CA2463069A1 - Thermally curable binding agents - Google Patents
Thermally curable binding agents Download PDFInfo
- Publication number
- CA2463069A1 CA2463069A1 CA 2463069 CA2463069A CA2463069A1 CA 2463069 A1 CA2463069 A1 CA 2463069A1 CA 2463069 CA2463069 CA 2463069 CA 2463069 A CA2463069 A CA 2463069A CA 2463069 A1 CA2463069 A1 CA 2463069A1
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- weight
- acid
- binder
- heat
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000011230 binding agent Substances 0.000 title claims abstract description 109
- 229920000642 polymer Polymers 0.000 claims abstract description 73
- 239000002253 acid Substances 0.000 claims abstract description 42
- 239000004908 Emulsion polymer Substances 0.000 claims abstract description 30
- 239000004815 dispersion polymer Substances 0.000 claims abstract description 27
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 71
- -1 epoxide compounds Chemical class 0.000 claims description 69
- 239000000178 monomer Substances 0.000 claims description 35
- 150000001412 amines Chemical class 0.000 claims description 21
- 238000006116 polymerization reaction Methods 0.000 claims description 18
- 150000008064 anhydrides Chemical class 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000006185 dispersion Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 238000000465 moulding Methods 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 9
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 9
- 150000005690 diesters Chemical class 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
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- 239000000470 constituent Substances 0.000 claims description 6
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 5
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- 239000004745 nonwoven fabric Substances 0.000 claims description 5
- 229920001567 vinyl ester resin Polymers 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- 239000011236 particulate material Substances 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
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- 238000003756 stirring Methods 0.000 claims 3
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- 239000003795 chemical substances by application Substances 0.000 abstract description 6
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 abstract description 5
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- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 23
- 238000001723 curing Methods 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 229920006254 polymer film Polymers 0.000 description 14
- 238000010521 absorption reaction Methods 0.000 description 13
- 239000003995 emulsifying agent Substances 0.000 description 12
- 239000002023 wood Substances 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 11
- 239000007799 cork Substances 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 10
- 239000000654 additive Substances 0.000 description 10
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 239000000523 sample Substances 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 150000003973 alkyl amines Chemical class 0.000 description 9
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
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- 239000000463 material Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 238000002386 leaching Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical class C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920002522 Wood fibre Polymers 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical class [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical class CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
- 239000002025 wood fiber Substances 0.000 description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 125000005250 alkyl acrylate group Chemical group 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 239000000123 paper Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000003825 pressing Methods 0.000 description 5
- 239000004576 sand Substances 0.000 description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000011093 chipboard Substances 0.000 description 4
- 239000011094 fiberboard Substances 0.000 description 4
- 239000001530 fumaric acid Substances 0.000 description 4
- 239000004569 hydrophobicizing agent Substances 0.000 description 4
- 239000012784 inorganic fiber Substances 0.000 description 4
- 239000011810 insulating material Substances 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- 239000002557 mineral fiber Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 244000025254 Cannabis sativa Species 0.000 description 3
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 3
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 235000009120 camo Nutrition 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 235000005607 chanvre indien Nutrition 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000011487 hemp Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 239000012966 redox initiator Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
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- 235000011777 Corchorus aestuans Nutrition 0.000 description 2
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- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
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- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
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- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
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- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 description 1
- HSDVRWZKEDRBAG-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COC(CCCCC)OCC1CO1 HSDVRWZKEDRBAG-UHFFFAOYSA-N 0.000 description 1
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 description 1
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- 239000003760 tallow Substances 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/003—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/24994—Fiber embedded in or on the surface of a polymeric matrix
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Nonwoven Fabrics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Working-Up Tar And Pitch (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2001151569 DE10151569A1 (de) | 2001-10-23 | 2001-10-23 | Thermisch härtbare Bindemittel |
| DE10151569.3 | 2001-10-23 | ||
| PCT/EP2002/011672 WO2003035778A2 (de) | 2001-10-23 | 2002-10-18 | Thermisch härtbare bindemittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2463069A1 true CA2463069A1 (en) | 2003-05-01 |
Family
ID=7702997
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2463069 Abandoned CA2463069A1 (en) | 2001-10-23 | 2002-10-18 | Thermally curable binding agents |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7323242B2 (OSRAM) |
| EP (1) | EP1448733B1 (OSRAM) |
| JP (1) | JP4388810B2 (OSRAM) |
| AT (1) | ATE327293T1 (OSRAM) |
| AU (1) | AU2002363088A1 (OSRAM) |
| CA (1) | CA2463069A1 (OSRAM) |
| DE (2) | DE10151569A1 (OSRAM) |
| ES (1) | ES2265061T3 (OSRAM) |
| PT (1) | PT1448733E (OSRAM) |
| WO (1) | WO2003035778A2 (OSRAM) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4034570B2 (ja) * | 2002-02-04 | 2008-01-16 | 日本バイリーン株式会社 | 自動車内装材用基材及び自動車内装材 |
| US20050045293A1 (en) * | 2003-09-02 | 2005-03-03 | Hermans Michael Alan | Paper sheet having high absorbent capacity and delayed wet-out |
| US6991706B2 (en) * | 2003-09-02 | 2006-01-31 | Kimberly-Clark Worldwide, Inc. | Clothlike pattern densified web |
| US7189307B2 (en) | 2003-09-02 | 2007-03-13 | Kimberly-Clark Worldwide, Inc. | Low odor binders curable at room temperature |
| MXPA06002422A (es) * | 2003-09-02 | 2006-06-20 | Kimberly Clark Co | Aglutinados de olor bajo que pueden ser curados a la temperatura ambiente. |
| US20050079361A1 (en) * | 2003-10-14 | 2005-04-14 | Hamed Othman A. | Materials useful in making cellulosic acquisition fibers in sheet form |
| US20050214534A1 (en) * | 2004-03-29 | 2005-09-29 | Adamo Joseph R | Extended curable compositions for use as binders |
| US7297231B2 (en) * | 2004-07-15 | 2007-11-20 | Kimberly-Clark Worldwide, Inc. | Binders curable at room temperature with low blocking |
| TWI320783B (en) | 2005-04-14 | 2010-02-21 | Otsuka Pharma Co Ltd | Heterocyclic compound |
| DE102005037113A1 (de) * | 2005-08-03 | 2007-02-08 | Basf Ag | Verwendung einer thermisch härtbaren wässrigen Zusammensetzung als Bindemittel für Substrate |
| DE102006001979A1 (de) * | 2006-01-13 | 2007-07-19 | Basf Ag | Verwendung einer wässrigen Polymerzusammensetzung zum Imprägnieren von Rohpapier |
| US7682439B2 (en) | 2006-02-24 | 2010-03-23 | Ciba Corporation Tarrytown | Polyurethane dispersant |
| DE102006019184A1 (de) * | 2006-04-21 | 2007-10-25 | Basf Ag | Verwendung einer wässrigen Polymerzusammensetzung als Bindemittel für faserförmige oder körnige Substrate |
| DE102006020612B4 (de) † | 2006-05-02 | 2019-03-14 | SWISS KRONO Tec AG | Verfahren zur Herstellung von Holzwerkstoffen mit verringerter Emission an flüchtigen organischen Verbindungen, damit erhältliche Holzwerkstoffe sowie die Verwendung bestimmter Additive zur Verminderung der Freisetzung von flüchtigen organischen Verbindungen aus Holzwerkstoffen und Holzzerkleinerungsprodukten von Lignocellulosen |
| US7579289B2 (en) * | 2006-07-05 | 2009-08-25 | Rohm And Haas Company | Water repellant curable aqueous compositions |
| EP1942119A1 (en) * | 2006-12-22 | 2008-07-09 | Rohm and Haas France SAS | Curable aqueous composition |
| EP1942141A1 (en) * | 2006-12-22 | 2008-07-09 | Rohm and Haas France SAS | Curable composition |
| US8299153B2 (en) * | 2006-12-22 | 2012-10-30 | Rohm And Haas Company | Curable aqueous compositions |
| JP2010518210A (ja) * | 2007-02-07 | 2010-05-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 水溶性ラジカル連鎖調節剤を用いた水性ポリマー組成物の製造方法 |
| ES2379757T3 (es) * | 2008-02-11 | 2012-05-03 | Basf Se | Agentes ligantes libres de formaldehído para la producción de materiales de madera |
| EP2172333A1 (de) * | 2008-09-19 | 2010-04-07 | Basf Se | Mehrschichtige lignucellulosehaltige Formkörper mit geringer Formaldehydemission |
| WO2011008272A1 (en) * | 2009-07-14 | 2011-01-20 | The Sherwin-Williams Company | Starch hybrid polymers |
| ES2542742T3 (es) | 2009-09-09 | 2015-08-11 | Basf Se | Procedimiento para la preparación de una dispersión acuosa de aglutinante |
| CN102040794B (zh) * | 2009-10-21 | 2014-10-08 | 罗门哈斯公司 | 可固化水性组合物 |
| JP5351127B2 (ja) * | 2009-12-07 | 2013-11-27 | ダウ・ヨーロッパ・ゲーエムベーハー | 架橋性ラテックス |
| US20110138753A1 (en) * | 2009-12-11 | 2011-06-16 | International Paper Company | Container with Repulpable Moisture Resistant Barrier |
| US8623501B2 (en) | 2010-03-04 | 2014-01-07 | Basf Se | Lignocellulose materials having good mechanical properties |
| US8920923B2 (en) | 2010-03-04 | 2014-12-30 | Basf Se | Lignocellulose materials having good mechanical properties |
| DE102011005638A1 (de) | 2010-03-19 | 2011-12-15 | Basf Se | Verfahren zur Herstellung eines Formkörpers aus körnigen und/oder faserförmigen Substraten |
| US9358576B2 (en) | 2010-11-05 | 2016-06-07 | International Paper Company | Packaging material having moisture barrier and methods for preparing same |
| US9365980B2 (en) | 2010-11-05 | 2016-06-14 | International Paper Company | Packaging material having moisture barrier and methods for preparing same |
| EP3036099B2 (en) | 2013-09-18 | 2022-11-30 | Holcim Technology Ltd | Peel and stick roofing membranes with cured pressure-sensitive adhesives |
| US10065394B2 (en) | 2014-03-07 | 2018-09-04 | Firestone Building Products Co., LLC | Roofing membranes with pre-applied, cured, pressure-sensitive seam adhesives |
| JP2017510697A (ja) | 2014-04-04 | 2017-04-13 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 成形体の製造方法 |
| JP6843536B2 (ja) * | 2015-10-27 | 2021-03-17 | 三洋化成工業株式会社 | 鉱物繊維用水性バインダー |
| WO2017165870A1 (en) | 2016-03-25 | 2017-09-28 | Firestone Building Products Co., LLC | Fabric-backed roofing membrane composite |
| US20200299967A1 (en) | 2016-03-25 | 2020-09-24 | Firestone Building Products Company, Llc | Method of reroofing |
| CA3018752C (en) | 2016-03-25 | 2022-06-07 | Firestone Building Products Company, Llc | Fully-adhered roof system adhered and seamed with a common adhesive |
| US12006692B2 (en) | 2016-03-25 | 2024-06-11 | Holcim Technology Ltd | Fully-adhered roof system adhered and seamed with a common adhesive |
| FI3452548T3 (fi) | 2016-05-05 | 2024-11-18 | Cargill Inc | Proteiineja ja poly(glysidyylieetteriä) käsittäviä puuliimakoostumuksia sekä niiden käyttöjä |
| DE102019103122A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | Mit Feuchtigkeit härtbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
| DE102019103123A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | Thermisch erweichbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
| DE102019103124B4 (de) * | 2019-02-08 | 2022-02-03 | Tesa Se | Thermisch härtbares Klebeband, Verwendung zum Ummanteln von langgestrecktem Gut insbesondere Leitungen und Kabelstrang |
| DE102019103120A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | UV-härtbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
| CN113244854B (zh) * | 2021-06-10 | 2024-10-29 | 黄山友谊南海新材料有限公司 | 一种高纯度tgic加工系统 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3429379A1 (de) * | 1983-08-10 | 1985-02-28 | Kao Corp., Tokio/Tokyo | Verfahren zur herstellung eines hochreaktiven wasserabsorbierenden harzes |
| US5087645A (en) * | 1987-01-27 | 1992-02-11 | Toyo Seikan Kaisha Ltd. | Emulsion type water paint, process for its production, and process for applying same |
| ATE113307T1 (de) | 1990-03-03 | 1994-11-15 | Basf Ag | Formkörper. |
| US5405879A (en) * | 1991-04-05 | 1995-04-11 | Nippon Carbide Kogyo Kabushiki Kaisha | Aqueous dispersion of acrylic polymer |
| US5290857A (en) * | 1991-09-04 | 1994-03-01 | Nippon Zeon Co., Ltd. | Epoxy resin adhesive composition |
| EP0576128A1 (en) | 1992-06-23 | 1993-12-29 | Rohm And Haas Company | Polymer blend containing an acid-rich polymer |
| US5661213A (en) | 1992-08-06 | 1997-08-26 | Rohm And Haas Company | Curable aqueous composition and use as fiberglass nonwoven binder |
| DE69403984T2 (de) | 1993-04-07 | 1997-11-27 | Mitsubishi Chemical Basf Co Lt | In Wasser dispergierte Harzzusammensetzung |
| DE19606394A1 (de) | 1996-02-21 | 1997-08-28 | Basf Ag | Formaldehydfreie, wäßrige Bindemittel |
| DE19606393A1 (de) | 1996-02-21 | 1997-08-28 | Basf Ag | Formaldehydfreie Bindemittel für Formkörper |
| AU742196B2 (en) | 1997-01-18 | 2001-12-20 | Rohm And Haas Company | Coating compositions |
| US5990228A (en) * | 1998-01-22 | 1999-11-23 | Eichman; Henry Jude | Coating compositions |
| DE19949592A1 (de) | 1999-10-14 | 2001-04-19 | Basf Ag | Thermisch härtbare Polymerdipersion |
| JP2001200245A (ja) * | 2000-01-20 | 2001-07-24 | Honny Chem Ind Co Ltd | 塗布型防滴剤組成物 |
-
2001
- 2001-10-23 DE DE2001151569 patent/DE10151569A1/de not_active Withdrawn
-
2002
- 2002-10-18 ES ES02790296T patent/ES2265061T3/es not_active Expired - Lifetime
- 2002-10-18 EP EP20020790296 patent/EP1448733B1/de not_active Expired - Lifetime
- 2002-10-18 CA CA 2463069 patent/CA2463069A1/en not_active Abandoned
- 2002-10-18 US US10/491,899 patent/US7323242B2/en not_active Expired - Fee Related
- 2002-10-18 AT AT02790296T patent/ATE327293T1/de active
- 2002-10-18 WO PCT/EP2002/011672 patent/WO2003035778A2/de not_active Ceased
- 2002-10-18 DE DE50206931T patent/DE50206931D1/de not_active Expired - Lifetime
- 2002-10-18 JP JP2003538284A patent/JP4388810B2/ja not_active Expired - Fee Related
- 2002-10-18 PT PT02790296T patent/PT1448733E/pt unknown
- 2002-10-18 AU AU2002363088A patent/AU2002363088A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| ATE327293T1 (de) | 2006-06-15 |
| EP1448733B1 (de) | 2006-05-24 |
| DE50206931D1 (de) | 2006-06-29 |
| WO2003035778A3 (de) | 2004-01-29 |
| US7323242B2 (en) | 2008-01-29 |
| DE10151569A1 (de) | 2003-04-30 |
| US20050004309A1 (en) | 2005-01-06 |
| JP2005506436A (ja) | 2005-03-03 |
| JP4388810B2 (ja) | 2009-12-24 |
| PT1448733E (pt) | 2006-08-31 |
| AU2002363088A1 (en) | 2003-05-06 |
| WO2003035778A2 (de) | 2003-05-01 |
| EP1448733A2 (de) | 2004-08-25 |
| ES2265061T3 (es) | 2007-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |