CA2144381A1 - Coating with improved dirt pick-up resistance - Google Patents
Coating with improved dirt pick-up resistanceInfo
- Publication number
- CA2144381A1 CA2144381A1 CA002144381A CA2144381A CA2144381A1 CA 2144381 A1 CA2144381 A1 CA 2144381A1 CA 002144381 A CA002144381 A CA 002144381A CA 2144381 A CA2144381 A CA 2144381A CA 2144381 A1 CA2144381 A1 CA 2144381A1
- Authority
- CA
- Canada
- Prior art keywords
- methylol
- acrylamide
- meth
- polymer
- alkyl
- 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.)
- Abandoned
Links
- 238000000576 coating method Methods 0.000 title abstract description 16
- 239000011248 coating agent Substances 0.000 title description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 27
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 10
- -1 alkyl methacrylates Chemical class 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 125000005250 alkyl acrylate group Chemical group 0.000 claims abstract description 7
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 9
- 239000008199 coating composition Substances 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000011230 binding agent Substances 0.000 description 6
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 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
- 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
- C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Coatings having improved dirt pick-up resistance, particularly at high ambient temperatures and in high relative humidity, are obtained by using a polymer composition comprising as monomer components:
N-methylol(meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetate and/or vinyl esters, and having a Tg of from -20°C to 40°C.
N-methylol(meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetate and/or vinyl esters, and having a Tg of from -20°C to 40°C.
Description
COATING WITH IMPROVED DIRT PICK-UP RESISTANCE
The present invention relates to coatings having improved dirt pick-up resistance, particularly at high ambient temperatures and in high humidity.
After exposure to the atmosphere, exterior coatings tend to pick up particles of atmospheric dirt, which causes a slight discolouring of the coating with time. This problem is greater in hot and humid conditions when coatings are more tacky. It can be reduced by employing a polymer having a relatively high glass transition temperature (Tg); however, coatings containing high Tg polymers have other disadvantages such as lack of flexibility and a need for volatile organic coalescents to effect film formation, and thus a coating containing purely high Tg polymers is generally not desirable.
Another solution to the problem is to employ a two-stage polymer, having a low Tg portion and a highTg one. US 5063091 discloses two-stage polymers for use as a thick elastomeric coating comprising methyl methacrylate, butyl acrylate and N-methylol methacrylamide. Such polymers are said to have relatively low tack at high temperatures, and thus good dirt pick-up resistance, despite at least one stage having a low glass transition temperature (Tg); this is due to the presence of the hard, high Tg phase. However, two stage polymers are more difficult to manufacture and are undesirable in certain applications because of problems caused by the incompatibility of the hard and soft phases. Furthermore, the coatings disclosed in US 5063091 are relatively thick, and are not suitable for all applications. Accordingly there is still a need for a single stage polymer which has a suitable dirt pick-up resistance without the attendant disadvantages of a very high Tg component.
US 3749690 discloses latex paints comprising an aqueous single-stage polymer emulsion of, inter alia, methacrylic acid, N-methylolacrylamide, ethyl acrylate and acrylonitrile. Such compositions are said to have a good spread of properties such as burnish resistance, scrub resistance, stain removal and low-temperature coalescence. There is no indication as to whether or not these compositions have good dirt pick-up resistance, particularly at high temperatures and at high humidity.
We have discovered that certain known single stage polymer compositions, despite having relatively low Tgs, provide coatings which exhibit surprisingly good dirt pick-up resistance, particularly in hot and humid conditions, compared with coatings based on compositions having significantly higher Tgs.
Accordingly the present invention comprises in one aspect the use of a polymer composition comprising as monomer components:
N-methylol (meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetates and/or vinyl esters; and having a Tg of from -20C to 40C, to improve the dirt pickup resistance of a coating composition.
21~381 The invention is especially valuable for improving the dirt pickup resistance of coating compositions in conditions of high ambient temperature (eg over 25C, particularly over 30C) and high relative humidity teg over 80%, particularly over 90%).
It is believed that the presence of the N-methylol (meth)acrylamide is responsible for the surprisingly good dirt pickup performance. Thus in a further aspect the invention provides a method of improving the dirt pickup resistance of an aqueous coating composition which contains a single-stage polymer having a Tg of from -20C to 40C and comprising monomer units of one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetates and/or vinyl esters, comprising incorporating with said monomer units, prior to polymerization, units of N-methylol (meth)acrylamide.
The N-methylol (meth)acrylamide is generally present in the polymer composition at a level of from 1 to 15 % by weight, although more may be used if its presence is desired for other purposes.
Preferred polymer compositions for use in the invention comprise monomer units of N-methylol (meth)acrylamide, (Cl-Cg)alkyl acrylate and (Cl C4)alkyl methacrylate. More prere,led are compositions comprising 1-6 % by weight N-methylol (meth)acrylamide, 20-70 % by weight (Cl-C4)alkyl acrylate, and 20-70 % by weight (Cl C4)alkyl methacrylate.
It is also preferred that polymer compositions for use in the invention have a Tg of between 0 and 40C, more preferably between 10 and 30C.
EXAMPLES
Coatings were prepared containing as binders three different compositions as specified below.
Binder A:
Polymer of methyl methacrylate/ethyl acrylate/N-methylol acrylamide (45/51/4 wt%) Binder B:
Polymer of methyl methacrylate/butyl acrylate/N-methylol acrylamide (59.8/36.2/4 wt%) Binder C (comparative):
Polymer of meth~l methacrylate/butyl acrylate/ureido-functional methacrylate/methacrylic acid (52.4/45.6/1/1 wt%) The coatings had the following compositions (all weights in kg):
BINDER A BINDER B BINDER C
Grind preparation:
Propylene glycol 40 40 40 Water 130 130 130 TAMOL 731 (25%) 18 18 18 PRIMAL QR-708 (35%) 16.23 1.0 2.0 HMT (10%) 2.4 2.4 2.4 SKANE M8 4.8 4.8 4.8 KATHON LX 1.5 m carbonate 125 125 125 Ground for 15-20 minutes, then let down with the following:
Binder 485 (A) 485 (B) 442 (C) Water 42.24 42.24 100 The three coatings were coated on asbestos panels, which had been sealed with PRIMAL
WL-91. Two coats were applied at intervals of 24 hours, and panels exposed to North (vertical) and South (vertical, at 5 and at 45) in Singapore.
After one month's exposure, the panels containing Binders A and B were much cleaner than that containing C, with Binder A slightly better than B.
The present invention relates to coatings having improved dirt pick-up resistance, particularly at high ambient temperatures and in high humidity.
After exposure to the atmosphere, exterior coatings tend to pick up particles of atmospheric dirt, which causes a slight discolouring of the coating with time. This problem is greater in hot and humid conditions when coatings are more tacky. It can be reduced by employing a polymer having a relatively high glass transition temperature (Tg); however, coatings containing high Tg polymers have other disadvantages such as lack of flexibility and a need for volatile organic coalescents to effect film formation, and thus a coating containing purely high Tg polymers is generally not desirable.
Another solution to the problem is to employ a two-stage polymer, having a low Tg portion and a highTg one. US 5063091 discloses two-stage polymers for use as a thick elastomeric coating comprising methyl methacrylate, butyl acrylate and N-methylol methacrylamide. Such polymers are said to have relatively low tack at high temperatures, and thus good dirt pick-up resistance, despite at least one stage having a low glass transition temperature (Tg); this is due to the presence of the hard, high Tg phase. However, two stage polymers are more difficult to manufacture and are undesirable in certain applications because of problems caused by the incompatibility of the hard and soft phases. Furthermore, the coatings disclosed in US 5063091 are relatively thick, and are not suitable for all applications. Accordingly there is still a need for a single stage polymer which has a suitable dirt pick-up resistance without the attendant disadvantages of a very high Tg component.
US 3749690 discloses latex paints comprising an aqueous single-stage polymer emulsion of, inter alia, methacrylic acid, N-methylolacrylamide, ethyl acrylate and acrylonitrile. Such compositions are said to have a good spread of properties such as burnish resistance, scrub resistance, stain removal and low-temperature coalescence. There is no indication as to whether or not these compositions have good dirt pick-up resistance, particularly at high temperatures and at high humidity.
We have discovered that certain known single stage polymer compositions, despite having relatively low Tgs, provide coatings which exhibit surprisingly good dirt pick-up resistance, particularly in hot and humid conditions, compared with coatings based on compositions having significantly higher Tgs.
Accordingly the present invention comprises in one aspect the use of a polymer composition comprising as monomer components:
N-methylol (meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetates and/or vinyl esters; and having a Tg of from -20C to 40C, to improve the dirt pickup resistance of a coating composition.
21~381 The invention is especially valuable for improving the dirt pickup resistance of coating compositions in conditions of high ambient temperature (eg over 25C, particularly over 30C) and high relative humidity teg over 80%, particularly over 90%).
It is believed that the presence of the N-methylol (meth)acrylamide is responsible for the surprisingly good dirt pickup performance. Thus in a further aspect the invention provides a method of improving the dirt pickup resistance of an aqueous coating composition which contains a single-stage polymer having a Tg of from -20C to 40C and comprising monomer units of one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetates and/or vinyl esters, comprising incorporating with said monomer units, prior to polymerization, units of N-methylol (meth)acrylamide.
The N-methylol (meth)acrylamide is generally present in the polymer composition at a level of from 1 to 15 % by weight, although more may be used if its presence is desired for other purposes.
Preferred polymer compositions for use in the invention comprise monomer units of N-methylol (meth)acrylamide, (Cl-Cg)alkyl acrylate and (Cl C4)alkyl methacrylate. More prere,led are compositions comprising 1-6 % by weight N-methylol (meth)acrylamide, 20-70 % by weight (Cl-C4)alkyl acrylate, and 20-70 % by weight (Cl C4)alkyl methacrylate.
It is also preferred that polymer compositions for use in the invention have a Tg of between 0 and 40C, more preferably between 10 and 30C.
EXAMPLES
Coatings were prepared containing as binders three different compositions as specified below.
Binder A:
Polymer of methyl methacrylate/ethyl acrylate/N-methylol acrylamide (45/51/4 wt%) Binder B:
Polymer of methyl methacrylate/butyl acrylate/N-methylol acrylamide (59.8/36.2/4 wt%) Binder C (comparative):
Polymer of meth~l methacrylate/butyl acrylate/ureido-functional methacrylate/methacrylic acid (52.4/45.6/1/1 wt%) The coatings had the following compositions (all weights in kg):
BINDER A BINDER B BINDER C
Grind preparation:
Propylene glycol 40 40 40 Water 130 130 130 TAMOL 731 (25%) 18 18 18 PRIMAL QR-708 (35%) 16.23 1.0 2.0 HMT (10%) 2.4 2.4 2.4 SKANE M8 4.8 4.8 4.8 KATHON LX 1.5 m carbonate 125 125 125 Ground for 15-20 minutes, then let down with the following:
Binder 485 (A) 485 (B) 442 (C) Water 42.24 42.24 100 The three coatings were coated on asbestos panels, which had been sealed with PRIMAL
WL-91. Two coats were applied at intervals of 24 hours, and panels exposed to North (vertical) and South (vertical, at 5 and at 45) in Singapore.
After one month's exposure, the panels containing Binders A and B were much cleaner than that containing C, with Binder A slightly better than B.
Claims (9)
1. Use of a polymer composition comprising as monomer components:
N-methylol (meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetate and/or vinyl esters; and having a Tg of from -20°C to 40°C, to improve the dirt pickup resistance of a coating composition.
N-methylol (meth)acrylamide, and one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetate and/or vinyl esters; and having a Tg of from -20°C to 40°C, to improve the dirt pickup resistance of a coating composition.
2. Method of improving the dirt pickup resistance of an aqueous coating composition which contains a single-stage polymer having a Tg of from -20°C to 40°C and comprising monomer units of one or more of alkyl acrylates, alkyl methacrylates, styrene, vinyl acetate and/or vinyl esters, comprising incorporating with said monomer units, prior to polymerization, units of N-methylol (meth)acrylamide.
3. Use or method according to claim 1 or 2 wherein the dirt pickup resistnace is improved at a temperatures of 25°C, preferably 30°C or higher, and a relative humidity of at least 80%, preferably at least 90%.
4. Use or method according to any preceding claim wherein the Tg of the polymer is between 0 and 40°C.
5. Use or method according to claim 4 wherein the Tg of the polymer is between 10 and 30°C.
6. Use or method according to any preceding claim wherein the polymer comprises units of N-methylol (meth)acrylamide, (C1-C8)alkyl acrylate and (C1-C4)alkyl methacrylate.
7. Use or method according to any preceding claim wherein the N-methylol (meth)acrylamide is present in the polymer at a level of from 1 to 15 % by weight.
8. Use or method according to any preceding claim wherein the polymer comprises 1-6 % by weight N-methylol (meth)acrylamide, 20-70 % by weight (C1-C8)alkyl acrylate, and 20-70 % by weight (C1-C4)alkyl methacrylate.
9. Use or method according to any prece-ling claim wherein the polymer comprises units of N-methylol (meth)acrylamide, butyl or ethyl acrylate and methyl methacrylate.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB94/04856.8 | 1994-03-12 | ||
| GB9404856A GB9404856D0 (en) | 1994-03-12 | 1994-03-12 | Coating with improved dirt pick-up resistance |
| SG1995000572A SG46942A1 (en) | 1994-03-12 | 1995-06-02 | Coating with improved dirt pick-up resistance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2144381A1 true CA2144381A1 (en) | 1995-09-13 |
Family
ID=26304487
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002144381A Abandoned CA2144381A1 (en) | 1994-03-12 | 1995-03-10 | Coating with improved dirt pick-up resistance |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0672735B1 (en) |
| JP (1) | JPH0841418A (en) |
| CN (1) | CN1111269A (en) |
| CA (1) | CA2144381A1 (en) |
| DE (1) | DE69504550T2 (en) |
| ES (1) | ES2123205T3 (en) |
| GB (1) | GB9404856D0 (en) |
| SG (1) | SG46942A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3246365A1 (en) | 2016-05-18 | 2017-11-22 | Clariant International Ltd | Graft copolymers and compositions thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL213871A (en) * | 1955-02-24 | |||
| US3749690A (en) * | 1971-02-05 | 1973-07-31 | Celanese Corp | Aqueous interpolymer emulsions and use thereof in latex paints |
| US4129545A (en) * | 1976-01-16 | 1978-12-12 | Mitsubishi Rayon Co., Ltd. | Thermosetting acrylic copolymer usable as a powder paint and method for producing the same |
| US5063091A (en) * | 1989-10-06 | 1991-11-05 | Rohm And Haas Company | Method for use of aqueous elastomeric coatings |
-
1994
- 1994-03-12 GB GB9404856A patent/GB9404856D0/en active Pending
-
1995
- 1995-03-08 ES ES95301562T patent/ES2123205T3/en not_active Expired - Lifetime
- 1995-03-08 DE DE69504550T patent/DE69504550T2/en not_active Expired - Fee Related
- 1995-03-08 EP EP95301562A patent/EP0672735B1/en not_active Expired - Lifetime
- 1995-03-10 JP JP7078496A patent/JPH0841418A/en active Pending
- 1995-03-10 CA CA002144381A patent/CA2144381A1/en not_active Abandoned
- 1995-03-11 CN CN95102697A patent/CN1111269A/en active Pending
- 1995-06-02 SG SG1995000572A patent/SG46942A1/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3246365A1 (en) | 2016-05-18 | 2017-11-22 | Clariant International Ltd | Graft copolymers and compositions thereof |
| WO2017198428A1 (en) | 2016-05-18 | 2017-11-23 | Clariant International Ltd | Graft copolymers and compositions thereof |
| US11155729B2 (en) | 2016-05-18 | 2021-10-26 | Clariant International Ltd. | Graft copolymers and compositions thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69504550T2 (en) | 1999-05-27 |
| SG46942A1 (en) | 1998-03-20 |
| DE69504550D1 (en) | 1998-10-15 |
| GB9404856D0 (en) | 1994-04-27 |
| CN1111269A (en) | 1995-11-08 |
| JPH0841418A (en) | 1996-02-13 |
| ES2123205T3 (en) | 1999-01-01 |
| EP0672735B1 (en) | 1998-09-09 |
| EP0672735A1 (en) | 1995-09-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100673325B1 (en) | Peelable Coating Composition | |
| EP1016681A3 (en) | Silyl (meth)acrylate copolymers, processes for preparing the same, antifouling paint compositions containing the silyl (meth)acrylate copolymers, antifouling coating films formed from the antifouling paint compositions, antifouling methods using the antifouling paint compositions, and hulls or underwater structures coated with the antifouling coating films | |
| EP0697417A1 (en) | Method for improving adhesion of durable coatings to weathered substrates and coatings made therefrom | |
| WO2008028062A2 (en) | Latex for low voc paint having improved block resistance, open time and water-softening resistance | |
| CA2266516A1 (en) | Powder coating compositions and coated substrates with multilayered coatings | |
| EP0999736B1 (en) | Removable protective coating | |
| US5399617A (en) | Thermoplastic, aqueous latex paints having improved wet adhesion and freeze-thaw stability | |
| CN1175071C (en) | Water-based adhesive composition | |
| AU2007200587A1 (en) | Aqueous emulsion polymer | |
| CA1300292C (en) | Aqueous polymer dispersions having a long shelf life | |
| US4980411A (en) | Binders for non-tacky, non-soiling, flexible coatings | |
| EP0672735B1 (en) | Coating with improved dirt pick-up resistance | |
| US10093822B2 (en) | Amphiphilic polymers, coating compositions, and methods | |
| US5240982A (en) | Amphoteric surfactants and copolymerizable amphorteric surfactants for use in latex paint | |
| JP4619466B2 (en) | Method for improving mastic coating system | |
| AU713911B2 (en) | Coating with improved dirt pick-up resistance | |
| JPH10279831A5 (en) | ||
| KR100366008B1 (en) | Paint with improved dust resistance | |
| JP2542813B2 (en) | Resin composition for paint | |
| JPH10158311A5 (en) | ||
| MXPA96006150A (en) | Polymers resistant to manc | |
| JPS58171446A (en) | Thermosetting resin composition | |
| JP2875810B2 (en) | Stabilized coating composition | |
| JPS6158104B2 (en) | ||
| KR20210030122A (en) | Aqueous acrylic emulsion resin and method for preparing the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |