CA2558806A1 - Cationic electro-coating composition - Google Patents
Cationic electro-coating composition Download PDFInfo
- Publication number
- CA2558806A1 CA2558806A1 CA002558806A CA2558806A CA2558806A1 CA 2558806 A1 CA2558806 A1 CA 2558806A1 CA 002558806 A CA002558806 A CA 002558806A CA 2558806 A CA2558806 A CA 2558806A CA 2558806 A1 CA2558806 A1 CA 2558806A1
- Authority
- CA
- Canada
- Prior art keywords
- coating composition
- acid
- cationic electro
- cationic
- electro
- 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.)
- Granted
Links
- 125000002091 cationic group Chemical group 0.000 title claims abstract 24
- 239000008199 coating composition Substances 0.000 title claims abstract 23
- 238000004070 electrodeposition Methods 0.000 title claims abstract 23
- 150000001622 bismuth compounds Chemical class 0.000 claims abstract 8
- 239000006185 dispersion Substances 0.000 claims abstract 5
- 150000007524 organic acids Chemical class 0.000 claims abstract 5
- 239000002270 dispersing agent Substances 0.000 claims abstract 4
- 239000012736 aqueous medium Substances 0.000 claims abstract 2
- 229920005989 resin Polymers 0.000 claims 9
- 239000011347 resin Substances 0.000 claims 9
- 239000003822 epoxy resin Substances 0.000 claims 5
- 229920000647 polyepoxide Polymers 0.000 claims 5
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 4
- 239000004094 surface-active agent Substances 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 3
- 229920000768 polyamine Polymers 0.000 claims 3
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 2
- YZGQDNOIGFBYKF-UHFFFAOYSA-N Ethoxyacetic acid Chemical compound CCOCC(O)=O YZGQDNOIGFBYKF-UHFFFAOYSA-N 0.000 claims 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229910052797 bismuth Inorganic materials 0.000 claims 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims 2
- 229910000416 bismuth oxide Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- TYIXMATWDRGMPF-UHFFFAOYSA-N dibismuth;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Bi+3].[Bi+3] TYIXMATWDRGMPF-UHFFFAOYSA-N 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 201000006747 infectious mononucleosis Diseases 0.000 claims 2
- 239000004310 lactic acid Substances 0.000 claims 2
- 235000014655 lactic acid Nutrition 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- RMIODHQZRUFFFF-UHFFFAOYSA-N methoxyacetic acid Chemical compound COCC(O)=O RMIODHQZRUFFFF-UHFFFAOYSA-N 0.000 claims 2
- ALRHLSYJTWAHJZ-UHFFFAOYSA-N 3-hydroxypropionic acid Chemical compound OCCC(O)=O ALRHLSYJTWAHJZ-UHFFFAOYSA-N 0.000 claims 1
- HTNUUDFQRYBJPH-UHFFFAOYSA-N 3-methoxypropanehydrazide Chemical compound COCCC(=O)NN HTNUUDFQRYBJPH-UHFFFAOYSA-N 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- -1 acetylene glycol Chemical compound 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- 229940036348 bismuth carbonate Drugs 0.000 claims 1
- 229940049676 bismuth hydroxide Drugs 0.000 claims 1
- TZSXPYWRDWEXHG-UHFFFAOYSA-K bismuth;trihydroxide Chemical compound [OH-].[OH-].[OH-].[Bi+3] TZSXPYWRDWEXHG-UHFFFAOYSA-K 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- GMZOPRQQINFLPQ-UHFFFAOYSA-H dibismuth;tricarbonate Chemical compound [Bi+3].[Bi+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O GMZOPRQQINFLPQ-UHFFFAOYSA-H 0.000 claims 1
- 238000006266 etherification reaction Methods 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 229960004275 glycolic acid Drugs 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 229920001228 polyisocyanate Polymers 0.000 claims 1
- 239000005056 polyisocyanate Substances 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 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 claims 1
- 150000003335 secondary amines Chemical class 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 150000005846 sugar alcohols Polymers 0.000 claims 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- 150000002611 lead compounds Chemical class 0.000 abstract 1
Landscapes
- Paints Or Removers (AREA)
Abstract
This invention relates to cationic electro-coating composition which comprises an aqueous dispersion paste which contains an organic acid-modified bismuth compound in a non-water-soluble state, and which is obtained by mixing and grinding a bismuth compound and an organic acid in an aqueous medium in the presence of a dispersant. The cationic electro-coating composition, although containing no lead compounds, is capable of forming an electrocoated film which is excellent in corrosion resistance, appearance, etc.
Claims (19)
1. A cationic electro-coating composition comprising:
a cationizable base resin; and an aqueous dispersion paste which contains an organic acid-modified bismuth compound in a water-insoluble state and which is obtained by mixing and grinding a bismuth compound together with an organic acid, in the presence of a dispersant, in an aqueous medium.
a cationizable base resin; and an aqueous dispersion paste which contains an organic acid-modified bismuth compound in a water-insoluble state and which is obtained by mixing and grinding a bismuth compound together with an organic acid, in the presence of a dispersant, in an aqueous medium.
2. The cationic electro-coating composition of claim 1, wherein the bismuth compound is selected from bismuth oxide, bismuth hydroxide and basic bismuth carbonate.
3. The cationic electro-coating composition of claim 1, wherein the bismuth compound is bismuth oxide.
4. The cationic electro-coating composition of any one of claims 1 to 3, wherein the organic acid is selected from an organic carboxylic acid and an organic sulfonic acid.
5. The cationic electro-coating composition of claim 4, wherein the organic sulfonic acid is amidosulfonic acid.
6. The cationic electro-coating composition of claim 4, wherein the organic carboxylic acid is formic acid, acetic acid, lactic acid or propionic acid.
7. The cationic electro-coating composition of any one of claims 1 to 3, wherein the organic acid is at least one aliphatic carboxylic acid represented by the following formula:
wherein R1 denotes a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R2 denotes a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and n denotes 0 or 1.
wherein R1 denotes a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R2 denotes a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and n denotes 0 or 1.
8. The cationic electro-coating composition of claim 7, wherein the aliphatic carboxylic acid is hydroxyacetic acid, lactic acid, hydroxypropionic acid, methoxyacetic acid, ethoxyacetic acid or 3-methoxypropionic acid.
9. The cationic electro-coating composition of claim 7, wherein the aliphatic carboxylic acid is L-lactic acid or methoxyacetic acid.
10. The cationic electro-coating composition of any one of claims 1 to 9, wherein the organic acid is employed in a molar ratio of 0.25-2.5, based on bismuth in the bismuth compound.
11. The cationic electro-coating composition of claim 10, wherein the molar ratio is 0.5-1.7.
12. The cationic electro-coating composition of any one of claims 1 to 11, wherein the dispersant is selected from a cationic dispersion resin and a non-ionic surface active agent.
13. The cationic electro-coating composition of claim 12, wherein the cationic dispersion resin is selected from a tertiary amine type resin, a quaternary ammonium salt type resin and a tertiary sulfonium salt type resin.
14. The cationic electro-coating composition of claim 12, wherein the non-ionic surface active agent is selected from an acetylene glycol type surfactant, a polyethylene glycol type surfactant and a polyhydric alcohol type non-ionic surfactant with an HLB in the range of from 3 to 18.
15. The cationic electro-coating composition of any one of claims 1 to 14, wherein the dispersant is employed in an amount of 1 to 150 parts by weight, based on 100 parts by weight of the bismuth compound.
16. The cationic electro-coating composition of any one of claims 1 to 15, wherein the aqueous dispersion paste is blended in such an amount that a bismuth content is within the range of 0.1 to 10 parts by weight, based on 100 parts by weight of a resin solid content of the electro-coating composition.
17. The cationic electro-coating composition of any one of claims 1 to 16, wherein the cationizable base resin comprises an epoxy resin containing a cationizable functional group.
18. The cationic electro-coating composition of claim 17, wherein the epoxy resin is (i) an adduct of epoxy resin with a primary or polyamine, a secondary mono- or polyamine or a mixture of primary and secondary amines; (ii) an adduct of an epoxy resin with a secondary mono- or polyamine having a ketiminized primary amino group; or (iii) an etherification reaction product of an epoxy resin and a hydroxy compound having a ketiminized primary amino group.
19. The cationic electro-coating composition of any one of claims 1 to 18, which further comprises a blocked polyisocyanate compound as a curing agent for the cationizable base resin.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9/342344 | 1997-12-12 | ||
| JP34234497 | 1997-12-12 | ||
| JP10/234879 | 1998-08-07 | ||
| JP23487998 | 1998-08-07 | ||
| CA002313699A CA2313699C (en) | 1997-12-12 | 1998-12-02 | Cationic electro-coating composition |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002313699A Division CA2313699C (en) | 1997-12-12 | 1998-12-02 | Cationic electro-coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2558806A1 true CA2558806A1 (en) | 1999-06-24 |
| CA2558806C CA2558806C (en) | 2010-08-17 |
Family
ID=37193987
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2558806A Expired - Fee Related CA2558806C (en) | 1997-12-12 | 1998-12-02 | Cationic electro-coating composition |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2558806C (en) |
-
1998
- 1998-12-02 CA CA2558806A patent/CA2558806C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2558806C (en) | 2010-08-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20171204 |