EP0091908A1 - Verfahren und zusammensetzung für substratbeschichtung - Google Patents
Verfahren und zusammensetzung für substratbeschichtungInfo
- Publication number
- EP0091908A1 EP0091908A1 EP19820902556 EP82902556A EP0091908A1 EP 0091908 A1 EP0091908 A1 EP 0091908A1 EP 19820902556 EP19820902556 EP 19820902556 EP 82902556 A EP82902556 A EP 82902556A EP 0091908 A1 EP0091908 A1 EP 0091908A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- water
- composition
- wetting agent
- epoxy resin
- curing agent
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 239000000758 substrate Substances 0.000 title claims abstract description 24
- 238000000576 coating method Methods 0.000 title claims abstract description 13
- 239000011248 coating agent Substances 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000080 wetting agent Substances 0.000 claims abstract description 25
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000007788 liquid Substances 0.000 claims abstract description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 12
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 5
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 claims description 5
- 239000012454 non-polar solvent Substances 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000008199 coating composition Substances 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 125000000468 ketone group Chemical group 0.000 claims 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052918 calcium silicate Inorganic materials 0.000 claims 1
- 239000000378 calcium silicate Substances 0.000 claims 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 abstract description 16
- 229920000647 polyepoxide Polymers 0.000 abstract description 16
- 239000002904 solvent Substances 0.000 abstract description 14
- 229920005989 resin Polymers 0.000 abstract description 13
- 239000011347 resin Substances 0.000 abstract description 13
- 239000006193 liquid solution Substances 0.000 abstract description 2
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 description 22
- 239000000243 solution Substances 0.000 description 11
- 239000004593 Epoxy Substances 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- 239000002585 base Substances 0.000 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 description 5
- 230000035515 penetration Effects 0.000 description 5
- 230000005855 radiation Effects 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 239000004567 concrete Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920013683 Celanese Polymers 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- WABPQHHGFIMREM-UHFFFAOYSA-N lead(0) Chemical compound [Pb] WABPQHHGFIMREM-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229910001294 Reinforcing steel Inorganic materials 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- -1 anhydrides aliphatic amines Chemical class 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 150000004292 cyclic ethers Chemical group 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000010438 granite Substances 0.000 description 1
- 239000011440 grout Substances 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000005488 sandblasting Methods 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
Definitions
- My invention relates to epoxy coating particularly useful in providing a coating for selected substrates where the coating provides improved adherence to the substrate by improved penetration of the coating into the substrate.
- epoxy compounds are composed of monomers or prepolymers that further react with curing agents to yield high performance thermosetting plastics.
- Epoxy compounds have gained wide acceptance- as protecting coatings and in structural applications because of their exceptional combination of properties such as toughness, adhesion, chemical resistance, and superior electrical properties.
- Epoxy resins are Generally characterized by the presence of a three member cyclic ether group commonly referred to as an epoxy group, 1,2-epoxide, or oxirane.
- the most widely used epoxy resins are diglycidyl eithers of bisphenol A derived from bisphenol A and epichlorhydrin as typically shown in United States Patent No. 3,324,483 and U.S. Patent No. 2,456,408-Castan.
- Epoxy resins are most frequently cured with anhydrides aliphatic amines or polyamides.
- the curing agents or hardners are categorized generally as catalytic or
- the functional groups of the resins are terminal epoxy groups together with pendant hydroxl per repeat unit of the polymer chain.
- the -3- i portant classes include polya ines, polyaminoamides, polyphenols, polymeric thiols, polycarboxylic acid and anhydrides. Most systems utilized in current
- solvent based that is the resin, or the curing agent, or both, are dissolved in selected solvents for ease in application.
- the solvents and the systems are generally water free.
- water borne systems have been developed for replacement of solvent based systems.
- the water borne systems utilize either liquid or solid epoxy resins which have -been modified to allow use with
- the present invention provides a new and useful composition and method which provides unexpectedly improved penetration of the resin into pores of the substrate for better protection and greatly improved bonding between the substrate and the coating.
- Various substrates can be utilized where the composition of the coating can be varied to accomodate the character of the substrate.
- the substrates can be, for example, emulsified asphalt, cement, masonry materials or even metals.
- many different types of fillers and extenders such as rock, sand, glass, carborundum, alumina, quartz, common slag, marble, grit, or granite can be incorporated to provide improved wear resistance.
- the resulting product is water proof, resistant to acid and alkali solutions and semi-flexible, yet very hard and strong and adheres tightly to the substrate, it is believed, because of the wetting agent which is a part of the invention and promotes resin penetration of the substrate.
- compositions provided by the present invention provide enhanced protection to bridge decks to prevent water and salt penetration and as a base for lead bearing coatings to provide radiation shielding for selected form of radiation. Further compositions within the scope of the present invention provide improved bonding with greatly reduced substrate surface preparation, for example by sandblasting or degreasing.
- materials within the scope of the present ⁇ invention can be modified to provide fire and thermal resistance and the material can be provided on various substrates such as metals, cloth, paper, fiberglass, burlap and various plastics.
- the material is quick setting so that the substrate can be returned to use shortly after application of the material. More particularly the present invention provides an improved method and composition for coating a selected substrate including mixing a first liquid solution of first solvent and an epoxy resin, with a second solution included selected proportions of epoxy resin curing agent reactive with the epoxy resin of the first solution, second solvent, selected proportions of a selected wetting agent soluble in both water and in generally water insoluble liquid and a selected proportion of water, and applying the mixed first and second solutions to a selected substrate.
- Celanese Plastics and Specialties Company as aliphatic amine in solution of solvents at concentrations of 8% by weight toluene, 8% by weight ethleyene glycol monoethylether and 24% by weight ethylene glycol monobutyl ether.
- Sulfoxide, and Isopropyl Alcohol act as a wetting agent to allow the water in the total mixture to be taken into the solution first with the curing agent and finally with the resin base.
- Other wetting agents can be utilized within the scope of the present invention and can include detergent compositions.
- the curing agent was 47.5% by weight of the final composition
- the wetting agent was 5% and the balance (47.5% by weight) of the composition was the Epi-ResTM 2036.
- the material was then applied to a surface to be coated as compounded and allowed to harden. In some applications further dilution of the penetrating composition has been found advantageous. It has been found that active compositions can be prepared wherein the aforenoted composition including resin, curing agent and wetting agent is diluted in water at a ratio of three parts water to one part of the composition.
- the wetting agent need only be a material which is soluble in polar solvent composition including resin, curing agent and wetting agent is diluted in water at a ratio of three parts water to one part of the composition. While various compositions have been found to be satisfactory it has been found that so long as sufficient wetting agent is present to provide a complete solution of the water in the epoxy system, the system is effective. In this regard it is believed that the wetting agent need only be a material which is soluble in polar solvent such as water and non polar solvents such as the xylene, or other solvents normally found in resin-curing agent systems.
- composition previously described is diluted with water as previously described.
- a first coat can be applied at the rate of, for example, 300 square feet per gallon. The coating is allowed to dry and a second coat, which is somewhat less diluted (for example where the -12-
- Methylethyl Ketone 10% Dimethyl Sulfoxide 64% Isopropyl Alcohol 16% is utilized and mixed with curing agent and epoxy resins so the wetting agent is 5% of the total mixture.
- the curing agent is 47 1/2% of the final mixture and the epoxy resin is 47 1/2% of the final mixture.
- the third coat can be mixed with abrasive or wear resistant material when a protected surface is desirable or when surface roughness is needed.
- the epoxy-lead composition is highly effective in reducing X-ray transmission and that materials of this type which can be bonded to selected substrates using compositions within the scope of the present invention would be particulary effective as radiation shielding.
- fire retardant materials can be easily compounded with materials within the scope of the present invention to substantially provide fire retardant and in some cased fire protective shielding. It has further been found that compositions within the scope of the present invention can be admixed with substrate material, for example concrete to provide improved characteristics, particularly improved resistance to element penetration, reduction of reinforcing steel corrosion and reduction of spaling due to ice and salt. It will be recognized that the foregoing description of the present invention is not by way of limitation but that various other formulations, compositions, and applications also within the scope of the present invention will occur to those skilled in the art upon reading the disclosure set forth hereinbefore.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31362581A | 1981-10-21 | 1981-10-21 | |
| US313625 | 1981-10-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0091908A1 true EP0091908A1 (de) | 1983-10-26 |
Family
ID=23216452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19820902556 Withdrawn EP0091908A1 (de) | 1981-10-21 | 1982-06-14 | Verfahren und zusammensetzung für substratbeschichtung |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0091908A1 (de) |
| WO (1) | WO1983001454A1 (de) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002060385A2 (en) | 2001-01-30 | 2002-08-08 | Smithkline Beecham Plc. | Pharmaceutical formulation |
| WO2005009380A2 (en) | 2003-07-21 | 2005-02-03 | Smith Kline Beecham P.L.C. | Pharmaceutical formulations |
| WO2009087483A2 (en) | 2007-11-08 | 2009-07-16 | Glaxo Group Limited | Pharmaceutical formulations |
| US7842308B2 (en) | 2001-01-30 | 2010-11-30 | Smithkline Beecham Limited | Pharmaceutical formulation |
| US7883721B2 (en) | 2001-01-30 | 2011-02-08 | Smithkline Beecham Limited | Pharmaceutical formulation |
| US8147871B2 (en) | 2004-03-12 | 2012-04-03 | Capsugel Belgium Bvba | Pharmaceutical formulations |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB972801A (en) * | 1960-09-12 | 1964-10-14 | Raybestos Manhattan Inc | Binder composition |
| DE2728861A1 (de) * | 1976-06-30 | 1978-01-05 | Ciba Geigy Ag | Verwendung waesseriger harzloesungen als binde- und impraegniermittel |
-
1982
- 1982-06-14 WO PCT/US1982/000821 patent/WO1983001454A1/en not_active Ceased
- 1982-06-14 EP EP19820902556 patent/EP0091908A1/de not_active Withdrawn
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8301454A1 * |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002060385A2 (en) | 2001-01-30 | 2002-08-08 | Smithkline Beecham Plc. | Pharmaceutical formulation |
| WO2002060384A2 (en) | 2001-01-30 | 2002-08-08 | Smithkline Beecham Plc. | Pharmaceutical formulation |
| US7842308B2 (en) | 2001-01-30 | 2010-11-30 | Smithkline Beecham Limited | Pharmaceutical formulation |
| US7883721B2 (en) | 2001-01-30 | 2011-02-08 | Smithkline Beecham Limited | Pharmaceutical formulation |
| EP2366382A2 (de) | 2001-01-30 | 2011-09-21 | Pfizer Inc. | Pharmazeutische Formulierung |
| EP2366383A2 (de) | 2001-01-30 | 2011-09-21 | Pfizer Inc. | Pharmazeutische Formulierung |
| EP2366384A2 (de) | 2001-01-30 | 2011-09-21 | Pfizer Inc. | Pharmazeutische Formulierung |
| US8361498B2 (en) | 2001-01-30 | 2013-01-29 | Capsugel Belgium Nv | Pharmaceutical formulation |
| WO2005009380A2 (en) | 2003-07-21 | 2005-02-03 | Smith Kline Beecham P.L.C. | Pharmaceutical formulations |
| US8673350B2 (en) | 2003-07-21 | 2014-03-18 | Capsugel Belgium Nv | Pharmaceutical formulations |
| US8147871B2 (en) | 2004-03-12 | 2012-04-03 | Capsugel Belgium Bvba | Pharmaceutical formulations |
| WO2009087483A2 (en) | 2007-11-08 | 2009-07-16 | Glaxo Group Limited | Pharmaceutical formulations |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1983001454A1 (en) | 1983-04-28 |
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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): AT CH DE FR GB LI LU 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: 19831220 |