GB2353739A - Applying a low friction and low wear coating - Google Patents
Applying a low friction and low wear coating Download PDFInfo
- Publication number
- GB2353739A GB2353739A GB9920792A GB9920792A GB2353739A GB 2353739 A GB2353739 A GB 2353739A GB 9920792 A GB9920792 A GB 9920792A GB 9920792 A GB9920792 A GB 9920792A GB 2353739 A GB2353739 A GB 2353739A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixture
- resin
- coating
- low
- ultra
- 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- Withdrawn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
- 238000000576 coating method Methods 0.000 title claims abstract description 33
- 239000011248 coating agent Substances 0.000 title claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 41
- 238000000034 method Methods 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 27
- 229920005989 resin Polymers 0.000 claims abstract description 27
- 230000005855 radiation Effects 0.000 claims abstract description 19
- 239000000314 lubricant Substances 0.000 claims abstract description 17
- 239000007787 solid Substances 0.000 claims abstract description 15
- 239000011159 matrix material Substances 0.000 claims abstract description 12
- 238000003892 spreading Methods 0.000 claims abstract description 5
- 239000003085 diluting agent Substances 0.000 claims description 7
- 239000002318 adhesion promoter Substances 0.000 claims description 6
- 238000007650 screen-printing Methods 0.000 claims description 4
- 239000011343 solid material Substances 0.000 claims description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 abstract description 6
- 239000004810 polytetrafluoroethylene Substances 0.000 abstract description 6
- 229910000838 Al alloy Inorganic materials 0.000 abstract description 4
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000654 additive Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 3
- 239000011236 particulate material Substances 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- RHNHVWZDTVFFIR-UHFFFAOYSA-N 1-(7-oxabicyclo[4.1.0]heptan-3-ylmethyl)-7-oxabicyclo[4.1.0]heptane Chemical compound O1C2CCC(CC21)CC12CCCCC1O2 RHNHVWZDTVFFIR-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 239000004411 aluminium Substances 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000007649 pad printing Methods 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- HIYIGPVBMDKPCR-UHFFFAOYSA-N 1,1-bis(ethenoxymethyl)cyclohexane Chemical compound C=COCC1(COC=C)CCCCC1 HIYIGPVBMDKPCR-UHFFFAOYSA-N 0.000 description 1
- DQNSRQYYCSXZDF-UHFFFAOYSA-N 1,4-bis(ethenoxymethyl)cyclohexane Chemical compound C=COCC1CCC(COC=C)CC1 DQNSRQYYCSXZDF-UHFFFAOYSA-N 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910000676 Si alloy Inorganic materials 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000013525 flexibilising agent Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- -1 hexafluorophosphate salts Chemical class 0.000 description 1
- 150000002611 lead compounds Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 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
- B05D5/08—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures to obtain an anti-friction or anti-adhesive surface
-
- 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
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
- B05D3/065—After-treatment
- B05D3/067—Curing or cross-linking the coating
-
- 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
- B05D5/08—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures to obtain an anti-friction or anti-adhesive surface
- B05D5/083—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures to obtain an anti-friction or anti-adhesive surface involving the use of fluoropolymers
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F01—MACHINES OR ENGINES IN GENERAL; ENGINE PLANTS IN GENERAL; STEAM ENGINES
- F01M—LUBRICATING OF MACHINES OR ENGINES IN GENERAL; LUBRICATING INTERNAL COMBUSTION ENGINES; CRANKCASE VENTILATING
- F01M1/00—Pressure lubrication
- F01M1/08—Lubricating systems characterised by the provision therein of lubricant jetting means
- F01M2001/083—Lubricating systems characterised by the provision therein of lubricant jetting means for lubricating cylinders
Landscapes
- Pistons, Piston Rings, And Cylinders (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Abstract
A low friction and low wear coating which has a resin matrix is applied to a surface, e.g. an aluminium alloy piston, by method comprising formulating a spreadable mixture of matrix-forming resin, photoinitiator and solid lubricant, e.g. PTFE or molybdenum disulphide, spreading said mixture on to said surface, and exposing the spread mixture to ultra-violet radiation.
Description
2353739 1 APPLYING A LOW FRICTION AND LOW WEAR COATING This invention is
concerned with a method of applying a low friction and low wear coating which has a resin matrix. The method is applicable, in particular, to applying such coatings to the skirt portions of pistons but has other applications.
