EP0110968A1 - Epoxy coating powders with wrinkle finishes - Google Patents
Epoxy coating powders with wrinkle finishesInfo
- Publication number
- EP0110968A1 EP0110968A1 EP19830902168 EP83902168A EP0110968A1 EP 0110968 A1 EP0110968 A1 EP 0110968A1 EP 19830902168 EP19830902168 EP 19830902168 EP 83902168 A EP83902168 A EP 83902168A EP 0110968 A1 EP0110968 A1 EP 0110968A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- coating
- curing agent
- epoxy
- inclined plate
- coating composition
- 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.)
- Withdrawn
Links
- 239000000843 powder Substances 0.000 title abstract description 18
- 229920006334 epoxy coating Polymers 0.000 title abstract description 5
- 230000037303 wrinkles Effects 0.000 title description 11
- 238000000576 coating method Methods 0.000 claims abstract description 23
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 9
- SWHSXWLSBBYLGM-UHFFFAOYSA-N 2-[(2-carboxyphenoxy)methoxy]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1OCOC1=CC=CC=C1C(O)=O SWHSXWLSBBYLGM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003822 epoxy resin Substances 0.000 claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 239000008199 coating composition Substances 0.000 claims abstract description 6
- 230000004927 fusion Effects 0.000 claims abstract description 6
- 239000011248 coating agent Substances 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 8
- -1 boron trichloride amine Chemical class 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 5
- 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 claims description 4
- 238000000034 method Methods 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 238000001723 curing Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229910015844 BCl3 Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229910002019 Aerosil® 380 Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D5/00—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
- B05D5/06—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures to obtain multicolour or other optical effects
- B05D5/061—Special surface effect
- B05D5/062—Wrinkled, cracked or ancient-looking effect
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2401/00—Form of the coating product, e.g. solution, water dispersion, powders or the like
- B05D2401/30—Form of the coating product, e.g. solution, water dispersion, powders or the like the coating being applied in other forms than involving eliminable solvent, diluent or dispersant
- B05D2401/32—Form of the coating product, e.g. solution, water dispersion, powders or the like the coating being applied in other forms than involving eliminable solvent, diluent or dispersant applied as powders
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2504/00—Epoxy polymers
Definitions
- This invention relates to coatings applied by fusion coating processes and more particularly to epoxy coating powders that yield wrinkled finishes.
- the coating compositions of this invention are dry, free flowing powders that may be used in fusion coating processes.
- Fusion coating processes are here defined as those coating processes in which coating powders are distributed over a substrate (which may be hot or cold) and heat, supplied from the substrate or an external source, fuses the powders into a continuous film. Examples of fusion coating processes include fluidized bed, electro statis spraying, hot flocking (with or without electro static spray), and cloud chambers.
- fusion coating processes include fluidized bed, electro statis spraying, hot flocking (with or without electro static spray), and cloud chambers.
- the coating compositions of this invention are distinguished in that when coated onto a substrate, they produce coatings of low gloss with a randomly developed wrinkled surface. Wrinkled surfaces of this type are desired in many applications and are commonly applied to office equipment such as typewriters, staplers, dictating equipment, file cabinets, and the like. In addition to being asthetically pleasing, these finishes have certain utilitarian functions in that they are of low gloss (i.e., not shiny), they do not show scratches, and they hide surface defects of a substrate even when applied in thin films.
- Wrinkle finishes conventionally are applied from solvent-based paints, usually using two coats, to establish a compound system in which the surface sets up first. When the rest of the coating sets up, the resulting shrinkages deform the previously set surface and cause a fine wrinkle pattern to develop on the surface of the coating.
- epoxy coating powders can be formulated to provide coatings having low gloss and a randomly developed wrinkle pattern. This is accomplished through the use of a methylene disalicylic acid curing agent.
- the application teaches that the gel time of the coating powders should be adjusted to be in a range of from about 30 to 70 seconds when measured at 205°C.
- the inclined plate flow should be in a range of from about 50 to 80 mm when measured at 150oC. It has now been found that satisfactory wrinkle finishes can also be obtained outside of these ranges and, more specifically, that the appearance of the wrinkle can be altered by adjusting the inclined plate flow over a range of from about 30 to 130 mm. At the lower end of this range, the wrinkle pattern is tighter and more subdued; whereas, at the upper end of the range, the wrinkle pattern is more open and somewhat more pronounced. It has also been found through thermographic analysis that a two-stage reaction apparently takes place that can be identified by two exothermic peaks. Further, the temperature difference between these peaks effects the wrinkle pattern.
- the boron trichloride catalyst provides a characteristic peak at about 152oC. to 156oC. and the methylene disalicylic acid provides a second peak in a useful range of about 182°C. to 186°C.
- the gel time and the inclined plate flow are a direct function of molecular weight and functionality of the epoxy resin. Melt viscosity and the inclined plate flow are also influenced by fillers which generally increase the viscosity depending on the amount used, the particle size, the surface area and the surface chemistry of the fillers.
- the epoxy resins used are type 3, low viscosity epoxy resins. More specifically, they are epoxies of the epichlorohydrinbisphenol-A type having epoxy equivalent weights of from about 600 to 750, a functionality of about 2, and a Gardner-Holdt viscosity in a range of from about K to L.
- the catalyst used in the examples is a boron trichloride amine complex.
- the acid methylene disalicylic/curing agent is used.in approximately stoichiometric quantities. Having defined the above parameters, final adjustment of the gel time and inclined plate flow can be obtained by the selection of the particle size, shape, surface chemistry and amount of fillers, including the pigments, used in the system.
- a coating powder was prepared in accordance with this invention by initially blending the following ingredients: Material Phr*
- Epoxy low viscosity-type 3 100 (Ciba Geigy Aral 9539)
- Precleaned steel test panels (from "Q" Panel Co.) of about 3" x 6" x 0.032" (7.6 cm x 15.2 cm x 0.08 cm) were coated using standard electrostatic spray techniques and baked in an oven at a temperature of about 190oC. for 10 minutes. There is no great criticality to the time and temperature of the cure and quite generally a useful range with the above formulation is from about 150°C. at 20 minutes to about 200oC. for 10 minutes.
- the coating powder had a gel time of 36 to 60 seconds and an inclined plate flow of 35 to 85 mm. At the lower end of the glass plate flow, a well developed, random finely wrinkled surface was produced; however, the pattern was tighter and more subdued than usually observed with powders having higher glass plate flows.
- Example II The following ingredients were mixed, a coating powder was prepared and panels were coated in a manner identical to Example I.
Landscapes
- Application Of Or Painting With Fluid Materials (AREA)
- Paints Or Removers (AREA)
Abstract
Une poudre époxy de revêtement appliquée par un procédé de revêtement par fusion donne un fini plissé, peu brillant. La composition de revêtement est une résine époxy réagissant à la chaleur et avec laquelle le fini plissé est le résultat de l'utilisation de l'acide disalicylique de méthylène en tant qu'agent de polymérisation de la résine époxy. L'aspect du motif plissé est modifié en réglant l'écoulement sur la plaque inclinée.An epoxy coating powder applied by a fusion coating process gives a pleated, low gloss finish. The coating composition is a heat reactive epoxy resin with which the pleated finish is the result of the use of methylene disalicylic acid as the curing agent for the epoxy resin. The appearance of the pleated pattern is changed by adjusting the flow on the inclined plate.
Description
Epoxy Coating Powders With Wrinkle Finishes
Technical Field
This invention relates to coatings applied by fusion coating processes and more particularly to epoxy coating powders that yield wrinkled finishes.
Background Art
The coating compositions of this invention are dry, free flowing powders that may be used in fusion coating processes. "Fusion coating processes" are here defined as those coating processes in which coating powders are distributed over a substrate (which may be hot or cold) and heat, supplied from the substrate or an external source, fuses the powders into a continuous film. Examples of fusion coating processes include fluidized bed, electro statis spraying, hot flocking (with or without electro static spray), and cloud chambers. When coating powders are based upon heat curing resins, as is the case of the epoxy resins of this invention, sufficient heat in excess of that required to fuse the powders must be available to cure the coatings and fully develop their physical and chemical properties.
