12-23	2024-06-26	Lignum Technologies AG	Procédé de fabrication de résine aminoplaste, résine aminoplaste, procédé de fabrication de matériaux composites et matériau composite

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US1820816A (en) *	1920-08-12	1931-08-25	Continental Diamond Fibre Co	Synthetic resin and method of making same
US1801052A (en) *	1923-02-06	1931-04-14	Meigsoid Corp	Resinous condensation product and process of making same
US1815930A (en) *	1923-10-19	1931-07-28	John Stogdell Stokes	Condensation product of phenols and starches
US1801053A (en) *	1925-01-22	1931-04-14	Meigsoid Corp	Carbohydrate product and process of making same
US1593342A (en) *	1925-11-30	1926-07-20	Joseph V Meigs	Dehydrated carbohydrate-phenolic resinous products and process of making same
US2555058A (en) *	1940-01-24	1951-05-29	Impregnation Clichy L	Plastics obtained from amylaceous materials and methods of preparing such plastics
US2341907A (en) *	1941-04-09	1944-02-15	Resinous Prod & Chemical Co	Process of removing acidic constituents from fluids
US2362086A (en) *	1941-08-26	1944-11-07	Resinous Prod & Chemical Co	Volume stabilized acid absorbing resin

1976
- 1976-07-22 US US05/707,600 patent/US4048127A/en not_active Expired - Lifetime
1977
- 1977-06-21 US US05/808,580 patent/US4085076A/en not_active Expired - Lifetime
- 1977-06-29 SE SE7707501A patent/SE7707501L/ not_active Application Discontinuation
- 1977-07-15 GB GB29853/77A patent/GB1530580A/en not_active Expired
- 1977-07-19 NL NL7708038A patent/NL7708038A/xx not_active Application Discontinuation
- 1977-07-20 BE BE2056098A patent/BE856965A/fr not_active IP Right Cessation
- 1977-07-21 CH CH908977A patent/CH633815A5/de not_active IP Right Cessation
- 1977-07-21 FI FI772250A patent/FI64612C/fi not_active IP Right Cessation
- 1977-07-21 AT AT0528577A patent/AT368765B/de not_active IP Right Cessation
- 1977-07-21 ES ES460911A patent/ES460911A1/es not_active Expired
- 1977-07-21 NO NO772603A patent/NO146474C/no unknown
- 1977-07-21 DE DE19772732992 patent/DE2732992A1/de not_active Withdrawn
- 1977-07-21 FR FR7722411A patent/FR2359168A1/fr active Granted
- 1977-07-21 SU SU772505305A patent/SU784787A3/ru active
- 1977-07-22 ZA ZA00774445A patent/ZA774445B/xx unknown
1979
- 1979-12-30 MY MY164/79A patent/MY7900164A/xx unknown
1982
- 1982-08-11 SE SE8204645A patent/SE8204645L/sv not_active Application Discontinuation

Also Published As

Publication number	Publication date
SE8204645D0 (sv)	1982-08-11
US4048127A (en)	1977-09-13
NO146474B (no)	1982-06-28
US4085076A (en)	1978-04-18
ES460911A1 (es)	1978-05-16
SE7707501L (sv)	1978-01-23
SU784787A3 (ru)	1980-11-30
NO772603L (no)	1978-01-24
BE856965A (fr)	1978-01-20
DE2732992A1 (de)	1978-02-02
FI772250A7 (fr)	1978-01-23
MY7900164A (en)	1979-12-31
FI64612B (fi)	1983-08-31
SE8204645L (sv)	1982-08-11
CH633815A5 (de)	1982-12-31
GB1530580A (en)	1978-11-01
ATA528577A (de)	1982-03-15
FR2359168A1 (fr)	1978-02-17
NL7708038A (nl)	1978-01-24
ZA774445B (en)	1978-06-28
AT368765B (de)	1982-11-10
NO146474C (no)	1982-10-20
FR2359168B1 (fr)	1984-04-13

Legal Events

Date	Code	Title	Description
2004-08-31	MM	Patent lapsed	Owner name: CPC INTERNATIONAL, INC.

Publication	Publication Date	Title
FI64612B (fi)	1983-08-31	Foerfarande foer framstaellning av ett kolhydrat-fenolharts oc anvaendning av detta
CA1090026A (fr)	1980-11-18	Resines de condensation a base de glucides et de phenols et comprenant des composes contenant de l'azote
US4692478A (en)	1987-09-08	Process for preparation of resin and resin obtained
US4339361A (en)	1982-07-13	Phenol-formaldehyde resins extended with carbohydrates for use in binder compositions
US4285848A (en)	1981-08-25	Wood adhesive from phenol, formaldehyde, melamine and urea
NZ210396A (en)	1987-05-29	Preparation of urea-formaldehyde resins
CN101191042B (zh)	2011-03-23	脲醛树脂胶粘剂的制备方法
FI64609C (fi)	1983-12-12	Foerfarande foer framstaellning av ett kolhydrat-fenolharts
JPH0233725B2 (fr)	1990-07-30
Christiansen et al.	1985	Potential of carbohydrates for exterior-type adhesives
FI58934C (fi)	1981-05-11	Foerfarande foer framstaellning av traelim genom syrabehandling av ett vattenhaltigt foerkondensat av formaldehyd och urea
CN101191043A (zh)	2008-06-04	一种脲醛树脂胶粘剂的制备方法
Sathiyalekshmi	1993	Studies on structure and properties of CNSL novolac resins prepared with succinic acid catalyst
US3053784A (en)	1962-09-11	Adhesive composition comprising sodium substituted bark derivative and sodium salt of polymethylol phenol
JP5478048B2 (ja)	2014-04-23	フェノール樹脂
JPWO2022113549A5 (fr)	2022-11-08
JP2830258B2 (ja)	1998-12-02	合板接着剤
FI64607C (fi)	1983-12-12	Foerfarande foer framstaellning av ett kolhydrat-fenolresolharts och anvaendning av ett dylikt harts
Chen et al.	2023	Thermal degradation and curing kinetic study of urea formaldehyde/l-tyrosine composites
JPH02269173A (ja)	1990-11-02	合板用接着剤
JPH07196923A (ja)	1995-08-01	リグノセルロース系物質の部分樹脂化組成物及びその製造法
US3394203A (en)	1968-07-23	Xylene-formaldehyde-phenol resin and a method of making it
KR102690395B1 (ko)	2024-07-31	인장강도가 우수한 광경화형 조성물 및 그 제조 방법
Christiansen	1986	Durable wood adhesives based on carbohydrates
JP2002137201A (ja)	2002-05-14	合板の成形方法