US20030199398A1 - Use of solvent-, water- and emulsifier-free organo-polysiloxane formulations as lubricants for profiled seals - Google Patents
Use of solvent-, water- and emulsifier-free organo-polysiloxane formulations as lubricants for profiled seals Download PDFInfo
- Publication number
- US20030199398A1 US20030199398A1 US10/413,882 US41388203A US2003199398A1 US 20030199398 A1 US20030199398 A1 US 20030199398A1 US 41388203 A US41388203 A US 41388203A US 2003199398 A1 US2003199398 A1 US 2003199398A1
- Authority
- US
- United States
- Prior art keywords
- friction
- formula
- coating according
- low molecular
- molecular weight
- 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
- 239000000203 mixture Substances 0.000 title claims description 10
- 229920001296 polysiloxane Polymers 0.000 title claims description 9
- 239000000314 lubricant Substances 0.000 title description 12
- 238000009472 formulation Methods 0.000 title description 6
- 238000000576 coating method Methods 0.000 claims abstract description 25
- 239000011248 coating agent Substances 0.000 claims abstract description 24
- 229920001971 elastomer Polymers 0.000 claims abstract description 18
- 229920002545 silicone oil Polymers 0.000 claims abstract description 15
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000654 additive Substances 0.000 claims abstract description 5
- -1 polysiloxane Polymers 0.000 claims description 13
- 150000001923 cyclic compounds Chemical class 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 230000001050 lubricating effect Effects 0.000 claims description 2
- 239000008199 coating composition Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 9
- 239000010408 film Substances 0.000 description 16
- 230000009471 action Effects 0.000 description 8
- 229920002943 EPDM rubber Polymers 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 238000007789 sealing Methods 0.000 description 5
- YIQHSVRSCWFAKV-UHFFFAOYSA-N CC[Si](C)(C)OC.C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C Chemical compound CC[Si](C)(C)OC.C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YIQHSVRSCWFAKV-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000009434 installation Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 229920006268 silicone film Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- SUHRFYWSDBWMFS-UHFFFAOYSA-N CC[Si](C)(C)OC Chemical compound CC[Si](C)(C)OC SUHRFYWSDBWMFS-UHFFFAOYSA-N 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229910004750 SiO0.8 Inorganic materials 0.000 description 1
- TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical class CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
Definitions
- the invention relates to the use of solvent-, water- and emulsifier-free preparations for the friction-reducing coating of rubber profiles, comprising a curable siloxane and, as a carrier, low molecular weight volatile siloxanes.
- One of the most frequently used fixing techniques consists in pressing prefabricated profiled seals into the corresponding profiles of supports intended therefor, such as, for example, window frames and door frames.
- the profiled seals are customarily coated on the surfaces with friction-reducing coatings.
- silicones or fluorinated resins are added to the lubricant.
- Coatings of this type firstly have the disadvantage that the silicones are oils, of which it is known that they act as releasing agents. On account of their characteristic substance properties, releasing agents of this type are relatively easily removed and can, for example, lead to difficulties during the installation and in the subsequent coating of frames, vehicle body parts etc. The employment and use of silicone oils which are not firmly bound is therefore not desirable.
- One embodiment of the invention is the use of solvent-, water- and emulsifier-free preparations for the friction-reducing coating of rubber profiles, comprising:
- n is a number from 2 to 10, for the linear compounds and for the cyclic compounds preferably >4, and, if appropriate,
- compositions according to the invention can contain soluble dyes, colored pigments, delustering agents and other customary auxiliaries.
- Preferred delustering agents are those based on silicic acid, a particularly preferred black colored pigment is carbon black.
- the preparations according to the invention are utilizable for the customarily used materials of the sealing profiles such as elastomers made of natural or synthetic materials such as rubber, EPDM.
- the application to the substrates is carried out by the customary processes such as rolling, spreading with a doctor blade and in particular immersing or spraying.
- curable siloxanes (a) which can additionally be used according to the invention and the various curing conditions are described in the literature, in particular also in Walter Noll, “Chemie and TECH der Silikone” [Chemistry and Technology of the Silicones], Verlag Chemie GmbH, Weinheim, 1960.
- cured siloxane products also result from the addition reaction of ⁇ , ⁇ -vinylsiloxanes and hydrogensiloxanes.
- the catalyst used here is, for example, hexachloroplatinic acid.
- RTV room temperature vulcanizable rubber systems
- Constituents of such systems are, for example, alpha,omega-siloxanediols of medium viscosity and, as crosslinkers, for example, methyltriacetoxysilane and also ethoxysilanes.
- These systems can cure using condensation catalysts, such as, for example, dibutyltin dilaurate, to give a migration-stable film.
- alkoxypolysiloxanes and silica esters are also used, which then likewise form cured and elastic films with alpha,omega-siloxanediols.
- dibutyltin dilaurate is used as a condensation catalyst.
- silicic acid esters which can additionally be used as crosslinkers are compounds of the general formula
- R 2 is an alkyl radical, preferably C 1-4 radical, most preferably an ethyl radical and
- c has a value from 1.8 to 4. If the silicic acid ester is present in monomer form, c has the value 4 and falls with increasing degree of polymerization to values smaller than 4.
- carrier (b) low molecular weight silicone oils are used, which firstly assist the lubricant action of the film which is still present in liquid form, but also evaporate later on account of their high volatility.
- n is a number from 2 to 10, for the linear compounds preferably 2 to 5 and for the cyclic compounds preferably >4, particularly 5 and/or 6.
- Cyclic and linear siloxanes can be used on their own or as a mixture with one another, but preferably as a mixture with one another.
- the lubricant formulation has a flashpoint of > about 55° C., whereby the content of very low molecular weight siloxanes is thus limited.
- the lubricant formulation according to a+b according to the invention and, if appropriate, c can be applied in the immersion or spraying process.
- a spray application using extremely fine nozzles is preferred.
- a homogeneous and extremely thin lubricant film results. This firstly remains liquid up to the processing of the coated rubber profile, so that the drawing and sliding into window and door frames is possible without problems.
- the continuously manufactured coated rubber profile is rolled up and packed in plastic films. Using this measure prevents the easily volatile carrier from being able to evaporate prematurely and a not yet desirable curing of the film taking place.
- the silicone film dries so that a grip-resistant migration-stable film remains.
- This film imparts a silky lustrous finish to the rubber profile, at the same time serves as weather protection and can thus also improve the sealing ability of the entire profile.
- the preparation according to the invention was uniformly coated in a spraying chamber through which the EPDM strip was drawn at a rate of 20 m/min.
- the coated EPDM profile was then wound onto a spool. This spool was packed in a polyethylene film and heat-sealed. At a later point in time, this coated rubber profile was drawn into a wooden window frame. A very good lubricant action was discernible.
- This installed rubber profile was assessed with respect to its film condition after 14 days.
- the silicone coating showed a grip-resistant and dry condition. Liquid silicone was no longer discernible.
- Example 2 In an analogous manner to Example 1, a coating experiment was carried out using a silicone oil emulsion.
- the silicone oil emulsion from the prior art contains 35% of a dimethylpolysiloxane of viscosity 350 cP and 5% of a non-ionic emulsifier.
- the profiles coated in an analogous manner had to be blown off with compressed air after coating in order to guarantee a uniform distribution.
- the coated EPDM strip was then rolled onto a spool and packed in a plastic film and heat-sealed in the same manner. On inserting this strip into window and door frames a very greasy silicone film present in liquid form was discernible, which showed a good lubricant action and made possible insertion into the window frames.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
Abstract
Description
- This application claims priority to European application 002008603.9, filed Apr. 17, 2002, herein incorporated by reference.
- 1. Field of the Invention
- The invention relates to the use of solvent-, water- and emulsifier-free preparations for the friction-reducing coating of rubber profiles, comprising a curable siloxane and, as a carrier, low molecular weight volatile siloxanes.
- 2. Description of the Related Art
- Waterproof or moistureproof and/or fast air and/or gas exchange-preventing seals are needed for a large number of applications, in particular in the construction sector for the sealing of windows and doors. Profiled seals of this type are of very varied design with respect to shape and material, in particular in the functional sealing field.
- It is common to all profile seals that they are attached using one of the known fixing techniques to the support on which the intended sealing action is to be produced.
- One of the most frequently used fixing techniques consists in pressing prefabricated profiled seals into the corresponding profiles of supports intended therefor, such as, for example, window frames and door frames.
- In order to make possible installation which is as friction-less and energy-saving as possible, the profiled seals are customarily coated on the surfaces with friction-reducing coatings.
- In the processes described in U.S. Pat. No. 4,572,875 and U.S. Pat. No. 4,572,871, silicones or fluorinated resins are added to the lubricant. Coatings of this type firstly have the disadvantage that the silicones are oils, of which it is known that they act as releasing agents. On account of their characteristic substance properties, releasing agents of this type are relatively easily removed and can, for example, lead to difficulties during the installation and in the subsequent coating of frames, vehicle body parts etc. The employment and use of silicone oils which are not firmly bound is therefore not desirable.
- According to U.S. Pat. No. 6,057,042, solvent-containing at least two-component silicone formulations which evaporate the solvent and crosslink at room temperature within 24 hours are applied to the elastomers. The resulting curable layer should be non-tacky and water-repellent, have good adhesion to, in particular, EPDM surfaces, and on account of their good lubricant action the coated elastomers are also proposed for seals in the construction field. These solid films, however, do not achieve the friction-reducing action of the liquid, silicone oil-containing formulations.
- It was therefore an object of the invention to make available lubricant formulations for profiled seals which fulfill the requirements with respect to lubricant action, but later, after installation of the windows and doors, form a solid film which can no longer be removed and washed off on account of weathering effects and thus also at the same time forms a permanent protection from moisture and improves the tightness of the profile.
- This object and others were achieved by use of solvent-, water- and emulsifier-free preparations for the friction-reducing coating of rubber profiles, comprising a curable siloxane and, as a carrier, low molecular weight volatile siloxanes.
- One embodiment of the invention is the use of solvent-, water- and emulsifier-free preparations for the friction-reducing coating of rubber profiles, comprising:
- a) about 0.5 to about 35, preferably about 2 to about 5, parts by weight of a siloxane which is curable, optionally in the presence of a catalyst, and
-
- where
- n is a number from 2 to 10, for the linear compounds and for the cyclic compounds preferably >4, and, if appropriate,
- (c) customary auxiliaries and additives.
- As customary auxiliaries and additives, the compositions according to the invention can contain soluble dyes, colored pigments, delustering agents and other customary auxiliaries. Preferred delustering agents are those based on silicic acid, a particularly preferred black colored pigment is carbon black. The preparations according to the invention are utilizable for the customarily used materials of the sealing profiles such as elastomers made of natural or synthetic materials such as rubber, EPDM.
- The application to the substrates is carried out by the customary processes such as rolling, spreading with a doctor blade and in particular immersing or spraying.
- The curable siloxanes (a) which can additionally be used according to the invention and the various curing conditions are described in the literature, in particular also in Walter Noll, “Chemie and Technologie der Silikone” [Chemistry and Technology of the Silicones], Verlag Chemie GmbH, Weinheim, 1960.
- In addition, cured siloxane products also result from the addition reaction of α,ω-vinylsiloxanes and hydrogensiloxanes. The catalyst used here is, for example, hexachloroplatinic acid.
- Inter alia, RTV (room temperature vulcanizable) rubber systems are also suitable. Constituents of such systems are, for example, alpha,omega-siloxanediols of medium viscosity and, as crosslinkers, for example, methyltriacetoxysilane and also ethoxysilanes. These systems can cure using condensation catalysts, such as, for example, dibutyltin dilaurate, to give a migration-stable film.
- For the production of RTV-crosslinked systems, alkoxypolysiloxanes and silica esters are also used, which then likewise form cured and elastic films with alpha,omega-siloxanediols. Here too, dibutyltin dilaurate is used as a condensation catalyst.