The coating compositions of this invention are distinguished in that when coated onto a substrate, they produce coatings of low gloss with a randomly developed wrinkled surface. Wrinkled surfaces of this type are desired in many applications and are commonly applied to office equipment such as typewriters, staplers, dictating equipment, file cabinets, and the like. In addition to being asthetically pleasing, these finishes have certain utilitarian functions in that they are of low gloss (i.e., not shiny), they do not show scratches, and they hide surface defects of a substrate even when applied in thin films.
Wrinkle finishes conventionally are applied from solvent-based paints, usually using two coats, to establish a compound system in which the surface sets up
first. When the rest of the coating sets up, the resulting shrinkages deform the previously set surface and cause a fine wrinkle pattern to develop on the surface of the coating. In co-pending application Serial No. 220,709, filed on December 29, 1980, of common assignee, which application is incorporated herein by reference, it is disclosed that epoxy coating powders can be formulated to provide coatings having low gloss and a randomly developed wrinkle pattern. This is accomplished through the use of a methylene disalicylic acid curing agent. The application teaches that the gel time of the coating powders should be adjusted to be in a range of from about 30 to 70 seconds when measured at 205°C. and the inclined plate flow should be in a range of from about 50 to 80 mm when measured at 150ºC. It has now been found that satisfactory wrinkle finishes can also be obtained outside of these ranges and, more specifically, that the appearance of the wrinkle can be altered by adjusting the inclined plate flow over a range of from about 30 to 130 mm. At the lower end of this range, the wrinkle pattern is tighter and more subdued; whereas, at the upper end of the range, the wrinkle pattern is more open and somewhat more pronounced. It has also been found through thermographic analysis that a two-stage reaction apparently takes place that can be identified by two exothermic peaks. Further, the temperature difference between these peaks effects the wrinkle pattern. For example, when a boron trichloride amine complex is used as a catalyst in combination with the methylene disalicylic acid of this invention, the boron trichloride catalyst provides a characteristic peak at about 152ºC. to 156ºC. and the methylene disalicylic acid provides a second peak in a useful range of about 182°C. to 186°C. It is generally true that the gel time and the inclined plate flow are a direct function of molecular weight and functionality of the epoxy resin. Melt viscosity and the inclined plate flow are also influenced
by fillers which generally increase the viscosity depending on the amount used, the particle size, the surface area and the surface chemistry of the fillers. By judiciously balancing the functionality and the molecular weight of the resin in combination with the selection of the curing agent, catalyst system, and fillers, it is well within the skill of a formulating chemist to arrive at a coating powder that has gel times and inclined plate flows that will be useful in the practice of this invention. In the examples that follow, the epoxy resins used are type 3, low viscosity epoxy resins. More specifically, they are epoxies of the epichlorohydrinbisphenol-A type having epoxy equivalent weights of from about 600 to 750, a functionality of about 2, and a Gardner-Holdt viscosity in a range of from about K to L. The catalyst used in the examples is a boron trichloride amine complex. The acid methylene disalicylic/curing agent is used.in approximately stoichiometric quantities. Having defined the above parameters, final adjustment of the gel time and inclined plate flow can be obtained by the selection of the particle size, shape, surface chemistry and amount of fillers, including the pigments, used in the system.
EXAMPLE I
A coating powder was prepared in accordance with this invention by initially blending the following ingredients: Material Phr*
1. Epoxy low viscosity-type 3 100 (Ciba Geigy Aral 9539)
2. Epoxy type 3 with 5% 15 polyalkylacrylate flow promoter
(Shell DRH-203)
3. Methylene Disalicylic Acid 18
(Tenneco)
4. Sparmite (BaSO4) filler 30 5. Blue pigment 5
Example 1 (continued)
Material Phr*
6. BCl3 amine catalyst 0.6
*Phr is used herein to designated parts by weight per hundred parts resin.