In many internal combustion engines, the engine comprises one or more cylinders in each of which a piston makes reciprocating movements. Most pistons are made from metal, particularly alloys of aluminium. The piston comprises a crown portion which extends across the cylinder and receives energy from combustion events in the cylinder. The piston is connected by a connecting rod to a crankshaft of the engine to impart rotary motion thereto. The piston also comprises one or more skirt portions which are integral with or are connected to the crown portion. The skirt portion or portions operate to guide the piston in the cylinder during the reciprocating movement. Under normal operating conditions, oil is available between a skirt portion and the cylinder.
However, under partially lubricated conditions, eg on starting a cold engine, high frictional forces may occur leading to reduced fuel efficiency or even pistonsticking, scuffing and increased noise. In order to avoid these disadvantages, it is common practice to apply a low friction coating to portions of the outer surface of the skirt portion. Such a low friction coating also needs to have low wear.
Known low friction and low wear coatings for piston skirts comprise one or more solid lubricants dispersed in a thermosetting resin which forms the matrix of the coating. The coating is applied, eg by spraying or screen printing or pad printing, and then subjected to high temperature, typically 180 - 2200C, for a period, typically 30 -60 minutes, sufficient to cause the resin to cure, thereby 2 producing a fully-bonded coating.
The use of known coatings of the type referred to above has several disadvantages. The curing process requires considerable use of energy. The time taken for curing is relatively long and makes the use of a continuous production process difficult. In some coatings, organic solvents are used which is undesirable environmentally. Some coatings contain toxic materials such as lead and antimony compounds. Also, the properties of some aluminium a,!ioys can be damaged by the curing process.
It is an object of the present invention to provide a method of applying a low friction and low wear coating to a surface which uses reduced energy and requires reduced curing time.
The invention provides a method of applying a low friction and low wear coating which has a resin matrix to a surface, the method comprising formulating a spreadable mixture containing a resin which is capable of being cured to form a matrix of the coating, a photoinitiator operable on exposure to ultra-violet radiation to cause said resin to cure, and a solid lubricant, the method also comprising spreading said mixture on to said surface, and exposing the spread mixture to ultra-violet radiation.
In a method according to the invention, the resin can be cured using little energy in a very short time, eg 30 to 60 seconds. When the method is applied to, for example pistons, this makes it practical to cure while the piston is moving on a continuous conveyor. Furthermore, the use of organic solvents and toxic materials can be avoided as can the possibility of heat damage to the properties of some aluminium alloys.
In a method according to the invention, the mixture may also comprise an adhesion promoter operable to assist adhesion of the coating to the surface, a photosentiser acting in conjunction with the photoinitiator to increase the 1 3 potential for the mixture to absorb ultra-violet radiation, or a reactive diluent operable to reduce the viscosity of the mixture. Other possible additives include wetting additives, surfactants, rheology modifiers, cure modifiers, fillers and pigments.
In order to improve penetration by the ultra-violet radiation, the mixture may comprise a solid material which is transparent to the ultra- violet radiation.
This material may be the solid lubricant, eg PTIFE.
The mixture may also comprise a further solid lubricant.
The mixture may be spread by a screen printing process but other techniques, such as spraying, pad printing or dipping, are possible.
Preferred proportions, by weight, in the mixture are:
Resin: 60-18%; photainitiator 10-1%; photosensitiser 3-0.5%; wetting agent 6-0.5%; reactive diluent 20-1%; silane 1-0.1%; flexibiliser 10-0.5%; PTFE 60-10%; and molydenum disulphide 40-10%.
Preferred particle sizes for the lubricants are 0-10 microns for molybdenum disulphide (for example, 0.5 microns) and for PTFE 0-20 microns (for example 15 microns).
The coating thickness may be for example 5-25 microns (for example 1520 microns).
There now follow detailed descriptions of three illustrative examples, according to the invention of methods of applying a low friction coating which has a resin matrix to a selected surface of a piston.
Example 1 In example 1, a spreadable mixture was formulated from the following (all 4 percentages being by weight):
27% of a resin capable of being cured to form a matrix of the coating. This was the oligomer or main matrix former. Specifically, the resin was 3,4,Epoxycyclohexylmethyl-3,4-epoxy-cyclohexane carboxylate (Union Carbide UVR-6105).
4% of a photoinitiator operable on exposure to ultra-violet radiation to cause said resin to cure. This has photosensitive molecules which can absorb ultra-violet radiation and, when they do so, generate reactive species which initiate cross-linking of the resin. Specifically, the photoinitiator was mixed triarylsulphonium hexafluorophosphate salts (Union Carbide UVI6990).
1 % of a photosentiser acting in conjunction with the photoinitiator to increase the potential for the mixture to absorb ultra-violet radiation. Specifically, the photosentiser was isopropylthioxanthone (Lambson Speedcure ITX).
1.5% of a wetting agent (3M FC430). This assists in achieving an even distribution of lubricant in the mixture and also assists in obtaining good substrate wetting.
8% of a reactive diluent operable to reduce the viscosity of the mixture.
Specifically, this was 1.4 bis[(ethenyloxy)methyl] cyclohexane (ISP Europe Rapi-Cure CHVE). This also has the advantages that it cures independently of the main resin forming an inter-penetrating network (IPN) therewith, that its reaction time is much quicker than that of the main resin so that the overall curing time is reduced, and that it provides a compatible chemical species for the adhesion promoter mentioned next.
0.5% of an adhesion promoter operable to assist adhesion of the coating to the surface of the piston. Specifically, this was vinyltriethoxysi lane (Witco Silquest Al 51). As mentioned above, this organo-funtional silane material is compatible with the reactive diluent and also with the piston alloy.
2% of a toughening and flexibility-increasing additive. Specifically, epoxidised polybutadiene (AtoChem Poly bd 605).
28% of PTFE solid lubricant. Specifically, this was Du Pont's fluoroadditive Teflon MP1300. In addition to providing a solid lubricant with a very low coefficient of friction, this material is relatively transparent to ultra- violet radiation so that it provides a path for the radiation to penetrate deep into the coating. 28% of a second solid lubricant. Specifically, this was molybdenum disulphide (H C Starck M5).
In mixing the formulation, the liquid components and the photosentiser (powder) were mixed together first and the other particulate materials were then added. This was found to improve the properties of the coating. The specific mixing order was:
1. Main resin.
2. Photoinitiator.
3. Reactive diluent.
4. Photosensitiser.
5. Wetting additive.
6. Adhesion Promoter.
7. Toughening and flexibility-increasing additive.
At this point, the seven components so far added were mixed in a Greavestype high shear mixer fitted with a serrated disc impeller. This continued until the photosentiser had fully dissolved and the mixture was homogeneous. The particulate materials were then added as follows:
8. PTFE solid lubricant.
9. Second solid lubricant.
After the addition of each particulate material, the mixture was mixed again until it was homogeneous.
Next, the mixture was spread on to selected surfaces of the skirt portion of a piston made from a conventional aluminium/sil icon alloy. Said surfaces had previously been cleaned to remove any oil, grease or dirt. The mixture was spread to a thickness of 115tm by a conventional screen printing process.
Next, the spread mixture was immediately exposed to ultra-violet radiation 6 emitted by a medium pressure mercury arc lamp having an arc length of 175mm, an effective curing length of 150mm, a nominal emission of 120 w/cm, and a focal length of 50mm. The mixture was placed at the focus of the lamp for 30 to 60 seconds.
In a standard durability test (Ford 200 hour Cologne durability cycle), the coating of Example 1 performed well, matching or exceeding the performance of standard coatings having long curing times.
Example
In example 2, a spreadable mixture was formulated from the following (all percentages being by weight):
51.5% of a resin capable of being cured to form a matrix of the coating. Specifically, the resin was 3,4,Epoxycyclohexylmethyl-3,4epoxycyclohexane carboxylate (Union Carbide UVR-61 10).
4.5% of a photoinitiator operable on exposure to ultra-violet radiation to cause said resin to cure. Specifically, the photoinitiator was the same as in Examplel.
2.5% of a wetting agent (3M FC430).
41.5% of a solid lubricant. Specifically, this was PTFE (DuPont Teflon MP1100).
In Example 2, the formulation was mixed as in Example 1 (except that there were fewer components).
Example 2 continued with spreading and curing as in Example 1.
Example In example 3, a spreadable mixture was formulated from the following (all percentages being by weight):
40% of a resin capable of being cured to form a matrix of the coating.
Specifically, the resin was the same as in Example 1.
4% of a photoinitiator operable on exposure to ultra-violet radiation to cause 7 said resin to cure. Specifically, the photoinitiator was the same as in Examplel.
1% of a photosentiser acting in conjunction with the photoinitiator to increase the potential for the mixture to absorb ultra-violet radiation. Specifically, the photosentiser was the same as in Example 1.
1.5% of a wetting agent (3M FC430).
8% of a reactive diluent operable to reduce the viscosity of the mixture. Specifically, this was the same as in Example 1.
0.5% of an adhesion promoter operable to assist adhesion of the coating to the piston. Specifically, this was the same as in Example 1.
2% of a toughening and flexibility-increasing additive. Specifically, this was the same as in Example 1.
28% of a PTIFE solid lubricant. Specifically, this was the same as in Example 1.
15% of a second solid lubricant. Specifically, this was graphite (1-2gm grade).
8 In Example 3, the formulation was mixed as in Example.
Example 3 continued with spreading and curing as in Example 1.
9
Claims (8)
- A method of applying a low friction and low wear coating which has a resin matrix to a surface, the method comprising formulating a spreadable mixture containing a resin which is capable of being cured to form a matrix of the coating, a photoinitiator operable on exposure to ultraviolet radiation to cause said resin to cure, and a solid lubricant, the method also comprising spreading said mixture on to said surface, and exposing the spread mixture to ultra-violet radiation.
- 2 A method according to claim 1, wherein the mixture also comprises an adhesion promoter operable to assist adhesion of the coating to the surface.
- 3 A method according to either one of claims 1 and 2, wherein the mixture also comprises a photosentiser acting in conjunction with the photoinitiator to increase the potential for the mixture to absorb ultraviolet radiation.
- 4 A method according to any one of claims 1 to 3, wherein the mixture also comprises a reactive diluent operable to reduce the viscosity of the mixture.
- 5 A method according to any one of claims 1 to 4, wherein the mixture comprises a solid material which is transparent to the ultra-violet radiation.
- 6 A method according to any one of claims 1 to 5, wherein the mixture also comprises a second solid lubricant.
- 7 A method according to any one of claims 1 to 6, wherein the mixture is spread by a screen printing process.
- 8 A method according to any one of claims 1 to 7, wherein said surface is a surface of a piston. 9 A method of applying a low friction and low wear coating substantially as hereinbefore described with reference to Example 1, Example 2 or Example 3.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9920792A GB2353739A (en) | 1999-09-04 | 1999-09-04 | Applying a low friction and low wear coating |
| PCT/GB2000/003304 WO2001017695A2 (en) | 1999-09-04 | 2000-08-29 | Applying a low friction and low wear coating |
| AU68538/00A AU6853800A (en) | 1999-09-04 | 2000-08-29 | Applying a low friction and low wear coating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9920792A GB2353739A (en) | 1999-09-04 | 1999-09-04 | Applying a low friction and low wear coating |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB9920792D0 GB9920792D0 (en) | 1999-11-03 |
| GB2353739A true GB2353739A (en) | 2001-03-07 |
Family
ID=10860251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9920792A Withdrawn GB2353739A (en) | 1999-09-04 | 1999-09-04 | Applying a low friction and low wear coating |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU6853800A (en) |
| GB (1) | GB2353739A (en) |
| WO (1) | WO2001017695A2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014144619A1 (en) * | 2013-03-15 | 2014-09-18 | Mahle International Gmbh | Wearable anti-friction coating for piston assembly |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130268062A1 (en) * | 2012-04-05 | 2013-10-10 | Zeus Industrial Products, Inc. | Composite prosthetic devices |
| JP6144667B2 (en) * | 2014-12-25 | 2017-06-07 | トヨタ自動車株式会社 | Sliding member and manufacturing method thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1403626A (en) * | 1971-09-10 | 1975-08-28 | Ppg Industries Inc | Films and coatings |
| US4163809A (en) * | 1975-10-06 | 1979-08-07 | Scm Corporation | Radiation polymerization of polymeric binder coating compositions |
| US4388137A (en) * | 1978-12-07 | 1983-06-14 | Mobil Oil Corporation | Process for transfer coating with radiation-curable compositions |
| US5005287A (en) * | 1987-05-06 | 1991-04-09 | Wilkinson Sword Gmbh | Process for making a hydrophilic coating on a formed part and safety razor made using this process |
| WO1998008619A1 (en) * | 1996-08-30 | 1998-03-05 | Hoechst Celanese Corporation | Method for melt-coating surfaces with curable powder polymer compositions |
| EP0838269A1 (en) * | 1995-10-04 | 1998-04-29 | Stowe Woodward Int. | Rolls having release coatings, a method for applying a release coating to a roll, and a method of transporting a viscid web |
| US5747115A (en) * | 1993-09-30 | 1998-05-05 | The United States Of America As Represented By The Secretary Of The Navy | UV-curable and non-volatile pigmented coatings |
| US5773126A (en) * | 1994-12-22 | 1998-06-30 | Dai Nippon Printing Co., Ltd. | Composite film having a surface slip property |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4023135A1 (en) * | 1990-07-20 | 1992-01-23 | Alt Peter | METHOD AND DEVICE FOR COATING ENGINE PISTON |
| JPH06162568A (en) * | 1992-11-19 | 1994-06-10 | Sony Corp | Optical recording medium |
| DE4429489A1 (en) * | 1994-08-19 | 1996-02-22 | Mahle Gmbh | Built pistons for internal combustion engines |
| FR2757529B1 (en) * | 1996-12-24 | 1999-03-05 | Rhodia Chimie Sa | STABLE COMPOSITIONS BASED ON POLYORGANOSILOXANES WITH CROSS-LINKED FUNCTIONAL GROUPS AND THEIR USE FOR THE PRODUCTION OF ANTI-ADHERENT COATINGS |
-
1999
- 1999-09-04 GB GB9920792A patent/GB2353739A/en not_active Withdrawn
-
2000
- 2000-08-29 AU AU68538/00A patent/AU6853800A/en not_active Abandoned
- 2000-08-29 WO PCT/GB2000/003304 patent/WO2001017695A2/en not_active Ceased
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1403626A (en) * | 1971-09-10 | 1975-08-28 | Ppg Industries Inc | Films and coatings |
| US4163809A (en) * | 1975-10-06 | 1979-08-07 | Scm Corporation | Radiation polymerization of polymeric binder coating compositions |
| US4388137A (en) * | 1978-12-07 | 1983-06-14 | Mobil Oil Corporation | Process for transfer coating with radiation-curable compositions |
| US5005287A (en) * | 1987-05-06 | 1991-04-09 | Wilkinson Sword Gmbh | Process for making a hydrophilic coating on a formed part and safety razor made using this process |
| US5747115A (en) * | 1993-09-30 | 1998-05-05 | The United States Of America As Represented By The Secretary Of The Navy | UV-curable and non-volatile pigmented coatings |
| US5773126A (en) * | 1994-12-22 | 1998-06-30 | Dai Nippon Printing Co., Ltd. | Composite film having a surface slip property |
| EP0838269A1 (en) * | 1995-10-04 | 1998-04-29 | Stowe Woodward Int. | Rolls having release coatings, a method for applying a release coating to a roll, and a method of transporting a viscid web |
| WO1998008619A1 (en) * | 1996-08-30 | 1998-03-05 | Hoechst Celanese Corporation | Method for melt-coating surfaces with curable powder polymer compositions |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014144619A1 (en) * | 2013-03-15 | 2014-09-18 | Mahle International Gmbh | Wearable anti-friction coating for piston assembly |
| US20140272188A1 (en) * | 2013-03-15 | 2014-09-18 | Mahle International Gmbh | Anti-friction coating to piston assembly |
| CN105102139A (en) * | 2013-03-15 | 2015-11-25 | 马勒国际有限公司 | Wear-resistant anti-wear coating for piston units |
| JP2016519735A (en) * | 2013-03-15 | 2016-07-07 | マーレ インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツングＭＡＨＬＥ Ｉｎｔｅｒｎａｔｉｏｎａｌ ＧｍｂＨ | Anti-friction coating for piston assembly |
Also Published As
| Publication number | Publication date |
|---|---|
| GB9920792D0 (en) | 1999-11-03 |
| AU6853800A (en) | 2001-04-10 |
| WO2001017695A3 (en) | 2001-11-15 |
| WO2001017695A2 (en) | 2001-03-15 |
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