CA1152671A - Enduits organiques resistant aux alcalins pour substrats susceptibles a la corrosion - Google Patents

Enduits organiques resistant aux alcalins pour substrats susceptibles a la corrosion

Info

Publication number: CA1152671A
Authority: CA; Canada
Prior art keywords: epoxy; amine; primer; resin; hydroxy
Prior art date: 1978-08-31
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

Application number

CA000331048A

Other languages

English (en)

Inventor

Ray A. Dickie

Joseph W. Holubka

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Ford Motor Company of Canada Ltd

Original Assignee

Ford Motor Company of Canada Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-08-31

Filing date

1979-07-03

Publication date

1983-08-23

1979-07-03 Application filed by Ford Motor Company of Canada Ltd filed Critical Ford Motor Company of Canada Ltd

1983-08-23 Application granted granted Critical

1983-08-23 Publication of CA1152671A publication Critical patent/CA1152671A/fr

Status Expired legal-status Critical Current

Links

230000007797 corrosion Effects 0.000 title claims abstract description 60
238000005260 corrosion Methods 0.000 title claims abstract description 60
238000000576 coating method Methods 0.000 title abstract description 33
239000000758 substrate Substances 0.000 title abstract description 11
239000000203 mixture Substances 0.000 claims abstract description 70
239000004593 Epoxy Substances 0.000 claims abstract description 58
239000000049 pigment Substances 0.000 claims abstract description 47
239000002904 solvent Substances 0.000 claims abstract description 41
239000007795 chemical reaction product Substances 0.000 claims abstract description 35
-1 hydroxy amines Chemical class 0.000 claims abstract description 29
229920003180 amino resin Polymers 0.000 claims abstract description 24
230000002401 inhibitory effect Effects 0.000 claims abstract description 8
ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 claims abstract description 7
150000001412 amines Chemical class 0.000 claims description 55
239000000376 reactant Substances 0.000 claims description 44
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
150000001875 compounds Chemical class 0.000 claims description 29
239000003431 cross linking reagent Substances 0.000 claims description 28
150000007974 melamines Chemical class 0.000 claims description 25
150000002148 esters Chemical class 0.000 claims description 18
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
125000003700 epoxy group Chemical group 0.000 claims description 13
229920001807 Urea-formaldehyde Polymers 0.000 claims description 11
239000004615 ingredient Substances 0.000 claims description 8
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 7
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 7
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 claims description 7
239000012736 aqueous medium Substances 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
150000002118 epoxides Chemical class 0.000 claims description 6
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
125000001302 tertiary amino group Chemical group 0.000 claims description 3
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 31
238000004132 cross linking Methods 0.000 abstract description 13
239000004971 Cross linker Substances 0.000 abstract description 3
239000002987 primer (paints) Substances 0.000 description 121
229920005989 resin Polymers 0.000 description 57
239000011347 resin Substances 0.000 description 57
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 49
239000000463 material Substances 0.000 description 48
239000000047 product Substances 0.000 description 43
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 38
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 32
239000008096 xylene Substances 0.000 description 32
239000000126 substance Substances 0.000 description 29
229920000877 Melamine resin Polymers 0.000 description 28
239000007921 spray Substances 0.000 description 27
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 26
229910000831 Steel Inorganic materials 0.000 description 26
239000010959 steel Substances 0.000 description 26
239000004640 Melamine resin Substances 0.000 description 24
238000006243 chemical reaction Methods 0.000 description 24
238000000034 method Methods 0.000 description 24
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 22
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 20
239000011248 coating agent Substances 0.000 description 20
238000009472 formulation Methods 0.000 description 20
150000003839 salts Chemical class 0.000 description 20
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
239000002585 base Substances 0.000 description 17
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 16
229940043237 diethanolamine Drugs 0.000 description 16
238000002360 preparation method Methods 0.000 description 16
LDMRLRNXHLPZJN-UHFFFAOYSA-N 3-propoxypropan-1-ol Chemical compound CCCOCCCO LDMRLRNXHLPZJN-UHFFFAOYSA-N 0.000 description 15
235000019589 hardness Nutrition 0.000 description 15
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 14
239000003054 catalyst Substances 0.000 description 13
229940031098 ethanolamine Drugs 0.000 description 13
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 12
229920000647 polyepoxide Polymers 0.000 description 12
238000012360 testing method Methods 0.000 description 12
239000008199 coating composition Substances 0.000 description 11
201000006747 infectious mononucleosis Diseases 0.000 description 11
239000000377 silicon dioxide Substances 0.000 description 11
DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 11
125000000217 alkyl group Chemical group 0.000 description 10
239000007822 coupling agent Substances 0.000 description 10
239000003822 epoxy resin Substances 0.000 description 10
239000004408 titanium dioxide Substances 0.000 description 10
229960005196 titanium dioxide Drugs 0.000 description 10
235000010215 titanium dioxide Nutrition 0.000 description 10
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 9
239000002253 acid Substances 0.000 description 9
125000001931 aliphatic group Chemical group 0.000 description 9
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 9
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 8
150000003141 primary amines Chemical class 0.000 description 8
238000010992 reflux Methods 0.000 description 8
150000003335 secondary amines Chemical class 0.000 description 8
238000005507 spraying Methods 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
150000005690 diesters Chemical class 0.000 description 7
150000002334 glycols Chemical class 0.000 description 7
UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 7
238000003756 stirring Methods 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
229910000147 aluminium phosphate Inorganic materials 0.000 description 6
125000003118 aryl group Chemical group 0.000 description 6
230000015556 catabolic process Effects 0.000 description 6
238000006731 degradation reaction Methods 0.000 description 6
150000002009 diols Chemical class 0.000 description 6
239000003112 inhibitor Substances 0.000 description 6
150000003254 radicals Chemical group 0.000 description 6
229910019142 PO4 Inorganic materials 0.000 description 5
229960000583 acetic acid Drugs 0.000 description 5
238000009835 boiling Methods 0.000 description 5
238000006073 displacement reaction Methods 0.000 description 5
CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 5
235000021317 phosphate Nutrition 0.000 description 5
239000007787 solid Substances 0.000 description 5
OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 4
150000001414 amino alcohols Chemical group 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
238000005886 esterification reaction Methods 0.000 description 4
125000002768 hydroxyalkyl group Chemical group 0.000 description 4
MPNNOLHYOHFJKL-UHFFFAOYSA-N peroxyphosphoric acid Chemical compound OOP(O)(O)=O MPNNOLHYOHFJKL-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
239000010452 phosphate Substances 0.000 description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
229920003319 Araldite® Polymers 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 3
239000003377 acid catalyst Substances 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
239000006229 carbon black Substances 0.000 description 3
125000000753 cycloalkyl group Chemical group 0.000 description 3
239000003085 diluting agent Substances 0.000 description 3
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 3
229910052739 hydrogen Inorganic materials 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
150000002440 hydroxy compounds Chemical class 0.000 description 3
238000010348 incorporation Methods 0.000 description 3
239000002609 medium Substances 0.000 description 3
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
238000002156 mixing Methods 0.000 description 3
NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 3
239000003348 petrochemical agent Substances 0.000 description 3
239000012429 reaction media Substances 0.000 description 3
150000003672 ureas Chemical class 0.000 description 3
OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
229920003270 Cymel® Polymers 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
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150000007513 acids Chemical class 0.000 description 2
239000003513 alkali Substances 0.000 description 2
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150000005840 aryl radicals Chemical class 0.000 description 2
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NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 description 2
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239000002270 dispersing agent Substances 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 2
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FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
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239000007788 liquid Substances 0.000 description 2
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125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 description 1
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229910052742 iron Inorganic materials 0.000 description 1
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
125000002950 monocyclic group Chemical group 0.000 description 1
AMQJEAYHLZJPGS-UHFFFAOYSA-N n-butyl carbinol Natural products CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000003973 paint Substances 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
230000019612 pigmentation Effects 0.000 description 1
125000003367 polycyclic group Chemical group 0.000 description 1
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical group O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000036632 reaction speed Effects 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
230000003381 solubilizing effect Effects 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
239000003784 tall oil Substances 0.000 description 1
ADXGNEYLLLSOAR-UHFFFAOYSA-N tasosartan Chemical compound C12=NC(C)=NC(C)=C2CCC(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C=1N=NNN=1 ADXGNEYLLLSOAR-UHFFFAOYSA-N 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000010998 test method Methods 0.000 description 1
238000004448 titration Methods 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
150000005691 triesters Chemical class 0.000 description 1
JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
239000011345 viscous material Substances 0.000 description 1

Landscapes

Paints Or Removers (AREA)
Epoxy Resins (AREA)

CA000331048A 1978-08-31 1979-07-03 Enduits organiques resistant aux alcalins pour substrats susceptibles a la corrosion Expired CA1152671A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US93867778A	1978-08-31	1978-08-31
US938,677		1986-12-04

Publications (1)

Publication Number	Publication Date
CA1152671A true CA1152671A (fr)	1983-08-23

Family

ID=25471785

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000331048A Expired CA1152671A (fr)	1978-08-31	1979-07-03	Enduits organiques resistant aux alcalins pour substrats susceptibles a la corrosion

Country Status (2)

Country	Link
JP (1)	JPS5534292A (fr)
CA (1)	CA1152671A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR102206346B1 (ko)	2014-02-07	2021-01-22	사까이가가꾸고오교가부시끼가이샤	육각 판상 산화아연 입자, 그 제조 방법, 화장료, 필러, 수지 조성물, 적외선 반사재 및 도료 조성물

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS54108259A (en) *	1978-02-14	1979-08-24	Omron Tateisi Electronics Co	Electromagnetic relay

1979
- 1979-07-03 CA CA000331048A patent/CA1152671A/fr not_active Expired
- 1979-08-27 JP JP10826079A patent/JPS5534292A/ja active Granted

Also Published As

Publication number	Publication date
JPS6345427B2 (fr)	1988-09-09
JPS5534292A (en)	1980-03-10

Legal Events

Date	Code	Title	Description
2000-08-23	MKEX	Expiry

Publication	Publication Date	Title
US4621112A (en)	1986-11-04	Water-born coating compositions comprising metallic powder or flake pigments
US4605698A (en)	1986-08-12	Polyfunctional aziridines for use in crosslinking applications
JP7539441B2 (ja)	2024-08-23	腐食防止のための水性コーティング組成物
EP0106145A2 (fr)	1984-04-25	Dispersions aqueuses de polymères époxy phosphatés
US4374965A (en)	1983-02-22	Alkaline resistant organic coatings for corrosion susceptible substrates II
US4192929A (en)	1980-03-11	Corrosion resistant primers
US4385138A (en)	1983-05-24	Thermosetting powder resin based water-slurry coating composition
PL129210B1 (en)	1984-04-30	Method of manufacture of binders on the base of esters of epoxy resins
JP2013166850A (ja)	2013-08-29	水性防食塗料および防食塗膜
US4563307A (en)	1986-01-07	Polyfunctional aziridines for use in crosslinking applications
US4423167A (en)	1983-12-27	Resinous compositions curable through a transesterification curing mechanism
US4374213A (en)	1983-02-15	Alkaline resistant organic coatings for corrosion susceptible substrates III
JP4662655B2 (ja)	2011-03-30	水性樹脂組成物
US4192932A (en)	1980-03-11	Alkaline resistant organic coatings for corrosion susceptible substrates IV
JPH11241048A (ja)	1999-09-07	水性塗料組成物及びこの組成物を塗装した塗装物品
US4489182A (en)	1984-12-18	Resinous compositions curable through a transesterification curing mechanism
US4338423A (en)	1982-07-06	Alkaline resistant organic coatings for corrosion susceptible substrates I
JP2002275239A (ja)	2002-09-25	自然乾燥性腐蝕防止系のためのバインダー
WO1993015157A1 (fr)	1993-08-05	Composition de resines pour materiau de revement a base d'eau
GB2028827A (en)	1980-03-12	Anticorrosive primer composition
US4440612A (en)	1984-04-03	Resinous compositions curable through a transesterification curing mechanism
CA1082840A (fr)	1980-07-29	Emploi d'oxazolines a faible p.m. comme agents de neutralisation de resines anioniques qui se diluent dans l'eau
CN112812271B (zh)	2022-09-09	一种具有双重固化作用的水性自分散环氧树脂及其制备方法及应用
US4511447A (en)	1985-04-16	Electrodeposition of resinous compositions curable through a transesterification curing mechanism
JPH04359075A (ja)	1992-12-11	熱硬化形水性塗料組成物