The above materials were melt-mixed in an extruder and the extrudate chopped and ground to a fine powder that was passed through a 60 mesh screen (U.S. standard).
Precleaned steel test panels (from "Q" Panel Co.) of about 3" x 6" x 0.032" (7.6 cm x 15.2 cm x 0.08 cm) were coated using standard electrostatic spray techniques and baked in an oven at a temperature of about 190ºC. for 10 minutes. There is no great criticality to the time and temperature of the cure and quite generally a useful range with the above formulation is from about 150°C. at 20 minutes to about 200ºC. for 10 minutes.
The coating powder had a gel time of 36 to 60 seconds and an inclined plate flow of 35 to 85 mm. At the lower end of the glass plate flow, a well developed, random finely wrinkled surface was produced; however, the pattern was tighter and more subdued than usually observed with powders having higher glass plate flows.
EXAMPLE II
The following ingredients were mixed, a coating powder was prepared and panels were coated in a manner identical to Example I.
Material Phr*
1. Epoxy low viscosity, type 3 100
2. Methylene Disalicylic Acid 18 (Tenneco)
3. Silicone Oil 0.4 (Mobay Bay Silone 0:1)
4. Fumed Silica 0.1 (DeGussa Aerosil 380) 5. BCl3 amine catalyst 0.6
(Ciba Geigy XU-213)
The difference between this example and Example I is that the gel time was 35 to 55 seconds and the inclined plate flow was 80 to 110 mm. As a result, coatings made with the powder of Example II yielded a coating with a more open and more pronounced wrinkle pattern.
Claims
1. A powdered coating composition adapted to provide a wrinkled finish, comprised of a heat reactive epoxy resin, a curing agent, a catalyst, and fillers, the improvement being that the curing agent is methylene disalicylic acid and the catalyst is a boron trichloride amine complex.
2. A powdered coating composition according to Claim 1 wherein the inclined plate flow is in a range of from about 30 to 130 mm.
3. A powdered coating composition according to
Claim 1 in which the gel time is in a range of from about
30 to 70 seconds.
4. A method for obtaining a wrinkled surface when coating a substrate in fusion coating processes with heat reactive epoxy resins, the improvement comprising the use of methylene disalicylic acid as the curing agent and a boron trichloride amine complex.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38155282A | 1982-05-24 | 1982-05-24 | |
| US381552 | 1989-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0110968A1 true EP0110968A1 (en) | 1984-06-20 |
Family
ID=23505475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19830902168 Withdrawn EP0110968A1 (en) | 1982-05-24 | 1983-05-24 | Epoxy coating powders with wrinkle finishes |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0110968A1 (en) |
| WO (1) | WO1983004195A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4960430A (en) * | 1987-05-13 | 1990-10-02 | Veb Greika Greiz Weberei Und Veredlung | Method for manufacturing of mat and rough, laminar, ribbon-shaped or fibrous polymeric products with a stream of particles |
| US5932288A (en) * | 1997-12-18 | 1999-08-03 | Morton International, Inc. | Wrinkle epoxy powder coating with acid and its homolog methylenedisalicylic |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3395121A (en) * | 1966-09-21 | 1968-07-30 | Stauffer Chemical Co | Curing epoxy resins with boron trichloride-tertiary amine complexes |
| US4341819A (en) * | 1980-12-29 | 1982-07-27 | The Polymer Corporation | Epoxy coating powders with wrinkle finishes |
-
1983
- 1983-05-24 WO PCT/US1983/000814 patent/WO1983004195A1/en not_active Ceased
- 1983-05-24 EP EP19830902168 patent/EP0110968A1/en not_active Withdrawn
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8304195A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1983004195A1 (en) | 1983-12-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Designated state(s): DE FR GB NL SE |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 19840425 |
|
| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: SCHREFFLER, DEAN |