DE2759902C2 - Wasserdispergierbares Harz mit quaternären Ammoniumcarbonatgruppen - Google Patents
Wasserdispergierbares Harz mit quaternären AmmoniumcarbonatgruppenInfo
- Publication number
- DE2759902C2 DE2759902C2 DE2759902A DE2759902A DE2759902C2 DE 2759902 C2 DE2759902 C2 DE 2759902C2 DE 2759902 A DE2759902 A DE 2759902A DE 2759902 A DE2759902 A DE 2759902A DE 2759902 C2 DE2759902 C2 DE 2759902C2
- Authority
- DE
- Germany
- Prior art keywords
- groups
- quaternary ammonium
- resin
- water
- epoxy
- 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.)
- Expired
Links
- 229920005989 resin Polymers 0.000 title claims description 71
- 239000011347 resin Substances 0.000 title claims description 71
- 125000001453 quaternary ammonium group Chemical group 0.000 title claims description 27
- 239000001099 ammonium carbonate Substances 0.000 title claims description 26
- 235000012501 ammonium carbonate Nutrition 0.000 title claims description 25
- 125000005587 carbonate group Chemical group 0.000 title claims description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 41
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 27
- -1 amine carbonate salt Chemical class 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 235000013824 polyphenols Nutrition 0.000 claims description 18
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 17
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 13
- 239000001569 carbon dioxide Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 description 24
- 239000002253 acid Substances 0.000 description 20
- 239000006185 dispersion Substances 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 239000004593 Epoxy Substances 0.000 description 16
- 125000003700 epoxy group Chemical group 0.000 description 14
- 239000007787 solid Substances 0.000 description 14
- 238000004070 electrodeposition Methods 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N Methyl ethyl ketone Natural products CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 11
- 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 11
- 125000002091 cationic group Chemical group 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 11
- 238000000576 coating method Methods 0.000 description 10
- 238000000151 deposition Methods 0.000 description 10
- 230000008021 deposition Effects 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 9
- 150000003512 tertiary amines Chemical class 0.000 description 8
- 150000002170 ethers Chemical class 0.000 description 7
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 7
- 238000005956 quaternization reaction Methods 0.000 description 7
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- YRTNMMLRBJMGJJ-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;hexanedioic acid Chemical compound OCC(C)(C)CO.OC(=O)CCCCC(O)=O YRTNMMLRBJMGJJ-UHFFFAOYSA-N 0.000 description 5
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 5
- 229960002887 deanol Drugs 0.000 description 5
- 239000012972 dimethylethanolamine Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 5
- 239000002518 antifoaming agent Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 230000004584 weight gain Effects 0.000 description 4
- 235000019786 weight gain Nutrition 0.000 description 4
- MMHCPNMDOCPQCO-UHFFFAOYSA-N 2-(dimethylamino)ethyl hydrogen carbonate Chemical compound CN(C)CCOC(O)=O MMHCPNMDOCPQCO-UHFFFAOYSA-N 0.000 description 3
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229920003054 adipate polyester Polymers 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 3
- 238000010494 dissociation reaction Methods 0.000 description 3
- 230000005593 dissociations Effects 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229960005323 phenoxyethanol Drugs 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- PRKQVKDSMLBJBJ-UHFFFAOYSA-N ammonium carbonate Chemical class N.N.OC(O)=O PRKQVKDSMLBJBJ-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000011089 carbon dioxide Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 238000007747 plating Methods 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- ISJNRPUVOCDJQF-UHFFFAOYSA-N (1-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)CC(C)(C)C(O)OC(=O)C(C)C ISJNRPUVOCDJQF-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
- ZPANWZBSGMDWON-UHFFFAOYSA-N 1-[(2-hydroxynaphthalen-1-yl)methyl]naphthalen-2-ol Chemical compound C1=CC=C2C(CC3=C4C=CC=CC4=CC=C3O)=C(O)C=CC2=C1 ZPANWZBSGMDWON-UHFFFAOYSA-N 0.000 description 1
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 1
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 235000011162 ammonium carbonates Nutrition 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- NREZFODUXLIUEL-UHFFFAOYSA-N butan-2-one;2-hydroxypropanoic acid Chemical compound CCC(C)=O.CC(O)C(O)=O NREZFODUXLIUEL-UHFFFAOYSA-N 0.000 description 1
- 150000005323 carbonate salts Chemical class 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000000909 electrodialysis Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
- C09D5/443—Polyepoxides
- C09D5/4434—Polyepoxides characterised by the nature of the epoxy binder
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
- C09D5/4423—Polyesters, esterified polyepoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/744,533 US4102863A (en) | 1976-11-24 | 1976-11-24 | Cationic electrodeposition using aqueous dispersions of quaternary ammonium carbonate-containing polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2759902C2 true DE2759902C2 (de) | 1986-06-05 |
Family
ID=24993057
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2759902A Expired DE2759902C2 (de) | 1976-11-24 | 1977-11-21 | Wasserdispergierbares Harz mit quaternären Ammoniumcarbonatgruppen |
| DE2751941A Expired DE2751941C2 (de) | 1976-11-24 | 1977-11-21 | Verfahren zur Beschichtung eines elektrisch leitenden Substrats durch kationische Elektrotauchlackierung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2751941A Expired DE2751941C2 (de) | 1976-11-24 | 1977-11-21 | Verfahren zur Beschichtung eines elektrisch leitenden Substrats durch kationische Elektrotauchlackierung |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US4102863A (Direct) |
| JP (1) | JPS5365328A (Direct) |
| CA (1) | CA1103394A (Direct) |
| DE (2) | DE2759902C2 (Direct) |
| FR (2) | FR2372249A1 (Direct) |
| GB (2) | GB1596637A (Direct) |
| IT (1) | IT1082284B (Direct) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4293398A (en) * | 1979-02-01 | 1981-10-06 | Ppg Industries, Inc. | Process for cathodically electrodepositing polymers having tertiary amine oxide groups |
| JPS56127800U (Direct) * | 1980-02-29 | 1981-09-29 | ||
| US4542214A (en) * | 1982-03-04 | 1985-09-17 | Air Products And Chemicals, Inc. | Carbamate and carbonate salts of tertiary amines |
| US4467089A (en) * | 1982-03-04 | 1984-08-21 | Air Products And Chemicals, Inc. | Carbamate and carbonate salts of tertiary amines |
| JPS5951958A (ja) * | 1982-09-18 | 1984-03-26 | Nippon Paint Co Ltd | カチオン型電着塗料組成物 |
| DE3300583A1 (de) * | 1983-01-10 | 1984-07-12 | Basf Farben + Fasern Ag, 2000 Hamburg | Wasserdispergierbare bindemittel fuer kationische elektrotauchlacke und verfahren zu ihrer herstellung |
| JPH0819060B2 (ja) * | 1987-05-13 | 1996-02-28 | 三菱化学株式会社 | 四級アンモニウム有機酸塩の製造方法 |
| JPH07116113B2 (ja) * | 1987-05-14 | 1995-12-13 | 三菱化学株式会社 | 四級アンモニウム無機酸塩の製造方法 |
| DE3820300A1 (de) * | 1988-06-15 | 1990-02-08 | Hoechst Ag | Traegerharz fuer pigmentpasten, seine herstellung und verwendung |
| JP2677618B2 (ja) * | 1988-07-11 | 1997-11-17 | 日本ペイント株式会社 | 水性塗料組成物 |
| JPH02174889A (ja) * | 1988-12-27 | 1990-07-06 | Noritoshi Sekine | 玩具 |
| US5283316A (en) * | 1989-04-13 | 1994-02-01 | Max-Planck-Gesellschaft Zur Fordrung Der Wissenchaften | Polymers with high refractive index and low optical dispersion |
| JP2919419B2 (ja) | 1997-02-07 | 1999-07-12 | 三菱化学株式会社 | 電解液用の電解質 |
| US6380323B1 (en) * | 1999-12-15 | 2002-04-30 | Basf Corporation | Electrocoat resin compositions containing carbamate functional resins having one or more quaternary ammonium groups and at least one carbamate functional reactive additive |
| US8361301B2 (en) * | 2009-03-31 | 2013-01-29 | Ppg Industries Ohio, Inc. | Electrocoating composition comprising a crater control additive |
| SI2995636T1 (sl) | 2011-10-07 | 2017-10-30 | Allnex Netherlands B.V. | Sestavek za uporabo v postopku priprave sestavka, premrežljivega z RMA |
| SI2984133T1 (en) | 2013-04-08 | 2018-06-29 | Allnex Netherlands B.V. | The composition, interactable with the reaction of the real Michael's addition (RMA) |
| EP3283583A1 (en) | 2015-04-17 | 2018-02-21 | Allnex Netherlands B.V. | Process for the manufacture of a crosslinkable composition |
| RU2720618C2 (ru) | 2015-04-17 | 2020-05-12 | Аллнекс Незерландс Б.В. | Способ отверждения rma-сшиваемого смоляного покрытия, rma-сшиваемые композиции и смолы для применения в указанном способе |
| WO2016166361A1 (en) | 2015-04-17 | 2016-10-20 | Nuplex Resins B.V. | Floor coating compositions |
| EP3283586B1 (en) | 2015-04-17 | 2022-12-28 | Allnex Netherlands B.V. | Modified epoxy primer for improved adhesion of rma crosslinkable coating compositions |
| EP3663326A1 (en) | 2018-12-04 | 2020-06-10 | Allnex Netherlands B.V. | Rma crosslinkable polymer |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2676166A (en) * | 1952-04-01 | 1954-04-20 | Du Pont | Polymeric quaternary ammonium compounds |
| FR1389428A (fr) * | 1963-07-19 | 1965-02-19 | Pneumatiques, Caoutchouc Manufacture Et Plastiques Kleber Colombes | Pneumatique pour véhicule de forte charge |
| FR1432608A (fr) * | 1965-01-14 | 1966-03-25 | Pneumatiques, Caoutchouc Manufacture Et Plastiques Kleber-Colombes | Enveloppe de pneumatique |
| US3468779A (en) * | 1965-03-19 | 1969-09-23 | Celanese Coatings Co | Electrocoating process |
| FR1558385A (Direct) * | 1967-11-27 | 1969-02-28 | ||
| GB1276298A (en) * | 1968-07-23 | 1972-06-01 | Dunlop Holdings Ltd | Improvements in or relating to pneumatic tyres |
| US4001101A (en) * | 1969-07-10 | 1977-01-04 | Ppg Industries, Inc. | Electrodeposition of epoxy compositions |
| US3839252A (en) * | 1968-10-31 | 1974-10-01 | Ppg Industries Inc | Quaternary ammonium epoxy resin dispersion with boric acid for cationic electro-deposition |
| FR2023015A2 (en) * | 1968-11-12 | 1970-08-07 | Cta | Heavy vehicle pneumatic tyre |
| US3682814A (en) * | 1970-09-25 | 1972-08-08 | Scm Corp | Cathodic electrocoating process |
| FR2127163A7 (en) * | 1971-02-25 | 1972-10-13 | Kleber Colombes | Pneumatic tyre - has intermediate rubber layer between hard lip core and outer casing |
| US3962165A (en) * | 1971-06-29 | 1976-06-08 | Ppg Industries, Inc. | Quaternary ammonium salt-containing resin compositions |
| US4001156A (en) | 1972-08-03 | 1977-01-04 | Ppg Industries, Inc. | Method of producing epoxy group-containing, quaternary ammonium salt-containing resins |
| DE2313586A1 (de) * | 1973-03-19 | 1974-09-26 | Uniroyal Ag | Fahrzeugluftreifen, insbesondere fuer lastkraftwagen |
| US4001155A (en) * | 1973-11-15 | 1977-01-04 | Basf Aktiengesellschaft | Paint binders of Mannich bases and epoxy resins |
| JPS5345961B2 (Direct) * | 1974-02-28 | 1978-12-11 | ||
| FR2329465A1 (fr) * | 1975-04-18 | 1977-05-27 | Uniroyal | Enveloppe de bandage pneumatique a structure de talon amelioree |
| DE2525078A1 (de) * | 1975-06-05 | 1976-12-23 | Uniroyal Ag | Fahrzeugluftreifen, insbesondere fuer lastkraftwagen |
| US4071428A (en) * | 1976-11-24 | 1978-01-31 | Ppg Industries, Inc. | Process for electrodeposition of quaternary ammonium salt group-containing resins |
-
1976
- 1976-11-24 US US05/744,533 patent/US4102863A/en not_active Expired - Lifetime
-
1977
- 1977-06-30 CA CA281,740A patent/CA1103394A/en not_active Expired
- 1977-08-16 IT IT68873/77A patent/IT1082284B/it active
- 1977-10-25 FR FR7732143A patent/FR2372249A1/fr active Granted
- 1977-11-21 DE DE2759902A patent/DE2759902C2/de not_active Expired
- 1977-11-21 DE DE2751941A patent/DE2751941C2/de not_active Expired
- 1977-11-22 JP JP14143277A patent/JPS5365328A/ja active Granted
- 1977-11-23 GB GB48692/77A patent/GB1596637A/en not_active Expired
- 1977-11-23 GB GB35127/79A patent/GB1596638A/en not_active Expired
-
1978
- 1978-02-21 FR FR7804960A patent/FR2372185A1/fr not_active Withdrawn
- 1978-03-23 US US05/889,311 patent/US4141810A/en not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2372185A1 (fr) | 1978-06-23 |
| GB1596637A (en) | 1981-08-26 |
| GB1596638A (en) | 1981-08-26 |
| FR2372249A1 (fr) | 1978-06-23 |
| US4141810A (en) | 1979-02-27 |
| CA1103394A (en) | 1981-06-16 |
| IT1082284B (it) | 1985-05-21 |
| DE2751941C2 (de) | 1982-12-30 |
| JPS5365328A (en) | 1978-06-10 |
| DE2751941A1 (de) | 1978-06-01 |
| US4102863A (en) | 1978-07-25 |
| FR2372249B1 (Direct) | 1979-07-20 |
| JPS5521789B2 (Direct) | 1980-06-12 |
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