GB2012285A - Water reducible coating compositions containing copolymers of vinyl pyrrolidone and unsaturated carboxylic acid - Google Patents
Water reducible coating compositions containing copolymers of vinyl pyrrolidone and unsaturated carboxylic acidInfo
- Publication number
- GB2012285A GB2012285A GB7848096A GB7848096A GB2012285A GB 2012285 A GB2012285 A GB 2012285A GB 7848096 A GB7848096 A GB 7848096A GB 7848096 A GB7848096 A GB 7848096A GB 2012285 A GB2012285 A GB 2012285A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acrylate
- coating compositions
- methacrylate
- carboxylic acid
- unsaturated carboxylic
- 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
- 239000008199 coating composition Substances 0.000 title abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 title abstract 2
- 229920001577 copolymer Polymers 0.000 title abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 abstract 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 abstract 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 abstract 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 abstract 1
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 abstract 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 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
- C09D139/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Coating compositions based on derivatives of such polymers
- C09D139/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C09D139/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/064—Copolymers with monomers not covered by C09D133/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
-
- 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
- C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Copolymers of at least two acrylate monomers selected from isobutyl methacrylate, 2-ethylhexyl methacrylate, methyl acrylate, ethyl acrylate, 2- ethylhexyl acrylate, lauryl acrylate, butyl acrylate, butyl methacrylate, and isodecyl methacrylate; and or of a monomer selected from styrene, alpha - methyl styrene, acrylonitrile, vinyl toluene, methyl methacrylate, vinyl chloride, and vinylidene chloride; an organic acid or acid anhydride; and N- vinyl-2- pyrrolidone are incorporated into water reducible coating compositions. The coating compositions yield clear coatings with good adhesion and water resistance.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/868,258 US4137392A (en) | 1978-01-10 | 1978-01-10 | Carboxylated vinyl pyrrolidone copolymers |
| US05/868,257 US4124555A (en) | 1978-01-10 | 1978-01-10 | Water reducible coating compositions containing copolymers of vinyl pyrrolidone and unsaturated carboxylic acid and containing a solvent and a volatile amine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2012285A true GB2012285A (en) | 1979-07-25 |
| GB2012285B GB2012285B (en) | 1982-09-15 |
Family
ID=27128043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7848096A Expired GB2012285B (en) | 1978-01-10 | 1978-12-12 | Water reducible coating compostions contaoning copolymers of vinyl pyrrolidone and unsaturated carboxylic acid and containing a solvent and a volatile amine |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS54101892A (en) |
| DE (1) | DE2900752A1 (en) |
| FR (1) | FR2414058A1 (en) |
| GB (1) | GB2012285B (en) |
| IT (1) | IT1188815B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2320500A (en) * | 1996-12-20 | 1998-06-24 | Hyundai Electronics Ind | N-vinyl lactam copolymers; photoresist materials |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5853961A (en) * | 1981-09-28 | 1983-03-30 | Dainippon Ink & Chem Inc | Coating compound composition of aqueous aerosal type |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3345203A (en) * | 1964-01-30 | 1967-10-03 | Rohm & Haas | Finished tannin-containing substrates |
| DE1911306A1 (en) * | 1969-03-06 | 1970-09-10 | Basf Ag | Pressure-sensitive adhesive article with a polyacrylate adhesive layer |
| DE2112549A1 (en) * | 1970-03-18 | 1971-10-07 | Gaf Corp | Water-soluble tetrapolymers and processes for their preparation |
| GB1478522A (en) * | 1973-11-02 | 1977-07-06 | Goodyear Tire & Rubber | Acrylic interpolymer coating compositions |
| CA1056993A (en) * | 1974-11-04 | 1979-06-19 | Michael J. Maximovich | Resin composition |
| GB1522083A (en) * | 1975-02-10 | 1978-08-23 | Stauffer Chemical Co | Aqueous vinyl chloride polymer emulsions |
-
1978
- 1978-12-12 GB GB7848096A patent/GB2012285B/en not_active Expired
-
1979
- 1979-01-04 FR FR7900165A patent/FR2414058A1/en active Granted
- 1979-01-09 IT IT47563/79A patent/IT1188815B/en active
- 1979-01-10 JP JP175379A patent/JPS54101892A/en active Granted
- 1979-01-10 DE DE19792900752 patent/DE2900752A1/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2320500A (en) * | 1996-12-20 | 1998-06-24 | Hyundai Electronics Ind | N-vinyl lactam copolymers; photoresist materials |
| US6051678A (en) * | 1996-12-20 | 2000-04-18 | Hyundai Electronics Industries Co., Ltd. | Copolymers containing N-vinyllactam derivatives, preparation methods thereof and photoresists therefrom |
| US6262222B1 (en) * | 1996-12-20 | 2001-07-17 | Hyundai Electronics Industries Co., Ltd. | Copolymers containing N-vinyllactam derivatives, preparation methods thereof and photoresists therefrom |
| GB2320500B (en) * | 1996-12-20 | 2001-07-25 | Hyundai Electronics Ind | Copolymers containing n-vinyllactam derivatives, preparation methods thereof and photoresists therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6221028B2 (en) | 1987-05-11 |
| FR2414058A1 (en) | 1979-08-03 |
| DE2900752A1 (en) | 1979-07-12 |
| JPS54101892A (en) | 1979-08-10 |
| FR2414058B1 (en) | 1983-10-21 |
| IT1188815B (en) | 1988-01-28 |
| GB2012285B (en) | 1982-09-15 |
| IT7947563A0 (en) | 1979-01-09 |
| DE2900752C2 (en) | 1989-02-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PE20 | Patent expired after termination of 20 years |
Effective date: 19981211 |