GB1354532A - Electrodeposition of resins from aqueous dispersions - Google Patents
Electrodeposition of resins from aqueous dispersionsInfo
- Publication number
- GB1354532A GB1354532A GB2124171A GB2124171A GB1354532A GB 1354532 A GB1354532 A GB 1354532A GB 2124171 A GB2124171 A GB 2124171A GB 2124171 A GB2124171 A GB 2124171A GB 1354532 A GB1354532 A GB 1354532A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymer
- coated
- suspension
- base
- acid
- 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
- 239000006185 dispersion Substances 0.000 title 1
- 238000004070 electrodeposition Methods 0.000 title 1
- 229920005989 resin Polymers 0.000 title 1
- 239000011347 resin Substances 0.000 title 1
- 229920000642 polymer Polymers 0.000 abstract 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 5
- 238000000576 coating method Methods 0.000 abstract 4
- 239000000725 suspension Substances 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 3
- 150000004985 diamines Chemical class 0.000 abstract 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 3
- 229920005575 poly(amic acid) Polymers 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 2
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 2
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 abstract 2
- -1 carboxypropyl Chemical group 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000000758 substrate Substances 0.000 abstract 2
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 abstract 1
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 abstract 1
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 239000004642 Polyimide Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000956 alloy Substances 0.000 abstract 1
- 229910045601 alloy Inorganic materials 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 abstract 1
- 239000011888 foil Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 229920003055 poly(ester-imide) Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920001721 polyimide Polymers 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010935 stainless steel Substances 0.000 abstract 1
- 229910001220 stainless steel Inorganic materials 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 229910052718 tin Inorganic materials 0.000 abstract 1
- 239000011135 tin Substances 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 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
- C09D179/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09D161/00 - C09D177/00
- C09D179/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C09D179/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C09D5/4461—Polyamides; Polyimides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Paints Or Removers (AREA)
Abstract
1354532 Aqueous polymer compositions GENERAL ELECTRIC CO 19 April 1971 [12 March 1970] 21241/71 Heading C3R [Also in Division C7] An electrically conductive substrate is coated with a polymer by a method comprising the sequential steps of (a) preparing a solution of the polymer having free carboxyl groups in a watermiscible organic solvent, the polymer being selected from (1) aromatic polyamic acids derived by reacting an aromatic dianhydride and a diamine, (2) polyesters, (3) polyesterimides, and (4) ethylenemaleic anhydride polymers; (b) adding to the polymer solution a nitrogencontaining base in an amount sufficient to neutralize at least 4% of the free carboxyl groups of the polymer to render the polymer only partially water-soluble; (c) adding water to the base-modified polymer solution in an amount such as to effect precipitation of the polymer to form a stable electrodepositable polymer suspension in the aqueous-organic liquid medium; and (d) electrodepositing a coating of the polymer from the medium on to an electrically conductive substrate immersed therein. Coatings in excess of 2 mil. thick can be obtained. The thickness can be controlled by controlling the amounts of base and water used in preparing the suspension thereby adjusting the ratio of polymer in solution to that in suspension. The suspended polymer particle size may be 0À5 micron or less. The polymer suspension may include a wetting agent such as nonylphenol ethylene oxide adduct or carboxypropyl terminated dimethylsiloxanes. Cations of the base used to neutralize the carboxylic acid portion of the polymer can be removed by an ion exchange resin consisting of a copolymer of styrene and divinylbenzene in its sulphonic acid form. Specified materials which can be coated are Cu, Al, Sn, Zn, Fe and alloys of these materials. Examples of the above mentioned polymer systems are (1) a condensation product of benzophenonetetracarboxylic dianhydride with methylene dianiline; (2) a reaction product of dimethyl terephthalate, ethylene glycol and glycerine with added carboxyl groups through the reaction of trimellitic anhydride; (3) a condensation polymer made from ethylene glycol, terephthalic acid, reaction product of trimellitic anhydride and methylene dianiline, and trishydroxyethylcyanurate which polymer may be reacted with pyromellitic dianhydride; and (4) a partially neutralized half-ester of the copolymer of ethylene and maleic anhydride. For making other polyamic acid polymers (1), many aromatic dianhydride and organic diamine reactants are specified. Some of these diamines contain in their structures Si, O, S, or P. Many organic solvents (e.g. N-methyl-2- pyrrolidone or dimethyl sulphoxide) and nitrogen-containing bases (e.g. an alkanolamine, morpholine or ammonia) are specified. The polymer may be electrodeposited on a Cu wire anode of square cross-section placed between carbon cathodes within a glass container provided with a magnetic stirrer. The Cu wire is degreased, and acid cleaned before coating. Alternatively rectangular Cu wire may be coated using stainless steel cathodes (Example 2), cold drawn iron rods may be coated (Example 3), or Al foil may be coated using a cylindrical Pt cathode (Example 8). Heating of electrodeposited polyamic acid coatings converts them to polyimides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1881870A | 1970-03-12 | 1970-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1354532A true GB1354532A (en) | 1974-06-05 |
Family
ID=21789929
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2124171A Expired GB1354532A (en) | 1970-03-12 | 1971-04-19 | Electrodeposition of resins from aqueous dispersions |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2111640A1 (en) |
| FR (1) | FR2081895B1 (en) |
| GB (1) | GB1354532A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0770638A1 (en) * | 1995-10-12 | 1997-05-02 | Pi Material Research Laboratory | Polyimide compositions for electrodeposition and coatings formed of the same |
| CN101940953A (en) * | 2010-08-27 | 2011-01-12 | 重庆大学 | Acetylene copolymer nonaqueous system catalyst and method for preparing vinyl acetylene |
| CN106098167A (en) * | 2016-08-15 | 2016-11-09 | 常州百富电子有限公司 | Polyimide enameled wire |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1089139A (en) * | 1974-08-30 | 1980-11-04 | Marvin A. Peterson | Aqueous polyester coating composition |
| US4004063A (en) * | 1974-12-31 | 1977-01-18 | General Electric Company | Aqueous enamel for coating magnet wire |
| GB1528221A (en) * | 1975-01-15 | 1978-10-11 | Cean Spa | Process for manufacturing enamels of polyester-polyimide resins particularly for coating electrical conductors |
| AT336748B (en) * | 1975-02-19 | 1977-05-25 | Beck & Co Ag Dr | PROCESS FOR THE PRODUCTION OF WATER DILUTABLE ELECTRIC INSULATING LACQUERS |
| GB2096628A (en) * | 1981-04-09 | 1982-10-20 | Du Pont | Screenable polyimide |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1497222A (en) * | 1965-10-22 | 1967-10-06 | Reichhold Chemie Ag | Improvements made to coating products which must undergo baking at high temperature |
| AT292151B (en) * | 1967-11-20 | 1971-08-10 | Vianova Kunstharz Ag | Water-thinnable coating agent for electrocoating |
| US3663728A (en) * | 1968-07-25 | 1972-05-16 | Gen Electric | Process for producing polyamide acid and polyimides |
-
1971
- 1971-03-11 DE DE19712111640 patent/DE2111640A1/en active Pending
- 1971-03-12 FR FR7108716A patent/FR2081895B1/fr not_active Expired
- 1971-04-19 GB GB2124171A patent/GB1354532A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0770638A1 (en) * | 1995-10-12 | 1997-05-02 | Pi Material Research Laboratory | Polyimide compositions for electrodeposition and coatings formed of the same |
| US5741599A (en) * | 1995-10-12 | 1998-04-21 | Pi Materials Research Laboratory | Polyimide compositions for electrodeposition and coatings formed of the same |
| CN101940953A (en) * | 2010-08-27 | 2011-01-12 | 重庆大学 | Acetylene copolymer nonaqueous system catalyst and method for preparing vinyl acetylene |
| CN106098167A (en) * | 2016-08-15 | 2016-11-09 | 常州百富电子有限公司 | Polyimide enameled wire |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2111640A1 (en) | 1971-09-30 |
| FR2081895B1 (en) | 1974-03-01 |
| FR2081895A1 (en) | 1971-12-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |