FI63041C - Foerfarande foer haerdning av epoxihartser - Google Patents
Foerfarande foer haerdning av epoxihartser Download PDFInfo
- Publication number
- FI63041C FI63041C FI761777A FI761777A FI63041C FI 63041 C FI63041 C FI 63041C FI 761777 A FI761777 A FI 761777A FI 761777 A FI761777 A FI 761777A FI 63041 C FI63041 C FI 63041C
- Authority
- FI
- Finland
- Prior art keywords
- water
- curing
- acid
- epoxy
- hardener
- Prior art date
Links
- 239000004593 Epoxy Substances 0.000 title description 3
- 238000005057 refrigeration Methods 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 39
- 239000003795 chemical substances by application Substances 0.000 description 31
- 239000004848 polyfunctional curative Substances 0.000 description 27
- 229920000647 polyepoxide Polymers 0.000 description 25
- 239000003822 epoxy resin Substances 0.000 description 23
- 239000000839 emulsion Substances 0.000 description 19
- 239000000203 mixture Substances 0.000 description 16
- 239000003973 paint Substances 0.000 description 15
- 238000000576 coating method Methods 0.000 description 14
- 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 12
- 239000002253 acid Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 150000004665 fatty acids Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- -1 -acetic Chemical group 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 7
- 229920000768 polyamine Polymers 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 5
- 239000002518 antifoaming agent Substances 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 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 4
- 238000005260 corrosion Methods 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- 229920001281 polyalkylene Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- GQWWGRUJOCIUKI-UHFFFAOYSA-N 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine Chemical compound O=C1N(C)C(CCCN=C(N)N)=CN2C=CC=C21 GQWWGRUJOCIUKI-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 235000020778 linoleic acid Nutrition 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 2
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- HJOVHMDZYOCNQW-UHFFFAOYSA-N Isophorone Natural products CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 1
- 241000486437 Panolis Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 150000002118 epoxides Chemical group 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 210000002816 gill Anatomy 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000004965 peroxy acids Chemical group 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical compound CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 235000012976 tarts Nutrition 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000005406 washing Methods 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7519387A FR2314929A1 (fr) | 1975-06-20 | 1975-06-20 | Durcisseurs pour resines epoxydes |
| FR7519387 | 1975-06-20 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI761777A7 FI761777A7 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-12-21 |
| FI63041B FI63041B (fi) | 1982-12-31 |
| FI63041C true FI63041C (fi) | 1983-04-11 |
Family
ID=9156816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI761777A FI63041C (fi) | 1975-06-20 | 1976-06-18 | Foerfarande foer haerdning av epoxihartser |
Country Status (14)
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206097A (en) | 1977-07-26 | 1980-06-03 | Schering Aktiengesellschaft | Synthetic resin mixtures |
| DK585378A (da) * | 1977-12-29 | 1979-06-30 | Unilever Emery | Polyamid samt fremgangsmaade til fremstilling deraf |
| US4329620A (en) * | 1979-02-23 | 1982-05-11 | Raytheon Company | Cathode ray tube with light transparent panel and adhesive therefor |
| US4385166A (en) * | 1980-03-24 | 1983-05-24 | Sun Chemical Corporation | Printing inks based on poly(amide-ester) resins |
| US4382803A (en) * | 1980-07-31 | 1983-05-10 | Rowland, Incorporated | Tools for optical lenses |
| US4405761A (en) * | 1980-10-23 | 1983-09-20 | Battelle Development Corporation | Non-emissive, flame-retardant coating compositions |
| DE3901279A1 (de) * | 1989-01-18 | 1990-07-19 | Hoechst Ag | Verwendung von polyamidoaminen als haerter fuer epoxidharze und diese enthaltende haertbare mischungen |
| US5482989A (en) * | 1994-08-19 | 1996-01-09 | Buckman Laboratories Internationa, Inc. | Calcium pyroborate as a microbicide for plastics |
| US5962629A (en) * | 1995-11-16 | 1999-10-05 | Shell Oil Company | Amine-terminated polyamide in oil-in-water emulsion |
| JPH09165494A (ja) * | 1995-11-16 | 1997-06-24 | Yuka Shell Epoxy Kk | 硬化性エポキシ樹脂組成物およびその使用 |
| US6136944A (en) * | 1998-09-21 | 2000-10-24 | Shell Oil Company | Adhesive of epoxy resin, amine-terminated polyamide and polyamine |
| US6395845B1 (en) | 1998-12-15 | 2002-05-28 | Resolution Performance Products Llc | Waterproofing membrane from epoxy resin and amine-terminated polyamide |
| US6258920B1 (en) * | 1999-01-27 | 2001-07-10 | Air Products And Chemicals, Inc. | Polyamidoamine curing agents based on mixtures of fatty and aromatic carboxylic acids |
| US6344152B2 (en) * | 1999-06-11 | 2002-02-05 | Prc-Desoto International, Inc. | Derivatives of cycloaliphatic diamines as cosolvents for aqueous hydrophobic amines |
| US6500912B1 (en) | 2000-09-12 | 2002-12-31 | Resolution Performance Products Llc | Epoxy resin system |
| US6491845B1 (en) | 2000-11-16 | 2002-12-10 | Richard D. Schile | Epoxy hardener of phenolic or 2° OH polyol and methylol polyol |
| JP5348501B2 (ja) * | 2010-02-09 | 2013-11-20 | Ｄｉｃ株式会社 | ポリアミドアミン硬化剤、エポキシ樹脂組成物及びその硬化物 |
| JP5447090B2 (ja) * | 2010-03-30 | 2014-03-19 | Ｄｉｃ株式会社 | エポキシ樹脂組成物及びその硬化物 |
| CN109476823B (zh) * | 2016-06-22 | 2021-12-14 | 瀚森公司 | 用于粘合剂应用的化学产品 |
| US11492544B2 (en) | 2016-06-22 | 2022-11-08 | Hexion Inc. | Chemical products for adhesive applications |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2976179A (en) * | 1954-08-23 | 1961-03-21 | Exxon Research Engineering Co | Rust preventives |
| US3134759A (en) * | 1960-01-11 | 1964-05-26 | Nalco Chemical Co | Tall oil amide for inhibiting corrosion |
| US3166548A (en) * | 1960-08-05 | 1965-01-19 | Nalco Chemical Co | Condensation products |
| US3169980A (en) * | 1961-03-31 | 1965-02-16 | California Research Corp | Fatty acid polyamide |
| US3231528A (en) * | 1962-01-05 | 1966-01-25 | Devoe & Raynolds Co | Epoxy curing agents comprising: polymeric amino-amides from monomeric tung acids andpolyamines |
| US3622604A (en) * | 1964-10-15 | 1971-11-23 | Schering Ag | Synthetic polyamides of a dimeric fatty acid, a lower aliphatic carboxylic acid ethylene diamine, and a co-diamine |
| US3462284A (en) * | 1966-11-16 | 1969-08-19 | Gen Mills Inc | Pressure sensitive adhesive |
| US3776865A (en) * | 1972-05-30 | 1973-12-04 | Gen Mills Chem Inc | Water-reducible acid terminated poly-meric fat acid polyamide resins useful as flexographic ink binders |
-
1975
- 1975-06-20 FR FR7519387A patent/FR2314929A1/fr active Granted
-
1976
- 1976-06-10 NO NO762007A patent/NO142916C/no unknown
- 1976-06-15 GB GB24628/76A patent/GB1497377A/en not_active Expired
- 1976-06-16 IE IE1302/76A patent/IE42862B1/en unknown
- 1976-06-16 CH CH765976A patent/CH611634A5/xx not_active IP Right Cessation
- 1976-06-16 DE DE2627070A patent/DE2627070C2/de not_active Expired
- 1976-06-18 LU LU75200A patent/LU75200A1/xx unknown
- 1976-06-18 SE SE7607034A patent/SE423548B/xx not_active IP Right Cessation
- 1976-06-18 IT IT68506/76A patent/IT1070219B/it active
- 1976-06-18 DK DK273076A patent/DK148597C/da active
- 1976-06-18 FI FI761777A patent/FI63041C/fi not_active IP Right Cessation
- 1976-06-18 BE BE168085A patent/BE843138A/xx not_active IP Right Cessation
- 1976-06-21 US US05/697,751 patent/US4086197A/en not_active Expired - Lifetime
- 1976-06-21 NL NLAANVRAGE7606736,A patent/NL180221C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SE423548B (sv) | 1982-05-10 |
| FI63041B (fi) | 1982-12-31 |
| FR2314929A1 (fr) | 1977-01-14 |
| NL180221C (nl) | 1987-01-16 |
| US4086197A (en) | 1978-04-25 |
| NL7606736A (nl) | 1976-12-22 |
| BE843138A (fr) | 1976-10-18 |
| SE7607034L (sv) | 1976-12-21 |
| DE2627070A1 (de) | 1977-01-20 |
| DK273076A (da) | 1976-12-21 |
| DK148597B (da) | 1985-08-12 |
| NO762007L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-12-21 |
| DK148597C (da) | 1986-01-13 |
| IE42862L (en) | 1976-12-20 |
| LU75200A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1977-02-17 |
| DE2627070C2 (de) | 1985-04-11 |
| FR2314929B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-06-23 |
| GB1497377A (en) | 1978-01-12 |
| CH611634A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1979-06-15 |
| IE42862B1 (en) | 1980-11-05 |
| IT1070219B (it) | 1985-03-29 |
| NO142916B (no) | 1980-08-04 |
| FI761777A7 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-12-21 |
| NO142916C (no) | 1980-11-12 |
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| MM | Patent lapsed | ||
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Owner name: THE DOW CHEMICAL COMPANY |