- The silicic acid esters which can additionally be used as crosslinkers are compounds of the general formula
- (R2O)cSiO(4−c)/2,
- in which
- R2 is an alkyl radical, preferably C1-4 radical, most preferably an ethyl radical and
- c has a value from 1.8 to 4. If the silicic acid ester is present in monomer form, c has the value 4 and falls with increasing degree of polymerization to values smaller than 4.
- The silicic acid esters additionally used according to the invention preferably have a value of c=2.1 to 4.0.
- As carrier (b), low molecular weight silicone oils are used, which firstly assist the lubricant action of the film which is still present in liquid form, but also evaporate later on account of their high volatility.
-
- where
- n is a number from 2 to 10, for the linear compounds preferably 2 to 5 and for the cyclic compounds preferably >4, particularly 5 and/or 6.
- Cyclic and linear siloxanes can be used on their own or as a mixture with one another, but preferably as a mixture with one another.
- For practical application it is important that the lubricant formulation has a flashpoint of > about 55° C., whereby the content of very low molecular weight siloxanes is thus limited.
- The lubricant formulation according to a+b according to the invention and, if appropriate, c can be applied in the immersion or spraying process. In order to achieve an extremely thin film, a spray application using extremely fine nozzles is preferred. On account of the excellent flowability and crosslinkability of the low molecular weight siloxanes, a homogeneous and extremely thin lubricant film results. This firstly remains liquid up to the processing of the coated rubber profile, so that the drawing and sliding into window and door frames is possible without problems. As a rule, the continuously manufactured coated rubber profile is rolled up and packed in plastic films. Using this measure prevents the easily volatile carrier from being able to evaporate prematurely and a not yet desirable curing of the film taking place.
- After the installation of the windows and doors which contain the coated rubber profiles, the silicone film dries so that a grip-resistant migration-stable film remains. This film imparts a silky lustrous finish to the rubber profile, at the same time serves as weather protection and can thus also improve the sealing ability of the entire profile.
- Use examples:
- As the curable siloxane (a):
- 3 parts by weight of an alpha,omega-vinylsiloxane (0.28 mmol of vinyl/g)
- 0.15 parts by weight of a methylhydrogenpolysiloxane (10 mmol of SiH/g)
- 0,002% of hexachloroplatinic(IV) acid 6-hydrate were dissolved in a carrier (b) consisting of:
- 20% of dimethylpolysiloxane of the general formula (I) having an average value of n=4 and
- 76% of decamethylpentacyclosiloxane. For a coating experiment, an EPDM profile manufactured in endless form was used.
- The preparation according to the invention was uniformly coated in a spraying chamber through which the EPDM strip was drawn at a rate of 20 m/min. The coated EPDM profile was then wound onto a spool. This spool was packed in a polyethylene film and heat-sealed. At a later point in time, this coated rubber profile was drawn into a wooden window frame. A very good lubricant action was discernible. This installed rubber profile was assessed with respect to its film condition after 14 days. The silicone coating showed a grip-resistant and dry condition. Liquid silicone was no longer discernible.
- As the curable siloxane (a):
- 1.5 parts by weight of α,ω-methylsiloxanediol having a molecular weight of 6,500
- 3.0 parts by weight of an alkoxy-functional polysiloxane of the formula (CH3)1.5(C2H5O)0.75SiO0.88
- 0.5 parts by weight of a silica ester of the formula (C2H5O)2.4SiO0.8
- 0.1% of dibutyltin dilaurate were dissolved in a carrier (b) with:
- 20% of a dimethylpolysiloxane of the formula (I) having an average value of n=3.5 and 75% of decamethyl-pentacyclosiloxane.
- Using this preparation according to the invention, a coating experiment was carried out in an analogous manner to Example 1. On inserting the coated profile a liquid film was likewise discernible, so that very easy insertion of the profile into the window and door frames was discernible.
- After 14 days, a sensory examination of the coated rubber profile was carried out. A dry and migration-stable film was discernible.
- In an analogous manner to Example 1, a coating experiment was carried out using a silicone oil emulsion. The silicone oil emulsion from the prior art contains 35% of a dimethylpolysiloxane of viscosity 350 cP and 5% of a non-ionic emulsifier. The profiles coated in an analogous manner had to be blown off with compressed air after coating in order to guarantee a uniform distribution.
- The coated EPDM strip was then rolled onto a spool and packed in a plastic film and heat-sealed in the same manner. On inserting this strip into window and door frames a very greasy silicone film present in liquid form was discernible, which showed a good lubricant action and made possible insertion into the window frames.
- After 14 days, a sensory examination of the coated profile was performed. A greasy film was seen. This film naturally contains the components of the emulsifier used. Traces of silicone were already discernible on the window frames, so that after coating craters also appeared.
- The examples given here confirm the excellent action of the preparations according to the invention and their problem-free use. For the user, the advantage results that water- and emulsifier-free preparations are used which have excellent flow properties and no longer make necessary a later after treatment with compressed air with the further advantage that a migration-stable film is now present which is not able to cause any coating defects. The use of these lubricating and coating agents can thus considerably improve the prior art.
- The above description of the invention is intended to the illustrative and not limiting. Various changes or modifications in the embodiments described herein may occur to those skilled in the art. These changes can be made without departing from the scope or spirit of the invention.
Claims (16)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP002008603.9 | 2002-04-17 | ||
EP02008603A EP1336643B1 (en) | 2002-04-17 | 2002-04-17 | Use of solvent-, water- and emulsifier-free compositions of organopolysiloxanes as lubricant for profiled sealings |
Publications (1)
Publication Number | Publication Date |
---|---|
US20030199398A1 true US20030199398A1 (en) | 2003-10-23 |
Family
ID=27619160
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/413,882 Abandoned US20030199398A1 (en) | 2002-04-17 | 2003-04-15 | Use of solvent-, water- and emulsifier-free organo-polysiloxane formulations as lubricants for profiled seals |
Country Status (5)
Country | Link |
---|---|
US (1) | US20030199398A1 (en) |
EP (1) | EP1336643B1 (en) |
AT (1) | ATE250647T1 (en) |
DE (1) | DE50200054D1 (en) |
ES (1) | ES2206431T3 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7018955B2 (en) | 2000-08-14 | 2006-03-28 | Grain Processing Corporation | Drilling fluid, apparatus, and method |
WO2015166411A1 (en) * | 2014-04-30 | 2015-11-05 | Pirelli Tyre S.P.A. | Process for producing tyres for vehicle wheels |
CN106457933A (en) * | 2014-04-30 | 2017-02-22 | 倍耐力轮胎股份公司 | Process for producing tires provided with auxiliary components for vehicle wheels |
WO2017148958A1 (en) * | 2016-03-01 | 2017-09-08 | Mips Ab | Helmet |
US10470513B2 (en) | 2016-03-01 | 2019-11-12 | Mips Ab | Helmet |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005021653A1 (en) * | 2003-08-29 | 2005-03-10 | Agc Automotive Americas Co. | A sliding window assembly having an encapsulation with a silicone-based polymer |
CN106985313B (en) * | 2017-04-27 | 2018-09-18 | 王琪宇 | A kind of preparation method of releasing agent for rubber |
Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4572871A (en) * | 1983-10-27 | 1986-02-25 | Toyoda Gosei Co., Ltd. | Glass-run for window glass of motor car |
US4572875A (en) * | 1984-01-11 | 1986-02-25 | Gutshall Charles E | Blank for a thread forming screw |
US5663215A (en) * | 1991-12-20 | 1997-09-02 | Courtaulds Coatings (Holdings) Limited | Coating compositions |
US5674818A (en) * | 1994-10-28 | 1997-10-07 | Productes Del Latex, S.A. | Composition for coating rubber or latex articles |
US5834613A (en) * | 1995-07-25 | 1998-11-10 | Rhone-Poulenc Chimie | Perhalogenated polyorganosiloxanes and the processes for their preparation |
US6040278A (en) * | 1998-03-09 | 2000-03-21 | Acheson Industries, Inc. | Water-free release/lubrication agent for treating the walls of a die for original shaping or reshaping |
US6057042A (en) * | 1997-07-30 | 2000-05-02 | Toshiba Silicone Co., Ltd. | Organopolysiloxane composition for surface treatment and surface-treated EPDM articles |
US6428897B1 (en) * | 1999-09-24 | 2002-08-06 | General Electric Company | Low temperature curable organopolysiloxane coatings |
US6635606B2 (en) * | 2000-03-17 | 2003-10-21 | Nicca Chemical Co., Ltd. | Release agents for die casting |
US6908682B2 (en) * | 2002-09-12 | 2005-06-21 | 3M Innovative Properties Company | Photocured silicone sealant having improved adhesion to plastic |
USRE38850E1 (en) * | 1996-12-13 | 2005-10-25 | Matsushita Electric Works, Ltd. | Functional coated product and process for producing the same and the use thereof |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3821908A1 (en) * | 1988-06-29 | 1990-01-04 | Ernst Boettler Kg Bomix Chemie | Release agent |
US5115007A (en) * | 1989-11-30 | 1992-05-19 | Gencorp Inc. | Abrasion resistant polyurethane blend compositions |
JPH03285926A (en) * | 1990-03-31 | 1991-12-17 | Toyoda Gosei Co Ltd | Rubber product with topcoating film |
-
2002
- 2002-04-17 DE DE50200054T patent/DE50200054D1/en not_active Expired - Lifetime
- 2002-04-17 EP EP02008603A patent/EP1336643B1/en not_active Expired - Lifetime
- 2002-04-17 AT AT02008603T patent/ATE250647T1/en not_active IP Right Cessation
- 2002-04-17 ES ES02008603T patent/ES2206431T3/en not_active Expired - Lifetime
-
2003
- 2003-04-15 US US10/413,882 patent/US20030199398A1/en not_active Abandoned
Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4572871A (en) * | 1983-10-27 | 1986-02-25 | Toyoda Gosei Co., Ltd. | Glass-run for window glass of motor car |
US4572875A (en) * | 1984-01-11 | 1986-02-25 | Gutshall Charles E | Blank for a thread forming screw |
US5663215A (en) * | 1991-12-20 | 1997-09-02 | Courtaulds Coatings (Holdings) Limited | Coating compositions |
US5674818A (en) * | 1994-10-28 | 1997-10-07 | Productes Del Latex, S.A. | Composition for coating rubber or latex articles |
US5834613A (en) * | 1995-07-25 | 1998-11-10 | Rhone-Poulenc Chimie | Perhalogenated polyorganosiloxanes and the processes for their preparation |
USRE38850E1 (en) * | 1996-12-13 | 2005-10-25 | Matsushita Electric Works, Ltd. | Functional coated product and process for producing the same and the use thereof |
US6057042A (en) * | 1997-07-30 | 2000-05-02 | Toshiba Silicone Co., Ltd. | Organopolysiloxane composition for surface treatment and surface-treated EPDM articles |
US6040278A (en) * | 1998-03-09 | 2000-03-21 | Acheson Industries, Inc. | Water-free release/lubrication agent for treating the walls of a die for original shaping or reshaping |
US6428897B1 (en) * | 1999-09-24 | 2002-08-06 | General Electric Company | Low temperature curable organopolysiloxane coatings |
US6740360B2 (en) * | 1999-09-24 | 2004-05-25 | General Electric Company | Low temperature curable organopolysiloxane coatings |
US6740419B2 (en) * | 1999-09-24 | 2004-05-25 | General Electric Company | Low temperature curable organopolysiloxane coatings |
US6794045B2 (en) * | 1999-09-24 | 2004-09-21 | General Electric Company | Low temperature curable organopolysiloxane coatings |
US6635606B2 (en) * | 2000-03-17 | 2003-10-21 | Nicca Chemical Co., Ltd. | Release agents for die casting |
US6908682B2 (en) * | 2002-09-12 | 2005-06-21 | 3M Innovative Properties Company | Photocured silicone sealant having improved adhesion to plastic |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7018955B2 (en) | 2000-08-14 | 2006-03-28 | Grain Processing Corporation | Drilling fluid, apparatus, and method |
WO2015166411A1 (en) * | 2014-04-30 | 2015-11-05 | Pirelli Tyre S.P.A. | Process for producing tyres for vehicle wheels |
CN106457709A (en) * | 2014-04-30 | 2017-02-22 | 倍耐力轮胎股份公司 | Process for producing tyres for vehicle wheels |
CN106457933A (en) * | 2014-04-30 | 2017-02-22 | 倍耐力轮胎股份公司 | Process for producing tires provided with auxiliary components for vehicle wheels |
WO2017148958A1 (en) * | 2016-03-01 | 2017-09-08 | Mips Ab | Helmet |
CN107635423A (en) * | 2016-03-01 | 2018-01-26 | 米帕斯公司 | helmet |
EP3434126A1 (en) * | 2016-03-01 | 2019-01-30 | Mips AB | Helmet |
US10470513B2 (en) | 2016-03-01 | 2019-11-12 | Mips Ab | Helmet |
US10492557B2 (en) | 2016-03-01 | 2019-12-03 | Mips Ab | Helmet |
EA038237B1 (en) * | 2016-03-01 | 2021-07-28 | Мипс Аб | Helmet |
Also Published As
Publication number | Publication date |
---|---|
ATE250647T1 (en) | 2003-10-15 |
ES2206431T3 (en) | 2004-05-16 |
EP1336643A1 (en) | 2003-08-20 |
EP1336643B1 (en) | 2003-09-24 |
DE50200054D1 (en) | 2003-10-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA1308508C (en) | Heat-curable silicone compositions comprising fumarate cure-control additive and use thereof | |
JP6528930B2 (en) | Coating composition | |
US6180249B1 (en) | Curable silicone foul release coatings and articles | |
CA1183412A (en) | Method for improving the adhesion of organopolysiloxane elastomers | |
EP0618257B1 (en) | Method for producing a painted silicone elastomer | |
US4252933A (en) | Self-bonding silicone coating composition | |
JP2002309172A (en) | Water-based coating composition | |
US5777026A (en) | Surface modified silicone elastomers from aqueous silicone emulsions | |
JP2849044B2 (en) | Film-forming silicone emulsion composition | |
US5527841A (en) | Coating composition for the surface treatment of a rubber article | |
US4704419A (en) | Organosiloxane primer composition | |
US20030199398A1 (en) | Use of solvent-, water- and emulsifier-free organo-polysiloxane formulations as lubricants for profiled seals | |
DE69700611T2 (en) | Process for increasing the longevity of a dry oil film on a zinc oxide-modified polysiloxane surface | |
JPS6397642A (en) | Improvement in adhesion of silicone elastomer paint to polyurethane | |
CA1195795A (en) | Organopolysiloxane molding compositions | |
JP3255501B2 (en) | Composition for surface treatment and method for surface treatment of rubber | |
JPH0228259A (en) | Curable organofluorosilicone composition | |
US10982112B2 (en) | Hydrophobic silicone coating | |
EP4140736A1 (en) | Silicone composite stain-resistant sheet and construction method using same to prevent grafitti | |
US7625966B2 (en) | Anhydrous protectant chemical composition | |
JPS5939306B2 (en) | Film forming method | |
JPH04283248A (en) | Coating composition and method for preventing surface fouling of silicone elastomer | |
JP2750897B2 (en) | Anti-fouling agent for painted surfaces of automobiles | |
JPH07109441A (en) | Method of surface treatment of rubber and rubber article treated thereby | |
JPS5989356A (en) | Organopolysiloxane composition surface-curable at room temperature |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: GOLDSCHMIDT AG, GERMANY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DORRBECKER, FRED;LAMMERTING, HELMUT;SCHOMMER, JURGEN;REEL/FRAME:013981/0547 Effective date: 20030317 |
|
AS | Assignment |
Owner name: GOLDSCHMIDT GMBH,GERMANY Free format text: CHANGE OF NAME;ASSIGNOR:GOLDSCHMIDT AG;REEL/FRAME:016038/0250 Effective date: 20050110 Owner name: GOLDSCHMIDT GMBH, GERMANY Free format text: CHANGE OF NAME;ASSIGNOR:GOLDSCHMIDT AG;REEL/FRAME:016038/0250 Effective date: 20050110 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |